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Sherman, CT Homes for Sale

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  • 6 Hoyt Rd, Sherman, CT 06784
    6 Hoyt Rd, Sherman, CT 06784
    6 Hoyt Rd, Sherman, CT 06784
    /34

    $3,200,000

    $700K PRICE DROP
    • 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

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    6 Hoyt Rd, Sherman, CT 06784
  • 3 Partridge Trail, Sherman, CT 06784
    3 Partridge Trail, Sherman, CT 06784
    3 Partridge Trail, Sherman, CT 06784
    /37

    $995,000

    Open Sun 1PM - 3PM $105K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,232 Sq Ft

    3 Partridge Trail, Sherman, CT 06784

    Set back on a tranquil cul-de-sac enclave of prestigious Hubbell Mountain Farm North this 4 bedroom, 2.5 bath Custom Colonial offers the ultimate carefree lifestyle, blending modern elegance with vintage character. Situated on 9.24 wooded acres, the property boasts mature, colorful trees, sprawling stone walls, and an expansive composite deck with serene country views. Inside, an open floor plan

    Agent Photo

    Lorraine Amaral

    William Pitt Sotheby's Int'l

    3 Partridge Trail, Sherman, CT 06784
  • 150 Route 39 S, Sherman, CT 06784
    150 Route 39 S, Sherman, CT 06784
    150 Route 39 S, Sherman, CT 06784
    /35

    $399,000

    • 2 Beds
    • 1 Bath
    • 1,171 Sq Ft

    150 Route 39 S, Sherman, CT 06784

    Welcome home to this charming 2-bedroom, 1-bath Cape Cod overflowing with character in the desirable Candlewood Echoes community of Sherman, CT. Nestled along the tranquil northern shores of Squantz Pond near New Fairfield, this private beach neighborhood offers an idyllic lifestyle with direct beach access for year-round swimming, kayaking, paddleboarding, fishing, and winter ice sports. Inside,

    Agent Photo

    Lorraine Amaral

    William Pitt Sotheby's Int'l

    150 Route 39 S, Sherman, CT 06784
  • 38 Cedar Lane Extension, Sherman, CT 06784
    38 Cedar Lane Extension, Sherman, CT 06784
    38 Cedar Lane Extension, Sherman, CT 06784
    /34

    $549,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    38 Cedar Lane Extension, Sherman, CT 06784

    Unique and open mid century modern at end of cul de sac. Great curb appeal. Updated Kitchen with stainless appliances. 3/4 bedrooms and 2 full baths. Primary with 2 closets and private bathroom. Mini split for AC. Crown moldings. 2 car heated attached garage plus 1 car detached. Hardwood floors. Front and rear decks for relaxing and entertaining. Added potential in the unfinished basement.

    Joe Chemero Coldwell Banker Realty

    38 Cedar Lane Extension, Sherman, CT 06784
  • 2 Anderson Rd W, Sherman, CT 06784
    2 Anderson Rd W, Sherman, CT 06784
    2 Anderson Rd W, Sherman, CT 06784
    /40

    $998,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2.5 Baths
    • 3,900 Sq Ft

    2 Anderson Rd W, Sherman, CT 06784

    Distinctive architecture, abundant natural light, and a strong connection to the outdoors define this unique home. Set on 2.2 acres at the end of a quiet road, overlooking picturesque lawns and pastures. Cathedral ceilings, large windows, sliders, skylights, and a semi-open floor plan create a light filled, spacious interior. A welcoming foyer opens to the vaulted family room, with an inviting

    Ginny Gordon-O’Neill William Raveis Real Estate

    2 Anderson Rd W, Sherman, CT 06784
  • 27 Osborn Rd, Sherman, CT 06784
    27 Osborn Rd, Sherman, CT 06784
    27 Osborn Rd, Sherman, CT 06784
    /35

    $1,495,000

    Open Sun 1PM - 3PM $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,540 Sq Ft

    27 Osborn Rd, Sherman, CT 06784

    This impeccable 4 bedroom home is sited on 7.7 private acres w/four fenced paddocks and a 3/4 stall stable for horses at the end of a quiet country lane.The home has a sought after open floor plan on the 1st level. The large, eat-in kitchen has a vast granite center island & includes a 6 burner/two oven range w/egress to the outdoor stone terrace. The open flow to the family room and dining room

    Sally Slater Douglas Elliman of Connecticut

    27 Osborn Rd, Sherman, CT 06784
  • 8 Terrace Dr, Sherman, CT 06784
    8 Terrace Dr, Sherman, CT 06784
    8 Terrace Dr, Sherman, CT 06784
    /26

    $429,900

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,496 Sq Ft

    8 Terrace Dr, Sherman, CT 06784

    Welcome to your private retreat nestled on a scenic wooded lot with distant views of Green Pond. Located in a quiet gated community, this charming 3-bedroom, 1-bath ranch offers a peaceful layout designed for relaxed living and effortless indoor-outdoor connection. Step inside to discover a bright, expansive sunroom wrapped in wall-to-wall windows that fill the home with natural light and frame

    Suzann Walsh Walsh Realty Group

    8 Terrace Dr, Sherman, CT 06784
  • 60 Long River Rd, Sherman, CT 06784
    60 Long River Rd, 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
  • 21 Holiday Point Rd, Sherman, CT 06784
    21 Holiday Point Rd, Sherman, CT 06784
    21 Holiday Point Rd, Sherman, CT 06784
    /39

    $999,000

    $101K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,854 Sq Ft

    21 Holiday Point Rd, Sherman, CT 06784

    BRIMMING WITH POTENTIAL this contemporary home in Atchison Cove lake community w/ clubhouse & deeded beach rights perfect for family living and entertaining. This unique residence offers the perfect mix of social hub and private sanctuary for year-round living or weekend escapes, located in Southern Sherman just 60 miles from NYC. The home is anchored by a large kitchen equipped w/ granite

    Donna Kennedy Compass Connecticut, LLC

    21 Holiday Point Rd, Sherman, CT 06784
  • 0 Rte 39 South State Route, Sherman, CT 06784
    0 Rte 39 South State Route, Sherman, CT 06784
    0 Rte 39 South State Route, 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 location,

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

    0 Rte 39 South State Route, Sherman, CT 06784
  • 29 Route 37 E, Sherman, CT 06784
    29 Route 37 E, Sherman, CT 06784
    29 Route 37 E, Sherman, CT 06784
    /37

    $1,899,950

    $590K PRICE DROP
    • 10 Beds
    • 7.5 Baths
    • 5,856 Sq Ft

    29 Route 37 E, Sherman, CT 06784

    Exceptional Renovated 7 Bedroom Farmhouse with 3 Bedroom In-Law Apartment. Expansive Living & Unforgettable Views Bordering the 70 Acre Naromi Land Trust. Welcome to this Stunning, Fully Renovated Farmhouse with In-law Apartment, where Timeless Character meets Modern Comfort on a Grand Scale. Offering 10 spacious Bedrooms and 8 Beautifully Updated Bathrooms, this One-of-a-Kind Property is

    Joseph Perun Perun Properties

    29 Route 37 E, Sherman, CT 06784
  • 2 Pond View Ln, Sherman, CT 06784
    2 Pond View Ln, Sherman, CT 06784
    2 Pond View Ln, Sherman, CT 06784
    /39

    $2,333,333

    $162K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 6,368 Sq Ft

    2 Pond View Ln, Sherman, CT 06784

    Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning newer-construction residence offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home

    Joe Chemero Coldwell Banker Realty

    2 Pond View Ln, Sherman, CT 06784
  • 8 Taber Lot 1 Rd, Sherman, CT 06784
    8 Taber Lot 1 Rd, Sherman, CT 06784
    8 Taber Lot 1 Rd, Sherman, CT 06784
    /22

    $1,999,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,500 Sq Ft

    8 Taber Lot 1 Rd, Sherman, CT 06784

    Taber Acres 3 lot subdivision is offering the last lot available, and this is the building lot you've been waiting for to build your dream home upon! The 7+ acre lot is mostly flat with a gentle rise, has sandy soil, 400 AMP service installed and is ready to build. With the 400 AMP service this means the lot can accommodate a pool, a 2-bedroom guest house, sport court, and more. The private

    Claudia Jiskra McGrath Realty Inc

    8 Taber Lot 1 Rd, Sherman, CT 06784
  • 30 Cozier Hill Rd, Sherman, CT 06784
    30 Cozier Hill Rd, Sherman, CT 06784
    30 Cozier Hill Rd, Sherman, CT 06784
    /40

    $1,995,000

    Open Sun 12PM - 2PM $255K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,904 Sq Ft

    30 Cozier Hill Rd, Sherman, CT 06784

    Beautifully sited on nearly eight private acres with spectacular views, this turn-key Sherman estate encompasses an amenity-filled main residence, renovated guest house, spring-fed pond, classic stone walls, and exquisite English gardens. Offering luxurious resort-style living in one of Sherman's most captivating settings, the home welcomes you with a marble foyer leading to a dramatic

    Irit Granger William Pitt Sotheby's Int'l

    30 Cozier Hill Rd, Sherman, CT 06784
  • 4,10,12 River Oaks Ln, Sherman, CT 06784
    4,10,12 River Oaks Ln, Sherman, CT 06784
    4,10,12 River Oaks Ln, Sherman, CT 06784
    /15

    $349,000

    • Land
    • 9.61 Acres
    • $36,316 per Acre

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

    Exceptional opportunity to purchase a three-lot package totaling 9.62 acres in the gated community of The Club at River Oaks in Sherman, CT. The offering includes 4 River Oaks Lane (3.12 acres), 10 River Oaks Lane (3.07 acres), and 12 River Oaks Lane (3.42 acres), all bordering the 9th green of the community's 18-hole, par-70 golf course. Lot 12 includes a 4-bedroom septic design and offers

    David Landau RE/MAX Right Choice

    4,10,12 River Oaks Ln, Sherman, CT 06784
  • 0 Route 39 N Unit 24179102, Sherman, CT 06784
    0 Route 39 N Unit 24179102, Sherman, CT 06784
    0 Route 39 N Unit 24179102, Sherman, CT 06784
    /19

    $119,900

    • Land
    • 5.86 Acres
    • $20,461 per Acre

    0 Route 39 N Unit 24179102, Sherman, CT 06784

    Escape the ordinary and build your dream retreat on this spectacular **5.86-acre canvas** in the quintessential New England town of Sherman. Perfectly positioned to offer the ultimate blend of pristine privacy and elevated living, this rare parcel of land boasts breathtaking, panoramic vistas overlooking the protected lush canopy of The Wimisink Preserve and rolling hills. The expansive acreage

    Gregg Leonard William Raveis Real Estate

    0 Route 39 N Unit 24179102, Sherman, CT 06784
  • 201 Route 37 S, Sherman, CT 06784
    201 Route 37 S, Sherman, CT 06784
    201 Route 37 S, Sherman, CT 06784
    /40

    $1,295,000

    • 6 Beds
    • 5.5 Baths
    • 4,258 Sq Ft

    201 Route 37 S, Sherman, CT 06784

    Tucked back from the road behind a privacy screen of mature evergreens on almost an acre and a half of level property, is the c. 1862 Charles A. Briggs House-famously known as the Timber Trails Inn of the early 1900s. This historic Sherman landmark has been thoughtfully modernized to pair 19th-century soul with 21st-century luxury. Antique wide-board floors, authentic exposed beams, and original

    Mary Worstell Real Property Purveyors Inc

    201 Route 37 S, Sherman, CT 06784
  • 8 Taber Rd, Sherman, CT 06784
    8 Taber Rd, Sherman, CT 06784
    8 Taber Rd, Sherman, CT 06784
    /25

    $2,250,000

    New Construction
    • 4 Beds
    • 5 Baths
    • 4,900 Sq Ft

    8 Taber Rd, Sherman, CT 06784

    TABER ACRES -This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 7.4 acres means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both full time or weekend! Wetlands in back to remain in conservation,

    Kathleen Harrison Coldwell Banker Realty

    8 Taber Rd, Sherman, CT 06784
  • 8A Taber Rd, Sherman, CT 06784
    8A Taber Rd, Sherman, CT 06784
    8A Taber Rd, Sherman, CT 06784
    /10

    $369,000

    • Land
    • 7.4 Acres
    • $49,865 per Acre

    8A Taber Rd, Sherman, CT 06784

    TABER ACRES-last lot in 3 lot subdivision. This is the building lot you've been waiting for! Flat lot, sandy soil, and ready to build! 400 AMP ELECTRIC SERVICE INSTALLED. 7.4 ACRES means this lot can accommodate a pool, a 2 bedroom guest house, sport court, and more! Private setting on Taber Road near a working farm with tons of curb appeal and less than 1 M to NY LINE for ease of commutes both

    Kathleen Harrison Coldwell Banker Realty

    8A Taber Rd, Sherman, CT 06784
  • 158 Route 39 S, Sherman, CT 06784
    158 Route 39 S, Sherman, CT 06784
    158 Route 39 S, Sherman, CT 06784
    /31

    $599,900

    • 3 Beds
    • 3 Baths
    • 2,724 Sq Ft

    158 Route 39 S, Sherman, CT 06784

    Exceptional Opportunity in Southern Sherman! Tucked away on a scenic 1.84-acre parcel, this spacious 2,700 square foot custom-built home offers incredible upside for end users, builders, and investors alike. Bring your vision to life-all of the major items are already in place. Featuring a newer roof, top-of-the-line European Buderus boiler, hot water heater, Roth double-wall oil tank, and a

    Joe Chemero Coldwell Banker Realty

    158 Route 39 S, Sherman, CT 06784
  • 6 Brinsmade Ln, Sherman, CT 06784
    6 Brinsmade Ln, Sherman, CT 06784
    6 Brinsmade Ln, Sherman, CT 06784
    /38

    $1,399,000

    $300K PRICE DROP
    • 6 Beds
    • 5 Baths
    • 5,500 Sq Ft

    6 Brinsmade Ln, Sherman, CT 06784

    Escape the city to this exceptional estate offering the best of country and Lake living. This historic, private estate in Sherman, CT, is just 90 minutes from NYC and moments from Candlewood Lake with beach and boat rights. Originally the historic Brinsmade Dairy Farm, this property blends timeless New England charm with modern comfort. Set on two lots with three buildings-the Main House,

    Ginny Gordon-O’Neill William Raveis Real Estate

    6 Brinsmade Ln, Sherman, CT 06784
  • 33 Route 55 W, Sherman, CT 06784
    33 Route 55 W, Sherman, CT 06784
    33 Route 55 W, Sherman, CT 06784
    /37

    $440,000

    • 3 Beds
    • 1 Bath
    • 1,125 Sq Ft

    33 Route 55 W, Sherman, CT 06784

    Are LOW TAXES and privacy your priority? Buyers, this is a great opportunity to bring your vision and create your perfect home! Set back from the road and situated on a little over 3 acres of park-like property, this home offers open space, a deck for entertaining, and exceptional privacy. With Deer Pond Farm Sanctuary bordering the back of the property, no one can build behind you. Inside,

    Kristin Barese Coldwell Banker Realty

    33 Route 55 W, Sherman, CT 06784
  • 40 Sunset Dr, Sherman, CT 06784
    40 Sunset Dr, Sherman, CT 06784
    40 Sunset Dr, Sherman, CT 06784
    /34

    $1,880,000

    • 2 Beds
    • 2 Baths
    • 2,235 Sq Ft

    40 Sunset Dr, Sherman, CT 06784

    Rare opportunity to own a unique waterfront home in the desirable Candlewood Lake Estates. Loved by the same family for over 50 years, this mid-century was designed in the 1960s as a passive solar home and offers amazing lake views from nearly every room. While currently listed as a two bedroom, an addition in the 1970's added rooms and increased the size of the home to approximately 3,345 sq ft.

    Barbara Jacobowitz Luks Realty

    40 Sunset Dr, Sherman, CT 06784
  • 86 Route 37 S, Sherman, CT 06784
    86 Route 37 S, Sherman, CT 06784
    86 Route 37 S, Sherman, CT 06784
    /27

    $879,000

    New Construction $70K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    86 Route 37 S, Sherman, CT 06784

    COMPLETED New Construction!! Quick closing available. Custom 4 bedroom colonial with lots of upgrades. 9 Ft ceilings on the main level. Propane heat and central air. Fireplace. Center island kitchen. Large dinette/breakfast nook. Hardwood floors throughout. Oversized deck. Primary with awesome bath and walk in closet with custom built ins. Beautiful tile and glass shower doors. Convenient upper

    Joe Chemero Coldwell Banker Realty

    86 Route 37 S, Sherman, CT 06784
  • 41 Long River Rd, Sherman, CT 06784
    41 Long River Rd, Sherman, CT 06784
    41 Long River Rd, Sherman, CT 06784
    /25

    $299,000

    • Land
    • 5.46 Acres
    • $54,762 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
  • 00 Anderson Rd, Sherman, CT 06784
    00 Anderson Rd, Sherman, CT 06784
    00 Anderson Rd, Sherman, CT 06784
    /5

    $1,350,000

    • Land
    • 110 Acres
    • $12,273 per Acre

    00 Anderson Rd, Sherman, CT 06784

    A rare 110-acre offering in Sherman, CT, where open skies and eastern-facing views create a truly peaceful setting. Whether you're envisioning a private estate, family compound, or future development, this property offers endless potential. Ideally located close to town and just a short drive to NYC, it strikes the perfect balance between seclusion and accessibility. With subdivision potential

    Cagney Morrison William Pitt Sotheby's Int'l

    00 Anderson Rd, Sherman, CT 06784
  • 6 Brinsmade Ln, Sherman, CT 06784
    6 Brinsmade Ln, Sherman, CT 06784
    6 Brinsmade Ln, Sherman, CT 06784
    /37

    $1,099,000

    • 5 Beds
    • 4 Baths
    • 3,200 Sq Ft

    6 Brinsmade Ln, Sherman, CT 06784

    Originally part of the historic Brinsmade Dairy Farm, this Sherman estate blends classic New England charm with modern comfort. Set on approximately 8 acres with a Main House and separate Pool House, the property offers approx. 4,500 sq ft across both dwellings, featuring 5 bedrooms and 4 full baths-ideal for multigenerational living, weekend retreats, or entertaining. The Main House showcases

    Ginny Gordon-O’Neill William Raveis Real Estate

    6 Brinsmade Ln, Sherman, CT 06784
  • 17 Curtis Dr, Sherman, CT 06784
    17 Curtis Dr, Sherman, CT 06784
    17 Curtis Dr, Sherman, CT 06784
    /40

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 4,599 Sq Ft

    17 Curtis Dr, Sherman, CT 06784

    Welcome to 17 Curtis Drive, a private and peaceful retreat tucked away on a quiet cul-de-sac in the picturesque town of Sherman, CT. Set on 2.03 beautifully wooded acres, this unique property offers a wonderful combination of privacy, versatility, and convenience, just minutes from Candlewood Lake, the New York border, and approximately 90 minutes from NYC. The main residence features 3 bedrooms

    Shaylene Neumann Houlihan Lawrence

    17 Curtis Dr, Sherman, CT 06784
  • 6 Fox Run, Sherman, CT 06784
    6 Fox Run, Sherman, CT 06784
    6 Fox Run, Sherman, CT 06784
    /27

    $935,000

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,562 Sq Ft

    6 Fox Run, Sherman, CT 06784

    Nestled on nearly 5 acres of picturesque countryside, this 3-bedroom, 2.5-bathroom home delivers the rare and coveted balance of dense, private woodlands and big-sky pastoral meadow views. Offering approximately 2,445 square feet of light-filled living space, this sanctuary provides a seamless blend of everyday comfort, natural beauty, and thoughtful accessibility. Step inside to an inviting

    Michelle J. Hansen William Raveis Real Estate

    6 Fox Run, Sherman, CT 06784
  • 10 Candleview Dr, Sherman, CT 06784
    10 Candleview Dr, Sherman, CT 06784
    10 Candleview Dr, Sherman, CT 06784
    /40

    $679,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    10 Candleview Dr, Sherman, CT 06784

    CANDLEWOOD LAKE LIVING WITH BOAT SLIP! Welcome to 10 Candleview Drive, a beautifully renovated home in the highly sought-after Deer Run Shores community on Candlewood Lake. Thoughtfully updated from top to bottom, this move-in-ready property offers the perfect blend of modern luxury, lake living, and convenient access to New York City. Step inside to discover a stunning new designer kitchen

    Gregory Balek Showcase Realty, Inc.

    10 Candleview Dr, Sherman, CT 06784
  • 131 Route 39 N, Sherman, CT 06784
    131 Route 39 N, Sherman, CT 06784
    131 Route 39 N, Sherman, CT 06784
    /37

    $875,000

    Open Sun 1PM - 3PM $320K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 2,400 Sq Ft

    131 Route 39 N, Sherman, CT 06784

    Instantly inviting this pristine circa 1940 's classic Connecticut cottage also known as Little Fox Farm is brimming with character and jewel like qualities on nearly 3 acres a wonderful mixture of meadows, light woods, and mature trees as well as stunning perennial flower gardens developed over 30 years by its owner a designer. Set back on the property the house is in mint condition with

    Karen Casey William Pitt Sotheby's Int'l

    131 Route 39 N, Sherman, CT 06784
  • 97 Long River Rd, Sherman, CT 06784
    97 Long River Rd, Sherman, CT 06784
    97 Long River Rd, Sherman, CT 06784
    /29

    $275,000

    • Land
    • 2.07 Acres
    • $132,850 per Acre

    97 Long River Rd, Sherman, CT 06784

    Build Your Dream Home in River Oaks Golf Course Living. Gated Privacy. An Exceptional Setting. Imagine stepping out your front door and looking directly onto the 18th hole of River Oaks, with beautiful golf course views and a large pond creating a truly spectacular backdrop. This privately situated homesite offers a rare opportunity to build your dream home in Sherman's premier gated golf and

    Bonnie Bevans BRealEstate.net

    97 Long River Rd, Sherman, CT 06784
  • 9 Ashley Ln, Sherman, CT 06784
    9 Ashley Ln, Sherman, CT 06784
    9 Ashley Ln, Sherman, CT 06784
    /40

    $3,400,000

    • 5 Beds
    • 5.5 Baths
    • 7,035 Sq Ft

    9 Ashley Ln, Sherman, CT 06784

    This contemporary cedar and stone construction home occupies one of Sherman's most spectacular settings. Set on 102.2 acres, the property provides complete privacy, panoramic mountain views, rolling open meadows, a tennis court, and a recently refinished gunite pool. The home features five bedrooms, five and a half bathrooms, and three levels of living space. Double teak entry doors open to a

    Matt McElhone William Pitt Sotheby's Int'l

    9 Ashley Ln, Sherman, CT 06784
  • 8 Pinewood Shores, Sherman, CT 06784
    8 Pinewood Shores, Sherman, CT 06784
    8 Pinewood Shores, Sherman, CT 06784
    /38

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 1,896 Sq Ft

    8 Pinewood Shores, Sherman, CT 06784

    Beautifully maintained, move-in ready +1890 sf raised ranch with a deeded boat dock and private sandy beach in desirable Pinewood Shores at Squantz Pond! Enjoy the best of water-community living with a gorgeous, level yard surrounded by perennial plantings and a spacious deck perfect for outdoor entertaining, dining alfresco or simply relaxing after a day on the water. Light and bright

    Angelina Valentini Coldwell Banker Realty

    8 Pinewood Shores, Sherman, CT 06784
  • 18 Orchard Beach Rd, Sherman, CT 06784
    18 Orchard Beach Rd, Sherman, CT 06784
    18 Orchard Beach Rd, Sherman, CT 06784
    /19

    $1,180,000

    Open Sun 1PM - 3PM $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 800 Sq Ft

    18 Orchard Beach Rd, Sherman, CT 06784

    DIRECT WATERFRONT, rarely available, LAKEFRONT HOME ON CANDLEWOOD LAKE - SHERMAN, CT Experience the best of lakefront living in this charming 3-bedroom, 1 bath home nestled on a private .43- acre lot. An adjacent .63-acre wooded, sloping lot is included. New kitchen with new appliances and new bathroom. New washer and dryer and hot water tank. Located on a cul-de-sac and next to Orchard Beach.

    Derek Greene Derek Greene

    18 Orchard Beach Rd, Sherman, CT 06784
  • 34 Hardscrabble Rd, Sherman, CT 06784
    34 Hardscrabble Rd, Sherman, CT 06784
    34 Hardscrabble Rd, Sherman, CT 06784
    /40

    $699,999

    $49K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,488 Sq Ft

    34 Hardscrabble Rd, Sherman, CT 06784

    Welcome home to this exceptional 4-bedroom, 3.5-bath Custom Colonial nestled on 4.5 scenic acres in sought-after Sherman. Featuring an expansive wraparound covered porch, a beautifully updated kitchen with stone countertops, and an inviting den with a fireplace, every space is designed for comfortable living and effortless entertaining. Upon entering, you'll find a flexible main-level suite that

    Lisa Weisenberger Luks Realty

    34 Hardscrabble Rd, Sherman, CT 06784
  • 3 Old Forest Rd, Sherman, CT 06784
    3 Old Forest Rd, Sherman, CT 06784
    3 Old Forest Rd, Sherman, CT 06784
    /39

    $819,000

    $46K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,996 Sq Ft

    3 Old Forest Rd, Sherman, CT 06784

    The Lake Experience! Candlewood Lake Estates, a private gated community on Lake Candlewood hosts this 1998 built, 3 bedroom, 2 bath contemporary with 2 dramatic stone, floor to ceiling fireplaces, gleaming hardwood floors, new 2 car garage with loft and fabulous wrap deck to enjoy the private yard & seasonal views! An idyllic weekend.summer retreat or full time residence, this home exudes a

    Barbara Sivba Coldwell Banker Realty

    3 Old Forest Rd, Sherman, CT 06784
  • 41 Long River Lot 30 Rd, Sherman, CT 06784
    41 Long River Lot 30 Rd, Sherman, CT 06784
    41 Long River Lot 30 Rd, Sherman, CT 06784
    /24

    $1,999,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 5,900 Sq Ft

    41 Long River Lot 30 Rd, Sherman, CT 06784

    Craft your dream home from the ground up with this luxury built-to-suit offering set on a sprawling 5.46 acre lot on Long River Rd in River Oaks Country Club, a private gated community in Sherman, CT. This 4 bd / 3.5 bath / 3500 SF open-concept residence with main level primary suite seamlessly connects a chef's kitchen (w/ pantry) to an elegant dining area and a living room w/ cozy fireplace.

    Donna Kennedy Compass Connecticut, LLC

    41 Long River Lot 30 Rd, Sherman, CT 06784
  • 32 Leach Hollow Rd, Sherman, CT 06784
    32 Leach Hollow Rd, Sherman, CT 06784
    32 Leach Hollow Rd, Sherman, CT 06784
    /39

    $2,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,714 Sq Ft

    32 Leach Hollow Rd, Sherman, CT 06784

    Private Country Compound. Utterly charming c.1900 perfectly restored Antique Farmhouse privately located up a long driveway on 15 +/- verdant acres w/beautiful long views, established perennial gardens, ancient specimen trees, original stone walls & a picturesque pond. The magnificent property includes a 4 bedroom/2.5 baths Main House w/period details such as original hardwood floors, 3 antique

    Carolyn Klemm Klemm Real Estate Inc

    32 Leach Hollow Rd, Sherman, CT 06784
  • 57 Meadowood Dr, New Milford, CT 06776
    57 Meadowood Dr, New Milford, CT 06776
    57 Meadowood Dr, New Milford, CT 06776
    /40

    $849,900

    • 4 Beds
    • 4 Baths
    • 4,267 Sq Ft

    57 Meadowood Dr, New Milford, CT 06776

    Magnificent on Meadowwood! Don't miss this stunning 4-bedroom, 2 full and 2 half bath Colonial tucked at the end of a quiet cul-de-sac on desirable Meadowwood Drive. Set on 3.29 beautifully maintained acres, this immaculate home offers over 4,200 sq. ft. of finished living space across 3 levels, a 3-car garage, covered front porch, and ground-level party deck. A dramatic 2-story foyer welcomes

    Todd Sargent Coldwell Banker Realty

    57 Meadowood Dr, New Milford, CT 06776

Showing Results 1 - 40, Page 1 of 2

Connecticut Fairfield County

Real Estate & Homes for Sale in Sherman, CT

Why Live in Sherman

Sherman, CT, is a tranquil lakeside community located in the foothills of Connecticut wine country, offering a small-town atmosphere with proximity to Candlewood Lake. This man-made lake is a major attraction, featuring over 60 miles of shoreline where residents enjoy boating, hiking, ice skating, and skiing. Sherman is just an hour from New York City's theater district, making it a popular choice for second homes among Manhattan residents. The area boasts a variety of home styles, including Modern-influenced split levels, Modern Traditional homes, and lakeside lodges, often situated on multi-acre woodland lots. Education is a highlight, with The Sherman School serving kindergarten through eighth grade and Shepaug Valley Regional High offering a highly rated agriscience academy and a planetarium. Sherman is part of Connecticut wine country, hosting events like the rhubarb festival at White Silo Farm and community theater performances at Sherman Playhouse. For necessities, locals shop at Sherman IGA or drive 6 miles to New Milford for additional options like Big Y and Starbucks. New Milford also features Housatonic Brewing and Johana’s diner. Transportation is convenient with Route 7 leading to Danbury and I-84 connecting to Brewster's Southeast Station for trains to Grand Central Station. Sherman’s small-town charm is evident during national holiday celebrations, with fireworks on the Fourth of July and streets lined with American flags for Memorial Day.

Learn more about living in Sherman

Sherman, CT Home Prices

Sherman, CT
Median Home Price
$899,500
Median Sale Price
$775,000
+11% YoY
Avg. Price per Square Foot
$416
Median Single Family Price
$899,000
Total Active Listings
42 listings
Market Conditions
7 Months of Supply
Buyer's Market

Frequently Asked Questions

What is the average home price in Sherman, CT?
Homes for sale in Sherman, CT have an average home price of $1,130,614.
How many homes have sold over the last 12 months in Sherman, CT?
51 homes have sold in Sherman, CT over the last 12 months.
What are the most popular zip codes in Sherman, CT?
The most popular zip codes in Sherman, CT include 06784, 06776, 12564, 06755 and 06812.
How much do you need to make to afford a house in Sherman?
The median home price in Sherman is $899,500. If you put a 20% down payment of $179,900 and had a 30-year fixed mortgage with an interest rate of 7.03%, your estimated principal and interest payment would be $4,800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $206K a year to afford the median home price in Sherman. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Sherman, CT?
Sherman, CT has highly rated public and private schools. Some of the best schools in Sherman based on Niche Grades are South Kent School, New Fairfield Middle School and Shepaug Valley School. Browse all the schools in Sherman, CT to learn more.
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