Off Market Nov 2021 for $539K

$812,217

Est. refi paymentEst. refi $4,008/mo

•

2,159

sq ft

44 Olmstead Rd, Redding, CT 06896

About this home

This beautiful, expertly renovated home features a main level with hardwood floors throughout and an open floor plan, and a fully finished lower level with the privacy of its own full bath, expansive family room w/fireplace, a bedroom/office, and engineered flooring for beauty and durability. The 4-season sunroom has a full view of the fenced-in back yard and large wooden deck. The adjoining kitchen offers brand new appliances, quartz counters, and amazing storage space. During the day light fills this home through its many windows, and when the sun goes down the living room can be brightened by firelight from the home’s second fireplace. HIGHLIGHTS: • Vinyl Siding: NEW • Well Pump & Filter: NEW • Septic System & Leaching Field: NEW • Heating (high efficiency propane furnace): NEW • Water Heater (50 gal, electric): NEW • Central A/C: NEW • Kitchen Appliances: NEW • Home is very well-oriented for PV solar. Commuters will love the convenience of the nearby (5 miles) Branchville train station, as well as I-84. For shopping, besides the many local shops (especially along Rt 7) the Danbury Fair Mall is only a 5.5 mile drive and Stew Leonard’s is about twice that.

Single-familyProperty Type

1967Year Built

0.56 acresLot Size

$376Est. Price/Sq.Ft.

1 car garageParking

Listed by Rick Hoefle • Century 21 Scala Group

Bought with Alexandria Kebalo • eXp Realty

Bought with Melissa Guerrero • eXp Realty

Source:Smart MLS #170433184

Redfin Estimate

$812,217

$273K since sold in November 2021$17K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.3% higher than the average sale price ($764K) of 6 comparable homes.

SOLD JUL 20, 2026
$590,000
A
3 beds2 baths2,134 sq ft
15 Wicks Manor Dr, Danbury, CT 06810
SOLD MAR 4, 2026
$775,000
B
3 beds2.5 baths2,020 sq ft
20 Rita Rd, Ridgefield, CT 06877
SOLD DEC 2, 2025
$950,000
C
4 beds2.5 baths2,145 sq ft
53 Riverside Dr, Ridgefield, CT 06877
SOLD AUG 10, 2026
$825,000
D
3 beds2 baths1,772 sq ft
93 Carol St, Danbury, CT 06810
SOLD OCT 31, 2025
$845,000
E
3 beds2.5 baths1,975 sq ft
15 Riverside Dr, Ridgefield, CT 06877
SOLD MAR 17, 2026
$599,000
F
3 beds2.5 baths1,622 sq ft
86 Starrs Plain Rd, Danbury, CT 06810

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

Earn from this home

Sell

$371,511

Est. take-home

List your home with Redfin and save $8,122

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$1,185/mo

Redfin rental estimate

List your home for rent

Market trends in 06896, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.0%

+2.8% MoM

Median sale price

$825K

$108K MoM

Avg. days on market

36d

38 days MoM

Recently sold homes

5 MoM

New listings for sale

$749,900
3 beds2 baths2,140 sq ft
22 Great Pasture Rd, Redding, CT 06896
$900,000
4 beds2.5 baths3,170 sq ft
15 Fire Hill Ln, Redding, CT 06896
$799,000
3 beds1 bath1,616 sq ft
6 Great Pond Ln, Redding, CT 06896
See all

Provided by Redfin

Sale history for 44 Olmstead Rd

Date

Event

Price

Public Records

Nov 8, 2021

Sold

$535,000

$248/sq ft

Smart MLS #170433184

Nov 5, 2021

Sold

$539,000

$250/sq ft

Sep 12, 2021

Relisted

—

Sep 12, 2021

Relisted

—

Sep 12, 2021

Listing Removed

—

Aug 25, 2021

Listed

$539,000

$250/sq ft

Smart MLS #170413303

Aug 25, 2021

Listing Removed

—

Aug 9, 2021

Price Changed

$549,900

$255/sq ft

Jul 22, 2021

Price Changed

$559,900

$259/sq ft

Jun 23, 2021

Listed

$579,900

$269/sq ft

Smart MLS #170260971

Mar 26, 2020

Sold

$215,000

$100/sq ft

Feb 9, 2020

Pending

—

Feb 6, 2020

Price Changed

$229,500

$106/sq ft

Jan 3, 2020

Listed

$255,000

$118/sq ft

REDUCED -- WONDERFUL OPPORTUNITY - Sited well on beautiful property, this handsome home comprises a large living room, dining area, kitchen with deck, sun room, 3 generous sized bedrooms and fully finished basement. Referred to as the "Vermont within 60 miles of Manhattan", Redding is known for its serene beauty & incomparable verdant rolling hills, pastoral meadows, sparkling streams & strikingly peaceful environment. This charming town remains committed to excellence in education, preservation of its historical & natural resources, & safeguarding the wonderful quality of life it offers. Recognized for its cultural & historical heritage & home to Mark Twain, Redding comprises 32 sq mi of winding country roads meandering through forests & meadows, past splashing brooks, old stone walls & an occasional waterfall, some officially designated as scenic. Over 25% of the town land is permanently preserved open space, giving Redding an extraordinary serene & rural character. With 2 state parks & hundreds of miles of walking trails, the beauty of N England can be enjoyed all seasons. Sold As Is. LBP. Available financing FHA, Conventional or Cash.

Smart MLS #170227058

Dec 16, 2019

Listing Removed

—

Aug 17, 2019

Listed

$271,800

$126/sq ft

Public Records

Apr 16, 2014

Sold

$310,000

$144/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$11,444 (+18.3%)

$123,300 + $290,000

$413,300

2022

$9,672 (+38.4%)

$132,000 + $158,100

$290,100

2021

$6,988 (−5.8%)

$132,000 + $80,800

$212,800

2020

$7,415

$132,000 + $93,800

$225,800

2019

$7,415 (+3.5%)

$132,000 + $93,800

$225,800

2018

$7,162 (+9.9%)

$132,000 + $93,800

$225,800

2017

$6,516 (+1.3%)

$118,700 + $101,300

$220,000

2016

$6,433 (+1.1%)

$118,700 + $101,300

$220,000

2014

$6,360

$118,700 + $101,300

$220,000

Tax history for 44 Olmstead Rd

Year

Property tax

Land + Additions

Assessment*

2023

$11,444 (+18.3%)

$123,300 + $290,000

$413,300

2022

$9,672 (+38.4%)

$132,000 + $158,100

$290,100

2021

$6,988 (−5.8%)

$132,000 + $80,800

$212,800

2020

$7,415

$132,000 + $93,800

$225,800

2019

$7,415 (+3.5%)

$132,000 + $93,800

$225,800

2018

$7,162 (+9.9%)

$132,000 + $93,800

$225,800

2017

$6,516 (+1.3%)

$118,700 + $101,300

$220,000

2016

$6,433 (+1.1%)

$118,700 + $101,300

$220,000

2014

$6,360

$118,700 + $101,300

$220,000

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.56 Acres

Year renovated

—

Sq. Ft.

1,358

Year built

1967

Style

Single Family Residential

County

Fairfield County

APN

271354

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Under House Garage
Garages Number: 1

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 7
Laundry Room Location: Room at bottom of stairs
Interior Features: Auto Garage Door Opener, Open Floor Plan
In-Law Apartment: Possible
Fireplaces Total: 2
Cooling System: Attic Fan, Central Air
Appliances Included: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Laundry Room, Workshop
Room Count: 10
Basement Description: Full, Heated, Cooled, Interior Access, Garage Access, Liveable Space
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Barn, Deck, Gutters, Lighting, Shed, Stone Wall

Lot Information
Lot Description: Lightly Wooded, Sloping Lot

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1358
Driveway Type: Private, Asphalt

Financial

Assessments Information
Assessed Value: $212,800

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 50 Gallon Tank, Electric
Heat Type: Hot Air
Heat Fuel Type: Propane
Fuel Tank Location: In Basement
Energy Features: Energy Star Rated, Ridge Vents, Thermopane Windows

Location

School Information
Middle Jr High School: Per Board of Ed
Intermediate School: Per Board of Ed
High School: Per Board of Ed
Elementary School: Per Board of Ed

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Lake, Library, Public Rec Facilities, Public Transportation, Shopping/Mall
Directions: Easy access from Rt. 7 Great Pond Rd (becomes Picketts Ridge Rd); Left on Olmstead; take first left to follow left branch of Olmstead (it's a loop); #44 is the fourth on the right (it has yellow front door).
County: Fairfield

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,358
Stories: 1.0
Lot Size: 0.56 acres
Style: Single Family Residential
Year Built: 1967
Year Renovated: —
County: Fairfield County
APN: 271354

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 7

Around this home

Schools

John Read Middle School

Public 5-8 • Assigned • 3.4mi

9/10

Joel Barlow High School

Public 9-12 • Assigned • 6.6mi

7/10

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

4/10 Heat Factor

7 days above 98° 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

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Redding, CT • 06896

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

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$772,000 – $935,000

Reach more buyers when you sell with Redfin. Save up to $8,122 in fees. 3 minutes to get started.

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

Nearby similar homes

$499,000

Land— sq ft

65 Umpawaug Rd, Redding, CT 06896

$900,000

Land— sq ft

67 Umpawaug Rd, Redding, CT 06896

$4,500,000

3 beds5 baths5,824 sq ft

155 Long Ridge Rd, Danbury, CT 06810

SHORT SALE

$599,000

3 beds2 baths1,094 sq ft

518 Bennetts Farm Rd, Ridgefield, CT 06877

$550,000

3 beds2 baths1,260 sq ft

8 Lakeside DR EXT, Ridgefield, CT 06877

VIDEO TOUR

$1,095,000

3 beds2.5 baths4,552 sq ft

101 Carol St, Danbury, CT 06810

New listings for sale in 06896

$749,900

3 beds2 baths2,140 sq ft

22 Great Pasture Rd, Redding, CT 06896

$900,000

4 beds2.5 baths3,170 sq ft

15 Fire Hill Ln, Redding, CT 06896

$799,000

3 beds1 bath1,616 sq ft

6 Great Pond Ln, Redding, CT 06896

Home values near 44 Olmstead Rd

Data from public records.

Address	Redfin Estimate
39 Olmstead Road, Redding, CT 3 Beds \| 2.5 Baths \| 1476 Sq. Ft.	$692,909
26 Olmstead Road, West Redding, CT 4 Beds \| 4 Baths \| 3080 Sq. Ft.	$719,291

Address	Redfin Estimate
19 Olmstead Road, Redding, CT 2 Beds \| 2 Baths \| 1125 Sq. Ft.	—
12 Olmstead Road, Redding, CT 3 Beds \| 3 Baths \| 1400 Sq. Ft.	$775,867

Address	Redfin Estimate
49 Olmstead Road, Redding, CT 2 Beds \| 1 Baths \| 832 Sq. Ft.	$521,830
27 Olmstead Road, Redding, CT 4 Beds \| 3 Baths \| 1888 Sq. Ft.	$720,228

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

More real estate resources

Zip Codes
Cities
Minor Civil Divisions
Popular Searches

07739 homes for sale
07701 homes for sale
07724 homes for sale
07702 homes for sale
07704 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.

East Brunswick Township homes for sale
Manalapan Township homes for sale
Monroe Township homes for sale
Brick Township homes for sale
Middletown Township homes for sale

Houses for rent in Red Bank	Agents near me	Ridgewood, NJ homes for sale	Red Bank Housing Market
Houses for sale near me	Jersey City, NJ homes for sale	Summit, NJ homes for sale
Land for sale near me	Montclair, NJ homes for sale	Edison, NJ homes for sale
Open Houses near me	Hoboken, NJ homes for sale	Red Bank Property Records
Condos for sale near me	Princeton, NJ homes for sale	CT New Listings

Metuchen homes for sale
Edison homes for sale
New York homes for sale