Off market feb 2019 for $625K

$1,308,918

Est. refi paymentEst. refi $4,160/mo

•

3,186

sq ft

20 Deepwood Rd, Fairfield, CT 06824

About this home

This captivating Lower Greenfield Hill Colonial sited in a well-loved neighborhood offers a most comfortable updated home with over 3,000 square feet including a 2nd floor addition built in 2006 with a flexible floor plan for contemporary living! Perfect in-law quarters with separate private entrance from mud room. First floor has a master bedroom plus 3 additional bedrooms & a spacious eat-in-kitchen with ample granite counters. New(er) SS appliances, and a large deck overlook a beautiful backyard with a lovely nature-filled backdrop. Sunny living room with fireplace (new insert). 2nd floor addition is designed for a professional music studio/work space, with 2-highly insulated rooms that are perfect & ready to use for additional bedrooms, office or music studio. Sunny kitchenette and full bath on 2nd level. (Central a/c: 2nd floor) Lovely sparkling hardwood floors throughout. Exterior & interior painted Sept. 2018. Full walk-out basement painted Sept. 2018. Launch your kayaks/canoes in this most special neighborhood with Lake Hills membership (5 beaches), and nearby Hiking Trails,Trader Joes, Starbucks, Whole Foods & Metro North train to NYC. Take pleasure with the impressive historical coastal town of Fairfield with a vibrant town center, glorious Long Island sound beaches, and 2 Universities. Your home awaits. (agent/owner)

Single-familyProperty Type

1955Year Built

1 acresLot Size

$411Est. Price/Sq.Ft.

1 car garageParking

Listed by Lee Simpson • Coldwell Banker Realty

Bought with Amy Desel • William Raveis Real Estate

Source:Smart MLS #170142331

Redfin Estimate

$1,308,918

$684K since sold in February 2019$9,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.7% lower than the average sale price ($1.34M) of 6 comparable homes.

SOLD JUL 2, 2026
$1,595,000
A
4 beds3 baths3,362 sq ft
200 Joan Dr, Fairfield, CT 06824
SOLD JUL 7, 2026
$1,550,000
B
4 beds3.5 baths2,696 sq ft
355 Surrey Ln, Fairfield, CT 06824
SOLD AUG 18, 2026
$1,587,500
C
4 beds2.5 baths2,896 sq ft
107 Buckboard Ln, Fairfield, CT 06824
SOLD JUN 26, 2026
$1,050,000
D
4 beds2.5 baths2,897 sq ft
65 Tahmore Pl, Fairfield, CT 06825
SOLD SEP 25, 2026
$955,000
E
4 beds2.5 baths2,227 sq ft
719 Mountain Laurel Rd, Fairfield, CT 06824
SOLD AUG 31, 2026
$1,330,000
F
4 beds2.5 baths2,160 sq ft
1061 Galloping Hill Rd, Fairfield, CT 06824

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Earn from this home

Sell

$810,701

Est. take-home

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Refinance

Est. cash available

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Rent

$10,154/mo

Redfin rental estimate

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Market trends in 06824, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

105.9%

0.7% MoM

Median sale price

$1.4M

$15K MoM

Avg. days on market

28d

0 days MoM

Recently sold homes

136

20 MoM

New listings for sale

COMING SOON
$1,549,000
4 beds2.5 baths2,706 sq ft
280 Brookbend Rd, Fairfield, CT 06824
OPEN SUN, 1PM TO 4PM
$2,300,000
4 beds3.5 baths3,249 sq ft
67 Craig Ct, Fairfield, CT 06824
COMING SOON
$2,399,000
4 beds3.5 baths4,434 sq ft
72 Old Barn Rd, Fairfield, CT 06824
OPEN SUN, 12PM TO 2PM
$865,000
4 beds2 baths2,292 sq ft
38 Milandale Rd, Fairfield, CT 06824
NEW 1 DAY AGO
$749,900
3 beds2 baths1,393 sq ft
295 Reid St, Fairfield, CT 06824
OPEN SUN, 12PM TO 2PM
$2,100,000
4 beds2.5 baths2,583 sq ft
285 Old Dam Rd, Fairfield, CT 06824
OPEN TODAY, 1PM TO 3PM
$1,399,000
4 beds2.5 baths3,420 sq ft
41 Reynolds Dr, Fairfield, CT 06824
OPEN TODAY, 12PM TO 2PM
$1,500,000
2 beds2 baths2,064 sq ft
1321 Brookside Dr, Fairfield, CT 06824
$2,795,000
5 beds3.5 baths3,625 sq ft
108 Colonial Dr, Fairfield, CT 06824
OPEN SUN, 12PM TO 3PM
$799,999
3 beds1.5 baths1,724 sq ft
122 Marsh Dr, Fairfield, CT 06824
See all

Provided by Redfin

Sale history for 20 Deepwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$12,172 (+1.0%)

$256,900 + $185,570

$442,470

2022

$12,053 (+1.2%)

$256,900 + $185,570

$442,470

2021

$11,915 (+0.4%)

$256,900 + $184,730

$441,630

2020

$11,867

$222,810 + $220,150

$442,960

2019

$11,867 (+1.6%)

$222,810 + $220,150

$442,960

2018

$11,676 (+2.1%)

$222,810 + $220,150

$442,960

2017

$11,437 (+1.5%)

$222,810 + $220,150

$442,960

2016

$11,273 (+7.7%)

$222,810 + $220,150

$442,960

2014

$10,463

$251,230 + $177,590

$428,820

Tax history for 20 Deepwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$12,172 (+1.0%)

$256,900 + $185,570

$442,470

2022

$12,053 (+1.2%)

$256,900 + $185,570

$442,470

2021

$11,915 (+0.4%)

$256,900 + $184,730

$441,630

2020

$11,867

$222,810 + $220,150

$442,960

2019

$11,867 (+1.6%)

$222,810 + $220,150

$442,960

2018

$11,676 (+2.1%)

$222,810 + $220,150

$442,960

2017

$11,437 (+1.5%)

$222,810 + $220,150

$442,960

2016

$11,273 (+7.7%)

$222,810 + $220,150

$442,960

2014

$10,463

$251,230 + $177,590

$428,820

*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

43,560

Year renovated

2026

Sq. Ft.

3,186

Year built

1955

Style

Single Family Residential

County

Fairfield County

APN

124864

Parking Spaces

Basement

Yes

Accessible

HOA Dues

$400 /month

Garage

Yes

Features

Views, Green

Last updated by owner on Jan 30, 2026.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 1

Interior

Interior Information
Total Rooms: 10
Laundry Room Info: Lower Level
Interior Features: Security System
In-Law Apartment: Possible
In-Law Access: Second Floor
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Oven/Range, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Electric Dryer

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Mud Room
Room Count: 8
Basement Description: Full With Walk-Out, Concrete Floor, Storage, Sump Pump
Has Attic
Attic Description: Walk-up, Pull-Down Stairs, Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Wood
Exterior Features: Deck, Gutters, Lighting, Shed

Lot Information
Lot Description: Some Wetlands, Fence - Partial

Building Information
Foundation Type: Block
Construction Description: Frame, Concrete
Color: Gray

Property Information
Waterfront Description: Water Community, Association Required, Beach Rights
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3186
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $442,960

Utilities

Utility Information
Water Source: Public Water Connected, Public Water In Street
Sewage System: Public Sewer Connected
Hot Water Description: Electric
Heat Type: Baseboard, Hot Water, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Fireplace Insert, Storm Doors, Storm Windows

Location

HOA Information
Has Home Owner's Assocation
HOA Fee Frequency: Annually
HOA Fee Amount: $400
Association Fee Includes: Lake/Beach Access

School Information
Middle Jr High School: Fairfield Woods
High School: Fairfield Warde
Elementary School: Jennings

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Lake, Library, Park, Public Transportation, Tennis Courts
Directions: Black Rock Tpke to Rock Ridge to Deepwood
County: Fairfield

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,186
Stories: 2.0
Parking Spaces: 1
Basement: Yes
Accessible: No
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 1955
Year Renovated: 2026
County: Fairfield County
APN: 124864
HOA Dues: $400/month
Garage: Yes
Features: Views, Green

Home facts updated by owner on Jan 30, 2026

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

Jennings School

Public K-5 • Assigned • 1.1mi

8/10

Fairfield Woods Middle School

Public 6-8 • Assigned • 1.0mi

8/10

Fairfield Warde High School

Public 9-12 • Assigned • 1.7mi

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, 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

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

$1.24M – $1.51M

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OPEN SUN, 12PM TO 2PM

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NEW 1 DAY AGO

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OPEN TODAY, 1PM TO 3PM

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4 beds2.5 baths3,420 sq ft

41 Reynolds Dr, Fairfield, CT 06824

OPEN TODAY, 12PM TO 2PM

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2 beds2 baths2,064 sq ft

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Home values near 20 Deepwood Rd

Data from public records.

Address	Redfin Estimate
178 Deepwood Road, Fairfield, CT 3 Beds \| 4 Baths \| 2000 Sq. Ft.	$1,152,959
141 Deepwood Road, Fairfield, CT 5 Beds \| 3 Baths \| 3889 Sq. Ft.	$1,538,017

Address	Redfin Estimate
117 Deepwood Road, Fairfield, CT 3 Beds \| 2.5 Baths \| 3650 Sq. Ft.	$1,650,140
84 Deepwood Road, Fairfield, CT 4 Beds \| 2 Baths \| 1741 Sq. Ft.	$1,000,495

Address	Redfin Estimate
81 Deepwood Road, Fairfield, CT 4 Beds \| 2.5 Baths \| 1995 Sq. Ft.	$1,066,402
142 Deepwood Road, Fairfield, CT 4 Beds \| 3.5 Baths \| 3303 Sq. Ft.	$1,318,590

Property information provided by Smart MLS when last listed in 2018. This data may not show owner updates. Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06824, CT

Sale history for 20 Deepwood Rd

Tax history for 20 Deepwood 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 20 Deepwood Rd

More real estate resources