Simsbury Homes under $400,000

Welcome to Simsbury, Connecticut – a charming town nestled in the heart of Hartford County, where picturesque landscapes meet a vibrant community spirit. Known for its rich history and stunning natural beauty, Simsbury offers an idyllic setting for families, professionals, and retirees alike. With its scenic views of the Farmington River and the majestic Talcott Mountain, residents enjoy a plethora of outdoor activities, from hiking and biking to fishing and kayaking.

Simsbury boasts a strong sense of community, with local events and festivals that bring residents together throughout the year. The town is home to highly-rated schools, making it an attractive option for families seeking quality education. Additionally, the vibrant downtown area features a delightful mix of boutique shops, restaurants, and cultural attractions, ensuring there’s always something to explore.

For those looking to invest in their dream home, Simsbury offers a range of properties under $400,000, making it an appealing option for first-time buyers and those seeking to downsize. From charming colonial-style homes to modern townhouses, there’s something to suit every taste and budget. These homes often come with spacious yards and easy access to local parks, providing the perfect backdrop for family gatherings and outdoor fun.

Discover the perfect blend of small-town charm and modern conveniences in Simsbury. With its affordable housing options and welcoming community, it’s no wonder that so many are eager to call this beautiful town home. Explore your possibilities in Simsbury today!

Newest Simsbury Homes under $400,000

$299,000

2 Beds ⋅ 3 Baths ⋅ 24211013 MLS ⋅ Talcott Acres BLDG.

Private and secluded, this 2-bedroom, 2.5-bath townhouse offers incredible potential in a peaceful setting. Featuring a one-car garage and a full basement, this home is ready for your personal updates and finishing touches to truly make it shine. The open living and dining area is perfect for entertaining, with sliding glass doors leading to a private deck. Both spacious bedrooms feature their own en-suite bathrooms, while the second bedroom also offers direct access to a charming private balcony. Additional highlights include natural gas heat, central air conditioning, and a desirable layout that provides both comfort and privacy. A wonderful opportunity to create your dream home in a tranquil location!

126 Hopmeadow St Unit 8E, Simsbury

Listing courtesy of Sabrina Janco from Century 21 Bay-Mar Realty. (860) 689-2691 (860) 582-7404

$249,900

2 Beds ⋅ 2 Baths ⋅ 24208956 MLS ⋅ Pine Hill BLDG.

MAKE THIS RANCH STYLE END UNIT YOURS TODAY. Beautifully maintained with all the ease of true one-floor living in a tranquil, wooded setting. Discover the incredible peace of mind that comes with the convenience of driving into your private garage with direct access to your home. Features include a new roof, new back deck, new hot water heater, new high-efficiency heat pump condenser unit, and brand-new LG combination washer and dryer. Inside, the home feels incredibly welcoming with an open floor plan. The spacious kitchen is perfect for cooking and entertaining, complete with a large island, abundant cabinetry, and plenty of counter space. It flows effortlessly into the dining area and a comfortable living room, where a large slider lead out to your new private deck. It's the perfect quiet spot to sip your morning coffee or tea while enjoying the lovely, natural setting. The primary bedroom features a private full bathroom, a walk-in closet, and the ultimate convenience of that brand-new LG laundry unit right where you need it most. Downstairs, the large full basement provides all the storage space you need, and could easily be transformed into a workshop, craft area or exercise space. Location-wise, you get the absolute best of both worlds. While your backyard feels like a quiet sanctuary, the community itself is centrally located just minutes to fantastic shopping, dining, & recreation. Get cozy this winter season with one floor living and your own private garage too!

19 Wiggins Farm Dr Unit A, Simsbury

Listing courtesy of Bonnie Call from Century 21 AllPoints Realty. (860) 916-5688 (860) 675-0021

$325,000

4 Beds ⋅ 2 Baths ⋅ 24208688 MLS

Nestled in a quiet and desirable neighborhood, this classic Cape Cod-style home offers 4 spacious bedrooms, 2 full bathrooms, and 1,238 square feet of living space on a generous .49acre lot. Featuring timeless charm and plenty of potential, this property is an excellent opportunity for buyers looking to create a home tailored to their own style and needs. Inside, original hardwood floors add warmth and character throughout the living spaces. The main level offers a comfortable layout with ample living space, while the upper level features well-sized bedrooms. Outside, the spacious .49 acre lot provides room for gardening, recreation, entertaining, or future improvements. Relax on the back deck and enjoy the peaceful surroundings, birds, and views. Conveniently located near schools, parks, and local amenities, this Cape Cod offers a combination of location, space, and potential that makes it an exciting opportunity for the next owner.

7 Knollwood Cir, Simsbury

Listing courtesy of George Sznaj from DB Associates of CT, LLC. (860) 518-4049 (860) 518-4049

$379,000

2 Beds ⋅ 4 Baths ⋅ 24208094 MLS ⋅ Riverwalk BLDG.

Spacious and bright 2-bedroom, 3.5-bath townhome at popular Riverwalk in Simsbury. This lovely community is conveniently located in Weatogue close to town center. On the main level you will enjoy an open living and dining room area with plenty of space for friends and family, abundant natural light, a fireplace and slider access to the private deck. The kitchen is updated with granite counters, newer appliances, a gas range and offers eating space and large windows and slider. Upstairs you will find two bedrooms with vaulted ceilings and private baths. You will also enjoy the convenience of a second floor laundry room. Don't miss even more living space in the finished, heated walk-out lower level with full-bath. This space is perfect for a family room, office, guest space or 3rd bedroom. Special features include an attached garage, efficient natural gas heating and central air. Furnace and Hot Water heater new in 2022. This home is also conveniently located across the street from Weatogue Park and offers easy access to the Farmington Valley Greenway paved trail. Come fall in love with this beautiful home and location today.

5 Riverwalk Dr Unit 5, Simsbury

Listing courtesy of Gregory Frey from RE/MAX Prime Realty. (860) 716-2593 (860) 673-8700

$279,000

2 Beds ⋅ 3 Baths ⋅ 24207568 MLS ⋅ Pine Hill BLDG.

Welcome to easy, low-maintenance living in the heart of Simsbury! This move-in ready 2-bedroom, 2.5-bath condo appeals to all buyers. The inviting main level features a bright, functional layout with an open living & dining room and a well-appointed kitchen that's been tastefully updated. Upstairs, you'll find two generously sized bedrooms, with great natural light, plenty of closet space, fresh paint and 2 full bathrooms. Some recent improvements include, but are not limited to, a new hot water heater, new lighting throughout, fresh paint, a new storm door, and a new slider out to your private deck that overlooks the woods with steps to grade. The partially finished basement provides valuable additional living space-perfect for a home office, recreation room, gym, or hobby area-while still offering plenty of storage. A private garage adds the convenience of secure parking and additional storage space. This townhome is walking distance to the center of Simsbury and all that it has to offer as well as the hike and bike trail that stretches all through the Farmington Valley. Whether you're looking for your first home, a convenient downsize, or a low-maintenance place to call home, this turnkey condo is ready to welcome you! Professional photos coming soon!

12 Wiggins Farm Dr Unit C, Simsbury

Listing courtesy of Cassidy Davidson from William Raveis Real Estate. (860) 335-7144 (860) 677-4661

$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

Listing courtesy of Susan Foster from Coldwell Banker Realty. (860) 573-6791 (860) 674-0300

$249,900

2 Beds ⋅ 2 Baths ⋅ 24205483 MLS ⋅ Pine Hill BLDG.

Rarely available end-unit ranch condo with a new roof, new deck, new hot water heater, newer windows and heat pump, new dishwasher and brand-new washer and dryer in the highly sought-after Pine Hill community! Beautifully maintained, this charming 2-bedroom, 11/2-bath home offers convenient first-floor living, a peaceful wooded setting, and a prime location just minutes from Simsbury Center. The kitchen features tile flooring, a pantry, eat-in area, and a new dishwasher. The spacious, open-concept living and dining area includes sliders leading to the new private deck, where you can relax and enjoy tranquil wooded views. Both bedrooms offer generous space and ample closet storage. The primary bedroom features a private full bath. Additional highlights include an attached 2-car garage, brand-new washer and dryer, a new hot water heater, and a full basement with abundant storage and excellent potential for additional living space. Enjoy scenic trails, shopping, dining, and everything Simsbury has to offer from this exceptional Pine Hill location!

14 Wiggins Farm Dr Unit J, Simsbury

Listing courtesy of Jennifer Petron from Berkshire Hathaway NE Prop.. (860) 558-1880 (860) 658-1981

$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

Listing courtesy of Suzy Couture from Better Homes and Gardens Real Estate Executive Real Estate. (860) 944-4370 (860) 633-8800

$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

Listing courtesy of Katie Breitkreutz from Dave Jones Realty, LLC. (860) 485-8110 (203) 758-0264

$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

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

$238,999

2 Beds ⋅ 2 Baths ⋅ 24203569 MLS ⋅ Heritage Glen BLDG.

Move-in ready end-unit townhouse nestled in a peaceful, wooded setting at the top of Heritage Glen! Enjoy a cozy fireplace, dining area with window seat, and sliders leading to a private composite deck. The upper level features two spacious bedrooms, including a primary bedroom with two closets and a private balcony offering beautiful views of Talcott Mountain. A beautifully remodeled full bath and convenient laundry area complete the upper level. The detached garage offers additional storage. Recent updates include roof, HVAC/air conditioner, washer and dryer. Enjoy community amenities including a pool and clubhouse, all just minutes from shopping, dining, the library, and downtown Simsbury. Condo fees include exterior maintenance, snow and trash removal, pool, clubhouse, and basic cable.

129 Library Ln Unit 129, Simsbury

Listing courtesy of Alexandra Pascual from Keller Williams Realty-Longmdw. (787) 231-3549 (413) 565-5478

$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

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