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$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
$359,900
2 Beds ⋅ 2 Baths ⋅ 24204262 MLS
What a GEM! This West Simsbury cutie will win your heart over the moment you set foot inside. If you've been dreaming of Autumn in New England, there is no better place to experience it than right here in Simsbury! Imagine crisp fall mornings heading out to local favorites like Flamig Farm for hayrides, picking fresh pumpkins and apples at The Pickin' Patch, or enjoying wine tastings and corn mazes at Rosedale Farm & Vineyard-all less than 5 miles from your front door. Take in breathtaking autumn foliage views from the top of Heublein Tower at Talcott Mountain State Park, grab a craft brew at Talcott Mountain Collective, or enjoy leaf-peeping along neighborhood strolls on your quiet corner lot. Inside, the home offers a bright and turn-key layout with an updated kitchen flowing into the dining area and a spacious living room featuring a cozy wood-burning fireplace and built-in shelving-perfect for warming up on chilly fall evenings. The brilliant rear flex-room addition offers endless versatility as a family hang-out space, home office, or guest room. Complete with updated full baths, new roof in 2025, main-level laundry, and a private backyard patio, this charming home packs a punch!

170 W Mountain Rd, Simsbury
$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
$315,000
2 Beds ⋅ 3 Baths ⋅ 24204828 MLS ⋅ Old Mill Town Homes BLDG.
Welcome to 39 Old Mill Court, where low-maintenance living meets comfort and convenience in a desirable Simsbury location. This spacious 2-bedroom, 2.5 bath townhouse features an attached garage, and a bright open floor plan designed for easy entertaining. Oversized windows fill the home with natural light; The gorgeous fireplace creates a warm and inviting focal point. The kitchen offers plenty of storage, an abundance of counter space and includes an adorable reading nook that is the perfect spot to enjoy your morning coffee or curl up with a good book. Upstairs you'll find two generously sized bedrooms and two full baths. An additional flex room can be used for a home office, craft space, playroom, etc. Step outside to your private patio for additional space to relax and enjoy the outdoors. A wonderful opportunity to enjoy everything this sought after community has to offer.

39 Old Mill Court, Unit 39, Simsbury
$350,000
2 Beds ⋅ 2 Baths ⋅ 24204429 MLS
Fall in love with this charming Cape, where warm hardwood floors, timeless character, and thoughtful updates come together to create a home that feels instantly welcoming. The front-to-back living room is anchored by a cozy fireplace and opens to an enclosed side porch, while sliders invite you outside to a brand-new deck, covered patio, and backyard-perfect for morning coffee, summer gatherings, or quiet evenings under the stars. The dining room and kitchen have been opened up, creating a bright and inviting space for everyday living and entertaining. The original attached garage has been thoughtfully converted into flexible living space with a separate entrance, ideal for a home office, gym, playroom, or bonus room. Upstairs, two generously sized bedrooms and a beautifully updated full bath offer a peaceful retreat. Set on more than one-third of an acre, the property also features a detached one-car garage, shed, natural gas heat, central air, and a newer roof. Nestled beside Weatogue Park and just minutes from Bloomfield, Avon, and Simsbury Center-as well as an abundance of restaurants, coffee shops, and grocery stores-this special home blends charm, comfort, and convenience, with wonderful potential for an owner-occupant or investor.

283 Hopmeadow St, Simsbury
$399,900
3 Beds ⋅ 2 Baths ⋅ 24172670 MLS
Beautifully situated on a lovely, .64 acre lot in a wonderful neighborhood, this three bedroom and two full bath Ranch home offers the ultimate combination of one-level living and a great location. Hardwood flooring and a wood-burning fireplace in the living room create an inviting warmth while a large picture window fills the space with natural light. Stunningly remodeled, the kitchen combines style and functionality with stainless steel appliances, hardwood flooring, a subway tile backsplash, crisp white cabinetry and undermount lighting. The spacious, 13' x 20' family room has recessed lighting and provides a wonderful and welcoming atmosphere for everyday living and entertaining your guests. Three main level bedrooms feature hardwood flooring and have been freshly painted, creating bright and welcoming retreats. Two full bathrooms complete the main level. Outside, the deck and the surrounding beauty of nature provide an idyllic and peaceful backdrop for relaxation or summer barbecues and outdoor enjoyment. This home is conveniently located near many popular local attractions and outdoor recreation venues including Talcott Mountain and Penwood State Parks, as well as a remarkable variety of dining and shopping destinations. There is tremendous value in the brand new septic system, newer boiler, new deck, thermal pane windows, 7' x 10' mudroom, 200 amp electrical service, a walk-out lower level and garden shed with a covered porch. Come on...Let's take a look inside!

52 Fernwood Dr, Simsbury
$385,000
2 Beds ⋅ 2 Baths ⋅ 24202012 MLS ⋅ Hopmeadow Place BLDG.
Welcome to Hopmeadow Place, a desirable 55+ community offering comfortable, low-maintenance living in the heart of Simsbury. This beautifully updated and spacious condo features an inviting open floor plan with hardwood floors, crown molding, a natural gas fireplace, central air conditioning, and a private balcony. The primary bedroom offers an en-suite full bath and walk-in closet, while a second bedroom and additional full bath provide flexibility for guests, a home office, or den. In-unit laundry adds everyday convenience. Residents of Hopmeadow Place enjoy an impressive array of amenities, including a fitness center, lounge, library, community room with a full kitchen, and a spacious outdoor patio with a gas grill-perfect for gathering with neighbors and entertaining. Enjoy a truly walkable lifestyle just steps from the best of Simsbury, including award-winning restaurants, coffee shops, local boutiques, the Simsbury Public Library, Old Drake Hill Flower Bridge, Simsbury Performing Arts Center, and scenic walking and biking trails. Move-in ready with reasonable association fees, this exceptional condo combines convenience, community, and easy living in one of Connecticut's most celebrated towns.

1 West St Unit 315, Simsbury
$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
$325,000
2 Beds ⋅ 2 Baths ⋅ 24200132 MLS ⋅ Heritage Glen BLDG.
Welcome home to 4 Carriage Drive, ranch living in one of the most desirable community of Simsbury! One of the largest living spaces that The Heritage Glen has to offer. This beautifully updated end unit condo has been thoughtfully renovated from top to bottom, allowing you to simply unpack and enjoy. Featuring a stunning renovated kitchen, new flooring throughout, updated electrical, and new plumbing, every detail has been designed with modern living in mind. Whether you're enjoying your morning coffee in the bright and inviting living space or entertaining friends and family in the updated kitchen, you'll appreciate the comfort and quality found throughout. Located in the heart of Simsbury, you'll love being just minutes from local shops, restaurants, parks, hiking and biking trails, golf courses, and all the conveniences the Farmington Valley has to offer. A truly move-in-ready home in an exceptional location! Minutes away from Talcott mountain state park. Enjoy the beautiful views Connecticut has to offer at your convenience.

4 Carriage Dr Unit 4, Simsbury
$385,000
2 Beds ⋅ 2 Baths ⋅ 24197881 MLS ⋅ Hopmeadow Place BLDG.
Great opportunity at Hopmeadow Place 55+ active adult community in downtown Simsbury! Original owner chose one of the best locations in the building in the rear of building overlooking the courtyard/patio and woods vs facing the street. 2nd floor Bickford model unit is located immediately after exiting elevator that will take you right down to main floor or to garage area where assigned parking spot is just a few steps away. One garage assigned spot plus an assigned spot right in the front of the complex almost directly in front of main entrance. Spacious unit has open floor plan w/9-foot ceilings, large living/dining room w/gas fireplace and deck, nicely sized kitchen w/eating nook is completely open to living/dining room. Each bedroom has a walk-in closet. Primary has ensuite and pretty bay window area perfect for a comfy chair and a book! Private dedicated laundry room. Natural gas heat and central air. Storage locker in garage parking area. Socialize with neighbors while watching sports on TV, gathering for morning coffee, playing cards or bingo, or enjoying any activity you like in the community rooms. The lounge features a gas fireplace and a full kitchen with plenty of seating for events. Library, fitness center, and a large furnished patio with a grill that makes entertaining easy. Downtown Simsbury is steps away with restaurants, coffee shops, grocery shopping, pharmacy, public library, rails to trails, everything you need! Interior pics coming soon. Don't miss!

1 West St Unit 215, Simsbury
$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

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