Home / Listings / Westport
Under Contract · For Sale
$1,699,000

2 Grassy Plains Road, Westport, Connecticut 06880

4 beds 4 baths 2,881 sq ft Single Family For Sale Built 1955
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About this home

*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.

Status
Under Contract
Type
Single Family For Sale
Price
$1,699,000
Beds
4
Baths
4
Interior
2,881 sq ft
Lot
1.11 ac
Year Built
1955
MLS #
24176436
ZIP
06880
Days on Market
20
Heat
Propane · Hot Water
Cooling
Central Air
Water
Public Water Connected
Sewer
Septic
Parking
Attached Garage (2-car)
Laundry
Main Level

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
Kings Highway
Middle / Jr High
Coleytown
High School
Staples

Taxes

Property tax
$7,029 (July 2026-June 2027)
Assessed value
$532,500

Interior

Appliances
Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
Basement
Full, Sump Pump, Storage, Fully Finished, Garage Access, Interior Access, Walk-out
Attic
Walk-up
Fireplaces
1
Total rooms
8

Building & Exterior

Style
Ranch
Roof
Asphalt Shingle
Siding
Shingle, Stone
Exterior features
Porch, Cabana, Deck, Hot Tub
Foundation
Concrete
Pool
In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
AAA
Lot
Fence - Full
Waterfront
Beach Rights

Energy

Energy features
Active Solar, Generator, Thermopane Windows

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

/mo
principal & interest

What's nearby

Grocery
Trader Joe's2.21 mi away
Also nearby
Whole Foods Market2.26 mi away
Pharmacy
CVS Pharmacy2.19 mi away
Train
Merritt 7 Station2.45 mi awayMetro-North Railroad
Bus stop
50 Danbury Rd1.76 mi away
Elementary
Kings Highway
Middle
Coleytown
High school
Staples
~1.9 miTrader Joe's — 2.21 miWhole Foods Market — 2.26 miCVS Pharmacy — 2.19 miMerritt 7 — 2.45 mi50 Danbury Rd — 1.76 mi
This homeGroceryPharmacyTrainBus

Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $1,475,000, ranging $875,000 to $1,810,000.

Public record

From the Westport assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1955
Living area1,849 sq ft
Total rooms8
Lot size1.11 acres
Stories1
HeatHot Water
ExteriorClapboard
Assessed value$532,500
Town appraisal$760,600
Last recorded sale2007 — $1,048,000

Recorded sales

Deed transfers on file with the Westport land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

Listing courtesy of Coldwell Banker Realty — Jessica Brookbanks · (203) 227-8424

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