27

Sherman, CT Homes for Sale

Section Image
  • /39

    $1,795,000

    • 3 Beds
    • 4.5 Baths
    • 6,831 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
  • /34

    $1,100,000

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

    10 Laurel Dr S, Sherman, CT 06784

    First time on the market, "The Fischer House" is a lakefront property of unobtrusive brilliance. It was designed by renowned architect, Norman Jaffe to be a weekend retreat immersed in natural beauty with a sense of life among the treetops. Tucked into a wooded hillside and overlooking Green Pond, this enchanting home blends rustic warmth with contemporary style. Entry to the residence via a

    Kellie Martone William Pitt Sotheby's Int'l

    10 Laurel Dr S, Sherman, CT 06784
  • /37

    $1,750,000

    • 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. 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 VIEWS of Water & Mountain

    Kathleen Harrison Coldwell Banker Realty

    8 Ledgewood Dr, Sherman, CT 06784
  • /38

    $1,449,000

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    32 Long River Rd, Sherman, CT 06784

    Surrounded by breathtaking panoramic views, this newley home offers the ultimate retreat for golf enthusiasts. This single-level residence in the prestigious community of Club River Oaks boasts a variety of amenities tailored to enhance your experience. The generous gourmet kitchen provides the perfect setting for post-game gatherings. Unwind in the open-concept, spacious living areas, where a

    Kevin Donovan Compass Connecticut, LLC

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

    $1,754,000 Open House 5/04

    • 4 Beds
    • 3.5 Baths
    • 4,486 Sq Ft

    12 Meadow Ln, Sherman, CT 06784

    Welcome to the epitome of bucolic living in this unparalleled Southern Sherman estate nestled within the Wakeman Farms subdivision of custom-built homes just under a mile from the NY line. Step into luxury with this exquisite residence perfectly positioned on over 9 acres of lush landscape adorned with vibrant hydrangeas and mature trees. Designed for sophisticated yet comfortable living, this

    Donna Kennedy Keller Williams Realty

    12 Meadow Ln, Sherman, CT 06784
  • /19

    $1,300,000

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

    42 Long River Rd, Sherman, CT 06784

    READY FOR IMMEDIATE OCCUPANCY!! Look forward to spring in Connecticut with views of the Litchfield Hills. Contemporary farm house on beautiful lot located in the Club at River Oaks in Sherman, Connecticut. Located in the rolling hills of Litchfield County, the Club at River Oaks has a signature 18 hole golf course, beautiful club house with a full service bar, gourmet restaurant. tennis courts

    Cynthia Szentkuti Ridgefield Homes Realty

    42 Long River 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
  • /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
  • /18

    $65,000

    • Land
    • 1.44 Acres
    • $45,139 per Acre

    40 Wagon Wheel Rd, Sherman, CT 06784

    Welcome to 40 Wagon Wheel Rd., Sherman! Imagine the possibilities for your dream home on this approved 1.44-acre non-conforming building lot offering private beach access. Nestled in a quiet, secluded setting, this unique property is just a short drive from the Great Hollow Nature Preserve, Pootatuck State Forest, and the New York State border- all while being only 1.5 hours from NYC! Well and

    Besart Dani William Raveis Real Estate

    40 Wagon Wheel Rd, Sherman, CT 06784
  • /12

    $199,000

    • Land
    • 4.07 Acres
    • $48,894 per Acre

    3-20 Wagon Wheel Rd, Sherman, CT 06784

    Discover the tranquil allure of Southern Sherman on this 4 acre property, just a serene 69-mile drive from NYC. Enveloped in the soothing sounds of Glen Brook as it gracefully flows into the picturesque expanse of Squantz Pond, this offering comprises two distinct parcels melded into one idyllic retreat. 20 Wagon Wheel (2.04 acres) and 3 Wagon Wheel (2.03 acres) totaling 4.07 acres. # 20 is an

    Donna Kennedy Keller Williams Realty

    3-20 Wagon Wheel 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
  • /15

    $390,000

    • Land
    • 10 Acres
    • $40,583 per Acre

    4,10,12 River Oaks Ln, Sherman, CT 06784

    Exceptional opportunity to purchase a 3-lot package totaling 9.62 acres in the prestigious gated community of The Club at River Oaks in Sherman, CT. This private enclave features 66 home sites spread across 350 acres, centered around an 18-hole, par-70 golf course that flows naturally through the Berkshire foothills. The three lots-4 River Oaks Lane (3.12 acres) 10 River Oaks Lane(3.07 acres),

    David Landau RE/MAX Right Choice

    4,10,12 River Oaks Ln, Sherman, CT 06784
  • /39

    $825,000

    • 4 Beds
    • 3 Baths
    • 3,221 Sq Ft

    16 Coburn Rd E, Sherman, CT 06784

    Charming antique property with a guest house set on over 10 acres on a quiet country road, less than two hours from NYC. Upon entering the main home, you're welcomed into a spacious living room, highlighted by a fireplace and uniquely curved vaulted ceiling, which opens to a light-filled sunroom. From there, an incredible great room, anchored by an impressive fieldstone fireplace, features

    Steve Pener William Pitt Sotheby's Int'l

    16 Coburn Rd E, Sherman, CT 06784
  • /38

    $649,999

    • 4 Beds
    • 2 Baths
    • 2,239 Sq Ft

    2 Oak Dr, Sherman, CT 06784

    Seller is motivated to sell! Welcome to 2 Oak Drive in Sherman, a charming 4-bedroom, 2-bathroom with your own private dock! Don't worry about finding a marina or using the town launch, you have a private dock slip steps away. This home is nestled in the coveted Holiday Point Association. This inviting residence features newly remodeled bathrooms with both modern elegance and comfort. The

    Gary Crawford RE/MAX RISE

    2 Oak Dr, Sherman, CT 06784
  • /38

    $2,500,000

    • 6 Beds
    • 3.5 Baths
    • 5,990 Sq Ft

    Unlisted Address

    This pristine, like new estate home sits majestically on 10+ acres on the historic Atchison Farm homestead in rural Sherman CT. Sited for picture perfect panoramic views of the surrounding hills, the main house, built in 2021, has been very lightly used so is in mint condition! With a seven bedroom septic, the rooms laid out off of a beautiful wide central upstairs hall can have multiple uses

    Richard Pomerantz William Pitt Sotheby's Int'l

    Unlisted Address
  • /8

    $275,000

    • Land
    • 20 Acres
    • $13,750 per Acre

    0 Connecticut 37, Sherman, CT 06784

    Beautiful wooded lot with gentle slopes to two small y

    David Bain Bain Real Estate

    0 Connecticut 37, Sherman, CT 06784
  • /40

    $749,000

    • 2 Beds
    • 2 Baths
    • 2,008 Sq Ft

    1 Coburn Rd W, Sherman, CT 06784

    Enchanting 1700's Antique Home with Modern Artistry and Bucolic Charm! Step back in time, to this extraordinary residence brimming with character and nestled in a tranquil setting. As you enter, you are greeted by the timeless beauty of exposed wooden beams that evoke the home's rich history. The kitchen is a chef's delight, featuring a stunning copper farmhouse sink, which complements the

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

    1 Coburn Rd W, Sherman, CT 06784
  • /34

    $975,000

    • 3 Beds
    • 3 Baths
    • 2,822 Sq Ft

    15 Sunset Terrace, Sherman, CT 06784

    Welcome home! This brightly lit contemporary home with open panoramic views looks out to the western hills over protected land trust property. The wall of west facing windows showcases the natural beauty of this location. This custom contemporary features vaulted ceilings, a custom kitchen with granite, a beautiful stone fireplace and hearth, along with a unique catwalk connecting the main living

    Kurt Stoffel Howard Hanna Rand Realty

    15 Sunset Terrace, Sherman, CT 06784
  • /32

    $499,999

    • 5 Beds
    • 2.5 Baths
    • 2,598 Sq Ft

    6 Timber Lake Rd, Sherman, CT 06784

    Discover the hidden charm of this move-in-ready cape, nestled on 2 private wooded acres in the peaceful cul-de-sac of Southern Sherman. Featuring a newer roof and siding, this home offers ample living space with 5 bedrooms and 2.5 baths. The main level includes a large living room, formal dining room, and a bright kitchen that opens to a cozy family room with a fireplace. There is a half bath and

    Karen Gilmore Redfin Corporation

    6 Timber Lake Rd, Sherman, CT 06784
  • /27

    $650,000

    • Land
    • 56 Acres
    • $11,638 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
  • /7

    $305,000

    • Land
    • 4.39 Acres
    • $69,476 per Acre

    6 Autumn Dr, Sherman, CT 06784

    Discover an exceptional investment opportunity with this expansive 4-acre lot for sale, nestled on a private driveway in the serene town of Sherman, CT. This prime piece of land presents a unique blend of privacy and tranquility, making it the ideal canvas for your dream project or future home. Situated just a stone's throw from the New York border, this lot is perfectly positioned for those

    Jordan James Coldwell Banker Realty

    6 Autumn Dr, Sherman, CT 06784
  • /23

    $270,000

    • Land
    • 5 Acres
    • $49,451 per Acre

    LOT 30 Long River Rd, Sherman, CT 06784

    Discover the epitome of tranquility and seclusion with this exceptional 5.46-acre lightly wooded lot, proudly positioned as one of the best in Club River Oaks private country club community in Sherman, CT. Offering an unparalleled canvas for your dream residence, this lot stands out as a gem within the development providing the perfect balance of privacy and access to premium amenities. Situated

    Donna Kennedy Keller Williams Realty

    LOT 30 Long River Rd, Sherman, CT 06784
  • /6

    $165,000

    • Land
    • 0.50 Acre
    • $330,000 per Acre

    18 Candlewood Lake Dr, Sherman, CT 06784

    Build your dream on this beautiful piece of property in Candlewood Lake Estates. Across the street from the lake, with seasonal views, and only a few homes down from the private beach and boat docks. The survey, wetlands, and test holes were done. This lot is grandfathered according to the deed as a buildable lot. It adheres to the 10' setbacks from when it was deemed a residential lot.

    Melissa Gordon William Raveis Real Estate

    18 Candlewood Lake Dr, Sherman, CT 06784
  • /3

    $300,000

    • Land
    • 4.82 Acres
    • $62,241 per Acre

    105 Church Rd, Sherman, CT 06784

    An opportunity presents for life lived well on a quiet, bucolic scenic Sherman, CT Rd. Former historic farmland, where vistas and nature please multiple senses. 90 minutes from NYC, light years away from the press of population.

    Michelle J. Hansen William Raveis Real Estate

    105 Church Rd, Sherman, CT 06784
  • /28

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 3,144 Sq Ft

    79 Route 39 N, Sherman, CT 06784

    Open and airy 4 bedroom contemporay home sitting pretty with privacy and views on 3.3 acres. Open layout features soaring ceilings and plenty of windows. Sunken 2 story family room with stone fireplace. Large eat in kitchen. Main level office. 2 car attached garage with easy access through mudroom. Hardwood floors. Newer minisplits for efficient heat and air conditioning. 4 bedrooms all with

    Joe Chemero Coldwell Banker Realty

    79 Route 39 N, Sherman, CT 06784
  • /38

    $938,500 New Construction

    • 3 Beds
    • 3 Baths
    • 3,500 Sq Ft

    41 Long River Rd, Sherman, CT 06784

    Fully customizable Scandinavian modern home with walkout finished lower level set on a sprawling 5.46 acre lot on Long River Rd in River Oaks Country Club, a private gated golf course community in Sherman, CT. You select exterior & interior colors, finishes, tile/stone, appliances, etc. 3 bd / 3 bath / 3,500 SF open-concept residence with main level primary, seamlessly connects kitchen (w/

    Donna Kennedy Keller Williams Realty

    41 Long River Rd, Sherman, CT 06784
  • /15

    $469,000

    • 1 Bed
    • 1.5 Baths
    • 3,480 Sq Ft

    696 Kent Rd, New Milford, CT 06755

    Exceptional Mixed-Use opportunity in Historic Gaylordsvillel! This rare mixed-use property offers versatile commercial and residential spaces in a prime location, perfect for an owner/user or investors seeking diverse income streams or to repurpose the property. Built in 1911, the former Wemanesa Grange Hall boasts 3,500 SF of adaptable space with modern amenities. The property is located just

    Chris Cosio Advantage Realty, Inc.

    696 Kent Rd, New Milford, CT 06755

About Sherman

Sherman is a quiet lakeside haven set in the foothills of Connecticut wine country. “It’s a laid-back bedroom type of community,” says Realtor Barbara Sivba of the Barbara Sivba Team with Coldwell Banker, who’s sold real estate in the area for 32 years. “It’s right on the lake, and you’re only an hour from the theater district in New York City. Manhattan loves to have second homes here.” Residents come to Sherman for the small-town atmosphere and for access to Candlewood Lake, one of the most popular outdoor recreation spots in the state. With ...

Frequently Asked Questions

What is the average home price in Sherman, CT?
Homes for sale in Sherman, CT have an average home price of $905,714.
Are home prices dropping in Sherman?
Yes, home prices in Sherman are down 24% in the last 12 months.
How many homes have sold over the last 12 months in Sherman, CT?
46 homes have sold in Sherman, CT over the last 12 months.
Is Sherman, CT a safe city?
In general, the safest neighborhoods in Sherman, CT with lower crime scores are Sherman and Dover.
What are the most popular zip codes in Sherman, CT?
The most popular zip codes in Sherman, CT include 06488, 10512, 06810, 06776 and 12533.
What are the most popular neighborhoods in Sherman, CT?
The most popular neighborhoods in Sherman, CT with the most homes for sale are Sherman and Dover.
How much do you need to make to afford a house in Sherman?
The median home price in Sherman is $719,499. If you put a 20% down payment of $143,900 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $3,760 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $161K 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 Kent Center School, New Fairfield Middle School and New Fairfield High School. The neighborhoods in Sherman with the highest rated schools are Sherman and Dover. Browse all the schools in Sherman, CT to learn more.

Home Trends in Sherman, CT

Home Trends

Median Price (12 Mo)
$590,000
Median Single Family Price
$710,000
Average Price Per Sq Ft
$395
Number of Homes for Sale
16
Last 12 months Home Sales
46
Months of Supply
4.20
Median List Price
$719,499
Median Discount From 1st List Price
4%
Median Home Sale Price YoY Change
-14%
How to Buy a Home How to Finance a Home How to Sell a Home