299 Palisado Avenue Windsor, CT $ 389,900
299 Palisado Avenue
$ 389,900
Open House 6/13 11am - 3pm
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299 Palisado Avenue

Windsor, CT, 06095
$ 389,900
Bedrooms4 Baths1.1 Sq 2,449

Monthly Estimate*

$ 2,401

299 Palisado Avenue, Windsor, CT 06095 - Image 1

Single Family Home for sale in Windsor, CT

for $389,900 with 4 bedrooms and 1 full bath, 1 half bath. This 2,449 square foot home was built in 1798 on a lot size of 0.55.

Own a piece of Windsor's living history. The rear of this remarkable home dates to 1780, with a Greek Revival addition built around 1835 by the Thrall family. In 1874, it was purchased as a summer residence by Joseph Rainey of South Carolina - elected to the U.S. House of Representatives. This 2,500 sq. ft. eclectic home has evolved gracefully through the centuries while honoring its origins: wide-board wood floors, unique built-ins, and two staircases tell the story. The layout flows beautifully for entertaining - from the welcoming front foyer into the generous living room with fireplace insert, past the powder room alcove, through the spacious dining room and butler's pantry, and into the large eat-in kitchen with center island, gas stove, and more built-ins. A step-down den with fireplace opens to a private brick patio out back. Upstairs, the primary bedroom offers an impressively sized closet - a rare luxury in a home of this era. Three additional bedrooms complete the floor, one with a connected office and back-staircase access to the kitchen. A full bathroom and walk-up attic round out the second floor. The home is oil-heated with natural gas already connected for the stove and water heater. Roof replaced just two years ago. Just one mile from the heart of town, the journey there is half the charm - passing First Church (circa 1630), the beloved Bart's Drive-In (est. 1946), and the Windsor Historical Society before arriving at a vibrant town center with restaurants, shopping, concerts on the Green, the Farmers Market, and more. Come be the next caretakers of the Joseph Rainey House - and join the welcoming Windsor community.

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Open House

6/13/2026 11:00 AM - 3:00 PM
299 Palisado Avenue Windsor, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Coming Soon

Price

$ 389,900

Bedrooms

4

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 6,825

Style

Lot Size

0.55

Year Built

1798

Town/City

Windsor

MLS | Web ID

24179838

Features
General
Zoning AA
Neighborhood N/A
County Hartford
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 0.55
Directions Route 159/Palisado Ave on corner of Old Kennedy Rd.
High School Windsor
City Windsor
Elementary School Oliver Ellsworth
Sq Ft Total 2449
Year Built 1798
Style Antique
Year Built Source Approximate
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Interior
Cooling System Window Unit
Total Rooms 9
Basement Description Full Unfinished Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Treed Level Lot
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* Excluded Features
List By
Mary Beth Welsh

Listing Agent

Century 21 Allpoints Realty

Broker

mbwc21@gmail.com

Email

Affordability Calculator

$2,969
Per Month
81%
19%
0%
Monthly Principal & Interest
$2,401
Monthly Property Taxes
$569
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4592711 Elementary School
4817297 Middle School
Windsor High School High School
Pricing History
DatePricePrice ChangeDescription
6/8/2026$389,900 Listed Price

Map


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299 Palisado Avenue, Windsor, CT, 06095 is a Single Family Home for sale at $389,900 with 2,449 sqft and a lot size of 0.55. 299 Palisado Avenue has 4 bedrooms, 1.1 baths, and was built in 1798. The property's zip code is 06095 which is in Windsor, CT