2,185

Fairfield, CT Homes in ZIP Code 06784

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  • 2 Oak Dr, Sherman, CT 06784
    2 Oak Dr, Sherman, CT 06784
    2 Oak Dr, Sherman, CT 06784
    /38

    $619,999 Under Contract

    • 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

    Agent Photo

    Gary Crawford

    RE/MAX RISE

    (860) 909-8341

    2 Oak Dr, Sherman, CT 06784
  • 145 Connecticut 39, Sherman, CT 06784
    145 Connecticut 39, Sherman, CT 06784
    145 Connecticut 39, Sherman, CT 06784
    /12

    $1,900 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    145 Connecticut 39, Sherman, CT 06784

    Fabulous new construction (2021) contemporary home with a separate, private entry spacious 1 bedroom apartment. Modern, open living area with eat at island and private deck to enjoy the lovely Nature Preserve and Wimisink Brook. In unit laundry hook up available as well as garage bay for extra storage/vehicle. Owner on site. *1 tenant, good credit, no pet, no cosigner.

    Ann Muoio William Raveis Real Estate

    145 Connecticut 39, Sherman, CT 06784
  • 1 Quaker Ridge Rd, Sherman, CT 06784

    $675,000 Sold Aug 15, 2025

    • 2,500 Sq Ft
    • $270/SF
    • 42 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    1 Quaker Ridge Rd, Sherman, CT 06784

    Nestled just minutes fm New York border, this beautiful home offers serene retreat surrounded by rolling farmland & verdant hills. Set on lush, level landscaped acreage, the property is bordered by mature flowering trees providing exceptional privacy & peaceful natural views. Sun-filled Classic Colonial-style home offers a welcoming layout. Main lvl features frml living & dining rms, spacious

    Shalini Madaras Silver Pine Real Estate

    1 Quaker Ridge 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
  • 18 Pinewood Shores, Sherman, CT 06784
    18 Pinewood Shores, Sherman, CT 06784
    18 Pinewood Shores, Sherman, CT 06784
    /40

    $4,000 per month

    • 3 Beds
    • 3 Baths
    • 2,247 Sq Ft
    • House for Rent

    18 Pinewood Shores, Sherman, CT 06784

    Pull into the end of the cul-de-sac and enjoy your just under half acre of privacy with 100' DIRECT LEVEL WATERFRONT on Squantz Pond in the private lake community of Pinewood Shores. Pinewood Shores has a community beach to socialize or embrace the privacy and exclusivity of lakefront living w/your own large private sandy beach with large dock for multiple water toys. Easy living in this

    Courtney Smith Houlihan Lawrence

    18 Pinewood Shores, Sherman, CT 06784
  • 135 Green Pond Rd, Sherman, CT 06784

    $540,000 Sold Jul 31, 2025

    • 1,560 Sq Ft
    • $346/SF
    • 22 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1978

    135 Green Pond Rd, Sherman, CT 06784

    You Can Have It All - Lake Living at Its Finest! Don't miss this incredible opportunity in Candlewood Lake Estates, a gated water community in scenic Sherman, CT. This 3-bedroom, 3-bath ranch offers over 1,500 sq ft of finished living space, with an additional 450 sq ft ready to be transformed into whatever you imagine-home gym, office, or guest suite! The real draw? Access to four private

    Todd Sargent Coldwell Banker Realty

    135 Green Pond Rd, 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
  • 8 Glenview Dr, Sherman, CT 06784
    8 Glenview Dr, Sherman, CT 06784
    8 Glenview Dr, Sherman, CT 06784
    /25

    $10,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,350 Sq Ft
    • House for Rent

    8 Glenview Dr, Sherman, CT 06784

    Furnished Summer Rental | July 1 - Aug 31 Enjoy the ultimate summer escape in this 4BR, 2.5BA Colonial set on nearly 2 private acres in a quiet Sherman cul-de-sac. The backyard feels like your own private resort, featuring a beautiful in-ground pool heated by propane, with varying depths reaching over 7 feet-perfect for both relaxing floats and refreshing swims. Unwind in the separate hot tub

    Melissa Franco William Raveis Real Estate

    8 Glenview Dr, Sherman, CT 06784
  • 13 Wanzer Hill Rd, Sherman, CT 06784

    $950,000 Sold Jul 28, 2025

    • 4,092 Sq Ft
    • $232/SF
    • 4 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2016

    13 Wanzer Hill Rd, Sherman, CT 06784

    Welcome to 13 Wanzer Hill Road, where modern lifestyle meets nature and great outdoor fun. Nestled perfectly between Squantz Pond State Park and Candlewood Lake, you & your family/friends will be sure to enjoy the vast nature trails, picnic areas, soothing kayaking on the pond or motorized boating and water sports on the 8 miles of lake. Then come back home for drinks and snacks on the front

    George Muniz Keller Williams NY Realty

    13 Wanzer Hill Rd, 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
  • 21 Route 39 S Unit A, Sherman, CT 06784
    21 Route 39 S Unit A, Sherman, CT 06784
    21 Route 39 S Unit A, Sherman, CT 06784
    /16

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • House for Rent

    21 Route 39 S Unit A, Sherman, CT 06784

    One of a kind rental opportunity. Set on 10 magical acres with pond and brook. Private 1 bedroom above garage rental. Open concept with hardwood floors throughout. Center island kitchen opens to living room. Bedroom with built ins, walk in closet and small storage area. Laundry room (washer/dryer not included-front loader needed). Private entrance and mudroom/foyer. Beautiful tiles bathroom.

    Joe Chemero Coldwell Banker Realty

    21 Route 39 S Unit A, Sherman, CT 06784
  • 0 Connecticut 37, Sherman, CT 06784

    $270,000 Sold Jul 18, 2025

    • Land
    • 20 Acres
    • $13,500 per Acre
    • 140 Days On Market

    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
  • 42 Long River Rd, Sherman, CT 06784
    42 Long River Rd, Sherman, CT 06784
    42 Long River Rd, Sherman, CT 06784
    /25

    $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
  • 80-82 Connecticut 55, Sherman, CT 06784

    $650,000 Sold Jul 17, 2025

    • 2,000 Sq Ft
    • $325/SF
    • 30 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1820

    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
  • 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
  • 16 Coburn Rd E, Sherman, CT 06784

    $720,000 Sold Jul 17, 2025

    • 3,221 Sq Ft
    • $224/SF
    • 102 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1853

    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
  • 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
  • 12 Meadow Ln, Sherman, CT 06784

    $1,637,500 Sold Jul 16, 2025

    • 4,486 Sq Ft
    • $365/SF
    • 131 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2017

    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
  • 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
  • 65 Church Rd, Sherman, CT 06784

    $1,025,000 Sold Jun 27, 2025

    • 3,230 Sq Ft
    • $317/SF
    • 10 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2003

    65 Church Rd, Sherman, CT 06784

    Castle in the Sky-First time on the market! Experience breathtaking views and complete privacy in this one-of-a-kind 4-bedroom, 3 bath contemporary in the heart of charming Sherman. Set high above the road on a private, winding driveway, this 2003-built home offers over 3200 sq ft of sun-filled living space plus an additional 1,000+sq ft walk-out basement with endless potential. Soaring ceilings

    Donna Garr William Raveis Real Estate

    65 Church Rd, Sherman, CT 06784
  • 70 Wakeman Hill Rd, Sherman, CT 06784
    70 Wakeman Hill Rd, Sherman, CT 06784
    70 Wakeman Hill Rd, Sherman, CT 06784
    /37

    $874,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,973 Sq Ft

    70 Wakeman Hill Rd, Sherman, CT 06784

    Location Location Location! 5.6+ Flat Private Sherman Acres on the New York Border with low Taxes. This Spacious 4 Bedroom 4135 sq ft Colonial has Plenty to Offer. Large Living Area Perfect for Entertaining with Custom Kitchen, Piped Propane for Outside Grill, 2 Story Foyer, Primary Bedroom with Sitting Room and New Jet Soaker Tub. Home Conveniently Offers an Automatic Standby Generator. Tons of

    Joseph Perun Perun Properties

    70 Wakeman Hill Rd, Sherman, CT 06784
  • 24 Quaker Ridge Rd, Sherman, CT 06784

    $715,500 Sold Jun 26, 2025

    • 2,954 Sq Ft
    • $242/SF
    • 39 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    24 Quaker Ridge Rd, Sherman, CT 06784

    Move right into this light-filled, FULLY FURNISHED Colonial, offering scenic views and a desirable location just half a mile from the New York line - perfect for easy commutes. Set on a lush, rolling backyard, this home is designed for outdoor enjoyment with an expansive 41' x 23' inground pool and adjacent patio. Located in a well-established, quiet cul-de-sac subdivision, the property offers a

    Irit Granger William Pitt Sotheby's Int'l

    24 Quaker Ridge Rd, Sherman, CT 06784
  • 2 Coburn Rd W, Sherman, CT 06784
    2 Coburn Rd W, Sherman, CT 06784
    2 Coburn Rd W, Sherman, CT 06784
    /6

    $259,000

    • Land
    • 1.02 Acres
    • $253,922 per Acre

    2 Coburn Rd W, Sherman, CT 06784

    Offered for sale is a beautiful, VERY secluded 1.02 acre approved building lot in Sherman, CT. Test work has been completed and suitable for a 5 bedroom home. Driveway is 1600 ft. Long, passing through a majestic pond at the road entrance. Owner is a local architect and builder offering build to suit option. Potential for views east toward Timber Lake. Great schools, low taxes, easy NYC commute!

    Derek Eisenberg Continental Real Estate

    2 Coburn Rd W, Sherman, CT 06784
  • 6 Old Greenwoods Rd, Sherman, CT 06784

    $470,000 Sold Jun 18, 2025

    • 1,706 Sq Ft
    • $275/SF
    • 48 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1988

    6 Old Greenwoods Rd, Sherman, CT 06784

    Welcome to your dream retreat! This beautifully maintained 1,706 square foot single-family home features 2 spacious bedrooms and 2 full baths, perfect for both relaxation and entertaining. Step inside to discover an inviting layout, featuring a spacious Kitchen, Dining and Living room. The Family room is amazing with stunning knotty pine walls and soaring vaulted ceilings, creating an airy and

    Cory Neumann Houlihan Lawrence

    6 Old Greenwoods Rd, Sherman, CT 06784
  • 4 Mary Bee Ln, Sherman, CT 06784
    4 Mary Bee Ln, Sherman, CT 06784
    4 Mary Bee Ln, Sherman, CT 06784
    /26

    $528,000

    • 3 Beds
    • 2 Baths
    • 1,189 Sq Ft

    4 Mary Bee Ln, Sherman, CT 06784

    Charming home in the quaint town of Sherman. This 3 bedroom, 2 bath ranch is on a quiet cul-de-sac in the desirable & private lake community of Deer Run Shores. New Anderson windows 2017, oil tank/furnance & central air 2020, large custom built shed 2023. Amenities include a clubhouse, pool & access to Candlewood Lake...launch your kayak or paddle board right from the beach OR hop in your boat

    Barbara Jacobowitz Luks Realty

    4 Mary Bee Ln, Sherman, CT 06784
  • 13 Taber Rd, Sherman, CT 06784

    $740,000 Sold Jun 18, 2025

    • 1,828 Sq Ft
    • $405/SF
    • 56 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1973

    13 Taber Rd, Sherman, CT 06784

    Set on an open level lot, this inviting country Cape offers 4 bedrooms, 2.5 baths, and a beautiful 40' refurbished gunite pool with an adjacent bluestone patio - perfect for outdoor enjoyment and entertaining. The expansive, level front and back lawns are adorned with mature specimen and fruit trees, and a picturesque dogwood-lined driveway sets a welcoming tone. Inside, the cozy living room

    Irit Granger William Pitt Sotheby's Int'l

    13 Taber Rd, Sherman, CT 06784
  • 7 Sunset Dr, Sherman, CT 06784
    7 Sunset Dr, Sherman, CT 06784
    7 Sunset Dr, Sherman, CT 06784
    /35

    $460,000

    • 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
  • 103 Route 39 S, Sherman, CT 06784

    $529,000 Sold Jun 17, 2025

    • 2,068 Sq Ft
    • $256/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2009

    103 Route 39 S, Sherman, CT 06784

    Beautiful 3 Bedroom, 2.5 Bath Colonial home located in the Scenic Town of Sherman CT with hiking trails all around. Close proximity and access to Candlewood Lake and Squantz Pond. This home provides the perfect blend of peaceful country living and modern convenience. Up the private driveway, the house is set on a level lot allowing you to garden, entertain & play in a secluded setting. The home

    Heidi Mitchell Luks Realty

    103 Route 39 S, Sherman, CT 06784

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Connecticut Fairfield County Sherman 06784

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