Fairfield, CT Homes

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  $689,900 Under Contract

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

  1 Quaker Ridge Rd, Sherman, CT 06784

  Nestled just minutes fm New York border, this beautiful home offers serene retreat surrounded by rolling farmland & verdant hills. Set on lush, level landscaped acreage, the property is bordered by mature flowering trees providing exceptional privacy & peaceful natural views. Sun-filled Classic Colonial-style home offers a welcoming layout. Main lvl features frml living & dining rms, spacious

  Shalini Madaras Silver Pine Real Estate

  1 Quaker Ridge Rd, Sherman, CT 06784
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  $205,000 Sold Apr 18, 2025

  • 1,429 Sq Ft
  • $143/SF
  • 8 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  129 Route 37 S, Sherman, CT 06784

  This cottage style home sits on 3 private acres in Sherman, close to the NY border! The home offers approx. 1,429 squarefeet between the main and upper levels, and also offers a detached studio space that can be converted into your home office, art studio, or whatever you desire! The home is in need of work and is looking for someone who has the means to fix it up and bring it back to life. The

  Cory Neumann Houlihan Lawrence

  129 Route 37 S, Sherman, CT 06784
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  Est $704,714 Not Listed For Sale

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

  2 Mary Bee Ln, Sherman, CT 06784

  2 Mary Bee Ln, Sherman, CT 06784
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  $525,000 Under Contract

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

  10 Meadow Ln, Sherman, CT 06784

  Cape on level lot in great location on the New York border. So much potential. 2 car attached garage. Main level primary bedroom. Sunroom. Fireplace with wood stove. Walkout basement. 4 bedrooms and 2.5 baths. Lots of character and storage galore. Sale is subject to probate approval and being sold as is.

  Joe Chemero Coldwell Banker Realty

  10 Meadow Ln, Sherman, CT 06784
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  $940,000 Sold Apr 15, 2025

  • 3,590 Sq Ft
  • $262/SF
  • 148 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1993

  11 Partridge Trail, Sherman, CT 06784

  Incredible location and awesome long beautiful mountain VIEWS!!! Large solid 4 bedroom Colonial with open versatile layout. Main level bedroom plus 3 plus loft upstairs including awesome primary suite. Large center island granite kitchen with stainless appliances. Step down living room with fireplace. Vaulted 3 season room. Huge unfinished walk out lower level and unfinished walk up attic room

  Joe Chemero Coldwell Banker Realty

  11 Partridge Trail, Sherman, CT 06784
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  Est $3,466,512 Not Listed For Sale

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

  9 Orchard Rest Rd, Sherman, CT 06784

  9 Orchard Rest Rd, Sherman, CT 06784
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  $199,000 Under Contract

  • Land
  • 4.07 Acres
  • $48,894 per Acre

  3-20 Wagon Wheel Rd, Sherman, CT 06784

  Discover the tranquil allure of Southern Sherman on this 4 acre property, just a serene 69-mile drive from NYC. Enveloped in the soothing sounds of Glen Brook as it gracefully flows into the picturesque expanse of Squantz Pond, this offering comprises two distinct parcels melded into one idyllic retreat. 20 Wagon Wheel (2.04 acres) and 3 Wagon Wheel (2.03 acres) totaling 4.07 acres. # 20 is an

  Donna Kennedy Keller Williams Realty

  3-20 Wagon Wheel Rd, Sherman, CT 06784
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  $510,000 Sold Apr 14, 2025

  • 1,810 Sq Ft
  • $282/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  12 Atchison Cove Rd, Sherman, CT 06784

  Welcome to desirable Atchison Cove with its own clubhouse, private beach and docks. Three bedrooms (two on main floor and one on upper floor), two full baths, two car garage and finished basement set on just under an acre of land within walking distance to Candlewood Lake. Two split units for air/heat plus pellet stove, wood stove, propane heater and oil baseboard heat. Two levels of decking.

  Chris LaCava Coldwell Banker Realty

  12 Atchison Cove Rd, Sherman, CT 06784
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  Est $567,437 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  10 Candleview Dr, Sherman, CT 06784

  10 Candleview Dr, Sherman, CT 06784
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  $735,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,144 Sq Ft

  79 Route 39 N, Sherman, CT 06784

  Open and airy 4 bedroom contemporay home sitting pretty with privacy and views on 3.3 acres. Open layout features soaring ceilings and plenty of windows. Sunken 2 story family room with stone fireplace. Large eat in kitchen. Main level office. 2 car attached garage with easy access through mudroom. Hardwood floors. Newer minisplits for efficient heat and air conditioning. 4 bedrooms all with

  Joe Chemero Coldwell Banker Realty

  79 Route 39 N, Sherman, CT 06784
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  $1,150,000 Sold Apr 10, 2025

  • 6,406 Sq Ft
  • $180/SF
  • 46 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2006

  8 River Oaks Ln, Sherman, CT 06784

  Sherman's premier golf community showcases this 4 BR, 3 full & 2 Half Bath Grand 6500+ SF home w/ Mahogany floors throughout, 4 fireplaces, IG Pool & more! A grand 2 story foyer with circular stair, herringbone mahogany floors & dramatic lighting create an impressive entry. Framed by a classic formal dining & living room with mantled fireplaces, built ins & quality trim this home exudes elegance.

  Barbara Sivba Coldwell Banker Realty

  8 River Oaks Ln, Sherman, CT 06784
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  Est $1,259,083 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,456 Sq Ft

  7 Sherwood Hill Rd, Sherman, CT 06784

  7 Sherwood Hill Rd, Sherman, CT 06784
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  $700,000 Sold Mar 27, 2025

  • 1,995 Sq Ft
  • $351/SF
  • 206 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  15 Holiday Point Rd, Sherman, CT 06784

  Discover the perfect blend of luxury and nature in this newly constructed residence, on a serene hilltop in the charming town of Sherman. This exquisite home, finished to an impeccable standard, offers a tranquil retreat with native wildflowers dotting the landscape along with easy access to the Town Beach for Candlewood Lake. Step inside to find a spacious and inviting interior, illuminated by

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

  15 Holiday Point Rd, Sherman, CT 06784
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  Est $675,375 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,148 Sq Ft

  18 Orchard Rest Rd, Sherman, CT 06784

  18 Orchard Rest Rd, Sherman, CT 06784
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  $525,000 Sold Mar 03, 2025

  • 1,842 Sq Ft
  • $285/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  126 Green Pond Rd, Sherman, CT 06784

  So much character and charm boost this beautiful Cape Cod home situated on almost an acre of picturesque scenic property located in the private gated lake community of "Candlewood Lake Estates". Access to 4 beaches, 2 on striking Candlewood Lake where you can enjoy all your summertime activities including boating, canoeing, kayaking and so much more along with winter fun of ice skating, ice

  Diana Newbert William Raveis Real Estate

  126 Green Pond Rd, Sherman, CT 06784
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  Est $1,382,454 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,081 Sq Ft

  2 Wagon Wheel Rd, Sherman, CT 06784

  2 Wagon Wheel Rd, Sherman, CT 06784
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  $450,000 Sold Feb 07, 2025

  • 1,500 Sq Ft
  • $300/SF
  • 48 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  33 Route 37 S, Sherman, CT 06784

  Delightful and well-maintained ranch near Sherman's town center, offering easy, single level living in a low-maintenance country setting. The level yard offers a picturesque view and an acoustic serenade from the Tollgate Brook, which runs along the back edge of the property. Inside, an open tiled foyer leads to a spacious living room with fireplace and built-ins, a sunny dining room with sliders

  Irit Granger William Pitt Sotheby's Int'l

  33 Route 37 S, Sherman, CT 06784
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  Est $332,443 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 744 Sq Ft

  20 Skyline Dr, Sherman, CT 06784

  20 Skyline Dr, Sherman, CT 06784
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  $350,000 Sold Jan 31, 2025

  • 336 Sq Ft
  • $1042/SF
  • 113 Days On Market

  • 1 Bath
  • Built 1955

  9 Hillside Dr, Sherman, CT 06784

  DIRECT WATERFRONT ON CANDLEWOOD LAKE - Allen's Cove in Holiday Point Association w/deeded Beach Rights in addition to your own Dock. Small Cabin in wooded setting. A perfect little getaway. Come to relax, fish, swim & kayak/canoe. Bring your boat! Dock in place. Deck 8.9 x 26.3. Tongue in groove knotty pine-insulated walls-fiberglass insulation in floor & ceiling. Pergo flooring. Custom

  Kathleen Harrison Coldwell Banker Realty

  9 Hillside Dr, Sherman, CT 06784
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  Est $2,975,361 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 7,674 Sq Ft

  11 Sherwood Hill Rd, Sherman, CT 06784

  11 Sherwood Hill Rd, Sherman, CT 06784
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  $1,012,500 Sold Jan 29, 2025

  • Land
  • 54 Acres
  • $18,750 per Acre

  • 342 Days On Market

  0 Old Stone Ln Unit 170625908, Sherman, CT 06784

  Discover a vast 54-acre canvas of unparalleled natural beauty in southern Sherman, CT, just 1 hr 15 min from NYC. This dynamic property presents various possibilities, whether you envision a SPRAWLING PRIVATE ESTATE, a FAMILY COMPOUND, or take advantage of the APPROVED 13-LOT SUBDIVISION options. The D-shaped property features a unique layout, partially bordered by Glen Brook flowing through Land

  Donna Kennedy Keller Williams Realty

  0 Old Stone Ln Unit 170625908, Sherman, CT 06784
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  Est $553,073 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  138 Route 37 S, Sherman, CT 06784

  138 Route 37 S, Sherman, CT 06784
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  $470,000 Sold Jan 24, 2025

  • 1,178 Sq Ft
  • $399/SF
  • 90 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1964

  129 Green Pond Rd, Sherman, CT 06784

  Nestled in the coveted, gated community of Candlewood Lake Estates, this stunningly renovated cottage offers a rare combination of modern living and lake life charm. Enjoy access to private beaches, docks, and picturesque views of Candlewood Lake throughout the neighborhood. The home's open-concept main floor boasts brand-new hardwood floors throughout, adding warmth and elegance. The kitchen is

  Lauren Auresto BHGRE Gaetano Marra Homes

  129 Green Pond Rd, Sherman, CT 06784
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  Est $730,325 Not Listed For Sale

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

  10 Mauweehoo Hill, Sherman, CT 06784

  10 Mauweehoo Hill, Sherman, CT 06784
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  $32,000 Sold Jan 16, 2025

  • Land
  • 0.22 Acre
  • $145,455 per Acre

  • 28 Days On Market

  7 Jane Ln, Sherman, CT 06784

  The possibilities are endless with this wooded corner lot in Candlewood Echo in Sherman, Connecticut. Land includes lake rights and walking distance to beach. Buyer to do diligence to determine if lot is a buildable lot.

  Meagan Warnock K. Fortuna Realty

  7 Jane Ln, Sherman, CT 06784
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  Est $566,605 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,508 Sq Ft

  60 Sunset Dr, Sherman, CT 06784

  60 Sunset Dr, Sherman, CT 06784
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  $720,000 Sold Jan 15, 2025

  • 2,668 Sq Ft
  • $270/SF
  • 53 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1982

  17 Holiday Point Rd, Sherman, CT 06784

  Stunning Sherman Contemporary Deck House on 3.28 acres showcases and open plan with 2668 SF, 3 Bedrooms, 2.5 Baths with views of the distant hills and ultimate privacy! Classic deck house features include the vaulted wood ceilings, raised hearth fireplace, beams and waffle doors. The two story foyer with grand turn staircase explores exceptional hardwood construction, hardwood paneling, slate,

  Barbara Sivba Coldwell Banker Realty

  17 Holiday Point Rd, Sherman, CT 06784
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  Est $638,125 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,082 Sq Ft

  34 Skyline Dr, Sherman, CT 06784

  34 Skyline Dr, Sherman, CT 06784
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  $649,000 Sold Jan 15, 2025

  • 2,994 Sq Ft
  • $217/SF
  • 57 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1982

  28 Quaker Ridge Rd, Sherman, CT 06784

  Prime Location, Beautiful Pool, Endless Possibilities. Here is an opportunity to take this home to the next level! Nestled at the end of a quiet, highly desirable cul-de-sac just 1/2 mile from the New York state line, this bright and spacious Colonial encompasses a blend of privacy and convenience. Located in the scenic Quaker Ridge neighborhood of Sherman, the home sits on over 3 level acres and

  Irit Granger William Pitt Sotheby's Int'l

  28 Quaker Ridge Rd, Sherman, CT 06784
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  Est $2,702,288 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 6,366 Sq Ft

  5 Sail Harbour Dr, Sherman, CT 06784

  5 Sail Harbour Dr, Sherman, CT 06784
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  $1,182,000 Sold Jan 09, 2025

  • 4,682 Sq Ft
  • $252/SF
  • 42 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1989

  34 Spring Lake Rd, Sherman, CT 06784

  Experience serenity and sophisticated living in this light-filled residence, gracefully set on 10 + level acres and complimented by an additional 6.7 acres affording extra privacy, set on highly coveted Spring Lake Road. This cedar-sided sanctuary seamlessly blends privacy, natural beauty, and modern convenience. Arrive via a private, tree-lined road, stream and tranquil pond, with a meditation

  Rebecca Ward William Pitt Sotheby's Int'l

  34 Spring Lake Rd, Sherman, CT 06784
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  Est $1,058,163 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,635 Sq Ft

  21 Wagon Wheel Rd, Sherman, CT 06784

  21 Wagon Wheel Rd, Sherman, CT 06784
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  $562,000 Sold Jan 09, 2025

  • 1,488 Sq Ft
  • $378/SF
  • 106 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1952

  7 Hubbell Mountain Rd, Sherman, CT 06784

  Experience a serene, low-maintenance lifestyle in this inviting mid-century Contemporary nestled on nearly 6 acres of park-like grounds less than 90 minutes from Manhattan. The home embodies the streamlined elegance of a Joseph Eichler-inspired design*, blending quality craftsmanship with a stylish country ambiance. Step inside to find a stunning stone fireplace, gleaming wood floors, and a chic

  Irit Granger William Pitt Sotheby's Int'l

  7 Hubbell Mountain Rd, Sherman, CT 06784
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  Est $738,681 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,873 Sq Ft

  12 Pinewood Shores, Sherman, CT 06784

  12 Pinewood Shores, Sherman, CT 06784
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  $495,000 Sold Dec 23, 2024

  • 1,200 Sq Ft
  • $412/SF
  • 61 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  1 Circle Dr, Sherman, CT 06784

  Vacation year-round in this pristine Holiday Point lake home complete with boat dock just 350 feet away! Plan to visit to this adorable Dutch colonial in the private lake community located in bucolic Sherman CT and, believe me, you will never want to leave.. Set on over 1/4 acre with seasonal water views, an extensive stone patio beautifully crafted with exquisite walls and a 4' fire pit provide

  Lisa Briscoe William Raveis Real Estate

  1 Circle Dr, Sherman, CT 06784
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  Est $765,820 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 3,016 Sq Ft

  10 Deer Hill Rd, Sherman, CT 06784

  10 Deer Hill Rd, Sherman, CT 06784
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  $229,013 Sold Dec 20, 2024

  • Land
  • 5 Acres
  • $44,555 per Acre

  • 148 Days On Market

  37 A Anderson Rd, Sherman, CT 06784

  Privately tucked away on 5+ Acres-an exceptional opportunity awaits the savvy buyer to create their own personal retreat in the small town of Sherman. Fabulous Country Lane w/existing driveway to knoll area where old home current sits. Ease and proximity 5M to Metro North Train Station/5M to quaint small Town Center. Community Park w/Basketball, Tennis & Pickle Ball Courts, jogging path/Tow Boat

  Kathleen Harrison Coldwell Banker Realty

  37 A Anderson Rd, Sherman, CT 06784
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  Est $791,157 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,016 Sq Ft

  7 Deer Hill Rd, Sherman, CT 06784

  7 Deer Hill Rd, Sherman, CT 06784
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  $750,000 Sold Dec 05, 2024

  • 3,650 Sq Ft
  • $205/SF
  • 73 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  46 Anderson Rd, Sherman, CT 06784

  Scheduled for completion in 2024, this brand-new construction project by Sherman's preeminent Beatty Builders offers you the perfect opportunity to infuse your personal style and preferences into this spacious 4-bedroom home featuring a main-level master suite and 3.5 bathrooms (plus loft and bonus room), with finished basement to be framed and pre-plumbed for an additional half bathroom. Home is

  Donna Kennedy Keller Williams Realty

  46 Anderson Rd, Sherman, CT 06784
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  Est $647,175 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,484 Sq Ft

  5 Timber Lake Rd, Sherman, CT 06784

  5 Timber Lake Rd, Sherman, CT 06784

Showing Results 81 - 120, Page 3 of 18