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Newest Homes for Sale in Sherman, CT

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  • /32

    $719,900 Open Sun 1PM - 4PM

    • 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 the line between New Fairfield and Sherman, this 4-bedroom, 2-bath retreat sits on 2.24 private acres with over 2,800 square feet of generous, comfortable

    Todd Sargent Coldwell Banker Realty

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

    $649,900 Open Sun 11AM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,307 Sq Ft

    1 Hemlock Ln, Gaylordsville, CT 06755

    Set on .95 acres in a well established Gaylordsville neighborhood, this beautifully maintained 4bedroom, 2 full and 2 half bath home, built in 1998, offers generous space and timeless appeal. The thoughtfully designed layout includes a finished walkout basement, ideal for a recreation room, home office, or additional living space. The main level features a welcoming family room with builtin

    Lori Campbell Coldwell Banker Realty

    1 Hemlock Ln, Gaylordsville, CT 06755
  • /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
  • /38

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,484 Sq Ft

    27 Smoke Ridge Dr, Sherman, CT 06784

    Nestled on 3.70 private acres in a tranquil Sherman setting, 27 Smoke Ridge Drive captures the essence of a refined country retreat. Framed by mature landscaping and classic stone walls, this exceptional property blends the timeless charm of a traditional Colonial with thoughtful updates designed for modern living. Sun-drenched interiors are enhanced by expansive windows that invite the outdoors

    Tanner Sneed Elyse Harney Real Estate

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

    $695,000 Open Sun 1:30PM - 3:30PM

    • 4 Beds
    • 3 Baths
    • 2,810 Sq Ft

    12 Quaker Ridge Rd, Sherman, CT 06784

    Tucked away on a quiet cul-de-sac just 1/2 mile from the New York state line, this home offers an appealing blend of privacy and convenience on two level acres in a tranquil, natural setting. The main level features generously sized rooms, including an eat-in kitchen with sliders to an exterior deck - ideal for indoor-outdoor living. The dining room and family room flank the kitchen, with the

    Irit Granger William Pitt Sotheby's Int'l

    12 Quaker Ridge Rd, Sherman, CT 06784
  • /40

    $1,795,000

    • 4 Beds
    • 4 Baths
    • 5,041 Sq Ft

    2 Sail Harbour Dr, Sherman, CT 06784

    Majestic Sail Harbour Home, in this premier Candlewood Lake community, on 2 sprawling, level acres has it all! Elegant 2 story marble foyer w/circular stair welcomes you, flanked by a formal living & dining room in this classic plan. An expansive kitchen w/bay dining area, offers open views of the family room, tiled 4 season sunroom, in ground pool & masterfully created gardens. A grand primary

    Barbara Sivba Coldwell Banker Realty

    2 Sail Harbour Dr, Sherman, CT 06784
  • /39

    $999,000

    • 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

    Agent Photo

    Shaylene Neumann

    Houlihan Lawrence

    (860) 864-5648

    17 Curtis Dr, Sherman, CT 06784
  • /12

    $200,000

    • Land
    • 2.1 Acres
    • $95,238 per Acre

    8 Chimney Hill Rd, Sherman, CT 06784

    Discover the tranquil allure of Sherman CT on this 2.10 acre property, just a serene 69-mile drive from NYC. Enveloped in the soothing sounds of Toll Brook as it gracefully flows into Candlewood Lake, this parcel is an approved building lot with an existing site plan and health dept approval. This land presents an excellent opportunity to claim a slice of Sherman's charm with the convenience of a

    Donna Kennedy Compass Connecticut, LLC

    8 Chimney Hill Rd, Sherman, CT 06784
  • /13

    $220,000

    • Land
    • 4.91 Acres
    • $44,807 per Acre

    10 Chimney Hill Rd, Sherman, CT 06784

    Down a quiet road in the heart of Sherman, this exceptional 5 ACRE parcel offers a rare blend of readiness and wildness. It's a place where nature feels untouched, a private sanctuary defined by moss covered stone outcroppings, a variety of native trees and the constant, melodic song of a babbling brook. The atmosphere is nothing short of MAGICAL. This isn't just raw land; it is a coveted

    Donna Kennedy Compass Connecticut, LLC

    10 Chimney Hill Rd, Sherman, CT 06784
  • /40

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,250 Sq Ft

    5 Upland Pastures Rd, Sherman, CT 06784

    A striking blend of modern design and timeless barn-inspired architecture, this exceptional 4,250 SF home sits privately on 12.77 acres and offers a rare sense of space, light, and tranquility. Built in 2022, the residence still feels brand new, with 5 BD, 4 BA, and 1 half bath over 3 levels, including a legal accessory apartment. A dramatic two-story foyer sets the tone, showcasing a split

    Kathleen Harrison Coldwell Banker Realty

    5 Upland Pastures Rd, Sherman, CT 06784
  • /47

    $949,000

    • 33 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
  • /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

    • 3 Beds
    • 3 Baths
    • 2,029 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
  • /30

    $1,595,000 Open Sun 1PM - 3PM

    • 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
  • /40

    $649,900

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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

Frequently Asked Questions

What is the average home price in Sherman, CT?
Homes for sale in Sherman, CT have an average home price of $1,031,505.
How many homes have sold over the last 12 months in Sherman, CT?
52 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 $825,000. If you put a 20% down payment of $165,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $4,120 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $177K 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
$692,500
Median Single Family Sale Price
$720,000
Average Price Per Sq Ft
$355
Number of Homes for Sale
16
Last 12 months Home Sales
52
Months of Supply
3.70
Median List Price
$825,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
9%
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