29

Sherman, CT Homes for Sale with Acreage

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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

    $1,049,000

    $51K 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
  • 2 Leach Hollow Rd, Sherman, CT 06784
    2 Leach Hollow Rd, Sherman, CT 06784
    2 Leach Hollow Rd, Sherman, CT 06784
    /31

    $735,000

    • 4 Beds
    • 3 Baths
    • 1,864 Sq Ft

    2 Leach Hollow Rd, Sherman, CT 06784

    Welcome to this extra large raised ranch set on a beautifully private lot, offering the perfect combination of space, comfort, and relaxation. This well-maintained home features 4 generously sized bedrooms and 3 full bathrooms, providing plenty of room for family, guests, and work-from-home needs. The heart of the home is the oversized eat-in kitchen, offering abundant cabinet and counter space,

    Agent Photo

    Anne Durante

    Briante Realty Group LLC

    2 Leach Hollow Rd, Sherman, CT 06784
  • 27 Osborn Rd, Sherman, CT 06784
    27 Osborn Rd, Sherman, CT 06784
    27 Osborn Rd, Sherman, CT 06784
    /34

    $1,595,000

    • 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
  • 33 Skyline Dr, Sherman, CT 06784
    33 Skyline Dr, Sherman, CT 06784
    33 Skyline Dr, Sherman, CT 06784
    /38

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 2,704 Sq Ft

    33 Skyline Dr, Sherman, CT 06784

    Welcome to 33 Skyline Dr in Sherman CT. Located at the northern end of Candlewood Lake in the gated community of Candlewood Lake Estates. Included in the sale is Boat Slip #8 located on Orchard Beach. These slips are limited and carry a value! This year round house offers privacy, wonderful views of the lake and distant mountains. Open floor plan with the living space,(Great room, Dining room,

    Jeff Colt Showcase Realty, Inc.

    33 Skyline 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
    /40

    $1,100,000

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

    21 Holiday Point Rd, Sherman, CT 06784

    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 countertops, all new appliances,

    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

    $1,999,950

    Open Sun 11AM - 2PM $490K 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
    /40

    $2,395,000

    $100K 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

    $2,250,000

    • 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
  • 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
  • 201 Route 37 S, Sherman, CT 06784
    201 Route 37 S, Sherman, CT 06784
    201 Route 37 S, Sherman, CT 06784
    /40

    $1,495,000

    $105K PRICE DROP
    • 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
  • 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
  • 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

    Enjoy the best of country and lake living at this exceptional private estate in Sherman, CT, just 90 minutes from NYC and moments from Candlewood Lake with beach and boat rights. The pool is open and ready for summer fun! Originally the historic Brinsmade Dairy Farm, this remarkable property blends timeless New England charm with modern comfort. Set on two lots with three buildings-the Main

    Ginny Gordon-O’Neill William Raveis Real Estate

    6 Brinsmade Ln, 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 5 bedroom, 3 bath mid-century was designed in the 1960s as a passive solar home and offers amazing lake views from nearly every room. 310 feet of direct shoreline, a private dock and a spacious grassy area...perfect for relaxing, entertaining and enjoying

    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
  • 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

    Carolyn Morrison William Pitt Sotheby's Int'l

    00 Anderson Rd, Sherman, CT 06784
  • 6 Fox Run, Sherman, CT 06784
    6 Fox Run, Sherman, CT 06784
    6 Fox Run, Sherman, CT 06784
    /27

    $975,000

    • 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
  • 123 Route 37 S, Sherman, CT 06784
    123 Route 37 S, Sherman, CT 06784
    123 Route 37 S, Sherman, CT 06784
    /32

    $345,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,066 Sq Ft

    123 Route 37 S, Sherman, CT 06784

    This 1890 Cape-style residence in Sherman, CT, offers a combination of historic charm and updated features. The interior includes hardwood floors throughout and two fireplaces. The kitchen is equipped with granite countertops, an updated dishwasher, and a modern range. The property features double-insulated windows in both the home and the expansive garage. Climate control is managed by forced

    Carol Riley Berkshire Hathaway NE Prop.

    123 Route 37 S, Sherman, CT 06784
  • 35 Skyline Dr, Sherman, CT 06784
    35 Skyline Dr, Sherman, CT 06784
    35 Skyline Dr, Sherman, CT 06784
    /36

    $1,100,000

    $150K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,000 Sq Ft

    35 Skyline Dr, Sherman, CT 06784

    It's All About the Views! REDUCED TO SELL on this one of a kind, custom built contemporary with extraordinary 50 mile views in all directions. Client say make Set in the Lake community of Candlewood Lake Estates, 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 a 3

    Barbara Sivba Coldwell Banker Realty

    35 Skyline Dr, 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

    $279,000

    • Land
    • 5.46 Acres
    • $51,099 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
  • 34 Hardscrabble Rd, Sherman, CT 06784
    34 Hardscrabble Rd, Sherman, CT 06784
    34 Hardscrabble Rd, Sherman, CT 06784
    /40

    $749,000

    • 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

    $835,000

    $30K 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
  • 40 Long River Rd, Sherman, CT 06784
    40 Long River Rd, Sherman, CT 06784
    40 Long River Rd, Sherman, CT 06784
    /24

    $1,999,000

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

    40 Long River 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

    40 Long River Rd, Sherman, CT 06784
  • 56 Hubbell Mountain Rd, Sherman, CT 06784
    56 Hubbell Mountain Rd, Sherman, CT 06784
    56 Hubbell Mountain Rd, Sherman, CT 06784
    /6

    $260,000

    • Land
    • 2.25 Acres
    • $115,556 per Acre

    56 Hubbell Mountain Rd, Sherman, CT 06784

    Wooded land.

    John Sniffen William Pitt Sotheby's Int'l

    56 Hubbell Mountain Rd, Sherman, CT 06784
Connecticut Fairfield County

Homes for Sale with Acreage in Sherman, CT

Home Prices in Sherman, CT

The median home sale price in Sherman, CT is $775,000, up 14% year-over-year. Homes in Sherman sell in 97 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$775,000
Median Single Family Sale Price
$835,000
Median 2 Bedroom Sale Price
$575,000
Median 1 Bedroom Sale Price
$448,000
Average Price Per Sq Ft
$385
Number of Homes for Sale
29
Last 12 months Home Sales
45
Months of Supply
7.70
Median List Price
$865,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
14%
How to Buy a Home How to Finance a Home How to Sell a Home

In Sherman, there are currently 29 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Sherman, CT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Sherman and discover the potential and freedom that comes with owning your own piece of property.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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