2,127

Sherman, CT Homes

Section Image Section Image
  • /17

    $250,000 Under Contract

    • Land
    • 2.17 Acres
    • $115,207 per Acre

    4 Pond View Ln, Sherman, CT 06784

    INCREDIBLE POND VIEW LOT! Club River Oaks In Sherman, CT showcases this prime pond front building site, in Sherman's premier golf community. This scenic site offers pond and golf course views, a majestic setting for grand golf club home and optional club membership. Explore the amenities of this gated golf community which include, Clubhouse w/restaurant, tennis courts, gym, pool and championship

    Agent Photo

    Barbara Sivba

    Coldwell Banker Realty

    (860) 321-6871

    4 Pond View Ln, Sherman, CT 06784
  • /25

    $20,000 per month

    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq Ft
    • House for Rent

    95 Long River Rd, Sherman, CT 06784

    Incredible country home with heated gunite swimming pool skillfully blended into the natural stone landscape. The perfect place for relaxing and entertaining, whilst enjoying open, sunshine views over the golf course. Views from every room! Located within the River Oaks Country Club with resort quality amenities, this large and tastefully furnished 4 bedroom (each with walk-in closets), 3 & 1/2

    Tyler O'Hazo William Pitt Sotheby's Int'l

    95 Long River Rd, Sherman, CT 06784
  • 3 Shelter Cove Rd, Sherman, CT 06784

    $1,349,250 Sold Apr 26, 2025

    • 4,924 Sq Ft
    • $274/SF
    • 64 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1997

    3 Shelter Cove Rd, Sherman, CT 06784

    Sail Harbour Club offers this rare opportunity to discover the beauty of Candlewood Lake. This unique community on the lake, showcases a white sand beach, tennis, pickleball, clubhouse & a marina for all off water properties to have a deeded boat slip.This Sherman property includes 5 bedrooms, 4.5 baths, a 3 car garage. plus a finished, walk-out lower level with game room, media center and 1/2

    Barbara Sivba Coldwell Banker Realty

    3 Shelter Cove Rd, 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

    $6,500 per month

    • 5 Beds
    • 6 Baths
    • 4,022 Sq Ft
    • House for Rent

    6 Irene Ln, Sherman, CT 06784

    Private Home with Beautiful Pool and Plenty of Space In & Out! Enjoy Peace and Tranquility on 4+ Private Acres Bordering Land Trust at end of Long Level Driveway. Great for Entertaining! Colonial with Contemporary Flair Boasts Designer Chef's Kitchen, 2 Story Foyer, Main Level Office with French doors, 2 Story Great Room with Arched Picture Windows to bring in Wonderful Sunsets. This Amazing 5

    Joseph Perun Perun Properties

    6 Irene Ln, Sherman, CT 06784
  • 6 Candleview Dr, Sherman, CT 06784

    $584,000 Sold Apr 25, 2025

    • 1,344 Sq Ft
    • $435/SF
    • 31 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1967

    6 Candleview Dr, Sherman, CT 06784

    Welcome to Deer Run Shores, a sought-after lakeside community offering an array of amenities, including a private beach, an inground pool, and a clubhouse. This updated 3-bedroom raised ranch blends modern comfort with country charm. Meticulously maintained, this home boasts a long list of upgrades over the past decade, including a renovated kitchen with stainless steel Whirlpool appliances,

    Irit Granger William Pitt Sotheby's Int'l

    6 Candleview Dr, 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
  • /40

    $18,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,714 Sq Ft
    • House for Rent

    32 Leach Hollow Rd, Sherman, CT 06784

    Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2025 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality

    Irit Granger William Pitt Sotheby's Int'l

    32 Leach Hollow Rd, Sherman, CT 06784
  • 129 Route 37 S, Sherman, CT 06784

    $205,000 Sold Apr 18, 2025

    • 1,429 Sq Ft
    • $143/SF
    • 8 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1900

    129 Route 37 S, Sherman, CT 06784

    This cottage style home sits on 3 private acres in Sherman, close to the NY border! The home offers approx. 1,429 squarefeet between the main and upper levels, and also offers a detached studio space that can be converted into your home office, art studio, or whatever you desire! The home is in need of work and is looking for someone who has the means to fix it up and bring it back to life. The

    Cory Neumann Houlihan Lawrence

    129 Route 37 S, 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
  • /24

    $6,000 per month

    • 2 Beds
    • 1 Bath
    • 1,666 Sq Ft
    • House for Rent

    60 Leach Hollow Rd, Sherman, CT 06784

    Located on a hill overlooking the main house of this 14 acre compound on a designated "Scenic Road," this 2BR/1B 1929 solid stone cottage is just 60 M from NYC!Guests have access to the entire cottage full wooded property,water views of private lake are just past the driveway.Screened Porch & Extended Dining.This cottage was originally built by Helen Graham,assistant to Norman Vincent Peale.Stone

    Kathleen Harrison Coldwell Banker Realty

    60 Leach Hollow Rd, Sherman, CT 06784
  • 11 Partridge Trail, Sherman, CT 06784

    $940,000 Sold Apr 15, 2025

    • 3,590 Sq Ft
    • $262/SF
    • 148 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1993

    11 Partridge Trail, Sherman, CT 06784

    Incredible location and awesome long beautiful mountain VIEWS!!! Large solid 4 bedroom Colonial with open versatile layout. Main level bedroom plus 3 plus loft upstairs including awesome primary suite. Large center island granite kitchen with stainless appliances. Step down living room with fireplace. Vaulted 3 season room. Huge unfinished walk out lower level and unfinished walk up attic room

    Joe Chemero Coldwell Banker Realty

    11 Partridge Trail, 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
  • /26

    $2,250 per month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    123 Connecticut 39 Unit 2, Sherman, CT 06784

    Don't miss this rare rental opportunity in the picturesque town of Sherman! Two bedrooms and two full baths. Sliding glass doors to the patio. This updated unit features modern kitchen, new appliances, and renovated bathrooms. 2 parking spots included. Enjoy a private, wooded backyard and the convenience of being just minutes from the beach, lake, shops, and restaurants. With easy access to

    Ellen Schwartz William Pitt Sotheby's Int'l

    123 Connecticut 39 Unit 2, Sherman, CT 06784
  • 12 Atchison Cove Rd, Sherman, CT 06784

    $510,000 Sold Apr 14, 2025

    • 1,810 Sq Ft
    • $282/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    12 Atchison Cove Rd, Sherman, CT 06784

    Welcome to desirable Atchison Cove with its own clubhouse, private beach and docks. Three bedrooms (two on main floor and one on upper floor), two full baths, two car garage and finished basement set on just under an acre of land within walking distance to Candlewood Lake. Two split units for air/heat plus pellet stove, wood stove, propane heater and oil baseboard heat. Two levels of decking.

    Chris LaCava Coldwell Banker Realty

    12 Atchison Cove 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
  • 8 River Oaks Ln, Sherman, CT 06784

    $1,150,000 Sold Apr 10, 2025

    • 6,406 Sq Ft
    • $180/SF
    • 46 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2006

    8 River Oaks Ln, Sherman, CT 06784

    Sherman's premier golf community showcases this 4 BR, 3 full & 2 Half Bath Grand 6500+ SF home w/ Mahogany floors throughout, 4 fireplaces, IG Pool & more! A grand 2 story foyer with circular stair, herringbone mahogany floors & dramatic lighting create an impressive entry. Framed by a classic formal dining & living room with mantled fireplaces, built ins & quality trim this home exudes elegance.

    Barbara Sivba Coldwell Banker Realty

    8 River Oaks Ln, 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 Holiday Point Rd, Sherman, CT 06784

    $700,000 Sold Mar 27, 2025

    • 1,995 Sq Ft
    • $351/SF
    • 206 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    15 Holiday Point Rd, Sherman, CT 06784

    Discover the perfect blend of luxury and nature in this newly constructed residence, on a serene hilltop in the charming town of Sherman. This exquisite home, finished to an impeccable standard, offers a tranquil retreat with native wildflowers dotting the landscape along with easy access to the Town Beach for Candlewood Lake. Step inside to find a spacious and inviting interior, illuminated by

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

    15 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
  • 126 Green Pond Rd, Sherman, CT 06784

    $525,000 Sold Mar 03, 2025

    • 1,842 Sq Ft
    • $285/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    126 Green Pond Rd, Sherman, CT 06784

    So much character and charm boost this beautiful Cape Cod home situated on almost an acre of picturesque scenic property located in the private gated lake community of "Candlewood Lake Estates". Access to 4 beaches, 2 on striking Candlewood Lake where you can enjoy all your summertime activities including boating, canoeing, kayaking and so much more along with winter fun of ice skating, ice

    Diana Newbert William Raveis Real Estate

    126 Green Pond Rd, Sherman, CT 06784
  • /39

    $1,039,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,940 Sq Ft

    5 Old Hickory Ln, Sherman, CT 06784

    Elegant Colonial in the Desirable Timber Trails Community Located in the tranquil and picturesque New Fairfield/Sherman border, this beautifully appointed Colonial has the perfect blend of privacy and convenience-just a short commute to New York City and Metro North. The expansive, professional-grade country kitchen serves as the heart of the home, featuring top-of-the-line Wolf appliances, a

    Eric Bergers William Raveis Real Estate

    5 Old Hickory Ln, Sherman, CT 06784
  • 33 Route 37 S, Sherman, CT 06784

    $450,000 Sold Feb 07, 2025

    • 1,500 Sq Ft
    • $300/SF
    • 48 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    33 Route 37 S, Sherman, CT 06784

    Delightful and well-maintained ranch near Sherman's town center, offering easy, single level living in a low-maintenance country setting. The level yard offers a picturesque view and an acoustic serenade from the Tollgate Brook, which runs along the back edge of the property. Inside, an open tiled foyer leads to a spacious living room with fireplace and built-ins, a sunny dining room with sliders

    Irit Granger William Pitt Sotheby's Int'l

    33 Route 37 S, Sherman, CT 06784
  • /37

    $649,900

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

    80-82 Connecticut 55, Sherman, CT 06784

    Located just steps from the Appalachian Trail and the New York state line, this historic 1820 Colonial and guest cottage offer a unique blend of historic craftsmanship, character, and charm. Set on 8.38 acres in northwest Sherman, the property showcases many period details - from original stone fireplaces and custom built-ins to handsome stone walls, patios, steps, and terracing. The main

    Irit Granger William Pitt Sotheby's Int'l

    80-82 Connecticut 55, Sherman, CT 06784
  • 9 Hillside Dr, Sherman, CT 06784

    $350,000 Sold Jan 31, 2025

    • 336 Sq Ft
    • $1042/SF
    • 113 Days On Market
    • 1 Bath
    • Built 1955

    9 Hillside Dr, Sherman, CT 06784

    DIRECT WATERFRONT ON CANDLEWOOD LAKE - Allen's Cove in Holiday Point Association w/deeded Beach Rights in addition to your own Dock. Small Cabin in wooded setting. A perfect little getaway. Come to relax, fish, swim & kayak/canoe. Bring your boat! Dock in place. Deck 8.9 x 26.3. Tongue in groove knotty pine-insulated walls-fiberglass insulation in floor & ceiling. Pergo flooring. Custom

    Kathleen Harrison Coldwell Banker Realty

    9 Hillside Dr, 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
  • 0 Old Stone Ln Unit 170625908, Sherman, CT 06784

    $1,012,500 Sold Jan 29, 2025

    • Land
    • 54 Acres
    • $18,750 per Acre
    • 342 Days On Market

    0 Old Stone Ln Unit 170625908, Sherman, CT 06784

    Discover a vast 54-acre canvas of unparalleled natural beauty in southern Sherman, CT, just 1 hr 15 min from NYC. This dynamic property presents various possibilities, whether you envision a SPRAWLING PRIVATE ESTATE, a FAMILY COMPOUND, or take advantage of the APPROVED 13-LOT SUBDIVISION options. The D-shaped property features a unique layout, partially bordered by Glen Brook flowing through Land

    Donna Kennedy Keller Williams Realty

    0 Old Stone Ln Unit 170625908, 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
  • 129 Green Pond Rd, Sherman, CT 06784

    $470,000 Sold Jan 24, 2025

    • 1,178 Sq Ft
    • $399/SF
    • 90 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1964

    129 Green Pond Rd, Sherman, CT 06784

    Nestled in the coveted, gated community of Candlewood Lake Estates, this stunningly renovated cottage offers a rare combination of modern living and lake life charm. Enjoy access to private beaches, docks, and picturesque views of Candlewood Lake throughout the neighborhood. The home's open-concept main floor boasts brand-new hardwood floors throughout, adding warmth and elegance. The kitchen is

    Lauren Auresto BHGRE Gaetano Marra Homes

    129 Green Pond Rd, Sherman, CT 06784

Showing Results 1 - 40, Page 1 of 18

Home Trends in Sherman, CT

Home Trends

Median Price (12 Mo)
$590,000
Median Single Family Price
$710,000
Average Price Per Sq Ft
$391
Number of Homes for Sale
18
Last 12 months Home Sales
48
Months of Supply
4.50
Median List Price
$719,499
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
-13%
How to Buy a Home How to Finance a Home How to Sell a Home