Off market oct 2024 for $525K

$596,945

Est. refi paymentEst. refi $1,868/mo

•

1,476

sq ft

25 Downing Way, Madison, CT 06443

About this home

This condo is the larger of the two ranch-styles homes in Windermere, featuring six rooms, including a den/family room with a gas fireplace and custom built-in bookcases and cabinets. Right off this room is a delightful enclosed 3-season porch with access to a private patio and side and back yards. This home also has beautiful wood flooring, as seen in the photos. Both the natural-gas furnace and central air conditioning system are newer. The one-car detached garage offers extra storage space and is conveniently located close to the home. Windermere is a desirable complex just minutes from the amenities Madison has to offer: Hammonasset State Part, 3 separate beaches, shopping, library and restaurants to name a few.

CondoProperty Type

1979Year Built

$404Est. Price/Sq.Ft.

1 car garageParking

Listed by Doris Fallon • William Raveis Real Estate

Bought with Debbie Rowe • William Raveis Real Estate

Source:Smart MLS #24038635

Redfin Estimate

$596,945

$72K since sold in October 2024$1,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.2% higher than the average sale price ($518K) of 6 comparable homes.

SOLD SEP 22, 2026
$540,000
A
2 beds2 baths1,476 sq ft
28 Downing Way #28, Madison, CT 06443
SOLD OCT 6, 2026
$500,000
B
2 beds2 baths1,280 sq ft
22 Thelbridge St #22, Madison, CT 06443
SOLD SEP 17, 2026
$620,000
C
2 beds2 baths1,644 sq ft
4 Aylesbury Cir #4, Madison, CT 06443
SOLD MAY 27, 2026
$535,000
D
2 beds2 baths1,476 sq ft
6 Sandgate Cir, Madison, CT 06443
SOLD OCT 7, 2026
$445,000
E
2 beds2 baths1,360 sq ft
6 Ladshaw Dr #6, Madison, CT 06443
SOLD AUG 10, 2026
$470,000
F
2 beds2 baths1,280 sq ft
34 Canborne Way #34, Madison, CT 06443

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

Earn from this home

Sell

$155,596

Est. take-home

List your home with Redfin and save $5,969

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,582/mo

Redfin rental estimate

List your home for rent

Market trends in 06443, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

102.7%

+0.4% MoM

Median sale price

$799K

$6K MoM

Avg. days on market

38d

5 days MoM

Recently sold homes

2 MoM

New listings for sale

$1,779,000
3 beds2.5 baths2,566 sq ft
16 North Ave, Madison, CT 06443
$499,900
3 beds2 baths1,994 sq ft
8 Stephanie Ct, Madison, CT 06443
OPEN TODAY, 12PM TO 1:30PM
$499,900
3 beds3 baths1,944 sq ft
25 Samantha Ln, Madison, CT 06443
COMING SOON
$1,299,000
5 beds3.5 baths4,723 sq ft
37 Silo Hl, Madison, CT 06443
$549,900
4 beds2 baths1,728 sq ft
252 Boston Post Rd, Madison, CT 06443
$275,000
2 beds1 bath751 sq ft
59 EAST St, Madison, CT 06434
$550,000
2 beds2 baths1,316 sq ft
91 Neck Rd, Madison, CT 06443
$550,000
2 beds2 baths1,280 sq ft
23 Wilshire Rd Unit A, Madison, CT 06443
$665,000
3 beds2.5 baths2,237 sq ft
3 Poole Rd, Madison, CT 06443
See all

Provided by Redfin

Sale history for 25 Downing Way

Tax history for 25 Downing Way

*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

—

Year renovated

—

Sq. Ft.

1,476

Year built

1979

Style

Condo/Co-op

County

New Haven County

APN

1155471

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: 1

Interior

Virtual Tour Information

Interior Information
Total Rooms: 6
Levels In Unit: 1
In-Law Apartment: No
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 2

Room Information
Basement Description: None
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Exterior Siding: Vinyl Siding

Land Information
Encumbrances Restrictions: Renting, Boats, Trailer(S)

Building Information
Construction Description: Frame
Complex: Windermere West

Property Information
Property Type: Condo/Co-Op For Sale
Property Sub Type: Condominium
Property Info: On Leased Land

Financial

Assessments Information
Assessed Value: $322,400

Rental Information
Property Management Type: Professional-Off Site
Pets Allowed: Yes
Pets Allowed Info: 2

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Shared Septic
Heat Type: Hot Air
Heat Fuel Type: Natural Gas

Location

Multi-Unit Information
Total Number of Units: 150
End Unit

HOA Information
Has Home Owner's Assocation
HOA Fee Frequency: Monthly
HOA Fee Amount: $475
Association Fee Includes: Grounds Maintenance, Trash Pickup, Snow Removal, Property Management, Road Maintenance, Insurance

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

Location Information
State: Connecticut
Nearby Amenities: Commuter Bus, Golf Course, Health Club, Library, Medical Facilities, Park, Public Transportation, Shopping/Mall
Directions: Rt. One to Cottage Road; right into Windermere; left on Aylesbury Circle; left onto Downing Way.
County: New Haven

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,476
Stories: 1.0
Lot Size: —
Style: Condo/Co-op
Year Built: 1979
Year Renovated: —
County: New Haven County
APN: 1155471

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

K - 12
Preschool & daycare

J. Milton Jeffrey Elementary School

Public K-3 • Assigned • 3.5mi

Walter C. Polson Upper Middle School

Public 6-8 • Assigned • 3.7mi

10/10

Daniel Hand High School

Public 9-12 • Assigned • 3.7mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Historical weather

Madison, CT • 06443

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 9 hours in June and 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$568,000 – $687,000

Reach more buyers when you sell with Redfin. Save up to $5,969 in fees. 3 minutes to get started.

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

Nearby similar homes

$550,000

2 beds2 baths1,280 sq ft

23 Wilshire Rd Unit A, Madison, CT 06443

Private backyard • Inviting living room • Fireplace

$199,900

1 bed1 bath540 sq ft

15 Sunset Ter #10, Essex, CT 06426

Stylish kitchen • Quartz countertops • Remodeled bath

$439,900

2 beds1 bath1,026 sq ft

27 N Main St #8, Essex, CT 06426

Private deck • Roof top deck • $635 HOA

$238,000

2 beds1 bath912 sq ft

18 Hamre Ln Unit A, Branford, CT 06405

Modern convenience • Updated kitchen • Covered deck

NEW CONSTRUCTION

$849,000

3 beds2.5 baths2,200 sq ft

151-153 E Main St #28, Clinton, CT 06413

Clinton beach • New development • Duplex townhomes

$294,000

2 beds1.5 baths1,296 sq ft

4 Founders Vlg #4, Clinton, CT 06413

End-unit townhouse • Assigned parking • Spacious living room

New listings for sale in 06443

$1,779,000

3 beds2.5 baths2,566 sq ft

16 North Ave, Madison, CT 06443

Deeded beach rights • 0.23 acre lot • 2 garage spots

$499,900

3 beds2 baths1,994 sq ft

8 Stephanie Ct, Madison, CT 06443

Quiet cul-de-sac • Updated kitchen • Walkout access

OPEN TODAY, 12PM TO 1:30PM

$499,900

3 beds3 baths1,944 sq ft

25 Samantha Ln, Madison, CT 06443

Cul-de-sac setting • Open floor plan • Center island

COMING SOON

$1,299,000

5 beds3.5 baths4,723 sq ft

37 Silo Hl, Madison, CT 06443

Eat-in kitchen • Granite counters • Large deck

$549,900

4 beds2 baths1,728 sq ft

252 Boston Post Rd, Madison, CT 06443

Generous grounds • Lush greenery • Updated kitchen

$275,000

2 beds1 bath751 sq ft

59 EAST St, Madison, CT 06434

Finished porch • Remodeled kitchen • Quarts countertops

$550,000

2 beds2 baths1,316 sq ft

91 Neck Rd, Madison, CT 06443

New furnace • Security system • 6,969 sq ft lot

$550,000

2 beds2 baths1,280 sq ft

23 Wilshire Rd Unit A, Madison, CT 06443

Private backyard • Inviting living room • Fireplace

$665,000

3 beds2.5 baths2,237 sq ft

3 Poole Rd, Madison, CT 06443

Private sanctuary • Wooded grounds • Flexible floor plan

Home values near 25 Downing Way

Data from public records.

Address	Redfin Estimate
24 Downing Way, Madison, CT 2 Beds \| 2 Baths \| 1280 Sq. Ft.	$501,770
28 Downing Way, Madison, CT 2 Beds \| 2 Baths \| 1476 Sq. Ft.	$567,870
24 Downing Way #24, Madison, CT 2 Beds \| 2 Baths \| 1280 Sq. Ft.	$552,580
27 Downing Way #27, Madison, CT 2 Beds \| 2 Baths \| 1280 Sq. Ft.	$560,921
8 Thelbridge Street, Madison, CT 2 Beds \| 2 Baths \| 1424 Sq. Ft.	$508,079
35 Aylesbury Circle, Madison, CT 2 Beds \| 2.5 Baths \| 1853 Sq. Ft.	$578,236
5 Aylesbury Circle, Madison, CT 2 Beds \| 2 Baths \| 1476 Sq. Ft.	$600,861

Address	Redfin Estimate
27 Downing Way, Madison, CT 2 Beds \| 2 Baths \| 1280 Sq. Ft.	$487,209
23 Downing Way, Madison, CT 2 Beds \| 2 Baths \| 1476 Sq. Ft.	$539,311
28 Downing Way #28, Madison, CT 2 Beds \| 2 Baths \| 1476 Sq. Ft.	$641,074
37 Aylesbury Circle, Madison, CT 2 Beds \| 2 Baths \| 1280 Sq. Ft.	$488,233
34 Aylesbury Circle, Madison, CT 2 Beds \| 2.5 Baths \| 1668 Sq. Ft.	$591,808
38 Aylesbury Circle, Madison, CT 2 Beds \| 2 Baths \| 1476 Sq. Ft.	$580,991
5 Aylesbury Circle #5, Madison, CT 2 Beds \| 2 Baths \| 1476 Sq. Ft.	$570,484

Address	Redfin Estimate
26 Downing Way, Madison, CT 2 Beds \| 2 Baths \| 1476 Sq. Ft.	$575,950
23 Downing Way #23, Madison, CT 2 Beds \| 2 Baths \| 1476 Sq. Ft.	$606,002
25 Downing Way #25, Madison, CT - Beds \| - Baths \| - Sq. Ft.	$605,916
33 Aylesbury Circle, Madison, CT 2 Beds \| 2.5 Baths \| 1620 Sq. Ft.	$586,910
10 Thelbridge Street, Madison, CT 2 Beds \| 2 Baths \| 1476 Sq. Ft.	$602,582
36 Aylesbury Circle, Madison, CT 2 Beds \| 2.5 Baths \| 1853 Sq. Ft.	$585,596
33 Aylesbury Circle #33, Madison, CT 2 Beds \| 2.5 Baths \| 1910 Sq. Ft.	$535,325

Property information provided by Smart MLS when last listed in 2024. This data may not match . Learn more.

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.

Redfin Brokerage Licenses

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.

Houses for rent in New Haven County	Agents near me	Westport, CT homes for sale	New Haven County 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	New Haven County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Westchester County homes for sale
Nassau County homes for sale
Suffolk County homes for sale

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

About this home

Redfin Estimate

Earn from this home

Market trends in 06443, CT

Sale history for 25 Downing Way

Tax history for 25 Downing Way

Public record

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06443

Home values near 25 Downing Way

More real estate resources