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$399,900
4 Beds ⋅ 2 Baths ⋅ 24205043 MLS
Welcome to Simsbury! This spacious 4-bedroom, 2-full-bath Cape offers a wonderful blend of charm, comfort, and opportunity in one of the Farmington Valley's most sought-after communities. With many of the major improvements already completed, including central air in 2025, a new boiler in 2026, hot water heater in 2020, and septic system in 2016, the home is ready for its next owner to add their own personal style. Inside, hardwood floors add warmth throughout, while the inviting living room features a wood-burning fireplace perfect for cozy New England evenings. The large eat-in kitchen provides plenty of space for everyday meals and casual gatherings, and the heated mudroom offers built-in storage, a doggy door, and convenient access to both the front and backyard. Outside, the fully fenced backyard offers privacy and space for pets, play, or gardening, along with a patio for grilling and outdoor dining and a firepit for relaxing evenings under the stars. Two oil tanks add the convenience of extra fuel storage. With generous living space, solid updates, and just a few cosmetic touches needed to make it your own, this Simsbury Cape is full of potential and ready to welcome its next chapter.

121 Hartford Rd, Simsbury

Listing courtesy of Linda Goff from Berkshire Hathaway NE Prop.. (860) 966-4003 (860) 648-2045
$634,900
4 Beds ⋅ 3 Baths ⋅ 24205766 MLS
Tucked away on 2.5 private acres and backing to a 296-acre protected woodland block of Massacoe State Forest, this spacious Simsbury Colonial offers a rare combination of privacy, flexibility and everyday comfort. Surrounded by mature trees and peaceful wooded views, the setting feels like a retreat while still keeping you close to everything Simsbury has to offer. Inside, you'll find 4-5 bedrooms, 3 beautifully renovated full baths and approximately 2,532 sq ft of inviting living space. The main-level den offers endless possibilities as a home office, guest room, fitness space or multigenerational living area, while the climate-controlled finished basement provides even more room to spread out. Relax by the fireplace with natural gas hookup, enjoy warm-weather meals on the screened-in porch, or step outside and take in the quiet, natural surroundings. A natural gas line to the outdoor BBQ grill makes entertaining effortless, and the grill will convey. Thoughtful updates include a newer furnace, tankless water heater, new well pressure tank, smart garage door opener with two remotes, two-zone smart thermostats, and new screens and door on the porch. With public sewer, well water, generous acreage and protected woods as your backdrop, this is a home designed for both peaceful everyday living and memorable gatherings-a place where morning coffee, quiet evenings, backyard entertaining and four-season New England living all feel a little more special.

39 Laurel Ln, Simsbury

Listing courtesy of Christine Garstka from Executive Real Estate Inc.. (413) 636-3050 (860) 659-7473
$444,900
4 Beds ⋅ 2 Baths ⋅ 24205272 MLS
WOW! Impeccably maintained and truly move-in ready, this charming 4-bedroom Cape reflects pride of ownership throughout. Blending classic character with thoughtful updates, the home offers a spacious, comfortable and flexible floor plan with 2 full baths, beautiful hardwood floors, and wonderful natural light. The inviting eat-in kitchen features granite countertops, updated appliances, terrific storage and a skylight, creating a bright and welcoming space for everyday meals and gatherings. A sun-filled living room offers timeless warmth and character, while the separate family room-with additional skylights-provides the perfect spot for movie nights, relaxing, or casual entertaining. Outside, the beautifully landscaped property is just as impressive. The patio and landscaping were recently updated, complemented by additional newer landscaping and a retaining wall, creating an attractive setting for outdoor dining, entertaining, or simply enjoying the yard. Conveniently located with easy access to highways, Bradley International Airport, shopping, restaurants, and everyday amenities. Meticulously cared for, thoughtfully updated, and exceptionally well presented, this delightful Cape is ready for its next owners to simply move in and enjoy.

138 Tariffville Rd, Simsbury

Listing courtesy of Erica Maglieri from Berkshire Hathaway NE Prop.. (860) 324-6842 (860) 658-1981
$589,900
4 Beds ⋅ 3 Baths ⋅ 24205847 MLS
This home has it all. Beautifully situated in a highly desirable neighborhood, this distinctive Colonial offers character, craftsmanship and privacy. Inside, rich details include solid wood doors, pine post-and-beam accents, a warm hearth and wood burning fireplace. The chef's kitchen features solid maple cabinetry, granite, a Viking six-burner range and remarkable century-old reclaimed hardwood flooring sourced from a KY cotton warehouse. 4 sizable bedrooms and 2.5 updated baths provide comfortable living and entertaining. The lower level offers flexible craft/workshop and studio space, plus wiring for a 6.1 surround sound system. The outdoors are equally special. Relax on the Georgian-style front porch with lighting, ceiling fan and removable screens, or entertain on the Brazilian walnut deck overlooking protected land. A bike path is accessible directly from the yard. Enjoy a meticulously maintained hot tub or the outdoor shower through the seasons. Underground electrical is installed for a future pool or gazebo in the back. Recent improvements include a NEW oil burner and furnace, multiple NEW windows, NEW garage doors and Bosch dishwasher. A generator with electric start/manual transfer switch adds peace of mind. A truly unique home with warmth, privacy and space to grow.

23 Berkshire Way, Simsbury

Listing courtesy of Gabrielle Renaud from Coldwell Banker Realty. (860) 823-8995 (860) 633-3661
$699,000
4 Beds ⋅ 4 Baths ⋅ 24205163 MLS
Welcome to this gorgeous, well-maintained Colonial nestled on a Public road feels like a private road, offering the perfect blend of comfort, privacy, and functionality. This exceptional 4-bedroom, 3.5-bath home has been thoughtfully updated and is filled with natural light throughout. The main level features beautiful hardwood flooring, a spacious living room ideal for relaxing or entertaining, and an inviting kitchen with granite countertops that flows seamlessly into the dining area and spacious family room. The family room features a cozy fireplace and opens directly to the deck, creating the perfect setting for morning coffee, outdoor dining, or gatherings with family and friends.The generously sized primary suite offers a beautifully updated primary bath, while three additional oversized bedrooms provide plenty of space for family, guests, or a home office. A newer boiler, new oil tank, central air conditioning, and whole-house generator provide comfort and peace of mind. The entire home has also been freshly painted.The full-size walkout basement offers incredible potential for additional living space, an in-law suite, media room, recreation area, or entertainment space. Step outside to enjoy the expansive backyard-ideal for gatherings, play, gardening, or simply relaxing in your own private setting.A wonderful opportunity to own a spacious, updated Colonial with privacy, natural light, generous living spaces, and exceptional potential. Don't miss this gem!

24 Canaan Way, Simsbury

Listing courtesy of Himanshu Singh from Singh Realty. (860) 805-8314 (860) 805-8314
$459,000
3 Beds ⋅ 2 Baths ⋅ 24205368 MLS
Welcome home to this charming 3-bedroom, 2-bath Cape nestled in a quiet neighborhood. Just a short walk to Latimer Lane School and the town's Rails-to-Trails bike path, this home offers a wonderful combination of neighborhood living, convenience and thoughtful updates. Step inside to a welcoming floor plan with plenty of space to gather. The updated kitchen makes meal prep a pleasure and flows easily to the dining room. A comfortable living room features a cozy gas fireplace, while the former three-season porch has been thoughtfully converted into a family room-creating even more space for relaxing and entertaining. An office with a closet and a full bath complete the main level, offering flexibility for today's lifestyle. Three bedrooms, including a spacious primary bedroom with a walk-in closet, along with a second full bath complete the upper level. The refreshed finished basement provides additional space for recreation, hobbies, a home gym or whatever suits your needs. Outside, enjoy a level yard, newer patio and walkways-perfect for outdoor dining, play or simply unwinding at the end of the day. Many updates have been made for you including a newer roof, furnace and hot water heater (see feature sheet for complete list). Simsbury is an award-winning community with highly rated schools, restaurants, shops and recreation. 2 hours from Boston and NYC. 15 minutes from Bradley International Airport. Don't miss this home!

10 Colonial Dr, Simsbury

Listing courtesy of Nan Flanagan from Berkshire Hathaway NE Prop.. (860) 922-0598 (860) 658-1981
$1,150,000
6 Beds ⋅ 5 Baths ⋅ 24204083 MLS
Set against the elevated landscape of West Simsbury on 5 private acres, this distinguished residence captures sweeping views, abundant natural light, and a seamless connection to the outdoors. Tucked at the end of a quiet cul-de-sac, the home balances sophisticated entertaining with comfortable everyday living. Multiple decks, a balcony, and an expansive stone patio embrace the scenic setting and seasonal beauty throughout the year. The sun-filled kitchen and adjacent dining room open to the deck and three-season sunporch, creating a gracious indoor-outdoor flow that expands the living space and makes large-scale entertaining feel effortless. A dramatic bow window in the living room creates an idyllic place for morning coffee while enjoying the views. Upstairs, six bedrooms include an elegant primary suite with a walk-in closet, bespoke storage, and a remodeled bath offering a luxurious escape at the end of the day. A bright sitting room/office opens to a private balcony, while pocket doors connect to an adjoining bedroom for flexible use. The walkout lower level is designed for gathering, anchored by a substantial fieldstone fireplace, a full bar with seating, and direct access to the outdoor spaces. A gunite pool and stone fire pit complete the setting, perfect for summer afternoons and evenings beneath the stars. Thoughtfully designed and meticulously maintained, this remarkable home also features a new roof, new boiler, whole-house generator, and more.

29 Pilfershire Ln, Simsbury

Listing courtesy of Julie Sirois from Berkshire Hathaway NE Prop.. (860) 214-7767 (860) 658-1981
$579,900
4 Beds ⋅ 3 Baths ⋅ 24204872 MLS
Welcome back from the long weekend! You're just in time to tour this beautiful Simsbury home! This 4-bedroom, 2.5-bath Colonial offers 1,960 square feet of living space and plenty of privacy. The first floor features an updated kitchen with stainless steel appliances, open to the living room with a cozy wood burning fireplace - perfect as the weather begins to cool down. A bar keeps the fun going when hosting friends and family, while sliding doors from the living room lead to your private, level backyard with beautiful patio space. Surrounded by trees, you'll feel like this little piece of the world is all your own! Additional living space, dining room, and half bath complete the first floor. Upstairs, you'll find a spacious primary suite featuring double sinks, a large tub, tiled shower, and walk-in closet. Three additional bedrooms and another full bathroom complete the second floor. Other notable features include a BRAND NEW ROOF (2026) with transferable warranty, new well pump and treatment system (2024), updated septic system including tank, d-box and drywell (2023), and new HVAC system with central air (2020). Easy access to Talcott Mountain and Heublein Tower, Rosedale Farms, the Farmington River, local trails, and everything downtown Simsbury has to offer!

160 Nod Rd, Simsbury

Listing courtesy of Jessica Crowell from Coldwell Banker Realty. (860) 806-3746 (860) 644-2461
$550,000
4 Beds ⋅ 3 Baths ⋅ 24204218 MLS
Set in the sought-after Mountain Farms neighborhood of West Simsbury, this well maintained Raised Ranch offers a versatile layout, abundant natural light, and space to live, gather, and entertain. With 4 bedrooms & 3 full baths, the home offers flexibility across two finished levels. The main level features a bright living room flowing into the dining area and spacious kitchen with floor-to-ceiling cabinetry, breakfast bar & bay window. Off the kitchen, the inviting family room features a vaulted ceiling and French doors leading to the composite deck, ideal for relaxing or entertaining. Four generously sized bedrooms include a primary suite with en suite full bath. The finished lower level adds a bedroom, full bath, laundry area -perfect for extended living, a home office, gym, or recreation room. An additional area offers potential for a future kitchenette and an in-law-style or au-pair setup. The under-house two-car garage is accessible from this level. Recent improvements include new gas furnace & central air (2025 & 2026), new roof & solar(2024), new washer and dryer, updated water supply hoses and shutoff valve, garbage disposal, two exterior doors, and updated trim. A part of Tootin Hills Elementary, a fabulous yard & minutres from Simsbury's town center, shopping, dining, parks & recreation, nearby Stratton Brook State Park, Talcott Mountain State Park, Simsbury Meadows, and the Farmington Canal Heritage Trail, this home offers flexible living in an A+ neighborhood

7 Banbury Dr, Simsbury

Listing courtesy of Jessica Starr from Starr Team at LPT Realty. (860) 690-0679 (860) 325-2484
$524,900
3 Beds ⋅ 3 Baths ⋅ 24204651 MLS
To Be Built - Welcome to Copper Hill Estates, one of Simsbury's most sought-after new construction communities. Built by Silvin Homes, this custom-built Cape is set in one of Connecticut's most desirable towns, known for its award-winning schools and New England charm. Offering 1,450 square feet of thoughtfully designed living space with an open-concept layout, the kitchen features granite countertops and soft-close oak cabinetry, flowing seamlessly into the heart of the home. Luxury vinyl plank flooring extends throughout the main living areas, creating a warm, inviting feel. The main level features a spacious primary suite with an optional tiled walk-in shower upgrade, convenient first-floor laundry, and a half bath. Upstairs, you'll find two generously sized bedrooms and a full bath. Additional features include Hardie Board siding, Harvey True Series windows, natural gas, city water, city sewer, underground utilities, and energy-efficient systems. Outdoor features include a front walkway and one-car attached garage. As a custom-built home, buyers may personalize their selections with builder allowances for cabinetry, granite, tile, flooring, lighting, and appliances, along with the option to upgrade to a peninsula island. The HOA provides a low-maintenance lifestyle, including lawn care, seasonal mulching, snow removal, and walkway salting. Experience exceptional craftsmanship and thoughtfully designed living in one of Simsbury's premier planned communities.

Lot 16 Cambridge, Simsbury

Listing courtesy of Jenna Talbot from RE/MAX One. (860) 937-7488 (860) 444-7362
$549,000
3 Beds ⋅ 2 Baths ⋅ 24204500 MLS
Get ready to fall in love with this beautifully updated and charming farmhouse, nestled on a desirable cul-de-sac in Simsbury! Built in 1883, this exceptional 3-bedroom home perfectly blends timeless period character, with modern updates, perfect for today's buyers. The spacious eat-in kitchen is the heart of the home, featuring a center island, abundant cabinetry and counter space, and a generous dining area. A cozy den just off the kitchen offers a comfortable space to relax, while the adjoining dining room provides an ideal flow for entertaining. The inviting living room showcases beautiful hardwood floors and a wood-burning fireplace, creating a warm and welcoming gathering space. A beautifully updated full bathroom completes the first floor. Upstairs, there are 3 spacious bedrooms along with a versatile bonus room. Perfect for a family room, home office, or playroom, with lovely views overlooking the backyard. Numerous updates include; thermopane windows, a newer roof (2019), a new septic system (2020), and central air that has been recently serviced. A three-car garage and attic add wonderful convenience and storage. Ideally located in one of Simsbury's most desirable areas, this home is close to hiking trails, award-winning schools, local restaurants, golf, and the ever-popular Tulmeadow Farm, famous for its delicious homemade ice cream. A truly special home where historic charm meets modern comfort - come see for yourself and prepare to fall in love.

57 Westledge Rd, Simsbury

Listing courtesy of Veronica Marshall from William Raveis Real Estate. (860) 977-3320 (860) 521-4311
$549,900
3 Beds ⋅ 3 Baths ⋅ 24204629 MLS
**To Be Built** - Welcome to Copper Hill Estates, one of Simsbury's most sought-after new construction communities. Built by Silvin Homes, the **Westbury** is a custom-built Colonial set in one of Connecticut's most desirable towns, celebrated for its award-winning schools and timeless New England charm. Offering 1,480 square feet of beautifully designed living space, this home features a stunning open-concept layout ideal for everyday living and entertaining. The kitchen showcases granite countertops, a peninsula island, and soft-close oak cabinetry, flowing effortlessly into the main gathering space. Luxury vinyl plank flooring extends throughout the main level. The first floor also includes a covered front porch, convenient laundry, and a half bath. Upstairs, you'll find two well-appointed bedrooms with a full bath, along with a spacious primary suite featuring a walk-in closet and private full bath. Additional highlights include an attached one-car garage, Hardie Board siding, Harvey True Series windows, natural gas, city water, city sewer, underground utilities, and energy-efficient systems. Buyers may personalize their home with generous builder allowances for cabinetry, granite, tile, flooring, lighting, and appliances. The HOA includes lawn care, seasonal mulching, snow removal, and walkway salting, allowing you to enjoy a low-maintenance lifestyle in one of Simsbury's premier planned communities.

Lot 2 Cambridge, Simsbury

Listing courtesy of Jenna Talbot from RE/MAX One. (860) 937-7488 (860) 444-7362
$649,000
4 Beds ⋅ 3 Baths ⋅ 24204332 MLS
Welcome home to this beautifully updated 4-bedroom, 2.5-bath home in one of Simsbury's most desirable neighborhoods. Thoughtful improvements and inviting spaces make this home ideal for everyday living and entertaining. The updated kitchen shines with a center island and new cabinetry & lighting and each of the 2.5 baths have been tastefully refreshed. The spacious family room features vaulted ceilings and a cozy wood-burning stove with sliders to the deck. The primary bedroom offers a walk-in closet and private bath while the walk-up attic provides convenient access to additional storage. Outside you'll find your own private backyard retreat, punctuated by fruit trees, berry bushes and mature hydrangeas. Sip your morning coffee on the back deck, host summer BBQs, or simply relax and enjoy the peaceful surroundings. Quiet neighborhood streets invite walking and jogging, while a dedicated neighborhood path provides convenient access to Simsbury Farms, the town's public recreation complex. Additional highlights include new siding (2021), new windows (2021), a new front walkway, a new boiler (2016) and a new chimney liner (installed in 2016). Simsbury offers an array of restaurants, shops, outdoor summer concerts, and open spaces for outdoor enthusiasts. The town is nestled between Boston and NYC (each approx 2 hours away) and offers convenient access to Bradley International Airport. You don't want to miss this house!

25 Watson Dr, Simsbury

Listing courtesy of Nan Flanagan from Berkshire Hathaway NE Prop.. (860) 922-0598 (860) 658-1981
$599,900
4 Beds ⋅ 3 Baths ⋅ 24202790 MLS
Move right into this inviting 4-bedroom Colonial, ideally located on a quiet cul-de-sac in Simsbury's desirable Musket Trail neighborhood. Enjoy a walkable lifestyle with local schools, Simsbury Center, and the Rails-to-Trails bike path are all within walking distance. Recent improvements include all-new Renewal by Andersen windows and exterior doors, new central air conditioning, new combination boiler with public natural gas, professional interior painting in every room, and freshly refinished hardwood floors throughout. Public water and sewer add even more convenience and contribute to the low maintenance of this home. The updated eat-in kitchen is complemented by a formal dining room and two spacious living areas, each with its own fireplace, offer warm and welcoming spaces to gather. A partially finished lower level offers flexible space for a home office, recreation room, or fitness area. Step outside to the deck overlooking the private backyard, perfect for entertaining or relaxing at the end of the day. Enjoy easy access to Simsbury's restaurants, shops, library, Performing Arts Center, Hartford, and Bradley International Airport. With extensive updates, a sought-after neighborhood, and an exceptional location, this is a home you won't want to miss-schedule your showing today!

21 Musket Trl, Simsbury

Listing courtesy of Kris Barnett from Berkshire Hathaway NE Prop.. (860) 424-6648 (860) 658-1981
$270,000
3 Beds ⋅ 1 Baths ⋅ 24202483 MLS
So much potential in this adorable ranch! Looking for single floor living and want to create your dream space? Here is your opportunity. Refinish the hardwood, design your kitchen and bath and move in! With a bit of energy and imagination, this could become a wonderful home for its next owner. Three bedrooms, one bath and a fireplaced living room.

26 Fernwood Dr, Simsbury

Listing courtesy of Stephanie Stone from William Raveis/First Town RE. (860) 324-7253 (860) 688-1868
$600,000
4 Beds ⋅ 3 Baths ⋅ 24201706 MLS
Nestled in the picturesque section of Simsbury, this charming Country Colonial is situated on a sprawling 2-acre lot. The residence boasts four well-appointed bedrooms, including a primary ensuite complete with a full bath, ensuring comfort and privacy. The living room is designed for both relaxation and entertaining, featuring a brick fireplace that extends from front to back and providing seamless access to a spacious deck. The eat-in kitchen is both functional and inviting, offering easy access to a large side porch, perfect for outdoor dining or leisurely mornings. Recent updates to the property include a new roof, repointed chimney, and a modern furnace and hot water system, ensuring efficiency and peace of mind. The exterior has been power-washed and painted shutters, as well as a freshly painted deck. Additionally, the location offers convenient proximity to nearby playgrounds, making it an ideal setting for families. This home harmoniously blends classic charm with modern updates, creating an inviting and comfortable living space.

221 Old Farms Rd, Simsbury

Listing courtesy of Harry Finer from William Raveis Real Estate. (860) 882-4911 (860) 633-0111
$499,900
4 Beds ⋅ 3 Baths ⋅ 24200162 MLS
Welcome to 49 Farmstead Lane, a 4-bedroom, 2.5-bath home set on .92 acres in an established West Simsbury neighborhood, where quiet residential streets lead to peaceful cul-de-sacs. Inside, recently refinished hardwood floors add warmth and character, while the thoughtfully designed floor plan offers an easy, comfortable flow throughout the home. Living spaces are well connected for everyday life and entertaining, with plenty of room to gather while still offering separate spaces when a little privacy is desired. A light-filled sunroom brings the outdoors in, providing a wonderful place to enjoy morning coffee, unwind at the end of the day, or take in the changing seasons. Outside, the nearly one-acre property provides plenty of room to relax, play, garden, or simply enjoy the peaceful surroundings. Located in desirable West Simsbury with highly regarded schools and convenient access to recreation, shopping, dining, and all that the Farmington Valley has to offer.

49 Farmstead Ln, Simsbury

Listing courtesy of Terri-Ann Snediker from Berkshire Hathaway NE Prop.. (860) 658-1981 (860) 658-1981
$560,000
3 Beds ⋅ 4 Baths ⋅ 24199955 MLS
Welcome home to this charming Dutch Gabriel colonial, ideally situated in a highly desirable central Simsbury neighborhood. Offering 3 bedrooms, 2 full and 2 half baths, this inviting home features a flexible floor plan and beautiful hardwood floors throughout. The heart of the home is the eat-in kitchen, complete with built-ins, a wood-burning fireplace - a wonderful gathering space for everyday living and entertaining. A three season sunroom overlooks the deck, hot tub and beautifully designed paver patio, creating a private retreat for relaxing or entertaining. The first floor also features a formal dining room, spacious living room with gas fireplace and a convenient half bath. Upstairs, three bedrooms include a luxurious primary suite with a well appointed full bath, walk-in closet and versatile bonus room, ideal for a home office, gym or nursery. The finished lower level offers even more living space, with the flexible recreation/game room or home office, second gas fireplace, half bath, and laundry room with new washer and dryer. Additional highlights include energy efficient mini-splits, EV charging hookup in the attached garage, and attached shed, irrigation system and private backyard with a fenced dog run and electric fence. Ideally located just minutes from Central Elementary School and Henry James Memorial School, this exceptional home offers comfort, versatility and convenience in one of Simsbury's most desirable neighborhoods.

14 Richard Rd, Simsbury

Listing courtesy of Deborah Dunlap from Coldwell Banker Realty. (484) 574-1136 (860) 231-2600
$350,000
4 Beds ⋅ 2 Baths ⋅ 24200575 MLS
Best and Final Offers due August 25 at noon! Welcome home! This lovely four bedroom is a rare find in this beautiful neighborhood in Simsbury. It has a fifth room attached to one of the bedrooms on the main level. Use it as an extra bedroom, office, nursery, craft room- you name it! It offers one large family room, mudroom, eating space, equipped with a laundry closet as well as a separate space off the kitchen that could be used as a dining room or living room. The Kitchen offers eat-in space at the island, as well. Located in the Squadron Line Elementary school district, this home is set on a spacious corner lot. It is just a few minutes from the center of town, but also close to nearby farms, hiking, rails to trails, etc. Town sewer is available.

23 Chriswell Dr, Simsbury

Listing courtesy of Leslie Lawrence from Berkshire Hathaway NE Prop.. (860) 324-6401 (860) 521-8100
$649,900
3 Beds ⋅ 4 Baths ⋅ 24195316 MLS
Nestled in a beautiful natural setting surrounded by mature trees and lush perennial gardens, this one-of-a-kind home seamlessly blends indoor comfort with the beauty of the outdoors. The updated kitchen features a sunny breakfast area that opens to the inviting family room, with sliding doors leading to a spacious deck overlooking the private backyard. A step-down living room offers large windows that fill the space with natural light, along with another slider providing easy access to the outdoors. The generous dining room is perfect for entertaining, while the library, complete with custom bookshelves and a charming window seat, creates the ideal place to relax with a favorite book. Heading upstairs, you'll find a bright, light-filled office tucked between levels-an inspiring space for working from home or pursuing creative projects. The second floor features a spacious primary suite with a large walk-in closet and a beautifully appointed bathroom offering both a soaking tub and a separate shower. Two additional bedrooms and a full bath with conveniently located laundry complete the upper level. This unique home is located on a cul-de-sac that also provides access to Ethel Walker Woods!

39 Woodhaven Dr, Simsbury

Listing courtesy of Maggie Brennan from Coldwell Banker Realty. (860) 690-6582 (860) 231-2600
$465,000
4 Beds ⋅ 2 Baths ⋅ 24197334 MLS
A well-kept 4-bedroom Cape set on 1.2 private, wooded acres in one of Simsbury's most sought-after neighborhoods. At 1,827 square feet, the layout is the real draw: two bedrooms and a full bath on the main floor, with two more bedrooms, a second full bath, and a bonus room (ideal as a gym or home office) upstairs. Live on one level when you want to, with room to grow above. Hardwood runs throughout the downstairs. The big-ticket items are already handled: new roof, new oil tank, new exterior door, and new garage door. Off the kitchen, a large screened porch overlooks the backyard - the spot for summer dinners and evening get-togethers. Downstairs, the partially finished basement adds real, usable space with a built-in bar area, cedar closet, and dedicated laundry room. And the location is hard to beat. Whole Foods and the shops and restaurants of Avon Village Center sit right at the end of the road, while the Farmington Canal rail trail and the hiking at Talcott Mountain put the Farmington Valley's best outdoors minutes from your door.

44 Climax Rd, Simsbury

Listing courtesy of Peter Nowak from Ryze Realty Group LLC. (860) 997-6397 (860) 406-4060
$550,000
4 Beds ⋅ 3 Baths ⋅ 24198903 MLS
Discover this charming home, lovingly cared for by the same family for 48 years. Tucked away at the end of a peaceful cul-de-sac, this four-bedroom, 2.5-bathroom residence offers generous room sizes and a fantastic layout, perfect for family living. As you enter, you're welcomed by a large living room that flows effortlessly into the dining area, creating an inviting space for gatherings and entertaining. The kitchen offers ample space for your creativity and personal touches and flows into the family room with a fireplace and sliders to the outdoors. Laundry room and half bathroom are perfectly located by the back entrance. The spacious primary bedroom suite features a walk in closet and a full bathroom. Three additional bedrooms ensure there is plenty of room for family, guests, or a dedicated office space. The inground pool is ready for summer fun and the patio area is perfect for outdoor gatherings, barbecues, or simply enjoying the outdoors. Located in the highly sought-after Simsbury community, this home offers easy access to top-rated schools, parks, shopping, and dining. Enjoy the tranquility of suburban living while being just a short drive from Hartford. Don't miss this rare opportunity to own a piece of Simsbury history. Schedule your private tour today!

39 Berkshire Way, Simsbury

Listing courtesy of Inez St. James from eXp Realty. (860) 966-1139 (866) 828-3951
$525,000
4 Beds ⋅ 3 Baths ⋅ 24188446 MLS
Incredible opportunity at 2 Green Valley Drive in Simsbury! Set on a spectacular, large and level corner lot within a quiet cul-de-sac neighborhood, this classic Dutch Colonial offers the setting, space, and potential to create something truly special. Perfectly positioned on the property, the home enjoys impressive curb appeal from the approach, while the expansive yard provides tremendous room for outdoor living, recreation, entertaining, or play. The home features four bedrooms and 2.5 baths, including a primary suite, along with a previously finished basement offering additional potential living space. Currently a naked pallet and in need of TLC, the property presents an ideal opportunity for a contractor, investor, or buyer looking to restore and customize a home to their own vision. With its timeless Dutch Colonial architecture, desirable neighborhood setting, exceptional lot, and generous footprint, the fundamentals are already here. Bring your ideas and transform this property into the beautiful Simsbury home it has the potential to become. A true fixer-upper opportunity where location, land, and upside come together.

2 Green Valley Dr, Simsbury

Listing courtesy of Kyle Neumann from Houlihan Lawrence. (860) 370-3712 (203) 438-0455
$759,900
4 Beds ⋅ 4 Baths ⋅ 24198489 MLS
To be completed in approximately three months, this stunning 4-bedroom, 3.5-bath Colonial by Silvin Homes in Copper Hill Estates offers the opportunity to select your custom finishes while construction is underway. Featuring 2,161 sq ft above grade plus an additional 896 sq ft in the full finished walkout lower level, this home offers over 3,000 sq ft of beautifully designed living space. The open-concept main level features white oak hardwood flooring throughout and a beautifully appointed kitchen with a large center island, hidden walk-in pantry, and generous builder allowances for cabinetry, countertops, lighting, appliances, tile, and more. Tile showers have already been roughed in and are ready for your selections. Upstairs are four spacious bedrooms, including a private primary suite, along with a separate laundry room. The finished walkout lower level features a full bath and flexible additional living space, while a waterproof deck creates effortless indoor-outdoor living. Set within Copper Hill Estates, enjoy natural gas, city water and sewer, underground utilities, sidewalks, quiet cul-de-sacs, and Simsbury's award-winning schools. Experience exceptional craftsmanship and thoughtfully designed living in one of Simsbury's most desirable premier planned communities.

101 Cambridge Ct, Simsbury

Listing courtesy of Jenna Talbot from RE/MAX One. (860) 937-7488 (860) 444-7362
$614,999
3 Beds ⋅ 3 Baths ⋅ 24195533 MLS
To Be Built- Welcome to Copper Hill Estates, one of Simsbury's most sought-after new construction communities. Built by Silvin Homes, the Hartland is a custom-built Cape in one of Connecticut's most desirable towns, known for its award-winning schools and timeless New England charm. Offering 1,781 square feet of thoughtfully designed living space with a spacious open-concept layout, the Hartland blends comfort and elegance for today's lifestyle. The kitchen features granite countertops, an optional island upgrade, and soft-close oak cabinetry, flowing seamlessly into the dining area and expansive great room, creating the perfect setting for entertaining or everyday living. The spacious first-floor primary suite features a walk-in closet and private full bath, offering the convenience of single-level living. Upstairs, you'll find two generously sized bedrooms, a full bath, and a versatile loft, providing comfortable space for family, guests, or a home office. Additional features include convenient first-floor laundry, Hardie Board siding, Harvey True Series windows, 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. Experience exceptional craftsmanship and thoughtfully designed living in one of Simsbury's premier planned community.

Lot 20 Cambridge, Simsbury

Listing courtesy of Jenna Talbot from RE/MAX One. (860) 937-7488 (860) 444-7362
$599,900
3 Beds ⋅ 3 Baths ⋅ 24197868 MLS
Exceptional, fully renovated 3-bedroom, 3-bathroom home offering approximately 2,200 sq. ft. of total living space on a private, woodsy lot in the heart of the Farmington Valley. Rebuilt from the inside out, key upgrades include a new roof, windows, vinyl siding with striking stone accent facade, closed-cell spray foam insulation, new sheetrock, and fully updated mechanicals (electrical, plumbing, HVAC, and furnace). The main level features crisp hardwood floors, an open-concept floor plan designed for effortless entertaining, and a cozy working fireplace in the living room. The gourmet kitchen boasts custom granite countertops, a tiled backsplash, and a large central island. Escape upstairs to a private 800 sq. ft. primary suite highlighting a expansive walk-in closet and a spa-like ensuite bath featuring a freestanding soaking tub, dual-head custom shower, and a 72" double vanity. The fully finished 550 sq. ft. basement studio suite offers complete versatility with 100% waterproof luxury vinyl flooring. Outside, relax on the charming front porch or entertain on the paver patio directly off the kitchen/dining space. Newly paved driveway coming soon! Tesla charger installed in the home for convenient at-home EV charging.

537 Bushy Hill Rd, Simsbury

Listing courtesy of Dwayne Jones from King Realty Group LLC. (203) 598-8551 (203) 598-8551
$999,900
5 Beds ⋅ 4 Baths ⋅ 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

Listing courtesy of Mark Graf from Berkshire Hathaway NE Prop.. (860) 983-4823 (860) 521-8100
$599,999
3 Beds ⋅ 3 Baths ⋅ 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

Listing courtesy of Jenna Talbot from RE/MAX One. (860) 937-7488 (860) 444-7362
$475,000
3 Beds ⋅ 3 Baths ⋅ 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

Listing courtesy of Pamela Marra from Coldwell Banker Realty. (860) 916-6992 (860) 644-2461
$300,000
3 Beds ⋅ 2 Baths ⋅ 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

Listing courtesy of Melanie LeRoy from William Raveis Real Estate. (860) 836-8539 (860) 677-4661
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