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Jamie Deihl
REALTOR®
(719) 468-9744

2529 Windward Way , Winter Park, FL 32792

$209,000
New to the Market
BEDS2 BATHS2 full SQUARE FEET1,105 MLS#O6388076
MAP LISTING
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792

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2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792
2529 Windward Way , Winter Park, FL 32792

Property Description

Bring your creativity and imagination to this 2-bedroom, 2-bath fixer-upper with 1,105 sq ft in a desirable Winter Park 32792 location.It offers a private walled backyard and a low HOA. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, community swimming pool and tennis court. Only 3 mi to Full Sail University, 5 mi to UCF, 4 mi to AdventHealth Winter Park, and 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location. This home is loaded with potential. Make it your own or have a great investment property.

2529 Windward Way | MLS# O6388076

This single family home located at 2529 Windward Way , Winter Park, FL 32792 is currently listed for sale with an asking price of $209,000. This property was built in 1977 and has 2 bedrooms and 2 full baths with 1105 sq. ft. Windward Way is located in the WINDWARD SQUARE subdivision. Search WINDWARD SQUARE real estate on jamiedeihl.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Heating: Central, Electric
Home Style: Contemporary, Patio Home
Lot Size: 0.09 Acres
Roof Type: Built-Up
Stories: 1.0
Taxes: $341
Year Built: 1977
Square Feet: 1,105

Amenities

Living Room/Dining Room Combo
Vaulted Ceiling(s)
Private Yard

Feature Descriptions

Additional Rooms: Family Room
Appliances: Dishwasher, Range, Refrigerator
Association Amenities: Pool
Days on Site: 1
Directions: From 436 go East on Howell Branch to the second entrance into Windward Sq
Exterior: Block, Stucco, Wood Siding
Fencing: Masonry
Flood Zone Code: X
Flooring: Concrete, Laminate
Foundation: Slab
HOA Fee: 95/ Monthly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash
Lot Dimensions: 0.09
Other Equipment: Private Yard
Ownership: Fee Simple
Parking: Curb Parking
Parking Notes: Curb Parking
Pets Allowed: Yes
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box, ShowingTime
Special Sale Provisions: None
Utilities: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Water: None
Water Access Y/N: No
Zoning: RMF-13

Room Sizes

Living Room: 10x14
Dining Room: 7x11
Kitchen: 7x9
Family Room: 11x11
Primary Bedroom: 11x14
Bedroom 2: 10x14

Local Schools

High School: Lake Howell High
Middle School: Tuskawilla Middle
Elementary School: Eastbrook Elementary

Listed By / Shown By

Listed By

Agency Name: FANNIE HILLMAN & ASSOCIATES
Agency Contact: 407-644-1234

Shown By

Agent Name: Jamie Deihl
Agent Phone: (719) 468-9744
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 1,097.20 per month $1,007.83 Principal & Interest $28.42 Property Tax $60.96 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/10/2026. The listing information on this page last changed on 03/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/10/2026 12:42:09 AM EST) or GAMLS (last updated Mon 03/09/2026 11:14:58 PM EST) or Stellar MLS (last updated Tue 03/10/2026 12:29:11 AM EST) or SPC MLS (last updated Mon 03/09/2026 11:20:30 PM EST) or Martin MLS (last updated Mon 03/09/2026 11:38:19 PM EST) or Indian River MLS (last updated Mon 03/09/2026 11:30:27 PM EST) or Daytona MLS (last updated Mon 03/09/2026 11:36:51 PM EST) or Northeast Florida MLS (last updated Tue 03/10/2026 12:18:46 AM EST) or Beaches MLS (last updated Tue 03/10/2026 12:35:40 AM EST) or BORMLS (last updated Mon 03/09/2026 11:15:20 PM EST) or Golden Isles MLS (last updated Mon 03/09/2026 11:26:41 PM EST) or Amelia/Nassau MLS (last updated Mon 03/09/2026 11:25:21 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 03/09/2026 11:42:28 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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