2,161

Sherman, CT Homes

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  • 6 Hoyt Rd, Sherman, CT 06784
    6 Hoyt Rd, Sherman, CT 06784
    6 Hoyt Rd, Sherman, CT 06784
    /34

    $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

    6 Hoyt Rd, Sherman, CT 06784
  • 12 Fox Run, Sherman, CT 06784
    12 Fox Run, Sherman, CT 06784
    12 Fox Run, Sherman, CT 06784
    /33

    $9,950 Per Month

    • 5 Beds
    • 7 Baths
    • 4,937 Sq Ft
    • House for Rent

    12 Fox Run, Sherman, CT 06784

    Your private retreat awaits. Situated to capture breathtaking, panoramic views of Candlewood Lake and the lush surrounding hills, this elegant estate offers the ultimate in privacy and peace. The expansive deck provides a flawless setting for sunset entertaining, while the interior layout-featuring 5 bedrooms and six bathrooms-offers flexible, well-designed space for any lifestyle. With the added

    Agent Photo

    Mary Phelps

    William Pitt Sotheby's Int'l

    12 Fox Run, Sherman, CT 06784
  • 1 Cloverleaf Farm S, Sherman, CT 06784

    $1,650,000

    Sold Feb 10, 2026

    1 Cloverleaf Farm S, Sherman, CT 06784

    • 4 Beds
    • 4.5 Baths
    • 5,475 Sq Ft
    • Built 1989

    Last Sold Summary

    • 8% Below List Price
    • $301/SF
    • 239 Days On Market

    Current Estimated Value $1,452,254

    Last Listing Agent Alan O'Doherty William Pitt Sotheby's Int'l

    1 Cloverleaf Farm S, Sherman, CT 06784
  • 3 Partridge Trail, Sherman, CT 06784
    3 Partridge Trail, Sherman, CT 06784
    3 Partridge Trail, Sherman, CT 06784
    /37

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 3,232 Sq Ft

    3 Partridge Trail, Sherman, CT 06784

    Set back on a tranquil cul-de-sac enclave of prestigious Hubbell Mountain Farm North this 4 bedroom, 2.5 bath Custom Colonial offers the ultimate carefree lifestyle, blending modern elegance with vintage character. Situated on 9.24 wooded acres, the property boasts mature, colorful trees, sprawling stone walls, and an expansive composite deck with serene country views. Inside, an open floor plan

    Agent Photo

    Lorraine Amaral

    William Pitt Sotheby's Int'l

    3 Partridge Trail, Sherman, CT 06784
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /25

    $10,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    Unlisted Address

    Live the lake life this summer at a gated community in Candlewood Lake Estates in Sherman. This new modern 3 bedroom, 2 bath home sits on a lovely sloping lot just a short walk to the beach and 2 other beaches nearby in the community and Green Pond just up the road. Open floor plan with kitchen, living room and dining area with sliders to a deck off the front and a deck off the back of the house.

    Janet Nelson William Pitt Sotheby's Int'l

    Unlisted Address
  • Unlisted Address

    $1,350,000

    Sold Dec 16, 2025

    Unlisted Address

    • 4 Beds
    • 4 Baths
    • 3,994 Sq Ft
    • Built 1985

    Last Sold Summary

    • 8% Above List Price
    • $338/SF
    • 51 Days On Market

    Current Estimated Value $1,147,857

    Last Listing Agent Chris Garrity Bain Real Estate

    Unlisted Address
    • 65 Church Rd, Sherman, CT 06784

      Est $1,066,644

      Not Listed For Sale

      65 Church Rd, Sherman, CT 06784

      • 4 Beds
      • 3 Baths
      • 3,230 Sq Ft
      • Built 2003
      65 Church Rd, Sherman, CT 06784

      Last Sold Summary

      • 10 Days On Market

  • 2 Leach Hollow Rd, Sherman, CT 06784
    2 Leach Hollow Rd, Sherman, CT 06784
    2 Leach Hollow Rd, Sherman, CT 06784
    /31

    $735,000

    • 4 Beds
    • 3 Baths
    • 1,864 Sq Ft

    2 Leach Hollow Rd, Sherman, CT 06784

    Welcome to this extra large raised ranch set on a beautifully private lot, offering the perfect combination of space, comfort, and relaxation. This well-maintained home features 4 generously sized bedrooms and 3 full bathrooms, providing plenty of room for family, guests, and work-from-home needs. The heart of the home is the oversized eat-in kitchen, offering abundant cabinet and counter space,

    Agent Photo

    Anne Durante

    Briante Realty Group LLC

    2 Leach Hollow Rd, Sherman, CT 06784
  • 29 Route 55 W Unit B, Sherman, CT 06784
    29 Route 55 W Unit B, Sherman, CT 06784
    29 Route 55 W Unit B, Sherman, CT 06784
    /31

    $2,650 Per Month

    • 1 Bed
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    29 Route 55 W Unit B, Sherman, CT 06784

    Barn-Dominium! Don't miss this stunning, like-new rental in Connecticut's best little town - Sherman. This spacious, open-concept barn-style, one-level home delivers over-the-top finishes throughout: rich hardwood floors, professional-grade kitchen appliances, butcher block island, quartz counters, and a high-end Samsung washer/dryer. Central air, an EV charging station, and exceptional energy

    Todd Sargent Coldwell Banker Realty

    29 Route 55 W Unit B, Sherman, CT 06784
  • 32 Long River Rd, Sherman, CT 06784

    $1,295,000

    Sold Jun 12, 2026

    32 Long River Rd, Sherman, CT 06784

    • 4 Beds
    • 3.5 Baths
    • 3,121 Sq Ft
    • Built 2023

    Last Sold Summary

    • $415/SF
    • 155 Days On Market

    Last Listing Agent Joe Chemero Coldwell Banker Realty

    32 Long River Rd, Sherman, CT 06784
  • 1 Eagles Nest Dr, Sherman, CT 06784
    1 Eagles Nest Dr, Sherman, CT 06784
    1 Eagles Nest Dr, Sherman, CT 06784
    /34

    $850,000

    • 3 Beds
    • 3.5 Baths
    • 2,839 Sq Ft

    1 Eagles Nest Dr, Sherman, CT 06784

    Experience the perfect blend of architectural character, thoughtful updates, and peaceful surroundings in this beautifully refreshed mid-century modern home. Soaring ceilings, an open floor plan, and 12 skylights fill the interior with natural light, creating a bright and inviting atmosphere throughout the day. The remodeled kitchen offers updated style and functionality, while the loft provides

    Karen Gilmore Redfin Corporation

    1 Eagles Nest Dr, Sherman, CT 06784
  • 95 Long River Rd, Sherman, CT 06784
    95 Long River Rd, Sherman, CT 06784
    95 Long River Rd, Sherman, CT 06784
    /25

    $7,500 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
  • 12 Sunny Ln, Sherman, CT 06784

    $775,000

    Sold Nov 25, 2025

    12 Sunny Ln, Sherman, CT 06784

    • 4 Beds
    • 2.5 Baths
    • 3,214 Sq Ft
    • Built 1995

    Last Sold Summary

    • 9% Below List Price
    • $241/SF
    • 56 Days On Market

    Current Estimated Value $771,762

    Last Listing Agent Heidi Mitchell Luks Realty

    12 Sunny Ln, Sherman, CT 06784
  • 27 Smoke Ridge Dr, Sherman, CT 06784
    27 Smoke Ridge Dr, Sherman, CT 06784
    27 Smoke Ridge Dr, Sherman, CT 06784
    /40

    $1,463,000

    $26K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 5,084 Sq Ft

    27 Smoke Ridge Dr, Sherman, CT 06784

    A rare opportunity to own a private 3.70-acre retreat in Sherman-set back from the road down a scenic driveway, with a stand out one-of-a-kind oversized six car garage which easily adapts for, car collections, workspace, or recreational needs. Sherman is known for its low taxes, located just 90 minutes from NYC, this property delivers the ideal balance of privacy and convenience. A welcoming

    Ginny Gordon-O’Neill William Raveis Real Estate

    27 Smoke Ridge Dr, Sherman, CT 06784
  • 60 Leach Hollow Rd, Sherman, CT 06784
    60 Leach Hollow Rd, Sherman, CT 06784
    60 Leach Hollow Rd, Sherman, CT 06784
    /24

    $6,000 Per Month

    • 2 Beds
    • 1 Bath
    • 2,936 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

    Kathleen Harrison Coldwell Banker Realty

    60 Leach Hollow Rd, Sherman, CT 06784
  • 3 Gelston Rd, Sherman, CT 06784

    $336,000

    Sold Apr 24, 2026

    3 Gelston Rd, Sherman, CT 06784

    • 1 Bed
    • 1 Bath
    • 536 Sq Ft
    • Built 1800

    Last Sold Summary

    • $627/SF
    • 63 Days On Market

    Current Estimated Value $330,529

    Last Listing Agent Larry Corrow Coldwell Banker Realty

    3 Gelston Rd, Sherman, CT 06784
  • 38 Cedar Lane Extension, Sherman, CT 06784
    38 Cedar Lane Extension, Sherman, CT 06784
    38 Cedar Lane Extension, Sherman, CT 06784
    /39

    $549,000

    $46K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    38 Cedar Lane Extension, Sherman, CT 06784

    Unique and open mid century modern at end of cul de sac. Great curb appeal. Updated Kitchen with stainless appliances. 3/4 bedrooms and 2 full baths. Primary with 2 closets and private bathroom. Mini split for AC. Crown moldings. 2 car heated attached garage plus 1 car detached. Hardwood floors. Front and rear decks for relaxing and entertaining. Added potential in the unfinished basement.

    Joe Chemero Coldwell Banker Realty

    38 Cedar Lane Extension, Sherman, CT 06784
  • 7 Glenview Dr, Sherman, CT 06784
    7 Glenview Dr, Sherman, CT 06784
    7 Glenview Dr, Sherman, CT 06784
    /15

    $8,900 Per Month

    • 4 Beds
    • 3 Baths
    • 5,342 Sq Ft
    • House for Rent

    7 Glenview Dr, Sherman, CT 06784

    Experience modern luxury in this contemporary masterpiece nestled in the serene town of Sherman, CT. The home boasts incredible curb appeal with crisp white architectural siding, bold dark-trimmed windows, and a grand stone-accented entryway. Inside, the sweeping open-concept floor plan immediately impresses with high-gloss hardwood floors, recessed lighting, and a massive floor-to-ceiling stone

    Wilmer Duran Marinablue Realty

    7 Glenview Dr, Sherman, CT 06784
  • 70 Wakeman Hill Rd, Sherman, CT 06784

    $800,000

    Sold Sep 15, 2025

    70 Wakeman Hill Rd, Sherman, CT 06784

    • 4 Beds
    • 2.5 Baths
    • 3,973 Sq Ft
    • Built 1999

    Last Sold Summary

    • 18% Below List Price
    • $201/SF
    • 106 Days On Market

    Current Estimated Value $816,533

    Last Listing Agent Joseph Perun Perun Properties

    70 Wakeman Hill Rd, Sherman, CT 06784
    • 32 Big Trail, Sherman, CT 06784

      Est $1,017,027

      Not Listed For Sale

      32 Big Trail, Sherman, CT 06784

      • 4 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 2019
      32 Big Trail, Sherman, CT 06784

      Last Sold Summary

      • 44 Days On Market

  • 27 Osborn Rd, Sherman, CT 06784
    27 Osborn Rd, Sherman, CT 06784
    27 Osborn Rd, Sherman, CT 06784
    /34

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,540 Sq Ft

    27 Osborn Rd, Sherman, CT 06784

    This impeccable 4 bedroom home is sited on 7.7 private acres w/four fenced paddocks and a 3/4 stall stable for horses at the end of a quiet country lane.The home has a sought after open floor plan on the 1st 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

    Sally Slater Douglas Elliman of Connecticut

    27 Osborn Rd, Sherman, CT 06784
  • 32 Leach Hollow Rd, Sherman, CT 06784
    32 Leach Hollow Rd, Sherman, CT 06784
    32 Leach Hollow Rd, Sherman, CT 06784
    /40

    $20,000 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 July and August 2026. 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 is evident throughout

    Irit Granger William Pitt Sotheby's Int'l

    32 Leach Hollow Rd, Sherman, CT 06784
  • 47 Rt 39 So, Sherman, CT 06784

    $630,000

    Sold Jun 29, 2026

    47 Rt 39 So, Sherman, CT 06784

    • 3 Beds
    • 4 Baths
    • 2,942 Sq Ft
    • Built 2019

    Last Sold Summary

    • 5% Above List Price
    • $214/SF
    • 61 Days On Market

    Last Listing Agent Patty Wagner Compass Connecticut, LLC

    47 Rt 39 So, Sherman, CT 06784
    • 27 Skyline Dr, Sherman, CT 06784

      Est $817,629

      Not Listed For Sale

      27 Skyline Dr, Sherman, CT 06784

      • 2 Beds
      • 2.5 Baths
      • 1,960 Sq Ft
      • Built 2011
      27 Skyline Dr, Sherman, CT 06784

      Last Sold Summary

      • 84 Days On Market

  • 3 Ledgewood Dr, Sherman, CT 06784
    3 Ledgewood Dr, Sherman, CT 06784
    3 Ledgewood Dr, Sherman, CT 06784
    /39

    $899,000

    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    3 Ledgewood Dr, Sherman, CT 06784

    Turnkey Candlewood Lake Luxury in Deer Run Shores! Experience the perfect blend of modern luxury and lakeside living in this 2900 sq ft contemporary situated on a rare, private 1 acre lot. Extensively expanded and completely renovated in 2022. This 3/4 bedroom 3.5 bath home offers flawless, move in ready sanctuary just a short, flat few minute walk to the community clubhouse, beach, and your own

    Joe Chemero Coldwell Banker Realty

    3 Ledgewood Dr, Sherman, CT 06784
  • 8 River Bend Ln, Sherman, CT 06784
    8 River Bend Ln, Sherman, CT 06784
    8 River Bend Ln, Sherman, CT 06784
    /18

    $6,500 Per Month

    • 4 Beds
    • 2 Baths
    • 3,791 Sq Ft
    • House for Rent

    8 River Bend Ln, Sherman, CT 06784

    A contemporary home with heated infinity swimming pool perfect for relaxing or entertaining, whilst enjoying sunshine views over the golf course. Located within the River Oaks Country Club with resort quality amenities, this large and tastefully furnished 4 bedroom, 2 & 1/2 bath home is offered fully furnished and in mint condition. This well equipped home includes central air-conditioning and a

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

    8 River Bend Ln, Sherman, CT 06784
  • 13 Wanzer Hill Rd, Sherman, CT 06784

    $950,000

    Sold Jul 28, 2025

    13 Wanzer Hill Rd, Sherman, CT 06784

    • 4 Beds
    • 3.5 Baths
    • 4,092 Sq Ft
    • Built 2016

    Last Sold Summary

    • $232/SF
    • 4 Days On Market

    Current Estimated Value $932,079

    Last Listing Agent George Muniz Keller Williams NY Realty

    13 Wanzer Hill Rd, Sherman, CT 06784
  • 4 Pond View Ln, Sherman, CT 06784
    4 Pond View Ln, Sherman, CT 06784
    4 Pond View Ln, Sherman, CT 06784
    /18

    $1,495,000

    New Construction Under Contract
    • 5 Beds
    • 4.5 Baths
    • 3,770 Sq Ft

    4 Pond View Ln, Sherman, CT 06784

    New construction 5 bedroom 4.5 bath modern farmhouse colonial in gated upscale golf community. River Oaks offers private 18 hole golf course under new ownership. Lots of upgrades to the clubhouse, restaurand/bar, and the course. River Oaks also has a community pool and tennis courts. The custom home has 2 primary bedrooms, one on the main level and one upstairs. 3 car attcahed garage. 9 Ft

    Joe Chemero Coldwell Banker Realty

    4 Pond View Ln, 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

    $2,100 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
  • 2 Autumn Dr, Sherman, CT 06784

    $1,200,000

    Sold Nov 06, 2025

    2 Autumn Dr, Sherman, CT 06784

    • 4 Beds
    • 3 Baths
    • 4,509 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $266/SF
    • 93 Days On Market

    Current Estimated Value $1,169,553

    Last Listing Agent Angelina Valentini Coldwell Banker Realty

    2 Autumn Dr, Sherman, CT 06784
  • 2 Sawmill Rd, Sherman, CT 06784
    2 Sawmill Rd, Sherman, CT 06784
    2 Sawmill Rd, Sherman, CT 06784
    /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
  • 3-20 Wagon Wheel Rd, Sherman, CT 06784

    $205,000

    Sold Oct 09, 2025

    3-20 Wagon Wheel Rd, Sherman, CT 06784

    • Land
    • 4.07 Acres
    • $50,369 per Acre

    Last Sold Summary

    • 3% Above List Price
    • 175 Days On Market

    Last Listing Agent Donna Kennedy Compass Connecticut, LLC

    3-20 Wagon Wheel 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

Showing Results 1 - 40, Page 1 of 18

Connecticut Fairfield County Sherman

Real Estate & Homes

Home Prices in Sherman, CT

The median home sale price in Sherman, CT is $720,000, up 10% year-over-year. Homes in Sherman sell in 97 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$720,000
Median Single Family Sale Price
$848,500
Median 2 Bedroom Sale Price
$590,000
Median 1 Bedroom Sale Price
$448,000
Average Price Per Sq Ft
$390
Number of Homes for Sale
27
Last 12 months Home Sales
47
Months of Supply
6.90
Median List Price
$872,500
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
10%
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