Simsbury, CT Homes

• 

  

  

  /40

  $489,900

  Pending

  • 6 Beds
  • 3 Baths
  • 2,501 Sq Ft

  9 Winthrop St, Tariffville, CT 06081

  A rare multi-home opportunity! Nestled on 1.26 acres in a highly desirable Simsbury location, this unique property features two single family homes on one lot --an exceptional opportunity for investors, multi-generational living, or owner-occupants seeking supplemental rental income. The 1400 sq ft owner-occupied Ranch style home features three bedrooms and is ideal for true one floor living,

  Judy Guarco Berkshire Hathaway NE Prop.

  9 Winthrop St, Tariffville, CT 06081
• 

  

  

  /23

  $1,850 Per Month

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Townhouse for Rent

  37 Bushy Hill Rd, Simsbury, CT 06070

  Adorable 2 bedroom 1 bath unit waiting for you! Large eat in kitchen with walk in pantry, generously sized family room, hardwood floors throughout, both bedrooms and full bath upstairs. The washer and dryer units are located in the basement and access from inside the unit as well as hatchway access outside. Terrific location-close to town, shopping, restaurants and recreation (Stratton Brook

  Colin Cadarette Coldwell Banker Realty

  37 Bushy Hill Rd, Simsbury, CT 06070
• 

  $347,000

  Sold Oct 16, 2025

  15 Knollwood Cir, Simsbury, CT 06070

  • 4 Beds
  • 2 Baths
  • 1,439 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Below List Price
  • $241/SF
  • 35 Days On Market

  Current Estimated Value $355,780

  Last Listing Agent Christina Ducas KW Legacy Partners

  15 Knollwood Cir, Simsbury, CT 06070
• 

  Not Listed For Sale

  6 Mill Pond Ln Unit A, Simsbury, CT 06070

  • 3 Beds
  • 3.5 Baths
  • 2,660 Sq Ft
  • Built 2016

  6 Mill Pond Ln Unit A, Simsbury, CT 06070

  Last Sold Summary

  • 10 Days On Market
• 

  

  

  /29

  $550,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  281 W Mountain Rd, West Simsbury, CT 06092

  Charming New England Cape on a 1.2-acre lot with stone walls and flowering hydrangeas, hostas, lilacs and rhododendron bushes. Thoughtful updates in the kitchen include granite countertops, tile backsplash and stainless-steel appliances. The kitchen opens to the dining area and flows to the screened-in porch for easy entertaining. The bright and spacious living room offers a cozy fireplace and

  Nancy Reardon Berkshire Hathaway NE Prop.

  281 W Mountain Rd, West Simsbury, CT 06092
• 

  

  /20

  $1,350

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Condo for Rent

  22 Winthrop St Unit 5, Simsbury, CT 06081

  Discover your new home with this rarely available 1-bedroom, 1-bath apartment at 22 Winthrop St. This inviting apartment offers the perfect blend of comfort and convenience, with heat, electricity, and hot water included in the rent. Enjoy the ease of on-site laundry and off-street parking. Available starting April 1st, this apartment is ready for you to move in!- 1 Bedroom, 1 Bath-

  22 Winthrop St Unit 5, Simsbury, CT 06081
• 

  $64,900

  Sold May 29, 2026

  40 Firetown Rd Unit 20, Simsbury, CT 06070

  • 1 Bed
  • 1 Bath
  • 584 Sq Ft
  • Built 1984

  Last Sold Summary

  • $111/SF
  • 2 Days On Market

  Current Estimated Value $91,734

  Last Listing Agent Sandra Quigley Berkshire Hathaway NE Prop.

  40 Firetown Rd Unit 20, Simsbury, CT 06070
• 

  Est $342,127

  Not Listed For Sale

  46 Old Mill Ct Unit 46, Simsbury, CT 06070

  • 2 Beds
  • 2.5 Baths
  • 1,722 Sq Ft
  • Built 1978

  46 Old Mill Ct Unit 46, Simsbury, CT 06070

  Last Sold Summary

  • 16 Days On Market
• 

  /2

  $368,900

  Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,222 Sq Ft

  47 Hayes Rd, Tariffville, CT 06081

  Welcome home to this beautifully maintained ranch in one of Tariffville/Simsbury's most sought-after neighborhoods. Offering the ease of single-floor living, this home features a bright, open layout designed for both everyday comfort and entertaining. The inviting living room showcases a fireplace, built-ins, and sliders leading to the private backyard. A family room with private entry and door

  Silvana Mariani Premier Properties of CT

  47 Hayes Rd, Tariffville, CT 06081
• 

  $2,050,000

  Sold Mar 26, 2026

  3 Cobtail Way, Simsbury, CT 06070

  • 6 Beds
  • 6.5 Baths
  • 7,200 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Above List Price
  • $285/SF
  • 33 Days On Market

  Current Estimated Value $130,000

  Last Listing Agent Steffen Reich Coldwell Banker Realty

  3 Cobtail Way, Simsbury, CT 06070
• 

  Est $749,911

  Not Listed For Sale

  40 Carson Way Unit 40, Simsbury, CT 06070

  • 3 Beds
  • 2.5 Baths
  • 2,985 Sq Ft
  • Built 2017

  40 Carson Way Unit 40, Simsbury, CT 06070

  Last Sold Summary

  • 0 Days On Market
• 

  

  /40

  $1,265,000

  Pending

  • 4 Beds
  • 6 Baths
  • 7,160 Sq Ft

  22 Joshua Dr, West Simsbury, CT 06092

  Welcome to 22 Joshua Drive, a 2+ acre residence set on a quiet cul-de-sac street in one of Simsbury's most desirable neighborhoods. This stately property greets you with a grand two-story foyer, a sweeping staircase, and sophisticated millwork. Hardwood floors, 10-ft ceilings, and refined architectural details flow throughout the main level. The kitchen, anchored by a wood burning fireplace,

  Julie Sirois Berkshire Hathaway NE Prop.

  22 Joshua Dr, West Simsbury, CT 06092
• 

  $400,000

  Sold Jan 13, 2026

  395 Bushy Hill Rd, Simsbury, CT 06070

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1946

  Last Sold Summary

  • 4% Above List Price
  • $270/SF
  • 86 Days On Market

  Current Estimated Value $407,974

  Last Listing Agent Stacey Berkman Berkshire Hathaway NE Prop.

  395 Bushy Hill Rd, Simsbury, CT 06070
• 

  Est $864,839

  Not Listed For Sale

  4 Mclean St, Simsbury, CT 06070

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft
  • Built 2010

  4 Mclean St, Simsbury, CT 06070

  Last Sold Summary

  • 0 Days On Market
• 

  

  /40

  $899,900

  New Construction Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  42 Holcomb St, Simsbury, CT 06070

  Rarely available new construction home at 42 Holcomb St in Simsbury! This stunning 4-bedroom, 2.5-bath residence offers thoughtfully designed living with high-end finishes throughout. The first-floor primary suite features a large walk-in closet and a spacious full bath complete with a dual vanity, a relaxing soaker tub, and a large walk-in tiled shower with custom finishes. Convenient

  Kevin Eagan Berkshire Hathaway NE Prop.

  42 Holcomb St, Simsbury, CT 06070
• 

  $506,000

  Sold Dec 29, 2025

  269 W Mountain Rd, West Simsbury, CT 06092

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • Built 1976

  Last Sold Summary

  • 15% Above List Price
  • $303/SF
  • 14 Days On Market

  Current Estimated Value $498,272

  Last Listing Agent Lisa Ogren Berkshire Hathaway NE Prop.

  269 W Mountain Rd, West Simsbury, CT 06092
• 

  Est $773,978

  Not Listed For Sale

  27 Bantry Rd, Simsbury, CT 06070

  • 3 Beds
  • 2.5 Baths
  • 3,391 Sq Ft
  • Built 2008

  27 Bantry Rd, Simsbury, CT 06070

  Last Sold Summary

  • 2 Days On Market
• 

  

  /31

  $480,000

  Open Sun 12PM - 2PM $39K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,827 Sq Ft

  44 Climax Rd, Simsbury, CT 06070

  The home features 4 bedrooms, 1 office, 2 full baths, along with a partially finished basement. A screened porch offers a relaxing place to enjoy morning coffee, entertaining or camping out in the expansive back yard. Outside, the property feels private and serene, with mature landscaping, garden areas, and charming walkways that enhance the natural setting. 1827 square feet Built in 1952

  Jason Saphire www.HomeZu.com

  44 Climax Rd, Simsbury, CT 06070
• 

  $395,000

  Sold Dec 01, 2025

  1 Riverwalk Dr, Weatogue, CT 06089

  • 2 Beds
  • 2.5 Baths
  • 1,602 Sq Ft
  • Built 1988

  Last Sold Summary

  • 4% Above List Price
  • $247/SF
  • 58 Days On Market

  Current Estimated Value $392,120

  Last Listing Agent Margo Ross William Raveis Real Estate

  1 Riverwalk Dr, Weatogue, CT 06089
• 

  Est $735,642

  Not Listed For Sale

  6 Erins Way, Simsbury, CT 06070

  • 3 Beds
  • 4 Baths
  • 3,016 Sq Ft
  • Built 2008

  6 Erins Way, Simsbury, CT 06070

  Last Sold Summary

  • 80 Days On Market
• 

  

  /40

  $749,000

  • 5 Beds
  • 4 Baths
  • 5,023 Sq Ft

  10 Hampshire Ln, Simsbury, CT 06070

  LEGAL ADU (Apartment) with Private entrance and oversized garage! Great for in-law, au-pair, grown family members or rental! Stunning 5000+ sq ft colonial with CITY WATER, CITY SEWER, located near the END OF THE CUL DE SAC, offering exceptional space, flexibility, and a main level, 1000 sq foot apartment ($2500-3000/mo. rental). This well-maintained home features 5 bedrooms, 4 full baths, two

  Susan Ollestad Coldwell Banker Realty

  10 Hampshire Ln, Simsbury, CT 06070
• 

  $455,000

  Sold Aug 18, 2025

  10 Andrew Dr, Weatogue, CT 06089

  • 4 Beds
  • 2.5 Baths
  • 2,012 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $226/SF
  • 11 Days On Market

  Current Estimated Value $471,616

  Last Listing Agent David Aurigemma Regency Real Estate, LLC

  10 Andrew Dr, Weatogue, CT 06089
• 

  Est $278,997

  Not Listed For Sale

  6 Gillette Ct Unit D, Simsbury, CT 06070

  • 2 Beds
  • 1.5 Baths
  • 1,172 Sq Ft
  • Built 1980

  6 Gillette Ct Unit D, Simsbury, CT 06070

  Last Sold Summary

  • 47 Days On Market
• 

  

  /40

  $649,900

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,157 Sq Ft

  5 Lawton Dr, Simsbury, CT 06070

  Spacious and beautifully updated Cape-style home in a desirable Simsbury neighborhood offering exceptional living space and modern amenities. The main level features a large formal living room with fireplace, formal dining room, oversized family room with wood stove and access to a large deck overlooking the backyard, an updated kitchen with granite countertops and stainless steel appliances, a

  Kevin Eagan Berkshire Hathaway NE Prop.

  5 Lawton Dr, Simsbury, CT 06070
• 

  $760,000

  Sold Jul 16, 2025

  17 Merrywood, Simsbury, CT 06070

  • 3 Beds
  • 2.5 Baths
  • 3,306 Sq Ft
  • Built 1976

  Last Sold Summary

  • 27% Above List Price
  • $230/SF
  • 8 Days On Market

  Current Estimated Value $774,332

  Last Listing Agent Kris Robinson Eagle Eye Realty PLLC

  17 Merrywood, Simsbury, CT 06070
• 

  Est $263,604

  Not Listed For Sale

  1 Gillette Ct Unit C, Simsbury, CT 06070

  • 2 Beds
  • 1.5 Baths
  • 1,102 Sq Ft
  • Built 1973

  1 Gillette Ct Unit C, Simsbury, CT 06070

  Last Sold Summary

  • 12 Days On Market
• 

  

  /40

  $719,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,788 Sq Ft

  13 Cedar Hill Rd, West Simsbury, CT 06092

  Stunning 4 bedroom Colonial with exceptional curb appeal, set on a lush .92-acre lot in a highly sought after Simsbury neighborhood! A circular driveway welcomes you to this beautifully maintained home with a freshly painted foyer, spacious dining room with built-ins and wood floors, & a front-to-back living room featuring a fireplace, built-ins, crown molding, and hardwood flooring. The large

  Nancy Reardon Berkshire Hathaway NE Prop.

  13 Cedar Hill Rd, West Simsbury, CT 06092
• 

  $620,000

  Sold May 22, 2026

  3 Lenora Dr, West Simsbury, CT 06092

  • 4 Beds
  • 2.5 Baths
  • 2,252 Sq Ft
  • Built 1970

  Last Sold Summary

  • 29% Above List Price
  • $275/SF
  • 1 Day On Market

  Current Estimated Value $491,990

  Last Listing Agent Geena Becker William Raveis Real Estate

  3 Lenora Dr, West Simsbury, CT 06092
• 

  Est $254,330

  Not Listed For Sale

  4 Gillette Ct Unit C, Simsbury, CT 06070

  • 2 Beds
  • 1 Bath
  • 1,352 Sq Ft
  • Built 1973

  4 Gillette Ct Unit C, Simsbury, CT 06070

  Last Sold Summary

  • 6 Days On Market
• 

  

  /20

  $624,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  69 Cambridge Ct, Simsbury, CT 06070

  Welcome to Copper Hill Estates, one of Simsbury's most sought-after new construction communities. Built by Silvin Homes and ideally located in one of Connecticut's most desirable towns, this community features an award-winning school system and New England charm. This move-in-ready Cape features 1,740 square feet of beautifully designed living space with an open-concept layout ideal for everyday

  Jenna Talbot RE/MAX One

  69 Cambridge Ct, Simsbury, CT 06070
• 

  $625,000

  Sold Apr 30, 2026

  89 Hop Brook Rd, Simsbury, CT 06070

  • 4 Beds
  • 3 Baths
  • 2,842 Sq Ft
  • Built 1955

  Last Sold Summary

  • 9% Above List Price
  • $220/SF
  • 32 Days On Market

  Current Estimated Value $572,560

  Last Listing Agent Greg Frey RE/MAX Prime Realty

  89 Hop Brook Rd, Simsbury, CT 06070
• 

  Est $299,830

  Not Listed For Sale

  4 Gillette Ct Unit A, Simsbury, CT 06070

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft
  • Built 1973

  4 Gillette Ct Unit A, Simsbury, CT 06070

  Last Sold Summary

  • 2 Days On Market
• 

  

  /40

  $285,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,069 Sq Ft

  128 Terrys Plain Rd, Simsbury, CT 06070

  Welcome to this classic 4-bed, 2.5-bath Colonial on a beautifully lot in Simsbury, CT. Brimming with potential, this spacious home just needs your love and inspiration to become an absolute masterpiece. The main level features an exceptionally large living room with hardwood floors, a cozy fireplace, and a bright bay window. The adjacent formal dining room also boasts hardwoods, flowing into a

  Michael Price KW Legacy Partners

  128 Terrys Plain Rd, Simsbury, CT 06070
• 

  $380,000

  Sold Oct 03, 2025

  33 Deer Park Rd, Weatogue, CT 06089

  • 4 Beds
  • 3 Baths
  • 1,904 Sq Ft
  • Built 1963

  Last Sold Summary

  • $200/SF
  • 49 Days On Market

  Current Estimated Value $392,124

  Last Listing Agent Stephanie Liriano Redfin Corporation

  33 Deer Park Rd, Weatogue, CT 06089
• 

  Est $265,481

  Not Listed For Sale

  12 Wiggins Farm Dr Unit D, Simsbury, CT 06070

  • 2 Beds
  • 2 Baths
  • 1,202 Sq Ft
  • Built 1983

  12 Wiggins Farm Dr Unit D, Simsbury, CT 06070

  Last Sold Summary

  • 22 Days On Market
• 

  

  /40

  $649,900

  • 4 Beds
  • 3.5 Baths
  • 3,550 Sq Ft

  20 Saxton Brook Dr, Simsbury, CT 06070

  Lovingly cared for colonial home nestled at the end of a cul de sac features a freshly painted exterior, 4 bedrooms, 3.5 baths, an attached 2 car garage and hardwood floors! A charming, covered porch, complete with a porch swing, welcomes you as you step up to the front door. Inside, you will find freshly painted rooms, newly refinished wood floors on the first floor and brand-new flooring in the

  Deborah McCracken Century 21 AllPoints Realty

  20 Saxton Brook Dr, Simsbury, CT 06070
• 

  $680,000

  Sold May 27, 2026

  64 Pine Glen Rd, Simsbury, CT 06070

  • 4 Beds
  • 2.5 Baths
  • 2,750 Sq Ft
  • Built 1972

  Last Sold Summary

  • 15% Above List Price
  • $247/SF
  • 2 Days On Market

  Current Estimated Value $593,042

  Last Listing Agent Lisa Sweeney William Raveis Real Estate

  64 Pine Glen Rd, Simsbury, CT 06070
• 

  Est $291,759

  Not Listed For Sale

  17 Wiggins Farm Dr Unit A, Simsbury, CT 06070

  • 2 Beds
  • 4 Baths
  • 1,963 Sq Ft
  • Built 1983

  17 Wiggins Farm Dr Unit A, Simsbury, CT 06070

  Last Sold Summary

  • 14 Days On Market
• 

  

  /36

  $750,000

  • 2 Beds
  • 2.5 Baths
  • 2,729 Sq Ft

  14 Billingsgate Dr, Simsbury, CT 06070

  Welcome to Billingsgate, Simsbury's distinguished 55+ community where tranquility and turnkey luxury converge. This elegant townhome enchants with its sunny front porch overlooking the fountain and gazebo. Inside, the residence has been elevated with extensive premium upgrades. The front formal living room is now a captivating, sophisticated den. A cozy sanctuary designed to unwind and lose

  Diane Barry William Pitt Sotheby's Int'l

  14 Billingsgate Dr, Simsbury, CT 06070
• 

  $455,000

  Sold Jul 23, 2025

  41 Stratton Forest Way, Simsbury, CT 06070

  • 3 Beds
  • 2.5 Baths
  • 1,783 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $255/SF
  • 27 Days On Market

  Current Estimated Value $463,728

  Last Listing Agent Tara Rahmy Century 21 AllPoints Realty

  41 Stratton Forest Way, Simsbury, CT 06070

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