Bolton Homes under $500,000

Welcome to Bolton, Connecticut, a charming town nestled in the heart of Tolland County. Known for its picturesque landscapes and a tight-knit community, Bolton offers a perfect blend of rural tranquility and suburban convenience. With its rich history and commitment to preserving natural beauty, this lovely town is an ideal place for families, young professionals, and retirees alike.

One of the standout features of Bolton is its accessibility to major highways, making commuting to nearby cities like Hartford a breeze. Residents can enjoy the best of both worlds—peaceful living with the vibrant amenities of urban life just a short drive away. The town boasts excellent schools, beautiful parks, and a variety of recreational activities, including hiking trails and community events that foster a strong sense of belonging.

For those looking to call Bolton home, the real estate market offers a range of options under $500,000. Whether you’re in search of a cozy single-family home, a charming colonial, or a modern townhouse, Bolton has something to fit every lifestyle and budget. Many properties feature spacious yards, updated interiors, and are conveniently located near local amenities, ensuring you have everything you need right at your fingertips.

Experience the warmth and charm of Bolton, where community spirit thrives and homes are more than just houses—they're the heart of a welcoming neighborhood. Come discover your dream home in this delightful Connecticut town, where your new chapter awaits!

Newest Bolton Homes under $500,000

$499,900

3 Beds ⋅ 2 Baths ⋅ 24205465 MLS

Location, location, location! This inviting 3bed, 1.5bath home offers a warm feel with hardwood floors, crown molding, and fresh interior paint. The kitchen features custom cabinetry, granite counters, marble backsplash, and ceramic tile flooring. A formal dining room and a spacious living room with a fireplace add charm. The finished lower level provides extra living space, a finished laundry room, and a plumbedin half bath ready for installation-perfect for a family room, office, or gym. Enjoy a fully fencedin rear yard ideal for relaxing, gardening, or pets, with flowers and wildlife creating a peaceful setting. A large 2car garage adds convenience. Improvements include a well pump, heat pump, water softener tank, oil tank, hot water heater, and wholehouse UV water disinfection system. Solar adds energyefficient appeal. All these just minutes from local farms, parks, and bike trails, giving the area a true vacationlike feel. This turnkey home is a gem.

14 Dean Dr, Bolton

$409,900

3 Beds ⋅ 2 Baths ⋅ 24203711 MLS

Charming 3-bedroom 2-Bath home nestled in a peaceful, wooded setting, offering privacy and a warm, inviting atmosphere. The spacious interior features beautiful hardwood floors and a comfortable living area filled with natural light. The kitchen offers ample cabinetry, granite countertops, and a convenient layout that opens to the dining area. A striking brick fireplace creates a wonderful focal point and adds character and warmth to the main living space. Outside, enjoy a generous lawn surrounded by mature trees and established landscaping, creating a tranquil setting for relaxing or entertaining. A wonderful opportunity to own a home with classic charm, privacy, and plenty of potential.

15 Converse Rd, Bolton

$469,900

4 Beds ⋅ 2 Baths ⋅ 24203929 MLS

Set on a scenic two-acre lot in desirable Bolton, this beautifully renovated Colonial offers an exceptional blend of classic charm, expansive land, and modern turnkey upgrades. The sun-filled interior welcomes you with a bright, open layout highlighted by refreshed flooring and tasteful finishes throughout. At the heart of the home, the stunning updated kitchen showcases sleek quartz countertops, a stylish tile backsplash, refreshed cabinetry, and new appliances. Upgraded bathrooms accompany four spacious bedrooms, while a side sunroom atrium and an enclosed all-season front porch offer versatile options for a home office, quiet lounge, or bonus entertaining space. Outside, a private rear deck overlooks the sprawling, peaceful backyard, framed by new siding and gutters. Complete with an attached garage and private driveway, this move-in-ready property provides countryside serenity just minutes from Bolton Center, local parks, walking trails, top schools, and quick commuting access via I-384.

56 West St, Bolton

$399,000

3 Beds ⋅ 2 Baths ⋅ 24195758 MLS

Welcome home to this charming contemporary retreat, peacefully set on 2.83 beautiful acres in desirable Bolton, Connecticut. Offering 3 bedrooms and 1.5 baths, this inviting home combines comfort, character, and thoughtful updates with plenty of room to enjoy the outdoors. The spacious primary bedroom feels like a true retreat, complete with gorgeous custom hardwood floors and a cozy propane fireplace-the perfect spot to unwind at the end of the day. Hardwood flooring continues throughout the upper level. Downstairs, abundant natural light fills the space, highlighting beautiful earthy slate flooring and a warm wood-burning fireplace, creating a welcoming setting for relaxing or gathering with family and friends. Recent updates within the past few years include mini-split heating and cooling systems, new windows, new gutters, and a new water softener. Step outside onto the Trex front deck and enjoy your peaceful surroundings, morning coffee, or summer evenings outdoors. A large two-car garage and separate storage shed provide plenty of room for vehicles, hobbies, tools, and storage. With its warmth, character, privacy, and beautiful natural setting, this special Bolton home is a wonderful place to settle in and make lasting memories. Come see why you'll want to call it home!

51 Watrous Rd, Bolton

$459,900

4 Beds ⋅ 4 Baths ⋅ 24201099 MLS

Welcome home to your own quiet and tranquil retreat tucked away in a wonderfully private setting. An inviting front porch sets the tone, offering the perfect spot to relax and enjoy the peaceful surroundings, inside, this welcoming home features 4 bedrooms one being over the garage, with separate staircase, providing plenty of flexibility for today's lifestyle. With its separate feel and generous space, this room offers wonderful potential for in-law suite, guest quarters, home office, or private retreat. If you're looking for privacy, versatility and a place that truly feels like an escape from everyday, this is one you won't want to miss.

18 Shoddy Mill Rd, Bolton

$389,900

2 Beds ⋅ 2 Baths ⋅ 24197756 MLS

Colonial on private level lot across the street from Bolton Lake, and steps from the walking path to Indian Notch Park. This home features 2 full baths, one on each level. Currently 2 bedrooms but could easily be converted to 3 or 4 bedroom with the unfinished room over garage, or make it a family room. Huge Master suite with soaking tub, and sitting room. Private beach association rights. Whole house Kohler generator. This home is being sold As Is.

5 Llynwood Dr, Bolton

$440,000

4 Beds ⋅ 3 Baths ⋅ 24196819 MLS

A classic Colonial with a floor plan that simply works. The bright living room features a large front-facing picture window and hardwood floors, flows seamlessly into the formal dining room. The family room opens to the kitchen, creating the true heart of the home, with direct access to the wraparound deck overlooking the private backyard. Upstairs has four bedrooms and two full bathrooms, with hardwood floors throughout. The multi-level deck steps down to a wide, level yard bordered by mature woods, providing exceptional privacy and a wonderful setting for relaxing or entertaining. A walkout lower level offers convenient access to the backyard and additional possibilities for future living space. While the interior finishes are ready for cosmetic updates, the home's excellent layout, generous space, and beautiful setting are hard to beat. This is a fantastic opportunity to build equity and make the home your own. Recent mechanical updates include an oil-fired boiler and a 200-amp electrical panel with a generator interlock already installed. Continent location, close to highway and shopping centers. Sold AS-IS.

10 Laurwood Dr, Bolton

$229,900

2 Beds ⋅ 2 Baths ⋅ 24184157 MLS

Unit G available soon! Brand New Seven unit one of a kind 55+ active adult community in BOLTON! Four homes ready to move into now! Three remaining to choose your own colors, etc. Manufactured by Skyline. All units have Open floor plan, two bedrooms, two full baths, laundry hookups, central air, 10x12 composite deck, 8x10 outbuilding, front porch, maintenance free vinyl siding, propane gas heat and cooking, underground utilities, parking for two cars. Grounds and driveways maintained. Short walk to rails to trails, mini golf. Easy access to I384, UCONN, Eastern CT State University and Hartford! Park application required and park manager must approve. Pets allowed, with 35 lb weight restriction on dog, 1 indoor cat.

166 Boston Tpke Unit G, Bolton

$229,900

2 Beds ⋅ 2 Baths ⋅ 24184153 MLS

Unit F available soon. Brand New Seven unit one of a kind 55+ active adult community in BOLTON! Four homes ready to move into now! Three remaining to choose your own colors, etc. Manufactured by Skyline. All units have Open floor plan, two bedrooms, two full baths, laundry hookups, central air, 10x12 composite deck, 8x10 outbuilding, front porch, maintenance free vinyl siding, propane gas heat and cooking, underground utilities, parking for two cars. Grounds and driveways maintained. Short walk to rails to trails, mini golf. Easy access to I384, UCONN, Eastern CT State University and Hartford! Park application required and park manager must approve. Pets allowed, with 35 lb weight restriction on dog, 1 indoor cat.

166 Boston Tpke Unit F, Bolton

$229,900

2 Beds ⋅ 2 Baths ⋅ 24184147 MLS

Unit D available soon. Brand New Seven unit one of a kind 55+ active adult community in BOLTON! Four homes ready to move into now! Three remaining to choose your own colors, etc. Manufactured by Skyline. All units have Open floor plan, two bedrooms, two full baths, laundry hookups, central air, 10x12 composite deck, 8x10 outbuilding, front porch, maintenance free vinyl siding, propane gas heat and cooking, underground utilities, parking for two cars. Grounds and driveways maintained. Short walk to rails to trails, mini golf. Easy access to I384, UCONN, Eastern CT State University and Hartford! Park application required and park manager must approve. Pets allowed, with 35 lb weight restriction on dog, 1 indoor cat.

166 Boston Tpke Unit D, Bolton

$229,900

2 Beds ⋅ 2 Baths ⋅ 24184115 MLS

Brand New Seven unit one of a kind 55+ active adult community in BOLTON! Four homes ready to move into now! Three remaining to choose your own colors, etc. Manufactured by Skyline. All units have Open floor plan, two bedrooms, two full baths, laundry hookups, central air, 10x12 composite deck, 8x10 outbuilding, front porch, maintenance free vinyl siding, propane gas heat and cooking, underground utilities, parking for two cars. Grounds and driveways maintained. Short walk to rails to trails, mini golf. Easy access to I384, UCONN, Eastern CT State University and Hartford! Park application required and park manager must approve. Pets allowed, with 35 lb weight restriction on dog, 1 indoor cat.

166 Boston Tpke Unit c, Bolton

$229,900

2 Beds ⋅ 2 Baths ⋅ 24184108 MLS

166 Boston Tpke Unit B, Bolton

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