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Sherman, CT Homes for Sale with Pool

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  • /34

    $850,000

    • 3 Beds
    • 3.5 Baths
    • 2,839 Sq Ft

    1 Eagles Nest Dr, Sherman, CT 06784

    Experience the perfect blend of architectural character, thoughtful updates, and peaceful surroundings in this beautifully refreshed mid-century modern home. Soaring ceilings, an open floor plan, and 12 skylights fill the interior with natural light, creating a bright and inviting atmosphere throughout the day. The remodeled kitchen offers updated style and functionality, while the loft provides

    Karen Gilmore Redfin Corporation

    1 Eagles Nest 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
  • /39

    $899,000

    Open Sun 1PM - 4PM
    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    3 Ledgewood Dr, Sherman, CT 06784

    Turnkey Candlewood Lake Luxury in Deer Run Shores! Experience the perfect blend of modern luxury and lakeside living in this 2900 sq ft contemporary situated on a rare, private 1 acre lot. Extensively expanded and completely renovated in 2022. This 3/4 bedroom 3.5 bath home offers flawless, move in ready sanctuary just a short, flat few minute walk to the community clubhouse, beach, and your own

    Joe Chemero Coldwell Banker Realty

    3 Ledgewood Dr, Sherman, CT 06784
  • /40

    $1,100,000

    Open Sat 11AM - 1PM
    • 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
  • /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

    $1,599,500

    • 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
  • /38

    $1,699,000

    • 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

    $874,999

    $25K 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
  • /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

Home Prices in Sherman, CT

Home Price Trends

Median Sale Price
$720,000
Median Single Family Sale Price
$865,000
Median 2 Bedroom Sale Price
$590,000
Median 1 Bedroom Sale Price
$448,000
Average Price Per Sq Ft
$391
Number of Homes for Sale
28
Last 12 months Home Sales
45
Months of Supply
7.50
Median List Price
$899,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
12%
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