Date
Details
Price
Change
Source
10/28/2026
Listed
$20,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
Experience luxury lake living in this exceptional four bedroom, 4.5-bath estate set on two beautifully landscaped acres in an upscale private lake community in Sherman, CT, with direct access to Candlewood Lake. A grand foyer welcomes you into this spacious residence featuring hardwood floors, two fireplaces, and generous living and dining areas ideal for everyday living and entertaining. The main level offers a private primary suite, a well-appointed kitchen with updated appliances, and multiple gathering spaces. Three additional bedrooms, including a double bunk room, provide comfortable accommodations for family and guests. A large dedicated office offers the perfect work-from-home setting. The expansive walkout lower level is designed for entertaining, complete with a second kitchen, full bath, private movie theater, fitness room, and game room. Outdoors, enjoy a spectacular 50-foot saltwater pool, expansive lawn, beautifully maintained grounds, and ample space for outdoor gatherings. A three-car garage, circular driveway, and abundant storage complete this impressive property. Offering exceptional privacy, resort-style amenities, and direct Candlewood Lake access, this estate is a rare rental opportunity in Sherman.
Full Property Details
Full Property Details for 5 Sail Harbour Dr
General
- Rent: $20,000
- HOA FEE: $233/month
- HOA FEE FREQ.: Annually
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24216515
- Updated: 10/29/2026
- Added to Site: 3 day(s) ago
Rental Information
- Rental Type: Summer Furnished, Winter Furnished, Month-to-Month F
- Lease Terms: Per Month
- Short Term: Yes
Interior
- Number of Rooms: 13
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Gas Cooktop, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom, Main
- Bedroom 1: Bedroom, Upper
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Dining Room: Dining Room, Main
Additional Information
- Pool: Yes
- Pool Description: Heated, Salt Water, In Ground Pool
Location
- County: Fairfield
- Subdivision: Sail Harbour Club
- Driving Directions: Route 39 N to Wanzer Hill continue straight onto Sail Harbour Dr. #5 on the left.
School Information
- Elementary School: Sherman
- High School: Voucher
Community
- Association: Yes
- Home Owners Assn.: 1
- Assoc. Fees Include: Club House, Tennis, Lake/Beach Access, Property Management
Heating & Cooling
- Cooling Type: Ceiling Fans, Central Air
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Electric, 80 Gallon Tank
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Basement Desc.: Full, Heated, Fully Finished, Cooled, Full With Walk-Out
- Attic: Yes
- Square Feet: 3,966
- Above Ground: 3,966 Sq. Ft.
- Year Built: 1989
Lot Features
- Lot Size (Acres): 1.92
- Zoning: RES
- Lot Description: Sloping Lot, Cleared, Professionally Landscaped, Water View
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Lake, Dock or Mooring, Water Community, View, Access
Financial Considerations
- Association Fee: $2,800
- Assoc Fee Freq.: Annually
- Tenant Pays: Credit Check, Electricity, Hot Water
Disclosures and Reports
- Property ID: 310175
Listed by Signature Homes of CT LLC, Yasmina Rink
Schools
Schools serving 5 Sail Harbour Dr
School District:Sherman School District
| Name | Grades | Distance |
|---|---|---|
Sherman School, Sherman, CT 2 Route 37 East, Sherman, CT 06784 | PK-8 | 3.3 mi |
New Fairfield High School 54 Gillotti Road, New Fairfield, CT 06812 | 9-12 | 5.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 5 Sail Harbour Dr
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- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 4Total Baths
- 3,376Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,424Sq. Ft.
Listed by Deborah Snopkowski (860) 488-4800
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 2Total Baths
- 1,950Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 1Total Bath
- 835Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 3,726Sq. Ft.
Listed by Jessica Diaz (860) 605-0018
- Townhouse
- Active
- Updated 5 days ago
- 3Beds
- 3Total Baths
- 2,120Sq. Ft.
Listed by Patricia "Patty" Maiolo-Hinkley (914) 393-8361
5 Sail Harbour Drive, Sherman, CT 06784 (MLS# 24216515) is a Single Family property with 4 bedrooms and 3 full bathrooms. 5 Sail Harbour Drive is currently listed for rent at $20,000 and was received on October 28, 2026. Want to learn more about 5 Sail Harbour Drive? Do you have questions about finding other real estate for sale or rent in Sherman? You can browse all Sherman rentals or contact a Coldwell Banker agent to request more information.