Date
Details
Price
Change
Source
9/15/2026
Listed
$9,000
—
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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1/23
$9,000 Just Listed
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1/23
Property Description
Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train station in neighboring Westport. Designed for both everyday living and effortless entertaining, the home features two luxurious primary suites, including one on the main level and a second upstairs with its own private balcony overlooking the tranquil landscape. The sleek kitchen is beautifully appointed with new countertops, while the bathrooms offer sophisticated, contemporary finishes. Brand-new Andersen windows throughout bathe the home in natural light while enhancing comfort and efficiency. Offering an exceptional balance of privacy, convenience, and refined living, this is a rare opportunity to rent a truly special home in sought-after Weston.
Full Property Details
Full Property Details for 21 Deepwood Rd
General
- Rent: $9,000
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24207439
- Updated: 9/17/2026
- Added to Site: 6 day(s) ago
Rental Information
- Rental Type: Yearly Unfurnished
- Lease Terms: Per Month
Interior
- Number of Rooms: 12
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Electric Cooktop, Oven/Range, Refrigerator, Freezer, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Primary Bedroom, Main
- Primary Bedroom 2: Primary Bedroom, Upper
- Bedroom 1: Bedroom, Upper
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Family Room: Family Room, Lower
- Eat In Kitchen: Eat-In Kitchen, Main
- Dining Room: Dining Room, Main
- Game room: Yes
- Game Room: Rec/Play Room, Main
- Rec Room: Main
- Laundry: Lower Level
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: Fairfield
- Neighborhood: Lower Weston
- Driving Directions: Left on Hill Farm to Deepwood. Down shared driveway to 21 Deepwood
School Information
- Elementary School: Hurlbutt
- Middle School: Weston
- High School: Weston
Community
- Community Name: Lower Weston
- Pet Restrictions: Ask LA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Upright Tank
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Contemporary
- Construction Status: No/Resale
- Basement Desc.: Full, Fully Finished, Garage Access, Walk-out, Full With Walk-Out
- Attic: Yes
- Square Feet: 4,336
- Above Ground: 4,336 Sq. Ft.
- Year Built: 1979
Lot Features
- Lot Size (Acres): 2.14
- Zoning: R
- Lot Description: On Cul-De-Sac, Water View
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Brook
Financial Considerations
- Tenant Pays: All Utilities, Cable TV, Credit Check, Electricity, Exterior Maintenance, Garage Space, Grounds Maintenance, Heat, Insurance, Internet, Liability Insurance, Sewer, Water
Disclosures and Reports
- Property ID: 404619
Listed by Real Broker CT, Vantagepoint Properties at Real Broker, Michael Spindler
Schools
Schools serving 21 Deepwood Rd
School District:Weston School District
| Name | Grades | Distance |
|---|---|---|
Weston Intermediate School 95 School Road, Weston, CT 06883 | 3-5 | 2 mi |
Hurlbutt Elementary School 9 School Road, Weston, CT 06883 | PK-2 | 2.4 mi |
Weston Middle School 135 School Road, Weston, CT 06883 | 6-8 | 1.8 mi |
Weston High School 115 School Road, Weston, CT 06883 | 9-12 | 1.9 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 21 Deepwood Rd
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- Single Family
- Active
- Updated 9 hours ago
- 5Beds
- 4Total Baths
- 3,575Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,651Sq. Ft.
Listed by Geoffrey Hollander (203) 258-6667
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 1,914Sq. Ft.
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- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 5Total Baths
- 5,231Sq. Ft.
Listed by Howell Homes Team at Coldwell Banker Realty (917) 837-9328
- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,298Sq. Ft.
- Townhouse
- Active
- Updated 5 days ago
- 2Beds
- 3Total Baths
- 1,150Sq. Ft.
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- Single Family
- Closed
- Updated 6 days ago
- 3Beds
- 3Total Baths
- 2,612Sq. Ft.
21 Deepwood Road, Weston, CT 06883 (MLS# 24207439) is a Single Family property with 5 bedrooms and 3 full bathrooms. 21 Deepwood Road is currently listed for rent at $9,000 and was received on September 15, 2026. Want to learn more about 21 Deepwood Road? Do you have questions about finding other real estate for sale or rent in Weston? You can browse all Weston rentals or contact a Coldwell Banker agent to request more information.