$1,049,000
725 Oakdale Street
Windermere, FL 34786
Listing updated: July 28, 2026 at 7:05 PM ET
Listing courtesy of The Simon Simaan Group · Simon Simaan · MLS #O6425946 · Active · 407-558-1396Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Timeless Charm in the Heart of Downtown Windermere. Nestled beneath a canopy of majestic oak trees on one of Windermere’s most picturesque streets, this beautifully maintained three bedroom, two and half bath residence offers the perfect blend of classic Florida charm and modern comfort. Situated on a spacious 0.38 acre fenced homesite, this exceptional property features 2,795 square feet of living space and 4,163 total square feet, providing plenty of room to live, work, and entertain. From the moment you arrive, you will appreciate the peaceful setting and inviting curb appeal that make Oakdale Street one of the town’s most desirable locations. Inside, thoughtful craftsmanship is evident throughout with custom trim work, rich stone and wood flooring, double pane windows and doors, and a warm family room centered around a natural gas fireplace. The well appointed kitchen features a natural gas range, while the expansive air conditioned Florida room offers the perfect place to relax year round as you overlook the private backyard. Car enthusiasts, hobbyists, and those needing extra space will love the 4 car garage along with the detached air conditioned building, ideal as a home office, fitness studio, art studio, workshop, guest retreat, or whatever your heart desires. Recent improvements provide peace of mind, including: Roof replaced in 2019, newer HVAC system and water heater (4 years old) and a newer well pump (9 months old). Living in the Town of Windermere is more than owning a home, it’s embracing a lifestyle. Enjoy the beloved weekly farmers market, monthly food truck nights, festive holiday celebrations, and a charming downtown just a short walk away featuring a new Italian restaurant, breakfast café, coffee shop, wine bar, tennis courts, and more. Residents also enjoy exclusive access to community boat ramps on both Lake Butler and Lake Bessie, making it easy to experience the renowned Butler Chain of Lakes. If you have been searching for a home that offers character, generous space, exceptional flexibility, and one of Central Florida’s most treasured small town lifestyles, this is an opportunity you won’t want to miss. Be sure to click on the virtual tour links.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history0 days on market
- Status: ActiveJul 28, 2026
- Listed$1,049,000Jul 28, 2026
- Price increased$1,049,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 0
- Subdivision
- Windermere Town
- County
- Orange
- Year built
- 1966
- Living area
- 2,795 sq ft
- Price/sq ft
- $375
- Building area
- 4,163 sq ft (Public Records)
- Lot size
- 16,755 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12095C0385F)
- Garage
- 4 spaces
- Annual taxes
- $11,037 (2025)
- Parcel #
- 17-23-28-9336-01-550
- Zoning
- SFR
- MLS #
- O6425946
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Carpet, Travertine, Wood
- Appliances
- Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Range, Range Hood, Refrigerator, Washer, Water Softener
- Interior features
- Ceiling Fans(s), Chair Rail, Crown Molding, Eat-in Kitchen, L Dining, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Window Treatments
- Laundry
- In Garage
- Stories / Levels
- Two
- Direction faces
- West
- Fireplace
- Yes
- In-law suite
- Yes
Heating & Cooling
- Heating
- Electric, Natural Gas
- Cooling
- Central Air, Attic Fan
Parking
- Garage spaces
- 4
- Attached garage
- Yes
- Parking features
- Driveway
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Per Town of Windermere
Exterior & Construction
- Exterior features
- Private Mailbox, Rain Gutters, Sliding Doors
- Construction materials
- Block, Wood Siding
- Roof
- Shingle
- Foundation
- Slab
- Water access
- Yes
- Road surface
- Dirt
Utilities
- Sewer
- Septic Tank
- Water source
- Well
- Utilities
- Cable Available, Electricity Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Bedroom 1 | Second | 12x10 |
| Bedroom 2 | Second | 17x11 |
| Primary Bedroom | Second | 15x13 |
| Family Room | First | 28x19 |
| Kitchen | First | 13x12 |
| Living Room | First | 20x13 |
| Dining Room | First | 14x13 |
| Foyer | First | 8x7 |
| Florida Room | First | 12x30 |
Listing Details
- Listing date
- 2026-07-16
- On market date
- 2026-07-28
- Original list price
- $1,049,000
- Occupant type
- Owner
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2026-07-28
- Tax legal description
- PLAT OF WINDERMERE G/36 LOT 155
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Head East on 6th Avenue from Main St, Right on Oakdale St, Home is on the left.
More homes like this
$1,099,000
715 Magnolia St
Windermere, FL 34786
4 bd · 3 ba · 3,390 sqft
Windermere Town
MLS ID #S5147648, IRIS INTERNATIONAL.
Listing provided by Stellar MLS
$1,180,000
109 E 12th Ave
Windermere, FL 34786
4 bd · 4 ba · 2,791 sqft
Windermere Town
MLS ID #O6394569, UPSIDE REAL ESTATE INC.
Listing provided by Stellar MLS
$1,650,000
212 W 1st Ave
Windermere, FL 34786
0.32 acres
Windermere Town
MLS ID #S5147532, HOME WISE REALTY GROUP, INC..
Listing provided by Stellar MLS
$3,900,000
212 W 1st Ave
Windermere, FL 34786
5 bd · 5 ba · 3,800 sqft
Windermere Town
MLS ID #S5148430, HOME WISE REALTY GROUP, INC..
Listing provided by Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of July 28, 2026 at 7:05 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA