Off market oct 2020 for $180K

$390,277

Est. refi paymentEst. refi $818/mo

•

1,680

sq ft

39 Deepwood Rd, Naugatuck, CT 06770

About this home

Calling Don Draper...the purple house is for sale! This well-known vintage westside Ranch will take you back to the Mad Men era...designed with one goal - to dazzle and entertain! The main floor features an open floor plan with a formal dining area, living room with fireplace, spacious kitchen with ample cabinet and counter space, 2 bedrooms with phenomenal closets and 2 full baths. The rear enclosed glass porch with nature views provides a private sanctuary and endless entertainment opportunities. If that isn't enough, the lower level has a finished family room with additional full bath and a finished kitchen/laundry room area. You'll love the private rear yard with it's perennial flowers, the 2-car basement garage, open front porch, the secluded side yard patio and central air conditioning which compliments this one-of-a-kind home. Property to be sold in "as is" condition.

Single-familyProperty Type

1962Year Built

0.43 acresLot Size

$232Est. Price/Sq.Ft.

2 car garageParking

Listed by Hank Witkoski • Witkoski Associates, LLC.

Bought with Omar Montalvo • William Raveis Real Estate

Source:Smart MLS #170340934

Redfin Estimate

$390,277

$210K since sold in October 2020$1,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.4% lower than the average sale price ($412K) of 6 comparable homes.

SOLD JUN 3, 2026
$440,000
A
3 beds3 baths1,736 sq ft
545 N Church St, Naugatuck, CT 06770
SOLD SEP 29, 2026
$415,000
B
3 beds2 baths1,401 sq ft
2 Chestnut Cir, Naugatuck, CT 06770
SOLD JUL 23, 2026
$364,900
C
3 beds2 baths1,176 sq ft
85 Timothy Rd, Naugatuck, CT 06770
SOLD JAN 14, 2026
$320,000
D
2 beds2 baths1,588 sq ft
96 Round Hill Rd, Naugatuck, CT 06770
SOLD JUL 10, 2026
$435,000
E
3 beds2 baths1,812 sq ft
123 Evelyn Dr, Naugatuck, CT 06770
SOLD JUL 8, 2026
$500,000
F
3 beds2.5 baths2,002 sq ft
36 Stoneybrook Rd, Naugatuck, CT 06770

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$238,790

Est. take-home

List your home with Redfin and save $3,903

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,654/mo

Redfin rental estimate

List your home for rent

Market trends in 06770, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.4%

0.7% MoM

Median sale price

$365K

$407 MoM

Avg. days on market

44d

1 days MoM

Recently sold homes

102

11 MoM

New listings for sale

OPEN SUN, 12PM TO 2PM
$424,900
3 beds1 bath1,224 sq ft
50 Hill Rd, Naugatuck, CT 06770
$419,975
5 beds3 baths2,271 sq ft
21 Aetna St, Naugatuck, CT 06770
OPEN SUN, 12PM TO 2PM
$349,900
2 beds1 bath1,373 sq ft
30 Hackett St, Naugatuck, CT 06770
NEW 24 HRS AGO
$299,900
3 beds1 bath959 sq ft
102 Brookside Ave, Naugatuck, CT 06770
$324,000
3 beds1.5 baths1,190 sq ft
54 Quinn St, Naugatuck, CT 06770
$599,900
5 beds3 baths3,053 sq ft
310 Wooster St, Naugatuck, CT 06770
SHORT SALE
$179,900
2 beds1 bath1,026 sq ft
18 Bridge St Unit 1P, Naugatuck, CT 06770
$345,000
3 beds1.5 baths936 sq ft
34 Beacon Manor Cir, Naugatuck, CT 06770
$210,000
3 beds1 bath1,642 sq ft
85 Aetna St #12, Naugatuck, CT 06770
$399,900
4 beds2 baths1,736 sq ft
696 High St, Naugatuck, CT 06770
See all

Provided by Redfin

Sale history for 39 Deepwood Rd

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2022

$6,371

$38,110 + $95,310

$133,420

2021

$6,371

$38,110 + $95,310

$133,420

2020

$6,371 (+1.1%)

$38,110 + $95,310

$133,420

2019

$6,304 (−1.3%)

$38,110 + $95,310

$133,420

2018

$6,385 (−0.4%)

$53,710 + $78,350

$132,060

2017

$6,412 (+1.9%)

$53,710 + $78,350

$132,060

2016

$6,295 (+5.8%)

$53,710 + $78,350

$132,060

2014

$5,951 (+10.4%)

$53,710 + $78,350

$132,060

2011

$5,388

$53,710 + $78,350

$132,060

Tax history for 39 Deepwood Rd

Year

Property tax

Land + Additions

Assessment*

2022

$6,371

$38,110 + $95,310

$133,420

2021

$6,371

$38,110 + $95,310

$133,420

2020

$6,371 (+1.1%)

$38,110 + $95,310

$133,420

2019

$6,304 (−1.3%)

$38,110 + $95,310

$133,420

2018

$6,385 (−0.4%)

$53,710 + $78,350

$132,060

2017

$6,412 (+1.9%)

$53,710 + $78,350

$132,060

2016

$6,295 (+5.8%)

$53,710 + $78,350

$132,060

2014

$5,951 (+10.4%)

$53,710 + $78,350

$132,060

2011

$5,388

$53,710 + $78,350

$132,060

*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

0.43 Acres

Year renovated

—

Sq. Ft.

1,464

Year built

1962

Style

Single Family Residential

County

New Haven County

APN

2262509

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Parking

Garage Information
Garage & Parking: Under House Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 6
Laundry Room Info: Lower Level
Interior Features: Open Floor Plan
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 2

Room Information
Basement Description: Full, Partially Finished, Sump Pump
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Brick, Wood
Exterior Features: Patio, Porch, Porch-Enclosed, Shed

Lot Information
Lot Description: Lightly Wooded

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1464
Driveway Type: Private

Financial

Assessments Information
Assessed Value: $133,420

Utilities

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

Location

School Information
High School: Naugatuck
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Directions: Field Street to Timothy Road to Deepwood Road
County: New Haven

Public facts

Beds: 2
Baths: 3.0
Sq. Ft.: 1,464
Stories: 1.0
Lot Size: 0.43 acres
Style: Single Family Residential
Year Built: 1962
Year Renovated: —
County: New Haven County
APN: 2262509

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Western School

Public K-4 • Assigned • 0.7mi

6/10

City Hill Middle School

Public 7-8 • Assigned • 2.0mi

6/10

Naugatuck High School

Public 9-12 • Assigned • 0.8mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Naugatuck, CT • 06770

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 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$371,000 – $449,000

Reach more buyers when you sell with Redfin. Save up to $3,903 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

OPEN SUN, 12PM TO 2PM

$424,900

3 beds1 bath1,224 sq ft

50 Hill Rd, Naugatuck, CT 06770

Updated kitchen • Cozy fireplace • Walk-out basement

OPEN SUN, 12PM TO 2PM

$674,900

2 beds2 baths1,682 sq ft

941 Mackenzie Ln #941, Oxford, CT 06478

Cul-de-sac • Center island • Quartz countertops

NEW CONSTRUCTION

$449,900

3 beds2.5 baths2,093 sq ft

Lot 5 Granby St, Waterbury, CT 06708

Open-concept layout • Walk-in closet • En-suite bathroom

3D WALKTHROUGH

$324,500

3 beds2 baths1,506 sq ft

327 Highland Dr, Waterbury, CT 06708

Split level • Living room • Fireplace

3D WALKTHROUGH

$737,000

6 beds3.5 baths3,930 sq ft

219 Hillside Ave, Naugatuck, CT 06770

Updated kitchen • Updated bathrooms • Grand foyer

$699,900

4 beds2.5 baths3,931 sq ft

59 Michael Ln, Naugatuck, CT 06770

Private community • Access to a lake • Secluded lot

New listings for sale in 06770

OPEN SUN, 12PM TO 2PM

$424,900

3 beds1 bath1,224 sq ft

50 Hill Rd, Naugatuck, CT 06770

Updated kitchen • Cozy fireplace • Walk-out basement

$419,975

5 beds3 baths2,271 sq ft

21 Aetna St, Naugatuck, CT 06770

Updated kitchens • New roof • Paved parking

OPEN SUN, 12PM TO 2PM

$349,900

2 beds1 bath1,373 sq ft

30 Hackett St, Naugatuck, CT 06770

One-level living • Remodeled kitchen • Updated bathroom

NEW 24 HRS AGO

$299,900

3 beds1 bath959 sq ft

102 Brookside Ave, Naugatuck, CT 06770

Updated kitchen • Granite countertops • Tile flooring

$324,000

3 beds1.5 baths1,190 sq ft

54 Quinn St, Naugatuck, CT 06770

Hardwood floors • Granite countertops • Level backyard

$599,900

5 beds3 baths3,053 sq ft

310 Wooster St, Naugatuck, CT 06770

New kitchen • Beautiful fireplace • Shiplap accent wall

SHORT SALE

$179,900

2 beds1 bath1,026 sq ft

18 Bridge St Unit 1P, Naugatuck, CT 06770

Updated kitchen • Large windows • Courtyard views

$345,000

3 beds1.5 baths936 sq ft

34 Beacon Manor Cir, Naugatuck, CT 06770

Corner lot • Double-car garage • Workspace potential

$210,000

3 beds1 bath1,642 sq ft

85 Aetna St #12, Naugatuck, CT 06770

Close to shopping • Close to highways • $281 HOA

Home values near 39 Deepwood Rd

Data from public records.

Address	Redfin Estimate
20 Deepwood Road, Naugatuck, CT 3 Beds \| 2 Baths \| 2261 Sq. Ft.	$494,654
34 Deepwood Road, Naugatuck, CT 4 Beds \| 2 Baths \| 2031 Sq. Ft.	$483,075

Address	Redfin Estimate
19 Deepwood Road, Naugatuck, CT 3 Beds \| 2.5 Baths \| 2450 Sq. Ft.	$485,455
47 Deepwood Road, Naugatuck, CT 2 Beds \| 1.5 Baths \| 1318 Sq. Ft.	$331,748

Address	Redfin Estimate
5 Deepwood Road, Naugatuck, CT 3 Beds \| 1.5 Baths \| 1634 Sq. Ft.	$420,150
55 Deepwood Road, Naugatuck, CT 4 Beds \| 3 Baths \| 2098 Sq. Ft.	$385,105

Property information provided by Smart MLS when last listed in 2020. This data may not match . Learn more.

More real estate resources

Neighborhoods
Cities
Zip Codes
Minor Civil Divisions
Popular Searches

Town Plot homes for sale
Hopeville homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

06762 homes for sale
06770 homes for sale
06478 homes for sale
06706 homes for sale
06708 homes for sale

Wallingford homes for sale
Simsbury homes for sale
Fairfield homes for sale
Farmington homes for sale
Branford homes for sale

Houses for rent in Naugatuck	Agents near me	Westport, CT homes for sale	Naugatuck Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Naugatuck Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

New Haven homes for sale
Trumbull homes for sale
Milford homes for sale