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2 Grassy Plains RoadWestport, CT 06880

For Sale

$1,699,000

Smart Buyer Rebate $16,990

*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.

Listed by Jessica Brookbanks

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Coldwell Banker Realty

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(917) 940-9086

Last updated June 09, 2026

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Source: SmartMLS #24176436

Listing Facts

  • TypeSingle-family
  • NeighborhoodOld Hill
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu21
  • Taxes$10,043/year
  • Size2,881 sqft
  • Price per sqft$590

Amenities

  • Swimming Pool

Location

Mortgage Calculator

Listing History

05/28/2026
Status changed to Active
$1,699,000
05/25/2026
Listed by Coldwell Banker Realty
$1,699,000

Property Details for 2 Grassy Plains Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1955
  • Year Built Details: Public Records
  • Architectural Style: Ranch
  • Construction Materials: Frame
  • Exterior Features: Porch, Cabana, Deck, Hot Tub

Features

  • Pool Features: In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Beach Rights

Measurements

  • Lot Features: Fence - Full
  • Lot Size Acres: 1.11

Financial

Taxes

  • Parcel Number: 410173
  • Tax Annual Amount: $10,043.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
  • Fireplaces Total: 1

Measurements

  • Living Area: 1,849

Rooms

  • Basement: Full, Sump Pump, Storage, Fully Finished, Garage Access, Interior Access, Walk-out
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 8

Other

General

  • Exclusions: As per Incl/Excl Rider

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 2

Schools

Elementary School

  • Elementary School: Kings Highway

High School

  • High School: Staples

Middle or Junior School

  • Middle Or Junior School: Coleytown

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Water
  • Laundry Features: Main Level
  • Sewer: Septic
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 2 Grassy Plains Road.

What schools are nearby to 2 Grassy Plains Road?

Nearby schools include the Kings Highway Elementary School, Coleytown Middle School, and Staples High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 2 Grassy Plains Road.

What are the annual taxes for 2 Grassy Plains Road?

Annual taxes for this single-family home are estimated at $10,043.

How does 2 Grassy Plains Road compare to other single-family homes in Old Hill?

This single-family home is listed 67% below the average price for single-family homes in Old Hill and has been on the market for 40 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,881 sqft.

2 Grassy Plains Road is a 4-bedroom, 4-bath single-family home for sale in Westport CT 06880. Available on Prevu for 21 days at $1,699,000. This home features 2,881 square feet of living space, located in Fairfield County. The median listing price for single-family homes in this area is $5,850,000. Nearby schools include Kings Highway Elementary School, Coleytown Middle School, and Staples High School. Property amenities include swimming pool. Explore more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.