Welcome to one of Round Hill's most treasured historic properties. Originally established in 1795 as the community's first schoolhouse and later transformed into a picturesque mid-19th century center hall Colonial, this remarkable home is located within the Round Hill Historic District. Perched high on 4.6 fully fenced acres, the property enjoys broad western exposures and magnificent sunsets. The 5-bedroom main residence blends period character with modern comfort and is complemented by a separate garage cottage. Wide plank floors, sweeping lawns, mature landscaping, vegetable and flower gardens, a swimming pool, and enduring architectural details create a quintessential Greenwich country setting and a rare opportunity to own an authentic piece of local history.
Pending
$4,595,000
456 Round Hill Rd, Greenwich, CT 06831
5beds
4,564sqft
Residential, Single Family Residence
Built in 1850
4.58 Acres Lot
$-- Zestimate®
$1,007/sqft
$-- HOA
What's special
- 15 days |
- 4,368 |
- 148 |
Zillow last checked:
Listing updated:
Listed by:
Krissy Blake 203-536-2743,
Sotheby's International Realty
Source: Greenwich MLS, Inc.,MLS#: 125189
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Hot Water, Oil
Cooling
- Central Air
Features
- Kitchen Island
- Basement: Unfinished
- Number of fireplaces: 5
Interior area
- Total structure area: 4,564
- Total interior livable area: 4,564 sqft
Property
Parking
- Total spaces: 3
- Parking features: Garage Door Opener
- Garage spaces: 3
Features
- Patio & porch: Terrace
- Has private pool: Yes
- Fencing: Fenced
Lot
- Size: 4.58 Acres
- Features: Parklike
Details
- Additional structures: Garage Apartment
- Parcel number: 101160
- Zoning: RA-4
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Residential, Single Family Residence
Materials
- Wood Siding, Clapboard
- Roof: Wood
Condition
- Antique
- New construction: No
- Year built: 1850
- Major remodel year: 2000
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Propane
Community & HOA
Location
- Region: Greenwich
Financial & listing details
- Price per square foot: $1,007/sqft
- Tax assessed value: $1,688,120
- Annual tax amount: $20,325
- Date on market: 6/4/2026
- Inclusions: Washer/Dryer, All Kitchen Applncs
Estimated market value
Not available
Estimated sales range
Not available
$5,950/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/12/2026 | Pending sale | $4,595,000$1,007/sqft |
Source:  Greenwich MLS, Inc. #125189 Report a problem | ||
| 6/4/2026 | Listed for sale | $4,595,000+126.9%$1,007/sqft |
Source: Greenwich MLS, Inc. #125189 Report a problem | ||
| 6/30/1998 | Sold | $2,025,000$444/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2017 | $21,621 +54.1% | $1,901,620 +52.7% |
| 2015 | $14,034 +2.7% | $1,245,230 |
| 2014 | $13,660 +2.7% | $1,245,230 |
| 2013 | $13,299 -2.9% | $1,245,230 |
| 2012 | $13,698 +8.8% | $1,245,230 |
| 2011 | $12,589 -3.4% | $1,245,230 -17.9% |
| 2010 | $13,030 +3.4% | $1,516,900 |
| 2009 | $12,605 +3.4% | $1,516,900 |
| 2008 | $12,196 +3.6% | $1,516,900 |
| 2007 | $11,771 +3.5% | $1,516,900 |
| 2006 | $11,377 -13.2% | $1,516,900 +33.1% |
| 2005 | $13,114 +3.5% | $1,139,320 |
| 2004 | $12,669 +3.4% | $1,139,320 |
| 2003 | $12,248 +34.4% | $1,139,320 +133.9% |
| 2001 | $9,111 +22.3% | $487,200 +15.7% |
| 2000 | $7,451 -4.6% | $420,980 |
| 1999 | $7,809 | $420,980 |
Find assessor info on the county website
Monthly payment
Est. payment$--/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.
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Climate risks
Neighborhood: 06831
Nearby schools
GreatSchools rating
- 10/10Parkway SchoolGrades: K-5Distance: 1 mi
- 8/10Western Middle SchoolGrades: 6-8Distance: 6.5 mi
- 10/10Greenwich High SchoolGrades: 9-12Distance: 5.3 mi
Schools provided by the listing agent
- Elementary: Parkway
- Middle: Western
Source: Greenwich MLS, Inc.. 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
- Greenwich
- 06831
- 456 Round Hill Rd
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