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34 High Point RoadWestport, CT 06880

For Sale

$4,595,000

Smart Buyer Rebate $45,950

Refined living awaits on one of Westport's most coveted cul-de-sac settings, nestled within the sought-after Long Lots neighborhood. The exceptional residence unfolds across four finished levels, offering six ensuite bedrooms, two additional half baths, and a thoughtfully designed layout that balances grand scale with everyday functionality. A glass-doored entry introduces interiors defined by opulence and impeccable craftsmanship. Formal living and dining rooms are elegantly appointed, complemented by a butler's pantry for seamless entertaining. The chef's kitchen is both stunning and highly functional. Flowing effortlessly into a sunlit breakfast room and family room with fireplace and wet bar, all have a front row view to the spacious backyard. A private office and well-designed utility room enhance daily living, while direct access to the three-car garage ensures convenience. The second level hosts five beautifully appointed ensuite bedrooms, including a luxurious primary suite complete with fireplace, bespoke walk-in closets, and a spa-inspired bath. An additional study or lounge space provides flexibility for work or relaxation. The third floor offers a sixth ensuite bedroom along with generous bonus space, ideal for guests or extended stays. The finished lower level is designed for recreation and wellness, featuring a media room, gym, game room, and ample storage. Comprised of park-like acre with room for a pool, the property offers both privacy and possibilities.

Listed by Karen Scott

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Compass Connecticut, LLC

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(203) 613-9200

Last updated October 30, 2026

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Source: SmartMLS #24194698

Listing Facts

  • TypeSingle-family
  • NeighborhoodWestport
  • Bedrooms6
  • Bathrooms8
  • Days on Prevu2
  • Taxes$43,260/year
  • Size7,132 sqft
  • Price per sqft$644

Location

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Listing History

10/29/2026
Listed by Compass Connecticut, LLC
$4,595,000
  1. 10/29/2026$4,595,000
    Listed by Compass Connecticut, LLC

Property Details for 34 High Point Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 2022
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Underground Utilities, Gutters, Lighting, Stone Wall, French Doors, Underground Sprinkler, Patio

Features

  • Waterfront Features: Beach Rights, Water Community

Measurements

  • Lot Features: Sloping Lot, On Cul-De-Sac, Professionally Landscaped
  • Lot Size Acres: 1.01

Financial

Taxes

  • Parcel Number: 419153
  • Tax Annual Amount: $43,260.00
  • Tax Year: 26

Interior

Features

  • Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Wine Chiller
  • Fireplaces Total: 3
  • Interior Features: CABLE, OPEN, SECURESY

Measurements

  • Living Area: 7,132

Rooms

  • Basement: Full, Heated, Storage, Fully Finished, Cooled, Interior Access, Liveable Space
  • Bathrooms Full: 6
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 8
  • Bedrooms Total: 6
  • Rooms Total: 15

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 3

Schools

Elementary School

  • Elementary School: Long Lots

High School

  • High School: Staples

Middle or Junior School

  • Middle Or Junior School: Bedford

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hydro Air, Solar, 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 6 bedrooms and 8 bathrooms in this single-family home at 34 High Point Road.

What schools are nearby to 34 High Point Road?

Nearby schools include the Long Lots Elementary School, Bedford Middle School, and Staples High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 34 High Point Road.

What are the annual taxes for 34 High Point Road?

Annual taxes for this single-family home are estimated at $43,260.

How does 34 High Point Road compare to other single-family homes in Westport?

This single-family home is listed 18% below the average price for single-family homes in Westport and has been on the market for 67 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 7,132 sqft.

34 High Point Road is a 6-bedroom, 8-bath single-family home for sale in Westport CT 06880. Listed on Prevu for 2 days at $4,595,000. This property features 7,132 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 Long Lots Elementary School, Bedford Middle School, and Staples High School. View other single-family home listings in Fairfield County.

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.

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.