25

Sherman, CT Homes for Sale

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  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /38

    $1,250,000

    • 4 Beds
    • 4 Baths
    • 3,994 Sq Ft

    Unlisted Address

    Modern country elegance is displayed at this residential retreat in Sherman CT. Sited amid 10 acres of preserve-like land, a distinctive blend of timeless character and architectural prescience unites the original construction with a striking 2014 addition. There are generous spaces, refined details, and seamless indoor-outdoor living. German designed Leitch cabinetry and white quartz countertops

    Chris Garrity Bain Real Estate

    Unlisted Address
  • 73 Long River Rd, Sherman, CT 06784
    73 Long River Rd, Sherman, CT 06784
    73 Long River 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
  • 5 Bridgeworth Ln, Sherman, CT 06784
    5 Bridgeworth Ln, Sherman, CT 06784
    5 Bridgeworth Ln, 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
  • 2 Autumn Dr, Sherman, CT 06784
    2 Autumn Dr, Sherman, CT 06784
    2 Autumn Dr, Sherman, CT 06784
    /38

    $1,225,000

    • 4 Beds
    • 3 Baths
    • 4,509 Sq Ft

    2 Autumn Dr, Sherman, CT 06784

    Tucked away on a private enclave of homes in desirable Southern Sherman, just minutes from the NY line, this stunning residence offers the perfect blend of seclusion, luxury and convenience for year-round living, weekend and summer escapes from the city. A very special property interior designed and decorated by AlvinYorkDesign of NYC, this is nothing short of exceptional, blending comfort with

    Angelina Valentini Coldwell Banker Realty

    2 Autumn Dr, Sherman, CT 06784
  • 15 Osborn Rd, Sherman, CT 06784
    15 Osborn Rd, Sherman, CT 06784
    15 Osborn Rd, Sherman, CT 06784
    /40

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,989 Sq Ft

    15 Osborn Rd, Sherman, CT 06784

    Set along a scenic country road with sweeping views of the western hills, this beautifully renovated ranch offers the rare ease of single-level living and is situated on nearly 4 acres of perfectly level, park-like grounds. Move-in ready and thoughtfully updated, the home spans 2,400 square feet and includes three bedrooms, two and a half baths, and an expansive open-concept great room. Anchoring

    Irit Granger William Pitt Sotheby's Int'l

    15 Osborn Rd, Sherman, CT 06784
  • 42 Long River Rd, Sherman, CT 06784
    42 Long River Rd, Sherman, CT 06784
    42 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
  • 21 Holiday Point Rd, Sherman, CT 06784
    21 Holiday Point Rd, Sherman, CT 06784
    21 Holiday Point Rd, Sherman, CT 06784
    /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
  • 86 Connecticut 37, Sherman, CT 06784
    86 Connecticut 37, Sherman, CT 06784
    86 Connecticut 37, 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
  • 12 Sunny Ln, Sherman, CT 06784
    12 Sunny Ln, Sherman, CT 06784
    12 Sunny Ln, Sherman, CT 06784
    /37

    $849,900

    • 4 Beds
    • 2.5 Baths
    • 3,214 Sq Ft

    12 Sunny Ln, Sherman, CT 06784

    Welcome to this charming 4 Bedroom, 2.5 Bath Colonial tucked away in the desirable pastoral town of Sherman, offering both comfort and versatility. Inside, you'll find a bright and inviting layout with spacious living areas, a well-appointed kitchen, and a cozy family room perfect for gatherings. The primary suite includes a private bath, while three additional bedrooms provide space for family,

    Heidi Mitchell Luks Realty

    12 Sunny Ln, Sherman, CT 06784
  • 7 Sunset Dr, Sherman, CT 06784
    7 Sunset Dr, Sherman, CT 06784
    7 Sunset Dr, 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
  • LOT 30 Long River Rd, Sherman, CT 06784
    LOT 30 Long River Rd, Sherman, CT 06784
    LOT 30 Long River Rd, Sherman, CT 06784
    /22

    $279,000

    • Land
    • 5.46 Acres
    • $51,099 per Acre

    LOT 30 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 Keller Williams Realty

    LOT 30 Long River Rd, Sherman, CT 06784
  • 2 Pleasant View Rd, New Fairfield, CT 06812
    2 Pleasant View Rd, New Fairfield, CT 06812
    2 Pleasant View Rd, New Fairfield, CT 06812
    /20

    $525,900

    • 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
  • 4 Deer Run Trail, Sherman, CT 06784
    4 Deer Run Trail, Sherman, CT 06784
    4 Deer Run Trail, Sherman, CT 06784
    /29

    $575,000

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    4 Deer Run Trail, Sherman, CT 06784

    Deer Run Shores with boat slip!! Totally renovated 3 bedroom 2.5 bath home with open layout. Center island kitchen with new stainless appliances. Hardwood floors. Primary bedroom with full bath and access to the full length deck. Other bedrooms have balcony access. Large lower level family room with brick fireplace. 2 car garage. Winter lake view. Lots of parking. Premier lake community with

    Joe Chemero Coldwell Banker Realty

    4 Deer Run Trail, Sherman, CT 06784
  • 0 Rte 39 South State Route, Sherman, CT 06784
    0 Rte 39 South State Route, Sherman, CT 06784
    0 Rte 39 South State Route, 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

    Alan O'Doherty William Pitt Sotheby's Int'l

    0 Rte 39 South State Route, Sherman, CT 06784
  • 5 Laurel Hill Rd N, Sherman, CT 06784
    5 Laurel Hill Rd N, Sherman, CT 06784
    5 Laurel Hill Rd N, Sherman, CT 06784
    /40

    $550,000

    • 4 Beds
    • 2 Baths
    • 3,000 Sq Ft

    5 Laurel Hill Rd N, Sherman, CT 06784

    A private retreat at the end of a cul~de sac road. This secluded home, located on 0.92 acres, with approximately 3,000 square feet of living space. Features four bedrooms and two full baths, this residence boast a true country feel. Home features a generous covered back porch that leads to a patio that overlooks your private yard that once housed an above ground pool. The main level consists of a

    Larry Corrow Coldwell Banker Realty

    5 Laurel Hill Rd N, Sherman, CT 06784
  • 1 Cloverleaf Farm S, Sherman, CT 06784
    1 Cloverleaf Farm S, Sherman, CT 06784
    1 Cloverleaf Farm S, Sherman, CT 06784
    /38

    $1,685,000

    • 4 Beds
    • 4.5 Baths
    • 5,475 Sq Ft

    1 Cloverleaf Farm S, Sherman, CT 06784

    Experience the epitome of modern luxury in this expansive contemporary home with captivating long-range southerly VIEWS! This architectural masterpiece is designed with an open plan that seamlessly integrates living, dining and kitchen spaces, creating an environment perfect for sophisticated entertaining and comfortable daily living. Culinary adventures await in the state-of-the-art kitchen,

    Alan O'Doherty William Pitt Sotheby's Int'l

    1 Cloverleaf Farm S, Sherman, CT 06784
  • 00 Anderson Rd, Sherman, CT 06784
    00 Anderson Rd, Sherman, CT 06784
    00 Anderson 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
  • 5 Stone Wall Ln, Sherman, CT 06784
    5 Stone Wall Ln, Sherman, CT 06784
    5 Stone Wall Ln, 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
  • 8 Ledgewood Dr, Sherman, CT 06784
    8 Ledgewood Dr, Sherman, CT 06784
    8 Ledgewood Dr, Sherman, CT 06784
    /37

    $1,500,000

    • 4 Beds
    • 3.5 Baths
    • 1,542 Sq Ft

    8 Ledgewood Dr, Sherman, CT 06784

    DIRECT WATERFRONT on Candlewood Lake - DEER RUN SHORES, a private Lake community. Water's Edge PRIVATE DOCK. NOTE-this is a double lot! Community Amenities include POOL, clubhouse and beach boat & guest parking. Contemporary Light and Air w/open floor plan. Great Room/Dining Area with 2-story stone fireplace, built ins & walls of sliders to oversized entertaining wrap around Deck. YEAR ROUND

    Kathleen Harrison Coldwell Banker Realty

    8 Ledgewood Dr, Sherman, CT 06784
  • 0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784
    0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784
    0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784
    /27

    $525,000

    • Land
    • 55.85 Acres
    • $9,400 per Acre

    0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784

    55 Wooded Acres along the western side of beautiful Wagon Wheel Rd. with 300' +/- Squantz Pond Water frontage.Have your own private nature preserve/compound or potentially build your dream home; 300 '+/- On Squantz Pond. Property sold As Is. No permits, percs or applications available. Untouched, undeveloped land. Sloped terrain. Deed restrictions- Conservation easement. Land trust gifting

    Katherine Bennett William Pitt Sotheby's Int'l

    0 Wagon Wheel Rd Unit 24065102, Sherman, CT 06784
  • 21 Holiday Point Rd, Sherman, CT 06784
    21 Holiday Point Rd, Sherman, CT 06784
    21 Holiday Point Rd, Sherman, CT 06784
    /23

    $1,250,000

    • 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, safely tucked away from the road and features everything a family may desire: boat dock, large inground gunite pool with a slide, kids' playground, volleyball, supersized deck, magnificent library, 2 floor game room, 3 fireplaces, giant kitchen, separate dining room, 4

    Jorge Zea Blue Lighthouse Realty, Inc

    21 Holiday Point Rd, Sherman, CT 06784
  • 60 Long River Rd, Sherman, CT 06784
    60 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
  • 7 Candle Hill Rd, New Fairfield, CT 06812
    7 Candle Hill Rd, New Fairfield, CT 06812
    7 Candle Hill Rd, New Fairfield, CT 06812
    /20

    $418,900

    • 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
  • 696 Kent Rd, New Milford, CT 06755
    696 Kent Rd, New Milford, CT 06755
    696 Kent Rd, New Milford, CT 06755
    /28

    $459,000

    • 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
  • 12 Webatuck Rd, Gaylordsville, CT 06755
    12 Webatuck Rd, Gaylordsville, CT 06755
    12 Webatuck Rd, Gaylordsville, CT 06755
    /38

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,702 Sq Ft

    12 Webatuck Rd, Gaylordsville, CT 06755

    Discover the perfect blend of charm and functionality with this exceptional 10-room antique Colonial, ideally suited for horse lovers and nature enthusiasts. Set on picturesque grounds fronting both a brook and a river, the property features a barn, fenced paddocks, and direct access to dirt roads and riding trails-ideal for horseback riding, hiking, or ATV adventures. Inside, the home exudes

    Stephen Mele Houlihan Lawrence

    12 Webatuck Rd, Gaylordsville, CT 06755
Connecticut Fairfield County Sherman

Real Estate & Homes for Sale in Sherman, CT

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.

Learn more about living in Sherman

Frequently Asked Questions

What is the average home price in Sherman, CT?
Homes for sale in Sherman, CT have an average home price of $896,475.
Are home prices dropping in Sherman?
Yes, home prices in Sherman are down 25% in the last 12 months.
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, 12564, 06755 and 12594.
How much do you need to make to afford a house in Sherman?
The median home price in Sherman is $744,500. If you put a 20% down payment of $148,900 and had a 30-year fixed mortgage with an interest rate of 6.35%, your estimated principal and interest payment would be $3,710 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $159K a year to afford the median home price in Sherman.
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 Pawling High School, Kent Center School and New Fairfield Middle School. Browse all the schools in Sherman, CT to learn more.

Home Trends in Sherman, CT

On average, homes in Sherman, CT sell after 77 days on the market compared to the national average of 52 days. The median sale price for homes in Sherman, CT over the last 12 months is $680,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$680,000
Median Single Family Sale Price
$720,000
Average Price Per Sq Ft
$356
Number of Homes for Sale
16
Last 12 months Home Sales
52
Months of Supply
3.70
Median List Price
$744,500
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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