2,144

Sherman, CT Homes

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  • /38

    $3,900,000

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

    6 Hoyt Rd, Sherman, CT 06784

    Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 936-9247

    6 Hoyt Rd, Sherman, CT 06784
  • /32

    $2,950 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,371 Sq Ft
    • House for Rent

    5 Candlewood Lake Dr, Sherman, CT 06784

    Custom ranch home in the private gated community of Candlewood Lake Estates. This Candlewood Lake community is known for its beautiful, rugged and peaceful setting. Enjoy a short walk to one of 4 beautiful beaches. Launch your kayak or fish from the community docks. Summer is just around the corner and the living here will be easy as boat slips are usually available to rent. This home has curb

    John Casey Coldwell Banker Realty

    5 Candlewood Lake Dr, Sherman, CT 06784
  • 1 Cloverleaf Farm S, Sherman, CT 06784

    $1,650,000 Sold Feb 10, 2026

    1 Cloverleaf Farm S, Sherman, CT 06784

    • 4 Beds
    • 4.5 Baths
    • 5,475 Sq Ft
    • Built 1989

    Last Sold Summary

    • 8% Below List Price
    • $301/SF
    • 239 Days On Market

    Current Estimated Value $1,436,521

    Last Listing Agent Alan O'Doherty William Pitt Sotheby's Int'l

    1 Cloverleaf Farm S, Sherman, CT 06784
    • 1 Lakeview Dr, New Fairfield, CT 06812

      Est $217,165 Not Listed For Sale

      1 Lakeview Dr, New Fairfield, CT 06812

      1 Lakeview Dr, New Fairfield, CT 06812

      Last Sold Summary

      • 676% Above List Price
      • 226 Days On Market

      Last Sold Price $28,000

      Last Listing Agent Paul Fadus Paul Fadus Realty,LLC

  • /30

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,540 Sq Ft

    27 Osborn Rd, Sherman, CT 06784

    Sited on 7.7 private acres on a quiet country lane, this impeccable 4 bedroom home has a sought after open floor plan on the first level. The large, eat-in kitchen has a vast granite center island & includes a 6 burner/two oven range w/egress to the outdoor stone terrace. The open flow to the family room and dining room is ideal for today's lifestyle. The family room features built-ins & an

    Sally Slater Douglas Elliman of Connecticut

    27 Osborn Rd, Sherman, CT 06784
  • /40

    $20,000 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,714 Sq Ft
    • House for Rent

    32 Leach Hollow Rd, Sherman, CT 06784

    Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for July and August 2026. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout

    Irit Granger William Pitt Sotheby's Int'l

    32 Leach Hollow Rd, Sherman, CT 06784
  • 40 Wagon Wheel Rd, Sherman, CT 06784

    $69,000 Sold May 23, 2025

    40 Wagon Wheel Rd, Sherman, CT 06784

    • Land
    • 1.44 Acres
    • $47,917 per Acre

    Last Sold Summary

    • 6% Above List Price
    • 6 Days On Market

    Last Listing Agent Besart Dani William Raveis Real Estate

    40 Wagon Wheel Rd, Sherman, CT 06784
    • 5 Crooked Furrows Ln, Sherman, CT 06784

      Not Listed For Sale

      5 Crooked Furrows Ln, Sherman, CT 06784

      5 Crooked Furrows Ln, Sherman, CT 06784

      Last Sold Summary

      • 482 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Pat Catchpole William Raveis Real Estate

  • /38

    $1,295,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,121 Sq Ft

    32 Long River Rd, Sherman, CT 06784

    Welcome home to this exceptionally beautiful modern ranch style property, in a gated community and on one of the areas most elite 18 hole Golf Courses. This sprawling 4 bedroom, 3121 sq. ft. floorplan, on one level and located in the Sherman River Oaks Golf Course, is all you will ever need for family, entertainment and quality living. (whether weekend or year round) Enjoy the beautiful scenery

    Joe Chemero Coldwell Banker Realty

    32 Long River Rd, Sherman, CT 06784
  • /30

    $6,900 total monthly price

    • 2 Beds
    • 3 Baths
    • 1,960 Sq Ft
    • House for Rent

    8 Cedar Point Dr, Sherman, CT 06784

    Stylishly renovated Contemporary Ranch with stunning lake views and direct frontage on Candlewood Lake - available to rent now through May 17, 2026 for $6,900 per month. The beautiful level lot offers a captivating setting and has its own private beach, with easy access to the house and lake from the level driveway. The home's open floor plan - completely renovated in 2020 - offers all main

    Irit Granger William Pitt Sotheby's Int'l

    8 Cedar Point Dr, Sherman, CT 06784
  • 6 Candleview Dr, Sherman, CT 06784

    $584,000 Sold Apr 25, 2025

    6 Candleview Dr, Sherman, CT 06784

    • 3 Beds
    • 2.5 Baths
    • 1,344 Sq Ft
    • Built 1967

    Last Sold Summary

    • $435/SF
    • 31 Days On Market

    Current Estimated Value $575,840

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

    6 Candleview Dr, Sherman, CT 06784
    • 7 River Bend Ln, Sherman, CT 06784

      Est $181,459 Not Listed For Sale

      7 River Bend Ln, Sherman, CT 06784

      • 4 Beds
      • Built 2001
      7 River Bend Ln, Sherman, CT 06784

      Last Sold Summary

      • 7% Above List Price
      • $65/SF
      • 38 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Donna Kennedy Compass Connecticut, LLC

  • /2

    $1,195,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,675 Sq Ft

    60 Long River Rd, Sherman, CT 06784

    River Oaks Golf Course New Construction!! Sherman's best value. New construction 4 bedroom 4.5 bath colonial with open floorplan and 2 primary bedrooms. (main level and upper) Propane heat and Central Air. Composite decking. 9 Ft ceilings on the main level. 3 car attached garage. Hardwood floors throughout. Center island kitchen with large pantry and granite/quartz counters. All bedrooms have

    Joe Chemero Coldwell Banker Realty

    60 Long River Rd, Sherman, CT 06784
  • /16

    $2,100 total monthly price

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • House for Rent

    21 Route 39 S Unit A, Sherman, CT 06784

    One of a kind rental opportunity. Set on 10 magical acres with pond and brook. Private 1 bedroom above garage rental. Open concept with hardwood floors throughout. Center island kitchen opens to living room. Bedroom with built ins, walk in closet and small storage area. Laundry room (washer/dryer not included-front loader needed). Private entrance and mudroom/foyer. Beautiful tiles bathroom.

    Joe Chemero Coldwell Banker Realty

    21 Route 39 S Unit A, Sherman, CT 06784
  • 11 Partridge Trail, Sherman, CT 06784

    $940,000 Sold Apr 15, 2025

    11 Partridge Trail, Sherman, CT 06784

    • 4 Beds
    • 3.5 Baths
    • 3,590 Sq Ft
    • Built 1993

    Last Sold Summary

    • 10% Below List Price
    • $262/SF
    • 148 Days On Market

    Current Estimated Value $874,432

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    11 Partridge Trail, Sherman, CT 06784
    • 32 Big Trail, Sherman, CT 06784

      Est $1,005,341 Not Listed For Sale

      32 Big Trail, Sherman, CT 06784

      • 4 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2019
      32 Big Trail, Sherman, CT 06784

      Last Sold Summary

      • 2% Below List Price
      • $396/SF
      • 44 Days On Market

      Last Sold Price $1,030,000

      Last Listing Agent Jeff Phillips William Pitt

  • /36

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    35 Skyline Dr, Sherman, CT 06784

    It's All About the Views!Fabulous Price Reduction on this one of a kind, custom built contemporary with extraordinary 50 mile views in all directions. Set in the Lake community of Candlewood Lake Estates, this stately Contemporary, set on a private acre plus an additional lot (.82 acs), at the end of a cul-de-sac, is just waiting for your customization. This incredible setting hosts this 3

    Barbara Sivba Coldwell Banker Realty

    35 Skyline Dr, Sherman, CT 06784
  • 1 Mary Bee Ln, Sherman, CT 06784

    $637,000 Sold May 19, 2025

    1 Mary Bee Ln, Sherman, CT 06784

    • 4 Beds
    • 3.5 Baths
    • 3,002 Sq Ft
    • Built 1974

    Last Sold Summary

    • 5% Below List Price
    • $212/SF
    • 196 Days On Market

    Current Estimated Value $653,338

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    1 Mary Bee Ln, Sherman, CT 06784
    • 27 Skyline Dr, Sherman, CT 06784

      Est $834,694 Not Listed For Sale

      27 Skyline Dr, Sherman, CT 06784

      • 2 Beds
      • 2.5 Baths
      • 1,960 Sq Ft
      • Built 2011
      27 Skyline Dr, Sherman, CT 06784

      Last Sold Summary

      • 1% Below List Price
      • $430/SF
      • 84 Days On Market

      Last Sold Price $842,000

      Last Listing Agent Diane Stevens William Pitt

  • /9

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft

    2 Coburn Road W, She Coburn Rd W, Sherman, NY 06784

    Discover the rare opportunity to build your custom modern ranch in the tranquil countryside of Sherman, Connecticut, just minutes from the New York line. Nestled on a private, wooded 1.02-acre lot in the exclusive Timber Trails area, this to-be-built contemporary home blends sleek design with serene living. Built by renowned SHERMAN BUILDING DESIGNS, every element will reflect the latest in

    Chelsea Stinson Coldwell Banker Realty

    2 Coburn Road W, She Coburn Rd W, Sherman, NY 06784
  • Unlisted Address

    $1,350,000 Sold Dec 16, 2025

    Unlisted Address

    • 4 Beds
    • 4 Baths
    • 3,994 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Above List Price
    • $338/SF
    • 51 Days On Market

    Current Estimated Value $1,162,353

    Last Listing Agent Chris Garrity Bain Real Estate

    Unlisted Address
    • 7 Cozier Hill Rd, Sherman, CT 06784

      Est $1,082,280 Not Listed For Sale

      7 Cozier Hill Rd, Sherman, CT 06784

      • 5 Beds
      • 3.5 Baths
      • 3,561 Sq Ft
      • Built 1939
      7 Cozier Hill Rd, Sherman, CT 06784

      Last Sold Summary

      • 4% Below List Price
      • $316/SF
      • 49 Days On Market

      Last Sold Price $1,125,000

      Last Listing Agent Irit Granger William Pitt

  • /40

    $1,695,000 Pending

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

    105 Route 39 N, Sherman, CT 06784

    Beautifully sited on a gentle rise, this striking Contemporary commands sweeping panoramic views of the surrounding landscape. The home overlooks the iconic Happy Acres Farm, permanently preserved by the Town of Sherman, ensuring timeless pastoral vistas. The open floor plan features three bedrooms, including a main-level primary suite, three full and two half baths, a main-level study, and a

    Irit Granger William Pitt Sotheby's Int'l

    105 Route 39 N, Sherman, CT 06784
  • 12 Sunny Ln, Sherman, CT 06784

    $775,000 Sold Nov 25, 2025

    12 Sunny Ln, Sherman, CT 06784

    • 4 Beds
    • 2.5 Baths
    • 3,214 Sq Ft
    • Built 1995

    Last Sold Summary

    • 9% Below List Price
    • $241/SF
    • 56 Days On Market

    Current Estimated Value $785,283

    Last Listing Agent Heidi Mitchell Luks Realty

    12 Sunny Ln, Sherman, CT 06784
    • 19 Wakeman Hill Rd, Sherman, CT 06784

      Est $691,523 Not Listed For Sale

      19 Wakeman Hill Rd, Sherman, CT 06784

      • 3 Beds
      • 3 Baths
      • 2,648 Sq Ft
      • Built 1987
      19 Wakeman Hill Rd, Sherman, CT 06784

      Last Sold Summary

      • 17% Above List Price
      • $224/SF
      • 114 Days On Market

      Last Sold Price $592,000

      Last Listing Agent Irit Granger William Pitt

  • /40

    $999,000

    • 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
  • 172 Route 37 S, Sherman, CT 06784

    $690,000 Sold Nov 13, 2025

    172 Route 37 S, Sherman, CT 06784

    • 5 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • Built 1800

    Last Sold Summary

    • 5% Below List Price
    • $230/SF
    • 135 Days On Market

    Current Estimated Value $686,161

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    172 Route 37 S, Sherman, CT 06784
    • 4 Bridgeworth Ln, Sherman, CT 06784

      Est $663,322 Not Listed For Sale

      4 Bridgeworth Ln, Sherman, CT 06784

      • 3 Beds
      • 3.5 Baths
      • 2,400 Sq Ft
      • Built 1968
      4 Bridgeworth Ln, Sherman, CT 06784

      Last Sold Summary

      • 1% Below List Price
      • $280/SF
      • 47 Days On Market

      Last Sold Price $672,000

      Last Listing Agent Kimberly Thomson Coldwell Banker Realty

  • /39

    $1,849,000

    • 6 Beds
    • 5 Baths
    • 5,500 Sq Ft

    6 Brinsmade Ln, Sherman, CT 06784

    Discover a private country retreat just 90 minutes from New York City in Sherman, CT, set on approximately 10 acres near Candlewood Lake with beach and boat rights. This exceptional estate blends historic New England charm with modern luxury and low taxes. Three residences-the Main House, Carriage House, and Pool House-offer 5,200 sq ft with six bedrooms and five full baths, ideal for

    Ginny Gordon-O’Neill William Raveis Real Estate

    6 Brinsmade Ln, Sherman, CT 06784
  • 24 Quaker Ridge Rd, Sherman, CT 06784

    $715,500 Sold Jun 26, 2025

    24 Quaker Ridge Rd, Sherman, CT 06784

    • 4 Beds
    • 2.5 Baths
    • 2,954 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Above List Price
    • $242/SF
    • 39 Days On Market

    Current Estimated Value $696,633

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

    24 Quaker Ridge Rd, Sherman, CT 06784
    • 9 Meadow Ln, Sherman, CT 06784

      Est $591,857 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

      • 17% Above List Price
      • $231/SF
      • 61 Days On Market

      Last Sold Price $507,750

      Last Listing Agent Arleen Norton Coldwell Banker Realty

  • /9

    $1,100,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    2 Deer Hill Rd, Sherman, CT 06784

    Stunning New Modern Farmhouse in Desirable Deer Hill; A Squantz Pond Community! This beautiful new construction offers approx. 2,900 sq. ft. of modern farmhouse living with 4 bedrooms, 2.5 baths, and an attached 2-car garage. Enjoy private community access to Squantz Pond's beach and boat docks, just steps away! The main level features 9' ceilings and a bright open floor plan perfect for today's

    Cory Neumann Houlihan Lawrence

    2 Deer Hill Rd, Sherman, CT 06784
  • 70 Wakeman Hill Rd, Sherman, CT 06784

    $800,000 Sold Sep 15, 2025

    70 Wakeman Hill Rd, Sherman, CT 06784

    • 4 Beds
    • 2.5 Baths
    • 3,973 Sq Ft
    • Built 1999

    Last Sold Summary

    • 18% Below List Price
    • $201/SF
    • 106 Days On Market

    Current Estimated Value $804,696

    Last Listing Agent Joseph Perun Perun Properties

    70 Wakeman Hill Rd, Sherman, CT 06784
    • 7 Hubbell Mountain Rd, Sherman, CT 06784

      Est $570,793 Not Listed For Sale

      7 Hubbell Mountain Rd, Sherman, CT 06784

      • 2 Beds
      • 2 Baths
      • 1,488 Sq Ft
      • Built 1952
      7 Hubbell Mountain Rd, Sherman, CT 06784

      Last Sold Summary

      • 2% Above List Price
      • $378/SF
      • 106 Days On Market

      Last Sold Price $562,000

      Last Listing Agent Irit Granger William Pitt

  • /36

    $335,850 Under Contract

    • 1 Bed
    • 1 Bath
    • 536 Sq Ft

    3 Gelston Rd, Sherman, CT 06784

    Steeped in history and dripping with cottage charm, the "Maltby Gelston" house is more than just a home-it's a piece of Sherman's history! This residence has worn many hats over its 200 (or so) years: from the homestead of a prominent 19th-century family, to "Brush House", to an early 20th-century harness shop. Today, this iconic "little yellow house" is celebrated as one of the cutest properties

    Larry Corrow Coldwell Banker Realty

    3 Gelston Rd, Sherman, CT 06784
  • 15 Holiday Point Rd, Sherman, CT 06784

    $700,000 Sold Mar 27, 2025

    15 Holiday Point Rd, Sherman, CT 06784

    • 3 Beds
    • 2.5 Baths
    • 1,995 Sq Ft
    • Built 2021

    Last Sold Summary

    • 5% Below List Price
    • $351/SF
    • 206 Days On Market

    Current Estimated Value $700,684

    Last Listing Agent Alan O'Doherty William Pitt Sotheby's Int'l

    15 Holiday Point Rd, Sherman, CT 06784
    • 9 Hillside Dr, Sherman, CT 06784

      Est $357,931 Not Listed For Sale

      9 Hillside Dr, Sherman, CT 06784

      • 1 Bed
      • 1 Bath
      • 336 Sq Ft
      • Built 1955
      9 Hillside Dr, Sherman, CT 06784

      Last Sold Summary

      • 2% Above List Price
      • $1,042/SF
      • 113 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Kathleen Harrison Coldwell Banker Realty

  • /5

    $1,495,000

    • Land
    • 110 Acres
    • $13,591 per Acre

    00 Anderson Rd, Sherman, CT 06784

    Welcome to this extraordinary 110-acre parcel of land, a true gem for those seeking natural beauty and endless possibilities. With its breathtaking views and vast expanse of open land, this property offers the perfect canvas to build your dream home. This remarkable parcel also presents an incredible opportunity for developers wth the potential for an 18-lot subdivision. Imagine creating a

    Carolyn Morrison William Pitt Sotheby's Int'l

    00 Anderson Rd, Sherman, CT 06784
  • 13 Taber Rd, Sherman, CT 06784

    $740,000 Sold Jun 18, 2025

    13 Taber Rd, Sherman, CT 06784

    • 4 Beds
    • 2.5 Baths
    • 1,828 Sq Ft
    • Built 1973

    Last Sold Summary

    • 1% Above List Price
    • $405/SF
    • 56 Days On Market

    Current Estimated Value $717,322

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

    13 Taber Rd, Sherman, CT 06784
    • 32 Hubbell Mountain Rd, Sherman, CT 06784

      Est $822,095 Not Listed For Sale

      32 Hubbell Mountain Rd, Sherman, CT 06784

      • 3 Beds
      • 3.5 Baths
      • 2,824 Sq Ft
      • Built 1975
      32 Hubbell Mountain Rd, Sherman, CT 06784

      Last Sold Summary

      • 3% Below List Price
      • $301/SF
      • 175 Days On Market

      Last Sold Price $850,000

      Last Listing Agent Irit Granger William Pitt

Showing Results 1 - 40, Page 1 of 18

Home Trends in Sherman, CT

Housing Trends

Median Sale Price
$700,000
Median Single Family Sale Price
$707,750
Average Price Per Sq Ft
$351
Number of Homes for Sale
11
Last 12 months Home Sales
53
Months of Supply
2.50
Median List Price
$797,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
10%
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