Sherman, CT Homes

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  $858,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,474 Sq Ft

  18 Fox Run, Sherman, CT 06784

  Peaceful & private, custom single family home tucked away on a cul-de-sac in the quaint town of Sherman. Enter through the dramatic 2 story Foyer or through the Bluestone floor mudroom on wet days. Spacious Living Room with Palladian window over working gas Fireplace and cozy window seat to bring in the outdoors. Formal Dining Room with tray ceiling, wainscoting and inlaid hardwood floor opens to

  

  Judith 'Judy' Albert

  Berkshire Hathaway NE Prop.

  (860) 791-1332

  18 Fox Run, Sherman, CT 06784
• Explore Sherman

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  /34

  $4,000 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 4,599 Sq Ft
  • House for Rent

  17 Curtis Dr, Sherman, CT 06784

  Welcome to 17 Curtis Drive, a serene and private retreat tucked away on a quiet cul-de-sac in the picturesque Town of Sherman, CT. This charming 3-bedroom, 3-bath home effortlessly combines rustic character with modern comfort, all set on a beautifully wooded 2.03-acre lot just minutes from Candlewood Lake and the New York border. Inside, the main level boasts soaring Cathedral Ceilings and an

  

  Shaylene Neumann

  Houlihan Lawrence

  (860) 901-1851

  17 Curtis Dr, 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
• 

  Est $205,893 Not Listed For Sale

  1 Lakeview Dr, New Fairfield, CT 06812

  1 Lakeview Dr, New Fairfield, CT 06812
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  $1,685,000 Under Contract

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

  1 Cloverleaf Farm S, Sherman, CT 06784

  Experience the epitome of modern luxury in this expansive contemporary home with captivating long-range southerly VIEWS! This architectural masterpiece is designed with an open plan that seamlessly integrates living, dining and kitchen spaces, creating an environment perfect for sophisticated entertaining and comfortable daily living. Culinary adventures await in the state-of-the-art kitchen,

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

  1 Cloverleaf Farm S, Sherman, CT 06784
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  $18,000 total monthly price

  • 5 Beds
  • 3.5 Baths
  • 4,493 Sq Ft
  • House for Rent

  21 Jericho Rd N, Sherman, CT 06784

  This is a 4-WEEK SUMMER RENTAL, from July 24 - August 23, 2026 at a remarkably beautiful country home on a 2-acre private pond, with unspoiled natural vistas and a serene location among 200 pristine acres. Multiple relaxation and entertainment spaces include an in-ground heated pool, jacuzzi and surrounding patio - all just a few steps from the home. The natural private pond offers a stone patio,

  Irit Granger William Pitt Sotheby's Int'l

  21 Jericho Rd N, 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 $558,528

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

  6 Candleview Dr, Sherman, CT 06784
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  Not Listed For Sale

  5 Crooked Furrows Ln, Sherman, CT 06784

  5 Crooked Furrows Ln, Sherman, CT 06784
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  $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
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  $7,000 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 from December 14, 2025 - May 17, 2026 for $7,000 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

  Irit Granger William Pitt Sotheby's Int'l

  8 Cedar Point Dr, 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 $872,009

  Last Listing Agent Joe Chemero Coldwell Banker Realty

  11 Partridge Trail, Sherman, CT 06784
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  Est $183,490 Not Listed For Sale

  • 4 Beds

  7 River Bend Ln, Sherman, CT 06784

  7 River Bend Ln, Sherman, CT 06784
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  /31

  $1,395,000

  • 4 Beds
  • 3.5 Baths
  • 3,247 Sq Ft

  73 Long River Rd, Sherman, CT 06784

  This elegant four-bedroom home, built in 2021, is perfectly sited on 1.8 acres of professionally landscaped, private grounds. Designed for effortless single-level living, it features an open-concept layout with a chef's kitchen and center island, a welcoming living room with fireplace, and a sunlit dining area that all flows seamlessly to a covered porch with views toward the Housatonic River.

  Steve Pener William Pitt Sotheby's Int'l

  73 Long River Rd, Sherman, CT 06784
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  $4,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 3,275 Sq Ft
  • House for Rent

  8 Glenview Dr, Sherman, CT 06784

  Tranquil Winter/Spring Retreat in Sherman, CT - Spacious 4-Bedroom Colonial, located just 90 minutes from NYC. Escape the hustle and bustle and unwind in this spacious, fully furnished 4-bedroom, 2.5-bath Colonial tucked away on a quiet cul-de-sac in charming Sherman, CT. Available December 2025 through April 2026, this peaceful retreat offers the perfect balance of comfort, space, and serenity.

  Erica Flores Around Town Real Estate LLC

  8 Glenview Dr, 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 $630,123

  Last Listing Agent Joe Chemero Coldwell Banker Realty

  1 Mary Bee Ln, Sherman, CT 06784
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  Est $1,046,231 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  32 Big Trail, Sherman, CT 06784

  32 Big Trail, Sherman, CT 06784
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  $1,250,000 New Construction

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

  2 Coburn Rd W, Sherman, CT 06784

  TO BE BUILT MODERN RANCH - 1 Mile to New York Line - An exceptional opportunity awaits the savvy buyer to create their own personal retreat in the small Town of Sherman CT. SHERMAN BUILDING DESIGNS will incorporate the latest architectural styles, energy efficient features, and cutting edge technology. Open concept design and incomparable craftsmanship to be built by hands on Architect/Builder.

  Kathleen Harrison Coldwell Banker Realty

  2 Coburn Rd W, Sherman, CT 06784
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  /13

  $3,600 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,186 Sq Ft
  • House for Rent

  17 Pinewood Shores, Sherman, CT 06784

  Enjoy the lake life all year long! Sit on your private dock and swim, fish, kayak, paddleboard- ice skate in the winter. Watch the seasons unfold before your eyes. 3 bedrooms plus an office 2 full baths and fully equipped home with western exposure for long days and a firepit for cozy nights. Big deck, sandy beach and level yard for fun and games. This is a perfect yearly rental to make special

  Cory Neumann Houlihan Lawrence

  17 Pinewood Shores, Sherman, CT 06784
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  $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

  Last Listing Agent Chris Garrity Bain Real Estate

  Unlisted Address
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  Est $831,415 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  27 Skyline Dr, Sherman, CT 06784

  27 Skyline Dr, Sherman, CT 06784
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  /20

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  2 Pleasant View Rd, New Fairfield, CT 06812

  Welcome to this Move in Ready Home! Live Like You are on Vacation Everyday! Nestled in the Serene Squantz Pond Community of New Fairfield, CT. w/ Deeded Access & Walking Distance to Lake. This Well Maintained 3 Bedroom, 2 Bath, 1 Car Garage Ranch on a Corner Lot Features Hardwood Floors Throughout, Updated Baths w/ Tile Flooring & Modern Touches, Updated Kitchen w/ Stainless Steel Appliances,

  Debbie Kranidis Preston Gray Real Estate

  2 Pleasant View Rd, New Fairfield, CT 06812
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  /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
• 

  $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

  Last Listing Agent Heidi Mitchell Luks Realty

  12 Sunny Ln, Sherman, CT 06784
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  Est $1,118,078 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,561 Sq Ft

  7 Cozier Hill Rd, Sherman, CT 06784

  7 Cozier Hill Rd, Sherman, CT 06784
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  /40

  $1,600,000

  • 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
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  $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

  Last Listing Agent Joe Chemero Coldwell Banker Realty

  172 Route 37 S, Sherman, CT 06784
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  Est $675,000 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,648 Sq Ft

  19 Wakeman Hill Rd, Sherman, CT 06784

  19 Wakeman Hill Rd, Sherman, CT 06784
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  /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
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  $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 $677,028

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

  24 Quaker Ridge Rd, Sherman, CT 06784
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  Est $704,898 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  4 Bridgeworth Ln, Sherman, CT 06784

  4 Bridgeworth Ln, Sherman, CT 06784
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  $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

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

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

  $350,000 Sold Jan 31, 2025

  9 Hillside Dr, Sherman, CT 06784

  • 1 Bath
  • 336 Sq Ft
  • Built 1955

  Last Sold Summary

  • 22% Below List Price
  • $1,042/SF
  • 113 Days On Market

  Current Estimated Value $347,651

  Last Listing Agent Kathleen Harrison Coldwell Banker Realty

  9 Hillside Dr, Sherman, CT 06784
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  Est $613,594 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  9 Meadow Ln, Sherman, CT 06784

  9 Meadow Ln, Sherman, CT 06784
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  /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
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  $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 $799,237

  Last Listing Agent Joseph Perun Perun Properties

  70 Wakeman Hill Rd, Sherman, CT 06784
• 

  Est $828,512 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,824 Sq Ft

  32 Hubbell Mountain Rd, Sherman, CT 06784

  32 Hubbell Mountain Rd, Sherman, CT 06784
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  /25

  $1,199,000

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

  21 Holiday Point Rd, Sherman, CT 06784

  [ONE OF A KIND] This house has it all. Located in the desired Atchison Cove private lake community the house sits atop a hill (privacy & sun exposure) safely tucked away from the road and features everything a family may desire: large inground gunite pool with a slide, kids' playground, volleyball, supersized deck, magnificent library, 2 floor game room, 3 fireplaces, giant kitchen, separate

  Jorge Zea Blue Lighthouse Realty, Inc

  21 Holiday Point Rd, Sherman, CT 06784
• 

  $562,000 Sold Jan 09, 2025

  7 Hubbell Mountain Rd, Sherman, CT 06784

  • 2 Beds
  • 2 Baths
  • 1,488 Sq Ft
  • Built 1952

  Last Sold Summary

  • 10% Below List Price
  • $378/SF
  • 106 Days On Market

  Current Estimated Value $545,027

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

  7 Hubbell Mountain Rd, Sherman, CT 06784
• 

  Est $773,523 Not Listed For Sale

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

  25 Holiday Point Rd, Sherman, CT 06784

  25 Holiday Point Rd, Sherman, CT 06784
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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

Showing Results 1 - 40, Page 1 of 18