20

Sherman, CT Houses for Sale

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  • /39

    $858,000

    • 3 Beds
    • 2.5 Baths
    • 3,474 Sq Ft

    18 Fox Run, Sherman, CT 06784

    Peaceful & private, custom single family home tucked away on a cul-de-sac in the quaint town of Sherman. Enter through the dramatic 2 story Foyer or through the Bluestone floor mudroom on wet days. Spacious Living Room with Palladian window over working gas Fireplace and cozy window seat to bring in the outdoors. Formal Dining Room with tray ceiling, wainscoting and inlaid hardwood floor opens to

    Agent Photo

    Judith 'Judy' Albert

    Berkshire Hathaway NE Prop.

    (860) 791-1332

    18 Fox Run, Sherman, CT 06784
  • /40

    $1,849,000 Open Sat 1:30PM - 3:30PM

    • 6 Beds
    • 5 Baths
    • 5,500 Sq Ft

    6 Brinsmade Ln, Sherman, CT 06784

    Discover this wonderful estate, formerly Brinsmade Farm, in Sherman, Connecticut, offered for the first time in 60 years. Set on approximately 10 scenic acres in the heart of charming Sherman, this exceptional country home combines timeless New England charm with modern living. Originally a working dairy farm, the property was transformed in 1945 when the barn became a private residence. The

    Ginny Gordon-O’Neill William Raveis Real Estate

    6 Brinsmade Ln, Sherman, CT 06784
  • /9

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft

    2 Coburn Road W, She Coburn Rd W, Sherman, NY 06784

    Discover the rare opportunity to build your custom modern ranch in the tranquil countryside of Sherman, Connecticut, just minutes from the New York line. Nestled on a private, wooded 1.02-acre lot in the exclusive Timber Trails area, this to-be-built contemporary home blends sleek design with serene living. Built by renowned SHERMAN BUILDING DESIGNS, every element will reflect the latest in

    Chelsea Stinson Coldwell Banker Realty

    2 Coburn Road W, She Coburn Rd W, Sherman, NY 06784
  • /36

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 3,020 Sq Ft

    35 Skyline Dr, Sherman, CT 06784

    It's All About the Views! Surrounded by lake views, 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 bedroom,2.5 bath custom designed home with multilevel wrap decks & balconies and an oversized bonus room for great family fun center or studio for the

    Barbara Sivba Coldwell Banker Realty

    35 Skyline Dr, Sherman, CT 06784
  • /40

    $1,600,000

    • 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
  • /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
  • /29

    $1,049,000

    • 4 Beds
    • 3.5 Baths
    • 3,350 Sq Ft

    42 Long River Rd, Sherman, CT 06784

    Spend your summer in this beautiful, gated community playing golf on the signature 18-hole course, enjoying a game of tennis or swimming in the heated in ground pool. There is full-service club house complete with a pro shop, pub and restaurant. You can enjoy dining on the patio that overlooks the greens. Inquire about membership details. The home is ready for immediate occupancy, so come up and

    Cynthia Szentkuti Ridgefield Homes Realty

    42 Long River Rd, Sherman, CT 06784
  • /40

    $670,000

    • 3 Beds
    • 4 Baths
    • 2,450 Sq Ft

    7 Ridge Rd, Sherman, CT 06784

    Don't be fooled by first glances, When you pull into the driveway you will see a sweet log home in a peaceful and private landscape, what you don't see is the large newer thoughtful Architect designed addition on the north side of the house. This is the heart of Sherman, a short walk to the store, school, park and library. Charm and character through out ! There is a country kitchen with lots of

    Beth Simon William Raveis Real Estate

    7 Ridge Rd, Sherman, CT 06784
  • /5

    $574,900

    • 4 Beds
    • 5 Baths
    • 5,342 Sq Ft

    7 Glenview Dr, Sherman, CT 06784

    Contemporary home located on a cul de sac. Property is currently occupied and the occupants are not to be disturbed. Property will be sold as is on a reserve auction site. Review all terms on the auction site. Cash only or a hard money loan. This property is now under auction terms. All Bids must be submitted during the auction via the property's listing page at www.servicelinkauction.com. This

    Leslie Brent Coldwell Banker Realty

    7 Glenview Dr, Sherman, CT 06784
  • /40

    $3,795,000

    • 4 Beds
    • 6 Baths
    • 6,704 Sq Ft

    5 Sail Harbour Dr, Sherman, CT 06784

    Grand FULLY FURNISHED 6,700 SF Mediterranean, direct waterfront on two seriously private acres in Sail Harbor Club. Entertainer's paradise offers unlimited possibilities. Dramatic NEW 26x13 Sun Room displays exciting wall of glass that overlooks NEW 36x14 porcelain tiled deck above sprawling NEW 39x21 covered porcelain tiled patio. NEW 90' deck surrounds 45' saltwater gunite pool having its own

    Paul Valeri Paul Valeri, Realtors

    5 Sail Harbour Dr, Sherman, CT 06784
  • /40

    $869,900

    • 4 Beds
    • 2.5 Baths
    • 2,613 Sq Ft

    5 Bridgeworth Ln, Sherman, CT 06784

    Welcome to this striking Cape/Colonial nestled on a picture-perfect, dead-level parcel in one of Sherman's most desirable locations. With timeless curb appeal featuring classic wood clapboard siding and a charming cedar shingle roof, this home effortlessly blends character, comfort, and functionality. Step inside to discover a warm and inviting interior. The spacious family room is a true

    Cory Neumann Houlihan Lawrence

    5 Bridgeworth Ln, Sherman, CT 06784
  • /39

    $449,000

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

    7 Sunset Dr, Sherman, CT 06784

    "Happy Hill" in Candlewood Lake Estates - Discover lake community living and the feeling of being on vacation year-round in this private, gated community featuring four residents-only beaches. This cute, low-maintenance ranch is framed by stone walls, patios, and walkways and is perched on a hillside, offering beautiful lake views and spectacular sunsets. Inside, an open concept living and dining

    Irit Granger William Pitt Sotheby's Int'l

    7 Sunset Dr, Sherman, CT 06784
  • /20

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    2 Pleasant View Rd, New Fairfield, CT 06812

    Welcome to this Move in Ready Home! Live Like You are on Vacation Everyday! Nestled in the Serene Squantz Pond Community of New Fairfield, CT. w/ Deeded Access & Walking Distance to Lake. This Well Maintained 3 Bedroom, 2 Bath, 1 Car Garage Ranch on a Corner Lot Features Hardwood Floors Throughout, Updated Baths w/ Tile Flooring & Modern Touches, Updated Kitchen w/ Stainless Steel Appliances,

    Debbie Kranidis Preston Gray Real Estate

    2 Pleasant View Rd, New Fairfield, CT 06812
  • /25

    $1,199,000

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

    21 Holiday Point Rd, Sherman, CT 06784

    [ONE OF A KIND] This house has it all. Located in the desired Atchison Cove private lake community the house sits atop a hill (privacy & sun exposure) safely tucked away from the road and features everything a family may desire: large inground gunite pool with a slide, kids' playground, volleyball, supersized deck, magnificent library, 2 floor game room, 3 fireplaces, giant kitchen, separate

    Jorge Zea Blue Lighthouse Realty, Inc

    21 Holiday Point 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
  • /18

    $1,250,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft

    2 Coburn Rd W, Sherman, CT 06784

    TO BE BUILT MODERN RANCH - 1 Mile to New York Line - An exceptional opportunity awaits the savvy buyer to create their own personal retreat in the small Town of Sherman CT. SHERMAN BUILDING DESIGNS will incorporate the latest architectural styles, energy efficient features, and cutting edge technology. Open concept design and incomparable craftsmanship to be built by hands on Architect/Builder.

    Kathleen Harrison Coldwell Banker Realty

    2 Coburn Rd W, 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
  • /12

    $899,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    86 Connecticut 37, Sherman, CT 06784

    New Construction!! 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. Convenient upper level laundry room. 2 car attached garage. Walk out basement. Pond Views!

    Joe Chemero Coldwell Banker Realty

    86 Connecticut 37, Sherman, CT 06784
  • /26

    $399,000

    • 3 Beds
    • 1 Bath
    • 819 Sq Ft

    7 Candle Hill Rd, New Fairfield, CT 06812

    Welcome to 7 Candle Hill Road, a beautifully updated ranch-style home nestled in the heart of New Fairfield, Connecticut. This charming 3-bedroom, 1-bath residence offers 819 square feet of thoughtfully designed living space on a level, easy-to-maintain lot. Originally built in 1957, the home has been tastefully renovated to combine classic charm with modern style. Step inside to a spacious

    Michele Isenberg Coldwell Banker Realty

    7 Candle Hill Rd, New Fairfield, CT 06812
  • /28

    $439,000

    • 1 Bed
    • 1.5 Baths
    • 3,660 Sq Ft

    696 Kent Rd, New Milford, CT 06755

    A Wonderful Opportunity To Own This Large Multi-Use Commercial And Residential Property! Located In The Hamlet of Gaylordsville In New Milford CT. Beautiful Location That Has Access To The Housatonic River. Located On Kent Road That Has Direct Access To N.Y. & Neighboring CT Towns. This Property Also Has A Beautiful Scenic View & Is Very Private. A Wonderful Combination Of Residential & Retail!

    Dennis Guido Coldwell Banker Realty

    696 Kent Rd, New Milford, CT 06755

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.

Home Trends in Sherman, CT

Housing Trends

Median Sale Price
$692,500
Median Single Family Sale Price
$720,000
Average Price Per Sq Ft
$338
Number of Homes for Sale
16
Last 12 months Home Sales
52
Months of Supply
3.70
Median List Price
$782,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
5%
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