253 Hollow Tree Ridge Rd, Darien, CT 06820

Off Market Sep 2023 for $2.3M

$3,126,110

Est. refi paymentEst. refi $7,993/mo

•

3,001

sq ft

253 Hollow Tree Ridge Rd, Darien, CT 06820

About this home

Welcome to this one-of-a-kind, charming and historic gem that has been completely updated for modern living. With four bedrooms, this unique home exudes exquisite attention to detail showcased by stunning millwork. The top-notch chef's kitchen is a culinary enthusiast's dream, while the beautifully updated bathrooms provide a touch of luxury. Every corner of this home is brimming with charming characteristics that will captivate your heart. From the moment you step inside, you'll be transported to a world where timeless elegance meets contemporary comfort. The combination of historic charm and modern amenities creates a truly enchanting living experience. Nestled on a serene property, this home is a picture-perfect retreat, offering tranquility and peaceful surroundings. The meticulously manicured landscape adds to the overall allure, creating a sense of harmony between the house and its surroundings. Not only does this home boast unparalleled charm, but it is also conveniently located near schools, shops, and transportation. This prime location ensures easy access to everything you need, making it an opportunity you simply can't afford to miss. Whether you're seeking a peaceful sanctuary or a home designed for effortless living, this remarkable property has it all.

Single-familyProperty Type

1864Year Built

0.98 acresLot Size

$1,042Est. Price/Sq.Ft.

3 car garageParking

Listed by Janine Tienken • Houlihan Lawrence

Bought with Caroline Hanley • Houlihan Lawrence

Source:Smart MLS #170573347

Redfin Estimate

$3,126,110

$751K since sold in September 2023$40K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.1% higher than the average sale price ($2.65M) of 6 comparable homes.

SOLD JUL 31, 2026
$2,365,000
A
4 beds2.5 baths3,264 sq ft
19 Chester Rd, Darien, CT 06820
SOLD JUL 1, 2026
$2,875,000
B
4 beds4 baths2,920 sq ft
3 Hickory Ln, Darien, CT 06820
SOLD JUN 24, 2026
$2,976,000
C
4 beds4.5 baths2,928 sq ft
16 Libby Ln, Darien, CT 06820
SOLD MAY 19, 2026
$2,400,000
D
4 beds2.5 baths2,850 sq ft
86 Middlesex Rd, Darien, CT 06820
SOLD JUL 14, 2026
$2,310,000
E
4 beds3.5 baths3,000 sq ft
18 Charles St, Darien, CT 06820
SOLD AUG 3, 2026
$2,950,000
F
4 beds3.5 baths3,354 sq ft
3 Rocaton Rd, Darien, CT 06820

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Earn from this home

Sell

$1,148,587

Est. take-home

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Refinance

Est. cash available

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Rent

$6,475/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

112.0%

+1.8% MoM

Median sale price

$3.0M

$202K MoM

Avg. days on market

12d

1 days MoM

Recently sold homes

30 MoM

New listings for sale

NEW 1 HR AGO
$1,999,000
4 beds2.5 baths3,065 sq ft
2 Stony Brook Rd S, Darien, CT 06820
OPEN SUN, 1PM TO 3PM
$1,495,000
4 beds2 baths3,182 sq ft
1646 Boston Post Rd, Darien, CT 06820
$1,750,000
4 beds2.5 baths2,427 sq ft
2 Fairfield Ave, Darien, CT 06820
COMING SOON
$7,500,000
5 beds7 baths10,213 sq ft
460 Middlesex Rd, Darien, CT 06820
$1,299,000
3 beds2 baths3,094 sq ft
53 Maple St, Darien, CT 06820
$3,950,000
5 beds5.5 baths5,500 sq ft
700 Hollow Tree Ridge Rd, Darien, CT 06820
See all

Provided by Redfin

Sale history for 253 Hollow Tree Ridge Rd

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Year

Property tax

Land + Additions

Assessment*

2023

$18,982 (+2.2%)

$591,430 + $486,500

$1,077,930

2022

$18,573 (+2.3%)

$591,430 + $486,500

$1,077,930

2021

$18,152 (+3.1%)

$591,430 + $486,500

$1,077,930

2020

$17,603 (+19.8%)

$591,430 + $486,500

$1,077,930

2019

$14,696 (+7.3%)

$591,430 + $300,860

$892,290

2018

$13,700 (−0.5%)

$556,640 + $295,330

$851,970

2017

$13,768 (+2.5%)

$556,640 + $295,330

$851,970

2016

$13,436 (+5.1%)

$556,640 + $295,330

$851,970

2014

$12,788

$556,640 + $295,330

$851,970

Tax history for 253 Hollow Tree Ridge Rd

Year

Property tax

Land + Additions

Assessment*

2023

$18,982 (+2.2%)

$591,430 + $486,500

$1,077,930

2022

$18,573 (+2.3%)

$591,430 + $486,500

$1,077,930

2021

$18,152 (+3.1%)

$591,430 + $486,500

$1,077,930

2020

$17,603 (+19.8%)

$591,430 + $486,500

$1,077,930

2019

$14,696 (+7.3%)

$591,430 + $300,860

$892,290

2018

$13,700 (−0.5%)

$556,640 + $295,330

$851,970

2017

$13,768 (+2.5%)

$556,640 + $295,330

$851,970

2016

$13,436 (+5.1%)

$556,640 + $295,330

$851,970

2014

$12,788

$556,640 + $295,330

$851,970

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.98 Acres

Year renovated

2019

Sq. Ft.

2,908

Year built

1864

Style

Single Family Residential

County

Fairfield County

APN

105537

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 8
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Security System
Security System, Thermostat(s)
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Oven/Range, Range Hood, Subzero, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room
Room Count: 9
Basement Description: Full, Unfinished
Has Attic
Attic Description: Walk-up, Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: Gutters, Patio, Underground Sprinkler

Lot Information
Lot Description: Level Lot, Professionally Landscaped

Building Information
Foundation Type: Concrete, Stone
Construction Description: Frame

Property Information
Waterfront Description: Water Community
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2908
Driveway Type: Private

Financial

Assessments Information
Assessed Value: $1,077,930

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Domestic
Heat Type: Baseboard, Hydro Air, Radiant, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Programmable Thermostat, Thermopane Windows

Location

School Information
Middle Jr High School: Middlesex
High School: Darien
Elementary School: Holmes

Location Information
State: Connecticut
Directions: Middlesex Road to Hollow Tree #253
County: Fairfield

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,908
Stories: 2.0
Lot Size: 0.98 acres
Style: Single Family Residential
Year Built: 1864
Year Renovated: 2019
County: Fairfield County
APN: 105537

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

Holmes Elementary School

Public PreK-5 • Assigned • 0.8mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 0.3mi

10/10

Darien High School

Public 9-12 • Assigned • 0.6mi

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

6/10 Wind Factor

71% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 days in 30 years

Provided by First Street

Historical weather

Darien, CT • 06820

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 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.97M – $3.60M

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Nearby similar homes

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Home values near 253 Hollow Tree Ridge Rd

Data from public records.

Address	Redfin Estimate
269 Hollow Tree Ridge Road, Darien, CT 4 Beds \| 4.5 Baths \| 5385 Sq. Ft.	$4,386,598
280 Hollow Tree Ridge Road, Darien, CT 5 Beds \| 5 Baths \| 5579 Sq. Ft.	$4,560,006

Address	Redfin Estimate
244 Hollow Tree Ridge Road, Darien, CT 4 Beds \| 4.5 Baths \| 4279 Sq. Ft.	$3,536,589
258 Hollow Tree Ridge Road, Darien, CT 4 Beds \| 3 Baths \| 2930 Sq. Ft.	$2,865,539

Address	Redfin Estimate
266 Hollow Tree Ridge Road, Darien, CT 3 Beds \| 2.5 Baths \| 2068 Sq. Ft.	$2,180,214
275 Hollow Tree Ridge Road, Darien, CT 5 Beds \| 4.5 Baths \| 5673 Sq. Ft.	—

Property information provided by Smart MLS when last listed in 2023. This data may not match . Learn more.

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