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$7,750

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,729 Sq. Ft.
  • 2 Car Garage
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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. AVAILABLE FOR ONE YEAR ONLY or to end school yr 2027

Full Property Details for 5 Tall Trees Dr

General

  • Rent: $7,750
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24155697
  • Added to Site: 93 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
Sold by Compass Connecticut, LLC, THE LESLIE CLARKE TEAM, Jeannette Floto

Listing agent

— 5 Tall Trees Dr —

  • Jane Jones

    Berkshire Hathaway NE Prop.

Agent Contact: (203) 918-4751 Office Contact: (203) 227-5117

Schools serving 5 Tall Trees Dr

School District:Westport School District
NameGradesDistance
King's Highway Elementary School
125 Post Road West, Westport, CT 06880
K-51.3 mi
Coleytown Middle School
255 North Avenue, Westport, CT 06880
6-82.2 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-122.6 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 Tall Trees Dr

Date
Details
Price
Change
Source
5/15/2026
Sold
$7,750
-3.12%
MLS
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.

Listed by Berkshire Hathaway NE Prop., Jane Jones
Sold by Compass Connecticut, LLC, THE LESLIE CLARKE TEAM, Jeannette Floto

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5 Tall Trees Drive, Westport, CT 06880 (MLS# 24155697) is a Single Family property that was sold at $7,750 on May 15, 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.