20

Sherman, CT Homes for Sale

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  • /38

    $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
  • /30

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,540 Sq Ft

    27 Osborn Rd, Sherman, CT 06784

    Sited on 7.7 private acres on a quiet country lane, this impeccable 4 bedroom home has a sought after open floor plan on the first 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 is ideal for today's lifestyle. The family room features built-ins & an

    Sally Slater Douglas Elliman of Connecticut

    27 Osborn 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
  • /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
  • /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
  • /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
  • /39

    $1,849,000

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

    6 Brinsmade Ln, Sherman, CT 06784

    Discover a private country retreat just 90 minutes from New York City in Sherman, CT, set on approximately 10 acres near Candlewood Lake with beach and boat rights. This exceptional estate blends historic New England charm with modern luxury and low taxes. Three residences-the Main House, Carriage House, and Pool House-offer 5,200 sq ft with six bedrooms and five full baths, ideal for

    Ginny Gordon-O’Neill William Raveis Real Estate

    6 Brinsmade Ln, Sherman, CT 06784
  • /9

    $1,100,000 New Construction

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

    2 Deer Hill Rd, Sherman, CT 06784

    Stunning New Modern Farmhouse in Desirable Deer Hill; A Squantz Pond Community! This beautiful new construction offers approx. 2,900 sq. ft. of modern farmhouse living with 4 bedrooms, 2.5 baths, and an attached 2-car garage. Enjoy private community access to Squantz Pond's beach and boat docks, just steps away! The main level features 9' ceilings and a bright open floor plan perfect for today's

    Cory Neumann Houlihan Lawrence

    2 Deer Hill Rd, 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
  • /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
  • /13

    $250,000

    • Land
    • 1.02 Acres
    • $245,098 per Acre

    2 Coburn Rd W, Sherman, CT 06784

    Build your dream home or escape to pure privacy, just one mile from the New York line. Tucked deep into nature, this approved 1.02-acre building lot sits in one of Sherman’s most peaceful settings, bordering protected open space and offering potential eastern views toward Timber Lake. If you’ve been searching for a property that feels worlds away yet keeps you connected, this one hits the sweet

    Chelsea Stinson Coldwell Banker Realty

    2 Coburn Rd W, 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
  • /16

    $529,000

    • 2 Beds
    • 1 Bath
    • 1,393 Sq Ft

    17 Mauweehoo Hill, Sherman, CT 06784

    Rare Sherman, CT opportunity on 2.1 private acres close to to the end of a quiet cul-de-sac. This charming 2-bed, 1-bath home features beautiful hardwood floors throughout, a screened front porch, detached garage, mature landscaping and lots of privacy-classic New England setting minutes from local amenities. Solid bones and high upside: the kitchen can be opened to create a modern open floor

    Suzann Walsh Walsh Realty Group

    17 Mauweehoo Hill, Sherman, CT 06784
  • /40

    $949,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,314 Sq Ft

    29 Farm Rd, Sherman, CT 06784

    Nestled on a quiet cul-de-sac in the highly desirable Sherman subdivision, this beautifully remodeled country contemporary offers over 2,700 square feet of inviting living space. Designed to capture natural light, the home features an open floor plan with dramatic floor-to-ceiling windows and stunning views of Happy Acres Farm, delivering breathtaking sunsets every evening. At the heart of the

    Angelina Valentini Coldwell Banker Realty

    29 Farm Rd, Sherman, CT 06784
  • /40

    $699,000

    • 3 Beds
    • 2.5 Baths
    • 2,222 Sq Ft

    11 Chestnut Hill Rd, Sherman, CT 06784

    Sprawling 3-bedroom, 2 full and 1 half bath home, in-ground swimming pool set on 2 beautiful acres with access to a community beach and boat dock with designated slip on Candlewood Lake in the Orchard Rest Candlewood Lake community. This sunny and spacious home features soaring ceilings, hardwood floors, wood burning fireplace, sunroom, large living room and eat in kitchen on the main level and

    Liz Pepin Luks Realty

    11 Chestnut Hill Rd, Sherman, CT 06784
  • /26

    $185,000

    • Land
    • 1.96 Acres
    • $94,388 per Acre

    64 Skyline Dr, Sherman, CT 06784

    Exceptionally rare opportunity to acquire the very last available lot on Skyline Drive featuring breathtaking views of Candlewood Lake and magnificent sunsets. Prepare to be awestruck at the unparalleled views perched up where eagles glide by! This prime parcel is an approved building lot in the Candlewood Lake Estates subdivision. An experienced Architect/Builder is available to help bring your

    Donna Kennedy Compass Connecticut, LLC

    64 Skyline Dr, Sherman, CT 06784
  • /36

    $850,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 4,058 Sq Ft

    3 Taber Rd, Sherman, CT 06784

    Beautifully sited, this striking Contemporary Cape commands sweeping panoramic views of the surrounding landscape. The home overlooks the iconic Happy Acres Farm, permanently preserved by the Town of Sherman, ensuring timeless pastoral vistas. The open floor plan features three bedrooms, including a main-level primary suite, 3 full baths, main-level office, a dramatic living room space w/vaulted

    Diana Newbert William Raveis Real Estate

    3 Taber 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
  • /4

    $130,000

    • Land
    • 0.1 Acre
    • $1,300,000 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
  • /26

    $370,000

    • 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 just under 900 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

    Michele Isenberg Coldwell Banker Realty

    7 Candle Hill Rd, New Fairfield, CT 06812

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.

Frequently Asked Questions

What is the average home price in Sherman, CT?
Homes for sale in Sherman, CT have an average home price of $994,388.
How many homes have sold over the last 12 months in Sherman, CT?
53 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, 06755, 12564 and 12594.
How much do you need to make to afford a house in Sherman?
The median home price in Sherman is $797,000. If you put a 20% down payment of $159,400 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $3,980 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $171K 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
$700,000
Median Single Family Sale Price
$707,750
Average Price Per Sq Ft
$351
Number of Homes for Sale
11
Last 12 months Home Sales
53
Months of Supply
2.50
Median List Price
$797,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
10%
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