59 High Point Rd, Westport, CT 06880
OFF MARKET

59 High Point Rd
Westport, CT 06880

Staples
  • 5 Beds
  • 6.5 Baths
  • 6,901 sqft (on 1 acre)

$3,642,200

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $23,430/mo*

$3,642,200

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $23,430/mo*
5 Beds
6.5 Baths
6,901 sqft
(on 1 acre)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Impeccable and better-than-new, this recently constructed Colonial has a nearly new gunite pool and spa, and has benefited from many improvements. Prime Long Lots location on a very popular cul-de-sac that is prized for being a true neighborhood within walking distance of the schools, near all amenities and commuting options. The timeless Colonial presides majestically over the acre of property and on a gentle rise - the welcoming approach is down a broad Belgium block-lined driveway with parking court and large turnaround by the three car garage. A sun-filled, two-story foyer with gracious curved stairs and custom millwork leads to the entertaining-sized DR w/ coffered ceiling & LR w/ 1st of 4 fpls. The library w/ built-ins and fpl has French doors to a tranquil priv porch. Open and airy, the gourmet kitchen w/ cstm white cabinetry, oversized island, built-in desk, Sub Zero & Viking appls leads to a generous breakfast rm & the fam rm w/stone fpl & built-ins w/ French doors to the patio w/ built-in BBQ & serving area. Mudrm w/ 2nd powder rm and rear stairs. All 5 BRs are on the 2nd flr, each is a spacious private suite w/ tasteful full bath. The master suite has a large sitting room with pocket doors, fireplace, French doors, balcony, dream-size walk-in closet & marble bath. The newly finished LL has high ceilings, built-ins, closets, a bathroom/changing area w/ door to pool and vast storage space. Simply move-in, enjoy this mint-condition home and swim this summer.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 59 High Point Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 15Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Pantry
Heating & Cooling
Heating: Forced Air, Electric, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle, StonePatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price History for 59 High Point Rd

DatePriceEventSource
08/06/2019$2,100,000Sold
Smart MLS #170183307
05/30/2019$2,295,000PendingAgent Provided
04/12/2019$2,295,000Listed For SaleAgent Provided
03/26/2014$1,900,000Sold
Smart MLS #99052329
01/10/2008$1,050,000Sold
N/A

Market trends in Westport

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
85
21
MoM
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Property Tax and Assessment

Year2025
Tax$26,657
Assessment$1,413,400
Home facts updated by county records

Homeowner tools

Estimated monthly rent$7,701/mo

Homes for rent near 59 High Point Rd

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Comparable Sales for 59 High Point Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.38
Single-Family Home
$3,750,000
07/08/25
5
5.5
6,637
0.45
Single-Family Home
$3,100,000
06/26/25
5
5.5
6,942
0.41
Single-Family Home
$2,750,000
08/08/25
5
4.5
5,780
0.50
Single-Family Home
$2,815,000
09/09/25
5
5
5,311
0.28
Single-Family Home
$2,121,000
01/22/26
4
2.5
4,237
0.36
Single-Family Home
$2,000,000
01/13/26
4
3.5
4,408
0.57
Single-Family Home
$1,510,000
02/18/26
6
6.5
6,900
0.23
Single-Family Home
$2,850,000
08/12/25
5
3.5
4,554
0.49
Single-Family Home
$4,200,000
06/30/25
5
6.5
8,837
0.63
Single-Family Home
$4,250,000
06/30/25
5
6
8,835

Nearby homes

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Assigned Schools

These are the assigned schools for 59 High Point Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Staples

At least 1 Trulia users voted on each feature.
  • 100 % Say it's dog friendly

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 100 % Say there are sidewalks

  • 100 % Say neighbors are friendly

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 50 % Say there are community events

  • 50 % Say people would walk alone at night

  • 33 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 59 High Point Rd

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Off Market Homes Near 59 High Point Rd

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59 High Point Rd, Westport, CT 06880 is a 5 bedroom, 8 bathroom, 6,901 sqft single-family home built in 2008. 59 High Point Rd is located in Staples, Westport. This property is not currently available for sale. 59 High Point Rd was last sold on Aug 6, 2019 for $2,100,000. The current Trulia Estimate for 59 High Point Rd is $3,642,200.