2 Grassy Plains Rd

2,881 Sq. Ft.
$590 / Sq. Ft.
2,881
Sq. Ft.
$590
per Sq. Ft.

Description

Sellers are aksing for highest and best offers by 4pm monday june 1st Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience, and luxurious Westport lifestyle. Move-in ready and beautifully maintained it's thoughtful layout is ideal for both everyday living and gracious entertaining. Light pours in through picture windows, French doors, and skylights...Sellers are aksing for highest and best offers by 4pm monday june 1st Set on a beautifully landscaped, bucolic acre at the top of a quiet cul-de-sac in Westport's coveted Old Hill neighborhood, this charming cottage-style ranch home offers the perfect blend of modern convenience, and luxurious Westport lifestyle. Move-in ready and beautifully maintained it's thoughtful layout is ideal for both everyday living and gracious entertaining. Light pours in through picture windows, French doors, and skylights giving a bright airy feel throughout. At the heart of the home is a stunning chef's kitchen equipped with high-end stainless steel appliances. The open dining area is perfect for feasts with family. Sliders leading to multiple decks make indoor-outdoor living seamless. Relax in the inviting living room with a cozy fireplace, or entertain outdoors on the expansive deck overlooking lush lawns. Retreat to the primary suite that boasts a newly renovated spa-like bath. Two additional bedrooms & full bath complete this level. The lower level offers a family room, perfect for movie nights, as well as office built-ins to WFH. A playroom/rec space, plus a fourth bedroom and full bath, make an ideal setup for guests, in-laws, or au pair. Step outside to your resort-like oasis featuring a stunning, sun-drenched saltwater pool and cabana with bar & Sonos - summer entertaining perfection! Energy efficient with Tesla Solar Roof, newer mechanicals and a generator give peace of mind.
  1. Listed by Jessica Brookbanks • Coldwell Banker Realty
    P: (917)-940-9086 C: (917)-940-9086 jessica.brookbanks@cbrealty.com

Property Details for 2 Grassy Plains Road

Basement Description
Full, Sump Pump, Storage, Fully Finished, Garage Access, Interior Access, Walk-out
Direct Waterfront
No
Expected Active Date
05-28-2026
Garages Number
2
Neighborhood
Old Hill
Style
Ranch
Garage Parking Info
Attached Garage
Swimming Pool
Yes
LISTING UPDATED: 06/09/2026 04:19 PM

Property Details for 2 Grassy Plains Road

StatusActive
MLS #24176436
Days on Market13
Taxes$10,043 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1955
Lot Size1.11 AC / 48,351 SF
CountyFairfield County

Location

Listing Courtesy of Coldwell Banker Realty, Jessica Brookbanks
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Building Information for 2 Grassy Plains Road

Stories-Year Built1955Building Size-Lot Size1.11 AC / 48,351 SF

Payment Calculator

$9,303 per month

30 year fixed, 6.36% Interest

Principal and Interest

$8,466

Property Taxes

$837

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 2 Grassy Plains Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Newtown Turnpike to Grassy Plains Road.
  • Elementary School: Kings Highway
  • High School: Staples
  • Latitude: 41.1608
  • Longitude: -73.384069
  • Middle Jr High School: Coleytown
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,043
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Cabana, Deck, Hot Tub
  • Pool Description: In Ground Pool
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Main Level
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Palladian Window(s),9 ft+ Ceilings,Cathedral Ceiling,Gas Log Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Remodeled,Book Shelves,Built-Ins,Composite Floor
  • Room Level: Lower
  • Room Type: Family Room
Room 3
  • Room Entry Order: 11
  • Room Features: Hardwood Floor
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 4
  • Room Entry Order: 12
  • Room Features: Tub w/Shower,Tile Floor
  • Room Level: Lower
  • Room Type: Full Bath
Room 5
  • Listing Key: 521A873F49B1E1F3E063E201100A7EBF
  • Room Entry Order: 13
  • Room Features: Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 6
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 7
  • Room Entry Order: 3
  • Room Features: Skylight,Vaulted Ceiling,Granite Counters,Wet Bar,Island,Sliders
  • Room Level: Main
  • Room Type: Kitchen
Room 8
  • Room Entry Order: 4
  • Room Features: Bay/Bow Window,Ceiling Fan,French Doors,Walk-In Closet,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 9
  • Listing Key: 521A873F49B1E1F3E063E201100A7EBF
  • Room Entry Order: 5
  • Room Features: Remodeled,Quartz Counters,Stall Shower,Tile Floor
  • Room Level: Main
  • Room Type: Primary Bath
Room 10
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 8
  • Room Features: Tub w/Shower,Tile Floor
  • Room Level: Main
  • Room Type: Full Bath
Room 13
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Level: Lower
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Exclusions: As per Incl/Excl Rider
  • Exterior Siding: Shingle, Stone
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1955
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Lower Level
  • In Law Apartment: Possible
  • Sq Ft Est Heated Below Grade: 1032
  • Living Area SQFT Per Public Records: 1849
Lot Information
  • Lot Description: Fence - Full
  • Parcel Number: 410173
  • Sq Ft Est Heated Above Grade: 1849.0
  • Sq Ft Total: 2881.0
  • Zoning: AAA
Utilities
  • Energy Features: Active Solar, Generator, Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: Domestic, Tank Size Unknown
  • Radon Mitigation Air: Unknown
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 2 Grassy Plains Road

DateEvent & SourcePriceAppreciation
Dec 14, 2007

Closed (Public Record)

Public Record #231145850

$1,048,000

-2.5% / yr

Apr 7, 2005

Closed (Public Record)

Public Record #156827022

$1,122,500

+17.6% / yr

Jul 2, 1999

Closed (Public Record)

Public Record #91302521

$440,000

+7.4% / yr

DateEvent & SourcePrice
12/14/2007

Closed (Public Record)

Public Record #231145850

$1,048,000

-2.5% / yr

04/07/2005

Closed (Public Record)

Public Record #156827022

$1,122,500

+17.6% / yr

07/02/1999

Closed (Public Record)

Public Record #91302521

$440,000

+7.4% / yr

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

Public Records for 2 Grassy Plains Road

Taxable ValueLand$278,200Additions$254,300Total$532,500
Tax Record2024$10,043 ($837 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt1,849 SqFtAbove Grade Finished SqFt1,849 SqFtStories1Lot Size48,352 SqFtStyleSingle Family ResidenceYear Built1955ZoningAAACountyWESTERN CONNECTICUTAPNWPRT M:A13 L:024-000Fireplace TypeHas Fireplace

Schools near 2 Grassy Plains 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
Public - 1 to 5
Rating
School
Distance
King's Highway Elementary School
PublicK to 5

Coleytown Middle School
Public6 to 8

Staples High School
Public9 to 12

King's Highway Segregated
Public1 to 5

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.

Similar Homes

2 Grassy Plains Road is a single family home for sale in Westport, CT 06880. This property was listed for sale on May 25, 2026 by Coldwell Banker Realty, it's currently listed at $1,699,000. It has been on the market for a total of 13 days and was last sold on December 14, 2007. This listing's school district is Westport School District. Nearby schools include King's Highway Elementary School, Coleytown Middle School and Staples High School. 2 Grassy Plains Road is a 4-bed, 4-bath, 2,881 sqft single family home built in 1955.

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 Coldwell Banker Realty, Jessica Brookbanks

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.