1,769

West Simsbury, CT Homes

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  • 35 Chestnut Hill Rd, West Simsbury, CT 06092

    $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
  • 7 Sugar Loaf Cut, West Simsbury, CT 06092

    $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
  • 16 Harvest Hill Rd, 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
  • 254 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
  • 189 Farms Village 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
  • 42 Old Stone Crossing, 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
  • 17 Stockade 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
  • 39 Chestnut 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
  • 136 Stratton Brook 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
  • 22 Meadowlark Rd, 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
  • 37 Rocklyn Dr, 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
  • 272 Stratton Brook Rd, 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
  • 4 Sugar Hollow Ln, West Simsbury, CT 06092

    $970,000 Sold Jun 10, 2025

    • 3,971 Sq Ft
    • $244/SF
    • 40 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1986

    4 Sugar Hollow Ln, West Simsbury, CT 06092

    BEST AND FINAL OFFERS DUE BY SATURDAY 4/26 @ 5PM. Enjoy living on this peaceful cul de sac in a picturesque location with views out of every window. An elegant 3,100+ sqft pristine home with a flexible layout for easy living and entertainment. All rooms are bathed in natural light offering comfort, quality, and timeless design. Upon entering, you are greeted by a 2-story foyer with new hardwood

    Kathleen Shippee Berkshire Hathaway NE Prop.

    4 Sugar Hollow Ln, West Simsbury, CT 06092
  • 53 Highridge Rd, West Simsbury, CT 06092

    $685,000 Sold Jun 06, 2025

    • 1,624 Sq Ft
    • $422/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1960

    53 Highridge Rd, West Simsbury, CT 06092

    Very Special! Mid-century modern ranch perched on the ridgeline in West Simsbury. Enjoy unparalleled sunrise views that will amaze you and sweeping vistas down the Farmington Valley and beyond! Soaring beamed ceilings and a fireplace beckon in the great room with walls of windows that capture the light and offer wide views with an open floor plan to the warm dining room. Meal prep is easy in the

    Katie French Coldwell Banker Realty

    53 Highridge Rd, West Simsbury, CT 06092
  • 200 W Mountain Rd, West Simsbury, CT 06092

    $325,000 Sold May 30, 2025

    • 1,557 Sq Ft
    • $209/SF
    • 27 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1948

    200 W Mountain Rd, West Simsbury, CT 06092

    Welcome to this warm and inviting 3-bedroom/1 bath Cape-style home at 200 W Mountain Rd., nestled on a large, level lot that offers plenty of room for outdoor entertaining, play, or simply enjoying the open space. With two bedrooms on the main level and a spacious third bedroom upstairs, this home offers flexible living options perfect for families, guests, or a dedicated home office. Step inside

    Fern Fitzgerald Berkshire Hathaway NE Prop.

    200 W Mountain Rd, West Simsbury, CT 06092
  • 43 Madison Ln, West Simsbury, CT 06092

    $725,000 Sold May 13, 2025

    • 2,768 Sq Ft
    • $262/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1969

    43 Madison Ln, West Simsbury, CT 06092

    Welcome to 43 Madison Lane, a beautifully updated 4-bedroom, 2.5-bathroom home nestled at the serene end of a cul-de-sac in the charming town of Simsbury, CT. This gem is the epitome of modern comfort and style. Updated hardwood floors flow seamlessly throughout, complemented by fresh interior paint and all-new recessed lighting that enhances the home's bright, modern ambiance. The thoughtfully

    Melissa Kiehl KW Legacy Partners

    43 Madison Ln, West Simsbury, CT 06092
  • 1 Five Gaits Farm, West Simsbury, CT 06092

    $975,000 Sold Apr 30, 2025

    • 4,916 Sq Ft
    • $198/SF
    • 9 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1997

    1 Five Gaits Farm, West Simsbury, CT 06092

    Nestled on a peaceful cul-de-sac in West Simsbury, this stunning Colonial offers breathtaking views of the protected Westledge Ridgeline and serene Tulmeadow Farmland-views that are guaranteed to remain untouched for generations to come. Nature enthusiasts will love the walking trail winding through the back woods, leading directly to the highly acclaimed Simsbury Farms Rec Center, where you can

    Katie French Coldwell Banker Realty

    1 Five Gaits Farm, West Simsbury, CT 06092
  • 185 Farms Village Rd, West Simsbury, CT 06092

    $606,500 Sold Apr 29, 2025

    • 2,292 Sq Ft
    • $265/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1972

    185 Farms Village Rd, West Simsbury, CT 06092

    Welcome home to this beautifully maintained Colonial in the heart of West Simsbury! Completely move-in ready, this home features hardwood flooring throughout and is filled with natural light, creating a warm and inviting atmosphere. The spacious living room boasts a charming wood-burning fireplace, perfect for cozy evenings. Utilize the formal dining room for special gatherings. The well-sized

    Kathryn Owens eXp Realty

    185 Farms Village Rd, West Simsbury, CT 06092
  • Unlisted Address

    $465,000 Sold Apr 25, 2025

    • 1,728 Sq Ft
    • $269/SF
    • 8 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1962

    Unlisted Address

    Charming Colonial in Desirable West Simsbury! Don't miss this move-in-ready colonial home in the sought-after town of West Simsbury! Featuring three spacious bedrooms and a full bath with a tub/shower on the second floor, this home offers comfort and convenience. The first floor boasts a front-to-back living room with a cozy fireplace, perfect for relaxing evenings. The kitchen is a chef's dream,

    Sharon Chase Coldwell Banker Realty

    Unlisted Address
  • 393 W Mountain Rd, West Simsbury, CT 06092

    $380,000 Sold Apr 25, 2025

    • 1,693 Sq Ft
    • $224/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    393 W Mountain Rd, West Simsbury, CT 06092

    Three-bedroom, 2 full bath Cape Cod home located in lovely West Simsbury. Very spacious floor plan on the main level. Large living room with fireplace, kitchen with dining area, primary bedroom, full bath, and another room with a closet that can be used as an office, den or of your choosing. The upstairs features 2 large front to back bedrooms plus a full bath. Gleaming hardwood floors are

    Gail Gene Mercey Berkshire Hathaway NE Prop.

    393 W Mountain Rd, West Simsbury, CT 06092

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