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Newest Homes for Rent in Sherman, CT

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  • 60 Leach Hollow Rd, Sherman, CT 06784
    60 Leach Hollow Rd, Sherman, CT 06784
    60 Leach Hollow Rd, Sherman, CT 06784
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    $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
  • 25 Hillside Dr, Sherman, CT 06784
    25 Hillside Dr, Sherman, CT 06784
    25 Hillside Dr, Sherman, CT 06784
    /36

    $20,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,303 Sq Ft
    • House for Rent

    25 Hillside Dr, Sherman, CT 06784

    Summer furnished rental opportunity! A true waterfront retreat with direct frontage on Candlewood Lake, this hidden gem is tucked away behind a perimeter of mature trees, offering a private and peaceful setting within the private Holiday Point Association. The community invites an active lifestyle with scenic opportunities for walking, hiking, and biking. Outdoor living shines here, featuring an

    Gary Crawford RE/MAX RISE

    25 Hillside Dr, 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
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    $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 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
  • 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
Connecticut Fairfield County Sherman

Newest Homes for Rent in Sherman, CT

Frequently Asked Questions

How much does it cost to rent a home in Sherman, CT?
The median rent for a home in Sherman, CT is $6,000 per month, though prices vary by neighborhood, size, and property type. As of May 2026, single-family homes tend to be the most affordable option.
How much do you need to make to afford rent in Sherman, CT?
To comfortably afford the median rent in Sherman, CT, a household needs to earn roughly $240,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $6,000 per month in Sherman, CT, renters typically need to show $18,000 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Sherman, CT?
In Sherman, CT, the price-to-rent ratio is 9.7, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Home Trends in Sherman, CT

There are currently 5 homes available for rent in Sherman, CT. The median rent is $6,000 per month, with single-family homes renting at $4,100.

Rental Home Trends

Number of Homes for Rent
5
Median Rent
$6,000
Median Single Family Home Rent
$4,100
How to Rent a Home

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