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$999,900
5 Beds 4 Baths ACTIVE Status 24196402 MLS
Tucked away at the end of a circular driveway and bordered by protected conservation land, this exceptional West Simsbury estate offers a rare combination of privacy, natural beauty, and timeless New England charm. Set on 3.28 acres, the property is surrounded by mature trees, perennial gardens, historic stone walls, rolling lawns, and a private stocked pond, creating a peaceful retreat unlike any other. Offering over 3,600 square feet of finished living space, this thoughtfully designed home features five bedrooms, three full baths, one half bath, and a dedicated second-floor home office. The updated kitchen opens to a spacious family room anchored by a wood-burning fireplace, while a private entertaining lounge with a wet bar, ice maker, and kegerator provides the perfect space for holidays, celebrations, and gatherings. Two additional wood stoves add warmth and character throughout the home. The finished lower level offers exceptional flexibility with a large recreation room, half bath, and bonus space ideal for a home gym, media room, playroom, or guest retreat. Outdoor living is equally impressive. An expansive 840-square-foot two-tier deck overlooks the beautifully landscaped grounds, while two covered porches invite you to relax and enjoy the surrounding scenery.

13 Woodchuck Hill Rd, Simsbury

$599,999
3 Beds 3 Baths ACTIVE Status 24195532 MLS
To Be Built - Welcome to Copper Hill Estates, one of Simsbury's most sought-after new construction communities. Built by Silvin Homes, the Brookfield is a custom-built Colonial in one of Connecticut's most desirable towns, known for its award-winning schools and timeless New England charm. Offering 1,759 square feet with a spacious open-concept layout, the Brookfield blends classic Colonial architecture with modern living. A stately facade, covered front porch, and oversized two-car garage create a striking first impression. Inside, the kitchen features granite countertops, a peninsula island, and soft-close oak cabinetry, flowing seamlessly into the dining area and expansive family room. A private first-floor office, convenient half bath, and dedicated laundry room add everyday functionality. Upstairs, you'll find three generously sized bedrooms, including a spacious primary suite with a walk-in closet and private full bath. Additional features include Hardie Board siding, Harvey True Series windows, luxury vinyl plank flooring throughout the main level, natural gas, city water, city sewer, underground utilities, and energy-efficient systems. Buyers may personalize their home with builder allowances for cabinetry, granite, tile, flooring, lighting, and appliances. The HOA includes lawn care, seasonal mulching, snow removal, and walkway salting.

Lot 18 Cambridge, Simsbury

$475,000
3 Beds 3 Baths ACTIVE Status 24193123 MLS
This West Simsbury property offers a rare blend of natural privacy and suburban convenience. Nestled on 4+ acres of wooded landscape, this home features a renovated Kitchen with a huge island, granite counters, double ovens, two sinks, and soft-close wood cabinets. It opens to a cathedral-ceilinged Family Room with a wood-burning fireplace insert. The adjacent Dining Room is ideal for large gatherings or extra living space with sliding glass doors to the back deck. The main level of the home also features a front-to-back Living Room with a 2nd fireplace, a dedicated private Office, a convenient Laundry Room and a half Bath. Upstairs, the Primary Suite has a full Bath, accompanied by two additional Bedrooms and a hall full Bath. Expanding the home's living space, the partially finished basement adds 366 sf divided between two versatile rooms, perfect for a media room, 2nd office.... This home includes maintenance-free vinyl siding and windows, central A/C, hardwood floors, a paver front walk/patio, a two-car garage with an extra large driveway and 2 large outdoor Sheds (including one with a garage door) for ample storage space. Enjoy close proximity to Simsbury Farms Recreation Center offering golf, plus seasonal activities. Meadow Pond Park with a playscape, pond and walking is super convenient, located down the road on Hedgehog.

112 Hedgehog Ln, Simsbury

$300,000
3 Beds 2 Baths ACTIVE Status 24192623 MLS
Imagine mornings that begin on your covered porch with coffee in hand, followed by a short stroll to the Farmington Canal Heritage Trail, Simsbury's beloved rails-to-trails path for walking, running, and biking. Welcome to 10 Middle Lane, a 1914 Colonial that has held onto its character for more than a century while keeping pace with modern life. Inside, three bedrooms and one-and-a-half baths offer a comfortable, neutral canvas ready for your personal touch. The eat-in kitchen features all-new appliances (2026), and the finished walk-up attic bedroom adds flexible space for a home office, studio, bedroom or playroom. A full basement with laundry and a cleared, level lot round out the practical side. Location is the real story here. Downtown Simsbury's shops, restaurants, library, and park are within walking distance, and nearby commuter bus lines make the trip to Hartford easy. Simsbury's Public Schools are A-rated on Niche.com, with Simsbury High School ranked among the top 20 public high schools in Connecticut. Two covered porches, public water and sewer, and a price point rarely seen in Simsbury make this a home worth seeing in person. Come write your next chapter on Middle Lane.

10 Middle Ln, Simsbury

$3,599,000
2 Baths ACTIVE Status 24191552 MLS
9.79 Total Acres, Industrial 2 Zoned, fenced with city water and city sewer; Multiple existing improvements & approved plan for additional improvements. Existing 7500 SF Maintenance Facility Building (4 Large Bays, 16 x 14 Garage Doors w/Openers, Natural Gas Radiant Floor Heat LED Lighting, 16 Camera Security System, 1,200 Gallon Contained Used Oil Tanks, Waste Oil Heater, 30,000 lbs. Vehicle Lift, 10 HP 3 Phase HD Air Compressor w/Air Dryer; Building has Large Office and Parts Room w/Metal Shelving, Fuel Island with Above Ground 5000 Gallon Double Wall Tank and 10,000 Gallon Dike Tank, and includes Fuel Master Keyed Fuel Management System). 2400 sq ft Storage Building w/ 14' Garage Doors & Electric Openers, 2 Natural Gas Heaters and City Water Concrete Floor. 26 x 50 Open End Hoop House, Used for Material Storage, Paved Floor. Additional Approved Subdivision: 7 Small Warehouse/Contractor Buildings w/Outdoor Storage and 1 Office Building would use approx. 2.25 Acres. Project already approved by Town of Simsbury (April 2026). 8 miles to Bradley International Airport, 9 miles to I-91, .2 miles to Simsbury Airport.

80 Wolcott Rd, Simsbury

$750,000
2 Beds 3 Baths ACTIVE Status 24184380 MLS Billingsgate BLDG.
Welcome to Billingsgate, Simsbury's distinguished 55+ community where tranquility and turnkey luxury converge. This elegant townhome enchants with a sunny front porch overlooking the fountain and gazebo. Inside, the residence has been elevated with extensive premium upgrades. The front formal living room is now a captivating, sophisticated library. A cozy sanctuary designed to unwind and lose yourself in another world. The main level is tailored for effortless living, featuring a dramatic family room with soaring windows and Kitchen equipped with a gas cooktop, panel-ready appliances, and butler's pantry with a Subzero wine fridge. A sliding glass door opens to a private patio where afternoon sun beautifully illuminates the thoughtfully curated plantings. Meticulous enhancements shine throughout, including designer lighting fixtures, fresh interior paint, a new staircase runner, plush new carpeting, a chic powder room with designer wallpaper and new mirror, and a brand-new AC compressor for absolute peace of mind. Main-level laundry adds ultimate convenience, and the upper level unfolds a private guest wing, full bath, and office with custom built-ins. The remodeled primary suite is a luxurious retreat with plush carpet, curated lighting, custom walk-in closet, and bath with a dual marble vanity, shower, and soaking tub. Complete with a lower level for immense storage, and situated moments from golf, fine dining, and trails, this home offers a lifestyle of unparalleled ease.

14 Billingsgate Dr Unit 14, Simsbury

$859,000
4 Beds 5 Baths ACTIVE Status 24186151 MLS
Overview Rustic Expanded Contemporary Cape designed for entertaining. Over 4000 sq ft boasts beautiful music room that can hold a grand piano for a concert with full mantle fireplace, Built in bookshelves, and hardwood floor, atrium doors to sunroom, vaulted ceiling, step down from Great room kitchen, Country kitchen, with rustic wood island and additional breakfast bar, spacious and tons of storage, SS appliances, cozy brick fp, - Bring your decorating ideas! Working from home? Get to work in your private office on the main floor. Relax in the evening in Primary suite with full bath. Invite the neighbors for a pool party and have them stay to watch the stars on the patio. Cedar closet in LL. Laundry on main floor. 3 full and 2 half baths. There is a enclosed sunroom overlooking a fenced yard with playscape and garden areas with fruit trees in this well planned approx 1 acre lot. 2 sheds. Minutes to elementary school, shops and trails. Potential for au pair/inlaw apt on first floor. 976 sq ft Finished basement does not have finished ceiling. Hardwood under vinyl on first and second floors except 4th br.

7 Nod Brook Dr, Simsbury

$259,000
3 Beds 1 Baths ACTIVE Status 24182137 MLS
Welcome to an exceptional opportunity in the heart of Simsbury Center! Perfectly situated on a quiet street just steps from downtown, this classic Colonial offers the ideal blend of convenience, charm, and potential. Enjoy walking distance to local shops, restaurants, Iron Horse Boulevard, the Simsbury Meadows Performing Arts Center, the Farmington Valley Greenway, and a wonderful playground. This 3-bedroom, 1-bath home features solid oak hardwood flooring throughout and has been thoughtfully updated with newer windows, roof, and furnace. The spacious kitchen offers abundant cabinetry and counter space, providing a great foundation for your personal updates and design ideas. Adjacent to the kitchen is a fully enclosed porch, creating versatile living space ideal for a home office, playroom, reading nook, or sunroom. The bright and inviting living room flows seamlessly from the kitchen, creating a comfortable layout for everyday living and entertaining. Outside, you'll find a large, level backyard complete with a patio-perfect for summer barbecues, outdoor gatherings, gardening, or simply relaxing in your own private outdoor space. Whether you're a first-time buyer, downsizing, or looking for a home, you can make your own, this property offers an unbeatable location and endless possibilities in one of Simsbury's most desirable neighborhoods.

38 Woodland St, Simsbury

$1,145,000
4 Beds 2 Baths ACTIVE Status 24176468 MLS
Discover the perfect blend of country living and modern convenience with this rare 14.75-acre estate nestled in one of Connecticut's most sought-after communities. Offering exceptional privacy and endless possibilities, this remarkable property is ideal for those seeking to create a refined or hobby farm, equestrian retreat, or simply enjoy a peaceful lifestyle surrounded by nature, including its own pond for fishing or ice skating! The spacious 2,432 sq. ft. home features 4 bedrooms and 2 full bathrooms, providing comfortable living space for a growing family, multigenerational living, or work-from-home flexibility. While the setting feels wonderfully secluded, the property is just minutes from top-rated Simsbury schools, dining, shopping, and everyday conveniences. Set on 14.75 private acres, the land offers ample space for horses, gardens, farming pursuits, outdoor recreation, or future expansion. Adding to its unique appeal, the backyard directly borders the iconic Metacomet Trail, part of the New England National Scenic Trail system, offering immediate access to miles of scenic hiking trails and breathtaking views of the Farmington Valley. Whether you envision an active outdoor lifestyle, a private country-side retreat, or a property where your hobbies and passions can flourish, this extraordinary estate offers the perfect canvas to bring your vision to life.

2 Quarry Rd, Simsbury

$951,000
8 Beds 8 Baths ACTIVE Status 24171887 MLS
Custom Soraghan Kitchen. Marble counter tops. 5-8 bedrooms.7.5 Baths. Majority of house built in 2004. Remarkably spacious with tons of closets. Private, level and huge yard. Majority newer construction. Perfect location to get in and out of town. Private, quiet neighborhood. Quality crown molding, built-ins. Coveted chef's kitchen featuring Sub-Zero refrigerator, 6 burner Wolfe cook top, vent and double ovens, warming drawer, compactor, immense main island plus food prep island w/ additional sink. Two additional bedrooms w/ private entrances. Fully finished basement with four huge step and custom cabinetry. Bathrooms on all floors all with antique glass surrounds and tumbled marble. Jacuzzi tub, fixtures. Imported sinks. Large Pantry. Real Cherry floors throughout. Large rooms. Two fireplaces. Large, comfortable deck with great private views. Oversized, heated garage w/ custom wood doors SUV w ski boxes attached. Central air. Baseboard heat w/gas boiler. Thermal pane windows and glass sliding doors.150 Ga. hot water heater. Town water. Massive attic storage. Multiple skylights w rain sensors. Cedar shake exterior. 3/4" hand split shakes for great insulation and low maintenance. Oversized driveway. Stunning Brownstone walls. Flowering Pear trees and Holly Berry bushes. Plenty of room for home offices. Spread out, relax and make this your next home.

15 Sand Hill Rd, Simsbury

$1,950,000
ACTIVE Status 24171174 MLS
This is a premier medical office building in Simsbury. Located at Dorset Crossing on Route 202, the building features 15,000 square feet of space. Built in 2012, the building has 13,500 square feet of clinical space with office suites and a community room; a 4,000 square foot urgent care suite with radiology room; and lab space with several blood drawing stations. The seller will entertain a lease with option to buy, or lease rate of $17.50 sf / yr plus $9 sf / yr CAM charge. The site has direct frontage on Route 202, where there is a signalized entrance into the complex. The land is level, with very well drained soils. Daily traffic count is about 12,000, and all utilities are available. The site is just 15 minutes from Bradley International Airport, and 25 minutes from downtown Hartford.

30 Dorset Xing, Simsbury

$699,000
1 Baths ACTIVE Status 24071591 MLS
Commercial opportunity in Simsbury! Currently occupied by a long standing, thriving barber shop, Avon Barber Shop, a true turnkey opportunity. Owner operated for many years by the owner who is willing to pass on a successful barber shop and clientele. The space is also suitable for a variety of businesses located on route 10 with a traffic count of over 11,000 vehicles daily approximately. Offering 1,584 square feet of space on one level that is ideal for hair salon / barbershop / spa service or other businesses. This asset is in an ideal location for a business on Hopmeadow Street. Immediate neighbors include Dunkin Doughnuts, Cumberland Farms and more. Built in 1976, with an open, flowing adaptable floor plan adaptable to many business options. Central air, natural gas heating, full kitchen, granite countertops, full bath, public water and sewer connected. Property sits on a level lot, with parking spaces as well as a covered carport, radiant exterior heating built in under the walkway to keep things snow and ice free, two compressors power the central air more than sufficiently and a quality roof in place with lots of life left on it in this very well maintained building. Owner willing to leave equipment and fixtures for the next barber to start up in a smooth transition with his assistance on a transfer. Don't miss out on this great opportunity to own a building and barber shop or other business here versus the high cost of franchising that does not include property ow

136 Hopmeadow St, Simsbury

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