Sherman, CT Homes

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  /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
• 

  $225,000 Sold Jun 05, 2025

  13A Osborn Rd, Sherman, CT 06784

  • Land
  • 2.41 Acres
  • $93,361 per Acre

  Last Sold Summary

  • 4% Below List Price
  • 15 Days On Market

  Current Estimated Value $222,162

  Last Listing Agent Kurt Stoffel Coldwell Banker Realty

  13A Osborn Rd, Sherman, CT 06784
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  Est $801,930 Not Listed For Sale

  25 Holiday Point Rd, Sherman, CT 06784

  • 3 Beds
  • 2 Baths
  • 2,565 Sq Ft
  • Built 1980

  25 Holiday Point Rd, Sherman, CT 06784

  Last Sold Summary

  • 7% Above List Price
  • $292/SF
  • 1 Day On Market

  Last Sold Price $750,000

  Last Listing Agent Kathleen Harrison Coldwell Banker Realty
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  /40

  $489,900 Pending

  • 3 Beds
  • 3 Baths
  • 2,175 Sq Ft

  8 Candleview Dr, Sherman, CT 06784

  Enjoy Candlewood Lake In The Deer Run Shores Lake Community! Private Beach, In-Ground Pool, Clubhouse, Multi BBQs / Patio Table Area. Each Lot Was Well Thought Out To Create Privacy For Each Home In The Community, With Nature In Mind. This Home Has Great Bones With 3 Bedrooms, 3 Full Baths, Central Air, Central Vac, 2 Car Oversized Garage And A Finished Lower Level. Kitchen Was Updated in 2014,

  Carolyn Ridenour Berkshire Hathaway NE Prop.

  8 Candleview Dr, Sherman, CT 06784
• 

  $950,000 Sold Jul 28, 2025

  13 Wanzer Hill Rd, Sherman, CT 06784

  • 4 Beds
  • 3.5 Baths
  • 4,092 Sq Ft
  • Built 2016

  Last Sold Summary

  • $232/SF
  • 4 Days On Market

  Current Estimated Value $933,901

  Last Listing Agent George Muniz Keller Williams NY Realty

  13 Wanzer Hill Rd, Sherman, CT 06784
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  Est $719,408 Not Listed For Sale

  17 Holiday Point Rd, Sherman, CT 06784

  • 3 Beds
  • 2.5 Baths
  • 2,668 Sq Ft
  • Built 1982

  17 Holiday Point Rd, Sherman, CT 06784

  Last Sold Summary

  • $270/SF
  • 53 Days On Market

  Last Sold Price $720,000

  Last Listing Agent Barbara Sivba Coldwell Banker Realty
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  /13

  $250,000

  • Land
  • 1.02 Acres
  • $245,098 per Acre

  2 Coburn Rd W, Sherman, CT 06784

  Build your dream home or escape to pure privacy, just one mile from the New York line. Tucked deep into nature, this approved 1.02-acre building lot sits in one of Sherman’s most peaceful settings, bordering protected open space and offering potential eastern views toward Timber Lake. If you’ve been searching for a property that feels worlds away yet keeps you connected, this one hits the sweet

  Chelsea Stinson Coldwell Banker Realty

  2 Coburn Rd W, Sherman, CT 06784
• 

  $470,000 Sold Jun 18, 2025

  6 Old Greenwoods Rd, Sherman, CT 06784

  • 2 Beds
  • 2 Baths
  • 1,706 Sq Ft
  • Built 1988

  Last Sold Summary

  • $275/SF
  • 48 Days On Market

  Current Estimated Value $495,580

  Last Listing Agent Cory Neumann Houlihan Lawrence

  6 Old Greenwoods Rd, Sherman, CT 06784
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  Est $522,172 Not Listed For Sale

  15 Hillside Dr, Sherman, CT 06784

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft
  • Built 1952

  15 Hillside Dr, Sherman, CT 06784

  Last Sold Summary

  • 4% Above List Price
  • $353/SF
  • 5 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Heidi Mitchell Luks Realty
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  /40

  $550,000

  • 4 Beds
  • 2 Baths
  • 1,804 Sq Ft

  5 Laurel Hill Rd N, Sherman, CT 06784

  Tucked away at the private end of a cul-de-sac in desirable Sherman and just minutes from Candlewood Lake, this charming Cape offers great space, and a peaceful setting on .92 acres. The home features 3-4 bedrooms and 2 full baths with an inviting open floor plan designed for easy everyday living and entertaining. A spacious living room with fireplace creates a warm gathering space, while the

  Lori Campbell Coldwell Banker Realty

  5 Laurel Hill Rd N, Sherman, CT 06784
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  $887,500 Sold Jun 11, 2025

  15 Sunset Terrace, Sherman, CT 06784

  • 3 Beds
  • 3 Baths
  • 2,822 Sq Ft
  • Built 1975

  Last Sold Summary

  • 15% Below List Price
  • $314/SF
  • 82 Days On Market

  Current Estimated Value $864,515

  Last Listing Agent Kurt Stoffel Coldwell Banker Realty

  15 Sunset Terrace, Sherman, CT 06784
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  Est $684,323 Not Listed For Sale

  2 Springside Ln, Sherman, CT 06784

  • 3 Beds
  • 2.5 Baths
  • 2,571 Sq Ft
  • Built 1975

  2 Springside Ln, Sherman, CT 06784

  Last Sold Summary

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

  Last Sold Price $632,000

  Last Listing Agent Kathleen Harrison Coldwell Banker Realty
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  /16

  $529,000

  • 2 Beds
  • 1 Bath
  • 1,393 Sq Ft

  17 Mauweehoo Hill, Sherman, CT 06784

  Rare Sherman, CT opportunity on 2.1 private acres close to to the end of a quiet cul-de-sac. This charming 2-bed, 1-bath home features beautiful hardwood floors throughout, a screened front porch, detached garage, mature landscaping and lots of privacy-classic New England setting minutes from local amenities. Solid bones and high upside: the kitchen can be opened to create a modern open floor

  Suzann Walsh Walsh Realty Group

  17 Mauweehoo Hill, Sherman, CT 06784
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  $1,349,250 Sold Apr 26, 2025

  3 Shelter Cove Rd, Sherman, CT 06784

  • 5 Beds
  • 5 Baths
  • 4,924 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $274/SF
  • 64 Days On Market

  Current Estimated Value $1,317,027

  Last Listing Agent Barbara Sivba Coldwell Banker Realty

  3 Shelter Cove Rd, Sherman, CT 06784
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  Est $506,868 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

  • 2% Above List Price
  • $412/SF
  • 61 Days On Market

  Last Sold Price $495,000

  Last Listing Agent Lisa Briscoe William Raveis Real Estate
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  /40

  $949,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  29 Farm Rd, Sherman, CT 06784

  Nestled on a quiet cul-de-sac in the highly desirable Sherman subdivision, this beautifully remodeled country contemporary offers over 2,700 square feet of inviting living space. Designed to capture natural light, the home features an open floor plan with dramatic floor-to-ceiling windows and stunning views of Happy Acres Farm, delivering breathtaking sunsets every evening. At the heart of the

  Angelina Valentini Coldwell Banker Realty

  29 Farm Rd, Sherman, CT 06784
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  $1,200,000 Sold Nov 06, 2025

  2 Autumn Dr, Sherman, CT 06784

  • 4 Beds
  • 3 Baths
  • 4,509 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $266/SF
  • 93 Days On Market

  Current Estimated Value $1,169,658

  Last Listing Agent Angelina Valentini Coldwell Banker Realty

  2 Autumn Dr, Sherman, CT 06784
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  Est $1,958,781 Not Listed For Sale

  29 Ledgewood Dr, Sherman, CT 06784

  • 4 Beds
  • 3 Baths
  • 3,086 Sq Ft
  • Built 2017

  29 Ledgewood Dr, Sherman, CT 06784

  Last Sold Summary

  • 7% Above List Price
  • $591/SF
  • 79 Days On Market

  Last Sold Price $1,825,000

  Last Listing Agent Steve Pener William Pitt
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  /40

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 2,222 Sq Ft

  11 Chestnut Hill Rd, Sherman, CT 06784

  Sprawling 3-bedroom, 2 full and 1 half bath home, in-ground swimming pool set on 2 beautiful acres with access to a community beach and boat dock with designated slip on Candlewood Lake in the Orchard Rest Candlewood Lake community. This sunny and spacious home features soaring ceilings, hardwood floors, wood burning fireplace, sunroom, large living room and eat in kitchen on the main level and

  Liz Pepin Luks Realty

  11 Chestnut Hill Rd, Sherman, CT 06784
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  $205,000 Sold Oct 09, 2025

  3-20 Wagon Wheel Rd, Sherman, CT 06784

  • Land
  • 4.07 Acres
  • $50,369 per Acre

  Last Sold Summary

  • 3% Above List Price
  • 175 Days On Market

  Last Listing Agent Donna Kennedy Compass Connecticut, LLC

  3-20 Wagon Wheel Rd, Sherman, CT 06784
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  Est $442,675 Not Listed For Sale

  127 Green Pond Rd, Sherman, CT 06784

  • 2 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1970

  127 Green Pond Rd, Sherman, CT 06784

  Last Sold Summary

  • 14% Above List Price
  • $271/SF
  • 51 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Joe Chemero Coldwell Banker Realty
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  /26

  $185,000

  • Land
  • 1.96 Acres
  • $94,388 per Acre

  64 Skyline Dr, Sherman, CT 06784

  Exceptionally rare opportunity to acquire the very last available lot on Skyline Drive featuring breathtaking views of Candlewood Lake and magnificent sunsets. Prepare to be awestruck at the unparalleled views perched up where eagles glide by! This prime parcel is an approved building lot in the Candlewood Lake Estates subdivision. An experienced Architect/Builder is available to help bring your

  Donna Kennedy Compass Connecticut, LLC

  64 Skyline Dr, Sherman, CT 06784
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  $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 $557,088

  Last Listing Agent Gary Crawford RE/MAX RISE

  2 Oak Dr, Sherman, CT 06784
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  Est $544,840 Not Listed For Sale

  126 Green Pond Rd, Sherman, CT 06784

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 1981

  126 Green Pond Rd, Sherman, CT 06784

  Last Sold Summary

  • 4% Above List Price
  • $285/SF
  • 45 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Diana Newbert William Raveis Real Estate
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  /31

  $599,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  11 Gelston Rd, Sherman, CT 06784

  Charming updated Antique Country Cape in extremely private setting w/low maintenance grounds on 3.7 ACRES. Gelston Road is a desirable country lane - a short horseshoe-shaped dirt road and less than 1 mile from Town. A great offering for weekend getaways or full time privacy. A paved driveway with loads of parking leads to this quaint Home. Main Level offers a vaulted Great Room w/beams, built in

  Joe Chemero Coldwell Banker Realty

  11 Gelston Rd, Sherman, CT 06784
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  $1,010,000 Sold May 12, 2025

  5 Old Hickory Ln, Sherman, CT 06784

  • 4 Beds
  • 3.5 Baths
  • 3,940 Sq Ft
  • Built 2005

  Last Sold Summary

  • 3% Below List Price
  • $256/SF
  • 93 Days On Market

  Current Estimated Value $1,012,029

  Last Listing Agent Eric Bergers William Raveis Real Estate

  5 Old Hickory Ln, Sherman, CT 06784
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  Est $1,205,392 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

  • 33% Below List Price
  • $578/SF
  • 170 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Alan O'Doherty William Pitt
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  /13

  $49,000 Under Contract

  • Land
  • 0.55 Acre
  • $89,091 per Acre

  47 Sunset Dr, Sherman, CT 06784

  Seize the opportunity to build your custom lake retreat on a spectacular, sloped lot overlooking the serene waters of Candlewood Lake. This raw land features dramatic rock outcroppings, providing a unique, natural foundation for your architectural vision. Positioned to capture an incredible westerly view, you will enjoy breathtaking, unobstructed sunsets that paint the sky every evening.

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

  47 Sunset Dr, Sherman, CT 06784
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  $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 $618,407

  Last Listing Agent PETER TESTA Kiwi Homes

  1 Kaylyn Ln, Sherman, CT 06784
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  Est $959,240 Not Listed For Sale

  24 Candleview Dr, Sherman, CT 06784

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft
  • Built 1994

  24 Candleview Dr, Sherman, CT 06784

  Last Sold Summary

  • 1% Above List Price
  • $466/SF
  • 72 Days On Market

  Last Sold Price $950,000

  Last Listing Agent Steve Pener William Pitt
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  /36

  $850,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 4,058 Sq Ft

  3 Taber Rd, Sherman, CT 06784

  Beautifully sited, this striking Contemporary Cape 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, 3 full baths, main-level office, a dramatic living room space w/vaulted

  Diana Newbert William Raveis Real Estate

  3 Taber Rd, Sherman, CT 06784
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  $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
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  Est $584,207 Not Listed For Sale

  5 Ledgewood Dr, Sherman, CT 06784

  • 4 Beds
  • 3 Baths
  • 1,458 Sq Ft
  • Built 1972

  5 Ledgewood Dr, Sherman, CT 06784

  Last Sold Summary

  • 10% Above List Price
  • $365/SF
  • 60 Days On Market

  Last Sold Price $531,500

  Last Listing Agent Liz Pepin Luks Realty
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  /2

  $230,000 Under Contract

  • Land
  • 2.04 Acres
  • $112,745 per Acre

  1 Pond View Ln, Sherman, CT 06784

  Beautiful Lot in private Golf course community. Others to choose from as well. Gated community with sq ft minimum and architectural review. Golf membership is optional and several options to choose. 18 hole course with restaurant, pool, clubhouse, tennis, banquet room. Low taxes.

  Joe Chemero Coldwell Banker Realty

  1 Pond View Ln, Sherman, CT 06784
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  $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 $486,267

  Last Listing Agent Joe Chemero Coldwell Banker Realty

  10 Meadow Ln, Sherman, CT 06784
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  Est $665,659 Not Listed For Sale

  2 Mary Bee Ln, Sherman, CT 06784

  • 3 Beds
  • 4 Baths
  • 2,052 Sq Ft
  • Built 2002

  2 Mary Bee Ln, Sherman, CT 06784

  Last Sold Summary

  • 5% Above List Price
  • $309/SF
  • 48 Days On Market

  Last Sold Price $635,000

  Last Listing Agent Joseph Perun Perun Properties
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  /25

  $279,000

  • Land
  • 5.46 Acres
  • $51,099 per Acre

  41 Long River Rd, Sherman, CT 06784

  This exceptional 5.46-acre parcel, perfectly positioned on Long River Road, is the largest homesite in the private community of River Oaks Country Club. The lightly wooded setting offers privacy and a natural backdrop for your custom residence with potential for sweeping long views that capture the beauty of the Berkshire foothills. Club River Oaks provides access to world-class amenities,

  Donna Kennedy Compass Connecticut, LLC

  41 Long River Rd, Sherman, CT 06784
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  $700,000 Sold Jun 02, 2025

  3 Mauweehoo Hill, Sherman, CT 06784

  • 3 Beds
  • 3 Baths
  • 2,641 Sq Ft
  • Built 1968

  Last Sold Summary

  • 9% Below List Price
  • $265/SF
  • 38 Days On Market

  Current Estimated Value $669,759

  Last Listing Agent Lisa Briscoe William Raveis Real Estate

  3 Mauweehoo Hill, Sherman, CT 06784
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  Est $3,275,174 Not Listed For Sale

  9 Orchard Rest Rd, Sherman, CT 06784

  • 4 Beds
  • 5 Baths
  • 4,048 Sq Ft
  • Built 2012

  9 Orchard Rest Rd, Sherman, CT 06784

  Last Sold Summary

  • 5% Below List Price
  • $852/SF
  • 49 Days On Market

  Last Sold Price $3,450,000

  Last Listing Agent Barbara Sivba Coldwell Banker Realty
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  /40

  $3,550,000 Under Contract

  • 4 Beds
  • 6 Baths
  • 6,704 Sq Ft

  5 Sail Harbour Dr, Sherman, CT 06784

  MAJOR PRICE DROP on 2 acre 6,700 SF, most distinctive, direct waterfront in the Sherman section (lower taxes) of Sail Harbour Club. Entertainer's paradise offers unlimited possibilities. Dramatic NEW 26x13 Sun Room displays exciting wall of glass that overlooks NEW 36x14 porcelain tiled deck above sprawling NEW 39x21 covered porcelain tiled patio. NEW 90' deck surrounds 45' saltwater gunite pool

  Paul Valeri Paul Valeri, Realtors

  5 Sail Harbour Dr, Sherman, CT 06784

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