2,161

Sherman, CT Homes

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  • 2 Oak Dr, Sherman, CT 06784

    $550,000

    Sold Sep 05, 2025

    2 Oak Dr, Sherman, CT 06784

    • 4 Beds
    • 2 Baths
    • 2,239 Sq Ft
    • Built 1950

    Last Sold Summary

    • 21% Below List Price
    • $246/SF
    • 175 Days On Market

    Current Estimated Value $546,365

    Last Listing Agent Gary Crawford RE/MAX RISE

    2 Oak Dr, Sherman, CT 06784
    • 9 Meadow Ln, Sherman, CT 06784

      Est $587,837

      Not Listed For Sale

      9 Meadow Ln, Sherman, CT 06784

      • 4 Beds
      • 3.5 Baths
      • 2,200 Sq Ft
      • Built 1969
      9 Meadow Ln, Sherman, CT 06784

      Last Sold Summary

      • 61 Days On Market

  • 9 Route 37 Center, Sherman, CT 06784
    9 Route 37 Center, Sherman, CT 06784
    9 Route 37 Center, Sherman, CT 06784
    /38

    $495,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    9 Route 37 Center, Sherman, CT 06784

    Discover the perfect blend of timeless charm and modern sophistication in the heart of Sherman, CT. This beautifully remodeled 2-bed, 2-bath cottage offers an idyllic lifestyle, situated just minutes from the town beach on Candlewood Lake. This home's classic exterior curb appeal sets a welcoming tone for a residence brimming with character. Inside, exquisite period details have been restored to

    Alan O'Doherty William Pitt Sotheby's Int'l

    9 Route 37 Center, Sherman, CT 06784
  • 105 Route 39 N, Sherman, CT 06784

    $1,575,000

    Sold Apr 17, 2026

    105 Route 39 N, Sherman, CT 06784

    • 3 Beds
    • 5 Baths
    • 3,765 Sq Ft
    • Built 2013

    Last Sold Summary

    • 7% Below List Price
    • $418/SF
    • 44 Days On Market

    Current Estimated Value $1,605,958

    Last Listing Agent Irit Granger William Pitt Sotheby's Int'l

    105 Route 39 N, Sherman, CT 06784
  • 21 Holiday Point Rd, Sherman, CT 06784
    21 Holiday Point Rd, Sherman, CT 06784
    21 Holiday Point Rd, Sherman, CT 06784
    /40

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,854 Sq Ft

    21 Holiday Point Rd, Sherman, CT 06784

    Contemporary home in Atchison Cove lake community w/ clubhouse & deeded beach rights perfect for family living and entertaining. This unique residence offers the perfect mix of social hub and private sanctuary for year-round living or weekend escapes, located in Southern Sherman just 60 miles from NYC. The home is anchored by a large kitchen equipped w/ granite countertops, all new appliances,

    Donna Kennedy Compass Connecticut, LLC

    21 Holiday Point Rd, Sherman, CT 06784
  • 1 Kaylyn Ln, Sherman, CT 06784

    $575,000

    Sold Dec 03, 2025

    1 Kaylyn Ln, Sherman, CT 06784

    • 2 Beds
    • 2 Baths
    • 3,203 Sq Ft
    • Built 1985

    Last Sold Summary

    • $180/SF
    • 135 Days On Market

    Current Estimated Value $616,400

    Last Listing Agent PETER TESTA Kiwi Homes

    1 Kaylyn Ln, Sherman, CT 06784
  • 0 Rte 39 South State Route, Sherman, CT 06784
    0 Rte 39 South State Route, Sherman, CT 06784
    0 Rte 39 South State Route, Sherman, CT 06784
    /10

    $850,000

    • Land
    • 24 Acres
    • $35,417 per Acre

    0 Rte 39 South State Route, Sherman, CT 06784

    Discover an exceptional opportunity to own a substantial 24+ acre parcel that presents a multitude of possibilities. This expansive open lot boasts superb road frontage (approx 1,650 ft) and western, sunset views. It offers a welcoming gateway to potential development and the chance to craft a legacy property or a community of homes, subject to subdivision approvals. Situated in a prime location,

    Alan O'Doherty William Pitt Sotheby's Int'l

    0 Rte 39 South State Route, Sherman, CT 06784
  • Unlisted Address

    $2,225,000

    Sold Sep 16, 2025

    Unlisted Address

    • 6 Beds
    • 3.5 Baths
    • 5,990 Sq Ft
    • Built 2021

    Last Sold Summary

    • 11% Below List Price
    • $371/SF
    • 185 Days On Market

    Last Listing Agent Richard Pomerantz William Pitt Sotheby's Int'l

    Unlisted Address
    • 5 Short Ln, Sherman, CT 06784

      Est $551,984

      Not Listed For Sale

      5 Short Ln, Sherman, CT 06784

      • 3 Beds
      • 2 Baths
      • 1,592 Sq Ft
      • Built 1900
      5 Short Ln, Sherman, CT 06784

      Last Sold Summary

      • 29 Days On Market

  • 29 Route 37 E, Sherman, CT 06784
    29 Route 37 E, Sherman, CT 06784
    29 Route 37 E, Sherman, CT 06784
    /38

    $2,299,000

    $191K PRICE DROP
    • 10 Beds
    • 7.5 Baths
    • 5,856 Sq Ft

    29 Route 37 E, Sherman, CT 06784

    PRICE REDUCTION ALONG WITH NEW 10 BEDROOM SEPTIC! Exceptional Renovated 7 Bedroom Farmhouse with 3 Bedroom In-Law Apartment. Expansive Living & Unforgettable Views Bordering the 70 Acre Naromi Land Trust. Welcome to this Stunning, Fully Renovated Farmhouse with In-law Apartment, where Timeless Character meets Modern Comfort on a Grand Scale. Offering 10 spacious Bedrooms and 8 Beautifully Updated

    Joseph Perun Perun Properties

    29 Route 37 E, Sherman, CT 06784
  • 8 Chimney Hill Rd, Sherman, CT 06784

    $185,000

    Sold Jun 17, 2026

    8 Chimney Hill Rd, Sherman, CT 06784

    • Land
    • 2.1 Acres
    • $88,095 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 23 Days On Market

    Current Estimated Value $196,000

    Last Listing Agent Donna Kennedy Compass Connecticut, LLC

    8 Chimney Hill Rd, Sherman, CT 06784
  • 2 Pond View Ln, Sherman, CT 06784
    2 Pond View Ln, Sherman, CT 06784
    2 Pond View Ln, Sherman, CT 06784
    /40

    $2,495,000

    • 5 Beds
    • 4.5 Baths
    • 6,368 Sq Ft

    2 Pond View Ln, Sherman, CT 06784

    Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning newer-construction residence offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home

    Joe Chemero Coldwell Banker Realty

    2 Pond View Ln, Sherman, CT 06784
  • 10 Meadow Ln, Sherman, CT 06784

    $475,000

    Sold Sep 15, 2025

    10 Meadow Ln, Sherman, CT 06784

    • 4 Beds
    • 2.5 Baths
    • 1,860 Sq Ft
    • Built 1968

    Last Sold Summary

    • 10% Below List Price
    • $255/SF
    • 134 Days On Market

    Current Estimated Value $484,382

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    10 Meadow Ln, Sherman, CT 06784
  • 8 Taber Lot 1 Rd, Sherman, CT 06784
    8 Taber Lot 1 Rd, Sherman, CT 06784
    8 Taber Lot 1 Rd, Sherman, CT 06784
    /22

    $1,999,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,500 Sq Ft

    8 Taber Lot 1 Rd, Sherman, CT 06784

    Taber Acres 3 lot subdivision is offering the last lot available, and this is the building lot you've been waiting for to build your dream home upon! The 7+ acre lot is mostly flat with a gentle rise, has sandy soil, 400 AMP service installed and is ready to build. With the 400 AMP service this means the lot can accommodate a pool, a 2-bedroom guest house, sport court, and more. The private

    Claudia Jiskra McGrath Realty Inc

    8 Taber Lot 1 Rd, Sherman, CT 06784
  • 49 Quaker Ridge Rd, Sherman, CT 06784

    $480,000

    Sold Jan 20, 2026

    49 Quaker Ridge Rd, Sherman, CT 06784

    • 4 Beds
    • 2 Baths
    • 1,613 Sq Ft
    • Built 1982

    Last Sold Summary

    • 2% Below List Price
    • $298/SF
    • 54 Days On Market

    Current Estimated Value $473,827

    Last Listing Agent Todd Sargent Coldwell Banker Realty

    49 Quaker Ridge Rd, Sherman, CT 06784
  • 6 River Bend Ln, Sherman, CT 06784
    6 River Bend Ln, Sherman, CT 06784
    6 River Bend Ln, Sherman, CT 06784
    /40

    $999,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 3,258 Sq Ft

    6 River Bend Ln, Sherman, CT 06784

    A spacious contemporary located in a resort quality setting. Located above the fairway of the 13th hole of the Club at River Oaks, an 18 hole golf course masterfully designed around the meandering contours of the Housatonic River on beautifully rolling farmland. The home site boasts mountain valley and seasonal river views and is equipped with a heated gunite, infinity edge pool with attached

    Tyler O'Hazo William Pitt Sotheby's Int'l

    6 River Bend Ln, Sherman, CT 06784
  • 5 Stone Wall Ln, Sherman, CT 06784

    $1,900,000

    Sold Jan 09, 2026

    5 Stone Wall Ln, Sherman, CT 06784

    • 4 Beds
    • 4.5 Baths
    • 5,427 Sq Ft
    • Built 2009

    Last Sold Summary

    • 12% Below List Price
    • $350/SF
    • 248 Days On Market

    Current Estimated Value $1,275,582

    Last Listing Agent Trish McFadden Houlihan Lawrence

    5 Stone Wall Ln, Sherman, CT 06784
  • 172 Route 37 S, Sherman, CT 06784
    172 Route 37 S, Sherman, CT 06784
    172 Route 37 S, Sherman, CT 06784
    /34

    $799,000

    • 5 Beds
    • 2.5 Baths
    • 2,522 Sq Ft

    172 Route 37 S, Sherman, CT 06784

    Welcome to this sprawling 5 bedroom Antique Colonial in the beautiful town of Sherman. The property invites you with many gardens, flowers and a serene coy pond. Plenty of parking for year round entertainment. Separate heated and cooled detached garage has been converted to a studio or home office. Can also be converted back to garage if that suits your needs. As you enter the large open foyer,

    Joe Chemero Coldwell Banker Realty

    172 Route 37 S, Sherman, CT 06784
  • 1 Quaker Ridge Rd, Sherman, CT 06784

    $675,000

    Sold Aug 15, 2025

    1 Quaker Ridge Rd, Sherman, CT 06784

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $270/SF
    • 42 Days On Market

    Current Estimated Value $665,496

    Last Listing Agent Shalini Madaras Silver Pine Real Estate

    1 Quaker Ridge Rd, Sherman, CT 06784
    • 1 Circle Dr, Sherman, CT 06784

      Est $478,049

      Not Listed For Sale

      1 Circle Dr, Sherman, CT 06784

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1950
      1 Circle Dr, Sherman, CT 06784

      Last Sold Summary

      • 61 Days On Market

  • 0 Route 39 N Unit 24179102, Sherman, CT 06784
    0 Route 39 N Unit 24179102, Sherman, CT 06784
    0 Route 39 N Unit 24179102, Sherman, CT 06784
    /19

    $119,900

    • Land
    • 5.86 Acres
    • $20,461 per Acre

    0 Route 39 N Unit 24179102, Sherman, CT 06784

    Escape the ordinary and build your dream retreat on this spectacular **5.86-acre canvas** in the quintessential New England town of Sherman. Perfectly positioned to offer the ultimate blend of pristine privacy and elevated living, this rare parcel of land boasts breathtaking, panoramic vistas overlooking the protected lush canopy of The Wimisink Preserve and rolling hills. The expansive acreage

    Gregg Leonard William Raveis Real Estate

    0 Route 39 N Unit 24179102, Sherman, CT 06784
  • 0 Connecticut 37, Sherman, CT 06784

    $270,000

    Sold Jul 18, 2025

    0 Connecticut 37, Sherman, CT 06784

    • Land
    • 20 Acres
    • $13,500 per Acre

    Last Sold Summary

    • 2% Below List Price
    • 140 Days On Market

    Last Listing Agent David Bain Bain Real Estate

    0 Connecticut 37, Sherman, CT 06784
  • 6 Alfredson Ln, Sherman, CT 06784
    6 Alfredson Ln, Sherman, CT 06784
    6 Alfredson Ln, Sherman, CT 06784
    /9

    $199,000

    Under Contract
    • Land
    • 4.88 Acres
    • $40,779 per Acre

    6 Alfredson Ln, Sherman, CT 06784

    Approved Building Lot Near Center of Sherman. Lot #2 in Small Subdivision, Shared Driveway, Potential Views. Almost 5 acres. Septic approval in place for 4-bedroom home.

    Bill Hunniford Coldwell Banker Realty

    6 Alfredson Ln, Sherman, CT 06784
  • 0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784

    $475,000

    Sold Mar 17, 2026

    0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784

    • Land
    • 55.85 Acres
    • $8,505 per Acre

    Last Sold Summary

    • 27% Below List Price
    • 421 Days On Market

    Last Listing Agent Katherine Bennett William Pitt Sotheby's Int'l

    0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784
  • 8 Taber Rd, Sherman, CT 06784
    8 Taber Rd, Sherman, CT 06784
    8 Taber Rd, Sherman, CT 06784
    /25

    $2,250,000

    New Construction
    • 4 Beds
    • 5 Baths
    • 4,900 Sq Ft

    8 Taber Rd, Sherman, CT 06784

    TABER ACRES -This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 7.4 acres means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both full time or weekend! Wetlands in back to remain in conservation,

    Kathleen Harrison Coldwell Banker Realty

    8 Taber Rd, Sherman, CT 06784
  • 16 Coburn Rd E, Sherman, CT 06784

    $720,000

    Sold Jul 17, 2025

    16 Coburn Rd E, Sherman, CT 06784

    • 4 Beds
    • 3 Baths
    • 3,221 Sq Ft
    • Built 1853

    Last Sold Summary

    • 13% Below List Price
    • $224/SF
    • 102 Days On Market

    Last Listing Agent Steve Pener William Pitt Sotheby's Int'l

    16 Coburn Rd E, Sherman, CT 06784
  • 201 Route 37 S, Sherman, CT 06784
    201 Route 37 S, Sherman, CT 06784
    201 Route 37 S, Sherman, CT 06784
    /40

    $1,495,000

    $105K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 4,258 Sq Ft

    201 Route 37 S, Sherman, CT 06784

    Once a beloved gathering place known as The Timber Trails Inn, this storied home now stands as a testament to time, craftsmanship, and quiet beauty. Set upon 1.4 private, level acres, it offers a sanctuary where history whispers through every beam and floorboard, and modern life unfolds in effortless harmony. All just 65 miles from NYC and lower Fairfield County destinations. Step inside, and

    Cory Neumann Houlihan Lawrence

    201 Route 37 S, Sherman, CT 06784
  • 4 Deer Run Trail, Sherman, CT 06784

    $560,000

    Sold Dec 10, 2025

    4 Deer Run Trail, Sherman, CT 06784

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft
    • Built 1968

    Last Sold Summary

    • 14% Below List Price
    • $319/SF
    • 191 Days On Market

    Current Estimated Value $570,328

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    4 Deer Run Trail, Sherman, CT 06784
    • 2 Nutmeg Ln, Sherman, CT 06784

      Est $905,249

      Not Listed For Sale

      2 Nutmeg Ln, Sherman, CT 06784

      • 5 Beds
      • 3.5 Baths
      • 3,113 Sq Ft
      • Built 1982
      2 Nutmeg Ln, Sherman, CT 06784

      Last Sold Summary

      • 170 Days On Market

  • 19 Candleview Dr, Sherman, CT 06784
    19 Candleview Dr, Sherman, CT 06784
    19 Candleview Dr, Sherman, CT 06784
    /38

    $699,900

    • 3 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    19 Candleview Dr, Sherman, CT 06784

    Welcome to Deer Run Shores, one of Candlewood Lake's most sought after lake communities! Situated on just under an acre, this beautifully maintained Colonial offers 3 bedrooms plus a private office that can easily serve as a fourth bedroom, 2.5 bathrooms, and a thoughtfully designed floor plan perfect for everyday living and entertaining. The main level features gleaming hardwood floors, a formal

    Matt Rose Keller Williams Realty

    19 Candleview Dr, Sherman, CT 06784
  • 17 Mauweehoo Hill, Sherman, CT 06784

    $475,000

    Sold Jun 26, 2026

    17 Mauweehoo Hill, Sherman, CT 06784

    • 2 Beds
    • 1 Bath
    • 1,393 Sq Ft
    • Built 1962

    Last Sold Summary

    • 13% Below List Price
    • $341/SF
    • 32 Days On Market

    Current Estimated Value $523,507

    Last Listing Agent Suzann Walsh Walsh Realty Group

    17 Mauweehoo Hill, Sherman, CT 06784

Showing Results 41 - 80, Page 2 of 18

Connecticut Fairfield County Sherman

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