*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. *SELLERS ARE AKSING FOR HIGHEST AND BEST OFFERS BY 4PM MONDAY JUNE 1ST* *Driveway will be sealed before closing.
Under contract
$1,699,000
2 Grassy Plains Road, Westport, CT 06880
4beds
2,881sqft
Single Family Residence
Built in 1955
1.11 Acres Lot
$-- Zestimate®
$590/sqft
$-- HOA
What's special
- 31 days |
- 4,390 |
- 203 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Bross Chingas Bross Team at Coldwell Banker,
Jessica Brookbanks (917)940-9086,
Coldwell Banker Realty 203-227-8424
Source: Smart MLS,MLS#: 24176436
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bay/Bow Window, Ceiling Fan(s), French Doors, Walk-In Closet(s), Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Lower
Primary bathroom
- Features: Remodeled, Quartz Counters, Stall Shower, Tile Floor
- Level: Main
Bathroom
- Features: Tub w/Shower, Tile Floor
- Level: Main
Bathroom
- Features: Tile Floor
- Level: Main
Bathroom
- Features: Tub w/Shower, Tile Floor
- Level: Lower
Dining room
- Features: Hardwood Floor
- Level: Main
Family room
- Features: Remodeled, Bookcases, Built-in Features, Composite Floor
- Level: Lower
Kitchen
- Features: Skylight, Vaulted Ceiling(s), Granite Counters, Wet Bar, Kitchen Island, Sliders
- Level: Main
Living room
- Features: Palladian Window(s), High Ceilings, Cathedral Ceiling(s), Gas Log Fireplace, Hardwood Floor
- Level: Main
Rec play room
- Features: Hardwood Floor
- Level: Lower
Heating
- Hot Water, Propane
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Oven, Range Hood, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Main Level
Features
- Windows: Thermopane Windows
- Basement: Full,Sump Pump,Storage Space,Finished,Garage Access,Interior Entry,Walk-Out Access
- Attic: Walk-up
- Number of fireplaces: 1
Interior area
- Total structure area: 2,881
- Total interior livable area: 2,881 sqft
- Finished area above ground: 1,849
- Finished area below ground: 1,032
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Patio & porch: Porch, Deck
- Has private pool: Yes
- Pool features: In Ground
- Spa features: Heated
- Fencing: Full
- Waterfront features: Beach Access
Lot
- Size: 1.11 Acres
Details
- Additional structures: Cabana
- Parcel number: 410173
- Zoning: AAA
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Stone
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1955
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Green energy
- Energy efficient items: Windows
- Energy generation: Solar
Community & HOA
Community
- Subdivision: Old Hill
HOA
- Has HOA: No
Location
- Region: Westport
Financial & listing details
- Price per square foot: $590/sqft
- Tax assessed value: $532,500
- Annual tax amount: $7,029
- Date on market: 5/26/2026
- Exclusions: As per Incl/Excl Rider
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/19/2026 | Pending sale | $1,699,000$590/sqft |
Source:  Smart MLS #24176436 Report a problem | ||
| 5/28/2026 | Listed for sale | $1,699,000+62.1%$590/sqft |
Source: Smart MLS #24176436 Report a problem | ||
| 12/14/2007 | Sold | $1,048,000-6.6%$364/sqft |
Source: Smart MLS #98333839 Report a problem | ||
| 4/7/2005 | Sold | $1,122,500+155.1%$390/sqft |
Source: Public Record Report a problem | ||
| 7/2/1999 | Sold | $440,000+72.5%$153/sqft |
Source: Public Record Report a problem | ||
| 11/6/1991 | Sold | $255,000$89/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,043 +1.3% | $532,500 |
| 2024 | $9,915 +1.5% | $532,500 |
| 2023 | $9,771 +1.5% | $532,500 |
| 2022 | $9,622 | $532,500 |
| 2021 | $9,622 +2.2% | $532,500 -5.5% |
| 2020 | $9,418 -0.9% | $563,600 |
| 2019 | $9,502 | $563,600 |
| 2018 | $9,502 | $563,600 |
| 2017 | $9,502 | $563,600 |
| 2016 | $9,502 | $563,600 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: Old Hill
Nearby schools
GreatSchools rating
- 9/10King's Highway Elementary SchoolGrades: K-5Distance: 1.9 mi
- 9/10Coleytown Middle SchoolGrades: 6-8Distance: 2.1 mi
- 10/10Staples High SchoolGrades: 9-12Distance: 2.9 mi
Schools provided by the listing agent
- Elementary: Kings Highway
- Middle: Coleytown
- High: Staples
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Fairfield County
- Westport
- 06880
- Old Hill
- 2 Grassy Plains Road
Nearby cities
Nearby neighborhoods
Nearby zip codes
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