Turn of the century jewel on the Belle Haven Peninsula with enviable proximity to downtown Greenwich. Over 6,500 sq/ft of grandeur and character in the main house. The soaring entryway with grand staircase leads to the living area comprised of high beamed ceilings, oversized windows with formal and informal venues for today's living. Masonry terraces and balconies compliment the exterior. Towards the back of the property you will find a wonderful pool and a fully updated 2 bedroom guest house boasting modern finishes. Completing the picture is a semi attached oversized 3 car garage. Fantastic opportunity to blend old world charm with modern amenities to create a masterpiece.
For sale
$5,650,000
253 Shore Rd, Greenwich, CT 06830
8beds
6,522sqft
Residential, Single Family Residence
Built in 1908
0.7 Acres Lot
$5,786,400 Zestimate®
$866/sqft
$-- HOA
What's special
Wonderful poolHigh beamed ceilingsMasonry terraces and balconiesOversized windows
- 13 days
- 2,588
- 133
Zillow last checked:
Listing updated:
Listed by:
Brett Smith 203-561-6407,
Brown Harris Stevens CT, LLC,
Dianna Smith 203-561-6408,
Brown Harris Stevens CT, LLC
Source: Greenwich MLS, Inc.,MLS#: 126029
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Natural Gas, Hot Water
Cooling
- Central Air
Appliances
- Laundry: Laundry Room
Features
- Kitchen Island, Bookcases, Built-in Features, Entrance Foyer, Back Stairs
- Windows: Bay Window(s)
- Basement: Unfinished
- Number of fireplaces: 4
Interior area
- Total structure area: 6,522
- Total interior livable area: 6,522 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garage
- Garage spaces: 3
Features
- Patio & porch: Terrace
- Exterior features: Balcony
- Has private pool: Yes
Lot
- Size: 0.7 Acres
- Features: Backlot
Details
- Additional structures: Guest House
- Parcel number: 21380/S
- Zoning: R-20
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Residential, Single Family Residence
Materials
- Stucco
- Roof: Asphalt
Condition
- Year built: 1908
Utilities & green energy
- Water: Public
Community & HOA
Location
- Region: Greenwich
Financial & listing details
- Price per square foot: $866/sqft
- Tax assessed value: $2,811,620
- Annual tax amount: $29,477
- Date on market: 10/9/2026
Estimated market value
$5,786,400
$5.50M - $6.13M
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/9/2026 | Listed for sale | $5,650,000+76.6%$866/sqft |
Source: | ||
| 10/16/2022 | Price change | $22,500-10%$3/sqft |
Source: | ||
| 9/12/2022 | Price change | $25,000+13.6%$4/sqft |
Source: | ||
| 6/23/2022 | Price change | $22,000-12%$3/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 6/9/2022 | Listed for rent | $25,000$4/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 8/4/2020 | Sold | $3,200,000+10.3%$491/sqft |
Source: Public Record Report a problem | ||
| 3/23/2015 | Sold | $2,900,000-10.1%$445/sqft |
Source: Public Record Report a problem | ||
| 3/13/2014 | Listing removed | $3,225,000$494/sqft |
Source: Halstead Property #99020017 Report a problem | ||
| 10/23/2013 | Listed for sale | $3,225,000$494/sqft |
Source: Halstead Property #99020017 Report a problem | ||
| 8/7/2013 | Listing removed | $3,225,000$494/sqft |
Source: Halstead Property #99020017 Report a problem | ||
| 3/16/2013 | Listed for sale | $3,225,000+101.6%$494/sqft |
Source: Halstead Property #99020017 Report a problem | ||
| 3/2/2000 | Sold | $1,600,000$245/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $27,120 +3.5% | $2,194,360 |
| 2024 | $26,192 +2.6% | $2,194,360 |
| 2023 | $25,534 +0.9% | $2,194,360 |
| 2022 | $25,301 -3.7% | $2,194,360 +0.6% |
| 2021 | $26,270 +0.2% | $2,181,900 |
| 2020 | $26,226 -1% | $2,181,900 |
| 2019 | $26,488 +2.3% | $2,181,900 |
| 2018 | $25,899 -1.2% | $2,181,900 |
| 2017 | $26,224 +1.7% | $2,181,900 +0.9% |
| 2015 | $25,789 +2.6% | $2,162,580 |
| 2014 | $25,140 +2.8% | $2,162,580 |
| 2013 | $24,459 +2.8% | $2,162,580 |
| 2012 | $23,788 +3.4% | $2,162,580 |
| 2011 | $23,010 +4.1% | $2,162,580 -11.6% |
| 2010 | $22,111 +3.4% | $2,445,940 |
| 2009 | $21,378 +3.6% | $2,445,940 |
| 2008 | $20,644 +3.6% | $2,445,940 |
| 2007 | $19,934 +3.8% | $2,445,940 |
| 2006 | $19,201 +12.6% | $2,445,940 +73.5% |
| 2005 | $17,047 +3.6% | $1,410,010 |
| 2004 | $16,455 +3.4% | $1,410,010 |
| 2003 | $15,919 +50.8% | $1,410,010 +149.8% |
| 2001 | $10,554 +5.6% | $564,410 |
| 2000 | $9,990 | $564,410 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 06830
Nearby schools
Schools provided by the listing agent
- Elementary: Julian Curtiss
- Middle: Central
Source: Greenwich MLS, Inc.. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.









