OFF MARKET

Off market jul 2022 for $5.3M

$7,765,139

Est. refi paymentEst. refi $34,893/mo

•

8,096

sq ft

269 Round Hill Rd, Greenwich, CT 06831

About this home

Elegant country retreat in premier location with pool, pool house and lighted tennis court on 2.38 beautifully landscaped acres. Sophisticated interiors designed by Granoff Architects feature exquisite millwork, 5 fireplaces, high ceilings, and gracious arched doorways. Inviting formal rooms include a stunning paneled library, semi-circular sun room, coffered-ceilinged dining room and living room with French doors to the stone terrace. The gourmet kitchen with sunny breakfast room adjoins the family room with fireplace. A stylish master suite with fireplace and balcony showcases a soaring ceiling, dressing room with 2 walk-in closets and a luxurious bath. Finished lower level family room with fireplace. Additional en-suite bedroom and playroom on 3rd floor. Generator and 3-car garage.

Single-familyProperty Type

2004Year Built

2.38 acresLot Size

$959Est. Price/Sq.Ft.

3 car garageParking

Listed by Joseph Barbieri • Sotheby's International Realty

Listed by Leslie McElwreath • Sotheby's International Realty

Bought with Jose Cuartas • Houlihan Lawrence

Redfin checked: a minute ago

•Source:GMLS #115132

Redfin Estimate

$7,765,139

$2.4M since sold in July 2022$820K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.8% higher than the average sale price ($6.95M) of 5 comparable homes.

SOLD SEP 1, 2026
$4,000,000
A
5 beds7 baths6,216 sq ft
55 Will Merry Ln, Greenwich, CT 06831
SOLD JUL 24, 2026
$14,600,000
B
6 beds8.5 baths11,211 sq ft
30 Meadowcroft Ln, Greenwich, CT 06830
SOLD JUL 7, 2009
$1,825,000
C
3 beds3 baths2,627 sq ft
14 Dewart Rd, Greenwich, CT 06830
SOLD APR 29, 2026
$7,750,000
D
5 beds8 baths8,722 sq ft
36 Baldwin Farms North, Greenwich, CT 06831
SOLD MAR 31, 2026
$6,550,000
E
7 beds8.5 baths10,723 sq ft
28 Thunder Mountain Rd, Greenwich, CT 06831

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Earn from this home

Sell

$3,386,335

Est. take-home

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Refinance

Est. cash available

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Rent

$4,716/mo

Redfin rental estimate

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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

103.0%

0.9% MoM

Median sale price

$2.7M

$174K MoM

Avg. days on market

31d

3 days MoM

Recently sold homes

6 MoM

New listings for sale

NEW 9 HRS AGO
$749,000
2 beds2 baths911 sq ft
2 Homestead Ln #407, Greenwich, CT 06831
COMING SOON
$10,950,000
6 beds6.5 baths7,400 sq ft
15 Zaccheus Mead Ln, 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
3D WALKTHROUGH
$6,850,000
8 beds10.5 baths11,300 sq ft
273 Riversville Rd, Greenwich, CT 06831
$1,750,000
4 beds3 baths2,282 sq ft
20 Thistle Ln, Greenwich, CT 06831
3D WALKTHROUGH
$3,100,000
5 beds3.5 baths3,791 sq ft
90 Taconic Rd, Greenwich, CT 06831
See all

Provided by Redfin

Sale history for 269 Round Hill Rd

Date

Event

Price

Public Records

Jul 29, 2022

Sold

$5,372,500

$664/sq ft

GMLS #115132

Jul 29, 2022

Sold

$5,339,500

$660/sq ft

Apr 18, 2022

Pending

—

Mar 16, 2022

Price Changed

$5,495,000

$679/sq ft

Feb 21, 2022

Listed

$5,750,000

$710/sq ft

GMLS #61889

May 14, 2007

Sold

$6,632,000

$819/sq ft

Jan 9, 2006

Listed

$6,995,000

$864/sq ft

GATED ROUND HILL ESTATE SET ON NEARLY 2 1/2 GLORIOUSLY LNDSCPD ACRES. OUTDOOR LIVING AT ITS BEST, PLAYING ON THE ''LIGHTED ALL WEATHER TENNIS COURT'', SWIMMING IN THE POOL W/ SPA OR JUST RELAXING IN THE POOL HSE. SUPERBLY DESIGNED 14 ROOM GEORG COL BLT IN 2004. SOPHISTICATED, ELEG, WARM & INVITING INTERIORS W/ FABULOUS ARCHITECTURAL DETAILING - ARCHWAYS, EXQUISITE MOLDINGS & HERRING BONE WOOD FLRS. GRACIOUS RECEPTON ROOMS LEADING TO A MAGNIFICENT FLAGSTONE TERR. STUNN'G GOURMET KIT. MEDIA CNTR & GYM IN LL. INVISIBLE FENCE & SPRINKLER SYSTEMS.

GMLS #57912

Jul 1, 2005

Sold

$6,225,000

$769/sq ft

Oct 4, 2004

Listed

$6,499,000

$803/sq ft

GMLS #55427

Jan 11, 2005

Sold

—

Feb 4, 2004

Listed

$6,995,000

$864/sq ft

GMLS #53174

Nov 30, 2003

Sold

—

Apr 24, 2003

Listed

$6,750,000

$834/sq ft

GMLS #50495

Oct 4, 2002

Sold

$3,010,000

$372/sq ft

Jun 4, 2002

Listed

$3,295,000

$407/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$43,728 (+1.0%)

$1,386,420 + $2,452,730

$3,839,150

2022

$43,306 (+2.3%)

$1,386,420 + $2,452,730

$3,839,150

2021

$42,337

$1,129,800 + $2,523,080

$3,652,880

2020

$42,337 (−0.8%)

$1,129,800 + $2,523,080

$3,652,880

2019

$42,666 (+2.7%)

$1,129,800 + $2,523,080

$3,652,880

2018

$41,533

$1,129,800 + $2,523,080

$3,652,880

2017

$41,533 (+1.5%)

$1,129,800 + $2,523,080

$3,652,880

2016

$40,912 (−5.5%)

$1,129,800 + $2,523,080

$3,652,880

2014

$43,314

$1,425,270 + $2,523,150

$3,948,420

Tax history for 269 Round Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$43,728 (+1.0%)

$1,386,420 + $2,452,730

$3,839,150

2022

$43,306 (+2.3%)

$1,386,420 + $2,452,730

$3,839,150

2021

$42,337

$1,129,800 + $2,523,080

$3,652,880

2020

$42,337 (−0.8%)

$1,129,800 + $2,523,080

$3,652,880

2019

$42,666 (+2.7%)

$1,129,800 + $2,523,080

$3,652,880

2018

$41,533

$1,129,800 + $2,523,080

$3,652,880

2017

$41,533 (+1.5%)

$1,129,800 + $2,523,080

$3,652,880

2016

$40,912 (−5.5%)

$1,129,800 + $2,523,080

$3,652,880

2014

$43,314

$1,425,270 + $2,523,150

$3,948,420

*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

2.38 Acres

Year renovated

—

Sq. Ft.

6,106

Year built

2004

Style

Single Family Residential

County

Fairfield County

APN

1845478

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Parking and Garage Information
Has Garage
# of Garage Spaces: 3
Parking Features: Garage Door Opener, Electric Gate

Interior

Bathroom Information
# of Full Bathrooms: 7
# of Half Bathrooms: 2
Bathrooms Total Integer: 9
Bathrooms Total Decimal: 8

Heating & Cooling
Has Cooling
Cooling: Central A/C
Has Heating
Heating: Forced Air, Oil

Interior Features
Interior Features: Back Stairs
Has Fireplace(s)
# of Fireplaces Total: 5
Basement: Finished

Exterior

Exterior Features
Patio And Porch Features: Terrace
Fencing: Invisible
Private Pool

Property Information
Property Sub-Type: Single Family Residence
Year Built: 2004
Roof: Slate
Construction Materials: Clapboard
Other Structures: Pool House
Other Equipment: Generator
Building Area Total: 8096.0
Building Area Source: Architect

Lot Information
Lot Features: Parklike
Lot Size Area: 2.38
Lot Size Units: Acres
Lot Size Square Feet: 103672.8
Lot Size Acres: 2.38
Zoning: RA-2

Financial

Tax Information
Tax Annual Amount: $41,204.48
Tax Assessed Value: $3,652,880

Utilities

Utilities Information
Sewer: Septic Tank
Water Source: Public

Location

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

Public facts

Beds: 6
Baths: 8.0
Sq. Ft.: 6,106
Stories: 2.0
Lot Size: 2.38 acres
Style: Single Family Residential
Year Built: 2004
Year Renovated: —
County: Fairfield County
APN: 1845478

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

Parkway School

Public K-5 • Assigned • 2.3mi

10/10

Western Middle School

Public 6-8 • Assigned • 4.8mi

8/10

Greenwich High School

Public 9-12 • Assigned • 3.6mi

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

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

$7.38M – $8.93M

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Nearby similar homes

3D WALKTHROUGH

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VIDEO TOUR

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New listings for sale in 06831

NEW 9 HRS AGO

$749,000

2 beds2 baths911 sq ft

2 Homestead Ln #407, Greenwich, CT 06831

COMING SOON

$10,950,000

6 beds6.5 baths7,400 sq ft

15 Zaccheus Mead Ln, 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

3D WALKTHROUGH

$6,850,000

8 beds10.5 baths11,300 sq ft

273 Riversville Rd, Greenwich, CT 06831

$1,750,000

4 beds3 baths2,282 sq ft

20 Thistle Ln, Greenwich, CT 06831

Home values near 269 Round Hill Rd

Data from public records.

Address	Redfin Estimate
256 Round Hill Road, Greenwich, CT 6 Beds \| 6.5 Baths \| 9393 Sq. Ft.	$8,221,705
282 Round Hill Road, Greenwich, CT 5 Beds \| 4 Baths \| 5412 Sq. Ft.	$5,424,557

Address	Redfin Estimate
286 Round Hill Road, Greenwich, CT 4 Beds \| 3.5 Baths \| 5106 Sq. Ft.	$5,016,975
272 Round Hill Road, Greenwich, CT 7 Beds \| 8 Baths \| 15156 Sq. Ft.	$15,120,267

Address	Redfin Estimate
255 Round Hill Road, Greenwich, CT 8 Beds \| 7 Baths \| 8711 Sq. Ft.	$10,272,301
280 Round Hill Road, Greenwich, CT 6 Beds \| 9.5 Baths \| 10036 Sq. Ft.	$7,938,243

Property information provided by GMLS when last listed in 2022. This data may not match . Learn more.

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