Sold on Jun 2026

$4,225,000

•

8,550

sq ft

49 Hillspoint Rd, Westport, CT 06880

Track this home’s value and nearby sales activity

About this home

Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining, the expansive chef's kitchen with double refrigerators, dishwashers and ovens anchors the home, opening to inviting dining and gathering spaces. Upstairs, a private family wing with its own library and a finished third-floor retreat provides flexible space for study, play or creative pursuits. The walk-out lower level elevates the experience with a laser home theater, media lounge, gym and game room for year-round enjoyment. Outdoors, a heated saltwater pool and spa, pergola and sweeping lawn framed by roses and grasses create a private resort setting. Savant smart home technology offers integrated music inside and out, lighting controls, automated shades, full irrigation, landscape lighting and comprehensive security, all managed from your phone. Peaceful, refined and unexpectedly serene, this home lives like a retreat while placing you at the center of everything Westport has to offer.

Single-familyProperty Type

2015Year Built

1.03 acresLot Size

$494Price/Sq.Ft.

3 car garageParking

Listed by Michelle Genovesi • William Raveis Real Estate

Contact: Agent Attribution Contact: (203) 454-4663 | Office Attribution Contact: (203) 227-4343

Bought with Barbara Sweeney • Coldwell Banker Realty

Source:Smart MLS #24119112

Redfin Estimate

$4,572,839

$348K since sold in June 2026$185K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31.7% higher than the average sale price ($3.47M) of 6 comparable homes.

SOLD AUG 31, 2026
$4,560,000
A
5 beds5.5 baths7,583 sq ft
11 Wake Robin Rd, Westport, CT 06880
SOLD AUG 21, 2026
$3,150,000
B
5 beds5 baths4,922 sq ft
55 Center St, Westport, CT 06880
SOLD JUL 30, 2026
$3,225,000
C
5 beds6 baths6,302 sq ft
72 Compo Rd N, Westport, CT 06880
SOLD SEP 14, 2026
$3,200,000
D
5 beds5 baths8,192 sq ft
91 Turkey Hill Rd S, Westport, CT 06880
SOLD AUG 17, 2026
$4,000,000
E
6 beds7 baths6,899 sq ft
7 Mortar Rock Rd, Westport, CT 06880
SOLD AUG 21, 2026
$2,700,000
F
5 beds5 baths5,739 sq ft
2 Ledgemoor Ln, Westport, CT 06880

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Market trends in 06880, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.6%

0.1% MoM

Median sale price

$2.4M

$27K MoM

Avg. days on market

33d

1 days MoM

Recently sold homes

129

15 MoM

New listings for sale

OPEN SAT, 1PM TO 3PM
$1,450,000
3 beds2 baths1,631 sq ft
228 Bayberry Ln, Westport, CT 06880
OPEN SAT, 11AM TO 1PM
$1,295,000
4 beds3 baths2,622 sq ft
6 Willowbrook Dr, Westport, CT 06880
$1,949,000
1 bed2 baths1,560 sq ft
41 Richmondville Ave #105, Westport, CT 06880
$2,885,000
5 beds4 baths3,255 sq ft
4 Bradley St, Westport, CT 06880
OPEN SUN, 12PM TO 2PM
$2,000,000
3 beds4 baths3,104 sq ft
27 Rayfield Rd, Westport, CT 06880
$7,250,000
5 beds7.5 baths9,648 sq ft
20 Turkey Hill Cir, Westport, CT 06880
$7,200,000
4 beds4 baths2,880 sq ft
51 Compo Beach Rd, Westport, CT 06880
OPEN SAT, 1PM TO 3PM
$7,790,000
3 beds3.5 baths3,231 sq ft
1 Driftwood Point Rd, Westport, CT 06880
FOR SALE BY OWNER
$405,858
1 bed1 bath682 sq ft
35 Bridge St, Westport, CT 06880
$3,400,000
6 beds6.5 baths6,751 sq ft
9 N Ridge Rd, Westport, CT 06880
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Rental estimate

Est. $4,867 per month, based on comparable rentals

Sale and tax history for 49 Hillspoint Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24119112

Jun 12, 2026

Sold

$4,225,000

$494/sq ft

May 18, 2026

Pending

—

May 12, 2026

Contingent

—

Apr 10, 2026

Price Changed

$4,450,000

$520/sq ft

Feb 18, 2026

Listed

$4,650,000

$544/sq ft

Feb 11, 2026

Coming Soon

$4,650,000

$544/sq ft

Smart MLS #170546824

Jun 26, 2023

Sold

$3,700,000

$433/sq ft

Mar 7, 2023

Pending

—

Feb 10, 2023

Contingent

—

Feb 2, 2023

Listed

$3,850,000

$450/sq ft

Jan 30, 2023

Coming Soon

$3,850,000

$450/sq ft

Step into luxury living with this, custom-built home on a stunning acre in Greens Farms. With its magnificent architecture and top-notch finishes, this 5-bed, 5.5-bath home will take your breath away. From the impressive front approach to the spacious, open-flow interior, every detail has been crafted with care by renowned builder Garrett Wilson. Entertain in style in the gourmet kitchen, complete with top-quality materials and appliances, or relax in the spacious family room. The formal living spaces blend classic elegance with modern sophistication. Work from home with ease in the his and hers offices. Stay fit with a private gym and entertain in style with a built-in outdoor kitchen in the backyard, perfect for hosting and with plenty of room for a pool. Conveniently located near shopping, Compo Beach, Longshore Club Park, and top-rated schools, this home truly has it all. Don't miss out on this opportunity to live in style, make this dream home yours today!

Smart MLS #99119221

Jun 27, 2016

Sold

$2,725,000

$319/sq ft

May 2, 2016

Listing Removed

—

Sep 9, 2015

Listed

$2,799,000

$327/sq ft

Move right in! This high quality new construction home set on beautiful acre in Greens Farms is the latest masterpiece from Garrett Wilson, a custom builder known for superior craftsmanship and uncompromising attention to detail. Architecturally planned w/a magnificent front approach, the interior is just as stunning, with superb finishes throughout 3 finished levels. 5 bedrooms, 5/2 baths, and an open, flow. The gourmet kitchen carefully selected materials and high-end appliances leads to the spacious family room. The formal living spaces fuse tradition with modern flair. Level land w/a prvt backyard that has rm for a pool. Shopping, Compo Beach, Longshore Club Park, both Metro North Railroad stations and award-winning schools.

Ready mid-July

Smart MLS #99107977

Sep 9, 2015

Listing Removed

—

Jun 5, 2015

Listed

$2,999,950

$351/sq ft

Smart MLS #99081041

May 31, 2015

Listing Removed

—

Oct 23, 2014

Listed

$3,075,000

$360/sq ft

Smart MLS #99066821

Sep 12, 2014

Sold

$930,000

$109/sq ft

Jul 5, 2014

Listed

$945,000

$111/sq ft

Public Records

Oct 2, 2008

Sold

$890,748

$104/sq ft

Smart MLS #98394894

Sep 19, 2008

Listed

$899,000

$105/sq ft

Public Records

Aug 11, 1999

Sold

$612,000

$72/sq ft

Smart MLS #98044855

May 25, 1999

Listed

$615,000

$72/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$32,577 (+1.5%)

$466,700 + $1,308,600

$1,775,300

2022

$32,080

$466,700 + $1,308,600

$1,775,300

2021

$32,080 (+1.0%)

$466,700 + $1,308,600

$1,775,300

2020

$31,771 (−0.9%)

$492,300 + $1,409,000

$1,901,300

2019

$32,056

$492,300 + $1,409,000

$1,901,300

2018

$32,056

$492,300 + $1,409,000

$1,901,300

2017

$32,056

$492,300 + $1,409,000

$1,901,300

2016

$32,056 (+177.8%)

$492,300 + $1,409,000

$1,901,300

2014

$11,539

$407,500 + $235,700

$643,200

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

44,866

Year renovated

—

Sq. Ft.

8,550

Year built

2015

Style

Single Family Residential

County

Fairfield County

APN

415319

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Green, Pool

Last updated by owner on Jun 25, 2026.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved, Driveway
Garages Number: 3

Parking Information
Parking Total Spaces: 3

Interior

Virtual Tour Information

Interior Information
Total Rooms: 12
Laundry Room Location: 2nd floor
Laundry Room Info: Upper Level
Interior Features: Audio System, Auto Garage Door Opener, Open Floor Plan, Security System
In-Law Apartment: No
Electric Outlet(s), Lighting, Lock(s), Security System, Thermostat(s), Wired For Audio
Fireplaces Total: 3
Cooling System: Central Air, Zoned
Appliances Included: Cook Top, Oven/Range, Wall Oven, Microwave, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Exercise Room, Foyer, Laundry Room, Mud Room
Basement Description: Full, Heated, Sump Pump, Fully Finished, Interior Access, Liveable Space, Full With Walk-Out
Has Attic
Attic Description: Finished, Walk-up

Exterior

Exterior Features
Roof Information: Wood Shingle, Shake
Exterior Siding: Shake, Cedar
Exterior Features: Lighting, Stone Wall, French Doors, Underground Sprinkler, Patio

Lot Information
Lot Description: Fence - Full, Dry, Cleared, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Spa, In Ground Pool

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Waterfront Description: Walk to Water, Beach Rights
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 6320
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $1,860,100

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Natural Gas, Domestic
Heat Type: Zoned
Energy Features: Humidistat, Thermopane Windows

Location

School Information
Middle Jr High School: Bedford
High School: Staples
Elementary School: Greens Farms

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Medical Facilities, Park, Playground/Tot Lot, Public Transportation, Tennis Courts
Directions: Greens Farms Road to Hillspoint
County: Fairfield

Public facts

Beds: 5
Baths: 6.0
Sq. Ft.: 8,550
Stories: 3.0
Parking Spaces: 3
Basement: Yes
Accessible: No
Lot Size: 1.03 acres
Style: Single Family Residential
Year Built: 2015
Year Renovated: —
County: Fairfield County
APN: 415319
HOA Dues: —
Garage: Yes
Features: Green, Pool

Home facts updated by owner on Jun 25, 2026

Around this home

Schools

Green's Farms School

Public K-5 • Assigned • 1.1mi

10/10

Bedford Middle School

Public 6-8 • Assigned • 2.0mi

9/10

Staples High School

Public 9-12 • Assigned • 1.8mi

10/10

Provided by GreatSchools

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

6/10 Wind Factor

68% chance of strong winds in next 30 years

8/10 Air Factor

13 unhealthy days expected this year, 18 days in 30 years

Provided by First Street

Historical weather

Westport, CT • 06880

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

84/ 100

Very good sunlight

Sunscore

This home receives average direct sun exposure in Westport. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.6 hrs

4.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$4.35M – $5.26M

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Home values near 49 Hillspoint Rd

Data from public records.

Address	Redfin Estimate
46 Hillspoint Road, Westport, CT 5 Beds \| 4.5 Baths \| 4216 Sq. Ft.	$2,741,830
48 Hillspoint Road, Westport, CT 4 Beds \| 2.5 Baths \| 1680 Sq. Ft.	$1,394,287

Address	Redfin Estimate
52 Hillspoint Road, Westport, CT 5 Beds \| 4 Baths \| 4060 Sq. Ft.	$2,349,037
47 Hillspoint Road, Westport, CT 4 Beds \| 4.5 Baths \| 4046 Sq. Ft.	$2,911,276

Address	Redfin Estimate
45 Hillspoint Road, Westport, CT 3 Beds \| 3 Baths \| 2659 Sq. Ft.	$1,890,566
50 Hillspoint Road, Westport, CT 4 Beds \| 2.5 Baths \| 2652 Sq. Ft.	$1,778,333

Property information provided by Smart MLS when last listed in 2026. This data may not show owner updates. Learn more.

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49 Hillspoint Rd, Westport, CT 06880

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About this home

Redfin Estimate

Market trends in 06880, CT

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Sale and tax history for 49 Hillspoint Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06880

Home values near 49 Hillspoint Rd

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