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
:
Get pre-qualified$27,922/mo
Residential, Single Family Residence
Built in 1850
4.58 Acres Lot
$-- Zestimate®
$1,007/sqft
$-- HOA
What's special
- 62 days |
- 228 |
- 1 |
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: $17,092
- 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
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.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.
- $1,688,120-- bd-- ba-- sqft456 Round Hill Rd, Greenwich, CT 06831Off Market
- $1,750,0003 bd3 ba2.9k sqft3 John St, Greenwich, CT 06831Sold
- $6,725,1008 bd10 ba12k sqft450 Round Hill Rd, Greenwich, CT 06831Off Market
- $10,272,5008 bd9 ba10k sqft465 Round Hill Rd, Greenwich, CT 06831Off Market
- $9,283,0007 bd8 ba10k sqft453 Round Hill Rd, Greenwich, CT 06831Off Market
- $1,255,100-- bd-- ba-- sqft5 John St, Greenwich, CT 06831Off Market
- $1,950,8004 bd3 ba3.4k sqft1 Buckfield Ln, Greenwich, CT 06831Off Market
- $5,776,9005 bd7 ba5.4k sqft16 John St, Greenwich, CT 06831Off Market
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
Similar homes
- $4,250,0005 bd6 ba4.5k sqft16 Vineyard Ln, Greenwich, CT 06831For Sale
MLS ID #125144, Alison Leigh, Brown Harris Stevens CT, LLC. Greenwich MLS, Inc. - $3,250,0004 bd4 ba5.2k sqft2 Choctaw Ln, Greenwich, CT 06831For Sale
MLS ID #125615, Ryan Ciambriello, Houlihan Lawrence. Greenwich MLS, Inc. - $4,425,0004 bd6 ba5k sqft108 Perkins Rd, Greenwich, CT 06830For Sale
MLS ID #125507, Kristen Forlini, Compass Connecticut, LLC. Greenwich MLS, Inc. - $3,500,0005 bd6 ba4.8k sqft993 Lake Ave, Greenwich, CT 06831For Sale
MLS ID #125368, Julie Church, Houlihan Lawrence. Greenwich MLS, Inc. - $5,850,0005 bd6 ba4.9k sqft21 Pecksland Rd, Greenwich, CT 06831For SaleMLS ID #125265, Leslie McElwreath, Sotheby's International Realty. Greenwich MLS, Inc.
- $3,495,0005 bd6 ba4k sqft11 Butternut Hollow Rd, Greenwich, CT 06830For SaleMLS ID #125316, Mary Ann Grabel, Sotheby's International Realty. Greenwich MLS, Inc.
- $5,495,0003 bd5 ba5.3k sqft135 & 129 Zaccheus Mead Ln, Greenwich, CT 06831For SaleMLS ID #124681, Janet Milligan, Sotheby's International Realty. Greenwich MLS, Inc.
- $4,495,0005 bd6 ba4.2k sqft16 Ridgebrook Rd, Greenwich, CT 06830For SaleMLS ID #125396, Jose Cuartas, Corcoran Centric Realty LLC. Greenwich MLS, Inc.
- $3,495,0004 bd4 ba4.7k sqft39 Stanwich Rd, Greenwich, CT 06830For SaleMLS ID #125593, Wendy Hill, Sotheby's International Realty. Greenwich MLS, Inc.
- $4,125,0005 bd5 ba6.2k sqft328 McLain Street, Bedford Hills, NY 10507For Sale
MLS ID #987844, Christine Foster, Listing by: Corcoran Legends Realty. OneKey® MLS as distributed by MLS GRID - $4,850,0005 bd5 ba5.1k sqft22 Evergreen Avenue, Westport, CT 06880For Sale
MLS ID #24172211, Valerie Alvarez, Serhant Connecticut, LLC. Smart MLS - $2,500,0004 bd4 ba4.8k sqft3 Carriage Rd, Cos Cob, CT 06807For SaleMLS ID #125372, Stephen Archino, Sotheby's International Realty. Greenwich MLS, Inc.
- $2,499,0004 bd3 ba3.8k sqft10 Steep Hollow Ln, Cos Cob, CT 06807For SaleMLS ID #125420, Fiona Porter, Keller Williams Prestige Props. Greenwich MLS, Inc.
- $3,250,0007 bd5 ba3.4k sqft33 Hillside Rd, Greenwich, CT 06830For SaleMLS ID #125092, Elizabeth Douthit, Brown Harris Stevens CT, LLC. Greenwich MLS, Inc.
- $5,600,0005 bd4 ba4.3k sqft8 Indian Point Ln, Riverside, CT 06878For SaleMLS ID #124609, Patte Nusbaum, Sotheby's International Realty. Greenwich MLS, Inc.
- $2,320,0004 bd4 ba3.9k sqft230 E Middle Patent Road, Bedford, NY 10506For SaleMLS ID #1023671, Lisa Berliner, Listing by: Coldwell Banker Realty. OneKey® MLS as distributed by MLS GRID
- $3,150,0004 bd3 ba4.5k sqft28 Bayberry Lane, Bedford Corners, NY 10549For SaleMLS ID #1019643, Harriet Libov, Listing by: Houlihan Lawrence Inc.. OneKey® MLS as distributed by MLS GRID
- $3,150,0004 bd4 ba4.3k sqft4 Mercia Ln, Greenwich, CT 06830For SaleMLS ID #125111, Evangela Brock, Douglas Elliman of Connecticut. Greenwich MLS, Inc.
- $4,900,0006 bd6 ba6k sqft161 Buxton Road, Bedford Hills, NY 10507For SaleMLS ID #978126, Kristine L. Blake, Listing by: Sotheby's International Realty. OneKey® MLS as distributed by MLS GRID
- $2,600,0004 bd6 ba6.6k sqft6 Hunting Trail, Armonk, NY 10504For SaleMLS ID #1010978, Amy M. Singer, Listing by: Houlihan Lawrence Inc.. OneKey® MLS as distributed by MLS GRID
