Off market jul 2015 for $4.4M

$10,743,019

Est. refi paymentEst. refi $30,283/mo

•

8,711

sq ft

255 Round Hill Rd, Greenwich, CT 06831

About this home

A long private driveway invites you to this bright, timeless estate perched atop 3 acres on coveted Round Hill Road. Built in 1926, with 21st Century amenities, this gem of the Great Estate Era is flooded with natural light and boasts high ceilings and generously sized rooms. Flagstone terraces and heated pool lead to a cathedral of mature trees, specimen plantings, expansive lawns and a winsome three bedroom cottage. All mechanical systems have been recently replaced to the highest quality. This quintessential Greenwich estate is perfect for enjoying both the intimacy of the family and the graciousness of entertaining. A true Round Hill landmark. Additional Information: Amenities:Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:4+ Car Detached,

Single-familyProperty Type

1926Year Built

3.01 acresLot Size

$1,233Est. Price/Sq.Ft.

Listed by Ward Davol • William Raveis Real Estate

Bought with Non Non Member-MLS • Buyer Representation Office

Redfin checked: 3 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #H4439430

Redfin Estimate

$10,743,019

$6.3M since sold in July 2015$471K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 118% higher than the average sale price ($4.93M) of 6 comparable homes.

SOLD JUL 6, 2026
$6,700,000
A
9 beds6.5 baths6,841 sq ft
78 Khakum Wood Rd, Greenwich, CT 06831
SOLD FEB 27, 2026
$4,650,000
B
6 beds6.5 baths7,168 sq ft
17 Will Merry Ln, Greenwich, CT 06831
SOLD OCT 5, 2026
$5,250,000
C
6 beds4.5 baths5,416 sq ft
57 Clapboard Ridge Rd, Greenwich, CT 06830
SOLD JUN 15, 2026
$5,469,611
D
5 beds6.5 baths7,845 sq ft
14 Alpine Rd, Greenwich, CT 06830
SOLD SEP 1, 2026
$4,000,000
E
5 beds7 baths6,216 sq ft
55 Will Merry Ln, Greenwich, CT 06831
SOLD FEB 26, 2010
$3,500,000
F
5 beds6 baths6,921 sq ft
3 Roger Dr, Greenwich, CT 06830

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Earn from this home

Sell

$7,427,285

Est. take-home

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Refinance

Est. cash available

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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

OPEN SAT, 10AM TO 1PM
$1,495,000
4 beds3.5 baths2,444 sq ft
Greenwich, CT 06831
$3,695,000
4 beds2.5 baths2,537 sq ft
35 Turner Dr, Greenwich, CT 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
OPEN SUN, 12PM TO 2PM
$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
See all

Provided by Redfin

Sale history for 255 Round Hill Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #H4439430

Jul 31, 2015

Sold

$4,475,000

$514/sq ft

Oct 16, 2014

Listed

$4,995,000

$573/sq ft

Smart MLS #99060781

Jul 31, 2015

Sold

$4,475,000

$514/sq ft

Apr 3, 2015

Listing Removed

—

Apr 10, 2014

Listed

$4,995,000

$573/sq ft

GMLS #89563

Jul 31, 2015

Sold

$4,475,000

$514/sq ft

Mar 14, 2014

Listed

$4,995,000

$573/sq ft

GMLS #84655

Apr 1, 2013

Listed

$5,900,000

$677/sq ft

GMLS #82683

Jun 11, 2012

Listed

$6,900,000

$792/sq ft

GMLS #64996

Nov 30, 2006

Listed

$7,450,000

$855/sq ft

GMLS #61965

Jan 16, 2006

Listed

$7,250,000

$832/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$40,791 (+1.0%)

$1,549,590 + $2,031,750

$3,581,340

2022

$40,398 (+4.8%)

$1,549,590 + $2,031,750

$3,581,340

2021

$38,537

$1,019,270 + $2,305,730

$3,325,000

2020

$38,537 (−0.8%)

$1,019,240 + $2,305,760

$3,325,000

2019

$38,836 (+2.7%)

$1,019,240 + $2,305,760

$3,325,000

2018

$37,805 (−19.2%)

$1,019,240 + $2,305,760

$3,325,000

2017

$46,813 (+1.5%)

$1,262,100 + $2,855,160

$4,117,260

2016

$46,113 (+29.0%)

$1,262,100 + $2,855,160

$4,117,260

2014

$35,733

$1,617,910 + $1,639,400

$3,257,310

Tax history for 255 Round Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$40,791 (+1.0%)

$1,549,590 + $2,031,750

$3,581,340

2022

$40,398 (+4.8%)

$1,549,590 + $2,031,750

$3,581,340

2021

$38,537

$1,019,270 + $2,305,730

$3,325,000

2020

$38,537 (−0.8%)

$1,019,240 + $2,305,760

$3,325,000

2019

$38,836 (+2.7%)

$1,019,240 + $2,305,760

$3,325,000

2018

$37,805 (−19.2%)

$1,019,240 + $2,305,760

$3,325,000

2017

$46,813 (+1.5%)

$1,262,100 + $2,855,160

$4,117,260

2016

$46,113 (+29.0%)

$1,262,100 + $2,855,160

$4,117,260

2014

$35,733

$1,617,910 + $1,639,400

$3,257,310

*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

—

Stories

—

Lot width

—

Lot depth

—

Lot size

3.01 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

1845441

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Parking Information
Parking Features: Detached

Interior

Fireplace Information
Has Fireplace
Fireplaces Total: 7

Heating & Cooling
Cooling: Central Air
Heating: Hot Water, Oil

Interior Features
Interior Features: Cathedral Ceiling(s),Entrance Foyer,Formal Dining,Primary Bathroom,Pantry
Appliances: Oil Water Heater
Levels: Three Or More
Patio And Porch Features: Patio

Room Information
Basement YN: Yes
Attic: Walkup
Rooms Total: 16
Basement: Full

Bathroom Information
Bathrooms Full: 6
Bathrooms Half: 2

Exterior

Exterior Features
Construction Materials: Stone, Stucco
Waterfront YN: No

Pool Information
Pool Features: In Ground

Lot Information
Additional Parcels YN: No
Lot Features: Level, Part Wooded, Views

Property Information
Stories: 4
Living Area Source: Public Records
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2015
Tax Source: Municipality
Tax Annual Amount: $36,517

Financial Information
Buyer Financing: Conventional

Utilities

Utility Information
Electric Company: Other
Sewer: Septic Tank
Utilities: Trash Collection Private

Location

School Information
Elementary School: Contact Agent
Middle Or Junior School: Contact Agent
High School: Contact Agent
High School District: Contact Agent

Location Information
Village: Greenwich
Directions: Round Hill Road in mid-country Greenwich
County Or Parish: Out of Area

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 3.01 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 1845441

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 • 3.4mi

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 • 06831

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$10.31M – $12.48M

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Nearby similar homes

$6,950,000

5 beds6.5 baths7,959 sq ft

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21 Calhoun Dr, Greenwich, CT 06831

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VIDEO TOUR

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New listings for sale in 06831

OPEN SAT, 10AM TO 1PM

$1,495,000

4 beds3.5 baths2,444 sq ft

Greenwich, CT 06831

$3,695,000

4 beds2.5 baths2,537 sq ft

35 Turner Dr, Greenwich, CT 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

OPEN SUN, 12PM TO 2PM

$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

Home values near 255 Round Hill Rd

Data from public records.

Address	Redfin Estimate
256 Round Hill Road, Greenwich, CT 6 Beds \| 6.5 Baths \| 9393 Sq. Ft.	$8,019,494
237 Round Hill Road, Greenwich, CT 6 Beds \| 8 Baths \| 10538 Sq. Ft.	$10,862,918

Address	Redfin Estimate
248 Round Hill Road, Greenwich, CT 5 Beds \| 6.5 Baths \| 9887 Sq. Ft.	$11,139,758
241 Round Hill Road, Greenwich, CT 3 Beds \| 3 Baths \| 2662 Sq. Ft.	$5,117,432

Address	Redfin Estimate
269 Round Hill Road, Greenwich, CT 6 Beds \| 8 Baths \| 8096 Sq. Ft.	$7,261,678
275 Round Hill Road, Greenwich, CT 8 Beds \| 6 Baths \| 8427 Sq. Ft.	$7,317,145

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2014. This data may not match . Learn more.

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