Home / Recently Sold / Westport
Closed · For Sale
$4,250,000
Asked $3,950,000 · Sold 2025-06-30

5 High Point Road, Westport, Connecticut 06880

5 beds 7 baths 8,835 sq ft Single Family For Sale Built 2007

About this home

Set on a pristine, level acre on one of Westport's most popular cul-de-sacs, this exquisite stone & shingle home combines timeless craftsmanship with modern luxury. Featuring 9' & 10' ceilings, extensive millwork, and five fireplaces with custom mantles, the home is built for elegant living and entertaining throughout nearly 9000sqft. The main level offers a chef's kitchen that flows into a warm family room with a stone fireplace and French doors to the patio, a cherry-paneled study, formal living room with marble fireplace, and a dining room that easily seats 20. Upstairs are five spacious bedrooms and four full baths, including a luxurious primary suite with 12ft ceilings, a fireplace and an oversized double shower with steam. A large playroom offers a potential in-law/au pair suite with its own bedroom and full bathroom. The finished walkout lower level includes a media room with large screen, gym, games room, a second family room with a fireplace, and full bath. The walk-up attic offers approx. 1500 sq ft for future expansion. Outside, enjoy a private backyard oasis with a heated 20x50 Gunite pool and spa (2018), new stone walls and planting beds, patio with wood-burning fireplace, and professionally landscaped evergreens and ornamentals for privacy. High Point Road is a mile-long cul-de-sac that feels like its own neighborhood, uniquely within walking distance to all three schools: award-winning Staples HS, Bedford Middle, and Long Lots Elem. Book your showing today!

Status
Closed
Type
Single Family For Sale
Price
$4,250,000
Beds
5
Baths
7
Interior
8,835 sq ft
Lot
1.06 ac
Year Built
2007
MLS #
24081110
ZIP
06880
Days on Market
1
Heat
Natural Gas · Hot Air
Cooling
Central Air, Zoned
Water
Public Water Connected
Sewer
Septic
Parking
Attached Garage (3-car)
Laundry
Upper Level
Flood Zone
No

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

Schools

Elementary
Long Lots
Middle / Jr High
Bedford
High School
Staples

Taxes

Property tax
$30,825 (July 2024-June 2025)
Assessed value
$1,655,500

Interior

Appliances
Gas Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller
Basement
Full, Heated, Sump Pump, Fully Finished, Interior Access, Walk-out, Full With Walk-Out
Attic
Unfinished, Storage Space, Floored, Walk-up
Fireplaces
5
Total rooms
15

Building & Exterior

Style
Colonial
Roof
Wood Shingle
Siding
Shingle, Stone, Wood
Exterior features
Underground Utilities, Gutters, Lighting, Hot Tub, Stone Wall, French Doors, Underground Sprinkler, Patio
Foundation
Concrete
Pool
Gunite, Heated, Auto Cleaner, Spa, In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
AA
Lot
Fence - Full, Dry, On Cul-De-Sac, Professionally Landscaped
Waterfront
Beach Rights, Water Community

Energy

Energy features
Generator, Programmable Thermostat

What's nearby

Grocery
Trader Joe's1.82 mi away
Also nearby
Whole Foods Market3.48 mi away
Pharmacy
CVS Pharmacy1.79 mi away
Train
Westport Station3.4 mi awayMetro-North Railroad
Elementary
Long Lots
Middle
Bedford
High school
Staples
~2.7 miTrader Joe's — 1.82 miWhole Foods Market — 3.48 miCVS Pharmacy — 1.79 miWestport — 3.4 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.

2025-08-01Sold — $19,200/mo asked $18,200/moMLS 24108445
2025-06-30Sold — $4,250,000 asked $3,950,000 (this listing)MLS 24081110

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 William Raveis Real Estate — Amy Swanson · (203) 227-4343

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