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377 Preston Ave, Lexington
$357,000
2 Beds ⋅ 2 Baths ⋅ 26022786 MLS
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

352 Albany Rd, Lexington
$639,900
5 Beds ⋅ 4 Baths ⋅ 26022519 MLS
Enjoy the perfect home, near schools, right in the heart of Glendover! This spacious two-story house has 5 bedrooms and 4 full bathrooms. The large eat-in kitchen with high end appliances and a spacious pantry is truly the heart of the house. The den area off the kitchen makes for a perfect family room, and with a closet and full bathroom, could easily be converted into a 6th bedroom and in-law suite. Upstairs you'll find 3 large bedrooms, including a recently updated primary suite with 2 closets. The sunroom and back patio are perfect for relaxing and hosting guests, and the fully fenced back yard with an electric driveway gate gives peace of mind for letting kids and pets play freely. A two-car detached garage with a workshop area and attic storage provides additional convenience. Recent updates include a top-of-the-line tankless water heater, poured concrete front porch, and electrical upgrades to support a whole-home backup generator. Walk to UK Football games or the Arboretum and enjoy living in one of Lexington's most charming and convenient neighborhoods.

352 Albany Rd, Lexington

409 Dudley Rd, Lexington
$1,090,000
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

497 Asbury Ln, Lexington
$234,000
3 Beds ⋅ 1 Baths ⋅ 26021354 MLS
PRICE DROP — motivated seller! Welcome to this beautifully renovated, move-in-ready ranch at 497 Asbury Lane in Lexington. This 3-bedroom, 1-bath home has been completely transformed from top to bottom, starting with a brand-new roof for lasting peace of mind and great curb appeal. Inside, enjoy an open, light-filled floor plan with new flooring throughout. The showstopper is the brand-new kitchen, featuring premium cabinetry, modern countertops, and a full suite of new appliances — ideal for cooking and entertaining. The updated bathroom offers high-end fixtures and contemporary finishes, and all three bedrooms feature fresh updates. A detached garage adds valuable parking, storage, or workshop space. Seller is including a 2-year home warranty for buyer peace of mind. This fully renovated gem won't last — schedule your showing today.

497 Asbury Ln, Lexington

3531 Brookview Dr, Lexington
$319,000
3 Beds ⋅ 2 Baths ⋅ 26020986 MLS
Under $320,000 and updated! 3-Bedroom/ 2-Bath gem of a home near Lansdowne & Nicholasville Road. Welcome home to 3531 Brookview Dr! This move-in-ready 3-bedroom, 2-bath home features a brand-new kitchen with new flooring/appliances, cabinets and even a pot filler for the stove and updated bathroom, blending fresh style with everyday comfort. The partially finished basement offers walk-out access, adding flexible living or entertaining space to fit your lifestyle. Abundant storage in the walk out basement as well as the garage. Step outside to a flat, spacious backyard — perfect for play, pets, or weekend gatherings. Back deck has been freshly painted and is large. The detached two-car garage comes equipped with electricity, ideal for hobbies, a workshop, or extra storage. Tucked in a fantastic Lexington location just minutes from Lansdowne and Nicholasville Road, you'll enjoy easy access to shopping, dining, and everyday conveniences. Don't miss this one — schedule your showing today!

3531 Brookview Dr, Lexington

1501 Richmond Rd, Lexington
$2,175,000
4 Beds ⋅ 5 Baths ⋅ 26020802 MLS
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

641 Bellcastle Rd, Lexington
$339,900
5 Beds ⋅ 3 Baths ⋅ 26020710 MLS
This lovingly maintained, single-owner home offers five bedrooms, three full bathrooms, and 2,354 finished square feet of flexible living space across two levels. The main floor features hardwood flooring, a spacious living room, an eat-in kitchen with ample cabinetry, two guest bedrooms, a full hall bath, and a primary suite with a private bath and walk-in shower. The finished lower level includes two additional bedrooms, a full bathroom, laundry area, and a comfortable den with a wood-burning fireplace and optional gas connection. Major features include a whole-house Generac generator, newer roof and furnace, custom Amish-crafted windows, an attached garage, and a detached two-car garage—providing three garage spaces in total. Numerous improvements were completed in 2026, including plumbing, electrical, structural, roof-ridge, chimney, and masonry repairs. **SPECIAL FINANCING OPPORTUNITY!** This property qualifies for a local lender's Low-to-Moderate Income (LMI) loan program with **NO BUYER INCOME LIMITS!** Qualified buyers may purchase with as little as 3% down, NO private mortgage insurance (PMI), and below-market interest rates with 30-year fixed and 7-year ARM options. The program offers a minimum credit score of 640 and potential financing assistance for the down payment. Ask your agent for details about this unique financing opportunity! This home is offering abundant space, additional garage capacity, and attractive financing options, 641 Bellcastle Road is ready for its next owner! Property being sold As-Is. Financing subject to lender approval and program guidelines.

641 Bellcastle Rd, Lexington

2332 Aristocracy Cir, Lexington
$310,000
2 Beds ⋅ 3 Baths ⋅ 26020289 MLS
Located in the heart of one of Lexington's most popular areas, this home in Hamburg Farms is the oasis you want while having everything you need right outside your doorstep. This rare end unit features spacious living on all of its three floors, a detached two-car garage, a courtyard for relaxation and fresh air, and easy access to the walking trail that leads you to a clubhouse that features a gym and a pool. And no need to worry about mowing, landscaping, snow removal, or exterior repairs: those are all taken care of for you. And speaking of repairs, this home also features a new HVAC system, a new water heater, and a new refrigerator. Just a few more things that will put your mind at ease in your new home. If you're looking for easy access to shopping, dining, entertainment, schools, healthcare and main roads like I-75 and I-64 but still want to feel like you're out of the hustle and bustle, this is the place for you.

2332 Aristocracy Cir, Lexington

262 S Ashland Ave, Lexington
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 26019454 MLS
A rare offering in the heart of Ashland Park, this distinguished Colonial Revival residence stands as a testament to the enduring elegance and architectural refinement that defined the style's popularity at the turn of the century. Among the earliest homes constructed on coveted South Ashland Avenue, it enjoys a commanding presence and a rich connection to one of Lexington's most treasured historic neighborhoods. A gracious front porch sets the tone, inviting leisurely afternoons spent greeting neighbors and enjoying the timeless charm of tree-lined South Ashland Avenue. Inside, soaring ceilings, exquisite millwork, and a wide center hall create a sense of grandeur rarely found in today's homes. A remarkable reverse staircase, illuminated by a skylight above, provides access to the second level from the rear of the residence while filling the home's interior with natural light. Throughout, distinctive crown moldings highlight the craftsmanship of a bygone era, while the kitchen's handsome coffered ceiling adds warmth and architectural interest. Designed for both elegant entertaining and comfortable daily living, the first floor features an exceptional collection of gathering spaces, including a formal living room, formal dining room, a richly appointed den, an inviting family room, a spacious kitchen, a bedroom, and a full bath. Each room flows gracefully into the next, creating an atmosphere that is both sophisticated and welcoming. The second level features a spacious primary suite with a cozy sitting area, providing a private retreat at day's end. Two additional bedrooms and a full bath enjoy lovely views of the beautifully landscaped rear grounds. Outdoors, the private backyard serves as a peaceful oasis, with mature landscaping and a deck perfect for al fresco dining and entertaining. The porte cochere provides covered parking and everyday convenience while complementing the home's historic character. Ideally located just steps from the boutiques, cafés, and restaurants of Chevy Chase, this exceptional residence offers the rare opportunity to own a piece of Ashland Park history while enjoying one of Lexington's most desirable and walkable neighborhoods.

262 S Ashland Ave, Lexington

2359 Aristocracy Cir, Lexington
$289,900
3 Beds ⋅ 3 Baths ⋅ 26019378 MLS
It's all happening in Hamburg these days! Location of this home is a couple of minutes to an enormous amount of Restaurants, Shopping, Groceries (New Fresh Market) , New Baptist Health Care Hospital, Costco, Movie Theater and more. Easy and close to access to I-75 and I-64. If you enter through the front door, you'll be on the second level, where everyone will gather in the open floor plan. The kitchen is open to large living room and has a place for a dining table and a breakfast bar. The kitchen as granite countertops and stainless steel appliances and a pantry. Upstairs on the top floor, there are 2 primary en suites, the bigger primary has a walk in closet and shower glass doors. Down on the lower level is a large flex room which could be used for another living space (movies, office, etc.) or another bedroom. Also you'll find a half bath and a large unfinished laundry room that could be finished with adding a closet. This home has lots of storage! The lower level has a window and door leading out to the private, quaint patio. The patio leads into a detached 2 car garage, facing the rear. If you're looking for maintenance free living that includes amenities such as a pool, clubhouse, gym, recreational space and we think you'll enjoy the beautiful common grounds. The clubhouse has a food truck almost every weekend and they have a social gathering once a month. Selling As Is.

2359 Aristocracy Cir, Lexington

242 Henry Clay Blvd, Lexington
$695,000
3 Beds ⋅ 3 Baths ⋅ 25501400 MLS
Welcome to your dream home in the highly sought-after Fairway neighborhood! This beautifully designed 3-bedroom, 3-bathroom residence offers the perfect blend of style, comfort, and function. Enjoy an expansive open-concept living area that flows seamlessly into a light-filled sunroom—ideal for entertaining or unwinding in peace. The large kitchen is a chef's delight, with ample space for cooking and gathering. Each bedroom offers generous space, while all three full bathrooms are thoughtfully updated. Whether you're hosting friends or enjoying a quiet evening, this home delivers the perfect setting in one of the area's best locations. More photos coming, including a beautiful primary en-suite full bathroom. Remodeled full bathroom upstairs including two bedrooms. Also a library on the first floor of the living room.

242 Henry Clay Blvd, Lexington

1928-1930 Fontaine Rd, Lexington
$620,000
4 Beds ⋅ 2 Baths ⋅ 26014251 MLS
This spacious duplex is located in the desirable Lakeview area and is convenient to parks, schools, dining, shopping, Chevy Chase & downtown Lexington. Each unit is all on one level and features a large Living Room with a decorative fireplace and open to the Dining Room. The Kitchen offers white cabinetry, newer stainless refrigerator and dishwasher (in main level unit). Also, there are 2 nice Bedrooms and a full Bathroom. Both units offer hardwood floors, and the main level has fresh paint. Both units have the same floor plan and each has a great screened back porch overlooking a large treed backyard perfect for picnics and relaxing. The nice 2 car garage is an added special feature and equally valuable is a full basement with 2 sets of washer/dryers hook ups and plenty of space for storage. Whether you are looking for an owner- occupied opportunity, investment property or multi-generational living, this duplex presents a wonderful opportunity. Being sold "as is".

1928-1930 Fontaine Rd, Lexington

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