Sherman, CT Homes

• 

  

  

  /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

  

  Eric Bergers

  William Raveis Real Estate

  (860) 936-9247

  6 Hoyt Rd, Sherman, CT 06784
• Explore Sherman

• 

  

  

  /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 $341,513 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 336 Sq Ft

  9 Hillside Dr, Sherman, CT 06784

  9 Hillside Dr, Sherman, CT 06784
• 

  

  

  /38

  $1,685,000 Pending

  • 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
• 

  

  /31

  $4,500 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 1,656 Sq Ft
  • House for Rent

  7 Candleview Dr, Sherman, CT 06784

  Welcome to this charming A-frame in the highly sought-after Deer Run Shores community! Nestled in a serene setting, this home offers the perfect balance of rustic charm and modern comforts. The open floor plan features vaulted ceilings with exposed beams, creating a true lake house ambiance. Hardwood floors and a dramatic floor-to-ceiling brick fireplace add to the cozy yet spacious feel. The

  Dave Fairty E.J. Murphy Realty

  7 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 $552,540

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

  6 Candleview Dr, Sherman, CT 06784
• 

  Est $448,707 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,178 Sq Ft

  129 Green Pond Rd, Sherman, CT 06784

  129 Green Pond Rd, Sherman, CT 06784
• 

  

  /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
• 

  

  /40

  $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
• 

  $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 $859,619

  Last Listing Agent Joe Chemero Coldwell Banker Realty

  11 Partridge Trail, Sherman, CT 06784
• 

  Not Listed For Sale

  0 Old Stone Ln Unit 170625908, Sherman, CT 06784

  0 Old Stone Ln Unit 170625908, Sherman, CT 06784
• 

  /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
• 

  

  /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
• 

  $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 $627,466

  Last Listing Agent Joe Chemero Coldwell Banker Realty

  1 Mary Bee Ln, Sherman, CT 06784
• 

  Est $205,172 Not Listed For Sale

  1 Lakeview Dr, New Fairfield, CT 06812

  1 Lakeview Dr, New Fairfield, CT 06812
• 

  

  /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
• 

  

  /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
• 

  $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
• 

  Not Listed For Sale

  5 Crooked Furrows Ln, Sherman, CT 06784

  5 Crooked Furrows Ln, Sherman, CT 06784
• 

  

  /18

  $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
• 

  $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
• 

  Est $182,019 Not Listed For Sale

  • 4 Beds

  7 River Bend Ln, Sherman, CT 06784

  7 River Bend Ln, Sherman, CT 06784
• 

  

  /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
• 

  $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
• 

  Est $1,022,842 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
• 

  

  /40

  $1,695,000

  • 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
• 

  $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 $673,737

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

  24 Quaker Ridge Rd, Sherman, CT 06784
• 

  Est $826,050 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
• 

  

  /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
• 

  $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 $806,029

  Last Listing Agent Joseph Perun Perun Properties

  70 Wakeman Hill Rd, Sherman, CT 06784
• 

  Est $1,117,924 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
• 

  

  /40

  $1,849,000

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

  6 Brinsmade Ln, Sherman, CT 06784

  Escape the city and discover this wonderful estate in Sherman, CT, offered for the first time in 60 years. Currently a winter wonderland but resplendent in all four seasons. Set on approximately 10 scenic acres in the heart of charming Sherman, this exceptional country home combines timeless New England charm with modern living. Originally a working farm, the property was transformed into a

  Ginny Gordon-O’Neill William Raveis Real Estate

  6 Brinsmade Ln, 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 $668,819

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

  15 Holiday Point Rd, Sherman, CT 06784
• 

  Est $666,888 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
• 

  

  /36

  $1,395,000

  • 3 Beds
  • 2.5 Baths
  • 3,020 Sq Ft

  35 Skyline Dr, Sherman, CT 06784

  It's All About the Views! Surrounded by lake views, 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 bedroom,2.5 bath custom designed home with multilevel wrap decks & balconies and an oversized bonus room for great family fun center or studio for the

  Barbara Sivba Coldwell Banker Realty

  35 Skyline Dr, 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 $697,360

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

  13 Taber Rd, Sherman, CT 06784
• 

  Est $690,840 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
• 

  

  /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
• 

  $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 $223,168

  Last Listing Agent Kurt Stoffel Coldwell Banker Realty

  13A Osborn Rd, Sherman, CT 06784

Showing Results 1 - 40, Page 1 of 18