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$1,100,000
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, a gas range, travertine backsplash 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 17x29 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 22x26 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

$792,000
4 Beds 4 Baths 26019367 MLS
This desireable and charming 4 plex is located in the heart of Chevy Chase and is walkable to schools, shopping and many resturants, as well as the University of Kentucky. Each unit has a Living Room, Dining Room, Kitchen, Bedroom and full Bath. Plus a spacious front porch for each unit. The many updates include new Kitchen cabinets, dishwashers, lighting, newer HVAC, updates to electric (2001), new membrane roof (2009), and updates to the plumbing (2023). Each inviting unit features hardwood flooring and many large windows allowing great natural light. There is a full Basement with washer & dryer hook ups and a lockable storage unit for each unit. An added bonus is the one car covered parking space for each unit in the backyard. All units are currently rent for $1100 or $1150 per month. The charming character, convenient location and "move-in ready" condition make these units a very desireable choice. Zoned R-3. Being sold as is - inspections welcome.

1515 Fontaine Rd, Lexington

$1,499,000
5 Beds 5 Baths 26018503 MLS
Truly one of a kind, this remarkable home seamlessly blends the timeless character of a historic stone cottage with the comfort and functionality of a thoughtfully renovated ranch home. Envisioned by its creative owners, the home offers 4,891 square feet of beautifully designed and exceptionally livable space, where historic charm and modern updates come together in a truly special setting. The open-concept main living area features a spacious Great Room with an inviting fireplace, a generous Dining Area, and an updated Kitchen complete with new cabinetry, appliances, and a charming built-in dinette with seating. A dramatic wall of windows fills the space with natural light and overlooks the expansive bluestone patio and pergola, peaceful lily pond, and picturesque views of the original stone cottage. The main level offers four Bedrooms, two with en suite full Baths, and an additional full Bath and half Bath. A light-filled hallway lined with large windows leads to a comfortable Family Room, Laundry Room, Utility Room, and Safe Room. The second floor is dedicated to an impressive Primary Suite featuring a fireplace, newly added full Bath, three large walk-in closets, an Exercise Room, and a private Office—creating a spacious and serene retreat. Extensive upgrades include a new metal roof, whole home generator, geothermal heating and cooling, structured wiring and camera system, and dual 100-gallon water heaters. Please see the numerous other updates on the attached list. Additional highlights include a spacious two-car attached Garage and generous attic storage. Rich in character, thoughtfully updated, and designed for everyday living and entertaining, this exceptional property offers a rare opportunity to own a home unlike any other.

269 Cassidy Ave, Lexington

$939,000
4 Beds 3 Baths 26013064 MLS
A beautifully renovated Chevy Chase home with a private guest house—an exceptional opportunity rarely found in 40502. Thoughtfully updated while preserving its timeless character, this move-in-ready home offers inviting living spaces filled with natural light, beautiful hardwood floors, an updated kitchen, replacement windows, and quality finishes throughout. The private detached guest house (ADU) is a standout feature, complete with a bedroom, full bath, kitchenette, dining area, and living room. Whether you're accommodating extended family, hosting long-term guests, creating a private home office, or looking for flexible living space, this separate guest house offers endless possibilities. The finished basement provides additional living space ideal for a family room, media room, fitness area, playroom, or hobby space. Outside, the beautifully landscaped yard and patio create the perfect setting for entertaining or simply relaxing. Major improvements include replacement windows, custom window treatments, a B-Dry waterproofing system, and a radon mitigation system, providing comfort and peace of mind for the next owner. Ideally located just minutes from Chevy Chase shops and restaurants, the University of Kentucky, Baptist Health, downtown Lexington, and the city's best parks, this home offers a rare combination of character, modern updates, and exceptional versatility. If you've been searching for a home with a private guest house in one of Lexington's most desirable neighborhoods, this is one you won't want to miss. A copy of the floor plan is available.

1221 Providence Ln, Lexington

$1,174,000
4 Beds 3 Baths 26010371 MLS
Where classic Chevy Chase charm and sophisticated elegance meet! Welcome to 325 Cassidy Avenue in the heart of Lexington. Nestled in a longstanding favorite neighborhood, this prime location offers unparalleled convenience within New Circle Rd, moments from downtown Lexington, the University of Kentucky, Arboretum and many local favorite restaurant & shopping destinations. Elegantly appointed with timeless finishes, this home had a renovation completed in 2024 with stunning details and thoughtful functionality. 4 Bedrooms and 3 full baths, gourmet kitchen, covered porch with copper roof, new 2 car garage with automatic gate, new concrete driveway and unfinished basement. Every inch of this home reflects meticulous planning and design. As if designed for the pages of Architectural Digest, this beautiful home must be seen to truly appreciate the thoughtful design. Come discover the exceptional details and soothing, neutral color palette. The breathtaking chef's kitchen with Viking gas range and Fisher &Paykel appliances including an integrated refrigerator and custom stainless-steel hood. This kitchen is an extraordinary space that comes together with a symphony of granite and marble countertops and backsplash, custom inset cabinets with fluted glass panels and solid brass hardware and stunning limestone flooring. Take note of the custom millwork, along with stained "select" red oak throughout, along with gorgeous tile in the 3 full baths. The living room provides a fully functional woodburing fireplace (rebuilt by Barnhill) that flows into the open dining area providing for entertaining needs or the ease of everyday living. With 3 additional bedrooms with custom closets, this floorplan provides ample living space and unlimited flexibility ideal for hobbies, fitness, or creative pursuits. The primary suite is a retreat with walk-in closet adorned with leather tile flooring and spa-like bathroom featuring large double bowl vanity, heated tile floors, full tile surround glass shower and a generous bank of cabinetry. The skylights added during this renovation provide lovely natural light. Relaxing under the covered porch with copper standing seem roof, TimberTech decking, and patio created with compacted granite, with privacy wood fence framed by lush landscaping served by automatic irrigation create a private sanctuary. The laundry room is appointed with additional cabinetry, folding area & GE Washer and dryer that conveys. No details were overlooked in this home - copper gutters and downspouts, new roof, windows, zoned HVAC, complete electrical plan, luxurious light fixtures, gas tankless water heater and plumbing systems - all while keeping with careful restoration of historic features. This truly exceptional home reflects smart design, luxury, and astonishing details throughout. A must-see for the most discerning buyer!

325 Cassidy Ave, Lexington

$897,500
4 Beds 3 Baths 26005168 MLS
Discover the charm of 211 Chenault Road, nestled on the picturesque and highly desirable Chenault Road in Lexington, Kentucky—a street renowned for its serene, tree-lined beauty and prime location in the heart of the city. This stunning home has undergone a recent renovation by the current owner enlarging the primary suite on the first floor. Step inside to a spacious first-floor primary suite that's truly massive and beautifully appointed, featuring a gorgeous fireplace, spectacular spa-like bathroom designed for ultimate relaxation and luxury. The front of the home offers a lovely nursery or dedicated office space, perfect for remote work or quiet reflection. Flow seamlessly into the updated galley kitchen, which opens to a cozy family room with adjoining eating area and extends to a versatile porch. Upstairs, you'll find two generous bedrooms sharing a full bath, with an adjoining bonus area off one bedroom that's perfect as a kids' playroom or extra storage. The finished basement provides additional flexible living space, making it an excellent retreat for teenagers, entertaining guests, or casual hangouts. With its fresh renovations and unbeatable location on Chenault Road in Lexington, this home is a rare gem that's ready to welcome its next owners!

211 Chenault Rd, Lexington