Off Market Sep 2021 for $1.2M

$1,894,862

Est. refi paymentEst. refi $5,955/mo

•

3,198

sq ft

295 Crestwood Rd, Fairfield, CT 06824

About this home

A 2019/2020 inside/out renovation and expansion created this stylish University colonial with a stunning open floor plan that exceeds all expectations. Super energy-efficient w/ new HVAC mechanicals, roof, windows & siding. The custom kitchen is masterful with large center island and a 6 burner range set against a gorgeous tile wall. Friends and family can gather in the adjacent family room with gas fireplace and shiplap. A large dining area adds scale and light to this chic and modern space. The large living room has a wood-burning fireplace and offers more entertaining & family area. An airy and private office with skylight is your perfect work from home seclusion. Upstairs a sizable master with vaulted ceiling boasts a walk-in closet and all-new bath. There are three more bedrooms, two more baths (and the laundry!) on the second floor. We're not done yet....there's a playroom, abundant storage space, a large two-car garage and a spacious deck overlooking the fenced, level rear yard. Super convenient location near schools, train & shopping - Whole Foods is just blocks away! Make this picture-perfect home yours!

Single-familyProperty Type

1938Year Built

0.46 acresLot Size

$593Est. Price/Sq.Ft.

2 car garageParking

Listed by Chris Peters • Houlihan Lawrence

Bought with Jillian Klaff • William Raveis Real Estate

Source:Smart MLS #170423139

Redfin Estimate

$1,894,862

$635K since sold in September 2021$24K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40% higher than the average sale price ($1.35M) of 6 comparable homes.

SOLD OCT 31, 2025
$1,600,000
A
4 beds3 baths3,214 sq ft
120 Parkwood Rd, Fairfield, CT 06824
SOLD JUN 25, 2026
$950,000
B
4 beds3 baths3,254 sq ft
273 Osborne Hill Rd, Fairfield, CT 06824
SOLD JUL 27, 2026
$1,525,000
C
4 beds3.5 baths2,399 sq ft
12 Sconset Dr, Fairfield, CT 06824
SOLD JAN 9, 2026
$1,450,000
D
5 beds2.5 baths3,469 sq ft
478 Crestwood Rd, Fairfield, CT 06824
SOLD MAR 9, 2026
$1,682,000
E
5 beds4.5 baths3,797 sq ft
341 Crestwood Rd, Fairfield, CT 06824
SOLD JUL 22, 2026
$915,000
F
3 beds2 baths2,862 sq ft
1747 Jennings Rd, Fairfield, CT 06824

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Earn from this home

Sell

$874,012

Est. take-home

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Refinance

Est. cash available

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Rent

$11,025/mo

Redfin rental estimate

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Market trends in 06824, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

105.9%

0.7% MoM

Median sale price

$1.3M

$16K MoM

Avg. days on market

28d

0 days MoM

Recently sold homes

140

24 MoM

New listings for sale

OPEN SUN, 12PM TO 2PM
$4,100,000
5 beds4.5 baths4,512 sq ft
42 Puritan Rd, Fairfield, CT 06824
COMING SOON
$1,595,000
3 beds3.5 baths2,650 sq ft
891 Oldfield Rd, Fairfield, CT 06824
OPEN SUN, 1PM TO 3PM
$3,975,000
5 beds4.5 baths5,740 sq ft
415 Old Post Rd, Fairfield, CT 06824
OPEN SUN, 1PM TO 3PM
$1,200,000
4 beds2.5 baths2,588 sq ft
2730 Burr St, Fairfield, CT 06824
$7,500,000
5 beds7.5 baths11,999 sq ft
541 Sasco Hill Rd, Fairfield, CT 06824
OPEN SUN, 12PM TO 2PM
$799,000
3 beds2 baths2,135 sq ft
366 Brookside Dr, Fairfield, CT 06824
OPEN SUN, 1PM TO 3PM
$1,175,000
4 beds2.5 baths3,200 sq ft
1951 Burr St, Fairfield, CT 06824
OPEN SUN, 12PM TO 3PM
$1,495,000
5 beds3.5 baths2,866 sq ft
3901 Redding Rd, Fairfield, CT 06824
OPEN SUN, 12PM TO 3PM
$1,379,000
4 beds2 baths2,684 sq ft
233 Beaumont St, Fairfield, CT 06824
OPEN SUN, 12PM TO 2PM
$1,295,000
3 beds2.5 baths2,369 sq ft
58 Meadow Ct, Fairfield, CT 06824
See all

Provided by Redfin

Sale history for 295 Crestwood Rd

Date

Event

Price

Smart MLS #170423139

Sep 1, 2021

Listing Removed

—

Sep 1, 2021

Sold

$1,260,000

$394/sq ft

Jul 30, 2021

Listed

$1,149,000

$359/sq ft

Jul 27, 2021

Coming Soon

$1,149,000

$359/sq ft

Smart MLS #170265105

Jul 13, 2020

Sold

$889,000

$278/sq ft

May 30, 2020

Pending

—

May 16, 2020

Contingent

—

May 4, 2020

Price Changed

$914,000

$286/sq ft

Jan 20, 2020

Listed

$949,000

$297/sq ft

Another masterful design and renovation by Roark Woodworking & Associates offers the best of old-world charm and today’s upscale finishes. Enjoy this prime University area location on a beautiful street that is alive with walkers, joggers and kids playing. The architectural design of both the interior and exterior offers impeccable millwork and craftsmanship with meticulous attention to detail. This one-of-a-kind property offers spacious living including a custom designed kitchen open to the dining and family rooms with gas fireplace. The front to back living room features wood burning fireplace and French doors to a separate sun-filled home office. The 4 bedroom, 3.5 bath layout includes an elegant master suite with large walk-in closet, 2 spacious bedrooms that share a bath, and one with a private bath. 2nd floor laundry and plenty of storage. The large finished bonus room in basement offers lots of flexibility. New windows, hardwood floors throughout, tankless water heater, 4 zoned HVAC, and numerous upscale features. The beautifully landscaped exterior offers a covered custom-made porch; galvanized steel gutters; a backyard deck accessible from kitchen and home office; and beautiful stonework. This location is just a short walk to a park, playground, ballfields and tennis court and minutes away from town, train and highway.

Smart MLS #170227943

Jan 20, 2020

Listing Removed

—

Nov 12, 2019

Price Changed

$964,000

$301/sq ft

Aug 21, 2019

Listed

$994,000

$311/sq ft

Smart MLS #170218285

Aug 21, 2019

Listing Removed

—

Jul 24, 2019

Listed

$994,000

$311/sq ft

Smart MLS #170148122

Feb 25, 2019

Sold

$447,000

$140/sq ft

Feb 5, 2019

Listing Removed

—

Dec 31, 2018

Contingent

—

Dec 10, 2018

Listed

$479,900

$150/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$16,309 (+1.0%)

$324,170 + $268,660

$592,830

2022

$16,149 (+1.0%)

$324,170 + $268,660

$592,830

2021

$15,995 (+6.1%)

$324,170 + $268,660

$592,830

2020

$15,074 (+39.6%)

$290,500 + $272,160

$562,660

2019

$10,800 (+1.6%)

$290,500 + $112,630

$403,130

2018

$10,627 (+2.1%)

$290,500 + $112,630

$403,130

2017

$10,409 (+1.5%)

$290,500 + $112,630

$403,130

2016

$10,260 (+4.4%)

$290,500 + $112,630

$403,130

2014

$9,823

$318,500 + $84,070

$402,570

Tax history for 295 Crestwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$16,309 (+1.0%)

$324,170 + $268,660

$592,830

2022

$16,149 (+1.0%)

$324,170 + $268,660

$592,830

2021

$15,995 (+6.1%)

$324,170 + $268,660

$592,830

2020

$15,074 (+39.6%)

$290,500 + $272,160

$562,660

2019

$10,800 (+1.6%)

$290,500 + $112,630

$403,130

2018

$10,627 (+2.1%)

$290,500 + $112,630

$403,130

2017

$10,409 (+1.5%)

$290,500 + $112,630

$403,130

2016

$10,260 (+4.4%)

$290,500 + $112,630

$403,130

2014

$9,823

$318,500 + $84,070

$402,570

*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

0.46 Acres

Year renovated

—

Sq. Ft.

2,823

Year built

1938

Style

Single Family Residential

County

Fairfield County

APN

126242

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: 2

Interior

Interior Information
Total Rooms: 7
Laundry Room Location: Upper
Interior Features: Auto Garage Door Opener, Open Floor Plan
Thermostat(s)
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Cooktop, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Electric Dryer

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

Bedroom Information
Beds Total: 4

Room Information
Room Count: 10
Basement Description: Partial, Crawl Space, Partially Finished, Concrete Floor, Storage
Has Attic
Attic Description: Pull-Down Stairs, Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard
Exterior Features: Deck, Porch, Sidewalk

Lot Information
Lot Description: Level Lot, Lightly Wooded, Professionally Landscaped

Building Information
New Construction Type: Torn Down & Rebuilt
Foundation Type: Concrete
Construction Description: Frame
Color: White

Property Information
Waterfront Description: Beach Rights
Radon Mitigation Air
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2823
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $592,830

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Tankless Hotwater
Heat Type: Hot Air, Zoned
Heat Fuel Type: Natural Gas
Energy Features: Energy Star Rated, Ridge Vents, Thermopane Windows

Location

School Information
Middle Jr High School: Fairfield Woods
High School: Fairfield Ludlowe
Elementary School: Holland Hill

Location Information
State: Connecticut
Nearby Amenities: Lake, Library, Medical Facilities, Playground/Tot Lot, Shopping/Mall, Tennis Courts
Directions: North Benson to Osborne Hill to Jennings to Crestwood.
County: Fairfield

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 2,823
Stories: 2.0
Lot Size: 0.46 acres
Style: Single Family Residential
Year Built: 1938
Year Renovated: —
County: Fairfield County
APN: 126242

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Holland Hill School

Public PreK-5 • Assigned • 0.6mi

9/10

Fairfield Woods Middle School

Public 6-8 • Assigned • 1.6mi

8/10

Fairfield Ludlowe High School

Public 9-12 • Assigned • 1.3mi

9/10

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 97° expected this year, 14 days in 30 years

6/10 Wind Factor

68% 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

Fairfield, CT • 06824

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

$1.80M – $2.18M

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Nearby similar homes

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OPEN SUN, 1PM TO 3PM

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OPEN SUN, 1PM TO 3PM

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OPEN SUN, 12PM TO 3PM

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Home values near 295 Crestwood Rd

Data from public records.

Address	Redfin Estimate
399 Crestwood Rd, Fairfield, CT 4 Beds \| 4.5 Baths \| 3746 Sq. Ft.	$2,079,367
277 Crestwood Rd, Fairfield, CT 2 Beds \| 2 Baths \| 1597 Sq. Ft.	$1,154,951

Address	Redfin Estimate
264 Crestwood Rd, Fairfield, CT 4 Beds \| 2.5 Baths \| 2811 Sq. Ft.	$1,367,725
290 Crestwood Rd, Fairfield, CT 4 Beds \| 3.5 Baths \| 3748 Sq. Ft.	$1,915,365

Address	Redfin Estimate
315 Crestwood Rd, Fairfield, CT 4 Beds \| 2.5 Baths \| 2307 Sq. Ft.	$1,343,100
361 Crestwood Rd, Fairfield, CT 3 Beds \| 1.5 Baths \| 1461 Sq. Ft.	$1,072,646

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06824, CT

Sale history for 295 Crestwood Rd

Tax history for 295 Crestwood Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06824

Home values near 295 Crestwood Rd

More real estate resources