West Simsbury Real Estate

Welcome to West Simsbury, a hidden gem nestled in the picturesque town of Simsbury, Connecticut. Known for its charming blend of rural tranquility and suburban convenience, West Simsbury offers a unique lifestyle that appeals to families, professionals, and retirees alike.

This delightful neighborhood is characterized by its lush landscapes, rolling hills, and stunning views of the Farmington Valley. Residents often take advantage of the area's natural beauty, with numerous parks and trails perfect for hiking, biking, and leisurely strolls. The nearby Simsbury Town Forest and Talcott Mountain State Park are favorites among outdoor enthusiasts, providing ample opportunities for exploration and adventure.

West Simsbury is also steeped in rich history, with beautifully preserved colonial architecture that reflects its heritage. The neighborhood boasts a strong sense of community, with friendly neighbors and local events that foster connections. Families will appreciate the highly-rated schools within the Simsbury School District, known for its commitment to academic excellence and a well-rounded education.

Conveniently located just a short drive from Hartford, West Simsbury offers easy access to major highways and public transportation, making commuting a breeze. The area is also home to a variety of local shops, restaurants, and cultural attractions, ensuring that residents have everything they need right at their fingertips.

Whether you’re looking for a peaceful retreat or an active lifestyle, West Simsbury is the perfect place to call home. With its enchanting scenery, vibrant community, and convenient amenities, it’s no wonder that so many are drawn to this idyllic neighborhood. Come discover the charm of West Simsbury and make it your next home!

Newest Listings in West Simsbury

$374,900

3 Beds ⋅ 2 Baths ⋅ 24206800 MLS

Welcome to 8 Canton Road! A truly unique New England reproduction colonial built on the site of a former farm in 1953 by historian Edgar Brown of Simsbury in collaboration with architect John Berle. Set on a beautiful and private 0.55-acre lot in sought-after West Simsbury, this charming reproduction Colonial offers the perfect blend of comfort and tranquility. Inside, the home offers 3 bedrooms, 1.5 baths, inviting living space with a fireplace, and a full basement renovated to create an authentic Colonial tavern with bar. A special highlight of the property is the expansive backyard oasis, featuring a spacious deck overlooking serene, tree-lined grounds ideal for outdoor entertaining, gardening, or peaceful relaxation. Located just minutes from Simsbury Center, shopping, dining, and commuter routes, this home presents a rare opportunity to enjoy a private retreat in a premier location.

8 Canton Rd, Simsbury

$525,000

3 Beds ⋅ 3 Baths ⋅ 24206680 MLS

Fabulous Mountain Farms neighborhood ~ Charming Cape Cod style home ready for you to move right in! Set on a beautiful park-like lot, this 3 bedroom home offers an open floor plan, hardwood floors upstairs and down, neutral colors. You are welcomed in to the front of the house with a large living room with fireplace and a formal dining room. The back of the house is all open with an updated white kitchen with pretty wood counters, stainless steel appliances including a natural gas range, a breakfast bar and open to the eating area and family room with a brick walled fireplace and door to the back deck and yard; also included is a 1st floor laundry room & 1/2 bath. All 3 very generously sized bedrooms and two more full baths are located on the 2nd floor, with a walk-in closet in the primary bedroom. A partially finished lower level adds 506 sqft of living space. In addition, the awninged deck, expansive, beautiful yard and fabulous neighborhood with walking trails make this home a true gem! The sale is subject to Probate approval.

22 Chestnut Hill Rd, Simsbury

$640,000

4 Beds ⋅ 3 Baths ⋅ 24203785 MLS

Fox Den neighborhood * Hop Brook setting * Private 0.92-acre lot * 3-car garage * Refinished hardwoods * 3 wood-burning fireplaces *Generator * Public water * Set in the sought-after Fox Den neighborhood, this striking 4-bedroom Colonial offers a rare combination of character, craftsmanship, & a beautiful natural setting. Lovingly maintained by the same owners since 1986, 10 Shady Ln is tucked on a private lot where a shallow stretch of Hop Brook winds through the backyard. Two Adirondack chairs sit beside the brook, creating a peaceful spot to listen to the water, watch for fish, & enjoy this natural feature. Inside, newly refinished hardwood floors complement gorgeous custom woodwork throughout, while the spacious living room and large family room each feature a wood-burning fireplace. The family room, located just off the kitchen, showcases beautiful beams & built-ins, overlooks both the front & backyard, and opens to a large rear deck. The neutral, partially updated kitchen connects naturally to the dining room and family room, while a first-floor half bath completes the main level. Upstairs, the primary bedroom offers his-and-her closets and a private full bath, joined by three additional bedrooms and another full bath. All three chimneys were recently professionally cleaned & substantially updated. This distinctive property pairs classic Colonial architecture & exceptional woodwork with a private brookside setting in one of West Simsbury's established neighborhoods.

10 Shady Ln, Simsbury

$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

$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

$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

$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

$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

$589,000

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

$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

$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 stove. The adjacent Dining Room is ideal for large gatherings or extra living space with a sliding glass door to the back deck. The main level of the home also features a front-to-back Living Room with a 2nd fireplace, a dedicated Office, a convenient Laundry Room and a half Bath. Upstairs the Primary Suite has a full Bath, two additional Bedrooms and a hall full Bath. Expanding the home's living area is a partially finished basement 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, an extra large driveway and 2 large outdoor Sheds (one with a garage door) for ample storage space. Enjoy close proximity to Simsbury Farms Recreation Center offering golf and seasonal activities. Meadow Pond Park is located right down the road with a playscape and pond.

112 Hedgehog Ln, Simsbury

$859,000

4 Beds ⋅ 5 Baths ⋅ 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

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