Sold
Last Sold Price
5 beds4,200 sqft$351/sqft
5 Highland Rd, Westport, CT 06880
Single FamilyProperty Type
1.06 acresLot Size
2004Year Built
$351/sq ftPrice per sq ft
2 carsParking Spaces

Description

All The Bells & Whistles Of A New Home W/Charm & Character Of Yesteryear. Totally Redone 4200 Sf New England Col. 5 Br.3 Full, 2 Half Ba. Fabulous Level Acre On Desirable Cul-De- Sac Near Shops & Beach. Rm For A PoolAll The Bells & Whistles Of A New Home W/Charm & Character Of Yesteryear. Totally Redone 4200 Sf New England Col. 5 Br.3 Full, 2 Half Ba. Fabulous Level Acre On Desirable Cul-De- Sac Near Shops & Beach. Rm For A Pool
  • Listed by: Lynn Fraund 203.434.8585 Lynn@Fraund.com • William Pitt Sotheby's Int'l
Listing closed: 12/20/2004 12:00 AM • Source: SMARTMLS, MLS#: 98204314

Recent comparable sales

Median sold price

$1,705,000

Avg days on market

31

Sale-to-list ratio

99.1%

Westport, CT

9 comparable properties found

$1,813,400 | 35 Sturges Highway, Westport, CT 06880
1

$1,813,400

Sold 05/30/25

5
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3,686
Square Feet
1.3
Acres
$1,750,000 | 8 Fraser Road, Westport, CT 06880
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4,224
Square Feet
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3.5
Bathrooms
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Square Feet
2.05
Acres
$1,845,000 | 8 Cardinal Lane, Westport, CT 06880
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Sold 12/10/25

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Sold 07/15/26

5
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4
Bathrooms
1,916
Square Feet
1.39
Acres
a front view of a house with garden
7

$1,705,000

Sold 06/27/25

5
Bedrooms
3,320
Square Feet
2.01
Acres
$1,400,000 | 39 Guyer Road, Westport, CT 06880
8

$1,400,000

Sold 11/12/24

5
Bedrooms
4,303
Square Feet
0.56
Acres
$1,800,000 | 27 Blue Ribbon Drive, Westport, CT 06880
9

$1,800,000

Sold 10/10/25

4
Bedrooms
3,707
Square Feet
1.04
Acres

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Lynn Fraund

Sold By William Raveis Real Estate, Merry Hampton

Add your commute

Payment Calculator

$8,873 per month

30 year fixed, 6.55% Interest

Principal and Interest

$7,497

Property Taxes

$1,376

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 5 Highland Road

Property Details
  • MLS Type: Residential
  • Basement Description: Partial, Sump Pump, Unfinished
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Farm House
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 2004
  • Lot Size: 1.06 AC / 46,173 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Bayberry To Highland. 2Nd House On Left
  • Elementary School: COLEYTOWN
  • High School: STAPLES
  • Latitude: 41.173332
  • Longitude: -73.33065
  • Middle Jr High School: COLEYTOWN
  • State: Connecticut
HOA and Fees
  • HOA Fee Amount: 0
  • Home Owner's Assocation: No
  • Property Tax: $999,999
Interior and Exterior Features
Exterior Features
  • Exterior Features: Patio, Porch
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Dishwasher, Refrigerator, Wall Oven
  • Cooling System: Central Air
  • Heat Type: Hot Water, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Central Vacuum, Security System
  • Laundry Room Location: 2Nd Floor
  • Rooms Additional: Foyer, Laundry Room
  • Room Count: 8
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 2
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 10
  • Room Features: Full Bath,Hardwood Floor,Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 10
  • Room Features: Full Bath,Hardwood Floor,Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 5
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: DD6547F4D52F9826E053D501100AC14B
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 10
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 11
  • Room Entry Order: 7
  • Room Features: Fireplace,Hardwood Floor,Vaulted Ceiling
  • Room Level: Main
  • Room Type: Family Room
Room 12
  • Room Entry Order: 7
  • Room Features: Fireplace,Hardwood Floor,Vaulted Ceiling
  • Room Level: Main
  • Room Type: Family Room
Room 13
  • Room Entry Order: 8
  • Room Features: Eating Space,Pantry
  • Room Level: Main
  • Room Type: Kitchen
Room 14
  • Room Entry Order: 8
  • Room Features: Eating Space,Pantry
  • Room Level: Main
  • Room Type: Kitchen
Room 15
  • Room Entry Order: 9
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 16
  • Room Entry Order: 9
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Property
Property and Assessments
  • Color: CREAM
  • Exterior Siding: Cedar, Shake
  • Foundation Type: Masonry
  • Gross SQFT Per Public Records: 8449
  • New Construction Type: Completed/Never Occupied
  • Roof: Asphalt Shingle
  • Sq Ft Source: Owner
  • Year Built: 2004
  • Year Built Source: Public Records
  • Living Area SQFT Per Public Records: 3919
Lot Information
  • Documents Available: Property Disclosure
  • Lot Description: On Cul-De-Sac, Level Lot
  • Parcel Number: 418689
  • Sq Ft Est Heated Above Grade: 4200.0
  • Sq Ft Total: 4200.0
  • Zoning: RES
Utilities
  • Heat Fuel Type: Oil
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Total Unit Count: 0

Property History for 5 Highland Road

DateEvent & SourcePriceAppreciation
Dec 21, 2004

Closed (Public Record)

Public Record #154007182

$1,475,000

+108.4% / yr

Dec 22, 2003

Closed (Public Record)

Public Record #128234209

$708,000

+10.1% / yr

Jul 3, 1996

Closed (Public Record)

Public Record #91304379

$345,000
DateEvent & SourcePrice
12/21/2004

Closed (Public Record)

Public Record #154007182

$1,475,000

+108.4% / yr

12/22/2003

Closed (Public Record)

Public Record #128234209

$708,000

+10.1% / yr

07/03/1996

Closed (Public Record)

Public Record #91304379

$345,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 5 Highland Road

Taxable ValueLand$359,200Additions$516,000Total$875,200
Tax Record2025$16,506 ($1,376 / month)
Home Facts
Beds4Baths4Total Finished SqFt3,919 SqFtAbove Grade Finished SqFt3,919 SqFtUnfinished Basement SqFt242 SqFtStories2Lot Size43,996 SqFtStyleSingle Family ResidenceYear Built1951Year Renovated1951ZoningAAACountyWESTERN CONNECTICUTAPNWPRT M:F15 L:040-000

Schools near 5 Highland Road

This home is within Westport School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Coleytown Elementary School
PublicK to 5

Coleytown Middle School
Public6 to 8

Staples High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Westport
Westport
A magnificent, scenic coastal town. Westport was formerly known as ‘Green’s Farm’ due to the farming families that settled there. By the 19th century, the town turned into a bustling shipping center and transformed by the 20th century into a destination for artists, musicians and writers. Residents...

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 5 Highland Road, Westport, CT 06880
$1,475,000
5
4,200
46,173
$445,000
4
1,698
43,560
$575,000
3
1,734
43,560
2.5
1,340
43,560
$1,100,000
4
3,283
43,560
$325,900
3
2,181
44,866

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Pitt Sotheby's Int'l, Lynn Fraund

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.