Off market may 2020 for $720K

$1,613,989

•

3,707

sq ft

344 Crestwood Rd, Fairfield, CT 06824

About this home

Stately well maintained 1930's Colonial is located in the desirable University area. This 5 bedroom, 3 1/2 bath home offers incredible charm with a flexible floor plan. It's finished on 4 levels. The main level has a grand foyer, formal living room with fireplace, family room, den, formal dining room, eat in kitchen & mudroom. There are hardwood floors throughout the home. The master bedroom suite has an additional room currently being used as an office which would be a perfect dressing room/ walk in closet. The walk up attic has 2 bedrooms & a full bath. There is a fireplace in the partially finished basement which adds approximately 528 finished square feet. Brand new furnace November 2018. The home is situated on a corner lot with frontage on both Crestwood & Brookmere. It's just minutes to the Metro train station & downtown Fairfield. A fabulous place to call home!

Single-familyProperty Type

1928Year Built

0.49 acresLot Size

$435Est. Price/Sq.Ft.

2 car garageParking

Listed by Mary Kate Klemish-Boehm • Halstead Real Estate

Bought with Susan Vanech • Compass Connecticut, LLC

Source:Smart MLS #170059689

Redfin Estimate

$1,613,989

$894K since sold in May 2020$15K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.1% higher than the average sale price ($1.49M) of 6 comparable homes.

SOLD SEP 17, 2026
$1,925,000
A
4 beds3.5 baths3,686 sq ft
121 Osborne Hill Rd, Fairfield, CT 06824
SOLD AUG 3, 2026
$1,350,000
B
6 beds4.5 baths3,631 sq ft
533 N Benson Rd, Fairfield, CT 06824
SOLD MAR 9, 2026
$1,682,000
C
5 beds4.5 baths3,797 sq ft
341 Crestwood Rd, 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 JUN 25, 2026
$950,000
E
4 beds3 baths3,254 sq ft
273 Osborne Hill Rd, Fairfield, CT 06824
SOLD OCT 31, 2025
$1,600,000
F
4 beds3 baths3,214 sq ft
120 Parkwood Rd, Fairfield, CT 06824

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Earn from this home

Sell

$1,017,261

Est. take-home

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Rent

$10,424/mo

Redfin rental estimate

List your home for rent

Market trends in 06824, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

105.3%

0.6% MoM

Median sale price

$1.3M

$397 MoM

Avg. days on market

28d

0 days MoM

Recently sold homes

121

15 MoM

New listings for sale

OPEN SAT, 1PM TO 3PM
$1,700,000
4 beds4 baths3,415 sq ft
453 Merwins Ln, Fairfield, CT 06824
OPEN SAT, 1PM TO 3PM
$1,450,000
4 beds3 baths1,975 sq ft
56 Rugby Rd, Fairfield, CT 06824
OPEN SAT, 12PM TO 3PM
$900,000
3 beds2 baths2,352 sq ft
195 Rock Major Rd, Fairfield, CT 06824
OPEN SUN, 1PM TO 3PM
$2,799,900
5 beds4.5 baths6,616 sq ft
221 Farmstead Hill Rd, Fairfield, CT 06824
$529,000
3 beds1 bath1,075 sq ft
9 Harris St, Fairfield, CT 06824
OPEN SUN, 1PM TO 3PM
$995,000
4 beds2.5 baths3,351 sq ft
195 Wood House Rd, Fairfield, CT 06824
$3,800,000
5 beds5.5 baths4,100 sq ft
624 Penfield Rd, Fairfield, CT 06824
$1,050,000
4 beds2 baths2,698 sq ft
1646 Jennings Rd, Fairfield, CT 06824
VIDEO TOUR
$1,245,000
7 beds3 baths1,890 sq ft
43-45 Helen St, Fairfield, CT 06824
$1,495,000
3 beds2.5 baths2,220 sq ft
121 Old Post Rd, Fairfield, CT 06824
See all

Provided by Redfin

Sale history for 344 Crestwood Rd

Date

Event

Price

Smart MLS #170059689

May 18, 2020

Sold

$720,000

$194/sq ft

Mar 2, 2020

Pending

—

Jan 24, 2020

Contingent

—

Nov 15, 2019

Price Changed

$729,000

$197/sq ft

Sep 14, 2019

Price Changed

$749,000

$202/sq ft

Jul 14, 2019

Price Changed

$775,000

$209/sq ft

Jun 13, 2019

Price Changed

$785,000

$212/sq ft

May 14, 2019

Price Changed

$799,000

$216/sq ft

Jan 29, 2019

Price Changed

$809,000

$218/sq ft

Sep 12, 2018

Price Changed

$850,000

$229/sq ft

Jul 23, 2018

Price Changed

$897,000

$242/sq ft

Jun 14, 2018

Price Changed

$929,000

$251/sq ft

Apr 18, 2018

Price Changed

$949,000

$256/sq ft

Mar 14, 2018

Listed

$989,000

$267/sq ft

Tax history for 344 Crestwood Rd

*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

0.49 Acres

Year renovated

—

Sq. Ft.

3,179

Year built

1928

Style

Single Family Residential

County

Fairfield County

APN

126154

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 12
Laundry Room Location: Lower Level
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired
In-Law Apartment: No
Fireplaces Total: 2
Cooling System: Window Unit
Appliances Included: Oven/Range, Range Hood, Refrigerator, Dishwasher

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

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Foyer, Mud Room
Room Count: 13
Basement Description: Full, Partially Finished, Heated, Interior Access, Storage, Sump Pump
Has Attic
Attic Description: Walk-up, Partially Finished, Heated

Exterior

Exterior Features
Roof Information: Slate
Exterior Siding: Wood
Exterior Features: Gutters, Lighting, Patio, Sidewalk

Lot Information
Lot Description: Corner Lot, Level Lot, Sloping Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: White

Property Information
Waterfront Description: Beach Rights
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3179
Driveway Type: Private, Circular, Paved, Asphalt

Financial

Assessments Information
Assessed Value: $578,060

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: Domestic
Heat Type: Baseboard, Radiator
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

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

Location Information
State: Connecticut
Nearby Amenities: Library, Medical Facilities, Park, Playground/Tot Lot, Shopping/Mall
Directions: Parkwood to Crestwood or Jennings to Crestwood
County: Fairfield

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,179
Stories: 2.0
Lot Size: 0.49 acres
Style: Single Family Residential
Year Built: 1928
Year Renovated: —
County: Fairfield County
APN: 126154

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

K - 12
Preschool & daycare

Holland Hill School

Public PreK-5 • Assigned • 0.5mi

8/10

Fairfield Woods Middle School

Public 6-8 • Assigned • 1.6mi

9/10

Fairfield Ludlowe High School

Public 9-12 • Assigned • 1.3mi

8/10

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

69% 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

$1.53M – $1.86M

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Home values near 344 Crestwood Rd

Data from public records.

Address	Redfin Estimate
399 Crestwood Road, Fairfield, CT 4 Beds \| 4.5 Baths \| 3746 Sq. Ft.	$2,114,517
277 Crestwood Road, Fairfield, CT 2 Beds \| 2 Baths \| 1597 Sq. Ft.	$1,147,662
435 Crestwood Road, Fairfield, CT 5 Beds \| 3.5 Baths \| 4460 Sq. Ft.	$2,035,238
361 Crestwood Road, Fairfield, CT 3 Beds \| 1.5 Baths \| 1461 Sq. Ft.	$1,072,421
376 Crestwood Road, Fairfield, CT 5 Beds \| 3.5 Baths \| 3691 Sq. Ft.	$1,418,500
396 Crestwood Road, Fairfield, CT 2 Beds \| 3.5 Baths \| 3780 Sq. Ft.	$1,831,787
167 Brookmere Drive, Fairfield, CT 6 Beds \| 5 Baths \| 4832 Sq. Ft.	$2,202,568

Address	Redfin Estimate
264 Crestwood Road, Fairfield, CT 4 Beds \| 2.5 Baths \| 2811 Sq. Ft.	$1,380,088
290 Crestwood Road, Fairfield, CT 4 Beds \| 3.5 Baths \| 3748 Sq. Ft.	$1,915,982
438 Crestwood Road, Fairfield, CT 5 Beds \| 3.5 Baths \| 2623 Sq. Ft.	$1,537,571
255 Crestwood Road, Fairfield, CT 4 Beds \| 2 Baths \| 1444 Sq. Ft.	$1,003,341
411 Crestwood Road, Fairfield, CT 4 Beds \| 2 Baths \| 2887 Sq. Ft.	$1,454,626
110 Birchwood Drive, Fairfield, CT 4 Beds \| 1.5 Baths \| 2205 Sq. Ft.	$1,269,630
149 Brookmere Drive, Fairfield, CT 4 Beds \| 4.5 Baths \| 4118 Sq. Ft.	$1,860,597

Address	Redfin Estimate
315 Crestwood Road, Fairfield, CT 4 Beds \| 2.5 Baths \| 2307 Sq. Ft.	$1,299,115
418 Crestwood Road, Fairfield, CT 4 Beds \| 2.5 Baths \| 2358 Sq. Ft.	$1,314,015
295 Crestwood Road, Fairfield, CT 4 Beds \| 3.5 Baths \| 3198 Sq. Ft.	$1,891,822
341 Crestwood Road, Fairfield, CT 5 Beds \| 4.5 Baths \| 3797 Sq. Ft.	$1,954,223
381 Crestwood Road, Fairfield, CT 5 Beds \| 4.5 Baths \| 5425 Sq. Ft.	$1,996,192
129 Brookmere Drive, Fairfield, CT 4 Beds \| 2.5 Baths \| 1976 Sq. Ft.	$1,355,631
116 Birchwood Drive, Fairfield, CT 3 Beds \| 1.5 Baths \| 1621 Sq. Ft.	$882,661

Property information provided by Smart MLS when last listed in 2018. 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 344 Crestwood Rd

Tax history for 344 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 344 Crestwood Rd

More real estate resources