West Simsbury, CT Homes

• 

  $1,150,000 Sold Sep 10, 2025

  • 7,643 Sq Ft
  • $150/SF
  • 28 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 1968

  8 Up the Rd, West Simsbury, CT 06092

  Privately set on estate-like 2 acre grounds beautifully landscaped w/graceful circular drive,stone walls,& lush lawns accented by vibrant perennial gardens. In 2002 a thoughtfully designed major addition elevated the home w/expanded living - an exceptional luxury residence offering a perfect blend of light-filled interiors & expansive living spaces ideal for both everyday & grand-scale

  Ellen Seifts Berkshire Hathaway NE Prop.

  8 Up the Rd, West Simsbury, CT 06092
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  Est $723,358 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,777 Sq Ft

  16 Case Cir, West Simsbury, CT 06092

  16 Case Cir, West Simsbury, CT 06092
• 

  $593,000 Sold Aug 22, 2025

  • 2,636 Sq Ft
  • $225/SF
  • 40 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  18 Chestnut Hill Rd, West Simsbury, CT 06092

  Welcome to 18 Chestnut Hill Road, where charm, updates, and outdoor beauty come together in a truly special West Simsbury setting. This 4-bedroom, 2.1-bath home offers 2,626 square feet of living space & thoughtful upgrades throughout. Step inside to a bright living room w/ brand-new picture windows (2024) and a double-sided wood-burning fireplace that flows into the dining area. The remodeled

  Karen Mendes Berkshire Hathaway NE Prop.

  18 Chestnut Hill Rd, West Simsbury, CT 06092
• 

  Est $626,859 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,715 Sq Ft

  14 Shady Ln, West Simsbury, CT 06092

  14 Shady Ln, West Simsbury, CT 06092
• 

  $960,000 Sold Aug 15, 2025

  • 3,913 Sq Ft
  • $245/SF
  • 27 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1979

  341 W Mountain Rd, West Simsbury, CT 06092

  Once in a while a special property comes along that must be seen to be appreciated. This fabulous home is tucked away on 4.92 acres set back from the road in an enclave of 3 custom homes. It has an abundance of privacy yet is so close to Tootin Hills Elementary School, as well as restaurants, shopping, & entertainment. The property features professionally landscaped gardens, a circular rock

  Lori Meyerson Coldwell Banker Realty

  341 W Mountain Rd, West Simsbury, CT 06092
• 

  Est $744,146 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,576 Sq Ft

  20 Banbury Rd, West Simsbury, CT 06092

  20 Banbury Rd, West Simsbury, CT 06092
• 

  $607,000 Sold Aug 07, 2025

  • 2,387 Sq Ft
  • $254/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1973

  21 Banks Rd, Simsbury, CT 06070

  Welcome to this inviting, split level home lovingly maintained and thoughtfully updated for 52 years. Nestled on a quiet cul-de-sac, Banks Road is the home you've been waiting for. Step into the tiled foyer and immediately notice the gleaming HW floors that flow throughout the home. To the right, a cozy living room features a FP and a slider leading to a covered patio-perfect for relaxing or

  Noora Brown William Pitt Sotheby's Int'l

  21 Banks Rd, Simsbury, CT 06070
• 

  Est $468,788 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  15 Lostbrook Rd, West Simsbury, CT 06092

  15 Lostbrook Rd, West Simsbury, CT 06092
• 

  $530,000 Sold Aug 05, 2025

  • 2,049 Sq Ft
  • $259/SF
  • 32 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1973

  18 Banks Rd, Simsbury, CT 06070

  ENJOY AN EASY, FUN FILLED LIFE IN THIS INVITING 4 BR, 2.5 BATH COLONIAL! WALK TO STRATTON BROOK STATE PARK AND TOWN FOREST TO BUILD SAND CASTELS, PICNIC AND SWIM. LET THE UNDERGROUND SPRINKLERS WATER THE GRASS WHILE YOU SPLASH IN THE HOT TUB. RELAX ON YOUR EASY CARE COMPOSITE DECK WITH A GOOD BOOK.. ENJOY COOKING DINNER WHILE VISITING WITH YOUR GUESTS IN YOUR GORGEOUS UPDATED KITCHEN THAT

  Linda Frankl KW Legacy Partners

  18 Banks Rd, Simsbury, CT 06070
• 

  Est $626,546 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,840 Sq Ft

  102 Farms Village Rd, Simsbury, CT 06070

  102 Farms Village Rd, Simsbury, CT 06070
• 

  $803,000 Sold Jul 31, 2025

  • 2,305 Sq Ft
  • $348/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1972

  14 Case Cir, West Simsbury, CT 06092

  A rare opportunity to own in one of Simsbury's most desirable neighborhoods! This 4-bedroom, 2.5-bath Colonial is tucked away on a quiet cul-de-sac, just steps to the access path to Simsbury Farms Recreation Center- offering golf, swimming, skating, hiking trails, and year-round activities. Hardwood floors run throughout the home. The updated kitchen features granite countertops, stainless steel

  Julie Sirois Berkshire Hathaway NE Prop.

  14 Case Cir, West Simsbury, CT 06092
• 

  Est $632,949 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft

  2 Glen Hollow Ln, West Simsbury, CT 06092

  2 Glen Hollow Ln, West Simsbury, CT 06092
• 

  $701,500 Sold Jul 30, 2025

  • 3,278 Sq Ft
  • $214/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1976

  28 Saddle Ridge Dr, West Simsbury, CT 06092

  This unbelievably beautiful updated colonial is now available in West Simsbury! This home has over 3000 square feet of space and features 4 Bedrooms, 3 Full bathrooms and a fully finished basement! Lovely hardwood floors as you enter into the spacious kitchen and open layout on the main level! Also on the main floor is the the large master suite which includes an attached master bath with sliding

  Barry DeSouza RE/MAX Prime Realty

  28 Saddle Ridge Dr, West Simsbury, CT 06092
• 

  Est $599,301 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  8 Watson Dr, West Simsbury, CT 06092

  8 Watson Dr, West Simsbury, CT 06092
• 

  $445,000 Sold Jul 18, 2025

  • 1,650 Sq Ft
  • $270/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1954

  19 Crescent Way, Simsbury, CT 06070

  Welcome to this well-maintained 3 bedroom, 2.5 bath home nestled on a quiet, partially wooded .75 acre lot in a peaceful neighborhood near the scenic Stratton Brook nature trails. Its updated kitchen features stone countertops and stainless steel appliances. A spacious master suite includes a private full bath and walk-in closet. Enjoy cozy winters with a living room fireplace, a pellet stove in

  Derek Eisenberg Continental Real Estate

  19 Crescent Way, Simsbury, CT 06070
• 

  Est $555,432 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,318 Sq Ft

  30 Banks Rd, Simsbury, CT 06070

  30 Banks Rd, Simsbury, CT 06070
• 

  $482,000 Sold Jul 17, 2025

  • 1,997 Sq Ft
  • $241/SF
  • 28 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1968

  35 Chestnut Hill Rd, West Simsbury, CT 06092

  Welcome to this charming one-owner, 3-bedroom home nestled in the desirable Mountain Farms neighborhood of West Simsbury. Lovingly maintained, this home features beautiful hardwood floors, central air conditioning, a walkout lower level with a sunroom, and a private backyard-perfect for relaxing or entertaining. Conveniently located near shopping, local restaurants, parks, hiking trails, and a

  Kris Barnett Berkshire Hathaway NE Prop.

  35 Chestnut Hill Rd, West Simsbury, CT 06092
• 

  Est $355,314 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,122 Sq Ft

  25 Woodside Cir, Simsbury, CT 06070

  25 Woodside Cir, Simsbury, CT 06070
• 

  $850,000 Sold Jul 16, 2025

  • 3,150 Sq Ft
  • $270/SF
  • 22 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  7 Sugar Loaf Cut, West Simsbury, CT 06092

  Welcome home to 7 Sugar Loaf Cut. This exceptional property offers nearly 6 private acres located on a scenic West Simsbury Road with meadow and active brook in lower pasture. This one floor living home is an entertainer's delight! Open floor plan with exposed beams, chef's kitchen with sub zero refrigerator and new top of the line 6 burner Thermador gas range and wine fridge. Enjoy the oversized

  Kathleen Shippee Berkshire Hathaway NE Prop.

  7 Sugar Loaf Cut, West Simsbury, CT 06092
• 

  Est $665,134 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  16 Pondside Ln, West Simsbury, CT 06092

  16 Pondside Ln, West Simsbury, CT 06092
• 

  $192,000 Sold Jul 14, 2025

  • Land
  • 1.22 Acres
  • $157,377 per Acre

  • 7 Days On Market

  16 Harvest Hill Rd, Simsbury, CT 06092

  Seller has requested Highest and Best Offers to be submitted by Sunday June 8, 2025 by 3:00 PM! A rare opportunity to build your dream home in the highly desirable and established Harvest Hill neighborhood. Public water is available and the lot has been staked. Enjoy all that Simsbury has to offer including award winning schools, outdoor recreation, hiking/biking trails, and so much more.

  Fern Fitzgerald Berkshire Hathaway NE Prop.

  16 Harvest Hill Rd, Simsbury, CT 06092
• 

  Est $667,087 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,580 Sq Ft

  231 Stratton Brook Rd, West Simsbury, CT 06092

  231 Stratton Brook Rd, West Simsbury, CT 06092
• 

  $615,000 Sold Jul 11, 2025

  • 2,218 Sq Ft
  • $277/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1961

  254 Stratton Brook Rd, West Simsbury, CT 06092

  This impeccably maintained and much loved home offers a desirable blend of classic elegance and modern flair! The layout boasts a flexible floor plan, perfect for accommodating a variety of lifestyles and entertaining needs. Natural light streams throughout the home, illuminating the rich wood floors that grace the main living areas. The heart of the home is undoubtedly the expansive great room,

  Carole Margolis Berkshire Hathaway NE Prop.

  254 Stratton Brook Rd, West Simsbury, CT 06092
• 

  Est $459,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  48 Canton Rd, West Simsbury, CT 06092

  48 Canton Rd, West Simsbury, CT 06092
• 

  $600,000 Sold Jul 01, 2025

  • 2,986 Sq Ft
  • $201/SF
  • 36 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1973

  189 Farms Village Rd, West Simsbury, CT 06092

  Welcome to this crisp, classic white Colonial nestled in one of Simsbury's most sought-after neighborhoods! Ideally located with easy access to Simsbury Town Center, Simsbury High School, and the beloved Tulmeadow Farm and Ice Cream Store, this well-crafted 4-bedroom home blends timeless character with modern updates. Step inside to discover recently revealed hardwood floors in many rooms,

  Katie French Coldwell Banker Realty

  189 Farms Village Rd, West Simsbury, CT 06092
• 

  Est $818,463 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,354 Sq Ft

  6 Cedar Hill Rd, West Simsbury, CT 06092

  6 Cedar Hill Rd, West Simsbury, CT 06092
• 

  $1,200,000 Sold Jul 01, 2025

  • 6,060 Sq Ft
  • $198/SF
  • 77 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1996

  42 Old Stone Crossing, West Simsbury, CT 06092

  Welcome home to this picturesque colonial nestled on 1+ acres in one of Simsbury's premier neighborhoods. The gracious two-story foyer welcomes you to an elegant dining room with butler's pantry and living room w/gas fireplace. Thoughtfully designed for everyday living, the granite and stainless kitchen with center island and walk-in pantry opens to the stunning family room featuring 2-story

  Sheila Gschwind Berkshire Hathaway NE Prop.

  42 Old Stone Crossing, West Simsbury, CT 06092
• 

  Est $721,989 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,694 Sq Ft

  8 Harvest Hill Rd, West Simsbury, CT 06092

  8 Harvest Hill Rd, West Simsbury, CT 06092
• 

  $590,000 Sold Jun 27, 2025

  • 2,678 Sq Ft
  • $220/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  39 Chestnut Hill Rd, West Simsbury, CT 06092

  Mountain Farms custom-built Ranch! Beautiful unique open floor plan home extremely private all around & backing up to town open space. Landscape architect designed gardens surround the home w/ constantly changing blooms throughout the season. Beyond the gardens the surrounding forest w/ its pines, oaks, birch & maples can be enjoyed from most vantage points of the house. Gorgeous in the winter

  Matt Christie Berkshire Hathaway NE Prop.

  39 Chestnut Hill Rd, West Simsbury, CT 06092
• 

  Est $1,185,507 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 5,704 Sq Ft

  5 Summerwood Rd, West Simsbury, CT 06092

  5 Summerwood Rd, West Simsbury, CT 06092
• 

  $750,000 Sold Jun 27, 2025

  • 3,517 Sq Ft
  • $213/SF
  • 21 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1963

  17 Stockade Rd, West Simsbury, CT 06092

  Charming West Simsbury retreat on a quiet cul-de-sac! This beautifully updated, move-in ready home offers the perfect blend of style, comfort, and convenience. The heart of the home is the stunning cherry and granite kitchen, opened up during a $100K remodel in 2011, flowing into an inviting four-season porch with wet bar (adds 320 sq ft). The first floor also features a cozy family room, elegant

  Jessica Starr LPT Realty

  17 Stockade Rd, West Simsbury, CT 06092
• 

  Est $610,890 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,313 Sq Ft

  5 Pondside Ln, West Simsbury, CT 06092

  5 Pondside Ln, West Simsbury, CT 06092
• 

  $618,000 Sold Jun 25, 2025

  • 2,332 Sq Ft
  • $265/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1971

  22 Meadowlark Rd, West Simsbury, CT 06092

  ***MULTIPLE OFFERS RECEIVED BEST AND FINAL DUE MONDAY 5/5 AT NOON***Welcome to this beautifully maintained 4-bedroom, 2.1-bath colonial nestled in one of Simsbury's most desirable cul-de-sac neighborhoods. Situated on a spacious, level lot with a fenced in backyard, this home offers both comfort and convenience for today's lifestyle. Step inside to find gleaming hardwood floors throughout and two

  Matt Lloyd The Matt Lloyd Realty Team

  22 Meadowlark Rd, West Simsbury, CT 06092
• 

  Est $479,649 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,014 Sq Ft

  98 Farms Village Rd, Simsbury, CT 06070

  98 Farms Village Rd, Simsbury, CT 06070
• 

  $430,000 Sold Jun 25, 2025

  • 3,115 Sq Ft
  • $138/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  136 Stratton Brook Rd, Simsbury, CT 06070

  **Offer deadline Monday 5/12 at 7pm. Please submit highest and best ** First Time on the Market in 39 Years! This spacious 2,355 sqft ranch-style home is ready for its next chapter-and it's beaming with potential. Nestled on a beautiful 1.14-acre lot, this solidly built 3-bedroom, 2-bath home features a smart layout with a tasteful kitchen offering ample storage, a large living room anchored by a

  Tom Carroll William Pitt Sotheby's Int'l

  136 Stratton Brook Rd, Simsbury, CT 06070
• 

  Est $431,658 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,796 Sq Ft

  396 W Mountain Rd, West Simsbury, CT 06092

  396 W Mountain Rd, West Simsbury, CT 06092
• 

  $770,000 Sold Jun 23, 2025

  • 3,458 Sq Ft
  • $223/SF
  • 15 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1974

  37 Rocklyn Dr, West Simsbury, CT 06092

  This fabulous 5 bedroom home in West Simsbury is a true gem. Situated towards the end of a cul de sac, this quiet neighborhood is tucked away yet so convenient. This well loved & beautifully maintained home is filled with updates & upgrades such as front door & walk, newer windows, upgraded electrical service, newer office/sunroom, driveway, trex deck, & hot water heater. The custom designed

  Lori Meyerson Coldwell Banker Realty

  37 Rocklyn Dr, West Simsbury, CT 06092
• 

  Est $488,678 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,505 Sq Ft

  109 Hedgehog Ln, West Simsbury, CT 06092

  109 Hedgehog Ln, West Simsbury, CT 06092
• 

  $453,000 Sold Jun 20, 2025

  • 2,402 Sq Ft
  • $189/SF
  • 7 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1966

  272 Stratton Brook Rd, West Simsbury, CT 06092

  *** Highest and Best 5/21/2025 by 5 p.m.****Tucked away off Stratton Brook Road, this charming Colonial offers privacy and classic New England living. Enjoy a long, welcoming driveway with the home hidden from the road. Inside, beautifully refinished hardwood floors flow throughout. The spacious 4-bedroom, 2.5-bath layout includes a front-to-back living room with a fireplace and a family room

  Geena Becker William Raveis Real Estate

  272 Stratton Brook Rd, West Simsbury, CT 06092
• 

  Est $425,233 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  35 Woodside Cir, Simsbury, CT 06070

  35 Woodside Cir, Simsbury, CT 06070

Showing Results 41 - 80, Page 2 of 18