$870,000
SOLD JUN 18, 2025

1024 Prosperity Dr Winter Garden, FL 34787

3 Beds
2.5 Baths
2,260 Sq Ft
6,812 Sq Ft Lot

Recently Sold

$385 Per Sq Ft

1% Below List Price

62 Days on Market

Highlights

  • Open Floorplan
  • Cape Cod Architecture
  • Clubhouse
  • West Orange High School Rated A
  • Community Lake
  • Corner Lot

About This Home

As of June 2025

BEST DEAL IN OAKLAND PARK!! Welcome to 1024 Prosperity Dr, Winter Garden, FL! This stunning 3 bedroom 2.5 bathroom home in the desirable Oakland Park neighborhood has an open floorplan and large windows that fill it with natural light. The heart of the home is the chef's kitchen, featuring stainless steel appliances, a large island with plenty of counter space, and sleek cabinetry – perfect for cooking and entertaining. The study/den is perfect for working from home or a hobby area, because it has a stylish barn door that keeps it nice and private. And there's a downstairs powder room for your guest's convenience.Upstairs you will find the spacious primary suite and two additional bedrooms, the laundry room and also a bonus loft area that could be your second TV room, play room, exercise room or whatever you can imagine. Entertain a crowd or enjoy a peaceful beverage on both the large front porch and the screened back porch. The expansive backyard is fully fenced and perfect for creating your dream outdoor retreat, with plenty of room to add a pool. (additional pool renderings available)This home is equipped with a full-home water filtration system, and an electric car charger in the garage. Not to mention that it's in the golf cart district and just a short ride to charming Downtown Winter Garden and the West Orange hike and bike trail! Don’t miss the opportunity to make this your forever home- Schedule a showing today!

Last Agent to Sell the Property

Tracey McFadden

OAK AVENUE REAL ESTATE LLC Brokerage Phone: 321-345-1937 License #3326001 Listed on: 02/28/2025

Last Buyer's Agent

Tracey McFadden

OAK AVENUE REAL ESTATE LLC Brokerage Phone: 321-345-1937 License #3326001 Listed on: 02/28/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $7,891

Year Built

  • Built in 2021

Lot Details

  • 6,812 Sq Ft Lot
  • North Facing Home
  • Corner Lot
  • Landscaped with Trees
  • Property is zoned PUD

HOA Fees

  • $201 Monthly HOA Fees

Parking

  • 2 Car Garage
  • Electric Vehicle Home Charger
  • Rear-Facing Garage
  • Garage Door Opener

Home Design

  • Cape Cod Architecture
  • Slab Foundation
  • Shingle Roof
  • HardiePlank Type

Interior Spaces

  • 2,260 Sq Ft Home
  • 2-Story Property
  • Open Floorplan
  • Tray Ceiling
  • Ceiling Fan
  • Family Room Off Kitchen
  • Living Room
  • Dining Room
  • Den
  • Laundry Room

Kitchen

  • Eat-In Kitchen
  • Built-In Oven
  • Range
  • Microwave
  • Dishwasher
  • Solid Surface Countertops
  • Disposal

Flooring

  • Ceramic Tile
  • Luxury Vinyl Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • En-Suite Bathroom
  • Walk-In Closet
  • Private Water Closet
  • Shower Only

Outdoor Features

  • Screened Patio
  • Exterior Lighting
  • Front Porch

Schools

  • Tildenville Elementary School
  • Lakeview Middle School
  • West Orange High School

Utilities

  • Central Heating and Cooling System
  • Thermostat
  • Natural Gas Connected
  • Electric Water Heater
  • Cable TV Available

Listing and Financial Details

Community Details

Overview

  • Association fees include pool
  • Edward Rios Association, Phone Number (407) 409-8594
  • Visit Association Website
  • Oakland Park Subdivision
  • The community has rules related to deed restrictions, allowable golf cart usage in the community
  • Community Lake

Amenities

  • Clubhouse
  • Community Mailbox

Recreation

  • Community Playground
  • Community Pool
  • Park
  • Dog Park

Home Details

Home Type

Single Family

Est. Annual Taxes

$7,891

Year Built

Built in 2021

Lot Details

0

HOA Fees

$201 per month

Parking

2

Listing Details

  • HOA Fee Includes: Pool
  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Cape Cod
  • Construction Materials: HardiPlank Type
  • Fireplace: No
  • Living Area: 2260
  • Lot Size Acres: 0.16
  • New Construction: No
  • Year Built: 2021
  • Building Area Total: 3264
  • Lot Size Sq Ft: 6812
  • Directions to Property: From downtown Orlando: Get on FL-408 W Follow FL-408 W and Florida's Tpke to W Colonial Dr. Take exit 272 from Florida's Tpke Continue on W Colonial Dr Turn right on Tubb St Turn right onto E Oakland Ave Turn left onto Tilden Oaks Trl Turn right onto Prosperity Dr, property is on right
  • Status: Sold
  • Ownership: Fee Simple
  • Available for Lease YN: 1
  • Escrow City: Clermont
  • Escrow Postal Code: 34711
  • Escrow State: FL
  • Escrow Street Name: E. Hwy 50, Suite 300
  • Escrow Street Number: 1635
  • List Office Head Office Key Nume: 1042219
  • Minimum Lease: 7 Months
  • RATIO Current Price By Calculate: 384.96
  • Total Acreage: 0 to less than 1/4
  • Unit Number YN: 0
  • Water Access YN: 0
  • MFR_NumAssignedParkingSpaces: 2
  • MFR_InLawSuiteYN: 0
  • MFR_CommunityAssociationWaterFeatures: Lake
  • Attribution Contact: 321-345-1937
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Living Area Units: Square Feet
  • Flooring: Luxury Vinyl
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Interior Amenities: Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, Solid Surface Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
  • Appliances Included: Built-In Oven, Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 3
  • Levels: Two
  • Stories: 2
  • Street Number Modifier: 1024
  • Living Area Meters: 209.96
  • Room Count: 10

Exterior Features

  • Direction Faces: North
  • Exterior Features: Lighting
  • Roof: Shingle
  • Pool Private: No
  • Waterfront: No
  • Patio and Porch Features: Front Porch, Rear Porch, Screened
  • Road Surface Type: Paved
  • Water Extras YN: 0
  • Water View YN: 0
  • Waterfront Feet Total: 0

Garage/Parking

  • Attached Garage: No
  • Carport Y N: No
  • Garage Spaces: 2
  • Garage Yn: Yes
  • Parking Features: Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Rear

Utilities

  • Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected
  • Cooling: Central Air
  • Heating: Central
  • Laundry Features: Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Golf Carts OK, Park, Playground, Pool, Sidewalks, Street Lights
  • Association Fee: 601.5
  • Association Fee Frequency: Quarterly
  • Association Name: Edward Rios
  • Phone: 407-409-8594
  • Association: Yes
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Association Fee Requirement: Required
  • Association Email: erios@lelandmanagement.com
  • Association URL: www.lelandmanagement.com

Fee Information

  • Total Annual Fees: 2406.00
  • Total Monthly Fees: 200.50
  • Monthly HOA Amount: 200.50

Schools

  • Elementary School: Tildenville Elem
  • High School: West Orange High
  • Middle Or Junior School: Lakeview Middle

Lot Info

  • Zoning: PUD
  • Parcel Number: 21-22-27-6100-05-060
  • Additional Parcels: No
  • Lot Features: Corner Lot, Paved
  • Flood Zone Code: x
  • Homestead YN: 1
  • Lot Size Square Meters: 633

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 1
  • Additional Lease Restrictions: See HOA documents for clarification on lease restrictions

Tax Info

  • Tax Annual Amount: 7890.55
  • Tax Block: 73
  • Tax Book Number: 101
  • Tax Lot: 506

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Sep 6, 2020
Closed on
Feb 24, 2021
Sold by
Weekey Homes Llc
Bought by
Diaz Juan Carlos and Diaz Lissette
Seller's Agent
Len Jaffe
WEEKLEY HOMES REALTY COMPANY
Buyer's Agent
Len Jaffe
WEEKLEY HOMES REALTY COMPANY
List Price
$553,287
Sold Price
$536,567
Premium/Discount to List
-$16,720
-3.02%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
11.52%
Original Mortgage
$429,254
Outstanding Balance
$386,540
Interest Rate
2.7%
Mortgage Type
New Conventional
Estimated Equity
$484,181
Source: Public Records

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Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $536,600 Town Square Title Ltd
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $429,254 New Conventional
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
06/18/2025 06/18/25 Sold $870,000 -1.0% $385 / Sq Ft
05/01/2025 05/01/25 Pending -- -- --
04/23/2025 04/23/25 For Sale $879,000 0.0% $389 / Sq Ft
03/04/2025 03/04/25 Pending -- -- --
02/28/2025 02/28/25 For Sale $879,000 +63.8% $389 / Sq Ft
02/24/2021 02/24/21 Sold $536,567 -1.9% $238 / Sq Ft
01/10/2021 01/10/21 Pending -- -- --
11/09/2020 11/09/20 Price Changed $547,067 0.0% $242 / Sq Ft
11/05/2020 11/05/20 Price Changed $547,287 -2.0% $242 / Sq Ft
09/17/2020 09/17/20 Price Changed $558,287 +0.9% $247 / Sq Ft
09/06/2020 09/06/20 For Sale $553,287 -- $245 / Sq Ft
Source: Stellar MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $7,891 $549,988 -- --
2024 $7,621 $549,988 -- --
2023 $7,621 $518,920 $0 $0
2022 $7,408 $503,806 $155,000 $348,806
2021 $2,196 $135,000 $135,000 $0
2020 $1,353 $82,500 $82,500 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Stellar MLS

MLS Number: O6285139

Stellar MLS

APN: 21-2227-6100-05-060