Fairfield, CT Homes

• 

  Est $671,099 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
• 

  

  

  /29

  $632,000

  • 3 Beds
  • 2.5 Baths
  • 1,758 Sq Ft

  4 Deer Run Trail, Sherman, CT 06784

  Deer Run Shores with boat slip!! Totally renovated 3 bedroom 2.5 bath home with open layout. Center island kitchen with new stainless appliances. Hardwood floors. Primary bedroom with full bath and access to the full length deck. Other bedrooms have balcony access. Large lower level family room with brick fireplace. 2 car garage. Winter lake view. Lots of parking. Premier lake community with

  Joe Chemero Coldwell Banker Realty

  4 Deer Run Trail, Sherman, CT 06784
• 

  $1,015,000 Sold Jun 06, 2025

  • 2,000 Sq Ft
  • $508/SF
  • 12 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1969

  10 Laurel Dr S, Sherman, CT 06784

  First time on the market, "The Fischer House" is a lakefront property of unobtrusive brilliance. It was designed by renowned architect, Norman Jaffe to be a weekend retreat immersed in natural beauty with a sense of life among the treetops. Tucked into a wooded hillside and overlooking Green Pond, this enchanting home blends rustic warmth with contemporary style. Entry to the residence via a

  Kellie Martone William Pitt Sotheby's Int'l

  10 Laurel Dr S, Sherman, CT 06784
• 

  Est $625,871 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
• 

  

  

  /40

  $1,600,000

  • 6 Beds
  • 7 Baths
  • 6,751 Sq Ft

  12 Fox Run, Sherman, CT 06784

  Soar with the eagles! The climb to the top is never easy, but the prize is worth it! Private Gated Entrance leads up the driveway to this 15 acre sanctuary. Glorious views of hills, valleys, Candlewood Lake and stunning sunsets take your breath away! Architecturally innovative home blends beautifully with the surrounding natural landscape. The interior offers functional, exciting living space

  Dawn Hough Coldwell Banker Realty

  12 Fox Run, Sherman, CT 06784
• 

  $225,000 Sold Jun 05, 2025

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

  • 15 Days On Market

  13A Osborn Rd, Sherman, CT 06784

  Your perfect build site awaits you. With amazing hillside and sunset views just waiting for your new home to be built. Need a builder? No problem, we can recommend one to fit your needs. Grandfathered by the town as an approved building lot, This lot has it all from the level approach to the build site to the sunset views!

  Kurt Stoffel Coldwell Banker Realty

  13A Osborn Rd, Sherman, CT 06784
• 

  Est $1,086,166 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,668 Sq Ft

  12 Springside Ln, Sherman, CT 06784

  12 Springside Ln, Sherman, CT 06784
• 

  

  /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

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

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

  $700,000 Sold Jun 02, 2025

  • 2,641 Sq Ft
  • $265/SF
  • 38 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1968

  3 Mauweehoo Hill, Sherman, CT 06784

  Nestled in the picturesque town of Sherman, this extraordinary property seamlessly blends southwestern-inspired rustic charm with modern luxury. Situated along a designated Scenic Road, the nearly 8-acre property is comprised of two adjoining parcels & features rolling terrain, historic stone walls & lush native landscaping creating a private and serene retreat. Taxes on both=$6,422. Enjoy

  Lisa Briscoe William Raveis Real Estate

  3 Mauweehoo Hill, Sherman, CT 06784
• 

  Est $803,435 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
• 

  

  /40

  $550,000

  • 4 Beds
  • 2 Baths
  • 3,000 Sq Ft

  5 Laurel Hill Rd N, Sherman, CT 06784

  A private retreat at the end of a cul~de sac road. This secluded home, located on 0.92 acres, with approximately 3,000 square feet of living space. Features four bedrooms and two full baths, this residence boast a true country feel. Home features a generous covered back porch that leads to a patio that overlooks your private yard that once housed an above ground pool. The main level consists of a

  Larry Corrow Coldwell Banker Realty

  5 Laurel Hill Rd N, Sherman, CT 06784
• 

  $685,000 Sold May 28, 2025

  • 3,436 Sq Ft
  • $199/SF
  • 72 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1976

  6 Quaker Ridge Rd, Sherman, CT 06784

  So much uniqueness and potential. 4/5 bedroom 4 bath sprawling cape with main floor primary bedroom and super versatile layout. Hardwood floors throughout. Level 2.14 acre lot on quiet cul de sac nearthe New York border for easy commute. Family room with beams, fireplace and woodstove. 2 car attached garage. Main level has country kitchen, living room, dining room, family room, den/office,

  Joe Chemero Coldwell Banker Realty

  6 Quaker Ridge Rd, Sherman, CT 06784
• 

  Est $546,552 Not Listed For Sale

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

  15 Hillside Dr, Sherman, CT 06784

  15 Hillside Dr, Sherman, CT 06784
• 

  

  /39

  $1,795,000

  • 3 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
• 

  $1,350,000 Sold May 28, 2025

  • 3,068 Sq Ft
  • $440/SF
  • 84 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2003

  15 Skyline Dr, Sherman, CT 06784

  This beautiful Craftsman-style home offers an exceptional blend of charm, elegance and luxury, along with breathtaking lake views over Candlewood. Located in the gated community of Candlewood Lake Estates, the home is set in a private, tranquil setting and welcomes you with impressive landscaping and a Belgian block and gravel driveway that set the stage for the thoughtful design and premium

  Irit Granger William Pitt Sotheby's Int'l

  15 Skyline Dr, Sherman, CT 06784
• 

  Est $673,821 Not Listed For Sale

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

  2 Springside Ln, Sherman, CT 06784

  2 Springside 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
• 

  $69,000 Sold May 23, 2025

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

  • 6 Days On Market

  40 Wagon Wheel Rd, Sherman, CT 06784

  Welcome to 40 Wagon Wheel Rd., Sherman! Imagine the possibilities for your dream home on this approved 1.44-acre non-conforming building lot. Nestled in a quiet, secluded setting, this unique property is just a short drive from the Great Hollow Nature Preserve, Pootatuck State Forest, and the New York State border- all while being only 1.5 hours from NYC! Well and septic installation required. A

  Besart Dani William Raveis Real Estate

  40 Wagon Wheel Rd, Sherman, CT 06784
• 

  Est $977,761 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,061 Sq Ft

  1 Cove Ln, Sherman, CT 06784

  1 Cove Ln, Sherman, CT 06784
• 

  

  /15

  $384,500

  • Land
  • 10 Acres
  • $40,010 per Acre

  4,10,12 River Oaks Ln, Sherman, CT 06784

  Exceptional opportunity to purchase a 3-lot package totaling 9.62 acres in the prestigious gated community of The Club at River Oaks in Sherman, CT. This private enclave features 66 home sites spread across 350 acres, centered around an 18-hole, par-70 golf course that flows naturally through the Berkshire foothills. The three lots-4 River Oaks Lane (3.12 acres) 10 River Oaks Lane(3.07 acres),

  David Landau RE/MAX Right Choice

  4,10,12 River Oaks Ln, Sherman, CT 06784
• 

  $695,000 Sold May 23, 2025

  • 4,599 Sq Ft
  • $151/SF
  • 45 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1987

  17 Curtis Dr, Sherman, CT 06784

  Are you looking to escape? This home should be your final destination. You could be living the dream in this modern colonial which has amazing space inside & out. Come enjoy this home & everything Sherman has to offer- it is a short walk to beautiful Happy Acres farm. Sitting at the end of a cul de sac, set back on 2 beautiful, lightly wooded acres. This modern colonial boasts flexibility in how

  Ginny Gordon-O’Neill William Raveis Real Estate

  17 Curtis Dr, Sherman, CT 06784
• 

  Est $431,644 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,041 Sq Ft

  1 Crest Rd, Sherman, CT 06784

  1 Crest Rd, Sherman, CT 06784
• 

  

  /39

  $1,999,000

  • 4 Beds
  • 4.5 Baths
  • 5,427 Sq Ft

  5 Stone Wall Ln, Sherman, CT 06784

  Introducing an unparalleled residence crafted by a luxury builder as their sanctuary in Southern Sherman, where every detail reflects quality and design. Step into a foyer that leads to an expansive open-concept living area. The space features vaulted 12-foot ceilings adorned with craftsman trim work. Natural light bathes it, highlighting the rich maple hardwood floors and a striking

  Trish McFadden Houlihan Lawrence

  5 Stone Wall Ln, Sherman, CT 06784
• 

  $570,000 Sold May 21, 2025

  • 1,592 Sq Ft
  • $358/SF
  • 29 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  5 Short Ln, Sherman, CT 06784

  Lakeside Living at Its Best in Holiday Point! Tucked away at the end of a quiet dead-end street, this charming Contemporary Colonial 3-bedroom home offers the perfect lake retreat in the desirable Holiday Point water community. With a 3-bedroom septic system installed in 2020 (and rarely used), this home is move-in ready and full of thoughtful upgrades. The beautifully renovated kitchen features

  Toni Riordan Berkshire Hathaway NE Prop.

  5 Short Ln, Sherman, CT 06784
• 

  Est $402,296 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  11 Cedar Ln, Sherman, CT 06784

  11 Cedar Ln, Sherman, CT 06784
• 

  

  /40

  $2,500,000

  • 6 Beds
  • 3.5 Baths
  • 5,990 Sq Ft

  Unlisted Address

  This pristine, like new estate home sits majestically on 10+ acres on the historic Atchison Farm homestead in rural Sherman CT. Sited for picture perfect panoramic views of the surrounding hills, the main house, built in 2021, has been very lightly used so is in mint condition! With a seven bedroom septic, the rooms laid out off of a beautiful wide central upstairs hall can have multiple uses

  Richard Pomerantz William Pitt Sotheby's Int'l

  Unlisted Address
• 

  $637,000 Sold May 19, 2025

  • 3,002 Sq Ft
  • $212/SF
  • 196 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1974

  1 Mary Bee Ln, Sherman, CT 06784

  Deer Run Shores 4 bedroom 3.5 bath home sitting pretty with winter lake views! Large rooms and open concept. Center island granite eat in kitchen. Vaulted living room and dining room with hardwood floors. Family room with brick foireplace. Upper level has 4 bedrooms and 3 baths including spacious primary suite with walk in closet and awesome bath. Oil heat and central air. Lots of storage. Large

  Joe Chemero Coldwell Banker Realty

  1 Mary Bee Ln, Sherman, CT 06784
• 

  Est $2,011,238 Not Listed For Sale

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

  29 Ledgewood Dr, Sherman, CT 06784

  29 Ledgewood Dr, Sherman, CT 06784
• 

  

  /37

  $699,000

  • 2 Beds
  • 2 Baths
  • 2,008 Sq Ft

  1 Coburn Rd W, Sherman, CT 06784

  Enchanting 1700's Antique Home with Modern Artistry and Bucolic Charm! Step back in time, to this extraordinary residence brimming with character and nestled in a tranquil setting. As you enter, you are greeted by the timeless beauty of exposed wooden beams that evoke the home's rich history. The kitchen is a chef's delight, featuring a stunning copper farmhouse sink, which complements the

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

  1 Coburn Rd W, Sherman, CT 06784
• 

  $1,010,000 Sold May 12, 2025

  • 3,940 Sq Ft
  • $256/SF
  • 93 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2005

  5 Old Hickory Ln, Sherman, CT 06784

  Elegant Colonial in the Desirable Timber Trails Community Located in the tranquil and picturesque New Fairfield/Sherman border, this beautifully appointed Colonial has the perfect blend of privacy and convenience-just a short commute to New York City and Metro North. The expansive, professional-grade country kitchen serves as the heart of the home, featuring top-of-the-line Wolf appliances, a

  Eric Bergers William Raveis Real Estate

  5 Old Hickory Ln, Sherman, CT 06784
• 

  Est $420,981 Not Listed For Sale

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

  127 Green Pond Rd, Sherman, CT 06784

  127 Green Pond Rd, Sherman, CT 06784
• 

  

  /27

  $650,000

  • Land
  • 56 Acres
  • $11,638 per Acre

  0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784

  55 Wooded Acres along the western side of beautiful Wagon Wheel Rd. with 300' +/- Squantz Pond Water frontage.Have your own private nature preserve/compound or potentially build your dream home; 300 '+/- On Squantz Pond. Property sold As Is. No permits, percs or applications available. Untouched, undeveloped land. Sloped terrain. Deed restrictions- Conservation easement. Land trust gifting

  Katherine Bennett William Pitt Sotheby's Int'l

  0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784
• 

  $210,000 Sold May 06, 2025

  • Land
  • 2.17 Acres
  • $96,774 per Acre

  • 94 Days On Market

  4 Pond View Ln, Sherman, CT 06784

  INCREDIBLE POND VIEW LOT! Club River Oaks In Sherman, CT showcases this prime pond front building site, in Sherman's premier golf community. This scenic site offers pond and golf course views, a majestic setting for grand golf club home and optional club membership. Explore the amenities of this gated golf community which include, Clubhouse w/restaurant, tennis courts, gym, pool and championship

  Barbara Sivba Coldwell Banker Realty

  4 Pond View Ln, Sherman, CT 06784
• 

  Est $358,760 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 864 Sq Ft

  139 Green Pond Rd, Sherman, CT 06784

  139 Green Pond Rd, Sherman, CT 06784
• 

  

  /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
• 

  $1,349,250 Sold Apr 26, 2025

  • 4,924 Sq Ft
  • $274/SF
  • 64 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1997

  3 Shelter Cove Rd, Sherman, CT 06784

  Sail Harbour Club offers this rare opportunity to discover the beauty of Candlewood Lake. This unique community on the lake, showcases a white sand beach, tennis, pickleball, clubhouse & a marina for all off water properties to have a deeded boat slip.This Sherman property includes 5 bedrooms, 4.5 baths, a 3 car garage. plus a finished, walk-out lower level with game room, media center and 1/2

  Barbara Sivba Coldwell Banker Realty

  3 Shelter Cove Rd, Sherman, CT 06784
• 

  Est $1,099,777 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,113 Sq Ft

  2 Nutmeg Ln, Sherman, CT 06784

  2 Nutmeg Ln, Sherman, CT 06784
• 

  

  /13

  $575,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 3,203 Sq Ft

  1 Kaylyn Ln, Sherman, CT 06784

  Nestled on 2 acres of peaceful woodlands, this sprawling 3,203 sq ft Contemporary Ranch offers privacy, space+incredible potential. Step into a bright+spacious Living Room featuring engineered hardwood floors, floor-to-ceiling windows+access to the deck. In the Kitchen are granite countertops, stainless steel appliances+a breakfast bar. An oversized skylight fills the adjoining Dining Room with

  PETER TESTA Kiwi Homes

  1 Kaylyn Ln, Sherman, CT 06784
• 

  $584,000 Sold Apr 25, 2025

  • 1,344 Sq Ft
  • $435/SF
  • 31 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1967

  6 Candleview Dr, Sherman, CT 06784

  Welcome to Deer Run Shores, a sought-after lakeside community offering an array of amenities, including a private beach, an inground pool, and a clubhouse. This updated 3-bedroom raised ranch blends modern comfort with country charm. Meticulously maintained, this home boasts a long list of upgrades over the past decade, including a renovated kitchen with stainless steel Whirlpool appliances,

  Irit Granger William Pitt Sotheby's Int'l

  6 Candleview Dr, Sherman, CT 06784
• 

  Est $766,987 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,079 Sq Ft

  41 Route 39 S, Sherman, CT 06784

  41 Route 39 S, Sherman, CT 06784

Showing Results 41 - 80, Page 2 of 18