New Fairfield, CT Homes

• 

  $615,000 Sold Apr 03, 2026

  21 Donna Dr, New Fairfield, CT 06812

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1966

  Last Sold Summary

  • 1% Above List Price
  • $293/SF
  • 75 Days On Market

  Current Estimated Value $592,720

  Last Listing Agent Michael Coschigano Michael Coschigano (Broker)

  21 Donna Dr, New Fairfield, CT 06812
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• 

  Est $756,267 Not Listed For Sale

  12 Woods Way, New Fairfield, CT 06812

  • 4 Beds
  • 3 Baths
  • 2,921 Sq Ft
  • Built 1981

  12 Woods Way, New Fairfield, CT 06812

  Last Sold Summary

  • 18% Above List Price
  • $219/SF
  • 3 Days On Market

  • Last Sold Price $641,000
  • Oct 10, 2023

  Last Listing Agent Alan O'Doherty William Pitt
• 

  

  

  /33

  $549,900

  • 1 Bed
  • 1 Bath
  • 844 Sq Ft

  23 Ball Pond Rd E, New Fairfield, CT 06812

  Set directly on the shores of Ball Pond with its own private dock, 23 Ball Pond Road East offers a rare opportunity for true waterfront living in one of New Fairfield's most desirable lake communities. Perfectly positioned on the peaceful east side of the pond, this thoughtfully designed one-bedroom, one-bath home delivers a seamless blend of comfort, privacy, and natural beauty. The outdoor

  

  Javyn Roundtree

  Roundtree Realty LLC

  (203) 463-5140

  23 Ball Pond Rd E, New Fairfield, CT 06812
• 

  $1,215,000 Sold Jul 28, 2025

  3 Shortwoods Rd, New Fairfield, CT 06812

  • 4 Beds
  • 2.5 Baths
  • 4,300 Sq Ft
  • Built 2025

  Last Sold Summary

  • 3% Below List Price
  • $283/SF
  • 88 Days On Market

  Current Estimated Value $1,259,249

  Last Listing Agent Cory Neumann Houlihan Lawrence

  3 Shortwoods Rd, New Fairfield, CT 06812
• 

  Est $761,636 Not Listed For Sale

  2 Woods Way, New Fairfield, CT 06812

  • 4 Beds
  • 2.5 Baths
  • 2,703 Sq Ft
  • Built 1978

  2 Woods Way, New Fairfield, CT 06812

  Last Sold Summary

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

  • Last Sold Price $730,000
  • Dec 20, 2023

  Last Listing Agent Cory Neumann Houlihan Lawrence
• 

  

  /39

  $825,000

  • 3 Beds
  • 1.5 Baths
  • 3,265 Sq Ft

  14 Laurelwood Dr, New Fairfield, CT 06812

  Nestled on 2.06 acres of total privacy, this exceptional 2018-built home at 14 Laurelwood Drive offers the perfect blend of modern design, custom craftsmanship, and serene surroundings. Thoughtfully designed with an open floor plan and an outstanding layout, this home is ideal for both everyday living and entertaining. Enjoy the outdoors from multiple inviting spaces, including a charming front

  Cory Neumann Houlihan Lawrence

  14 Laurelwood Dr, New Fairfield, CT 06812
• 

  $640,000 Sold Aug 22, 2025

  5 Blackthorn Dr, New Fairfield, CT 06812

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft
  • Built 1965

  Last Sold Summary

  • 19% Above List Price
  • $441/SF
  • 20 Days On Market

  Current Estimated Value $649,995

  Last Listing Agent Shola Nagy Coldwell Banker Realty

  5 Blackthorn Dr, New Fairfield, CT 06812
• 

  Est $1,557,883 Not Listed For Sale

  3 Woods Rd, New Fairfield, CT 06812

  • 3 Beds
  • 3.5 Baths
  • 2,523 Sq Ft
  • Built 2023

  3 Woods Rd, New Fairfield, CT 06812

  Last Sold Summary

  • $620/SF
  • 39 Days On Market

  • Last Sold Price $1,565,000
  • Jul 20, 2023

  Last Listing Agent Ellen Cavallo-Buccitti Independent Realty Group
• 

  

  /3

  $989,500 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,940 Sq Ft

  66 Connecticut 37, New Fairfield, CT 06812

  Welcome to this stunning new construction Colonial-style home, perfectly blending modern convenience with timeless charm. Situated on over an acre of land, this property has the space and flexibility you've been searching for. Step into an open-concept main level designed for effortless living and entertaining (9ft ceilings). The kitchen, with a walk-in pantry, dining area, and great room

  Matt Rose Keller Williams Realty

  66 Connecticut 37, New Fairfield, CT 06812
• 

  $875,000 Sold Feb 25, 2026

  3 Alexandra Dr, New Fairfield, CT 06812

  • 3 Beds
  • 2.5 Baths
  • 2,704 Sq Ft
  • Built 2006

  Last Sold Summary

  • 12% Below List Price
  • $324/SF
  • 111 Days On Market

  Current Estimated Value $878,852

  Last Listing Agent Cory Neumann Houlihan Lawrence

  3 Alexandra Dr, New Fairfield, CT 06812
• 

  Est $1,124,256 Not Listed For Sale

  31 Woodridge Ln, New Fairfield, CT 06812

  • 5 Beds
  • 3.5 Baths
  • 5,168 Sq Ft
  • Built 1994

  31 Woodridge Ln, New Fairfield, CT 06812

  Last Sold Summary

  • 8% Above List Price
  • $201/SF
  • 40 Days On Market

  • Last Sold Price $1,040,000
  • Aug 22, 2023

  Last Listing Agent Amy Mosley Elevated Life Realty LLC
• 

  

  /38

  $784,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,812 Sq Ft

  5 Autumn Ridge Rd, New Fairfield, CT 06812

  Fabulous opportunity to live in one of New Fairfield's premier neighborhoods in this beautifully updated and maintained four bedroom, three full and one half bath colonial sited on two private acres. Enter the inviting foyer flanked by French doors to the dining room and living room areas, both flooded with light from large bay windows. The eat-in kitchen has been thoughtfully redesigned with

  Beverly Fairchild Coldwell Banker Realty

  5 Autumn Ridge Rd, New Fairfield, CT 06812
• 

  $490,000 Sold Dec 05, 2025

  18F Milltown Rd, New Fairfield, CT 06812

  • 2 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • Built 1957

  Last Sold Summary

  • 2% Below List Price
  • $285/SF
  • 21 Days On Market

  Current Estimated Value $491,419

  Last Listing Agent Michele Isenberg Coldwell Banker Realty

  18F Milltown Rd, New Fairfield, CT 06812
• 

  Est $833,469 Not Listed For Sale

  20 Woodridge Ln, New Fairfield, CT 06812

  • 4 Beds
  • 3 Baths
  • 3,064 Sq Ft
  • Built 1993

  20 Woodridge Ln, New Fairfield, CT 06812

  Last Sold Summary

  • 22% Above List Price
  • $224/SF
  • 35 Days On Market

  • Last Sold Price $685,000
  • Apr 26, 2023

  Last Listing Agent Anne Massoud William Raveis Real Estate
• 

  

  /40

  $799,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,480 Sq Ft

  1 Whipstick Rd, New Fairfield, CT 06812

  Meticulously maintained 3-bedroom, 2 1/2-bath home offering exceptional indoor and outdoor living. Set on two level acres on a private corner lot in a cul-de-sac, this property offers a peaceful sense of seclusion along with numerous updates throughout the home. Hardwood floors run throughout most of the home, complemented by central air conditioning for year-round comfort. The inviting living

  Liz Pepin Luks Realty

  1 Whipstick Rd, New Fairfield, CT 06812
• 

  $362,000 Sold Oct 16, 2025

  34 Possum Dr, New Fairfield, CT 06812

  • 3 Beds
  • 2 Baths
  • 1,276 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $284/SF
  • 29 Days On Market

  Current Estimated Value $390,469

  Last Listing Agent Chris LaCava Coldwell Banker Realty

  34 Possum Dr, New Fairfield, CT 06812
• 

  Est $1,061,701 Not Listed For Sale

  12 Woodridge Ln, New Fairfield, CT 06812

  • 4 Beds
  • 2.5 Baths
  • 4,780 Sq Ft
  • Built 1992

  12 Woodridge Ln, New Fairfield, CT 06812

  Last Sold Summary

  • 5% Above List Price
  • $211/SF
  • 70 Days On Market

  • Last Sold Price $1,010,000
  • May 10, 2024

  Last Listing Agent Cory Neumann Houlihan Lawrence
• 

  

  /11

  $999,500 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,950 Sq Ft

  70 Connecticut 37 Unit lot 1, New Fairfield, CT 06812

  Welcome to this stunning new construction Colonial-style home, perfectly blending modern convenience with timeless charm. Situated on an acre of land, this property has the space and flexibility you've been searching for. Step into an open-concept main level designed for effortless living and entertaining (9ft ceilings). The kitchen, with a walk-in pantry, dining area, and great room featuring a

  Matt Rose Keller Williams Realty

  70 Connecticut 37 Unit lot 1, New Fairfield, CT 06812
• 

  $250,000 Sold Sep 02, 2025

  41 Possum Dr, New Fairfield, CT 06812

  • Land
  • 21,780 Sq Ft
  • $500,000 per Acre

  Last Sold Summary

  • 25% Above List Price
  • 34 Days On Market

  Current Estimated Value $261,414

  Last Listing Agent Matt Rose Keller Williams Realty

  41 Possum Dr, New Fairfield, CT 06812
• 

  Est $597,885 Not Listed For Sale

  22 Wood Creek Rd, New Fairfield, CT 06812

  • 3 Beds
  • 3 Baths
  • 2,811 Sq Ft
  • Built 1972

  22 Wood Creek Rd, New Fairfield, CT 06812

  Last Sold Summary

  • 13% Above List Price
  • $189/SF
  • 17 Days On Market

  • Last Sold Price $530,000
  • Dec 21, 2023

  Last Listing Agent Svetlana Mastrogiannis William Raveis Real Estate
• 

  

  /40

  $1,195,000

  • 4 Beds
  • 2.5 Baths
  • 4,016 Sq Ft

  6 Shepards Way, New Fairfield, CT 06812

  Welcome to this beautifully renovated 4-bedroom, 2.5-bath Colonial nestled in a highly desirable subdivision, where timeless design meets modern luxury. Step inside to a dramatic two-story foyer that sets the tone for the rest of the home. The main level features newer hardwood flooring and an open, flowing floor plan ideal for both everyday living & entertaining. At the heart of the home is a

  Cory Neumann Houlihan Lawrence

  6 Shepards Way, New Fairfield, CT 06812
• 

  $610,000 Sold Mar 17, 2026

  8 Fulton Dr, New Fairfield, CT 06812

  • 3 Beds
  • 3 Baths
  • 2,156 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Above List Price
  • $283/SF
  • 32 Days On Market

  Current Estimated Value $573,325

  Last Listing Agent Michael Puff RE/MAX Town & Country

  8 Fulton Dr, New Fairfield, CT 06812
• 

  Est $486,942 Not Listed For Sale

  2 Wood Creek Rd, New Fairfield, CT 06812

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1850

  2 Wood Creek Rd, New Fairfield, CT 06812

  Last Sold Summary

  • 71% Above List Price
  • $186/SF
  • 9 Days On Market

  • Last Sold Price $285,000
  • Jun 07, 2024

  Last Listing Agent Cory Neumann Houlihan Lawrence
• 

  

  /40

  $765,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 3,230 Sq Ft

  18 Fleetwood Dr, New Fairfield, CT 06812

  This beautifully expanded raised ranch blends modern upgrades with thoughtful design, offering 4 spacious bedrooms and 2.5 baths. The updated kitchen features a gas stove, stainless-lined cabinetry, and flows seamlessly into a sun-filled living area with vaulted ceilings and skylights, creating an open, airy feel buyers love. The home is equipped for comfort and efficiency with central A/C (4"

  Debbie Blum William Raveis Real Estate

  18 Fleetwood Dr, New Fairfield, CT 06812
• 

  $450,000 Sold Apr 22, 2026

  37 Fulton Dr, New Fairfield, CT 06812

  • 3 Beds
  • 4 Baths
  • 3,226 Sq Ft
  • Built 1969

  Last Sold Summary

  • 1% Below List Price
  • $139/SF
  • 16 Days On Market

  Current Estimated Value $457,461

  Last Listing Agent Alex King Lock and Key Realty, Inc

  37 Fulton Dr, New Fairfield, CT 06812
• 

  Est $599,729 Not Listed For Sale

  10 Windward Dr, New Fairfield, CT 06812

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft
  • Built 1979

  10 Windward Dr, New Fairfield, CT 06812

  Last Sold Summary

  • 6% Above List Price
  • $300/SF
  • 61 Days On Market

  • Last Sold Price $565,500
  • Apr 15, 2025

  Last Listing Agent Marian Van Egas Berkshire Hathaway Home Services
• 

  

  /33

  $689,900

  • 4 Beds
  • 2 Baths
  • 2,838 Sq Ft

  363 Connecticut 37, New Fairfield, CT 06812

  Some homes are built. This one was crafted. Hand-laid fieldstone construction, old-world masonry, and timeless character define this casual, livable Post-War/Mid-Century Traditional - a home the land itself seems to have produced. Straddling New Fairfield and Sherman, this 4-bedroom, 2-bath retreat sits on 2.24 private acres with over 2,800 square feet of comfortable living space. Two fieldstone

  Todd Sargent Coldwell Banker Realty

  363 Connecticut 37, New Fairfield, CT 06812
• 

  $610,000 Sold May 29, 2025

  17 Sherry Ln, New Fairfield, CT 06812

  • 3 Beds
  • 2.5 Baths
  • 1,236 Sq Ft
  • Built 1971

  Last Sold Summary

  • 17% Above List Price
  • $494/SF
  • 56 Days On Market

  Current Estimated Value $623,141

  Last Listing Agent Ermelinda Mclaughlin eXp Realty

  17 Sherry Ln, New Fairfield, CT 06812
• 

  Est $598,452 Not Listed For Sale

  25 Williams Rd, New Fairfield, CT 06812

  • 3 Beds
  • 2.5 Baths
  • 1,650 Sq Ft
  • Built 1962

  25 Williams Rd, New Fairfield, CT 06812

  Last Sold Summary

  • 1% Above List Price
  • $358/SF
  • 58 Days On Market

  • Last Sold Price $591,000
  • Apr 02, 2025

  Last Listing Agent Nick Biasetti Coldwell Banker Realty
• 

  

  /38

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,026 Sq Ft

  4 Red Fox Ct, New Fairfield, CT 06812

  Deceptively expansive from the road, this exceptional custom Craftsman home offers a sophisticated blend of timeless design and modern comfort, ideally located just moments from town. Featuring 4 bedrooms (one currently used as an office) and 3.5 baths, the home is highlighted by a luxurious main-level primary suite, thoughtfully designed for privacy and ease. Sun-drenched living spaces flow

  Trish McFadden Houlihan Lawrence

  4 Red Fox Ct, New Fairfield, CT 06812
• 

  $715,000 Sold May 14, 2025

  213 Ball Pond Rd, New Fairfield, CT 06812

  • 5 Beds
  • 4 Baths
  • 3,037 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Below List Price
  • $235/SF
  • 94 Days On Market

  Current Estimated Value $768,820

  Last Listing Agent Stephanie Heering Houlihan Lawrence

  213 Ball Pond Rd, New Fairfield, CT 06812
• 

  Est $467,567 Not Listed For Sale

  12 Westview Trail, New Fairfield, CT 06812

  • 3 Beds
  • 1.5 Baths
  • 1,668 Sq Ft
  • Built 1974

  12 Westview Trail, New Fairfield, CT 06812

  Last Sold Summary

  • 13% Above List Price
  • $249/SF
  • 46 Days On Market

  • Last Sold Price $415,000
  • Jun 22, 2023

  Last Listing Agent April Furey Keller Williams Realty Prtnrs.
• 

  

  /36

  $739,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft

  16 Timber Springs Rd, New Fairfield, CT 06812

  Welcome to 16 Timber Springs Road in one of New Fairfield premier locations. This beautiful Novella built Colonial has been well loved and updated throughout the years. Enter the inviting foyer flanked by French doors to both the formal dining room and living room with fireplace. The heart-of-the-home is the inviting eat-in kitchen with ample cabinetry, granite counters, pantry, and a bright and

  Robert Neumann Houlihan Lawrence

  16 Timber Springs Rd, New Fairfield, CT 06812
• 

  $600,000 Sold Nov 06, 2025

  159 State Route 37, New Fairfield, CT 06812

  • 4 Beds
  • 2.5 Baths
  • 2,208 Sq Ft
  • Built 1977

  Last Sold Summary

  • $272/SF
  • 72 Days On Market

  Current Estimated Value $626,642

  Last Listing Agent Jean Flynn Luks Realty

  159 State Route 37, New Fairfield, CT 06812
• 

  Est $807,102 Not Listed For Sale

  12 W Ridge Rd, New Fairfield, CT 06812

  • 4 Beds
  • 2.5 Baths
  • 3,052 Sq Ft
  • Built 1978

  12 W Ridge Rd, New Fairfield, CT 06812

  Last Sold Summary

  • 8% Above List Price
  • $246/SF
  • 140 Days On Market

  • Last Sold Price $750,000
  • Feb 19, 2025

  Last Listing Agent Cory Neumann Houlihan Lawrence
• 

  

  /32

  $799,500

  • 3 Beds
  • 2.5 Baths
  • 1,933 Sq Ft

  4 Candlewood Rd, New Fairfield, CT 06812

  Welcome to the sought-after Hollywyle Lake community in New Fairfield-where lifestyle, comfort, and natural beauty come together seamlessly. This beautifully remodeled 3-bedroom, 2.5-bath home offers a bright and airy open-concept layout, perfect for both everyday living and entertaining. The main level features a spacious primary suite complete with a large walk-in closet and a stunning tiled

  Matt Rose Keller Williams Realty

  4 Candlewood Rd, New Fairfield, CT 06812
• 

  $275,000 Sold Dec 05, 2025

  35 Candle Hill Rd, New Fairfield, CT 06812

  • 1 Bed
  • 1 Bath
  • 528 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Below List Price
  • $521/SF
  • 40 Days On Market

  Current Estimated Value $276,741

  Last Listing Agent Shaylene Neumann Houlihan Lawrence

  35 Candle Hill Rd, New Fairfield, CT 06812
• 

  Est $920,537 Not Listed For Sale

  20 Weldon Woods Rd, New Fairfield, CT 06812

  • 4 Beds
  • 3.5 Baths
  • 5,264 Sq Ft
  • Built 1985

  20 Weldon Woods Rd, New Fairfield, CT 06812

  Last Sold Summary

  • 15% Above List Price
  • $152/SF
  • 21 Days On Market

  • Last Sold Price $800,000
  • Oct 11, 2023

  Last Listing Agent Melissa Luks Fidanza Luks Realty
• 

  

  /40

  $789,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 4,360 Sq Ft

  4 Autumn Ridge Rd, New Fairfield, CT 06812

  Welcome to 4 Autumn Ridge Road, a beautifully maintained ranch-style home set on over two acres of peaceful, landscaped property in New Fairfield, Connecticut. This spacious residence offers an expansive thoughtfully designed living space with three bedrooms and three and a half bathrooms. The open floor plan creates a seamless flow between the living, dining, and kitchen areas, making it ideal

  Michele Isenberg Coldwell Banker Realty

  4 Autumn Ridge Rd, New Fairfield, CT 06812
• 

  $775,000 Sold Nov 03, 2025

  2A Alpine Rd, New Fairfield, CT 06812

  • 4 Beds
  • 2.5 Baths
  • 3,376 Sq Ft
  • Built 1990

  Last Sold Summary

  • 7% Below List Price
  • $230/SF
  • 30 Days On Market

  Current Estimated Value $839,913

  Last Listing Agent Daniel McDermott Coldwell Banker Realty

  2A Alpine Rd, New Fairfield, CT 06812

Showing Results 41 - 80, Page 2 of 18