Sold
Last Sold Price
5 beds4,405 sqft
27 Prospect Rd, Westport, CT 06880
Single FamilyProperty Type
1.35 acresLot Size
1948Year Built
$369/sq ftPrice per sq ft
4 carsParking Spaces

Description

Greens Farms Charmer. Enter long drive past stone walls & expansive lawn of the prime 1.35 acres & this distinguished 1940s Colonial will welcome you home. A true classic that is impeccably maintained & renovated w fine materials & craftsmanship. Enjoy gracious entertaining in over-sized living room & spacious dining room w french doors to stone terrace. Lovely gourmet kitchen w breakfast room & mud room adjoins family room w fireplace. First floor master suite w luxurious bath. 3 bedrooms on second...Greens Farms Charmer. Enter long drive past stone walls & expansive lawn of the prime 1.35 acres & this distinguished 1940s Colonial will welcome you home. A true classic that is impeccably maintained & renovated w fine materials & craftsmanship. Enjoy gracious entertaining in over-sized living room & spacious dining room w french doors to stone terrace. Lovely gourmet kitchen w breakfast room & mud room adjoins family room w fireplace. First floor master suite w luxurious bath. 3 bedrooms on second level plus separate wing w 2 rooms, full bath & private entrance for guests, au-pair, or home office. 3+ car garage. Located in coveted neighborhood near beach, towns & train
Listing closed: 07/01/2013 12:00 AM • Source: SMARTMLS, MLS#: 99017405

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Recent comparable sales

Median sold price

$2,151,000

Avg days on market

22

Sale-to-list ratio

104.8%

Westport, CT

9 comparable properties found

$1,400,000 | 39 Guyer Road, Westport, CT 06880
1

$1,400,000

Sold 11/12/24

5
Bedrooms
4,303
Square Feet
0.56
Acres
$2,015,000 | 36 Turkey Hill Road North, Westport, CT 06880
2

$2,015,000

Sold 07/23/26

5
Bedrooms
3,584
Square Feet
1.01
Acres
a front view of house with yard and green space
3

$2,100,000

Sold 12/20/24

5
Bedrooms
3,920
Square Feet
1
Acres
$2,199,000 | 4 Plumtree Lane, Westport, CT 06880
4

$2,199,000

Sold 08/28/25

5
Bedrooms
3,975
Square Feet
1.02
Acres
$2,151,000 | 12 Sandy Hill Terrace, Westport, CT 06880
5

$2,151,000

Sold 10/08/25

5
Bedrooms
3,868
Square Feet
0.53
Acres
a front view of a house with a yard
6

$2,050,000

Sold 08/19/26

5
Bedrooms
3,782
Square Feet
1.13
Acres
7

$3,950,000

Sold 06/10/26

5
Bedrooms
3.5
Bathrooms
4,762
Square Feet
0.51
Acres
$2,400,000 | 9 Harborview Road, Westport, CT 06880
8

$2,400,000

Sold 06/18/25

5
Bedrooms
4,156
Square Feet
0.36
Acres
9

$2,675,000

Sold 05/28/25

5
Bedrooms
3.5
Bathrooms
4,036
Square Feet
1
Acres

Location

Sold By William Raveis Real Estate, Elayne Landau

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$9,456 per month

30 year fixed, 6.71% Interest

Principal and Interest

$8,397

Property Taxes

$1,059

HOA Dues

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Property Information for 27 Prospect Road

Property Details
  • Taxes: $12,707 / year
  • MLS Type: Residential
  • Basement Description: Crawl Space, Interior Access, Partial, Storage, Sump Pump, Unfinished
  • Direct Waterfront: No
  • Garages Number: 4
  • Neighborhood: Greens Farms
  • Style: Colonial
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1948
  • Lot Size: 1.35 AC / 58,806 SF
Summary
Property and Location
  • Acres Source: Approximate
  • Association Amenities: Golf Course, Park, Playground/Tot Lot, Pool, Tennis Courts
  • Directions: Post Road to Hillspoint. Left at first stop sign onto Prospect
  • Elementary School: Greens Farms
  • High School: Staples
  • Latitude: 41.130142
  • Longitude: -73.3393
  • Middle Jr High School: Bedford
  • Neighborhood Amenities: Golf Course, Library, Park, Playground/Tot Lot, Pool, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2012-June 2013
  • Property Tax: $12,707
Interior and Exterior Features
Exterior Features
  • Exterior Features: French Doors, Gutters, Lighting, Patio
  • Waterfront Description: Beach Rights, Water Community
Interior Features
  • Appliances Included: Cook Top, Dishwasher, Dryer, Microwave, Refrigerator, Wall Oven, Washer
  • Attic Description: Access Via Hatch
  • Cooling System: Central Air, Zoned
  • Heat Type: Baseboard, Hot Water, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Security System
  • Laundry Room Location: upstairs
  • Rooms Additional: Foyer, Laundry Room, Staff Quarters
  • Room Count: 10
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Breakfast Nook,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 1
  • Room Features: Breakfast Nook,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 3
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Office
Room 4
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Office
Room 5
  • Room Entry Order: 2
  • Room Features: French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 6
  • Room Entry Order: 2
  • Room Features: French Doors,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 7
  • Room Entry Order: 3
  • Room Features: Granite Counters,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 8
  • Room Entry Order: 3
  • Room Features: Granite Counters,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 9
  • Listing Key: DD5A962C63CB14B0E053D501100A9BFB
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor,Skylight,Vaulted Ceiling
  • Room Level: Main
  • Room Type: Family Room
Room 10
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor,Skylight,Vaulted Ceiling
  • Room Level: Main
  • Room Type: Family Room
Room 11
  • Room Entry Order: 5
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 12
  • Room Entry Order: 5
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 13
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 14
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 15
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 16
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 17
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 18
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 19
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 20
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: white
  • Construction Description: Frame, Brick
  • Exterior Siding: Brick, Shingle, Wood
  • Foundation Type: Block
  • Fuel Tank Location: In Basement
  • Gross SQFT Per Public Records: 8122
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1948
  • Year Built Source: Owner
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 0
  • Living Area SQFT Per Public Records: 3395
Lot Information
  • Lot Description: Level Lot, Fence - Stone
  • Parcel Number: 410838
  • Sq Ft Est Heated Above Grade: 4405.0
  • Sq Ft Total: 4405.0
  • Zoning: AA
Utilities
  • Energy Features: Thermopane Windows, Ridge Vents
  • Heat Fuel Type: Oil
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner
  • Total Unit Count: 0

Property History for 27 Prospect Road

DateEvent & SourcePriceAppreciation
Jul 2, 2013

Closed (Public Record)

Public Record #357212640

$1,625,000

+4.4% / yr

Jul 17, 1998

Closed (Public Record)

Public Record #91302931

$850,000
DateEvent & SourcePrice
07/02/2013

Closed (Public Record)

Public Record #357212640

$1,625,000

+4.4% / yr

07/17/1998

Closed (Public Record)

Public Record #91302931

$850,000

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

Public Records for 27 Prospect Road

Taxable ValueLand$477,100Additions$718,500Total$1,195,600
Tax Record2025$22,549 ($1,879 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt4,442 SqFtAbove Grade Finished SqFt4,442 SqFtUnfinished Basement SqFt1,394 SqFtStories2Lot Size74,052 SqFtStyleSingle Family ResidenceYear Built1960Year Renovated1960ZoningAACountyWESTERN CONNECTICUTAPNWPRT M:E07 L:099-000

Schools near 27 Prospect 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
Private - 7 to 12
Rating
School
Distance
Green's Farms School
PublicK to 5

Bedford Middle School
Public6 to 8

Staples High School
Public9 to 12

Seton Academy
Private7 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.

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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.

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.