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$1,699,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,881 Sq. Ft.
  • 2 Car Garage
  • Updated 46 minutes ago
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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. A rare offering, minutes from vibrant downtown Westport, YMCA, train & schools.

Full Property Details for 2 Grassy Plains Rd

General

  • Price: $1,699,000
  • Taxes: (July 2025-June 2026)
  • Status: Coming Soon
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24176436
  • Updated: 5/26/2026
  • Added to Site: 1 day(s) ago
  • Expected Market Date: 5/28/2026

Interior

  • Number of Rooms: 8
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Primary Bathroom: Primary Bath - Remod, Main
  • Full Bath: Tub w/Shower, Tile Floor, Lower
  • Partial Bath: Tile Floor, Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Bay/Bow Window, Ceiling Fan, French Doors, Walk-In Closet, Hardwood Floor, Main
  • Bedroom 1: Bedroom - Hardwood Floor, Lower
  • Bedroom 2: Bedroom - Hardwood Floor, Main
  • Bedroom 3: Bedroom - Hardwood Floor, Main

Other Rooms

  • Living Room: Living Room - Palladian Window(s), 9 ft+ Ceilings, Cathedral Ceiling, Gas Log Fireplace, Hardwood Floor, Main
  • Family Room: Family Room - Remodeled, Book Shelves, Built-Ins, Composite Floor, Lower
  • Kitchen: Kitchen - Skylight, Vaulted Ceiling, Granite Counters, Wet Bar, Island, Sliders, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Hardwood Floor, Lower
  • Rec Room: Hardwood Floor, Lower
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: In Ground Pool

Exterior

  • Exterior Features: Porch, Cabana, Deck, Hot Tub

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Old Hill
  • Driving Directions: Newtown Turnpike to Grassy Plains Road.

School Information

  • Elementary School: Kings Highway
  • Middle School: Coleytown
  • High School: Staples

Community

  • Community Name: Old Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Propane
  • Heating Fuel: Propane
  • Water Heater: Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Stone
  • Basement Desc.: Full, Sump Pump, Storage, Fully Finished, Garage Access, Interior Access, Walk-out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,881
  • Above Ground: 1,849 Sq. Ft.
  • Below Ground: 1,032 Sq. Ft.
  • Year Built: 1955

Lot Features

  • Lot Size (Acres): 1.11
  • Zoning: AAA
  • Lot Description: Fence - Full

Water Features

  • Water Front Desc.: Beach Rights

Green Features

  • Energy Features: Active Solar, Generator, Thermopane Windows

Financial Considerations

  • Assessment Amount: $532,500
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: As per Incl/Excl Rider
  • Property ID: 410173
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 2 Grassy Plains Rd —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 2 Grassy Plains Rd

School District:Westport School District
NameGradesDistance
King's Highway Elementary School
125 Post Road West, Westport, CT 06880
K-51.9 mi
Coleytown Middle School
255 North Avenue, Westport, CT 06880
6-82.1 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-122.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2 Grassy Plains Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/25/2026
Listed
$1,699,000
62.12%
MLS
12/14/2007
Sold
$1,048,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2 Grassy Plains Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,043
1%
$532,500
—
2023
$9,915
1%
$532,500
—
2023
$9,771
2%
$532,500
—
2022
$9,622
—
$532,500
—
2021
$9,622
2%
$532,500
-6%
2020
$9,418
-1%
$563,600
—
2019
$9,502
—
$563,600
—
2018
$9,502
—
$563,600
—
2017
$9,502
—
$563,600
—
2016
$9,502
5%
$563,600
12%
2015
$9,083
1%
$502,100
—
2014
$9,008
-1%
$502,100
—
2011
$9,073
—
$502,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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2 Grassy Plains Road, Westport, CT 06880 (MLS# 24176436) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 2 Grassy Plains Road is currently listed for $1,699,000 and was received on May 25, 2026. This property is listed by Bross Chingas Bross Team at Coldwell Banker Realty from our Westport Office.Want to learn more about 2 Grassy Plains Road? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.

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