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Welcome to this Cape Cod classic! This 3-bedroom/2-bath in desirable Pensacola Park, is conveniently located near the University of Kentucky campus. This inviting home offers character, comfort, and functionality in a sought-after neighborhood. Upstairs, the spacious primary suite features vaulted ceilings, a walk-in closet, a second large closet, skylights, mini wet bar, and an attached bathroom with tile flooring. The first floor includes two additional bedrooms and a full tile-floored bathroom. The kitchen features attractive countertops, a stylish backsplash, refinished cabinets, and pullout base shelves. The living room offers beautiful hardwood floors, a gas log fireplace, crown molding, and window shutters, while the spacious dining room continues the hardwood flooring and shutters for the windows. Outside, enjoy an expanded rear deck and fenced backyard shaded by mature trees. The oversized detached 2-car garage provides excellent parking and storage options. The unfinished basement adds even more storage and laundry space, with the washer and dryer conveying. With its desirable location, versatile layout, and blend of timeless charm and modern updates, this well-maintained home is ready to welcome its next owner. Call and schedule a showing today!

3 Beds ⋅ 2 Baths ⋅ 26029101 MLS

Welcome to this Cape Cod classic! This 3-bedroom/2-bath in desirable Pensacola Park, is conveniently located near the University of Kentucky campus. This inviting home offers character, comfort, and functionality in a sought-after neighborhood. Upstairs, the spacious primary suite features vaulted ceilings, a walk-in closet, a second large closet, skylights, mini wet bar, and an attached bathroom with tile flooring. The first floor includes two additional bedrooms and a full tile-floored bathroom. The kitchen features attractive countertops, a stylish backsplash, refinished cabinets, and pullout base shelves. The living room offers beautiful hardwood floors, a gas log fireplace, crown molding, and window shutters, while the spacious dining room continues the hardwood flooring and shutters for the windows. Outside, enjoy an expanded rear deck and fenced backyard shaded by mature trees. The oversized detached 2-car garage provides excellent parking and storage options. The unfinished basement adds even more storage and laundry space, with the washer and dryer conveying. With its desirable location, versatile layout, and blend of timeless charm and modern updates, this well-maintained home is ready to welcome its next owner. Call and schedule a showing today!

122 Wabash Dr, Lexington

$299,900

First-Floor Condominium Living at Wellington Chase in South Lexington! Opportunities like this are rare. This lovingly cared-for, first-floor condo offers over 1,350 square feet of comfortable living space, featuring three bedrooms, two full bathrooms, a dedicated laundry room, and spacious living and dining areas. Enjoy entertaining family and friends in the large living room or step outside to your private patio overlooking the green space — perfect for relaxing and enjoying the outdoors! The primary suite offers a walk-in closet with ample storage and an attached full bathroom. Additional features include a detached one-car garage and an assigned parking space for added convenience. Enjoy all that Wellington Chase has to offer, including a community swimming pool, fitness center, and clubhouse. Conveniently located near shopping, dining, entertainment, and parks, this condo offers an excellent opportunity to enjoy low-maintenance living in a desirable South Lexington location. Don't miss your chance to make this one yours!

3 Beds ⋅ 2 Baths ⋅ 26029003 MLS

First-Floor Condominium Living at Wellington Chase in South Lexington! Opportunities like this are rare. This lovingly cared-for, first-floor condo offers over 1,350 square feet of comfortable living space, featuring three bedrooms, two full bathrooms, a dedicated laundry room, and spacious living and dining areas. Enjoy entertaining family and friends in the large living room or step outside to your private patio overlooking the green space — perfect for relaxing and enjoying the outdoors! The primary suite offers a walk-in closet with ample storage and an attached full bathroom. Additional features include a detached one-car garage and an assigned parking space for added convenience. Enjoy all that Wellington Chase has to offer, including a community swimming pool, fitness center, and clubhouse. Conveniently located near shopping, dining, entertainment, and parks, this condo offers an excellent opportunity to enjoy low-maintenance living in a desirable South Lexington location. Don't miss your chance to make this one yours!

600 Vincent Way Unit 2108, Lexington

$334,900

Welcome to 2209 Eastway Drive. This all stone home is a true gem smack dab in the middle of Lexington's Southland District. Home recently went through an extensive renovation from top to bottom. Inside you'll find 3 bedrooms including 2 on the main level, an updated bath, and a modern updated kitchen. Hardwood floors are beautiful and really show the original charm and character of the home. Yard is fully fenced for your furry friends and the detached garage has an opener and is perfect for protected parking and/or storage. The best part of this house is its amazing location. Easily walk to entertainment and dining in the Southland District including Good Foods Co-Op, Marikka's Restaurant and Bier Stube, Donut Days, Winchelle's, McLeod's Coffee, and so much more. You'll find easy access to all UK has to offer from Commonwealth Stadium, law school, rx school, and all major hospitals. Space, updates, location. 2209 Eastway Drive has it all!

3 Beds ⋅ 1 Baths ⋅ 26029038 MLS

Welcome to 2209 Eastway Drive. This all stone home is a true gem smack dab in the middle of Lexington's Southland District. Home recently went through an extensive renovation from top to bottom. Inside you'll find 3 bedrooms including 2 on the main level, an updated bath, and a modern updated kitchen. Hardwood floors are beautiful and really show the original charm and character of the home. Yard is fully fenced for your furry friends and the detached garage has an opener and is perfect for protected parking and/or storage. The best part of this house is its amazing location. Easily walk to entertainment and dining in the Southland District including Good Foods Co-Op, Marikka's Restaurant and Bier Stube, Donut Days, Winchelle's, McLeod's Coffee, and so much more. You'll find easy access to all UK has to offer from Commonwealth Stadium, law school, rx school, and all major hospitals. Space, updates, location. 2209 Eastway Drive has it all!

2209 Eastway Dr, Lexington

$299,900

Nice ranch with plenty of room to entertain, located in a quiet area tucked inside New Circle in the popular Henry Clay neighborhood. This lovely 3 bedroom and 1.5 bathroom offers a nice floorplan and a fully fenced yard on nearly 0.25 acres. This home greets you with a nice living room w/ hardwood floors, a renovated kitchen w/ granite countertops/tile backsplash, three good-sized bedrooms all w/ hardwood flooring, a renovated full bath w/ tile flooring/tile shower surround, a half bath, laundry room w/ washer & dryer included, rec/family room w/ a wood-burning fireplace and a covered/enclosed three-seasons room. This property has many upgrades/updates including a metal roof, covered porch, 24X22 oversized detached two-car garage (includes sub panel/gas line), updated plumbing/lighting fixtures, updated PVC plumbing, updated heating & cooling and a newer fridge, washer/dryer & stove. Schedule your showing today before it's gone.

3 Beds ⋅ 2 Baths ⋅ 26029035 MLS

Nice ranch with plenty of room to entertain, located in a quiet area tucked inside New Circle in the popular Henry Clay neighborhood. This lovely 3 bedroom and 1.5 bathroom offers a nice floorplan and a fully fenced yard on nearly 0.25 acres. This home greets you with a nice living room w/ hardwood floors, a renovated kitchen w/ granite countertops/tile backsplash, three good-sized bedrooms all w/ hardwood flooring, a renovated full bath w/ tile flooring/tile shower surround, a half bath, laundry room w/ washer & dryer included, rec/family room w/ a wood-burning fireplace and a covered/enclosed three-seasons room. This property has many upgrades/updates including a metal roof, covered porch, 24X22 oversized detached two-car garage (includes sub panel/gas line), updated plumbing/lighting fixtures, updated PVC plumbing, updated heating & cooling and a newer fridge, washer/dryer & stove. Schedule your showing today before it's gone.

1744 Benwood Dr, Lexington

$334,900

Welcome to 3462 Boston Road, a 3-bedroom, 1.5-bath split-level home in the Monticello subdivision with 1,645 square feet of finished living space, no HOA, and an oversized detached garage. The layout offers flexible living space across three levels, with updates and features that make this home both comfortable and functional. The main level features an open-concept living room and kitchen with granite countertops, stainless steel appliances, a large center island, and great storage. The breakfast bar overhang is perfect for afternoon snacks or entertaining, while three floor-to-ceiling storage closets offer exceptional storage beyond the kitchen cabinetry. Upstairs, you'll find three bedrooms and a full bath, with hardwood flooring throughout. The bathtub was professionally resurfaced in 2026, adding a fresh, updated touch to the bathroom. The lower level provides even more flexibility with a family/entertainment room, bonus room, half bath, and laundry area. The walk-up basement offers direct exterior access to the backyard, creating convenient options for everyday living. Outside, you will enjoy a very generous backyard, and the oversized detached garage provides parking for two vehicles plus valuable additional storage space. Located in Lexington's Monticello subdivision, this home is approximately one mile from Shillito Park, a 176-acre regional park featuring the Shillito Aquatic Center, eight tennis courts, 20 pickleball courts, baseball/softball fields, basketball courts, soccer fields, a football field, playgrounds, shelters, and 2.5 miles of paved multi-use trails. With its versatile split-level floor plan, generous storage, oversized detached garage, brand-new HVAC, spacious backyard, and convenient access to one of Lexington's most extensive parks, 3462 Boston Road offers a compelling combination of space, updates, and location.

3 Beds ⋅ 2 Baths ⋅ 26028533 MLS

Welcome to 3462 Boston Road, a 3-bedroom, 1.5-bath split-level home in the Monticello subdivision with 1,645 square feet of finished living space, no HOA, and an oversized detached garage. The layout offers flexible living space across three levels, with updates and features that make this home both comfortable and functional. The main level features an open-concept living room and kitchen with granite countertops, stainless steel appliances, a large center island, and great storage. The breakfast bar overhang is perfect for afternoon snacks or entertaining, while three floor-to-ceiling storage closets offer exceptional storage beyond the kitchen cabinetry. Upstairs, you'll find three bedrooms and a full bath, with hardwood flooring throughout. The bathtub was professionally resurfaced in 2026, adding a fresh, updated touch to the bathroom. The lower level provides even more flexibility with a family/entertainment room, bonus room, half bath, and laundry area. The walk-up basement offers direct exterior access to the backyard, creating convenient options for everyday living. Outside, you will enjoy a very generous backyard, and the oversized detached garage provides parking for two vehicles plus valuable additional storage space. Located in Lexington's Monticello subdivision, this home is approximately one mile from Shillito Park, a 176-acre regional park featuring the Shillito Aquatic Center, eight tennis courts, 20 pickleball courts, baseball/softball fields, basketball courts, soccer fields, a football field, playgrounds, shelters, and 2.5 miles of paved multi-use trails. With its versatile split-level floor plan, generous storage, oversized detached garage, brand-new HVAC, spacious backyard, and convenient access to one of Lexington's most extensive parks, 3462 Boston Road offers a compelling combination of space, updates, and location.

3462 Boston Rd, Lexington

$879,900

Charming curb appeal meets modern updates in this classic Foursquare brick home, nestled in the highly sought-after Ashland Park neighborhood! Step inside to find tall ceilings and gorgeous hardwood floors flowing seamlessly through the spacious main level and upstairs. The inviting formal living room features a cozy fireplace with gas logs, perfectly complementing a spacious formal dining room for effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring an abundance of cabinets offering plenty of storage, anchored by a large kitchen island that is perfect for hosting holiday gatherings and offers comfortable bar stool seating. This exceptional space opens seamlessly to a comfortable family room off the back, creating the ultimate layout for both everyday living and effortless entertaining. Upstairs, you will find spacious bedrooms and a beautifully updated full bathroom with a large walk in closet. Peace of mind comes easy with a new roof installed in 2023. Outdoor living is a breeze on the private back deck overlooking a deep backyard. Unfinished basement great for storage!! Complete with a one-car detached garage, this captivating property truly has it all

3 Beds ⋅ 2 Baths ⋅ 26028147 MLS

Charming curb appeal meets modern updates in this classic Foursquare brick home, nestled in the highly sought-after Ashland Park neighborhood! Step inside to find tall ceilings and gorgeous hardwood floors flowing seamlessly through the spacious main level and upstairs. The inviting formal living room features a cozy fireplace with gas logs, perfectly complementing a spacious formal dining room for effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring an abundance of cabinets offering plenty of storage, anchored by a large kitchen island that is perfect for hosting holiday gatherings and offers comfortable bar stool seating. This exceptional space opens seamlessly to a comfortable family room off the back, creating the ultimate layout for both everyday living and effortless entertaining. Upstairs, you will find spacious bedrooms and a beautifully updated full bathroom with a large walk in closet. Peace of mind comes easy with a new roof installed in 2023. Outdoor living is a breeze on the private back deck overlooking a deep backyard. Unfinished basement great for storage!! Complete with a one-car detached garage, this captivating property truly has it all

227 Mcdowell Rd, 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

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

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