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Newest Homes for Sale in Sherman, CT

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  • /40

    $1,100,000

    • 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 level 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

    (860) 734-4964

    3 Partridge Trail, 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
  • /40

    $2,495,000

    • 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
  • /34

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    4 Pepper Pond Rd, Sherman, CT 06784

    Welcome to rustic Timber Trails and Pepper Pond Road, located in southern Sherman, CT, near the New Fairfield and New York state border, offering a peaceful back-to-nature setting. Techbuilt home, part of the iconic mid-century modern prefabricated designs by architect Carl Koch, blends timeless character with warmth and functionality. Hardwood floors throughout, while the living room is flooded

    Liz Pepin Luks Realty

    4 Pepper Pond Rd, Sherman, CT 06784
  • /39

    $865,000

    • 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
  • /38

    $1,699,000

    Open Sun 12PM - 4PM
    • 6 Beds
    • 5 Baths
    • 5,500 Sq Ft

    6 Brinsmade Ln, Sherman, CT 06784

    Exceptional private country estate set on approximately 10 acres in Sherman, just 90 minutes from New York City and moments from Candlewood Lake with beach and boat rights. Formerly the historic Brinsmade Dairy Farm, this remarkable property blends timeless New England charm with modern comfort and exceptional versatility. Comprising three residences on two lots-the Main House, Carriage House,

    Ginny Gordon-O’Neill William Raveis Real Estate

    6 Brinsmade Ln, Sherman, CT 06784
  • /36

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    2 Laurel Hill Rd S, Sherman, CT 06784

    Incredibly charming Ranch set on a peaceful and private .53-acre lot in quaint Sherman, offering the perfect blend of small-town charm, natural beauty, and incredibly low taxes. Tucked away in a serene setting, this well-maintained home provides both privacy and convenience, just minutes from marinas, Candlewood Lake, and Squantz Pond for year-round recreation and enjoyment. The main level

    Cory Neumann Houlihan Lawrence

    2 Laurel Hill Rd S, Sherman, CT 06784
  • /18

    $1,495,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,770 Sq Ft

    4 Pond View Ln, Sherman, CT 06784

    New construction 5 bedroom 4.5 bath modern farmhouse colonial in gated upscale golf community. River Oaks offers private 18 hole golf course under new ownership. Lots of upgrades to the clubhouse, restaurand/bar, and the course. River Oaks also has a community pool and tennis courts. The custom home has 2 primary bedrooms, one on the main level and one upstairs. 3 car attcahed garage. 9 Ft

    Joe Chemero Coldwell Banker Realty

    4 Pond View Ln, Sherman, CT 06784
  • /24

    $499,000

    • Land
    • 14.3 Acres
    • $34,895 per Acre

    5 Brinsmade Ln, Sherman, CT 06784

    FOUNDATION READY BUILD SITE! Down a quiet stretch of road in the quaint town of Sherman a hidden drive leads you away from the world into 14 acres of absolute tranquility. As you walk the land you'll find the remnants of historic stone walls intertwining through the woods. The air is still, save for the rustle of native trees and the quiet life surrounding a private vernal pond. While the land

    Donna Kennedy Compass Connecticut, LLC

    5 Brinsmade Ln, Sherman, CT 06784
  • /32

    $2,490,000

    • 10 Beds
    • 7.5 Baths
    • 5,856 Sq Ft

    29 Route 37 E, Sherman, CT 06784

    Exceptional Renovated Farmhouse with 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 Perfectly Suited for Extended Living, Guest

    Joseph Perun Perun Properties

    29 Route 37 E, Sherman, CT 06784
  • /40

    $1,489,000

    • 4 Beds
    • 3.5 Baths
    • 4,884 Sq Ft

    27 Smoke Ridge Dr, Sherman, CT 06784

    A rare opportunity to own a private 3.70-acre retreat in Sherman-set back from the road down a scenic driveway, offering you seclusion. Sherman is known for its low taxes, located just 90 minutes from NYC, this property delivers the ideal balance of privacy and convenience. A welcoming columned entry opens to bright, versatile living spaces designed for today's lifestyle, anchored by an oversized

    Ginny Gordon-O’Neill William Raveis Real Estate

    27 Smoke Ridge Dr, Sherman, CT 06784
  • /40

    $775,000

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,488 Sq Ft

    34 Hardscrabble Rd, Sherman, CT 06784

    Perched on 4.52 private acres with complete seclusion, 34 Hardscrabble Rd offers the perfect blend of space, comfort, and peaceful country living in beautiful Sherman. An expansive front porch provides plenty of room to entertain, relax, and take in the scenic surroundings. Inside, the main level features a renovated eat-in kitchen with island seating and a slider leading to the backyard,

    Cory Neumann Houlihan Lawrence

    34 Hardscrabble 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
  • /22

    $1,999,000

    • 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
  • /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
  • /39

    $565,000

    $30K 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
  • /36

    $889,777

    $10K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,303 Sq Ft

    25 Hillside Dr, Sherman, CT 06784

    A true waterfront retreat with direct frontage on Candlewood Lake, this hidden gem is tucked away behind a perimeter of mature trees, offering a private and peaceful setting within the private Holiday Point Association. The community invites an active lifestyle with scenic opportunities for walking, hiking, and biking. Outdoor living shines here, featuring an expansive 107' x 12' deck and a

    Gary Crawford RE/MAX RISE

    25 Hillside Dr, Sherman, CT 06784
  • /40

    $1,599,500

    Open Sun 12PM - 1:30PM
    • 6 Beds
    • 5.5 Baths
    • 4,258 Sq Ft

    201 Route 37 S, Sherman, CT 06784

    5/24 open house CANCELLED! 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

    Cory Neumann Houlihan Lawrence

    201 Route 37 S, 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
  • /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
  • /33

    $659,900

    $60K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,838 Sq Ft

    363 Connecticut 37, New Fairfield, CT 06812

    Some homes are built. This one was crafted. Hand-laid fieldstone construction, old-world masonry, and timeless character define this casual, livable Post-War/Mid-Century Traditional - a home the land itself seems to have produced. Straddling New Fairfield and Sherman, this 4-bedroom, 2-bath retreat sits on 2.24 private acres with over 2,800 square feet of comfortable living space. Two fieldstone

    Todd Sargent Coldwell Banker Realty

    363 Connecticut 37, New Fairfield, CT 06812
  • /40

    $390,000

    • 3 Beds
    • 2 Baths
    • 1,479 Sq Ft

    2 Sawmill Rd, Sherman, CT 06784

    Circa 1900 antique property offering character, history, and opportunity, set on a picturesque parcel with a babbling brook. The home has seen additions over the years and features 3 bedrooms and 2 full baths, ready for restoration and updating. A detached twocar barn/garage includes a spacious loft and a basement workshop-ideal for hobbyists, storage, or future conversion possibilities. Both the

    Lori Campbell Coldwell Banker Realty

    2 Sawmill Rd, Sherman, CT 06784
  • /39

    $899,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,599 Sq Ft

    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. Set on a beautifully wooded 2.03-acre lot just minutes from Candlewood Lake and the New York border, this unique property offers both a charming 3-bedroom, 3-bath main residence and a separate 1-bedroom, 1-bath studio apartment-perfect for flexible living

    Shaylene Neumann Houlihan Lawrence

    17 Curtis Dr, 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
  • /40

    $999,000

    • 3 Beds
    • 3.5 Baths
    • 3,258 Sq Ft

    6 River Bend Ln, Sherman, CT 06784

    A spacious contemporary located in a resort quality setting. Located above the fairway of the 13th hole of the Club at River Oaks, an 18 hole golf course masterfully designed around the meandering contours of the Housatonic River on beautifully rolling farmland. The home site boasts mountain valley and seasonal river views and is equipped with a heated gunite, infinity edge pool with attached

    Tyler O'Hazo William Pitt Sotheby's Int'l

    6 River Bend Ln, Sherman, CT 06784
  • /40

    $550,000

    • 4 Beds
    • 2 Baths
    • 1,804 Sq Ft

    5 Laurel Hill Rd N, Sherman, CT 06784

    Tucked away at the private end of a cul-de-sac in desirable Sherman and just minutes from Candlewood Lake, this charming Cape offers great space, and a peaceful setting on .92 acres. The home features 3-4 bedrooms and 2 full baths with an inviting open floor plan designed for easy everyday living and entertaining. A spacious living room with fireplace creates a warm gathering space, while the

    Lori Campbell Coldwell Banker Realty

    5 Laurel Hill Rd N, Sherman, CT 06784
  • /36

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    35 Skyline Dr, Sherman, CT 06784

    It's All About the Views!Fabulous Price Reduction on this one of a kind, custom built contemporary with extraordinary 50 mile views in all directions. 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 this 3

    Barbara Sivba Coldwell Banker Realty

    35 Skyline Dr, Sherman, CT 06784
  • /40

    $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

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 936-9247

    6 Hoyt Rd, Sherman, CT 06784
  • /4

    $80,000

    $70K PRICE DROP
    • Land
    • 4,356 Sq Ft
    • $800,000 per Acre

    54 Lavelle Ave, New Fairfield, CT 06812

    Fantastic opportunity to build your dream getaway just steps from the water! This .10-acre lot is ideally located directly across from Squantz Pond and just minutes to Candlewood Lake, offering the perfect setting for year-round living or a weekend retreat in a desirable lake community. The property currently includes a fire-damaged structure that must not be entered. Buyers are responsible for

    Brian Christy William Raveis Real Estate

    54 Lavelle Ave, New Fairfield, CT 06812
  • /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
  • /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

Frequently Asked Questions

What is the average home price in Sherman, CT?
Homes for sale in Sherman, CT have an average home price of $1,100,977.
How many homes have sold over the last 12 months in Sherman, CT?
46 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 12594.
How much do you need to make to afford a house in Sherman?
The median home price in Sherman is $861,500. If you put a 20% down payment of $172,300 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $4,360 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $187K 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, Pawling High School and Shepaug Valley School. Browse all the schools in Sherman, CT to learn more.

Home Trends in Sherman, CT

Housing Trends

Median Sale Price
$707,750
Median Single Family Sale Price
$787,500
Average Price Per Sq Ft
$382
Number of Homes for Sale
26
Last 12 months Home Sales
46
Months of Supply
6.80
Median List Price
$861,500
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
11%
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