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295 Vaughn Hill Road, Bolton
$825,000
3 Beds ⋅ 2 Baths ⋅ 73444625 MLS
Hidden Pond Farm combines a well-appointed home with purpose-built equestrian infrastructure and immediate access to riding trails connecting Vaughn Hills and Harvard Conservation land.The updated Tudor-style home features fresh interior paint, hardwood floors throughout, and broad views of the surrounding landscape. A sunroom, patio, and outdoor dining area extend the living space outdoors, providing a comfortable vantage point for to watch your horses in turnout. An oversized two-car garage offers ample storage and work space.The equestrian facilities include a custom-designed and built Circle B barn, constructed in 2004 on a full foundation. The barn includes three runout stalls; two 12' x 12' and one 10' x 12', allowing horses independent access between shelter and turnout for comfort, movement, and simplified daily management. Two riding rings support varied training needs, including a standard 30 x 60-meter dressage arena.There is a separate hay barn, 2 sheds, & a small cabin.

295 Vaughn Hill Road, Bolton

79 Sampson, Bolton
$816,000
4 Beds ⋅ 3 Baths ⋅ 73495043 MLS
Tucked just off a quiet cul-de-sac in one of Bolton’s most desirable settings, this classic Colonial offers a rare blend of privacy, character, and opportunity. Set on a beautiful one-acre lot, the home features 2,096 sq ft of above-grade living space with four fireplaces, wide-plank hardwood floors, exposed wood beams, and sun-filled rooms throughout. The kitchen is equipped with premium appliances, including a Sub-Zero refrigerator and Thermador gas range, and opens to a stunning enclosed sunroom—perfect for year-round enjoyment overlooking the private backyard. 10-zone irrigation system enhances the property's functionality and ease of maintenance. A full 1,128 sq ft basement offers exceptional potential for expansion or additional living space. Title V has passed. A rare opportunity to create a truly special home in a sought-after Bolton location.

79 Sampson, Bolton

67 Quaker Ln, Bolton
$811,000
3 Beds ⋅ 2 Baths ⋅ 73549966 MLS
Meticulously maintained & thoughtfully updated, this turn key split-level home nestled on a peaceful dead end road offers stylish comfort & modern amenities. Brimming with warmth and functionality, the inviting floor plan offers beautifully refreshed living spaces designed for today’s lifestyle. The sun-drenched kitchen w/induction range, eco friendly cork flooring, soap stone counters & stainless steel appliances flows effortlessly into the open concept living room w/loft. An expansive IPE deck offering tranquil views of the private backyard creates a serene backdrop for outdoor living & entertaining A finished walkout LL w/laundry, family room & playroom offers versatile living spaces as needs change. A spacious detached garage provides endless possibilities for hobbyists, studio, or workshop. Enjoy sustainability & energy savings w/Geothermal heat/AC and solar panels & a convenient location near major commuter routes, conservation land, farm stands & vibrant downtown Hudson!

67 Quaker Ln, Bolton

82 Corn Rd, Bolton
$810,000
3 Beds ⋅ 3 Baths ⋅ 73573712 MLS
Discover privacy, space, and modern comfort in this stunning 3-bedroom, 3-bath contemporary home set on more than five scenic acres in desirable area of Bolton on the Harvard line. Inside, soaring ceilings, abundant skylights, and an open-concept floor plan create a bright, airy atmosphere ideal for both everyday living and entertaining. The living area includes two story family room with fireplace and dining area. The upgraded kitchen features cherry cabinets, quartz counters and stainless steel appliances. Includes first floor primary w/ bath and and additional en suite on second floor with lofted area for flexible use. Enjoy the beauty of every season from the inviting conservatory with cathedral ceiling and skylights, screened porch/gazebo or relaxing in the outdoor hot tub. The expansive fenced-in yard offers plenty of room for pets, recreation, gardening, and outdoor gatherings.Car enthusiasts, hobbyists, and those needing extra storage will appreciate garage parking for up to four vehicles. The detached garage also features finished bonus space above—perfect for a home office, studio, gym, media room, or guest retreat.A rare opportunity to enjoy contemporary design, versatile living space, and peaceful acreage in the heart of Nashoba Valley.

82 Corn Rd, Bolton

31 Manor Road, Bolton
$800,000
4 Beds ⋅ 3 Baths ⋅ 73506170 MLS
This fully renovated colonial home blends quality craftsmanship, luxury finishes, and modern comfort just minutes from Bolton Center. A welcoming center entrance opens to a bright, open-concept living and dining area with large windows, luxury vinyl plank flooring, and detailed woodwork. The custom chef’s kitchen features quartz countertops, upgraded cabinetry, a center island, coffee nook, and stainless steel appliances.It flows seamlessly to a spacious screened-in porch overlooking a private backyard—ideal for relaxing or entertaining—and into a large family room with a half bath and first-floor laundry. The main level also offers a primary suite with a walk-in closet and spa-like bath with double vanity and quartz finishes. Upstairs are 3 generous bedrooms and a full bath with tiled shower and double quartz vanity. A fully finished basement adds an exercise room, bonus space, recreation area, and storage. Convenient to Route 495, Nashoba Schools and the new Master's Academy.

31 Manor Road, Bolton

34 Wheeler Rd, Bolton
$790,000
4 Beds ⋅ 3 Baths ⋅ 73514480 MLS
Nestled on 4+ acres of beautifully landscaped grounds, this turnkey colonial offers 4 bedrooms, 2.5 baths, and a 2-car garage at exceptional value. Thoughtfully upgraded in 2022 — new roof, Andersen windows, Hardie Plank siding, farmers porch, and a stunning kitchen with Thermador appliances, gas cooking, apron sink, and custom cabinetry. Rich hardwood floors flow throughout, adding warmth and timeless elegance.The light-filled layout features spacious living and dining areas, a flexible floor plan, and a finished lower level ideal for work-from-home or recreation. Generously sized bedrooms and a comfortable primary suite complete the upper level.Set well back on a large lot with privacy and usable outdoor space. Quick access to Rt 495 for easy commuting. Walk-up attic and 5-bedroom septic offer excellent expansion potential. Priced to deliver clear value relative to similarly updated homes in Bolton — outstanding combination of acreage, condition, and long-term flexibility.

34 Wheeler Rd, Bolton

404 Wattaquadock Hill Rd, Bolton
$750,000
3 Beds ⋅ 3 Baths ⋅ 73497691 MLS
Charming expanded Cape-style home with Colonial character, set on a private, oversized lot. This 3-bedroom, 2.5-bath home offers over 2,400 sq ft of flexible living space. Beautifully updated kitchen, with abundant granite counters, stainless appliances & wine fridge, is the heart of the home. Sun-filled dining and living rooms with fireplace flow into a spacious sunken great room with wood stove. Sliding doors provide seamless access to outdoor living, including a composite deck, stone patio, and spacious fenced yard, perfect for relaxing or entertaining. Upstairs features convenient laundry and generously sized bedrooms, including a vaulted primary suite with updated bathroom. Distinctive architecture details with an artistic flair include dual staircases, built-ins, exposed brick, skylights and a charming office nook. Detached 2 car garage, enclosed heated porch, partially finished basement, classic mudroom, complete this exceptional home. Showings begin 4/11 @ OH 12-2.

404 Wattaquadock Hill Rd, Bolton

18 Village Ln Unit 4, Bolton
$740,000
2 Beds ⋅ 3 Baths ⋅ 73560670 MLS ⋅ ['Craftsman Village'] BLDG.
Welcome to this beautifully maintained 2019-built condominium offering 1,952 sq. ft. of thoughtfully designed living space in one of Bolton's desirable communities. This two-story home combines modern style with low-maintenance living, featuring an open and inviting floor plan ideal for both everyday living and entertaining.The home offers two spacious bedrooms, 2.5 bathrooms, and a two-car garage with additional storage. Rich hardwood floors enhance the main living areas, creating warmth and timeless appeal. Every closet has been professionally outfitted with custom organization systems, maximizing storage and functionality throughout the home.Step outside to your private patio—an ideal space to enjoy morning coffee, outdoor dining, or simply relax in a peaceful setting. The expansive unfinished basement provides exceptional potential for future expansion, whether you envision a family room, home office, fitness area, or additional living space.Built with today's lifestyle in mind, this move-in-ready home offers the perfect balance of comfort, quality, and flexibility. Enjoy the convenience of condominium living while still having room to grow. Ideally located with easy access to shopping, dining, recreation, and major commuter routes, this exceptional property is a rare opportunity to own a newer home in sought-after Bolton.

18 Village Ln Unit 4, Bolton

447 Main St, Bolton
$725,000
4 Beds ⋅ 3 Baths ⋅ 73491534 MLS
Charming 4-bedroom Colonial, with over 3,700sqft of functional living space, set on over 4 picturesque acres, rich with timeless character and architectural detail. Wide pine floors, exposed beamed ceilings, Dutch doors, and custom built-ins create a warm and inviting atmosphere throughout. The thoughtfully designed layout features two staircases, cedar closets, and a built-in banquette for everyday comfort. A screened porch seamlessly connects to a grand great room with an impressive stone fireplace—perfect for gathering and entertaining. Additional highlights include a walk-up attic, a 2-car garage with abundant storage, and a separate office above—ideal for today’s flexible living needs. A rare opportunity to own a home that blends historic charm with space, functionality, and serene surroundings. Being Sold “AS IS”. Subject to License to Sell.

447 Main St, Bolton

249 Green Rd, Bolton
$700,249
3 Beds ⋅ 2 Baths ⋅ 73568344 MLS
Brand new septic system, brand new kitchen, and brand new bathrooms! Welcome to 249 Green Road, a 3-bedroom, 2-bathroom home offering approximately 2,456 total square feet in a great Bolton location.The home has been thoughtfully updated, with some of the highlights including a brand new kitchen and bathrooms. One of the bathrooms also features a heated towel rack for an added touch of comfort. These updates give the home a fresh, modern feel while maintaining the character and functionality of the property.Outside, enjoy your own private pool, perfect for relaxing and entertaining during the warmer months. The 4-car garage is another major highlight, offering plenty of room for vehicles, storage, recreational equipment, a workshop, or whatever else you may need.The property is located in Bolton, a community known for its peaceful setting, open space, farms, and outdoor recreation, while still being convenient to shopping, restaurants, and surrounding towns. Whether you're enjoying the pool, taking advantage of the garage space, or exploring everything the area has to offer, this property gives you plenty of options.New septic, new kitchen, new bathrooms, a private pool, and a 4-car garage make 249 Green Road a unique opportunity to own a beautiful home in Bolton.

249 Green Rd, Bolton

7 Tinker Pond Rd, Bolton
$699,900
4 Beds ⋅ 3 Baths ⋅ 24186924 MLS
Own your own mini estate! The 3900 sq ft custom design Contemporary/Colonial is set on a private 2.93 interior lot. This lovely home features 4 + bedrooms, 2 1/2 bathrooms with lots of wide board hardwood floors and a grand entry foyer. There are 9' ceilings throughout, including the lower level! Light and bright describes every room with its expansive window areas. The kitchen is open to the great room and formal dining room and features an island with granite counters, a breakfast bar and gas counter top stove. All the appliances are stainless steel and there is a large pantry with lots of storage space. The sunken great room is impressive, with its floor to ceiling stone gas fireplace, wide board floors, cathedral ceiling and open to the sunroom, foyer, kitchen and balcony above. Enjoy the heated sunroom with wide board floors, skylights and access to a delightful double trex deck with pergola. All this overlooks a private fenced backyard. The primary bedroom is on the main level with a walk in closet, 9' ceilings, full bath with Whirlpool tub and wide board floors. There's also sliders to a private outside hot tub area. A delightful sitting area on the 2nd floor overlooks the foyer and main level. 2 bedrooms and two other rooms are located on the upper level. The walkout basement features a large heated recreation room with entertainment area and a large exercise room with rubber flooring and walk-out to the backyard.

7 Tinker Pond Rd, Bolton

1157 Main St, Bolton
$690,000
4 Beds ⋅ 3 Baths ⋅ 73563053 MLS
Classic Colonial in desirable South Bolton, privately situated on approximately 1.5 acres at the end of an unpaved shared driveway. Conveniently located near Nashoba Regional schools, conservation land, local farms and markets, recreation and I-495. Offering approximately 2,568 square feet of living space, this 4-bedroom home features a traditional floor plan with spacious living and dining rooms, a full basement and 2-car garage. Recent improvements include fresh interior and exterior paint, updated bathrooms and new hardwood flooring, providing a solid foundation for the next owner. The kitchen remains ready for modernization, while the older screened porch and rear deck offer an opportunity to create inviting outdoor living spaces overlooking the private property.With its classic architecture, generous room sizes and established setting, this home offers an excellent opportunity for buyers seeking to personalize a property and build equity over time. Enjoy nearby Nashoba Regional High School, Florence Sawyer School, conservation trails and open space, Bolton's resident Little Pond Town Beach, local farms and markets, and convenient access to Route 117 and I-495. Home is being sold AS-IS. Seller has not lived in the home and makes no representations regarding its condition or history. Buyers and their agents are encouraged to conduct their own due diligence and inspections.

1157 Main St, Bolton

58 Sunset Ridge Lane Unit 58, Bolton
$685,000
2 Beds ⋅ 3 Baths ⋅ 73513214 MLS ⋅ ['Sunset Ridge'] BLDG.
SELLER TO PAY HOA for the remainder of 2026! Conservation trails out back. Private patio. Space that adapts to how you live. Step outside and you're already on the Welch Pond Conservation area — trails and open sky without getting in a car. Back inside this 2217 sqft townhome, a main-floor office behind French doors closes the world out when you need it while the open kitchen with large center island flows seamlessly into a warm family room with custom built-ins and a gas fireplace. Upstairs, two full en-suite bedrooms, each a private retreat unto itself, a well appointed laundry room, and a flexible loft space. New carpet, paint, custom window treatments, washer/dryer, and dishwasher make this home truly move-in ready. Nashoba Valley Winery, top-rated schools, the International Golf Course, and the soon-to-open Masters Academy International are all close by. The HOA covers all exterior maintenance, landscaping, and snow removal — so weekends belong to you, not your to-do list.

58 Sunset Ridge Lane Unit 58, Bolton

34 Tunxis Trl, Bolton
$662,000
4 Beds ⋅ 3 Baths ⋅ 24155248 MLS
This beautifully maintained 4-bedroom classic colonial in picturesque Bolton, Connecticut, is truly a must-see. Ideally situated about 20 minutes north of Hartford and 20 minutes south of the University of Connecticut, this home combines timeless charm with modern comfort in a setting that invites memories for a lifetime. Step inside to a welcoming main level where a spacious front-to-back family room beckons, anchored by a beautiful brick fireplace and appointed with hardwood floors - perfect for gatherings and everyday living. A built-in wet bar adds both convenience and entertainment appeal. Just off the family room, a sun-filled sunroom with tiled flooring provides a tranquil transition to the professionally landscaped backyard, complete with a heated pool and hot tub - an entertainer's dream for summer enjoyment. The updated eat-in kitchen features butcher block counters and stainless-steel appliances, seamlessly connecting to the living spaces. Also on this level are a formal dining room with French doors, a generously proportioned living room with its own fireplace, a convenient half bath, and a well-located laundry room - all contributing to easy, everyday functionality. Upstairs, you'll find four generously sized bedrooms, including a master suite with its own full bath, plus an additional full bath to serve the other bedrooms.

34 Tunxis Trl, Bolton

123 Sugar Rd, Bolton
$650,000
4 Beds ⋅ 2 Baths ⋅ 73526077 MLS
Opportunity knocks! 4 bedroom Cape where cozy meets connected & every space is designed for making memories. Back-to-back Rumford fireplaces create a warm ambiance & inviting gathering spaces, while sun-filled open-concept living & dining areas provide a bright & welcoming atmosphere made for quiet evenings at home & hosting holiday dinners. The updated kitchen with granite counters, tile backsplash & stainless appliances serves as the heart of the home, seamlessly connecting the main living spaces. Upstairs, the generously sized main bedroom with spacious walk-in closet offers a peaceful retreat. Thoughtful updates bring peace of mind & boost energy efficiency - new furnace, water heater & water softener in 2022 & spray foam insulation. Step outside to a wooded lot with mature landscaping, a 2-car garage, & a firepit under the stars. All in an incredible commuter location close to schools, conservation trails, shopping, dining & everything that makes life easier - and richer.

123 Sugar Rd, Bolton

37 Valerie Dr, Bolton
$630,000
4 Beds ⋅ 3 Baths ⋅ 24187472 MLS
Welcome to 37 Valerie Drive, Bolton-a beautifully maintained 4-bedroom, 2.5-bath Colonial located at the end of a quiet cul-de-sac in one of Bolton's most sought-after neighborhoods. Set on nearly an acre of landscaped grounds, this home offers space, comfort, and privacy. The well designed layout features a spacious kitchen with new stainless steel appliances that opens to the dining area and cozy family room with a gas log fireplace, along with formal living and dining rooms ideal for entertaining. Upstairs, the expansive primary suite includes an additional gas log fireplace, a recently renovated ensuite bath, a walk-in closet and a bonus room - currently used as an office. Three additional bedrooms provide plenty of space for family or guests, while the recently updated second-floor laundry room and half bath, complete with a new washer, dryer, and skylight add style and convenience to everyday living. Enjoy outdoor living on the large deck overlooking the private backyard. The property also features an invisible pet fence, providing added peace of mind and a safe space for your furry family members. Additional highlights include a new central air conditioning system, a 3-car garage, generator hookup, and a full basement offering abundant storage and future finishing potential. Conveniently located near Bolton schools, parks, and commuter routes, this exceptional home combines peaceful living with everyday convenience.

37 Valerie Dr, Bolton

11 Rocco Rd, Bolton
$615,000
3 Beds ⋅ 3 Baths ⋅ 24194083 MLS
Welcome to this beautifully maintained contemporary home. Filled with natural light from expansive windows, this thoughtfully updated home features a dramatic two-story living room with soaring vaulted ceilings and a stunning fireplace, creating the perfect space to relax or entertain. The updated kitchen offers style and functionality, complemented by a walk-in pantry, spacious first-floor laundry room, and walk-in coat closet. A versatile first-floor office with French doors and a private deck is ideal for working from home, a playroom, or a quiet reading retreat. The finished lower level provides additional living space and ample storage. Upstairs, you'll find three generously sized bedrooms, including two with walk-in closets, and two full bathrooms. Step outside to your private backyard oasis featuring multiple decks, a sparkling inground pool, professionally landscaped grounds, elegant stone walls, and outdoor lighting, perfect for entertaining or peaceful evenings at home. In addition to the attached two-car garage, a separate one-car garage offers excellent space for a workshop, classic car, or seasonal storage. This exceptional home combines contemporary design, functional living, and resort-style outdoor amenities. Conveniently located near area schools, parks and trails. Schedule your private showing today!

11 Rocco Rd, Bolton

69 Lancaster Rd, Bolton
$615,000
3 Beds ⋅ 2 Baths ⋅ 73547912 MLS
Charming raised 3 BR ranch that sits up on a knoll features, HW floors in BRS, New luxury vinyl in all other rooms, some cosmetic updates to the kitchen and baths. Primary bedroom has 1/2 bath. Open floor plan with beamed ceilings adds character. The kitchen flows into dining room. Good sized living room with slider to a lovely brick patio area that has a view of the woodland. Pull down stairs to attic space, additional partially finished room in LL. Stone walls and perennials add to the beauty of this lot. Deck on front of the home, side porch deck off of the kitchen/din area. 1 car garage under plus a detached 1 car barn garage with great space for woodworking shop has its own electricity in barn, plus a second level loft! Part of the lot is located in the town of Clinton, sewer, water and trash are provide by the town of Clinton! This is a great opportunity to own a home in Bolton and put your finishing touches to make it your own! Great commuting area close to major highways

69 Lancaster Rd, Bolton

91 Still River Road, Bolton
$611,000
3 Beds ⋅ 1 Baths ⋅ 73578116 MLS
Timeless character & thoughtful updates define this inviting ranch. Tucked discreetly back from the road, the property offers a quiet retreat framed by lush lawns, stone walls, & mature gardens. At the heart of the home, a spacious vaulted ceiling living room w/exposed beams & impressive brick fireplace w/pellet stove opens to an elegant dining area creating a warm & distinctive gathering space. The updated kitchen features rich red birch cabinetry, gas range, generous island & cheerful dining area—perfect for everyday living & entertaining. The living spaces extend naturally outdoors to a charming screened porch overlooking the tranquil & private backyard; an idyllic setting for morning coffee or a relaxed evening with friends. A partially finished lower level w/laundry room provides future expansion potential to meet evolving needs. Enjoy refinished hardwood floors & the peace of mind that comes with a NEW septic, recent windows, well pump, roof, & furnace. This ideal location offers easy access to soccer fields, new high school, commuter routes, farm stands & conservation land.

91 Still River Road, Bolton

36 Pondside Dr Unit 36, Bolton
$600,100
2 Beds ⋅ 3 Baths ⋅ 73531700 MLS ⋅ ['Regengy At Bolton'] BLDG.
Welcome to The Regency at Bolton, a 55+ active adult community. 36 Pondside Dr is a bright and sunny unit with high ceilings and cathedral style large windows. First floor has a master suite, full bath, large walk in closet and laundry for easy access. The upstairs area has a bedroom, full bathroom, a large loft area, perfect for relaxation, office and crafts and a storage room. The Regency offers a perfect blend of comfort, connection and peaceful living. Enjoy the charm of a friendly neighborhood where people know each other and the community feels genuine, surrounded by the quiet country feel, with convenient access to local amenities. This home is ideal for those looking to simplify without sacrificing lifestyle. Whether you’re enjoying morning walks through the community, relaxing outdoors, or entertaining friends and family, this home offers an easy living setting. The clubhouse has a view of the pond with a water fountain and is perfect for larger gatherings. Easy to show!

36 Pondside Dr Unit 36, Bolton

21 Fairway Dr, Bolton
$575,000
3 Beds ⋅ 3 Baths ⋅ 24171276 MLS
Welcome to easy one-level living in this beautifully maintained 3-bedroom, 2.5-bath ranch offering comfort, style, and an abundance of natural light. The open and inviting floor plan features vaulted ceilings and a stunning wall of sliders that fills the home with sunshine while creating a seamless connection to the outdoors. The spacious living room is highlighted by a cozy fireplace, perfect for relaxing or entertaining. Kitchen offers a center island, ample cabinetry, and a sunny eat-in area ideal for casual dining and gatherings. A convenient main-level laundry room adds to the home's thoughtful design. The primary suite and additional bedrooms provide comfortable accommodations, while the attached 2-car garage offers convenience and extra storage. Outside, enjoy a professionally landscaped yard and a private back deck - the perfect setting for morning coffee, outdoor dining, or simply unwinding in a peaceful atmosphere. This lovingly cared-for home combines charm, functionality, and curb appeal in a desirable one-level layout.

21 Fairway Dr, Bolton

273 Hebron Rd, Bolton
$563,500
3 Beds ⋅ 2 Baths ⋅ 24094257 MLS
A rare find, a great price on a superb quality custom built home! This new raised ranch home, 3 bedrooms, 2 full baths, 2 car garage, central air, efficient warm air heat to be built with your choices of finishes, The is centrally located is close to shopping, downtown Hartford, UConn and ECSU! This home was delivered with many custom choices making it a dream home. This spacious home checks off all the important key features desired in a new home. This home will be built with opposing front gables. Stepping from the foyer up to the flowing open floor plan is enhanced with natural light from the several large windows and you see into the expansive living room, dining room and kitchen. The kitchen has an island that seats three. A raised deck is adjacent to the dining area. The lower level has a laundry area and a 2 car garage with ample unfinished space for storage or a for a future media room or bedroom, or both. The primary bedroom suite features a walk in shower, granite vanity, and two additional bedrooms with separate full bath. This home has all the amenities like main living area hardwood flooring, central air, high efficiency propane heat with humidifier, recessed interior lighting and exterior lighting, kitchen granite countertops, premium kitchen cabinets, finishes and much more! These as built photos are the home as delivered (appliances will be installed after closing) - also included a deck, not shown on the floor plan.

273 Hebron Rd, Bolton

43 Hebron Rd, Bolton
$560,000
4 Beds ⋅ 4 Baths ⋅ 24172748 MLS
Welcome to this spacious and beautifully maintained 2,500+ square foot Colonial, offering the perfect blend of comfort, style, and functionality. This inviting home features 4 generously sized bedrooms and 3.5 baths, providing ample space for both everyday living and entertaining. The main level boasts a classic layout with a bright and airy living room, a formal dining room ideal for gatherings, and a well-appointed kitchen with plenty of cabinetry and workspace. Just off the kitchen, the cozy family room serves as the heart of the home, highlighted by a stunning stone fireplace that creates a warm and welcoming atmosphere. Step outside to your own private oasis, a large beautifully maintained yard complete with an in-ground pool, perfect for summer entertaining, relaxing weekends, and making lasting memories. With its Colonial charm, generous living space, and exceptional outdoor features, this home is a must-see.

43 Hebron Rd, Bolton

8 Pond View Rd, Bolton
$550,000
3 Beds ⋅ 3 Baths ⋅ 24207096 MLS
Some homes simply have a presence, and this is one of them. Defined by soaring ceilings, dramatic architectural lines, and walls of natural light, this distinctive residence offers nearly 3,500 square feet of thoughtfully designed living space with deeded access to Tinker Pond for kayaking, fishing, swimming, and endless summer enjoyment. From the moment you enter, a spectacular floor-to-ceiling granite two-sided fireplace creates an unforgettable focal point, seamlessly connecting the formal living room and expansive family room beneath dramatic vaulted ceilings - the volume of space is makes the home feel expansive and rich with light. Spacious eat-in kitchen is designed for entertaining with an oversized island, abundant cabinetry, and generous prep space that flows effortlessly to the family room and expansive rear deck overlooking a private, level backyard surrounded by mature trees. Septic System completely new in 2018. A versatile main-level flex room is ideal as a home office or potential fourth bedroom. Primary suite offers a spa-inspired bath and adjoining flex space perfect for a nursery, fitness room, dressing room, or second office. 2 additional bedrooms are generously sized, while the walkout lower level offers space for a gym, recreation room, storage, or future expansion. Minutes from Glastonbury, Rt 384, shopping, dining, & everyday conveniences, this home is perfect for buyers seeking architectural character, natural light, and exceptional lifestyl0

8 Pond View Rd, Bolton

12 Villa Louisa Rd, Bolton
$516,000
3 Beds ⋅ 3 Baths ⋅ 24190936 MLS
Better than new, this beautifully renovated home combines modern comfort with the peaceful charm of Bolton, a town known for its rural setting, abundant outdoor recreation, and convenient access to major highways. Completely updated and truly move-in ready, the home offers 3 bedrooms, 3 full baths, and an open floor plan designed for today's lifestyle. The stunning new kitchen features a center island, built-in wine cooler, and flows seamlessly into the dining and living areas. New red oak flooring enhances the main level, while luxury vinyl plank flooring finishes the lower level. The spacious family room offers a high-efficiency fireplace insert, creating a warm and inviting space to relax. Extensive updates include a new roof, vinyl siding, septic system, well pump, driveway, Trex deck, windows, sliding glass doors, water softener, whole-house water filtration system, lighting, and three beautifully renovated full baths. Energy-efficient heating and cooling are provided by a heat pump with central air, supplemented by baseboard heat. Additional highlights include a mudroom, laundry room, greenhouse, oversized bedroom closets, and a luxurious primary bath with jetted tub. Outside, enjoy spectacular perennial flower gardens, a private patio surrounded by blooms, and a large vegetable garden. Offering the feel of new construction with the character of an established setting, this exceptional home is ready to enjoy. See attachments for a full list of improvements.

12 Villa Louisa Rd, Bolton

59 Watrous Rd, Bolton
$475,000
4 Beds ⋅ 3 Baths ⋅ 24169278 MLS
HIGHEST & BEST due 5/3 @ 10:00am! Welcome to this beautifully maintained 3.22 acre lot 4 bedroom, 2.5 bath home nestled in the charming town of Bolton. Offering a perfect blend of comfort, functionality, and inviting living spaces, this home is ideal for both everyday living and entertaining. The kitchen serves as the heart of the home, featuring granite countertops, stainless steel appliances, a beautiful tiled backsplash, ample lighting, and a dedicated eat-in space. Just off the kitchen, a cozy living room creates a warm gathering area, complete with French doors that open to a truly magnificent sunroom. This room is a standout feature, boasting tiled floors, a skylight, ceiling fan, wood stove, and recessed lighting, creating a bright, relaxing space year round. French doors lead out to a large deck, seamlessly extending your living space outdoors. The main level also includes a formal dining room with hardwood flooring, a convenient half bath, and a private office space perfect for working from home or quiet study. Upstairs, you'll find four generously sized bedrooms, all with hardwood flooring and ample closet space, along with two full bathrooms designed for comfort and convenience. Additional features include a one car under house garage and a professionally landscaped backyard. The expansive outdoor space, paired with the large deck, offers plenty of room for entertaining, relaxing, or play. This home combines thoughtful layout, beautiful finishes, and inviti

59 Watrous Rd, Bolton

14 Hebron Rd, Bolton
$468,000
4 Beds ⋅ 3 Baths ⋅ 24174275 MLS
Welcome home to Bolton! This beautifully updated ranch offers the perfect mix of charm, comfort, and flexibility in the heart of town. Featuring 4 bedrooms and 3 full baths, including a spacious primary suite, this home is ideal for growing or multi-generational living. The bright open-concept kitchen, dining, and living area is filled with natural light and overlooks the large level backyard, oversized shed, and newly replaced saltwater above-ground pool - perfect for summer entertaining and relaxing outdoors. The finished lower level adds incredible versatility with its own private entrance, kitchen, bedroom with en-suite bath, and flex space for anything you can imagine! Lovingly maintained and thoughtfully updated over the past 11 years, this move-in ready home includes remodeled bathrooms, an updated kitchen, newer heating system, central AC, leased solar panels, and an electric car charger for added efficiency and convenience. Located near the town green, library, and town hall, enjoy Memorial Day parades, summer concerts, and all the charm of Bolton right from your neighborhood. This is a home that offers not just space, but a true sense of community and everyday comfort.

14 Hebron Rd, Bolton

8 Iroquois Trl, Bolton
$450,000
3 Beds ⋅ 2 Baths ⋅ 24204869 MLS
Beautifully remodeled 3-bed two-bath ranch with 2 car garage and a large driveway. Meticulously maintained, set on 0.93 acres in a desirable neighborhood in beautiful Bolton. This stunning home offers charm, comfort, and plenty of room to entertain. The gorgeous new kitchen includes new flooring, new cabinets, a breakfast bar, built-in beverage/wine cooler, new appliances, recessed lighting, quartz counter tops and a new sink. The dining area flows from the kitchen and has a sliding door out to the deck. The three bedrooms have all new floors and plenty of natural lighting. The partially finished walkout basement has a family room with new flooring, separate room for an office, a laundry room, and a storage room. Relax on the large new composite low-maintenance deck. The beautifully landscaped grounds feature a front yard with a flower garden, and a large backyard with a fire pit area and a pergola. Recent updates include new roofs (house and garage) (2026), siding (2026), decks (2025), gutters (2025), newer bathrooms (2025), outdoor lights (2025), and much more (see list on the mls). Conveniently located close to Bolton Lake, walking trails, shopping, dining, highways, and is close to UCONN and Hartford. THIS WILL SELL QUICKLY, BOOK YOUR SHOWING TODAY!!

8 Iroquois Trl, Bolton

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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