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$399,900
3 Beds ⋅ 4 Baths ⋅ 26014688 MLS
Welcome to this charming Lake Cumberland retreat nestled on 1.12 private, wooded acres in a quiet lake community with no HOA. This property offers all the benefits of a 5 bedroom footprint at a highly competitive price point... 3 traditional bedrooms and 2 additional lower-level flex rooms furnished as bedrooms. Surrounded by mature trees and scenic beauty, this inviting home offers the perfect blend of year-round living, vacation enjoyment, or rental investment potential. The thoughtfully designed floor plan features a spacious living room, dining area, eat-in kitchen, laundry room, library, guest bath with shower, and a comfortable primary suite all on the main level. Upstairs, you'll find two additional bedrooms connected by a convenient Jack-and-Jill bathroom. The walkout lower level provides even more living space with a large family room, full bathroom, and two additional designated sleeping rooms, making it ideal for hosting family and friends. Outdoor living is a highlight of this property, with a large deck wrapping around three sides of the home, a concrete patio, fire pit area, and a rear carport. Enjoy the peaceful setting while taking in the privacy and natural beauty that surround you. Lake Cumberland is located just across the lane, and two public boat ramps along with Jamestown Resort & Marina are only 5 to 10 minutes away, offering quick and easy access to boating, fishing, and all the recreation the lake has to offer. Lovingly decorated, this home exudes warmth and charm throughout. Whether you're searching for a full-time residence, a weekend getaway, or an income-producing vacation rental, this property checks all the boxes. Call today for additional details and to schedule your private showing!

67 Balcony Bend Rd, Jamestown
$445,000
3 Beds ⋅ 3 Baths ⋅ 26014735 MLS
Located in the gated community of The Oaks, 398 Carriage Lane offers over 4,000 finished square feet of living space on approximately 0.63 acres and is just minutes from Lake Cumberland and Jamestown Marina. This home features 3 bedrooms, 3 full bathrooms, and an additional room in the finished basement that is currently being used as a bedroom and includes a closet. The main level offers an eat-in kitchen with breakfast bar, formal dining room, spacious living area, and a functional layout that works well for both everyday living and entertaining. The primary suite includes access to a private back porch, while the home also offers a wrap-around front porch and additional outdoor living space to enjoy the peaceful setting. The finished basement includes a large game room with a custom pool table that will remain with the property, along with a two-car garage and an additional side room that would make an excellent workshop, storage area, hobby room, or home gym. Recent updates include a newer roof. Outside, the property features a dedicated dog yard with a chain-link fence, providing a secure and low-maintenance area for pets. The stock tank pool area offers another great outdoor space to relax and enjoy the warmer months. Most of the furniture is negotiable, creating the opportunity for a move-in ready or vacation home setup. Residents of The Oaks enjoy private access to Lake Cumberland. The property is located approximately 1.9 miles from Jamestown Marina and about 3 miles from Jamestown Square, providing convenient access to boating, dining, shopping, and local amenities.

398 Carriage Ln, Jamestown
$2,299,000
5 Beds ⋅ 6 Baths ⋅ 25011161 MLS
Luxury, privacy, and space come together in this stunning 10,076 sq ft estate in Jamestown Kentucky. Set on 15.38 acres just a mile from Lily Creek Ramp and 3 miles from Jamestown Marina on Lake Cumberland, this 5-bedroom, 6-bathroom home is a rare find. Inside, you'll love the perfect blend of rustic charm and modern elegance—featuring butcher block countertops, exquisite stonework throughout, and spacious living areas designed for comfort and entertaining. The massive primary suite includes a spa-like bathroom and an oversized walk-in closet that must be seen to be believed. Subzero and Viking appliances through out Outdoors, you can enjoy plenty of room for gardening, gatherings, or simply relaxing in total seclusion. Whether you're looking for a luxurious full-time residence, a vacation getaway, or a private retreat near the lake, this property checks every box. Property Management service also available.Schedule your private showing today!

1360 State Highway 92, Jamestown
$325,000
5 Beds ⋅ 3 Baths ⋅ 26009224 MLS
The best surprise about this condo? It doesn't feel like one. Tucked among rolling hills, mature trees, and abundant green space, this spacious 5-bedroom, 3-bath townhome offers a rare sense of privacy and seclusion that's hard to find at Lake Cumberland. From the moment you arrive, you'll notice the peaceful setting and natural surroundings that make this property feel more like a private retreat than a typical condominium. The expansive partially covered deck is the perfect place to start your day with a cup of coffee, unwind after a day on the lake, or gather with family and friends while enjoying the sights and sounds of nature. Surrounded by trees and thoughtfully positioned within the community, the outdoor living space feels surprisingly private and inviting. With approximately 2,750 square feet of finished living space, including a finished lower level, there's plenty of room for weekend guests, extended family, or full-time living. Multiple living areas provide flexibility for entertaining, relaxing, or creating dedicated spaces for hobbies and recreation. A 1-car attached garage and separate lower-level golf cart garage offer added convenience and storage for all your lake-life essentials. Residents also enjoy access to community amenities including a pool and tennis/basketball courts. Located just minutes from Lily Creek Boat Ramp and Jamestown Marina, you'll enjoy quick access to some of the best boating and recreation Lake Cumberland has to offer, while still appreciating the tranquility of being just outside town. Whether you're searching for a weekend escape, vacation home, or primary residence, this property offers the space, setting, and lifestyle that make Lake Cumberland such a special place to call home.

143 Dylan Dr Unit #105, Jamestown
$669,000
6 Beds ⋅ 5 Baths ⋅ 25502693 MLS
Seller offering up to $10,000 toward buyer updates, improvements, furnishings, or closing costs with an acceptable full-price offer for this spacious custom-built lake home, designed for comfort, style, and plenty of room to gather. Offered with two additional lakeview lots (Lots #2 and #3), this property totals approximately 1.67 acres, providing extra space, privacy, and long-term flexibility for the future owner. Offering over 5,000 square feet of finished living space, this home sits elevated on a quiet cove with peaceful water views and a private setting. With 6 bedrooms, 5 full bathrooms, and a bonus room that could serve as a 7th bedroom, the layout is ideal for large families, a vacation retreat, or a proven short-term rental opportunity. The main level features beautiful wood finishes and a dramatic living room filled with natural light. A formal dining area flows into the kitchen, creating a great space for entertaining. The primary suite and an additional bedroom (perfect for an office) are conveniently located on this floor, along with a second full bath for guests. Upstairs, a loft overlooks the living room and connects two spacious bedrooms and a full bath. The bonus suite above the attached two-car garage adds even more flexibility with its own full bath, ideal for guests or private quarters. The finished basement expands the living space with a fully equipped gym, recreation room with fireplace, an additional bedroom and bath, plus a flexible-use room—perfect for hosting larger groups or extended stays. Outdoor living is a highlight, featuring a fire pit and massive multi-level decks with covered and screened areas for year-round enjoyment. Whether it's morning coffee overlooking the lake or summer evenings with friends, this setting is hard to beat. This home is offered fully furnished and includes several standout features, such as a custom European-style metal shingle roof with a 45-year warranty and a central vacuum system for added convenience. Quality materials and thoughtful design details are evident throughout. With light restrictions, additional acreage for privacy, and a strong history as a short-term rental, this property offers both lifestyle and investment potential in one of Lake Cumberland's most desirable hidden locations. Schedule your private showing today and experience everything this unique lakefront property has to offer.

135 Laurel Rd, Jamestown
$399,000
5 Beds ⋅ 2 Baths ⋅ 26009334 MLS
LAKE FRONT!! Located in the Pleasant Hill community, this 5-bedroom, 2-bathroom residence offers a rare combination of lakefront living and functional space. The home sits on 0.41 acres of prime lakefront property and features extensive updates, including a oversized deck designed for entertaining and a hot tub for relaxation. With its close proximity to the Pleasant Hill Boat Ramp and its quiet, scenic setting, this home is an ideal for a vacation get-a-way, short-term rental or a full-time residence for those seeking a peaceful lakeside lifestyle. Some of the furnishings are being offered to remain with the home and are negotiable. The additional 8 x 12 outbuilding offers extra storage space for all your lawn care or lake toys. The property is being sold along with an optional separate 0.21-acre deeded lot located across the street, providing unique flexibility for the new owner. The community also offers a walking trail on the adjacent 6 acres of protected Corps of Engineers Property.

404 Lorel Dunbar Rd, Jamestown