14 High Point Road

Westport, CT 06880

$2,999,999Active$37,500 Buyer Rebate*
5
beds
5.5
baths
6,094
SF

Our Take

14 High Point Road in Westport is a 2002 Colonial with five bedrooms, five full baths, and one half bath on 1.07 acres. The home includes a Gunite swimming pool, hardwood flooring on the first and second floors, multiple fireplaces, a rear deck, and a daylight walk-out lower level. Interior spaces include a cocktail lounge, eat-in kitchen, home office, primary suite with three walk-in closets, and an ensuite guest bedroom. The lower level adds a full bath, media room, gym/playroom, and storage.

Open Houses

DateTime

Property Details

Listing Facts

Acres
1.07
Year built
2002
Taxes (July 2026-June 2027)
$24,570 (July 2026-June 2027)
Price/SF
$492
Days on Market
1 Day
MLS number
24213615

Highlights

  • Gunite swimming pool on a cul-de-sac
  • Hardwood flooring throughout the first and second floors
  • Cocktail lounge with built-ins and wet bar
  • Eat-in kitchen with seating island
  • Ensuite guest bedroom with walk-in closet
  • Primary suite with spa bath and three walk-in closets
  • Daylight walk-out lower level with media room and gym/playroom
  • Generac generator
Read the full listing description

Classic Colonial 5 Bedroom 5 - 1/2 Bath set on over 1 acre with a Gunite Swimming Pool on Westport's longest and perhaps, most sought after Cul-De-Sac! Almost 4700 sq ft on 1st & 2nd floors (hardwood flooring throughout), Plus 1400 sq ft in the fully finished, daylight, walk-out lower level. On the Main level the Gracious Living Room with Fireplace & Box Bay Window, is so large it easily accommodates the grand piano. Stroll through the Cocktail Lounge with built-ins, wet-bar & wine fridge to the delightful sunny, oversized Dining Room with dozens of windows & French Doors that lead to the rear deck. Circle back to the large Eat-In Kitchen with Island that seats four and a dedicated Dining Area by the Bay Window, this all seamlessly flows into the Family Room with Fireplace, Built-In Bookshelves and French Doors opening to the rear deck with views of the pool below. Rounding out the first floor are a Home Office, Ensuite Guest Bedroom with a Full Bath and Walk-In Closet, Half Bath in hall. The 2nd floor has an Enormous Primary Suite with Spa Bath, 3 Walk-In closets & Office or Dressing Room attached to the suite. The 2nd level has 3 more spacious family bedrooms, including one with an ensuite bath and walk-in closet and two more that have ample closet space and share a hall bath. The daylight, walkout lower level has a full bath, tv/media room, gym/playroom with sink, d/w, and fridge and a bonus storage room. Generac Generator! Walls freshly painted! Newer -Roof, HVAC, Septic!

Schools

Elementary
Per Board of Ed
Middle
Bedford
High
Staples

School assignments as reported by SmartMLS.

Price History

DateEventPrice
Listed$2,999,999

Listing Agent

William Raveis Real Estate · (203) 227-4343
Joelle Malec · (203) 209-1131

Map

14 High Point Road, Westport, CT 06880

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SmartMLS · Listing #24213615 · Active

Listing data checked: Oct 16, 2026, 6:00 AM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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14 High Point Road · Westport, CT

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