Simsbury Homes under $500,000

Simsbury Homes under $500,000

Welcome to Simsbury, Connecticut, a picturesque town nestled in the heart of Hartford County. Known for its charming New England ambiance, Simsbury boasts a rich history, stunning landscapes, and a vibrant community spirit. With its scenic views of the Farmington River and the majestic Talcott Mountain, this town offers a perfect blend of natural beauty and suburban comfort.

Simsbury is not just a feast for the eyes; it also provides an array of recreational activities. From hiking and biking trails to the famous Simsbury Farms, which features an ice rink, golf course, and swimming pools, there’s something for everyone to enjoy. The town is also home to a thriving arts scene, with local galleries and theaters that showcase the talents of its residents.

For those looking to make Simsbury their home, you'll be delighted to discover a range of beautiful properties available for under $500,000. This price point offers a fantastic opportunity to invest in a community that combines quality living with affordability. Whether you’re searching for a cozy single-family home, a charming colonial, or a modern townhouse, Simsbury has options that cater to diverse tastes and lifestyles.

The strong school system, friendly neighborhoods, and a welcoming atmosphere make Simsbury an ideal place for families, young professionals, and retirees alike. With easy access to Hartford and the surrounding areas, you can enjoy the tranquility of suburban life while still being close to urban amenities. Come and explore the enchanting town of Simsbury—your dream home awaits!

Newest Simsbury Homes under $500,000

27 Walker Dr, Simsbury
$479,999
3 Beds ⋅ 2 Baths ⋅ 24221037 MLS
Welcome to this charming and beautifully maintained split-level home, ideally situated in a quiet and desirable Simsbury neighborhood! Offering 3 bedrooms, 2 full bathrooms, and a thoughtfully designed layout, this inviting home combines comfort, functionality, and classic New England charm. The main level features a spacious kitchen with newer flooring and plenty of room for everyday cooking and entertaining. The bright and welcoming living and dining areas flow seamlessly together, creating an open and comfortable space for gathering with family and friends. Natural light fills the room through a large front-facing window, while sliding glass doors provide direct access to the back deck, making indoor-outdoor living a breeze. Beautiful hardwood floors and a cozy gas fireplace add warmth and character, creating the perfect setting for relaxing on chilly New England evenings. The upper level offers three generously sized bedrooms, including a comfortable primary bedroom with its own private full bathroom featuring a shower. Hardwood floors are tucked beneath the existing carpeting, offering an opportunity to uncover and enjoy even more of the home's original charm. The finished lower level provides additional flexible living space, ideal for a family room, playroom, recreation area, or home office, with sliding glass doors offering convenient access to the backyard.

27 Walker Dr, Simsbury
73 Simsbury Landing Unit 73, Simsbury
$275,000
2 Beds ⋅ 2 Baths ⋅ 24220529 MLS ⋅ Simsbury Landing BLDG.
Completely Renovated & Ideally Located! Move right in and enjoy living in this beautifully renovated 2-bedroom, 2-full-bath condominium, tucked away at the end of a quiet cul-de-sac road and just steps from miles and miles of scenic biking and walking paths. Thoughtfully updated from top to bottom, this home offers the perfect combination of modern finishes, comfort, and convenience. Step inside to discover a brand-new kitchen featuring eat in space, new cabinetry, all new appliances and granite countertops. Fresh paint, new flooring, and updated lighting throughout create a bright, welcoming atmosphere. The combination living and dining room space boasts vaulted ceilings and sliders to balcony overlooking the back yard. Both bathrooms have been completely renovated, and the primary bedroom also features a newly designed closet for added organization and functionality. A brand-new HVAC system provides year-round comfort and peace of mind for both the main living areas and the lower level office/den/rec room space. With town shops, restaurants, and amenities less than two miles away, you'll love the convenience of this exceptional setting.

73 Simsbury Landing Unit 73, Simsbury
63 Barry Ln, Simsbury
$465,000
3 Beds ⋅ 2 Baths ⋅ 24218375 MLS
Welcome to this beautifully updated cape in the Central neighborhood of Simsbury. Located between Central and Henry James schools, this wonderful home offers 3 bedrooms plus den. On the main level, a bright and comfortable living room with fireplace, formal dining room, open to the beautiful kitchen (updated 2026), main level bedroom, full bathroom (renovated 2022) and a large multi-use mudroom overlooking the back deck. Upstairs are two bedrooms, a den and a full bathroom (renovated 2025). Some special features that will delight include hardwood floors (2025), in-ceiling lighting (2025), central air and many updates from 2024 through 2026, including new interior paint, many new windows and front door, new siding, new roof, and much more. Level lot, great back yard for play and recreation, even a Cape Cod Fence Playscape. Shopping, entertainment and recreation are only minutes away; and there is easy access to Bradley International Airport. A wonderful opportunity to take the comfort, updates and location of this home and make it yours to love.

63 Barry Ln, Simsbury
10 Partridge Court Unit 10, Simsbury
$289,900
2 Beds ⋅ 3 Baths ⋅ 24218231 MLS ⋅ Stratton Forest BLDG.
Welcome to this beautifully freshly painted top to bottom, light-filled end-unit condominium in the highly desirable Stratton Forest community. This contemporary 2-bedroom, 2.1-bath home offers an open-concept floor plan with hardwood floors and an abundance of natural light from walls of windows overlooking the private, lightly wooded backyard and patio. The spacious living and dining areas provide the perfect setting for everyday living and entertaining, while the wood burning stove adds warmth and charm. The galley kitchen features timeless, bright white appliances and ample cabinet space. Both bedrooms are private suites with their own full bathrooms, making this an ideal layout for guests, roommates, or a home office. The primary suite includes a large walk-in closet. Additional features include central air, a detached one-car garage with extra storage. Ideally located within walking distance to Simsbury High School and adjacent to Stratton Brook State Park, offering miles of scenic trails for walking, jogging, biking, fishing, and picnicking. Just minutes from Simsbury Center's shopping, dining, and amenities.

10 Partridge Court Unit 10, Simsbury
62 Elm St, Simsbury
$421,999
4 Beds ⋅ 2 Baths ⋅ 24215036 MLS
Welcome to 62 Elm Street, a charming Cape Cod-style home nestled in the heart of Tariffville, where warmth, character, and small-town charm come together. Offering 4 bedrooms, 1.5 bathrooms, and an attached 1-car garage, this inviting home is filled with natural sunlight and comfortable living spaces. Step inside to discover beautiful hardwood flooring, an abundance of windows, and a welcoming living room featuring a cozy fireplace, creating the perfect setting to unwind or gather with loved ones. The updated kitchen features crisp white cabinetry, stainless steel appliances, stylish finishes, and ample counter space, making everyday cooking and entertaining a pleasure. With four bedrooms, the home offers flexibility for a variety of living arrangements, while the unfinished basement provides additional storage and untapped potential for future use. Outside, the expansive, fully fenced backyard offers a wonderful space for outdoor gatherings, summer cookouts, gardening, or simply enjoying the fresh air. Surrounded by mature trees, the property provides a beautiful backdrop throughout New England's changing seasons, from vibrant autumn foliage to peaceful winter snowfall. Whether enjoying a quiet morning or hosting friends and family, the outdoor space offers plenty of opportunities to make lasting memories. An attached 1-car garage adds everyday convenience.

62 Elm St, Simsbury
80 Laurel Ln, Simsbury
$474,900
3 Beds ⋅ 2 Baths ⋅ 24217945 MLS
A wonderful opportunity in desirable Simsbury! Welcome to 80 Laurel Lane, a beautiful home set back on a nearly one-acre lot in the highly desirable community of Simsbury, Connecticut. Upon entering the home, you are greeted by a welcoming foyer with one stairwell leading up to the main living area and the other down to the finished basement and mechanical space. The soaring ceilings in the living room are complimented by a stone fireplace inviting friends and family to gather. The well-appointed and updated kitchen features under cabinet lighting and offers a dining area with direct access to the spacious sunroom. There are 3 bedrooms on the main floor, one with a private full bath and two sharing a full bath. The lower level features a spacious recreation/family room as well as a laundry room, mechanical space and direct access to the 2-car garage. Enjoy the comfort of central air conditioning and peace of mind with a new well pump and new zone values for the boiler. The well thought out interior space is complimented by the beautiful outdoor space. The house is towards the back of a large lot and offers plenty of room for play, entertainment, and gardening. The home offers the perfect blend of space, function and location in a community known for commitment to education, a small-town feel, and proximity to all the major amenities Hartford County has to offer. Thank you! Motivated Seller is moving out of State.

80 Laurel Ln, Simsbury
326 W Mountain Rd, Simsbury
$439,900
4 Beds ⋅ 3 Baths ⋅ 24217857 MLS
Opportunity knocks in West Simsbury! This classic 4-bedroom, 2.5-bath Colonial sits on 1.24 private acres with hardwood floors throughout, two wood-burning fireplaces, an updated kitchen, and a brand new architectural roof - the big-ticket item is already done. Primary bedroom with full bath. Fireplaces in both the living room and family room. The home is ready for your vision - refinish the floors, freshen the paint, and make it your own. Priced to reflect cosmetic updating needed. Minutes to Route 44, Avon Marketplace, Shops at Farmington Valley, Stop & Shop, Big Y, Whole Foods, Starbucks, and Orvis. Come see the bones - they are excellent.

326 W Mountain Rd, Simsbury
19 Latimer Ln, Simsbury
$399,900
4 Beds ⋅ 3 Baths ⋅ 24207859 MLS
Beautiful California-style ranch offering the ease and comfort of one-level living at its best. The updated kitchen opens seamlessly to expansive living and dining spaces, creating an ideal layout for both everyday living and entertaining. Soaring ceilings, walls of glass, and abundant natural light enhance the home's open-concept design and exceptional flow. With 4 bedrooms and 3 full bathrooms, there is room for everyone. A versatile bonus room provides additional living space and opens directly to a private backyard retreat, perfect for relaxing or hosting guests. This light-filled home combines style, functionality, and effortless living in an inviting setting. Ideally located near Simsbury's abundant recreational amenities, including state parks, hiking and biking trails, the Farmington River Greenway, and Simsbury Farms, offering year-round opportunities for outdoor enjoyment and active living.

19 Latimer Ln, Simsbury
26 Forest Hill Dr Unit 26, Simsbury
$242,500
2 Beds ⋅ 2 Baths ⋅ 24217814 MLS ⋅ Heritage Glen BLDG.
This exceptional two-bedroom, single-level unit is perched at the top of the complex, offering beautiful views from your private deck. Enjoy the magic of watching the town's fireworks displays right from the comfort of your own home. The beautifully appointed chef's kitchen is sure to impress, featuring tile flooring, stainless steel appliances, herringbone backsplash, and a charming eating nook. The spacious living and dining areas blend seamlessly to create the perfect setting for entertaining, highlighted by a lovely window seat, beamed ceilings, fireplace w/ pellet stove insert, ceiling fan and sliders leading to the deck. The Primary Suite features stylish barn doors that lead to a stunning bathroom with a luxurious rain shower, marble vanity and an electric wall fireplace with heater and smart lighting. The generously sized second bedroom offers flexibility for guests or a home office. An updated main bathroom with tub and shower adds convenience and style.

26 Forest Hill Dr Unit 26, Simsbury
188 Farms Village Rd, Simsbury
$499,999
4 Beds ⋅ 3 Baths ⋅ 24213457 MLS
Welcome to 188 Farms Village Road in West Simsbury-a charming Colonial set on a private 1.25-acre lot. Step inside to discover beautifully remodeled baths, convenient first-floor laundry, and a bright living room featuring a wood-burning fireplace and picture window. The inviting family room, warmed by a propane stove, is perfect for chilly evenings. An eat-in kitchen and spacious formal dining room offer plenty of space for everyday living and entertaining, while the large finished lower-level recreation room provides even more room to relax, play, or gather. Fully owned solar panels help offset electric costs. Ideally located near Simsbury Farms Recreation Center, Stratton Brook Park, Tulmeadow and Flamig Farm, and state parks, this home brings together comfort, space, and convenience in one appealing package.

188 Farms Village Rd, Simsbury
2 Hazel Court, Unit 2, Simsbury
$285,000
2 Beds ⋅ 2 Baths ⋅ 24213754 MLS
Welcome home to 2 Hazel Court, ideally situated on a cul-de-sac in Simsbury's desirable Hazelmeadow community! This charming 2-bedroom home offers a wonderful opportunity for homeownership with several recent improvements, including fresh interior paint, beautifully refinished hardwood floors, a new roof in 2026, and a new boiler. Enjoy the convenience of living just minutes from Simsbury Center, where you'll find award-winning restaurants, boutique shopping, the Simsbury Public Library, Simsbury Meadows Performing Arts Center, and the picturesque Old Drake Hill Flower Bridge. Outdoor enthusiasts will appreciate the neighborhood's convenient access to the Rails-to-Trails bike path, perfect for walking, biking, and enjoying the outdoors. Whether you're purchasing your first home, looking to downsize, or simply seeking a convenient location, 2 Hazel Court offers a wonderful opportunity to enjoy all that Simsbury has to offer. Why rent when you can own a place to call your own?

2 Hazel Court, Unit 2, Simsbury
6 Fawnbrook Ln, Simsbury
$399,000
4 Beds ⋅ 3 Baths ⋅ 24215842 MLS
Discover a one-of-a-kind contemporary home tucked away on a secluded rear lot in a quiet cul-de-sac neighborhood. Filled with natural light, this unique property offers 3 bedrooms, a bonus play/bedroom, a third-floor loft with charming wood ceilings and skylights, and 2.5 baths. Vaulted ceilings create an airy feel in the living room, which flows seamlessly into a spacious dining room-perfect for entertaining. The kitchen features a generous peninsula with seating and opens to a warm family room complete with a fireplace. Outdoor living is just as special, with a welcoming front patio, a multi-level deck, and an additional patio and outdoor tiki bar-ideal for relaxing & gatherings. Additional features include on-demand hot water, three mini-split air conditioning units, gas heat and cooking, and electric heat in the third-floor loft. Being sold AS IS, this distinctive home offers a wonderful opportunity to add your personal touches and updates to make it your forever home. Bring your vision and unlock the potential of this truly unique property! Sellers converted to gas heat, empty oil tank is in the basement. Seller prefers GHAR contract. Town card shows 3 beds. Price reflects cosmetic defects and some broken window seals.

6 Fawnbrook Ln, Simsbury
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