$2,259,000 Located in the highly coveted Lakewood neighborhood, this beautifully updated ranch offers refined living with a peaceful water backdrop and over 4,400 sq. ft. of finished space with 2-3 bedrooms and 3 and a half baths. Architectural elegance defines the home from the moment you arrive. Lavish woodwork, elaborate trim details, and abundant custom cabinetry complement gleaming hardwood floors and timeless millwork throughout. A gracious foyer with fanlight transoms and elegant archways introduces the formal living room and handsome wood-paneled library with fireplace. French doors extend the living space to an elevated brick terrace overlooking the manicured grounds and serene pond. The gourmet kitchen impresses with vaulted ceilings, exposed beams, two large islands, and designer finishes, opening seamlessly into a stunning hearth room framed by floor-to-ceiling windows, skylights, and a striking stone fireplace. The private primary suite evokes spa-like luxury with marble flooring, a freestanding soaking tub, an expansive glass shower, dual vanities, and sunlit windows that capture the tranquil setting. The finished walk-out lower level expands the home's versatility with a spacious family room, custom built-ins, an office nook, a convenient kitchenette, possible 3rd bedroom suite, and French doors leading to a screened porch perfectly positioned to enjoy pond views. Professional landscaping, a stack-stone wall, and multiple outdoor living areas enhance the property's beauty and livability. With three fireplaces, premium craftsmanship, and a location among Lexington's most desirable addresses, this home offers a rare blend of timeless elegance and everyday comfort--an exceptional Lakewood opportunity. 2 Beds ⋅ 4 Baths ⋅ 26025643 MLS ⋅ 4,504 SqFt. ⋅ ACTIVE Status Located in the highly coveted Lakewood neighborhood, this beautifully updated ranch offers refined living with a peaceful water backdrop and over 4,400 sq. ft. of finished space with 2-3 bedrooms and 3 and a half baths. Architectural elegance defines the home from the moment you arrive. Lavish woodwork, elaborate trim details, and abundant custom cabinetry complement gleaming hardwood floors and timeless millwork throughout. A gracious foyer with fanlight transoms and elegant archways introduces the formal living room and handsome wood-paneled library with fireplace. French doors extend the living space to an elevated brick terrace overlooking the manicured grounds and serene pond. The gourmet kitchen impresses with vaulted ceilings, exposed beams, two large islands, and designer finishes, opening seamlessly into a stunning hearth room framed by floor-to-ceiling windows, skylights, and a striking stone fireplace. The private primary suite evokes spa-like luxury with marble flooring, a freestanding soaking tub, an expansive glass shower, dual vanities, and sunlit windows that capture the tranquil setting. The finished walk-out lower level expands the home's versatility with a spacious family room, custom built-ins, an office nook, a convenient kitchenette, possible 3rd bedroom suite, and French doors leading to a screened porch perfectly positioned to enjoy pond views. Professional landscaping, a stack-stone wall, and multiple outdoor living areas enhance the property's beauty and livability. With three fireplaces, premium craftsmanship, and a location among Lexington's most desirable addresses, this home offers a rare blend of timeless elegance and everyday comfort--an exceptional Lakewood opportunity. 1785 Mooreland Dr, Lexington
$179,900 Located inside New Circle Road, this spacious condo couldn't be more convenient: Walk to the Lansdowne Shoppes. Take a short car ride to The University of Kentucky and major hospitals. Brand New HVAC. Freshly painted, and most of the flooring is new, too. All appliances stay, including washer, dryer, refrigerator, dishwasher, range, microwave and disposal. Comfortable and easy entry to this condo without any steps. Parking lot and Condo door are on the same level. Condo is all on one level, too. This was originally designed as a 3 bedroom, but the large space was rearranged into two bedrooms. This makes one of the bedrooms exceptionally roomy, with a huge walk-in closet. Covered deck in back. 2 Beds ⋅ 2 Baths ⋅ 26025607 MLS ⋅ 1,334 SqFt. ⋅ ACTIVE Status Located inside New Circle Road, this spacious condo couldn't be more convenient: Walk to the Lansdowne Shoppes. Take a short car ride to The University of Kentucky and major hospitals. Brand New HVAC. Freshly painted, and most of the flooring is new, too. All appliances stay, including washer, dryer, refrigerator, dishwasher, range, microwave and disposal. Comfortable and easy entry to this condo without any steps. Parking lot and Condo door are on the same level. Condo is all on one level, too. This was originally designed as a 3 bedroom, but the large space was rearranged into two bedrooms. This makes one of the bedrooms exceptionally roomy, with a huge walk-in closet. Covered deck in back. 857 Malabu Dr Unit 2101, Lexington
$725,000 This charming duplex in the highly sought-after Ashland Park neighborhood of Lexington offers a versatile property that features a total of five bedrooms and two bathrooms, along with spacious living and dining areas in each unit. (3 bedrooms and 1 bath in one unit and 2 bedrooms and 1 bath in the other unit). Both parts of the duplex offer bright, inviting interiors with abundant natural light and comfortable living spaces ideal for everyday living or entertaining. Each unit includes a well-equipped kitchen with ample room for cooking and gathering. The generously sized bedrooms provide privacy and flexibility, while the bathrooms are thoughtfully designed for both style and function. Outside, enjoy a welcoming front porch and a large backyard perfect for relaxing, gardening or hosting outdoor gatherings. Located in the heart of Ashland Park, this property offers convenient access to parks, schools, local dining, and shopping, as well as easy proximity to downtown Lexington. Whether you're looking for an owner-occupied opportunity, investment property, or multi-generational living, this duplex presents a wonderful opportunity in one of Lexington's most desirable neighborhoods. Storage and laundry facilities in the lower level, plus laundry hook up in first floor unit. 48 Hour Showing Heads Up Requested. Home selling AS-IS, with inspections welcome. Home is located in Historic H-1 Overlay. 5 Beds ⋅ 2 Baths ⋅ 26025074 MLS ⋅ 3,149 SqFt. ⋅ ACTIVE Status This charming duplex in the highly sought-after Ashland Park neighborhood of Lexington offers a versatile property that features a total of five bedrooms and two bathrooms, along with spacious living and dining areas in each unit. (3 bedrooms and 1 bath in one unit and 2 bedrooms and 1 bath in the other unit). Both parts of the duplex offer bright, inviting interiors with abundant natural light and comfortable living spaces ideal for everyday living or entertaining. Each unit includes a well-equipped kitchen with ample room for cooking and gathering. The generously sized bedrooms provide privacy and flexibility, while the bathrooms are thoughtfully designed for both style and function. Outside, enjoy a welcoming front porch and a large backyard perfect for relaxing, gardening or hosting outdoor gatherings. Located in the heart of Ashland Park, this property offers convenient access to parks, schools, local dining, and shopping, as well as easy proximity to downtown Lexington. Whether you're looking for an owner-occupied opportunity, investment property, or multi-generational living, this duplex presents a wonderful opportunity in one of Lexington's most desirable neighborhoods. Storage and laundry facilities in the lower level, plus laundry hook up in first floor unit. 48 Hour Showing Heads Up Requested. Home selling AS-IS, with inspections welcome. Home is located in Historic H-1 Overlay. 1056-1058 Fontaine Rd, Lexington
$799,000 NOW OFFERING A $15,000 SELLER CREDIT — BUYER'S CHOICE! Use it toward closing costs, an interest rate buy-down, cosmetic updates, or however it best fits your needs. This all-brick home in desirable 40502 offers incredible value at under $800K and is priced well below its recent appraisal. Even better, major improvements are already in place, including a Generac whole-house generator, fresh interior paint, and a new brick patio. With the flexibility to make the home your own from day one, this is an opportunity you won't want to miss! Welcome to 2197 Taborlake Circle, ideally located inside New Circle Road in the highly sought-after Taborlake neighborhood. This beautifully maintained 4-bedroom, 3.5-bath home offers the perfect combination of space, comfort, and convenience in one of Lexington's most desirable areas. The main level features inviting living spaces, a dedicated home office, and a well-designed kitchen that flows seamlessly into the living and entertaining areas. Just off the living room, a stylish wet bar adds the perfect touch for hosting guests or enjoying everyday convenience. Upstairs, the spacious primary suite includes a large walk-in closet and a relaxing retreat from the day. The recently finished basement provides additional flexible living space--ideal for a media room, playroom, home gym, or guest area. Step outside to the covered back porch overlooking a fully fenced yard, perfect for relaxing or entertaining. Residents of Taborlake enjoy neighborhood amenities including a pool and tennis courts, all while being just minutes from everything Lexington has to offer. Don't miss the opportunity to own a move-in ready home in this wonderful community! 1 Year home warranty Included! 4 Beds ⋅ 4 Baths ⋅ 26025042 MLS ⋅ 4,474 SqFt. ⋅ ACTIVE Status NOW OFFERING A $15,000 SELLER CREDIT — BUYER'S CHOICE! Use it toward closing costs, an interest rate buy-down, cosmetic updates, or however it best fits your needs. This all-brick home in desirable 40502 offers incredible value at under $800K and is priced well below its recent appraisal. Even better, major improvements are already in place, including a Generac whole-house generator, fresh interior paint, and a new brick patio. With the flexibility to make the home your own from day one, this is an opportunity you won't want to miss! Welcome to 2197 Taborlake Circle, ideally located inside New Circle Road in the highly sought-after Taborlake neighborhood. This beautifully maintained 4-bedroom, 3.5-bath home offers the perfect combination of space, comfort, and convenience in one of Lexington's most desirable areas. The main level features inviting living spaces, a dedicated home office, and a well-designed kitchen that flows seamlessly into the living and entertaining areas. Just off the living room, a stylish wet bar adds the perfect touch for hosting guests or enjoying everyday convenience. Upstairs, the spacious primary suite includes a large walk-in closet and a relaxing retreat from the day. The recently finished basement provides additional flexible living space--ideal for a media room, playroom, home gym, or guest area. Step outside to the covered back porch overlooking a fully fenced yard, perfect for relaxing or entertaining. Residents of Taborlake enjoy neighborhood amenities including a pool and tennis courts, all while being just minutes from everything Lexington has to offer. Don't miss the opportunity to own a move-in ready home in this wonderful community! 1 Year home warranty Included! 2197 Taborlake Cir, Lexington
$306,500 Welcome home to this beautifully updated 3-bedroom, 2-bath brick ranch located in the highly sought-after Idle Hour Subdivision and within walking distance of Idle Hour Park! Offering a partially finished walk-out basement and a great combination of classic character and modern updates, this home is ready for its next owner. The main level features beautifully refinished hardwood floors, tile flooring in the wet areas, fresh paint, and updated can lighting. The kitchen is complete with granite countertops, subway tile backsplash, stainless steel appliances, and a gas cooktop. Just off the kitchen is an additional office/flex space featuring new tile flooring perfect for a home office, hobby room, or additional everyday living space. Three bedrooms and a full bathroom complete the main level. The partially finished walk-out basement adds even more versatility with a spacious den, second full bathroom, utility/laundry area, new carpet, and updated laminate flooring. A newer sump pump is another recent improvement to the basement. Additional updates include a newly replaced sewer line and new front storm door, adding to the numerous improvements throughout the home. Located in the desirable Idle Hour Subdivision, this home combines an established neighborhood setting with the updates, space, and versatility today's buyers are looking for. Conveniently situated near shopping, dining, schools, and everything Lexington has to offer, this is one you won't want to miss. Schedule your private showing today! 3 Beds ⋅ 2 Baths ⋅ 26025013 MLS ⋅ 2,086 SqFt. ⋅ ACTIVE Status Welcome home to this beautifully updated 3-bedroom, 2-bath brick ranch located in the highly sought-after Idle Hour Subdivision and within walking distance of Idle Hour Park! Offering a partially finished walk-out basement and a great combination of classic character and modern updates, this home is ready for its next owner. The main level features beautifully refinished hardwood floors, tile flooring in the wet areas, fresh paint, and updated can lighting. The kitchen is complete with granite countertops, subway tile backsplash, stainless steel appliances, and a gas cooktop. Just off the kitchen is an additional office/flex space featuring new tile flooring perfect for a home office, hobby room, or additional everyday living space. Three bedrooms and a full bathroom complete the main level. The partially finished walk-out basement adds even more versatility with a spacious den, second full bathroom, utility/laundry area, new carpet, and updated laminate flooring. A newer sump pump is another recent improvement to the basement. Additional updates include a newly replaced sewer line and new front storm door, adding to the numerous improvements throughout the home. Located in the desirable Idle Hour Subdivision, this home combines an established neighborhood setting with the updates, space, and versatility today's buyers are looking for. Conveniently situated near shopping, dining, schools, and everything Lexington has to offer, this is one you won't want to miss. Schedule your private showing today! 2068 Saint Teresa Dr, Lexington
$299,000 Easy living in this charming, larger-than-expected ranch in Lexington's favorite neighborhood- Kenwick. An inviting covered front porch leads inside to another unexpected delight; a vaulted living room that gives this 1930s-era home a fresh, contemporary feel. The updated chef's kitchen with gas range, Shaker-style cabinets and plenty of counter space opens to a spacious family room/dining room combination with built-ins. A nicely sized, sunny laundry room with washer and dryer adds convenience and could double as a pantry or extra storage. The updated full bath features subway tile and a soaking tub. Three bedrooms include one with a dreamy walk-in closet and custom shelving. The large, private, fully fenced backyard with plenty of room to expand the garden, use the fire pit as the fall approaches or host a barbecue. Don't miss this total package; a charming Kenwick home with great living spaces, thoughtful updates and a gorgeous lot! 3 Beds ⋅ 1 Baths ⋅ 26024941 MLS ⋅ 1,450 SqFt. ⋅ ACTIVE Status Easy living in this charming, larger-than-expected ranch in Lexington's favorite neighborhood- Kenwick. An inviting covered front porch leads inside to another unexpected delight; a vaulted living room that gives this 1930s-era home a fresh, contemporary feel. The updated chef's kitchen with gas range, Shaker-style cabinets and plenty of counter space opens to a spacious family room/dining room combination with built-ins. A nicely sized, sunny laundry room with washer and dryer adds convenience and could double as a pantry or extra storage. The updated full bath features subway tile and a soaking tub. Three bedrooms include one with a dreamy walk-in closet and custom shelving. The large, private, fully fenced backyard with plenty of room to expand the garden, use the fire pit as the fall approaches or host a barbecue. Don't miss this total package; a charming Kenwick home with great living spaces, thoughtful updates and a gorgeous lot! 378 Preston Ave, Lexington
$1,100,000 Back on the market and offering a rare second chance to own one of Chevy Chase's standout homes! After purchasing this exceptional property, the current owners made the heartfelt decision to remain in their longtime home of 38 years—creating an unexpected opportunity for the buyer who missed it the first time. This beautifully renovated and expanded Chevy Chase residence blends timeless character with sophisticated modern living in one of Lexington's most sought-after locations. Enjoy the lifestyle buyers love about 40502—tree-lined streets, sidewalks, nearby parks, locally loved restaurants, and convenient access to downtown Lexington, the University of Kentucky, and the new Publix. Offering approximately 3,200 finished square feet, the home is filled with inviting spaces designed for both everyday living and effortless entertaining. Natural light highlights warm hardwood flooring, detailed millwork, and an open, flowing floor plan. The beautifully updated kitchen features Taj Mahal quartzite countertops and backsplash by CounterCulture, custom cabinetry, stainless-steel appliances, and a farmhouse sink, with an easy connection to the dining and living spaces. The main-level primary suite is a true retreat, with a custom Closets by Design walk-in closet and a spa-inspired bath featuring heated tile floors, dual vanities, a private water closet, and an oversized walk-in shower with multiple shower heads and body jets. A second main-level bedroom, currently used as a home office, showcases the original brick fireplace and a custom Murphy Door bookcase concealing the closet. Outdoor living is equally impressive. A vaulted screened porch with wood ceiling and stone fireplace overlooks the beautifully landscaped backyard, while the custom stone patio, fire pit and landscape lighting by Redmond's Landscaping create an exceptional setting for entertaining or relaxing outdoors. The finished basement provides additional flexible living space with custom built-ins and ceramic tile flooring. Additional improvements include custom blinds throughout by The Blinds Man, first-level interior paint completed in 2025, a driveway security gate by Overhead Door Company and basement waterproofing completed by Champion Waterproofing in 2021 with sump pump and transferable lifetime warranty. Rarely does a Chevy Chase home combine this level of architectural character, thoughtful renovation, modern functionality, and location. If you missed 403 Chinoe the first time, here's your chance. 4 Beds ⋅ 4 Baths ⋅ 26024493 MLS ⋅ 3,213 SqFt. ⋅ ACTIVE Status Back on the market and offering a rare second chance to own one of Chevy Chase's standout homes! After purchasing this exceptional property, the current owners made the heartfelt decision to remain in their longtime home of 38 years—creating an unexpected opportunity for the buyer who missed it the first time. This beautifully renovated and expanded Chevy Chase residence blends timeless character with sophisticated modern living in one of Lexington's most sought-after locations. Enjoy the lifestyle buyers love about 40502—tree-lined streets, sidewalks, nearby parks, locally loved restaurants, and convenient access to downtown Lexington, the University of Kentucky, and the new Publix. Offering approximately 3,200 finished square feet, the home is filled with inviting spaces designed for both everyday living and effortless entertaining. Natural light highlights warm hardwood flooring, detailed millwork, and an open, flowing floor plan. The beautifully updated kitchen features Taj Mahal quartzite countertops and backsplash by CounterCulture, custom cabinetry, stainless-steel appliances, and a farmhouse sink, with an easy connection to the dining and living spaces. The main-level primary suite is a true retreat, with a custom Closets by Design walk-in closet and a spa-inspired bath featuring heated tile floors, dual vanities, a private water closet, and an oversized walk-in shower with multiple shower heads and body jets. A second main-level bedroom, currently used as a home office, showcases the original brick fireplace and a custom Murphy Door bookcase concealing the closet. Outdoor living is equally impressive. A vaulted screened porch with wood ceiling and stone fireplace overlooks the beautifully landscaped backyard, while the custom stone patio, fire pit and landscape lighting by Redmond's Landscaping create an exceptional setting for entertaining or relaxing outdoors. The finished basement provides additional flexible living space with custom built-ins and ceramic tile flooring. Additional improvements include custom blinds throughout by The Blinds Man, first-level interior paint completed in 2025, a driveway security gate by Overhead Door Company and basement waterproofing completed by Champion Waterproofing in 2021 with sump pump and transferable lifetime warranty. Rarely does a Chevy Chase home combine this level of architectural character, thoughtful renovation, modern functionality, and location. If you missed 403 Chinoe the first time, here's your chance. 403 Chinoe Rd, Lexington
$1,199,000 Single-Level living at its finest! Welcome to 1820 Richmond Road, an exceptional 4 bedroom, 3 bath residence on a beautiful half acre lot in one of Lexington's most desirable neighborhoods, directly across from Idle Hour Country Club. Extensively remodeled from floor to ceiling, this home pairs timeless character with modern finishes and thoughtful conveniences. All four bedrooms and three full bathrooms are located on the main level, offering the ease and functionality of single level living. The brand new kitchen, renovated bathrooms, refinished hardwood floors, and custom crown molding showcase the quality of the renovation, while integrated Bluetooth speakers, heated bathroom features, and custom built ins add distinctive touches throughout. The partially finished basement features an inviting entertainment room with a gas fireplace, along with abundant storage, complemented by a walk up attic with finished flooring for even more room to organize and store belongings. Outside, the spacious half acre lot offers privacy and room to enjoy, while the composite deck and enclosed sunroom provide inviting spaces for relaxing or entertaining with minimal upkeep. A two car garage with an EV charging port adds modern convenience. With its exceptional storage, low maintenance outdoor features, and thoughtfully designed main level, 1820 Richmond Road offers a rare combination of comfort, functionality, and space in a premier Lexington location. 4 Beds ⋅ 3 Baths ⋅ 26024479 MLS ⋅ 3,065 SqFt. ⋅ ACTIVE Status Single-Level living at its finest! Welcome to 1820 Richmond Road, an exceptional 4 bedroom, 3 bath residence on a beautiful half acre lot in one of Lexington's most desirable neighborhoods, directly across from Idle Hour Country Club. Extensively remodeled from floor to ceiling, this home pairs timeless character with modern finishes and thoughtful conveniences. All four bedrooms and three full bathrooms are located on the main level, offering the ease and functionality of single level living. The brand new kitchen, renovated bathrooms, refinished hardwood floors, and custom crown molding showcase the quality of the renovation, while integrated Bluetooth speakers, heated bathroom features, and custom built ins add distinctive touches throughout. The partially finished basement features an inviting entertainment room with a gas fireplace, along with abundant storage, complemented by a walk up attic with finished flooring for even more room to organize and store belongings. Outside, the spacious half acre lot offers privacy and room to enjoy, while the composite deck and enclosed sunroom provide inviting spaces for relaxing or entertaining with minimal upkeep. A two car garage with an EV charging port adds modern convenience. With its exceptional storage, low maintenance outdoor features, and thoughtfully designed main level, 1820 Richmond Road offers a rare combination of comfort, functionality, and space in a premier Lexington location. 1820 Richmond Rd, Lexington
$445,000 Turnkey investment opportunity in the heart of Lexington's highly desirable Kenwick neighborhood in 40502! This fully occupied duplex offers immediate rental income with both units currently leased and tenants paying all utilities. The downstairs unit rents for $1,500/month with a lease through 2/28/2027, while the upstairs unit rents for $1,580/month with a lease through 1/31/2027—providing $3,080 in combined monthly rent and $36,960 in annual gross rental income. Located just minutes from the University of Kentucky, downtown Lexington, Chevy Chase, shopping, dining and entertainment, this property offers an outstanding location with strong long-term rental appeal. Whether you're looking to expand your portfolio or secure a multifamily property in one of Lexington's most sought-after areas, 270 Sherman Avenue deserves a serious look. Schedule your showing today! 6 Beds ⋅ 2 Baths ⋅ 26024385 MLS ⋅ 2,160 SqFt. ⋅ ACTIVE Status Turnkey investment opportunity in the heart of Lexington's highly desirable Kenwick neighborhood in 40502! This fully occupied duplex offers immediate rental income with both units currently leased and tenants paying all utilities. The downstairs unit rents for $1,500/month with a lease through 2/28/2027, while the upstairs unit rents for $1,580/month with a lease through 1/31/2027—providing $3,080 in combined monthly rent and $36,960 in annual gross rental income. Located just minutes from the University of Kentucky, downtown Lexington, Chevy Chase, shopping, dining and entertainment, this property offers an outstanding location with strong long-term rental appeal. Whether you're looking to expand your portfolio or secure a multifamily property in one of Lexington's most sought-after areas, 270 Sherman Avenue deserves a serious look. Schedule your showing today! 270 Sherman Ave, Lexington
$2,900,000 Nestled on The Island within the city of Lexington, this exceptional home offers a rare combination of architectural beauty, privacy, and breathtaking water views. Floor-to-ceiling windows and an open-concept design allow the lake to take center stage throughout the home. The beautifully appointed kitchen features custom cabinetry, granite countertops, a farmhouse sink, Sub-Zero refrigerator and freezer, Viking range/oven and microwave, two dishwashers, and an ice maker. Just off the kitchen, the inviting sunroom provides the perfect place to relax and enjoy views of the surrounding grounds. The dining room adds even more warmth and character with its own fireplace. The impressive family room features soaring vaulted ceilings, a striking brick fireplace, and French doors opening to the expansive deck and patio areas. Recently enhanced with additional deck space, the outdoor living areas provide even more room for entertaining, dining, or simply enjoying the peaceful lakefront setting. A beautiful outdoor brick fireplace creates a cozy gathering space, while a hot tub, in-ground pool, walking paths, and stunning gardens complete this private outdoor retreat. The elegant first-floor primary suite features hardwood floors, another fireplace, and French doors leading directly to the patio. Upstairs, a spacious bedroom suite and loft with beautiful built-ins separate two additional bedrooms, providing both privacy and flexibility. The finished walkout basement offers additional living and entertaining space along with a private steam room. Fitness enthusiasts will appreciate the separate year-round workout room located in the back of three-car garage, providing a dedicated space for exercise in every season. Additional features include a Control4 Smart Home system and thoughtful architectural details throughout. A truly distinctive lakefront property offering resort-style living in the heart of Lexington. 4 Beds ⋅ 6 Baths ⋅ 26024231 MLS ⋅ 5,705 SqFt. ⋅ ACTIVE Status Nestled on The Island within the city of Lexington, this exceptional home offers a rare combination of architectural beauty, privacy, and breathtaking water views. Floor-to-ceiling windows and an open-concept design allow the lake to take center stage throughout the home. The beautifully appointed kitchen features custom cabinetry, granite countertops, a farmhouse sink, Sub-Zero refrigerator and freezer, Viking range/oven and microwave, two dishwashers, and an ice maker. Just off the kitchen, the inviting sunroom provides the perfect place to relax and enjoy views of the surrounding grounds. The dining room adds even more warmth and character with its own fireplace. The impressive family room features soaring vaulted ceilings, a striking brick fireplace, and French doors opening to the expansive deck and patio areas. Recently enhanced with additional deck space, the outdoor living areas provide even more room for entertaining, dining, or simply enjoying the peaceful lakefront setting. A beautiful outdoor brick fireplace creates a cozy gathering space, while a hot tub, in-ground pool, walking paths, and stunning gardens complete this private outdoor retreat. The elegant first-floor primary suite features hardwood floors, another fireplace, and French doors leading directly to the patio. Upstairs, a spacious bedroom suite and loft with beautiful built-ins separate two additional bedrooms, providing both privacy and flexibility. The finished walkout basement offers additional living and entertaining space along with a private steam room. Fitness enthusiasts will appreciate the separate year-round workout room located in the back of three-car garage, providing a dedicated space for exercise in every season. Additional features include a Control4 Smart Home system and thoughtful architectural details throughout. A truly distinctive lakefront property offering resort-style living in the heart of Lexington. 2104 Island Pt, Lexington
$559,995 Classic Fairway charm meets thoughtful modern updates in this inviting 3-bedroom, 2.5-bath Cape Cod. Offering 2,297 square feet of finished living space, the home features a desirable main-level primary suite with a private bath and walk-in closet. The beautifully renovated kitchen includes quartz countertops, stainless steel appliances, a gas range, tile backsplash and breakfast bar. A masonry fireplace adds warmth and character to the living room. Upstairs, two spacious bedrooms share a convenient half bath, while the partially finished basement offers flexible space for a media room, home office, fitness area or recreation room. Outside, enjoy a fully fenced backyard, patio, detached two-car garage with additional storage and generous off-street parking. Conveniently located near downtown Lexington, UK, shopping, dining and the historic Henry Clay Estate 3 Beds ⋅ 3 Baths ⋅ 26024222 MLS ⋅ 2,339 SqFt. ⋅ ACTIVE Status Classic Fairway charm meets thoughtful modern updates in this inviting 3-bedroom, 2.5-bath Cape Cod. Offering 2,297 square feet of finished living space, the home features a desirable main-level primary suite with a private bath and walk-in closet. The beautifully renovated kitchen includes quartz countertops, stainless steel appliances, a gas range, tile backsplash and breakfast bar. A masonry fireplace adds warmth and character to the living room. Upstairs, two spacious bedrooms share a convenient half bath, while the partially finished basement offers flexible space for a media room, home office, fitness area or recreation room. Outside, enjoy a fully fenced backyard, patio, detached two-car garage with additional storage and generous off-street parking. Conveniently located near downtown Lexington, UK, shopping, dining and the historic Henry Clay Estate 428 Henry Clay Blvd, Lexington
$2,125,000 Welcome to 604 Montclair Drive, an impressive Neoclassical home built in 2023 that offers gracious living in the heart of Lexington. This residence features five bedrooms, six full bathrooms, and two half bathrooms across 6,423 square feet of beautifully appointed space. The thoughtful layout includes a first-floor primary suite, an open-concept main floor, and high-end finishes that combine timeless appeal with modern comfort. Picture enjoying quiet mornings on the porch before taking advantage of the property's close proximity to downtown Lexington and the University of Kentucky campus. Schedule your private showing today! 6 Beds ⋅ 8 Baths ⋅ 26023898 MLS ⋅ 6,423 SqFt. ⋅ ACTIVE Status Welcome to 604 Montclair Drive, an impressive Neoclassical home built in 2023 that offers gracious living in the heart of Lexington. This residence features five bedrooms, six full bathrooms, and two half bathrooms across 6,423 square feet of beautifully appointed space. The thoughtful layout includes a first-floor primary suite, an open-concept main floor, and high-end finishes that combine timeless appeal with modern comfort. Picture enjoying quiet mornings on the porch before taking advantage of the property's close proximity to downtown Lexington and the University of Kentucky campus. Schedule your private showing today! 604 Montclair Dr, Lexington
$849,900 This beautifully renovated, turnkey home blends modern high end upgrades with exceptional functionality, close to local shops, dining, and schools. A complete top-to-bottom remodel brings a fresh look to the kitchen with new appliances, modern flooring, custom closets, updated bathrooms, and bright living areas. A fully enclosed, heated and cooled sunroom offers comfortable year-round space and extra sq ft. The property features a massive four-car garage perfect for extra vehicles, a workshop, or storage, alongside 4 bedrooms and 3 full bathrooms. Highlighting its versatile layout, the finished basement functions as a complete secondary suite with a spacious living room, bar, bedroom, and full bath—ideal for guests, entertaining, or multi-generational living. Listing Agent is a member of Wise Builders Group, LLC who is selling the property 4 Beds ⋅ 3 Baths ⋅ 26023776 MLS ⋅ 3,995 SqFt. ⋅ ACTIVE Status This beautifully renovated, turnkey home blends modern high end upgrades with exceptional functionality, close to local shops, dining, and schools. A complete top-to-bottom remodel brings a fresh look to the kitchen with new appliances, modern flooring, custom closets, updated bathrooms, and bright living areas. A fully enclosed, heated and cooled sunroom offers comfortable year-round space and extra sq ft. The property features a massive four-car garage perfect for extra vehicles, a workshop, or storage, alongside 4 bedrooms and 3 full bathrooms. Highlighting its versatile layout, the finished basement functions as a complete secondary suite with a spacious living room, bar, bedroom, and full bath—ideal for guests, entertaining, or multi-generational living. Listing Agent is a member of Wise Builders Group, LLC who is selling the property 309 Thistleton Cir, Lexington
$529,900 Back on the market after extensive improvements and completely move-in ready! Welcome home to this spacious 4-bedroom, 2-bath home offering over 3,000 square feet in the desirable Lansdowne neighborhood. Recent updates include beautifully refinished hardwood floors, new LVP flooring in the kitchen, a newly sealcoated driveway, and fresh paint throughout the first floor. The home offers multiple living spaces, brick fireplaces, and an eat-in kitchen featuring custom white cabinetry, granite countertops, and stainless steel appliances. Oversized bedrooms, abundant storage, flexible living areas, a two-car garage, and a private fenced backyard provide plenty of room to spread out. Conveniently located near shopping, dining, downtown Lexington, and UK. With the recent improvements complete, this home is ready for its next owner to simply move in and enjoy. One-year home warranty and offering 3,000 towards closing costs. Seller is a licensed real estate agent in Kentucky. OPEN HOUSE SUNDAY OCT 25, 2-4 4 Beds ⋅ 2 Baths ⋅ 26023707 MLS ⋅ 3,056 SqFt. ⋅ ACTIVE Status Back on the market after extensive improvements and completely move-in ready! Welcome home to this spacious 4-bedroom, 2-bath home offering over 3,000 square feet in the desirable Lansdowne neighborhood. Recent updates include beautifully refinished hardwood floors, new LVP flooring in the kitchen, a newly sealcoated driveway, and fresh paint throughout the first floor. The home offers multiple living spaces, brick fireplaces, and an eat-in kitchen featuring custom white cabinetry, granite countertops, and stainless steel appliances. Oversized bedrooms, abundant storage, flexible living areas, a two-car garage, and a private fenced backyard provide plenty of room to spread out. Conveniently located near shopping, dining, downtown Lexington, and UK. With the recent improvements complete, this home is ready for its next owner to simply move in and enjoy. One-year home warranty and offering 3,000 towards closing costs. Seller is a licensed real estate agent in Kentucky. OPEN HOUSE SUNDAY OCT 25, 2-4 328 Leawood Dr, Lexington
$1,025,000 Set at the end of a quiet cul-de-sac on a beautifully wooded, nearly half-acre lot, this meticulously maintained and thoughtfully updated executive home in the sought-after Woods subdivision offers an exceptional blend of elegance, comfort, and privacy—all in one of Lexington's most convenient locations. From the moment you enter, the home reveals a level of design and craftsmanship that is both sophisticated and inviting. The stunning sitting room, beautifully decorated by Matt Carter, features custom built-ins and dramatic lacquered walls, creating a distinctive space for conversation and entertaining. Just beyond, the impressive two-story family room takes center stage with a stacked-stone fireplace, hardwood floors, and newly added built-in bookcases. The main level is designed for both everyday living and gracious entertaining. A private office offers flexibility and could easily serve as a first-floor bedroom if desired. The inviting eat-in kitchen features double doors opening to the back porch, seamlessly connecting indoor and outdoor living. A formal dining room, laundry room, and half bath complete the first floor. Upstairs, the spacious primary suite is a true retreat, featuring an updated bath and a newly renovated closet that is nothing short of spectacular. Three additional bedrooms and a full bath provide generous accommodations for family and guests. The walk-out lower level adds another dimension to this already impressive home, offering a family room, recreation room, full bath, and direct access to the expansive, private backyard. With multiple gathering spaces and room to relax, play, and entertain, this home effortlessly adapts to the way you live. Perfectly positioned inside New Circle Road, this exceptional property offers easy access to the University of Kentucky, downtown Lexington, premier shopping, restaurants, and all that the city has to offer. Beautifully updated. Exceptionally located. Unmistakably home. 4 Beds ⋅ 4 Baths ⋅ 26023281 MLS ⋅ 4,706 SqFt. ⋅ ACTIVE Status Set at the end of a quiet cul-de-sac on a beautifully wooded, nearly half-acre lot, this meticulously maintained and thoughtfully updated executive home in the sought-after Woods subdivision offers an exceptional blend of elegance, comfort, and privacy—all in one of Lexington's most convenient locations. From the moment you enter, the home reveals a level of design and craftsmanship that is both sophisticated and inviting. The stunning sitting room, beautifully decorated by Matt Carter, features custom built-ins and dramatic lacquered walls, creating a distinctive space for conversation and entertaining. Just beyond, the impressive two-story family room takes center stage with a stacked-stone fireplace, hardwood floors, and newly added built-in bookcases. The main level is designed for both everyday living and gracious entertaining. A private office offers flexibility and could easily serve as a first-floor bedroom if desired. The inviting eat-in kitchen features double doors opening to the back porch, seamlessly connecting indoor and outdoor living. A formal dining room, laundry room, and half bath complete the first floor. Upstairs, the spacious primary suite is a true retreat, featuring an updated bath and a newly renovated closet that is nothing short of spectacular. Three additional bedrooms and a full bath provide generous accommodations for family and guests. The walk-out lower level adds another dimension to this already impressive home, offering a family room, recreation room, full bath, and direct access to the expansive, private backyard. With multiple gathering spaces and room to relax, play, and entertain, this home effortlessly adapts to the way you live. Perfectly positioned inside New Circle Road, this exceptional property offers easy access to the University of Kentucky, downtown Lexington, premier shopping, restaurants, and all that the city has to offer. Beautifully updated. Exceptionally located. Unmistakably home. 2385 The Woods Ln, Lexington
$615,000 Property back on market at no fault of the seller. This charming duplex is nestled in the highly sought-after Fairway neighborhood, brimming with character. Featuring a total of four bedrooms, each unit offers an inviting first floor with an eat-in kitchen, a family room, and a half bath. Upstairs, you'll find two bedrooms on each side, plus a full bath. A permanent staircase from the larger bedroom leads to a fantastic finished attic bonus room (160 sq. Ft.). Each side also has an unfinished basement with washer/dryer hookups and ample storage. Out the back of each kitchen, you'll find a covered patio, and there's a two-car garage, all on a nice-sized yard. This is a perfect opportunity for investors or multi-family living! 4 Beds ⋅ 4 Baths ⋅ 26023233 MLS ⋅ 2,154 SqFt. ⋅ ACTIVE Status Property back on market at no fault of the seller. This charming duplex is nestled in the highly sought-after Fairway neighborhood, brimming with character. Featuring a total of four bedrooms, each unit offers an inviting first floor with an eat-in kitchen, a family room, and a half bath. Upstairs, you'll find two bedrooms on each side, plus a full bath. A permanent staircase from the larger bedroom leads to a fantastic finished attic bonus room (160 sq. Ft.). Each side also has an unfinished basement with washer/dryer hookups and ample storage. Out the back of each kitchen, you'll find a covered patio, and there's a two-car garage, all on a nice-sized yard. This is a perfect opportunity for investors or multi-family living! 1901 & 1903 Carolyn Carolyn Dr, Lexington
$219,500 Spacious 3-Bedroom Condo - Perfect for Students, Roommates, or Investors! Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo located just minutes from UK campus! With 1,277 square feet of comfortable living space, this unit offers the perfect blend of convenience, functionality, and style--ideal for students, faculty, or savvy investors. *Pictures are from unit similar to one listed. The property is selling AS IS, inspections welcome. 3 Beds ⋅ 2 Baths ⋅ 26023177 MLS ⋅ 1,277 SqFt. ⋅ ACTIVE Status Spacious 3-Bedroom Condo - Perfect for Students, Roommates, or Investors! Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo located just minutes from UK campus! With 1,277 square feet of comfortable living space, this unit offers the perfect blend of convenience, functionality, and style--ideal for students, faculty, or savvy investors. *Pictures are from unit similar to one listed. The property is selling AS IS, inspections welcome. 858 Malabu Dr Unit 5000, Lexington
$899,900 Set in Lexington's beloved Fairway neighborhood, this charming stone home beautifully blends classic character with thoughtful updates and inviting spaces. A timeless tile roof and mature boxwoods frame the entry, creating an unforgettable first impression. Inside, the foyer opens to both the dining room and family room. You will love the 9 foot ceilings and original hardwood floors throughout the main level. The family room features an original fireplace and adjacent sitting area with built-ins, offering the flexibility to serve as a playroom, or home office. Generously sized, the dining room is ready for everything from weeknight dinners to big family gatherings. The kitchen features inset cabinetry with granite countertops, stainless steel appliances, and fantastic natural light with windows overlooking the private backyard. At the back entry, a dry bar with wine storage and a beverage refrigerator adds both function and style. Upstairs, the primary bedroom offers beautiful built-ins for both storage and display, along with a private en-suite bath. Two additional bedrooms share a hall bath with a combination tub/shower. Outside, the backyard features a large patio and mature trees—perfect for relaxed evenings and outdoor entertaining. The extended one-car garage offers a great deal of additional storage space for bikes and outdoor equipment. With its original details, abundant natural light, and coveted Fairway address, this special home offers the perfect combination of timeless Lexington charm and comfortable everyday living. 3 Beds ⋅ 3 Baths ⋅ 26023112 MLS ⋅ 2,024 SqFt. ⋅ ACTIVE Status Set in Lexington's beloved Fairway neighborhood, this charming stone home beautifully blends classic character with thoughtful updates and inviting spaces. A timeless tile roof and mature boxwoods frame the entry, creating an unforgettable first impression. Inside, the foyer opens to both the dining room and family room. You will love the 9 foot ceilings and original hardwood floors throughout the main level. The family room features an original fireplace and adjacent sitting area with built-ins, offering the flexibility to serve as a playroom, or home office. Generously sized, the dining room is ready for everything from weeknight dinners to big family gatherings. The kitchen features inset cabinetry with granite countertops, stainless steel appliances, and fantastic natural light with windows overlooking the private backyard. At the back entry, a dry bar with wine storage and a beverage refrigerator adds both function and style. Upstairs, the primary bedroom offers beautiful built-ins for both storage and display, along with a private en-suite bath. Two additional bedrooms share a hall bath with a combination tub/shower. Outside, the backyard features a large patio and mature trees—perfect for relaxed evenings and outdoor entertaining. The extended one-car garage offers a great deal of additional storage space for bikes and outdoor equipment. With its original details, abundant natural light, and coveted Fairway address, this special home offers the perfect combination of timeless Lexington charm and comfortable everyday living. 222 Kingsway Dr, Lexington
$359,000 Price correction on this beautiful Kenwick home. In one of Lexington's most beloved and walkable communities, 101 year old home lives like new. Some original hardwood flooring has been lovingly restored, adding warmth and character you can't replicate with new construction. Meanwhile, the attic level of the home was thoughtfully opened up in the style of a loft. The loft is finished with the ability to provide flexible space. Downstairs, a newly sealed basement provides clean, dry storage and laundry. Outside, the garage/workshop opens the door to real possibility?personal office, a true garage/workshop setup, or an accessory dwelling unit for rental income.In a neighborhood where nearly half of homes are rentals, this flexible bonus space is a genuine differentiator, whether you're planning to live here or invest here. With major systems replaced, restored original character, and a workshop built for whatever you need next, 377 Preston Ave offers a rare combination in Kenwick: low-maintenance peace of mind with room to grow. 2 Beds ⋅ 2 Baths ⋅ 26022786 MLS ⋅ 893 SqFt. ⋅ ACTIVE Status Price correction on this beautiful Kenwick home. In one of Lexington's most beloved and walkable communities, 101 year old home lives like new. Some original hardwood flooring has been lovingly restored, adding warmth and character you can't replicate with new construction. Meanwhile, the attic level of the home was thoughtfully opened up in the style of a loft. The loft is finished with the ability to provide flexible space. Downstairs, a newly sealed basement provides clean, dry storage and laundry. Outside, the garage/workshop opens the door to real possibility?personal office, a true garage/workshop setup, or an accessory dwelling unit for rental income.In a neighborhood where nearly half of homes are rentals, this flexible bonus space is a genuine differentiator, whether you're planning to live here or invest here. With major systems replaced, restored original character, and a workshop built for whatever you need next, 377 Preston Ave offers a rare combination in Kenwick: low-maintenance peace of mind with room to grow. 377 Preston Ave, Lexington
$250,000 Located in sought-after Kenwick/Ashland Park, this charming 2 bedroom 1 bath top-floor condo in the 1928 Henry Clay Condominium is within walking or biking distance of Downtown Lexington, UK/Rupp Arena, City Center, groceries, restaurants, and the historic Henry Clay Estate. Enjoy 9-foot ceilings, crown molding, 8-inch baseboards, original hardwood floors, crystal knobs, ceiling fans, spacious rooms, and generous closets. Call today before it's gone! Some photos are virtually staged. 2 Beds ⋅ 1 Baths ⋅ 26022410 MLS ⋅ 1,000 SqFt. ⋅ ACTIVE Status Located in sought-after Kenwick/Ashland Park, this charming 2 bedroom 1 bath top-floor condo in the 1928 Henry Clay Condominium is within walking or biking distance of Downtown Lexington, UK/Rupp Arena, City Center, groceries, restaurants, and the historic Henry Clay Estate. Enjoy 9-foot ceilings, crown molding, 8-inch baseboards, original hardwood floors, crystal knobs, ceiling fans, spacious rooms, and generous closets. Call today before it's gone! Some photos are virtually staged. 1127 Richmond Rd Unit 4, Lexington
$224,200 Resort-Style Waterfront Living inside New Circle Road: Experience everyday vacation vibes in one of Lexington's most unique gated communities. This stunning 2-bedroom, 2-bathroom condo perfectly blends low-maintenance luxury with premier waterfront access. Inside, the open layout features elegant countertops and easy access to everyday fun. Step directly outside to your private patio, which leads straight to the sparkling pool and serene lake waters.The community amenities offer an unmatched resort lifestyle. Launch your kayak or canoe from the private community dock, spend sunny afternoons lounging by the pool, or gather with friends around the community fire pit. Located in a prime, highly accessible location inside New Circle Road, this property delivers security, convenience, and a permanent escape from the everyday routine. Schedule an appointment for your showing today. 2 Beds ⋅ 2 Baths ⋅ 26022273 MLS ⋅ 1,157 SqFt. ⋅ ACTIVE Status Resort-Style Waterfront Living inside New Circle Road: Experience everyday vacation vibes in one of Lexington's most unique gated communities. This stunning 2-bedroom, 2-bathroom condo perfectly blends low-maintenance luxury with premier waterfront access. Inside, the open layout features elegant countertops and easy access to everyday fun. Step directly outside to your private patio, which leads straight to the sparkling pool and serene lake waters.The community amenities offer an unmatched resort lifestyle. Launch your kayak or canoe from the private community dock, spend sunny afternoons lounging by the pool, or gather with friends around the community fire pit. Located in a prime, highly accessible location inside New Circle Road, this property delivers security, convenience, and a permanent escape from the everyday routine. Schedule an appointment for your showing today. 2414 Lake Park Rd Unit 1104, Lexington
$474,900 Location, location, location! This fantastic two-owner brick ranch townhome has been meticulously renovated. Updates include new kitchen cabinets, countertops, flooring, railings, lighting, a huge atrium door, a deck, and so much more. The home is also equipped with solar panels. It is ideal for a variety of living arrangements, including assisted living, as the fully finished basement features its own kitchen. 3 Beds ⋅ 3 Baths ⋅ 26022199 MLS ⋅ 2,058 SqFt. ⋅ ACTIVE Status Location, location, location! This fantastic two-owner brick ranch townhome has been meticulously renovated. Updates include new kitchen cabinets, countertops, flooring, railings, lighting, a huge atrium door, a deck, and so much more. The home is also equipped with solar panels. It is ideal for a variety of living arrangements, including assisted living, as the fully finished basement features its own kitchen. 2957 Candlelight Way, Lexington
$1,090,000 Set on one of Lexington's most beloved tree-lined streets in the coveted Chevy Chase / Ashland Park area, this 1935 Kentucky limestone Cotswold/Tudor home is a rare blend of storybook character and modern living. From the steeply pitched gables and stone chimney with terracotta chimney pots to the arched red front door and bluestone covered porch, the curb appeal is straight out of a storybook. Timeless and natural materials were chosen throughout to honor the home's original architecture while quietly delivering every modern convenience. Inside, graceful arched doorways and refinished hardwood floors set a warm, inviting tone. A completely renovated open-concept kitchen anchors the main level with custom cabinetry, granite countertops, limestone backsplash, a gas range, and a breakfast-bar peninsula that flows effortlessly into the dining and living spaces — with double pocket doors opening to a light-filled sunroom. A custom travertine-slab fireplace with a herringbone-tile firebox and gas insert serves as a stunning focal point. Original curved ceilings in two of the upstairs bedrooms — a signature of authentic Cotswold design — and distinctive staircase balusters are charming reminders of the home's 1935 pedigree. The 2005 two-story addition expanded the living space with Hardie board siding, solid-wood interior doors with crystal knobs, and a stone skirt around the foundation — some of it original stone reclaimed from the main home. Walls of French doors along the addition open to the backyard, filling the home with natural light and creating a seamless indoor-outdoor flow. Custom built-ins throughout, including a glass-front dining room hutch and a laundry room/pantry with granite and travertine, reflect the same craftsmanship found in every corner. The spa-like primary bath is a true retreat, featuring a freestanding clawfoot soaking tub, a long double vanity with marble countertop, custom cabinetry, a chandelier, penny-tile flooring, and a custom laundry chute. A second-floor secondary bath is equally refined with a new porcelain tile shower and floor, custom cabinetry, and marble countertops. The finished basement is a destination of its own: custom and reclaimed-wood shelving, a bar area with a beverage fridge, a cedar closet, generous storage, and durable LVP flooring — with the adjacent utility area proactively waterproofed to protect the finished space. Outdoors, a generous 17' x 29' patio topped with Pennsylvania bluestone — accessible through multiple sets of French doors — creates an elegant, private setting for entertaining. Out front, professional landscaping and mature trees and hydrangeas, a bluestone covered front porch and walkway, and laurel-stone edging. A rare extra-deep 22' x 26' detached garage with carriage-style doors, coordinating stone front and Hardie board siding was designed to blend seamlessly with the home, and even reuses windows from the original house. Behind its timeless facade, this home offers the best of both worlds: the irreplaceable character of a 1935 Chevy Chase original, paired with thoughtfully updated interiors that honor its heritage down to the smallest detail. Walkable to the shops and restaurants of Chevy Chase and just minutes from the University of Kentucky, downtown, and everything that makes this one of Lexington's most sought-after neighborhoods. Property being sold as is with inspections welcomed. 4 Beds ⋅ 3 Baths ⋅ 26021097 MLS ⋅ 3,020 SqFt. ⋅ ACTIVE Status Set on one of Lexington's most beloved tree-lined streets in the coveted Chevy Chase / Ashland Park area, this 1935 Kentucky limestone Cotswold/Tudor home is a rare blend of storybook character and modern living. From the steeply pitched gables and stone chimney with terracotta chimney pots to the arched red front door and bluestone covered porch, the curb appeal is straight out of a storybook. Timeless and natural materials were chosen throughout to honor the home's original architecture while quietly delivering every modern convenience. Inside, graceful arched doorways and refinished hardwood floors set a warm, inviting tone. A completely renovated open-concept kitchen anchors the main level with custom cabinetry, granite countertops, limestone backsplash, a gas range, and a breakfast-bar peninsula that flows effortlessly into the dining and living spaces — with double pocket doors opening to a light-filled sunroom. A custom travertine-slab fireplace with a herringbone-tile firebox and gas insert serves as a stunning focal point. Original curved ceilings in two of the upstairs bedrooms — a signature of authentic Cotswold design — and distinctive staircase balusters are charming reminders of the home's 1935 pedigree. The 2005 two-story addition expanded the living space with Hardie board siding, solid-wood interior doors with crystal knobs, and a stone skirt around the foundation — some of it original stone reclaimed from the main home. Walls of French doors along the addition open to the backyard, filling the home with natural light and creating a seamless indoor-outdoor flow. Custom built-ins throughout, including a glass-front dining room hutch and a laundry room/pantry with granite and travertine, reflect the same craftsmanship found in every corner. The spa-like primary bath is a true retreat, featuring a freestanding clawfoot soaking tub, a long double vanity with marble countertop, custom cabinetry, a chandelier, penny-tile flooring, and a custom laundry chute. A second-floor secondary bath is equally refined with a new porcelain tile shower and floor, custom cabinetry, and marble countertops. The finished basement is a destination of its own: custom and reclaimed-wood shelving, a bar area with a beverage fridge, a cedar closet, generous storage, and durable LVP flooring — with the adjacent utility area proactively waterproofed to protect the finished space. Outdoors, a generous 17' x 29' patio topped with Pennsylvania bluestone — accessible through multiple sets of French doors — creates an elegant, private setting for entertaining. Out front, professional landscaping and mature trees and hydrangeas, a bluestone covered front porch and walkway, and laurel-stone edging. A rare extra-deep 22' x 26' detached garage with carriage-style doors, coordinating stone front and Hardie board siding was designed to blend seamlessly with the home, and even reuses windows from the original house. Behind its timeless facade, this home offers the best of both worlds: the irreplaceable character of a 1935 Chevy Chase original, paired with thoughtfully updated interiors that honor its heritage down to the smallest detail. Walkable to the shops and restaurants of Chevy Chase and just minutes from the University of Kentucky, downtown, and everything that makes this one of Lexington's most sought-after neighborhoods. Property being sold as is with inspections welcomed. 409 Dudley Rd, Lexington
$824,900 Looking for a home filled with charm, character, and space? This beautiful property is one you won't want to miss! Set on a generous 0.49-acre lot, this home offers timeless details, beautiful hardwood floors, folding wood doors separating the formal living spaces, three brick fireplaces, and lovely flower gardens throughout the property. Enjoy the peaceful surroundings with Lake Hickman or Lake Fontaine within walking distance, offering a wonderful opportunity to take in the outdoors right in your own neighborhood. With four bedrooms, four full bathrooms, and a convenient half bath on the main level, there is plenty of room for family and guests. The home features two primary suites, including one conveniently located on the main level and another upstairs alongside the additional bedrooms. The renovated kitchen showcases beautiful maple cabinetry, a delightful view to enjoy while washing dishes, and the perfect space for a dedicated coffee bar. The formal living and dining rooms provide wonderful spaces for entertaining, while the inviting family room offers a little more privacy and leads to one of the home's most enjoyable features—the covered and screened-in porch, where you can relax while taking in beautiful views of the backyard. And there's even more space to enjoy! The basement provides additional room for recreation, hobbies, storage, or entertaining, with direct access to the backyard for added convenience. With its combination of character, thoughtful updates, generous living spaces, beautiful outdoor setting, and charming details, this is a home that truly deserves to be experienced in person. Come see all it has to offer! 4 Beds ⋅ 5 Baths ⋅ 26021349 MLS ⋅ 4,220 SqFt. ⋅ ACTIVE Status Looking for a home filled with charm, character, and space? This beautiful property is one you won't want to miss! Set on a generous 0.49-acre lot, this home offers timeless details, beautiful hardwood floors, folding wood doors separating the formal living spaces, three brick fireplaces, and lovely flower gardens throughout the property. Enjoy the peaceful surroundings with Lake Hickman or Lake Fontaine within walking distance, offering a wonderful opportunity to take in the outdoors right in your own neighborhood. With four bedrooms, four full bathrooms, and a convenient half bath on the main level, there is plenty of room for family and guests. The home features two primary suites, including one conveniently located on the main level and another upstairs alongside the additional bedrooms. The renovated kitchen showcases beautiful maple cabinetry, a delightful view to enjoy while washing dishes, and the perfect space for a dedicated coffee bar. The formal living and dining rooms provide wonderful spaces for entertaining, while the inviting family room offers a little more privacy and leads to one of the home's most enjoyable features—the covered and screened-in porch, where you can relax while taking in beautiful views of the backyard. And there's even more space to enjoy! The basement provides additional room for recreation, hobbies, storage, or entertaining, with direct access to the backyard for added convenience. With its combination of character, thoughtful updates, generous living spaces, beautiful outdoor setting, and charming details, this is a home that truly deserves to be experienced in person. Come see all it has to offer! 2092 Bridgeport Dr, Lexington
$699,000 Rare opportunity to own a beautifully updated triplex in Lexington's highly sought-after Chevy Chase neighborhood. 304-306 Ridgeway Drive features three 1BR/1BA units and is being sold partially furnished. Ideally located just steps from the University of Kentucky, downtown Lexington, UK HealthCare, restaurants, shopping, and entertainment. With thoughtful updates and an unbeatable location, this property offers incredible flexibility and a unique opportunity to own in one of Lexington's most desirable areas. 3 Beds ⋅ 3 Baths ⋅ 26021342 MLS ⋅ 2,244 SqFt. ⋅ ACTIVE Status Rare opportunity to own a beautifully updated triplex in Lexington's highly sought-after Chevy Chase neighborhood. 304-306 Ridgeway Drive features three 1BR/1BA units and is being sold partially furnished. Ideally located just steps from the University of Kentucky, downtown Lexington, UK HealthCare, restaurants, shopping, and entertainment. With thoughtful updates and an unbeatable location, this property offers incredible flexibility and a unique opportunity to own in one of Lexington's most desirable areas. 304-306 Ridgeway Rd, Lexington
$2,225,000 Rare opportunity to own a completely renovated home on Richmond Road. located on the corner of Richmond Rd. and Bassett Avenue directly across from the Henry Clay estate; this 1923 colonial home has been gutted down to the studs and meticulously renovated by Wooddale Partners. Every inch of the interior is brand new. Enter through the front door into a bright and inviting living room with full high window and fireplace looking into the formal dining room with a large triple window and full height window. The large family room is open to the kitchen that has custom handmade inlay cabinetry with built in fridge and dishwasher, 48? gas range, direct ventilation range hood, and large 48? workstation sink looking out onto the covered lanai that features a large gas fireplace, built in grill and fridge. The main level also features a breakfast nook, office, and mud/ laundry room. The primary bedroom has a large walk-in closet with custom built ins and island, sitting room, and beautifully designed bathroom. 3 guest bedrooms are all on suite with built in closets. The property sits on a 1/3 of an acre with a large yard, completely fenced in with room for an in ground pool. The detached 3 car garage is accessed off Bassett avenue with a driveway that fits 9 cars. Book your showing today to see all the fabulous hand selected finishes in person. 4 Beds ⋅ 5 Baths ⋅ 26020802 MLS ⋅ 5,061 SqFt. ⋅ ACTIVE Status Rare opportunity to own a completely renovated home on Richmond Road. located on the corner of Richmond Rd. and Bassett Avenue directly across from the Henry Clay estate; this 1923 colonial home has been gutted down to the studs and meticulously renovated by Wooddale Partners. Every inch of the interior is brand new. Enter through the front door into a bright and inviting living room with full high window and fireplace looking into the formal dining room with a large triple window and full height window. The large family room is open to the kitchen that has custom handmade inlay cabinetry with built in fridge and dishwasher, 48? gas range, direct ventilation range hood, and large 48? workstation sink looking out onto the covered lanai that features a large gas fireplace, built in grill and fridge. The main level also features a breakfast nook, office, and mud/ laundry room. The primary bedroom has a large walk-in closet with custom built ins and island, sitting room, and beautifully designed bathroom. 3 guest bedrooms are all on suite with built in closets. The property sits on a 1/3 of an acre with a large yard, completely fenced in with room for an in ground pool. The detached 3 car garage is accessed off Bassett avenue with a driveway that fits 9 cars. Book your showing today to see all the fabulous hand selected finishes in person. 1501 Richmond Rd, Lexington
$559,900 Welcome to 109 N. Ashland Avenue, a timeless Craftsman bungalow nestled in one of Lexington's most desirable and walkable neighborhoods. This charming 3-bedroom, 2.5-bath home perfectly blends classic character with modern comfort. Relax on the covered front porch before stepping inside to discover warm hardwood floors, traditional living areas, and an inviting floor plan designed for both everyday living and entertaining. Outside, the deep backyard offers plenty of space to enjoy, while the unbeatable location puts you just steps from local restaurants, coffee shops, parks, and everything that makes the Ashland Park/Bell Court area so special. Whether you're taking an evening stroll through the neighborhood or enjoying nearby Chevy Chase and downtown Lexington, you'll love the convenience and vibrant lifestyle this location provides. Don't miss this rare opportunity to own a classic Lexington bungalow in an exceptional location. This home is being offered AS-IS, inspection welcome. Please note the alleyway includes an easement for this property to access two off road private parking spaces. 3 Beds ⋅ 3 Baths ⋅ 26019969 MLS ⋅ 1,915 SqFt. ⋅ ACTIVE Status Welcome to 109 N. Ashland Avenue, a timeless Craftsman bungalow nestled in one of Lexington's most desirable and walkable neighborhoods. This charming 3-bedroom, 2.5-bath home perfectly blends classic character with modern comfort. Relax on the covered front porch before stepping inside to discover warm hardwood floors, traditional living areas, and an inviting floor plan designed for both everyday living and entertaining. Outside, the deep backyard offers plenty of space to enjoy, while the unbeatable location puts you just steps from local restaurants, coffee shops, parks, and everything that makes the Ashland Park/Bell Court area so special. Whether you're taking an evening stroll through the neighborhood or enjoying nearby Chevy Chase and downtown Lexington, you'll love the convenience and vibrant lifestyle this location provides. Don't miss this rare opportunity to own a classic Lexington bungalow in an exceptional location. This home is being offered AS-IS, inspection welcome. Please note the alleyway includes an easement for this property to access two off road private parking spaces. 109 N Ashland Ave, Lexington
$345,000 Welcome to Hanover Towers 5B! This beautiful condo was FRESHLY PAINTED throughout as of October 15, 2026 and is move-in ready! This 2 bedroom, 2 full-bathroom condo features several thoughtful updates made by the current owner. Upon entering you will notice the open floor plan with a large living room that opens to the kitchen and dining areas. During recent kitchen renovations a wall was removed to create a large breakfast bar that opens to the main living area. New granite countertops, cabinets, an updated tile backsplash, new flooring and stainless steel appliances complete this more spacious kitchen area. Updated LED light fixtures in the kitchen create a modern look. The large glass doors were removed from the sunroom, creating a more spacious and uninterrupted living room with ample natural light and beautiful views of treelined, Hanover Avenue. The hallway to the bedrooms has been opened up for easier access to both bedrooms and the guest bathroom. The primary bathroom has a new, easy access, walk-in shower with a rainwater shower head, push-button controls, and a handheld spray. There are many closets and shelves throughout the condo and a storage closet for each unit in the basement. Hanover Towers 5B is more than just a 1305 sqft condo, there are several places to gather with neighbors and friends, including comfortable seating areas in the lobby and a beautiful rooftop patio with amazing city views. Exercise and Laundry facilities are in the basement. From the downstairs entry to the rooftop views, and a convenient location in a wonderful neighborhood, Hanover Towers is sure to delight. *3 images are virtually staged* 2 Beds ⋅ 2 Baths ⋅ 26019887 MLS ⋅ 1,305 SqFt. ⋅ ACTIVE Status Welcome to Hanover Towers 5B! This beautiful condo was FRESHLY PAINTED throughout as of October 15, 2026 and is move-in ready! This 2 bedroom, 2 full-bathroom condo features several thoughtful updates made by the current owner. Upon entering you will notice the open floor plan with a large living room that opens to the kitchen and dining areas. During recent kitchen renovations a wall was removed to create a large breakfast bar that opens to the main living area. New granite countertops, cabinets, an updated tile backsplash, new flooring and stainless steel appliances complete this more spacious kitchen area. Updated LED light fixtures in the kitchen create a modern look. The large glass doors were removed from the sunroom, creating a more spacious and uninterrupted living room with ample natural light and beautiful views of treelined, Hanover Avenue. The hallway to the bedrooms has been opened up for easier access to both bedrooms and the guest bathroom. The primary bathroom has a new, easy access, walk-in shower with a rainwater shower head, push-button controls, and a handheld spray. There are many closets and shelves throughout the condo and a storage closet for each unit in the basement. Hanover Towers 5B is more than just a 1305 sqft condo, there are several places to gather with neighbors and friends, including comfortable seating areas in the lobby and a beautiful rooftop patio with amazing city views. Exercise and Laundry facilities are in the basement. From the downstairs entry to the rooftop views, and a convenient location in a wonderful neighborhood, Hanover Towers is sure to delight. *3 images are virtually staged* 101 S Hanover Ave Unit 5B, Lexington
$674,900 Lakefront Living Just Minutes from the University of Kentucky and Downtown Lexington Welcome to your dream home! This spacious and beautifully maintained residence offers the perfect blend of comfort, functionality, and scenic beauty. Featuring four bedrooms, two full bathrooms, and two half bathrooms, this home provides ample space for both everyday living and entertaining guests. Enjoy multiple living areas, including a formal living room, a cozy den, a warm and inviting family room, and a dedicated office ideal for working from home. The partially finished basement adds even more versatility, whether for a recreation area, home gym, or additional storage. With three fireplaces throughout the home, you'll experience unmatched warmth and charm during the cooler months. The elegant circle driveway adds curb appeal and convenience, making every arrival a grand one. What truly sets this property apart are the breathtaking lake views from both the front and back of the home, offering tranquil scenery year-round. Step out to the backyard and enjoy direct lake access — perfect for kayaking, fishing, or simply relaxing by the water. Located just minutes from the University of Kentucky and the vibrant heart of downtown Lexington, this home offers both serene living and unbeatable convenience. Do not miss this rare opportunity to own a lakefront gem in one of Lexington's most desirable locations. 4 Beds ⋅ 4 Baths ⋅ 26019858 MLS ⋅ 3,260 SqFt. ⋅ ACTIVE Status Lakefront Living Just Minutes from the University of Kentucky and Downtown Lexington Welcome to your dream home! This spacious and beautifully maintained residence offers the perfect blend of comfort, functionality, and scenic beauty. Featuring four bedrooms, two full bathrooms, and two half bathrooms, this home provides ample space for both everyday living and entertaining guests. Enjoy multiple living areas, including a formal living room, a cozy den, a warm and inviting family room, and a dedicated office ideal for working from home. The partially finished basement adds even more versatility, whether for a recreation area, home gym, or additional storage. With three fireplaces throughout the home, you'll experience unmatched warmth and charm during the cooler months. The elegant circle driveway adds curb appeal and convenience, making every arrival a grand one. What truly sets this property apart are the breathtaking lake views from both the front and back of the home, offering tranquil scenery year-round. Step out to the backyard and enjoy direct lake access — perfect for kayaking, fishing, or simply relaxing by the water. Located just minutes from the University of Kentucky and the vibrant heart of downtown Lexington, this home offers both serene living and unbeatable convenience. Do not miss this rare opportunity to own a lakefront gem in one of Lexington's most desirable locations. 972 Edgewater Dr, Lexington
$699,000 Rare opportunity to own a beautifully updated triplex in Lexington's highly sought-after Chevy Chase neighborhood. 304-306 Ridgeway Drive features three 1BR/1BA units and is being sold partially furnished. Ideally located just steps from the University of Kentucky, downtown Lexington, UK HealthCare, restaurants, shopping, and entertainment. With thoughtful updates and an unbeatable location, this property offers incredible flexibility and a unique opportunity to own in one of Lexington's most desirable areas. 3 Beds ⋅ 3 Baths ⋅ 26019382 MLS ⋅ 2,244 SqFt. ⋅ ACTIVE Status Rare opportunity to own a beautifully updated triplex in Lexington's highly sought-after Chevy Chase neighborhood. 304-306 Ridgeway Drive features three 1BR/1BA units and is being sold partially furnished. Ideally located just steps from the University of Kentucky, downtown Lexington, UK HealthCare, restaurants, shopping, and entertainment. With thoughtful updates and an unbeatable location, this property offers incredible flexibility and a unique opportunity to own in one of Lexington's most desirable areas. 304-306 Ridgeway Rd, Lexington