OFF MARKET

Off market apr 2024 for $3.6M

$3,138,592

Est. refi paymentEst. refi $21,410/mo

•

3,610

sq ft

429 Round Hill Rd, Greenwich, CT 06831

About this home

A unique offering to purchase four pastoral, usable acres located amidst the great estates of Greenwich CT on prestigious Round Hill Rd. The property is surrounded by age-old stone walls with two gated entries and contains four existing buildings. The main house is a four bedroom, 3,610 sqft Colonial renovated in 2014 with a detached three car garage; The 3 bedroom cottage offers 1520 sqft with a sunroom and outdoor stone fireplace; and a quaint two bedroom cottage. Well established grape vineyards complete this idyllic picture. A great opportunity to utilize the existing structures or create the magnificent estate you've been dreaming of. Located in the heart of Back Country Greenwich yet near a local airport, highways and an hour to NYC.

Single-familyProperty Type

1820Year Built

4 acresLot Size

$869Est. Price/Sq.Ft.

3 car garageParking

Listed by Brian Milton • Compass Connecticut, LLC

Bought with Barbara Daly • Sotheby's International Realty

Redfin checked: a minute ago

•Source:GMLS #116162

Redfin Estimate

$3,138,592

$496K since sold in April 2024$1.1M since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.3% lower than the average sale price ($3.62M) of 6 comparable homes.

SOLD SEP 1, 2026
$4,950,000
A
5 beds3.5 baths4,564 sq ft
456 Round Hill Rd, Greenwich, CT 06831
SOLD AUG 4, 2026
$4,750,000
B
5 beds4 baths4,181 sq ft
9 Paddock Dr, Greenwich, CT 06831
SOLD SEP 2, 2026
$2,500,000
C
4 beds3.5 baths4,955 sq ft
208 Bedford Rd, Greenwich, CT 06831
SOLD JUN 15, 2026
$2,700,000
D
5 beds3.5 baths4,880 sq ft
47 Will Merry Ln, Greenwich, CT 06831
SOLD AUG 4, 2026
$4,260,000
E
5 beds4.5 baths4,872 sq ft
33 Cliffdale Rd, Greenwich, CT 06831
SOLD FEB 2, 2026
$2,570,000
F
5 beds4.5 baths3,975 sq ft
979 Lake Ave, Greenwich, CT 06831

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Earn from this home

Sell

$178,352

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

103.1%

0.8% MoM

Median sale price

$2.6M

$197K MoM

Avg. days on market

30d

4 days MoM

Recently sold homes

5 MoM

New listings for sale

OPEN SUN, 12PM TO 3PM
$5,295,000
5 beds7.5 baths7,048 sq ft
30 Hope Farm Rd, Greenwich, CT 06830
NEW 31 HRS AGO
$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
$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
See all

Provided by Redfin

Sale history for 429 Round Hill Rd

Date

Event

Price

GMLS #116162

Apr 17, 2024

Sold

$3,635,000

$1,007/sq ft

Feb 15, 2024

Pending

—

Oct 20, 2023

Price Changed

$3,900,000

$1,080/sq ft

May 31, 2023

Price Changed

$4,100,000

$1,136/sq ft

Jan 3, 2023

Price Changed

$4,850,000

$1,343/sq ft

Aug 28, 2022

Price Changed

$5,200,000

$1,440/sq ft

Jun 17, 2022

Listed

$6,450,000

$1,787/sq ft

GMLS #116163

Oct 20, 2023

Price Changed

$3,900,000

$1,080/sq ft

May 31, 2023

Price Changed

$4,100,000

$1,136/sq ft

Jan 3, 2023

Price Changed

$4,850,000

$1,343/sq ft

Aug 28, 2022

Price Changed

$5,200,000

$1,440/sq ft

Jun 17, 2022

Listed

$6,450,000

$1,787/sq ft

Smart MLS #99097482

May 29, 2015

Sold

$3,700,000

$1,025/sq ft

Mar 28, 2015

Listed

$3,850,000

$1,066/sq ft

GMLS #92729

May 29, 2015

Sold

$3,700,000

$1,025/sq ft

Mar 27, 2015

Listed

$3,850,000

$1,066/sq ft

+27

HISTORIC ROUND HILL ESTATE WITH UPDATED CHARMING MAIN HOUSE, CIRCA 1820. SEPARATE DRIVEWAY TO A MODERNIZED COTTAGE WITH 3 BEDROOMS, PLUS SECOND DELIGHTFUL COTTAGE WITH 2 BEDROOMS. 3 CAR DETACHED GARAGE WITH 2 ROOM OFFICE. POTTING SHED COMPLETES THIS RARE OFFERING. LEVEL PARK LIKE LAND BORDERED BY OLD STONE WALLS. CORNER PROPERTY AMID THE GRANDEUR AND EQUESTRIAN COUNTRYSIDE OF GREENWICH'S ACCLAIMED ROUND HILL ESTATES. PERIOD MILLWORK AND ACCENTS OF VINTAGE HARDWARE GIVES UNMISTAKABLE NINETEENTH CENTURY CHARACTER. GRACIOUS PUBLIC ROOMS, UPDATED & SOPHISTICATED KITCHEN, CHIC BATHS, ANTIQUE FLOORS, MAKE THIS TRULY MAGICAL. BEAUTIFULLY STAGED TO CREATE A LIFESTYLE OF PRIVACY, ENCHANTMENT AND MEMORIES. NEW ENGLAND AT ITS BEST!

Year

Property tax

Land + Additions

Assessment*

2023

$28,503 (+1.0%)

$1,408,750 + $1,093,750

$2,502,500

2022

$28,228

$1,408,750 + $1,093,750

$2,502,500

2021

$28,251 (+4.3%)

$1,225,000 + $1,212,540

$2,437,540

2020

$27,098 (−0.8%)

$1,225,000 + $1,113,070

$2,338,070

2019

$27,309 (+2.7%)

$1,225,000 + $1,113,070

$2,338,070

2018

$26,584

$1,225,000 + $1,113,070

$2,338,070

2017

$26,584 (+1.5%)

$1,225,000 + $1,113,070

$2,338,070

2016

$26,186 (+30.7%)

$1,225,000 + $1,113,070

$2,338,070

2014

$20,028

$1,359,750 + $465,990

$1,825,740

Tax history for 429 Round Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,503 (+1.0%)

$1,408,750 + $1,093,750

$2,502,500

2022

$28,228

$1,408,750 + $1,093,750

$2,502,500

2021

$28,251 (+4.3%)

$1,225,000 + $1,212,540

$2,437,540

2020

$27,098 (−0.8%)

$1,225,000 + $1,113,070

$2,338,070

2019

$27,309 (+2.7%)

$1,225,000 + $1,113,070

$2,338,070

2018

$26,584

$1,225,000 + $1,113,070

$2,338,070

2017

$26,584 (+1.5%)

$1,225,000 + $1,113,070

$2,338,070

2016

$26,186 (+30.7%)

$1,225,000 + $1,113,070

$2,338,070

2014

$20,028

$1,359,750 + $465,990

$1,825,740

*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

4 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

1847751

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Dec 11, 2023.

Property details

Parking

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

Interior

Bathroom Information
# of Full Bathrooms: 4
Bathrooms Total Integer: 4
Bathrooms Total Decimal: 4

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

Interior Features
Has Fireplace(s)
# of Fireplaces Total: 2
Basement: Unfinished

Exterior

Exterior Features
Patio And Porch Features: Screened Porch

Property Information
Property Sub-Type: Single Family Residence
Year Built: 1820
Year Built Effective: 2014
Roof: Asphalt
Construction Materials: Clapboard
Other Structures: Shed(s), Greenhouse, Guest House
Building Area Total: 3610.0
Building Area Source: Taxcard

Lot Information
Lot Features: Parklike, Stone Wall
Lot Size Area: 4.0
Lot Size Units: Acres
Lot Size Square Feet: 174240.0
Lot Size Acres: 4.0
Zoning: RA-4

Financial

Tax Information
Tax Annual Amount: $28,510.98
Tax Assessed Value: $2,502,500

Utilities

Utilities Information
Sewer: Septic Tank
Water Source: Well

Location

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

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 4 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 1847751

Home facts updated by county records on Dec 11, 2023

Around this home

Schools

Parkway School

Public K-5 • Assigned • 1.0mi

10/10

Western Middle School

Public 6-8 • Assigned • 6.2mi

8/10

Greenwich High School

Public 9-12 • Assigned • 4.9mi

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

$2.98M – $3.61M

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Home values near 429 Round Hill Rd

Data from public records.

Address	Redfin Estimate
444 Round Hill Rd, Greenwich, CT 5 Beds \| 8 Baths \| 9495 Sq. Ft.	$6,643,465
434 Round Hill Rd, Greenwich, CT 6 Beds \| 4.5 Baths \| 6467 Sq. Ft.	$7,085,054

Address	Redfin Estimate
415 Round Hill Rd, Greenwich, CT 5 Beds \| 5 Baths \| 5725 Sq. Ft.	$5,942,689
449 Round Hill Rd, Greenwich, CT 6 Beds \| 8 Baths \| 10123 Sq. Ft.	$9,269,016

Address	Redfin Estimate
409 Round Hill Rd, Greenwich, CT 5 Beds \| 5.5 Baths \| 5472 Sq. Ft.	$7,857,803
414 Round Hill Rd, Greenwich, CT 6 Beds \| 8 Baths \| 12293 Sq. Ft.	$11,924,113

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

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