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$189,900
2 Beds ⋅ 2 Baths ⋅ 26020166 MLS
Welcome to your beautifully remodeled 2- bed 2 -bath condo in the desirable Apple Valley Estates, just minutes from scenic Jamestown Ky and the clear waters of Lake Cumberland. This move in ready retreat features stylish updates throughout, offering the perfect blend of modern comfort and lake area charm. Whether you're looking for a weekend getaway, or a full-time residence this low maintenance condo is ideally located for boating, fishing, hiking, and enjoying all that Lake Cumberland has to offer!! Don't miss your chance to own a piece of one of Kentucky's premier lake destinations !

145 S State Park Rd Unit C3, Jamestown
$319,900
3 Beds ⋅ 3 Baths ⋅ 26019438 MLS
Welcome to 87 Cherokee Springs Ct in the peaceful Cherokee Springs area of Jamestown, KY. This charming 1.5-story home offers the perfect blend of comfort, updates, and Lake Cumberland lifestyle. The home now features 3 bedrooms, including a beautifully finished upstairs bedroom that was previously used as a loft/flex space, plus updated bathrooms with new vanities and sinks. The main level offers a warm and inviting living area, functional kitchen, primary bedroom, laundry, and comfortable everyday living space. Outside, you will love the quiet setting, attractive landscaping, beautiful garden area, and relaxing backyard, perfect for enjoying peaceful mornings, evening fires, or time outdoors. The property also includes a detached 2-car garage, concrete driveway, covered porch space, and a recently improved crawl space that has been brought up to standard and encapsulated for added peace of mind. Located in an established neighborhood just minutes from Lake Cumberland and Pleasant Hill Boat Ramp, this home is ideal as a full-time residence, lake-area getaway, or low-maintenance retreat close to boating, fishing, and everything Jamestown has to offer. Clean, updated, and move-in ready, this is the Lake Cumberland-area home buyers have been waiting for!

87 Cherokee Springs Ct, Jamestown
$219,000
2 Beds ⋅ 1 Baths ⋅ 26018908 MLS
AFFORDABLE LAKE VIEW Cabin Near Jamestown Marina! If you've been searching for a lake Cumberland getaway with breathtaking views without the premium price tag, this Harbor Springs A-frame deserves a look. Overlooking Jamestown Marina and the sparkling waters of lake Cumberland, this inviting cabin offers the perfect combination of personal enjoyment and short-term rental potential--all for just $219,000. Located just minutes from Jamestown Marina, multiple public boat ramps, restaurants and everything lake Cumberland has to offer, you'll spend less time traveling more time enjoying the lake. Whether you're looking for a weekend retreat, vacation home, or investment property, the location is hard to beat. Inside, the cabin features a bedroom on the main level plus a spacious sleeping loft, providing plenty of room for family and guests. Two expansive decks create the perfect setting for morning coffee overlooking the water or relaxing after a day on the lake while watching unforgettable sunsets. Since purchasing the home, the current owners have refreshed the interior with paint throughout and added a convenient staircase providing easier access to the lower-level laundry and storage area. Lake view properties at this price point are becoming increasingly difficult to find, making this an exceptional opportunity. Whether you're looking to create lasting family memories or add a vacation property to your portfolio, this Harbor Springs cabin offers the location, the views and and potential to make it happen.

1023 Harbor Springs Rd, Jamestown
$179,900
3 Beds ⋅ 2 Baths ⋅ 26018354 MLS
Looking for room to spread out without sacrificing convenience? This beautiful 3 bedroom, 2 bathroom home offers 1,792 square feet of comfortable living space on 2 private, usable acres, creating the perfect blend of peaceful country living and everyday convenience. Just minutes from town and only 8 miles to both Lake Cumberland and the Cumberland River, this property is ideal for those who love the outdoors. Inside, you'll find a bright, open-concept floor plan where the living, dining, and kitchen areas flow together effortlessly—perfect for entertaining or spending time with family. Laminate flooring runs throughout the main living areas, while the spacious primary suite offers a relaxing retreat with a private ensuite bathroom. Two additional bedrooms provide flexibility for family, guests, or a home office. Outside is where this property truly shines. The 2-acre lot offers endless possibilities, whether you envision a large garden, detached workshop, hobby farm, or simply plenty of room for children and pets to roam. Spend your mornings on the spacious 12x14 covered front porch, enjoying the peaceful surroundings and frequent visits from local wildlife. With high-speed internet available, you'll have the best of both worlds—a quiet country setting that's still well suited for working from home. If you've been searching for a move-in-ready home with acreage, privacy, and easy access to some of Kentucky's best fishing and boating, this property deserves a spot at the top of your list. Schedule your private showing today!

290 Denmark Ln, Jamestown
$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
$380,000
3 Beds ⋅ 3 Baths ⋅ 26003972 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 1 on main level with full bath and 2 bedrooms upstairs with a full bath. Open kitchen and living concept. big wrap around porch with the back screened in. Full basement that can be finished for more living space and already plumbed for a bathroom. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

255 Pumpkin Creek Cir, Jamestown
$299,900
3 Beds ⋅ 2 Baths ⋅ 26015077 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories. Lot#2 .696 acres +/-

60 Pumpkin Creek Cir, Jamestown
$365,000
3 Beds ⋅ 3 Baths ⋅ 26011004 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 1 on main level with full bath and 2 bedrooms upstairs with a full bath. Open kitchen and living concept. big wrap around porch with the back screened in. Full basement that can be finished for more living space and already plumbed for a bathroom. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

495 Pumpkin Crk Cir, 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
$139,000
3 Beds ⋅ 2 Baths ⋅ 25505748 MLS
Motivated Seller! Lovely Home Near Jamestown Marina - Perfect for Vacation or Year-Round Living! This charming, 2001-manufactured home is just 2 miles from Jamestown Marina and offers 1,435 sq. ft. of comfortable living space. Whether you're looking for a vacation retreat or a permanent residence, or a VRBO or Air B & B, this home has so much to offer! Featuring a split floor plan, this 3-bedroom, 2-bath home includes an open-concept living area, a spacious eat-in kitchen with a breakfast bar, and plenty of natural light throughout. The primary suite includes a large walk-in closet, a soaking tub, and a comfortable layout that provides privacy and relaxation. Additional highlights include: NEW CENTRAL HEAT & AIR 2026 • Newer flooring • Ceiling fans and ample closet space throughout • Peaceful, safe neighborhood in Town Creek Resort • Nicely landscaped yard with mature trees • Fenced Yard! *Back deck is a place to sip your coffee and enjoy the view! This is the perfect opportunity to make this home your own! Enjoy the best of both worlds—quiet country living with close proximity to town and the marina. This is a must-see home that won't last long!

324 Lawless Ln, Jamestown
$295,000
6 Beds ⋅ 4 Baths ⋅ 26013621 MLS
One-of-a-Kind Lake Area Retreat with Room for Everyone! Located on Little Louisville Road in Jamestown and just minutes from the Jamestown Marina and boat launches, this unique property offers over 2,700 square feet (per PVA) under roof on 1.16 acres. With 6 bedrooms and 4 full bathrooms, all on one level, there's plenty of space for family, guests, or investment opportunities. The centerpiece of the home is the spacious living room featuring a striking floor to ceiling wood-burning fireplace. A large kitchen, walk-in pantry, and four glassed-in sunrooms provide flexible living space and abundant room for entertaining. Each sunroom offers direct access to the outdoors, creating a seamless connection to the property's outdoor living areas. Originally designed with a self-sufficient rainwater collection system and cistern, the home showcases a unique architectural concept. City water now serves the property, while the former cistern area sits beneath the expansive concrete patio. Newly installed railing surrounds the huge wraparound patio, making it the perfect place to relax or gather with friends after a day on the lake. Outside, you'll find a detached block workshop with ample storage for all your lake accessories, a wooded tree-lined backdrop, and plenty of usable yard space for recreation, gardening or future garage. Whether you're looking for a large lake retreat, seasonal rental property, or a unique home with room to make it your own, this property offers a rare combination of location, space, and potential just minutes from everything Lake Cumberland has to offer.

227 Little Louisville Rd, Jamestown
$167,000
3 Beds ⋅ 2 Baths ⋅ 26014619 MLS
Welcome to 105 Linkview Rd Jamestown! This 2023 manufactured home will WOW you and it's only 2 miles to Jamestown Marina!! It has 3 bedrooms and 2 baths, large open concept living room and kitchen with lots of windows! Nice size laundry room and a beautiful master bedroom with en-suite! There is a very nice covered concrete patio out back for grilling, watching sports or just hanging with friends and family! This property can also be used as a VRBO making it perfect for investors as well! The home also comes partially furnished! Let's get you in your new lake home or your forever home!!!

105 Linkview Rd, Jamestown
$327,500
3 Beds ⋅ 2 Baths ⋅ 26004534 MLS
ONE LEVEL LIVING...Enjoy the easy flow of this brick ranch...ideal for so many. This thoughtfully designed home features vaulted ceilings in both the living room and the spacious primary bedroom suite. A bright and versatile flex room-recently used as an inspiring home office-offers abundant windows and direct access to a lovely rear patio, perfect for relaxing in the private backyard. Located on Ivy Drive with Lake Cumberland just on the other side of the road, this property offers the perfect blend of comfort and location at the end of the road and with very little traffic. This community is just minutes to the Jamestown Resort & Marina and the quaint little town of Jamestown, KY. The primary suite features a custom oversized walk-in shower for a spa-like feel. A convenient mudroom connects the home to an oversized two-car garage, providing plenty of storage and everyday functionality. With its open feel, natural light and flexible spaces, this home is ideal for both everyday living and enjoying the nearby lake lifestyle.

120 Ivy Dr, Jamestown
$299,900
3 Beds ⋅ 2 Baths ⋅ 26006638 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

488 Pumpkin Creek Cir, Jamestown
$380,000
3 Beds ⋅ 3 Baths ⋅ 26006590 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 1 on main level with full bath and 2 bedrooms upstairs with a full bath. Open kitchen and living concept and another half bath. Big covered wrap around porch with the back screened in. Full basement that can be finished for more living space and already plumbed for a bathroom. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

223 Pumpkin Creek Cir, 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
$380,000
3 Beds ⋅ 3 Baths ⋅ 26015086 MLS
Lot#15 1.175 Acres +/- Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 1 on main level with full bath and 2 bedrooms upstairs with a full bath. Open kitchen and living concept and another half bath. Big covered wrap around porch with the back screened in. Full basement that can be finished for more living space and already plumbed for a bathroom. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

443 Pumpkin Creek Cir, Jamestown
$299,900
3 Beds ⋅ 2 Baths ⋅ 26003981 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

262 Pumpkin Creek Cir, Jamestown
$599,000
4 Beds ⋅ 3 Baths ⋅ 26004391 MLS
Welcome to Lake Cumberlands newest SHOW STOPPER! Better than new and thoughtfully designed, this 2023 modern craftsman blends luxury finishes, smart design, and timeless character right here in the heart of Jamestown, KY in the highly sought after gated community- The Oaks! Offering 4 bedrooms and 3 full baths. The main level features 10' ceilings, 8' doors, and European oak engineered hardwood flooring (50-year warranty). Vaulted living room with wood beams and a wood-burning fireplace with stone veneer and custom wood mantle creates a warm focal point. The kitchen includes quartz countertops, custom floating shelving, Kohler cast iron under-mount sink, touchless Delta faucet, and GE Café appliances including a double oven convection range with air fry & WiFi, counter-depth French door refrigerator, convection microwave, dishwasher, and butler bar pantry with GE Café wine refrigerator. The special order Louisville Tile glass mosaic backsplash at the bar adds an extra custom touch. Main level offers two bedrooms and two full baths, including a primary suite with a tiled bath and double shower heads offering a rain shower. Upstairs features two additional bedrooms and full bath with tub/shower. Additional features include Anderson black windows, Honeywell WiFi thermostat, custom closet shelving, spacious laundry room with built-ins, double desk workspace, butcher block tops and abundant storage throughout. Step outside and enjoy the home's inviting outdoor living spaces, featuring multiple covered porches perfect for morning coffee or winding down in the evening. The spacious back patio was designed with entertaining in mind, offering plenty of room for gatherings and already equipped with a hot tub hookup, creating the ideal setting to relax and enjoy the outdoors year-round. Lake days are just around the corner and so is this house to Jamestown Marina. Square footage, lot size & school district to be verified by buyer.

255 Lantern Way, Jamestown
$125,900
2 Beds ⋅ 1 Baths ⋅ 26007138 MLS
NEW PRICE!!!!! Fully furnished lake house! Affordable, move-in ready lake home less than 10 minutes (just over 3 miles) from Jamestown Marina! This adorable tiny home comes fully furnished (ask listing agent for list of what stays and what doesn't) with deeded lot and has a super cool "speak easy" wet bar. There is also brand new vinyl plank flooring, the kitchen offers full size appliances and solid oak cabinets, and this home sleeps up to 6 people, thanks to a brand new sleeper sofa! Other features include an oversized front deck, a grill and a large gazebo with lights (gazebo stays with the home as well as patio table and chairs) There's also a firepit, (firepit and adirondack chairs stay, but glider bench does not) with a caddy for the seasoned wood that still remains, and is a great place to gather around for when friends visit and share lake stories. With tons of space for parking, city water and sewer, natural gas available at the main road, this tiny home packs a big punch for the money! The lot is spacious and sits at the end of a small cul de sac with lots of space between the neighbors, which offers coveted privacy in this neighborhood. While most of the lots are leased, this lot is owned and offers the freedom to make it whatever you want but is already turn-key as it is now! Other improvements by the homeowner include: new HVAC 2023, new water heater 2023, electric fireplace 2023, new TV's 2023, and firepit area 2025. Come and get it before it's gone and enjoy carefree lake life at its finest!

Jamestown
$299,000
3 Beds ⋅ 2 Baths ⋅ 26003642 MLS
Turnkey Lake Home on 1.3 Unrestricted Acres - Minutes to Jamestown Marina Fully updated and move-in ready, this lake-area home offers the perfect blend of convenience, privacy, and rental potential. Located on the way to Jamestown Marina, the 1.3 unrestricted acres provide plenty of space for entertaining, parking boats or RVs, and future expansion. The property features a detached two-car garage, additional two-car carport, circle driveway, and a roughed-in guest house with excellent potential for added living space or income opportunity. Inside, you'll find a brand-new kitchen, updated bathrooms, new flooring and paint throughout, upgraded fixtures, plus modernized electrical and plumbing—making this a true turnkey property. Ideal as a weekend retreat, full-time residence, or short-term rental investment in a highly desirable lake location. Seller is offering a one-year home warranty, including coverage for major systems, for added peace of mind.

1055 Ky-92, Jamestown
$299,900
3 Beds ⋅ 2 Baths ⋅ 26003976 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

394 Pumpkin Creek Cir, Jamestown
$299,900
3 Beds ⋅ 2 Baths ⋅ 26006607 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

360 Pumpkin Creek Cir, Jamestown
$299,900
3 Beds ⋅ 2 Baths ⋅ 26006600 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

234 Pumpkin Creek Cir, 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
$299,900
3 Beds ⋅ 2 Baths ⋅ 26006574 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

131 Pumpkin Creek Cir, 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
$299,900
3 Beds ⋅ 2 Baths ⋅ 26006635 MLS
Situated on Pumpkin Creek Circle, this cabin offers an unbeatable location near Lake Cumberland State Resort Park and just minutes from Rowena Landing. Enjoy quick access to the water, nearby trails, and all the recreational opportunities that make Lake Cumberland one of the top lake destinations in the country. Ideal for both personal use or investment...short term rentals are welcome. Whatever your goal, this property puts you right where you want to be. 3 bedrooms, 2 on main level and loft bedroom upstairs. Open kitchen and living concept. big wrap around porch with the back screened in. Spend the day on the water and fun around the fire-pit with neighbors in the evening. Close-nit community adds to the fun and memories

456 Pumpkin Creek Cir, Jamestown
$550,000
3 Beds ⋅ 2 Baths ⋅ 26009047 MLS
Welcome to 70 Twin Creek Loop in Jamestown, KY. It's where rustic charm meets modern comfort in this beautifully maintained 3-bedroom, 2-bath log cabin offering 1,937 square feet of inviting living space. Perfectly positioned just minutes from Lake Cumberland, this home is an ideal getaway, full-time residence, or retirement retreat for those seeking peace, privacy, and natural beauty. Step inside and experience the warmth of true cabin living with a stunning stone fireplace, soaring high angled ceilings, and an open, airy layout that brings the outdoors in. The spacious loft area adds flexibility...perfect for a second living space, office, or guest accommodations. The home features a thoughtfully designed layout with two bedrooms and a full bath on the main level, while the private primary suite upstairs offers a quiet retreat complete with a relaxing soaking tub...ideal for unwinding after a day on the water. Enjoy meals in the dedicated dining room or step outside to take in the peaceful surroundings from your covered front porch or newly updated back decking, perfect for entertaining or enjoying your morning coffee. Additional highlights include: -Bonus attic space with potential for a 4th bedroom or flex space -New roof, HVAC system, and water heater for peace of mind -New windows and doors -New decking in front and back Serene setting surrounded by nature, yet just 12 minutes to a nearby boat dock for easy lake access. Whether you're searching for a vacation home near Lake Cumberland, a short-term rental investment opportunity, or a quiet place to retire in Kentucky, this property offers the perfect balance of comfort, convenience, and escape from the everyday hustle. Don't miss your chance to own a slice of Kentucky paradise...schedule your private showing today.

70 Twin Creek Loop, Jamestown
$335,000
3 Beds ⋅ 2 Baths ⋅ 26007658 MLS
Located in the highly sought-after Lily Creek Resort, this 3 bedroom, 2 bath home offers the ideal blend of lake convenience, community amenities, and comfortable living. Situated just off Hwy 92 and approximately 4 miles from Jamestown Resort & Marina, this property places you right in the heart of Lake Cumberland recreation while still offering a peaceful, established neighborhood setting. Lily Creek Resort is known for its well-maintained surroundings and desirable amenities, including a community swimming pool, tennis court, and basketball court—making it a great fit for both full-time living and weekend getaways. Opportunities to own in this neighborhood are limited, adding to the long-term value and appeal. A rare bonus with this property is the additional lot included, offering flexibility for future building, added privacy, or potential resale. Inside, the home features an open concept layout with abundant natural light, creating an inviting space for gathering and entertaining. The main level offers a primary bedroom with walk-in closet, full bath, and a functional laundry area with extra storage. Upstairs includes two guest bedrooms, an additional full bath, and access to a private upper-level deck. Outdoor living is a highlight with a wraparound main-level deck and an additional upper deck—perfect for enjoying the surroundings. A new storage shed (2025) provides convenient space for lawn equipment or lake gear. With its prime location near the marina, desirable neighborhood amenities, and added lot value, this property presents an excellent opportunity for a lake home, investment, or full-time residence. Restrictions and HOA apply.

56 Lily Creek Ct, Jamestown