This home has been cherished by the same family since the 1980s—a place where four children were raised, milestones were celebrated, and love lived in every corner. Set in a town that feels straight out of a Norman Rockwell painting, it offers that nostalgic little Mayberry vibe, with Asbury University just a short walk away and the cutest downtown where time seems to slow down. Picture yourself on the front porch swing—the proch stretching across the entire front of the home and wrapping along one side—waving to neighbors you know by name. Inside, original hardwood floors and timeless wallpaper add layers of character, making you wonder what stories the walls could tell. The first floor features a bedroom just off the living room, while upstairs offers three additional bedrooms and a full bath. Tucked away on the third floor is a fourth bedroom with its own sink, perfect for guests or a private retreat. With full bathrooms on both the main level and upstairs, the layout is functional and welcoming for everyone. Outside, a peaceful backyard invites quiet mornings and evening gatherings, and the detached garage provides extra storage when you need it. This is more than a house—it's a place ready for its next chapter, where new owners can build their life in a home filled with history, heart, and the simple joy of small-town USA, where everyone knows your name.
Super cute 3 bedroom, 1.5 bath home in Wilmore! Enjoy a large backyard with a newly installed fence perfect for pets, play, or entertaining plus a 10x16 shed for extra storage. Inside, the home offers a functional layout for everyday convenience. Located minutes from Asbury College, along with shopping, restaurants, grocery stores, and more. This charming home offers comfort, convenience, and small town appeal.
Welcome to 216 S Walnut St, in heart of charming Wilmore, KY. This home is all brick, well-built in 2019 with lovely finishes. Tucked along one of Wilmore's classic streets, this inviting property offers cozy spaces filled with natural light, character, and the unmistakable feeling of home. Whether its morning coffee, evening conversations, or quiet weekends, this house is designed for real life and real comfort. Step outside and you're moments from everything that makes Wilmore special - charming local shops, Asbury University, walkable streets, and a community that feels more like family than a neighborhood. It is the perfect blend of peaceful living with everyday convenience. 216 S Walnut Street is ready to welcome you home.
Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots left to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!
Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!
Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!
Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!
Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!
Now is your opportunity to secure an exceptional new construction home designed with uncompromising quality, thoughtful detail, and modern luxury throughout. Set on a sprawling one-acre lot backing to a picturesque treeline and open farmland, this home offers privacy, views, and a truly serene setting. The exterior makes a striking first impression with dramatic, steep roof gables, premium Marvin windows, and professionally designed landscaping that together create a true modern masterpiece. Inside, the home offers over 3000 square feet of single-level living on the main floor, with an equally sized walkout basement that can be purchased partially finished or fully finished to suit your needs. Enter through the impressive 9-foot front door into a spacious great room featuring soaring 12-foot ceilings, hardwood flooring and a stunning gas fireplace with a custom mantle and stone hearth. The open-concept layout flows seamlessly into the professionally designed kitchen, complete with custom white oak cabinetry, a premium appliance package including column refrigerator and freezer, and a statement 48-inch gas range. A large walk-in pantry with custom cabinetry sits just off the kitchen, along with a beautifully designed coffee and minibar area. The great room opens through an incredible 16-foot-wide sliding patio door to a large deck overlooking the expansive backyard, where an outdoor fireplace creates the perfect space to relax and entertain in the evenings. The primary suite is a private retreat, featuring vaulted ceilings and expansive windows with peaceful views. The spa-inspired primary bath includes a large tiled shower with bench and glass enclosure, a soaking tub, and custom vanities. The oversized walk-in closet offers custom shelving throughout and connects directly to the laundry room for ultimate convenience. Three additional generously sized bedrooms are located on the main level, each with direct access to a bathroom. The lower level offers outstanding flexibility with over 2600 square feet of additional living space and includes two additional bedrooms and bathrooms, an office, gym, sauna, children's playroom or flex room, a spacious living area with full bar or kitchen, and a wine cellar. This level walks out to a large patio, which can also be upgraded to include an outdoor fireplace. Completing the home is a spacious three-car garage offering nearly 1,000 square feet, providing ample room for vehicles, storage, and workshop space perfect for everyday functionality without compromising design. The seller is both the builder and the listing agent, and this home has been designed and constructed to the highest standards, originally intended as the builder's personal residence. A rare opportunity to own a truly custom-quality home in an exceptional setting.
Now is your opportunity to secure an exceptional new construction home designed with uncompromising quality, thoughtful detail, and modern luxury throughout. Set on a sprawling one-acre lot backing to a picturesque treeline and open farmland, this home offers privacy, views, and a truly serene setting. The exterior makes a striking first impression with dramatic, steep roof gables, premium Marvin windows, and professionally designed landscaping that together create a true modern masterpiece. Inside, the home offers over 3,000 square feet of single-level living on the main floor, with an equally sized walkout basement that can be purchased partially finished or fully finished to suit your needs. Enter through the impressive 9-foot front door into a spacious great room featuring soaring 12-foot ceilings and a stunning gas fireplace with a custom mantle and stone hearth. The open-concept layout flows seamlessly into the professionally designed kitchen, complete with custom white oak cabinetry, a premium appliance package including column refrigerator and freezer, and a statement 48-inch gas range. A large walk-in pantry with custom cabinetry sits just off the kitchen, along with a beautifully designed coffee and minibar area. The great room opens through an incredible 16-foot-wide sliding patio door to a large deck overlooking the expansive backyard, where an outdoor fireplace creates the perfect space to relax and entertain in the evenings. The primary suite is a private retreat, featuring vaulted ceilings and expansive windows with peaceful views. The spa-inspired primary bath includes a large tiled shower with bench and glass enclosure, a soaking tub, and custom vanities. The oversized walk-in closet offers custom shelving throughout and connects directly to the laundry room for ultimate convenience. Three additional generously sized bedrooms are located on the main level, each with direct access to a bathroom. The lower level offers outstanding flexibility and can include two additional bedrooms and bathrooms, an office, gym, sauna, a spacious living area with full bar or kitchen, and a wine cellar. This level walks out to a large patio, which can also be upgraded to include an outdoor fireplace. Completing the home is a spacious three-car garage offering nearly 1,000 square feet, providing ample room for vehicles, storage, and workshop space—perfect for everyday functionality without compromising design. The seller is both the builder and the listing agent, and this home has been designed and constructed to the highest standards, originally intended as the builder's personal residence. A rare opportunity to own a truly custom-quality home in an exceptional setting. Estimated completion June/July 2026
New home construction in progress. Home plan is attached. Great open luxury floor plan. Premium choice of upgraded finishes. Underground electric, fiber optic and public water. Breathtaking views of Kentucky countryside. Very private, quiet and secluded. New development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful new build in progress while there's still great choice of lots to chose from!
Charming 3-bedroom, 2-bath home ideally located within walking distance of Asbury University, Asbury Seminary, and the heart of downtown Wilmore—often described as one of the last true Mayberry-style towns in America. This property offers excellent potential as an owner-occupied residence or an income-producing Airbnb. Inside, you'll find beautiful hardwood floors, a formal dining room, an inviting kitchen, three spacious bedrooms, two full bathrooms, and a convenient laundry room. Relax and unwind outdoors on the large front porch or enjoy the privacy of the fenced-in backyard, perfect for entertaining or quiet evenings. A one-car detached garage provides space for parking or additional storage. With its prime location, timeless character, and versatile potential, this home is a rare find. Schedule your showing today before this opportunity slips away!
Proposed new home construction. Large, walkout basement lot with great views. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!
Welcome to 405 Woodspointe Way, a beautifully newly renovated all-brick ranch located in the heart of Wilmore, Kentucky. Just 3 minutes from Asbury University and 3.3 miles from West Jessamine High School, this home offers an ideal blend of modern updates and a highly convenient location within a quiet, established neighborhood. Inside, you'll find 3 bedrooms and 2 full bathrooms with a thoughtfully designed layout perfect for both everyday living and entertaining. The open-concept kitchen and dining area flows seamlessly into a spacious living room, creating an inviting space for gatherings or relaxed evenings at home. Recent renovations include brand-new appliances and fresh updates throughout, giving the home a move-in-ready feel. Additional features include a one-car garage for parking or storage and a fully fenced backyard that offers privacy and flexibility—ideal for kids, pets, or outdoor entertaining. This charming Wilmore location provides easy access to downtown, schools, and nearby Nicholasville and Lexington, while still offering the peaceful, small-town atmosphere Wilmore is known for. See attached list of upgrades for full renovation details.
Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling, quiet and serene acres each. Underground electric, fiber optic and water utilities to each lot. There are plenty of choice for basement, view and privacy options. Breathtaking views of Kentucky countryside. Very private, quiet and secluded new development yet minutes to shopping and services via recently built 4 lane Harrodsburg road highway 68. Subdivision entrance is from Trotter way. Restrictions are favorable for homesteaders, horse and farm animal lovers. Outbuildings are permitted with exterior approval. Come see this beautiful development while there's still great choice of lots to chose from!
Welcome to this stunning 4-bedroom, 3-bath home in sought-after Stone Creek. This inviting home features a private primary suite on the main level, an upgraded kitchen perfect for entertaining, a cozy gas fireplace, and two additional bedrooms on the main floor that offer flexible space ideal for a home office or craft room. Upstairs includes a guest bedroom with a full bath, providing comfort and privacy for visitors. A thoughtfully designed layout that blends space, warmth, and functionality, perfect for families. This move in ready beauty won't last long!
Enjoy quiet peaceful living in Highbridge, Wilmore, KY. This house offers 3 bedrooms and 1 full bath that sits on a little less than an acre. Updated paint and flooring, along with original hardwood floors. A short walk to Highbridge park that overlooks the Kentucky River. The rail bridge built in 1877 sits 275 feet above the river. Come see what all this property has to offer!
Opportunity to take advantage of surveyed 141.08 acre farm with over 2500 ft of road frontage near the city of Wilmore and Nicholasville. This farm is currently being used as pasture but has been through planning and zoning and approved to be annexed into the city of Wilmore for development for a total of 112 residential 1 acre+ lot sizes.
Two story- double suite custom home in Talbott subdivision, Wilmore. Near Centennial Park and Asbury University. Five plus bedrooms, 4.5 baths and over 5325 sq ft of living space. Both floors have fully-equipped kitchens with stainless appliances, The master suite includes oversized walk-in closets and a whirlpool tub. Enjoy entertaining in your formal living room or in your great room with vaulted ceiling. Balcony and a attached large covered deck. Keep warm all winter with two gas fireplaces. Humongous play area or storage room. Completely finished walkout basement that includes full kitchen, dining area, den with a fireplace, bedroom/office, and a attached lawn garage or storage area. Call today!
Discover the endless possibilities at this rare 7.4 acre hobby farm with Jessamine Creek frontage nestled in the heart of Wilmore, Kentucky—one of America's last true Mayberry-style towns. The charming 3 Bedroom, 1.5 Bath brick farmhouse offers classic curb appeal, featuring a newer roof, original wood floors, and a beautiful wood staircase. With some thoughtful renovation, it could become a standout primary residence or income-producing rental. There's a 1-car detached garage and a tobacco barn on the property. Just minutes from downtown Wilmore and a short drive to Lexington, this one-of-a-kind property is a true Bluegrass treasure. Come see this property today!
*Price Just Reduced by $100K!!! Discover the endless possibilities at this rare 24.82 acre family farm nestled in the heart of Wilmore, Kentucky—one of America's last true Mayberry-style towns. Boasting over 1,000 feet of scenic Jessamine Creek frontage and 1,200 feet of road frontage, this stunning property offers a rare blend of privacy, natural beauty, and long-term investment potential. With the ability to be divided into four separate tracts, the property is ideal for multi-generational living, private estate development, or future resale opportunities. The charming brick farmhouse offers classic curb appeal, featuring a newer roof, original wood floors, and a beautiful wood staircase. With some thoughtful renovation, it could become a standout primary residence, guest home, or income-producing rental. Just minutes from downtown Wilmore and a short drive to Lexington, this one-of-a-kind property is a true Bluegrass treasure. Build your dream Kentucky home—or several—and own a piece of Kentucky heritage.
Experience refined living in this extraordinary one-owner luxury estate, nestled on a serene 1-acre lot in the exclusive Jewell Pointe subdivision of Wilmore, KY. Soaring ceilings, abundant natural light and high-end, quality finishes set the tone in this remarkable home for sophisticated Kentucky living. All-new in 2022, this stunning custom-built home was thoughtfully designed for both elegance and comfort, with all essential living space on the first floor, including: the luxury chef's kitchen (double ovens, gas range, stainless apron farm sink, butler's pantry), expansive vaulted great room, formal dining area, vaulted primary ensuite with spa-like bath (frameless glass surround XL tiled shower, indulgent soaking tub, dual walk-in closets), utility/laundry/mud room (with wash sink and storage closets), and two additional bedrooms with a shared full bath. Upstairs, a half-story finished loft leads to an incredibly-expansive 1700+ square foot unfinished, floored attic for transforming into additional living space, if desired. Downstairs, a sprawling finished walk-out basement provides even more versatility with a large recreation space (sliding glass doors to additional covere. d patio space) and another spacious bedroom and full bath. There's also a poured concrete safe room, cavernous storage/utility space, and an attached utility garage. Outside, nearly 800 square feet of covered porch spans the back of the home, allowing you to enjoy the breathtaking farm views from every angle. It's so picturesque, the sellers recently hosted a wedding reception! Located in a quiet, deed-restricted enclave, this home offers privacy, beauty and luxury just minutes from Wilmore and a short drive to Lexington or Nicholasville. Discover your dream lifestyle and set up your exclusive tour today!

Wilmore is located in Kentucky. Wilmore, Kentucky has a population of 6,025. Wilmore is less family-centric than the surrounding county with 27.49% of the households containing married families with children. The county average for households married with children is 31.26%.
The median household income in Wilmore, Kentucky is $54,423. The median household income for the surrounding county is $65,196 compared to the national median of $69,021. The median age of people living in Wilmore is 27.7 years.
The average high temperature in July is 85.8 degrees, with an average low temperature in January of 24.4 degrees. The average rainfall is approximately 45.4 inches per year, with 11.3 inches of snow per year.