Off market nov 1999 for $3.9M

$8,120,092

Est. refi paymentEst. refi $26,658/mo

•

9,393

sq ft

256 Round Hill Rd, Greenwich, CT 06830

About this home

Single-familyProperty Type

1860Year Built

2.06 acresLot Size

$864Est. Price/Sq.Ft.

4 car garageParking

Listed by BK Bates • Sally O'Brien & Assoc.

Bought with Debby Gardiner • Sally O'Brien & Assoc.

Redfin checked: 2 minutes ago

•Source:GMLS #42560

Redfin Estimate

$8,120,092

$4.2M since sold in November 1999$102K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 42.4% higher than the average sale price ($5.70M) of 6 comparable homes.

SOLD MAY 15, 2026
$6,400,000
A
6 beds6.5 baths6,998 sq ft
9 Frost Rd, Greenwich, CT 06830
SOLD SEP 18, 2026
$5,175,000
B
5 beds6 baths8,082 sq ft
583 Lake Ave, Greenwich, CT 06830
SOLD JUN 15, 2026
$5,469,611
C
5 beds6.5 baths7,845 sq ft
14 Alpine Rd, Greenwich, CT 06830
SOLD FEB 27, 2026
$4,650,000
D
6 beds6.5 baths7,168 sq ft
17 Will Merry Ln, Greenwich, CT 06831
SOLD JUN 30, 2026
$5,005,000
E
6 beds5 baths5,128 sq ft
20 Hope Farm Rd, Greenwich, CT 06830
SOLD JUL 1, 2026
$7,526,116
F
5 beds7 baths7,691 sq ft
131 Pecksland Rd, Greenwich, CT 06831

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$7,127,914

Est. take-home

List your home with Redfin and save $81,201

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,589/mo

Redfin rental estimate

List your home for rent

Market trends in 06831, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.3%

+1.1% MoM

Median sale price

$2.6M

$88K MoM

Avg. days on market

21d

9 days MoM

Recently sold homes

6 MoM

New listings for sale

$6,950,000
5 beds6.5 baths7,959 sq ft
23 Bedford Rd, Greenwich, CT 06831
$5,295,000
5 beds7.5 baths7,048 sq ft
30 Hope Farm Rd, Greenwich, CT 06830
$48,000,000
3 beds6 baths34,006 sq ft
114 John St, Greenwich, CT 06831
$10,950,000
6 beds6.5 baths7,400 sq ft
15 Zaccheus Mead Ln, Greenwich, CT 06831
$749,000
2 beds2 baths911 sq ft
2 Homestead Ln #407, Greenwich, CT 06831
$2,350,000
3 beds3 baths2,717 sq ft
7 Flower Ln, Greenwich, CT 06831
$34,995,000
5 beds7.5 baths14,131 sq ft
14 Meadow Ln, Greenwich, CT 06831
$29,900,000
6 beds6.5 baths6,910 sq ft
500 Round Hill Rd, Greenwich, CT 06831
VIDEO TOUR
$30,000,000
5 beds6 baths6,595 sq ft
38-48-58 Quaker Ln, Greenwich, CT 06831
$21,950,000
7 beds9.5 baths11,229 sq ft
11 Skyridge Rd, Greenwich, CT 06831
See all

Provided by Redfin

Sale history for 256 Round Hill Rd

Date

Event

Price

GMLS #42560

Nov 16, 1999

Sold

$3,900,000

$415/sq ft

May 3, 1999

Listed

$3,995,000

$425/sq ft

GMLS #42559

Jul 28, 1999

Sold

—

May 3, 1999

Listed

$6,900,000

$735/sq ft

GMLS #41484

Dec 15, 1998

Sold

—

Dec 15, 1998

Listed

$4,900,000

$522/sq ft

GMLS #40717

Aug 13, 1998

Sold

—

Aug 13, 1998

Listed

$2,000,000

$213/sq ft

GMLS #40152

May 27, 1998

Sold

—

May 27, 1998

Listed

$7,950,000

$846/sq ft

GMLS #25076

Apr 25, 1996

Sold

$1,500,000

$160/sq ft

Jul 17, 1992

Listed

$1,500,000

$160/sq ft

Public Records

Jul 21, 1994

Sold

$1,650,000

$176/sq ft

Public Records

Nov 2, 1993

Sold

$900,000

$96/sq ft

Public Records

Aug 6, 1993

Sold

$1,500,000

$160/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$38,880 (+1.0%)

$1,311,100 + $2,102,450

$3,413,550

2022

$38,505 (−2.9%)

$1,311,100 + $2,102,450

$3,413,550

2021

$39,643

$1,068,900 + $2,351,510

$3,420,410

2020

$39,643 (−0.8%)

$1,068,900 + $2,351,510

$3,420,410

2019

$39,950 (+2.7%)

$1,068,900 + $2,351,510

$3,420,410

2018

$38,890

$1,068,900 + $2,351,510

$3,420,410

2017

$38,890 (+1.5%)

$1,068,900 + $2,351,510

$3,420,410

2016

$38,309 (+21.7%)

$1,068,900 + $2,351,510

$3,420,410

2014

$31,477

$1,318,310 + $1,551,060

$2,869,370

Tax history for 256 Round Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$38,880 (+1.0%)

$1,311,100 + $2,102,450

$3,413,550

2022

$38,505 (−2.9%)

$1,311,100 + $2,102,450

$3,413,550

2021

$39,643

$1,068,900 + $2,351,510

$3,420,410

2020

$39,643 (−0.8%)

$1,068,900 + $2,351,510

$3,420,410

2019

$39,950 (+2.7%)

$1,068,900 + $2,351,510

$3,420,410

2018

$38,890

$1,068,900 + $2,351,510

$3,420,410

2017

$38,890 (+1.5%)

$1,068,900 + $2,351,510

$3,420,410

2016

$38,309 (+21.7%)

$1,068,900 + $2,351,510

$3,420,410

2014

$31,477

$1,318,310 + $1,551,060

$2,869,370

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

7.5

Stories

Lot width

—

Lot depth

—

Lot size

2.06 Acres

Year renovated

—

Sq. Ft.

8,176

Year built

1860

Style

Single Family Residential

County

Fairfield County

APN

1838637

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Parking

Parking and Garage Information
Has Garage
# of Garage Spaces: 4
Parking Features: Garage Door Opener, Electric Gate

Interior

Bathroom Information
# of Full Bathrooms: 6
# of Half Bathrooms: 1
Bathrooms Total Integer: 7
Bathrooms Total Decimal: 6.5

Heating & Cooling
Has Cooling
Cooling: Central A/C
Has Heating
Heating: See Remarks, Hot Water, Oil

Interior Features
Interior Features: Whirlpool Tub, Pantry, Back Stairs
Has Fireplace(s)
# of Fireplaces Total: 8
Basement: Partial

Exterior

Exterior Features
Patio And Porch Features: Terrace
Private Pool

Property Information
Property Sub-Type: Single Family Residence
Year Built: 1860
Year Built Effective: 1995
Roof: Wood
Construction Materials: Clapboard
Other Structures: Shed(s), Pool House
Security Features: Security System
Building Area Total: 9393.0
Building Area Source: Taxcard

Lot Information
Lot Features: Level, Meadow
Lot Size Area: 2.06
Lot Size Units: Acres
Lot Size Square Feet: 89733.6
Lot Size Acres: 2.06
Zoning: RA-2

Financial

Tax Information
Tax Annual Amount: $20,723
Tax Assessed Value: $1,170,820

Utilities

Utilities Information
Sewer: Septic Tank
Water Source: Public

Location

School Information
Elementary School: Parkway
Middle Or Junior School: Central

Public facts

Beds: 6
Baths: 7.5
Sq. Ft.: 8,176
Stories: 2.0
Lot Size: 2.06 acres
Style: Single Family Residential
Year Built: 1860
Year Renovated: —
County: Fairfield County
APN: 1838637

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

Parkway School

Public K-5 • Assigned • 2.4mi

10/10

Central Middle School

Public 6-8 • Assigned • 3.5mi

8/10

Greenwich High School

Public 9-12 • Assigned • 3.5mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Greenwich, CT • 06830

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$7.72M – $9.34M

Reach more buyers when you sell with Redfin. Save up to $81,201 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$6,950,000

5 beds6.5 baths7,959 sq ft

23 Bedford Rd, Greenwich, CT 06831

$14,600,000

8 beds12.5 baths17,121 sq ft

164 Round Hill Rd, Greenwich, CT 06831

$6,150,000

5 beds7 baths6,143 sq ft

21 Calhoun Dr, Greenwich, CT 06831

VIDEO TOUR

$9,750,000

6 beds7.5 baths11,925 sq ft

608 North St, Greenwich, CT 06830

$6,850,000

8 beds10.5 baths11,300 sq ft

273 Riversville Rd, Greenwich, CT 06831

$1,449,000

3 beds2 baths1,713 sq ft

105 Glenville St, Greenwich, CT 06831

New listings for sale in 06831

$6,950,000

5 beds6.5 baths7,959 sq ft

23 Bedford Rd, Greenwich, CT 06831

$5,295,000

5 beds7.5 baths7,048 sq ft

30 Hope Farm Rd, Greenwich, CT 06830

$48,000,000

3 beds6 baths34,006 sq ft

114 John St, Greenwich, CT 06831

$10,950,000

6 beds6.5 baths7,400 sq ft

15 Zaccheus Mead Ln, Greenwich, CT 06831

$749,000

2 beds2 baths911 sq ft

2 Homestead Ln #407, Greenwich, CT 06831

$2,350,000

3 beds3 baths2,717 sq ft

7 Flower Ln, Greenwich, CT 06831

$34,995,000

5 beds7.5 baths14,131 sq ft

14 Meadow Ln, Greenwich, CT 06831

$29,900,000

6 beds6.5 baths6,910 sq ft

500 Round Hill Rd, Greenwich, CT 06831

VIDEO TOUR

$30,000,000

5 beds6 baths6,595 sq ft

38-48-58 Quaker Ln, Greenwich, CT 06831

Home values near 256 Round Hill Rd

Data from public records.

Address	Redfin Estimate
248 Round Hill Rd, Greenwich, CT 5 Beds \| 6.5 Baths \| 9887 Sq. Ft.	$11,139,758
230 Round Hill Rd, Greenwich, CT 5 Beds \| 5.5 Baths \| 4614 Sq. Ft.	$4,955,632

Address	Redfin Estimate
255 Round Hill Rd, Greenwich, CT 8 Beds \| 7 Baths \| 8711 Sq. Ft.	$10,848,775
280 Round Hill Rd, Greenwich, CT 6 Beds \| 9.5 Baths \| 10036 Sq. Ft.	$7,968,578

Address	Redfin Estimate
272 Round Hill Rd, Greenwich, CT 7 Beds \| 8 Baths \| 15156 Sq. Ft.	$15,846,249
269 Round Hill Rd, Greenwich, CT 6 Beds \| 8 Baths \| 8096 Sq. Ft.	$7,261,678

Property information provided by GMLS when last listed in 1999. This data may not match . Learn more.

More real estate resources

Zip Codes
Neighborhoods
Cities
Minor Civil Divisions
Popular Searches

06830 homes for sale
06902 homes for sale
10573 homes for sale
06905 homes for sale
10580 homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wilton homes for sale
Teaneck Township homes for sale
Weston homes for sale
Fairfield homes for sale
New Canaan homes for sale

Houses for rent in Greenwich	Agents near me	Westport, CT homes for sale	Greenwich Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Greenwich Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Manhattan homes for sale
New York homes for sale
Stamford homes for sale