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14 High Point RoadWestport, CT 06880

For Sale

$2,999,999

Smart Buyer Rebate $30,000

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!

Listed by Joelle Malec

·

William Raveis Real Estate

·

(203) 209-1131

Last updated October 30, 2026

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Source: SmartMLS #24213615

Listing Facts

  • TypeSingle-family
  • NeighborhoodWestport
  • Bedrooms5
  • Bathrooms6
  • Days on Prevu16
  • Taxes$24,570/year
  • Size6,094 sqft
  • Price per sqft$492

Location

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Listing History

10/15/2026
Listed by William Raveis Real Estate
$2,999,999
  1. 10/15/2026$2,999,999
    Listed by William Raveis Real Estate

Property Details for 14 High Point Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2002
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Deck, Gutters, French Doors, Underground Sprinkler, Patio

Features

  • Pool Features: Gunite, Heated, Safety Fence, In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Beach Rights

Measurements

  • Lot Features: Fence - Partial, Some Wetlands, Level Lot, Sloping Lot, On Cul-De-Sac
  • Lot Size Acres: 1.07

Financial

Taxes

  • Parcel Number: 414649
  • Tax Annual Amount: $24,570.00
  • Tax Year: 26

Interior

Features

  • Appliances: Gas Cooktop, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Fireplaces Total: 2
  • Interior Features: DROPEN

Measurements

  • Living Area: 4,694

Rooms

  • Basement: Full, Heated, Garage Access, Cooled, Interior Access, Liveable Space, Full With Walk-Out
  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 6
  • Bedrooms Total: 5
  • Rooms Total: 11

Other

General

  • Exclusions: Per Inclusion/Exclusion Documents

Parking

Parking

  • Attached Garage: Attached Garage, Under House Garage, Paved, Driveway
  • Garage Spaces: 2
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Per Board Of Ed

High School

  • High School: Staples

Middle or Junior School

  • Middle Or Junior School: Bedford

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Heating: Hot Air, Hot Water, Zoned
  • Laundry Features: Upper Level
  • Sewer: Septic
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 6 bathrooms in this single-family home at 14 High Point Road.

What schools are nearby to 14 High Point Road?

Nearby schools include the Per Board Of Ed Elementary School, Bedford Middle School, and Staples High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 14 High Point Road.

What are the annual taxes for 14 High Point Road?

Annual taxes for this single-family home are estimated at $24,570.

How does 14 High Point Road compare to other single-family homes in Westport?

This single-family home is listed 47% below the average price for single-family homes in Westport and has been on the market for 53 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 6,094 sqft.

14 High Point Road is a 5-bedroom, 6-bath single-family home for sale in Westport CT 06880. On Prevu for 16 days at $2,999,999. This home features 6,094 square feet of living space, located in Westport. The median listing price for single-family homes in this area is $4,797,500. Nearby schools include Per Board Of Ed Elementary School, Bedford Middle School, and Staples High School. Explore more single-family home listings in Fairfield County.

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.