Home / Recently Sold / Westport
Closed · For Rent
$7,750/mo
Asked $8,000/mo · Sold 2026-05-15

5 Tall Trees Drive, Westport, Connecticut 06880

5 beds 3 baths 2,729 sq ft Residential Rental Built 1967

About this home

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

Status
Closed
Type
Residential Rental
Price
$7,750/mo
Beds
5
Baths
3
Interior
2,729 sq ft
Lot
1.12 ac
Year Built
1967
MLS #
24155697
ZIP
06880
Days on Market
43
Heat
Other · Hot Water
Cooling
Central Air
Water
Private Well
Sewer
Septic
Parking
Attached Garage (2-car)
Laundry
Lower Level — In Basement
Flood Zone
No

Flood risk: check the FEMA flood map for this address.

Availability, Pets & Lease

Pets
Restrictions
Pet policy
Dogs considered. No cats
Tenant pays
All Utilities, Credit Check, Electricity, Grounds Maintenance, Heat, Hot Water, Insurance, Internet, Liability Insurance, Snow Removal, Trash Service

Schools

Elementary
Kings Highway
Middle / Jr High
Coleytown
High School
Staples

Interior

Appliances
Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Basement
Full, Unfinished, Sump Pump, Storage, Interior Access
Attic
Unfinished, Storage Space, Walk-up
Fireplaces
2
Total rooms
9

Building & Exterior

Style
Colonial
Exterior features
Gutters, Lighting
New construction
No/Resale

Lot & Land

Zoning
AA
Lot
Dry, Level Lot, On Cul-De-Sac
Waterfront
Beach Rights

What's nearby

Grocery
Trader Joe's1.62 mi away
Also nearby
Whole Foods Market1.76 mi away
Pharmacy
CVS Pharmacy1.61 mi away
Train
Westport Station2.41 mi awayMetro-North Railroad
Elementary
Kings Highway
Middle
Coleytown
High school
Staples
~2.0 miTrader Joe's — 1.62 miWhole Foods Market — 1.76 miCVS Pharmacy — 1.61 miWestport — 2.41 mi
This homeGroceryPharmacyTrain

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-05-15Sold — $7,750/mo asked $8,000/mo (this listing)MLS 24155697

Public record

From the Westport assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1967
Living area2,729 sq ft
Total rooms9
Lot size1.12 acres
Stories2
HeatHot Water
ExteriorClapboard
Assessed value$680,500
Town appraisal$972,000
Last recorded sale2020 — $921,000

Recorded sales

Deed transfers on file with the Westport land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

Listing courtesy of Berkshire Hathaway NE Prop. — Jane Jones · (203) 227-5117

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