Date
Details
Price
Change
Source
3/05/2026
Listed
$8,000
—
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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$8,000 Just Listed
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Property Description
Nestled at the end of a quiet cul-de-sac in the prestigious Old Hill neighborhood, this light-filled five-bedroom Colonial offers privacy, space, and exceptional convenience in one of Westport's most desirable locations. Set on a beautiful, level and dry acre, the property is approached by a long private driveway, creating a peaceful and secluded setting with ample room for outdoor play and enjoyment. This lovely home features hardwood floors throughout and a warm, welcoming layout ideal for both everyday living and entertaining. A spacious living room opens to a pretty dining room with built-in cabinetry, while the open flow continues into a generous eat-in kitchen highlighted by a wood-burning fireplace. A large family room overlooks the backyard and connects to a stylish mudroom and attached two-car garage. The upper level offers five bedrooms, including a primary suite with walk-in closet and en-suite bath. An efficient heating and hot water system helps with utility costs. Perfectly located just minutes from vibrant downtown Westport with its upscale shopping, delightful coffee shops and eclectic selection of fabulous restaurants. Also convenient to the incredible town amenities of Longshore Club Park and golf course, Compo Beach, the Westport Weston YMCA, and just 2 miles to Metro-North train service to Grand Central. This home offers the ideal combination of comfort, privacy, and the exceptional Westport lifestyle.
Full Property Details
Full Property Details for 5 Tall Trees Dr
General
- Rent: $8,000
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24155697
- Updated: 3/5/2026
- Added to Site: 1 day(s) ago
Rental Information
- Rental Type: Yearly Unfurnished
- Lease Terms: Per Month
Interior
- Number of Rooms: 9
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
- Primary Bathroom: Primary Bath - Stall, Upper
- Full Bath: Tub w/Shower, Tile Floor, Upper
- Partial Bath: Tile Floor, Main
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Primary Bedroom - Walk-In Closet, Hardwood Floor, Upper
- Bedroom 1: Bedroom - Hardwood Floor, Upper
- Bedroom 2: Bedroom - Hardwood Floor, Upper
- Bedroom 3: Bedroom - Hardwood Floor, Upper
- Bedroom 4: Bedroom - Hardwood Floor, Upper
Other Rooms
- Living Room: Living Room - Hardwood Floor, Main
- Family Room: Family Room - Hardwood Floor, Main
- Eat In Kitchen: Eat-In Kitchen - Breakfast Bar, Fireplace, Tile Floor, Main
- Dining Room: Dining Room - Built-Ins, Hardwood Floor, Main
- Laundry: Lower Level
Exterior
- Exterior Features: Gutters, Lighting
- Color: Dark Blue
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: Fairfield
- Neighborhood: Old Hill
- Driving Directions: Go to end of Tall Trees Drive and #5 is driveway to left.
School Information
- Elementary School: Kings Highway
- Middle School: Coleytown
- High School: Staples
Community
- Community Name: Old Hill
- Pet Restrictions: Dogs considered. No cats
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Water, Other
- Heating Fuel: Other
- Water Heater: Other, Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Basement Desc.: Full, Unfinished, Sump Pump, Storage, Interior Access
- Attic: Yes
- Square Feet: 2,729
- Above Ground: 2,729 Sq. Ft.
- Year Built: 1967
Lot Features
- Lot Size (Acres): 1.12
- Zoning: AA
- Lot Description: Dry, Level Lot, On Cul-De-Sac
Water Features
- Water Front Desc.: Beach Rights
Financial Considerations
- Tenant Pays: All Utilities, Credit Check, Electricity, Grounds Maintenance, Heat, Hot Water, Insurance, Internet, Liability Insurance, Snow Removal, Trash Service
Disclosures and Reports
- Property ID: 417038
Listed by Berkshire Hathaway NE Prop., Jane Jones
Price History for 5 Tall Trees Dr
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- Single Family
- Active
- Updated 3 days ago
- 5Beds
- 3Total Baths
- 2,376Sq. Ft.
- Single Family
- Active
- Updated 11 days ago
- 5Beds
- 2Total Baths
- 2,518Sq. Ft.
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- Condo
- Active
- Updated 2 days ago
- 1Bed
- 1Total Bath
- 572Sq. Ft.
Listed by The Richard Breglia Team (203) 273-3916
- Townhouse
- Active
- Updated 2 days ago
- 1Bed
- 2Total Baths
- 747Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 2Total Baths
- 2,072Sq. Ft.
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- Rental
- Active
- Updated 2 days ago
- 2Beds
- 3Total Baths
- 1,584Sq. Ft.
- Apartment
- Active
- Updated 3 days ago
- 1Bed
- 1Total Bath
- 733Sq. Ft.
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- Single Family
- Closed
- Updated 9 days ago
- 3Beds
- 4Total Baths
- 3,340Sq. Ft.
- Single Family
- Closed
- 4Beds
- 5Total Baths
- 3,436Sq. Ft.
Listed by Judy Szablak
Sold by Laurie Crouse
Sold by Laurie Crouse
5 Tall Trees Drive, Westport, CT 06880 (MLS# 24155697) is a Single Family property with 5 bedrooms, 2 full bathrooms and 1 partial bathroom. 5 Tall Trees Drive is currently listed for rent at $8,000 and was received on March 05, 2026. Want to learn more about 5 Tall Trees Drive? Do you have questions about finding other real estate for sale or rent in Westport? You can browse all Westport rentals or contact a Coldwell Banker agent to request more information.