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5 Tall Trees Drive

Westport, CT 06880
  • $8,000/mo.
  • STATUS: Active Under Contract
  • ON SITE: 63 Days
  • MLS #: 24155697
Under Contract
UPDATED: 21 min ago
$8,000/mo.
Rental
  • 5
    BEDS
  • 1.12
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,729
    SQFT
Neighborhood:
Type:
Rentals
Built:
1967
County:
Area:

School Information

Elementary School:
Middle School:
High School:

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. AVAILABLE FOR ONE YEAR ONLY or to end school yr 2027



The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-05-08T08:10:07.99.
www.timdentteam.com/homes/173721914
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5 Tall Trees Drive Westport, CT 06880

  • Price: $8,000/mo.
  • Status: Active Under Contract
  • On Site: 63 Days
  • Updated: 21 min ago
  • MLS #: 24155697
5
Beds
2
Baths
1
½ Baths
1.12
Acres
2,729
SQFT
1967
Built
Neighborhood:
Old Hill
County:
Fairfield
Area:
Westport
Elementary School:
Kings Highway
Middle School:
Coleytown
High School:
Staples
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. AVAILABLE FOR ONE YEAR ONLY or to end school yr 2027
Exterior Features

Color Dark Blue Direct Waterfront YN No Exterior Features GuttersLighting Garage And Parking Attached Garage Lot Description DryLevel LotOn Cul-De-Sac Nearby Amenities Golf CourseLibraryMedical FacilitiesPaddle TennisPlayground/Tot LotPublic Rec FacilitiesShopping/MallTennis Courts Style Colonial Swimming Pool YN No Waterfront Description Beach Rights

Interior Features

Appliances Included Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer Attic Description UnfinishedStorage SpaceWalk-up Attic YN Yes Basement Description FullUnfinishedSump PumpStorageInterior Access Cooling System Central Air Fireplaces Total 2 Heat Type Hot Water In Law Apartment No Laundry Room Info Lower Level Laundry Room Location In Basement Living Area SQFTPer Public Record 2729 Rooms Family Room (Main Level Hardwood Floor) Half Bath (Main Level Tile Floor) Bedroom (Upper Level Hardwood Floor) Bedroom (Upper Level Hardwood Floor) Bedroom (Upper Level Hardwood Floor) Eat-In Kitchen (Main Level Breakfast BarFireplaceTile Floor) Primary Bedroom (Upper Level Walk-In ClosetHardwood Floor) Bedroom (Upper Level Hardwood Floor) Full Bath (Upper Level Tub w/ShowerTile Floor) Living Room (Main Level Hardwood Floor) Dining Room (Main Level Built-InsHardwood Flo Smoking Allowed YN No Sq Ft Est Heated Above Grade 2729 Total Rooms 9

Property Features

Agent Owner YN No Bank Owned Property No Flood Zone YN No Fuel Tank Location In Basement Heat Fuel Type Other Home Owners Assocation No Hot Water Description OtherDomestic Landlord Requirements Credit CheckReferences RequiredSecurity DepositLease RequiredVacate Clause Landlord Responibility Exterior MaintenanceInsuranceReal Estate TaxesStructural Maintenace New Construction Type No/Resale Pets Allowed Info Dogs considered. No cats Pets Allowed YN Restrictions Property Sub Type Single Family Rental Radon Mitigation Air YN Yes Radon Mitigation Water YN No Rental Duration Yearly Unfurnished Sewage System Septic Tenant Responsibility All UtilitiesCredit CheckElectricityGrounds MaintenanceHeatHot WaterInsuranceInternetLiability InsuranceSnow RemovalTrash Service Under Agreement Yn No Water Source Private Well Zoning AA

Listing information © 2026 Smart MLS
Listing provided courtesy of Jane Jones of Berkshire Hathaway NE Prop.: (203) 227-5117.


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-05-08T08:10:07.99.
 
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Tim Dent Team | Coldwell Banker Realty
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Ridgefield CT, 06877