21 Windwood Rd

4,638 Sq. Ft.
$420 / Sq. Ft.
4,638
Sq. Ft.
$420
per Sq. Ft.

Description

Welcome to a luxurious lakeside retreat that perfectly balances the serenity of a private sanctuary with the vibrancy of an entertainer's paradise. This move-in-ready home features an open floor plan, exuding elegance and tranquility at every turn. The living room, with its cozy fireplace and floor-to-ceiling windows, is bathed in natural light and has stunning views of the lake and pool. The spacious dining room, complete with a wet bar and charming window benches, provides the perfect spot for...Welcome to a luxurious lakeside retreat that perfectly balances the serenity of a private sanctuary with the vibrancy of an entertainer's paradise. This move-in-ready home features an open floor plan, exuding elegance and tranquility at every turn. The living room, with its cozy fireplace and floor-to-ceiling windows, is bathed in natural light and has stunning views of the lake and pool. The spacious dining room, complete with a wet bar and charming window benches, provides the perfect spot for a quick read or intimate gatherings. The gorgeous kitchen, equipped with top-of-the-line, upgraded appliances, seamlessly opens to the family room and a large deck, offering breathtaking views. Car enthusiasts will delight in the five garage bays, while the professionally landscaped grounds and superior craftsmanship ensure no detail has been overlooked. This exquisite home boasts five bedrooms and 4.5 baths, including a primary suite fit for royalty. The array of entertainment options includes a game room, media room, and exercise room, making it the perfect retreat even on rainy days. Start your mornings with peaceful coffee on the deck by Lake Lillinonah, or enjoy boating from your private dock (There is a Permit for the dock by First Light). Words can't capture the full beauty and luxury of this magnificent home; it must be experienced in person to be truly appreciated. This is luxury living at its finest.
  1. Listed by Dee Braaten • Keller Williams Realty
    P: (203)-240-6120 C: (203)-240-6120 deebraaten@kw.com

Property Details for 21 Windwood Road

Basement Description
Full, Heated, Storage, Cooled, Partially Finished, Liveable Space, Full With Walk-Out
Direct Waterfront
Yes
Garages Number
5
Neighborhood
N/A
Style
Contemporary, Ranch
Garage Parking Info
Attached Garage, Detached Garage
Swimming Pool
Yes
LISTING CLOSED: 02/06/2025 12:00 AM

Property Details for 21 Windwood Road

StatusClosed
MLS #24059843
Days on Market38
Taxes$24,015 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1985
Lot Size2.63 AC / 114,562 SF
CountyFairfield County

Location

Listing Courtesy of Keller Williams Realty, Dee Braaten

Sold By Keller Williams Realty, Donna M Gilbert

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Building Information for 21 Windwood Road

Stories-Year Built1985Building Size-Lot Size2.63 AC / 114,562 SF

Payment Calculator

$11,913 per month

30 year fixed, 6.55% Interest

Principal and Interest

$9,912

Property Taxes

$2,001

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 21 Windwood Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Obtuse Hill Road to Windwood Rd to #21
  • Elementary School: Candlewood Lake Elementary
  • Flood Zone: No
  • High School: Brookfield
  • Latitude: 41.479004
  • Longitude: -73.35484
  • Middle Jr High School: Whisconier
  • Neighborhood Amenities: Golf Course, Lake, Library, Medical Facilities, Park, Private School(s), Public Rec Facilities, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2024-June 2025
  • Property Tax: $24,015
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Wrap Around, Cabana, Gutters, Lighting, Patio, Balcony, Porch, Deck, Garden Area, Underground Sprinkler
  • Pool Description: Gunite, Heated, Pool House, Salt Water, In Ground Pool
  • Waterfront Description: Lake, Dock or Mooring, View
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Electric Dryer, Wine Chiller
  • Attic Description: Crawl Space, Access Via Hatch
  • Cooling System: Ceiling Fans, Central Air, Zoned
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Home Automation: Built In Audio, Entertainment System, Lighting, Security System, Thermostat(s)
  • Interior Features: Audio System, Auto Garage Door Opener, Open Floor Plan, Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Foyer, Laundry Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Wet Bar,Hardwood Floor
  • Room Length: 24.6
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 15.8
Room 2
  • Room Entry Order: 10
  • Room Features: Full Bath,Wall/Wall Carpet
  • Room Length: 10.1
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 12.11
Room 3
  • Room Entry Order: 11
  • Room Length: 16.1
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 22.8
Room 4
  • Room Entry Order: 2
  • Room Features: Fireplace,Hardwood Floor
  • Room Length: 23.11
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 18.1
Room 5
  • Listing Key: 26E06079F407381DE063D501100AF50E
  • Room Entry Order: 3
  • Room Features: Pantry,Hardwood Floor
  • Room Length: 34.22
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 20.15
Room 6
  • Room Entry Order: 4
  • Room Features: Balcony/Deck,Walk-In Closet,Hardwood Floor
  • Room Length: 24.6
  • Room Level: Main
  • Room Type: Primary BR Suite
  • Room Width: 13.5
Room 7
  • Room Entry Order: 5
  • Room Features: Hardwood Floor
  • Room Length: 11.1
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 15.4
Room 8
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 11.9
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 15.4
Room 9
  • Listing Key: 26E06079F407381DE063D501100AF50E
  • Room Entry Order: 7
  • Room Features: Fireplace
  • Room Length: 23.11
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 28.7
Room 10
  • Room Entry Order: 8
  • Room Features: Wall/Wall Carpet
  • Room Length: 18.2
  • Room Level: Lower
  • Room Type: Media Room
  • Room Width: 16.11
Room 11
  • Room Entry Order: 9
  • Room Features: Wall/Wall Carpet
  • Room Length: 16.7
  • Room Level: Lower
  • Room Type: Bedroom
  • Room Width: 12.1
Property
Property and Assessments
  • Color: Taupe
  • Construction Description: Frame
  • Exclusions: As per Inclusions/Exclusions Addendum
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Flat
  • Year Built: 1985
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Est Heated Below Grade: 1522
  • Living Area SQFT Per Public Records: 3116
Lot Information
  • Lot Description: In Subdivision, Treed, Sloping Lot, On Cul-De-Sac, Water View
  • Parcel Number: 54212
  • Sq Ft Est Heated Above Grade: 3116.0
  • Sq Ft Total: 4638.0
  • Zoning: R-100
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Propane, 100 Gallon Tank
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 21 Windwood Road

DateEvent & SourcePriceAppreciation
Feb 4, 2025

Closed (Public Record)

Public Record #1551142032

$1,950,000

+4.6% / yr

Mar 3, 2017

Closed (Public Record)

Public Record #598510988

$1,365,000

-1.7% / yr

Aug 26, 2013

Closed (Public Record)

Public Record #366864383

$1,450,000
DateEvent & SourcePrice
02/04/2025

Closed (Public Record)

Public Record #1551142032

$1,950,000

+4.6% / yr

03/03/2017

Closed (Public Record)

Public Record #598510988

$1,365,000

-1.7% / yr

08/26/2013

Closed (Public Record)

Public Record #366864383

$1,450,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 21 Windwood Road

Taxable ValueLand$305,280Additions$555,470Total$860,750
Tax Record2025$24,901 ($2,075 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt3,116 SqFtAbove Grade Finished SqFt3,116 SqFtUnfinished Basement SqFt1,522 SqFtStories1Lot Size114,564 SqFtStyleSingle Family ResidenceYear Built1985Year Renovated1985ZoningR-100CountyWESTERN CONNECTICUTAPNBRKF M:I08 L:003

Schools near 21 Windwood Road

This home is within Brookfield School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 5 to 8
Public - 9 to 12
Rating
School
Distance
Candlewood Lake Elementary School
PublicPK to 5

Whisconier Middle School
Public5 to 8

Brookfield High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
$669,000
3
2.5
1,659
128,939
$365,000
4
2,756
58,370
3
4.5
3,103
435,600
$1,425,000
4
3,805
141,134
$444,000
4
3,936
48,787

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Keller Williams Realty, Dee Braaten

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.