Skip to main content

34 High Point Road

Westport, Connecticut 06880

ACTIVE - NEW$4,595,000
Beds
6
Baths
6 | 2
SqFt
7,132
Acres
1.01
Year Built
2022
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
3-Car Garage3 Fireplaces

About This Home

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.

Key Facts

City/Town
Westport
Neighborhood
Long Lots
Property / Style
Single Family · Colonial
Year Built
2022
Days on Market
0 days
Beds
6
Baths
6 full · 2 half
Living Area
7,132 sq ft
Lot Size
1.01 acres
Garage / Parking
3 garage
Property Taxes
$43,260 / Annually

Market Snapshot

The Westport Market

Single Family · trailing 12 months

View area

Median Days on Market

45

63 active listings

Median $ / Sq Ft

$795

63 active listings

Sale-to-List Ratio

100.0%

295 sales

How this home compares

List Price

$4.59M

vs $5.00M median

8.0% below median

Price / Sq Ft

$644

vs $795 median

19.0% below median

Days on Market

0 days

vs 45 days median

45 days fresher than median

Based on 63 active and 295 closed sales (trailing 12 mo) of single family in Westport. Source: SmartMLS · As of October 30, 2026.

Location

34 High Point Road, Westport, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$30,189

per month

  • Principal & Interest$25,052
  • Property Taxes$3,605
  • Insurance$1,532
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Westport
Neighborhood
Long Lots
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2022
New Construction
No/Resale
Living Area
7,132 sq ft

Schools

Elementary
Long Lots
High
Staples

Interior

Heating
Hydro AirSolarZoned
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
3
Laundry
Upper Level
Appliances
Gas RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherWine Chiller
Basement
FullHeatedStorageFully FinishedCooledInterior AccessLiveable Space
Interior Features
Cable - AvailableOpen Floor PlanSecurity System
Additional Rooms
Bonus RoomGymLaundry RoomMud Room

Exterior & Lot

Lot Size
1.01 acres
Zoning
AAA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Beach RightsWater Community
Water Source
Public Water Connected
Sewer
Septic
Flood Zone
No
Construction
ShingleClapboardVertical Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Underground UtilitiesGuttersLightingStone WallFrench DoorsUnderground SprinklerPatio
Lot Description
Sloping LotOn Cul-De-SacProfessionally Landscaped

Listing & Financials

Property Taxes
$43,260 / Annually
Days on Market
0
MLS #
24194698
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Karen Scott

(203) 613-9200

Compass Connecticut, LLC

(203) 293-9715

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/30/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/30/2026 at 11:25 PM UTC.