Off market oct 2019 for $765K

$1,332,718

Est. refi paymentEst. refi $5,229/mo

•

5,247

sq ft

27 Windwood Rd, Brookfield, CT 06804

About this home

Idyllically set on 2.86 acres at the end of a cul de sac in this Lake Lillinonah community. This charming, cottage chic cape boasts a cozy yet spacious plan, many updates, in ground pool, in-home office & a private country setting. The separate Carriage house (requires zoning application for apartment use) offers 2 bedrooms, great room, kitchen & 2 car garage w/it's own septic & separate electric. The meticulous main house offers a fabulous main level plan hosting a formal living & dining room, spacious white kitchen w/ inset panel, custom cabinetry, marble counters & open to a hearth room. The cottage chic continues in the grand master suite w/remodeled full bath, huge picture window to view the grounds & walk in closet. Four other bedrooms, two on main level, 5 total full baths plus an in home office with private entrance showcase the endless options unlike any other home. All this, plus sliders from kitchen to a canopied deck overlooking the fabulous in-ground pool & spa. Room for tennis court, basketball court are included in the many expansion opportunities. An impromptu RTV path, used by the owner for 17 years, leads thru the common area to a private dock on stunning & serene Lake Lillinonah. Imagine the possibilities for your own private oasis for family and guests alike. A unique weekend retreat, summer getaway or full-time residence. Just 90 minutes to NY city! This is a shoe free house & truly shows to perfection!

Single-familyProperty Type

1985Year Built

2.86 acresLot Size

$254Est. Price/Sq.Ft.

4 car garageParking

Listed by Barbara Sivba • Coldwell Banker Realty

Bought with Barbara Sivba • Coldwell Banker Realty

Source:Smart MLS #170213586

Redfin Estimate

$1,332,718

$568K since sold in October 2019$20K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.7% higher than the average sale price ($1.13M) of 6 comparable homes.

SOLD SEP 18, 2026
$1,230,000
A
4 beds3 baths4,422 sq ft
9 Hidden Brook Dr, Brookfield, CT 06804
SOLD SEP 10, 2026
$779,000
B
4 beds3.5 baths3,869 sq ft
91 Obtuse Hill Rd, Brookfield, CT 06804
SOLD JUN 5, 2026
$535,000
C
6 beds4.5 baths4,352 sq ft
99 Obtuse Hill Rd, Brookfield, CT 06804
SOLD SEP 17, 2026
$1,155,000
D
4 beds5 baths4,520 sq ft
18 Logging Trail Ln, Brookfield, CT 06804
SOLD SEP 18, 2026
$2,275,000
E
5 beds4.5 baths6,284 sq ft
62 Riverford Rd, Brookfield, CT 06804
SOLD JUN 5, 2026
$818,000
F
4 beds3 baths3,183 sq ft
37 Hidden Brook Dr, Brookfield, CT 06804

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Earn from this home

Sell

$729,135

Est. take-home

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Refinance

Est. cash available

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Market trends in 06804, CT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

100.3%

+0.2% MoM

Median sale price

$640K

$10K MoM

Avg. days on market

54d

7 days MoM

Recently sold homes

11 MoM

New listings for sale

OPEN SUN, 1PM TO 4PM
$699,000
4 beds2.5 baths2,540 sq ft
9 Surrey Dr, Brookfield, CT 06804
NEW 19 HRS AGO
$899,000
4 beds3.5 baths3,650 sq ft
3 Ashwood Ln, Brookfield, CT 06804
$975,000
4 beds3.5 baths5,104 sq ft
35 Christian Ln, Brookfield, CT 06804
$619,900
4 beds2.5 baths2,388 sq ft
18 Cove Rd, Brookfield, CT 06804
OPEN SUN, 1:30PM TO 3PM
$699,999
2 beds1 bath768 sq ft
2 Longview Dr, Brookfield, CT 06804
$2,199,900
3 beds3.5 baths3,120 sq ft
20 N Lake Shore Dr, Brookfield, CT 06804
COMING SOON
$995,000
5 beds3 baths4,019 sq ft
1 Christian Ln, Brookfield, CT 06804
$885,000
5 beds2 baths2,130 sq ft
40 Kellogg St, Brookfield, CT 06804
$443,500
2 beds2 baths768 sq ft
4 Candlewood BRCH, Brookfield, CT 06804
See all

Provided by Redfin

Sale history for 27 Windwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$15,951 (+3.8%)

$113,740 + $480,120

$593,860

2022

$15,369 (−2.3%)

$113,740 + $480,120

$593,860

2021

$15,735 (+1.7%)

$125,970 + $396,790

$522,760

2020

$15,469 (+4.0%)

$125,970 + $395,760

$521,730

2019

$14,868 (+2.8%)

$125,970 + $384,250

$510,220

2018

$14,460 (+3.8%)

$125,970 + $384,250

$510,220

2017

$13,924 (+1.0%)

$125,970 + $384,250

$510,220

2016

$13,782 (+2.7%)

$140,780 + $381,280

$522,060

2014

$13,417

$140,780 + $381,280

$522,060

Tax history for 27 Windwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$15,951 (+3.8%)

$113,740 + $480,120

$593,860

2022

$15,369 (−2.3%)

$113,740 + $480,120

$593,860

2021

$15,735 (+1.7%)

$125,970 + $396,790

$522,760

2020

$15,469 (+4.0%)

$125,970 + $395,760

$521,730

2019

$14,868 (+2.8%)

$125,970 + $384,250

$510,220

2018

$14,460 (+3.8%)

$125,970 + $384,250

$510,220

2017

$13,924 (+1.0%)

$125,970 + $384,250

$510,220

2016

$13,782 (+2.7%)

$140,780 + $381,280

$522,060

2014

$13,417

$140,780 + $381,280

$522,060

*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

2.86 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

54210

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, Detached Garage
Garages Number: 4

Interior

Interior Information
Total Rooms: 16
Laundry Room Location: main level mudroom
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System
In-Law Apartment: Possible
Fireplaces Total: 1
Cooling System: Ceiling Fans, Central Air, Wall Unit
Appliances Included: Electric Range, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 5

Bedroom Information
Beds Total: 7

Room Information
Rooms Additional: Bonus Room, Exercise Room, Foyer, Mud Room
Room Count: 15
Basement Description: Full With Walk-Out, Fully Finished, Heated, Interior Access, Walk-out, Storage
Has Attic
Attic Description: Walk-up, Partially Finished

Exterior

Exterior Features
Roof Information: Asphalt Shingle, Shingle
Exterior Siding: Clapboard, Vertical Siding, Wood
Exterior Features: Awnings, Covered Deck, French Doors, Garden Area, Guest House, Gutters, Shed, Stone Wall, Underground Utilities

Lot Information
Lot Description: On Cul-De-Sac, In Subdivision, Level Lot, Lightly Wooded, Treed, Professionally Landscaped

Land Information
Encumbrances Restrictions: Renting

Pool Information
Swimming Pool
Pool Description: In Ground Pool, Vinyl

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: white/taupe

Property Information
Waterfront Description: Lake, Access, Dock or Mooring, Walk to Water
Property Type: Single Family For Sale
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $510,220

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Propane, Tankless Hotwater
Heat Type: Hot Air, Hot Water, Hydro Air, Zoned
Heat Fuel Type: Propane
Fuel Tank Location: In Ground

Location

HOA Information
HOA Fee Frequency: Other

School Information
Middle Jr High School: Whisconier
Intermediate School: Huckleberry
High School: Brookfield
Elementary School: Center

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Lake, Library, Medical Facilities, Park, Shopping/Mall, Tennis Courts
Directions: Route 33 to Windwood -left on Windwood to end of cul de sac
County: Fairfield

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 2.86 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 54210

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Whisconier Middle School

Public 6-8 • Assigned • 2.8mi

8/10

Brookfield High School

Public 9-12 • Assigned • 1.6mi

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

4/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

5/10 Wind Factor

23% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Brookfield, CT • 06804

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$1.27M – $1.53M

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Nearby similar homes

NEW 19 HRS AGO

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NEW CONSTRUCTION

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116 Stony Hill Rd, Brookfield, CT 06804

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277 and 279 Candlewood Lake Rd, Brookfield, CT 06804

$624,444

3 beds2.5 baths1,965 sq ft

115 Forty Acre Mountain Rd, Danbury, CT 06811

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2 beds2 baths768 sq ft

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New listings for sale in 06804

OPEN SUN, 1PM TO 4PM

$699,000

4 beds2.5 baths2,540 sq ft

9 Surrey Dr, Brookfield, CT 06804

NEW 19 HRS AGO

$899,000

4 beds3.5 baths3,650 sq ft

3 Ashwood Ln, Brookfield, CT 06804

$975,000

4 beds3.5 baths5,104 sq ft

35 Christian Ln, Brookfield, CT 06804

$619,900

4 beds2.5 baths2,388 sq ft

18 Cove Rd, Brookfield, CT 06804

OPEN SUN, 1:30PM TO 3PM

$699,999

2 beds1 bath768 sq ft

2 Longview Dr, Brookfield, CT 06804

$2,199,900

3 beds3.5 baths3,120 sq ft

20 N Lake Shore Dr, Brookfield, CT 06804

COMING SOON

$995,000

5 beds3 baths4,019 sq ft

1 Christian Ln, Brookfield, CT 06804

$885,000

5 beds2 baths2,130 sq ft

40 Kellogg St, Brookfield, CT 06804

$443,500

2 beds2 baths768 sq ft

4 Candlewood BRCH, Brookfield, CT 06804

Home values near 27 Windwood Rd

Data from public records.

Address	Redfin Estimate
23 Windwood Rd, Brookfield, CT 3 Beds \| 2.5 Baths \| 1659 Sq. Ft.	$1,028,027
20 Windwood Rd, Brookfield, CT 4 Beds \| 2.5 Baths \| 3418 Sq. Ft.	$787,093

Address	Redfin Estimate
15 Windwood Rd, Brookfield, CT 4 Beds \| 3.5 Baths \| 3936 Sq. Ft.	$795,339
22 Windwood Rd, Brookfield, CT 4 Beds \| 2.5 Baths \| 2426 Sq. Ft.	$762,370

Address	Redfin Estimate
16 Windwood Rd, Brookfield, CT 4 Beds \| 2.5 Baths \| 2900 Sq. Ft.	$704,878
14 Windwood Rd, Brookfield, CT 3 Beds \| 3 Baths \| 2239 Sq. Ft.	$694,374

Property information provided by Smart MLS when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06804, CT

Sale history for 27 Windwood Rd

Tax history for 27 Windwood Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06804

Home values near 27 Windwood Rd

More real estate resources