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Sherman Homes for Rent

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  • /19

    $2,250 per month

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

    29 Lavelle Ave, New Fairfield, CT 06812

    DIRECT WATERFRONT! A real CREAM PUFF. Apartment on serene Squantz Pond. Bring your canoe/kayak/boat & guitar. Shared Dock on Property for your use. Huge Water's Edge Patio and lovely rolling lawn. Consider this your New York Chic renovated apartment in the Country! Light & Airy - 1 Bedroom plus Den/Office. Separate Entrance from Main House with private porch/terrace directly overlooking the lake.

    Kathleen Harrison Coldwell Banker Realty

    29 Lavelle Ave, New Fairfield, CT 06812
  • /40

    $4,500 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
  • /40

    $10,000 per month

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

    18 Pinewood Shores, Sherman, CT 06784

    Enjoy lake life in an idyllic peaceful setting before summer is gone! (Also available for academic rental at $4500/m). 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

    Courtney Smith Houlihan Lawrence

    18 Pinewood Shores, Sherman, CT 06784
  • /40

    $15,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,600 Sq Ft
    • House for Rent

    36 Connecticut 39, Sherman, CT 06784

    Summer Rental in Sherman, CT available for August 2025. Escape to tranquility this summer in this stunning Contemporary-style 4-bedroom, 3.5-bathroom home, perfectly nestled in a secluded, resort-like setting in beautiful Sherman, CT. Fully furnished and thoughtfully designed for luxurious living, this exceptional property is just minutes from Candlewood Lake, Squantz Pond, local dining, and

    Yasmina Rink Coldwell Banker Realty

    36 Connecticut 39, 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
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    $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
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    $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

Why Live in Sherman

Sherman, located in New Fairfield, Connecticut, is a tranquil lakeside community nestled in the foothills of Connecticut wine country. Known for its small-town charm and proximity to Candlewood Lake, Sherman offers residents a variety of outdoor activities, including boating, hiking, ice skating, and cross-country skiing. The area features diverse home styles, from Modern-influenced split levels to lakeside lodges, often situated on multi-acre lots surrounded by woodland. The Sherman School, serving K-8 students, is highly rated and recognized as a National Blue Ribbon School, while high school students often attend Shepaug Valley Regional High, noted for its agriscience academy and planetarium. Local attractions include the Sherman Playhouse, which has hosted community theater since 1949, and White Silo Farm, part of the Connecticut Wine Trail, known for its produce festivals and music events. For shopping, residents frequent the Sherman IGA Supermarket or travel 6 miles to New Milford for additional options like Big Y and Home Depot. New Milford also offers dining and entertainment at Housatonic Brewing and Johana’s diner. Sherman is safer than the national average, providing a low crime risk environment. The town’s location allows for convenient travel, with Danbury 20 miles south and Southeast Station 8 miles west, offering train service to New York City. Sherman’s community spirit shines during national holidays, with events like Fourth of July fireworks on the lake and Memorial Day flag displays.

Frequently Asked Questions

What are the most popular neighborhoods for renters near Sherman?
The most popular neighborhoods for renters near Sherman are Dover, Beekman, Patterson, Washington and Amenia.
What are the most popular zip codes for renters near Sherman?
The most popular zip codes for renters near Sherman are 06755, 06776, 06785, 12522 and 06784.
How to Rent a Home