Back on the market no fault of the home! ONLY HOME ON WINDERMERE’S ICONIC SANDY STREETS UNDER $800,000 — DON’T MISS YOUR CHANCE.
Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events.
Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry.
A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity.
BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.
Back on the market and better than ever, this charming traditional cottage now features thoughtful exterior enhancements that further showcase its incredible homesite and future potential. Nestled along one of Windermere’s signature sandy streets, this property offers the perfect blend of nostalgia, community, and convenience—just steps from the Farmers Market, Town Hall, Windermere Library, the new Ace Hardware plaza, and beloved town events.
Set on an expansive .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home now features a freshly cleared and improved backyard. Select trees and brush have been professionally trimmed and removed, creating a more open, usable space ideal for recreation, entertaining, or future expansion. Whether you envision a pool, home addition, or simply the ultimate setting for flag football and weekend gatherings, the groundwork has been laid. Inside, the home welcomes you with a vaulted-ceiling great room and kitchen featuring newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room offers built-in shelving and a double closet. The quaint kitchen blends character and function with tile and wood countertops, vintage-style paneled appliances, and nearby laundry.
A separate dining room with REAL wood floors comfortably seats eight and opens through French doors to a refreshed screened rear porch—perfect for relaxing evenings overlooking your newly enhanced backyard. From here, updated wood steps lead directly into the fully fenced yard. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the private primary suite features its own en-suite bath and French doors opening to a secluded outdoor porch. Major updates provide peace of mind: Brand-New Roof & Skylights (11/2025), HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Exterior Paint (Jan 2024), Wired for High Speed Fiber by ATT and more. The home also includes a transferable annual termite bond, recent septic service (June 2025), and ongoing maintenance including tree care and exterior improvements. An oversized carport with a large enclosed storage/workshop space completes this exceptional Windermere opportunity.
BACK ON MARKET BY CHOICE — NOT CONDITION. YOUR SECOND CHANCE IS HERE.
Property Details
Price:
$792,500
MLS #:
O6396351
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERMERE TOWN
Neighborhood:
34786windermere
Listed Date:
Apr 7, 2026
Finished Sq Ft:
1,664
Total Sq Ft:
2,848
Lot Size:
16,749 sqft / 0.38 acres (approx)
Year Built:
1935
See this Listing
Schools
Elementary School:
Windermere Elem
Middle School:
Gotha Middle
High School:
Olympia High
Interior
Appliances
Dishwasher, Disposal, Dryer, Gas Water Heater, Range, Refrigerator, Washer, Water Filtration System
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Laminate, Tile, Hardwood
Heating
Central, Electric, Heat Pump
Interior Features
Built-in Features, Ceiling Fan(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Skylight(s), Thermostat, Vaulted Ceiling(s), Window Treatments
Laundry Features
Inside
Levels
One
Exterior
Architectural Style
Cottage, Traditional
Community Features
Dock, Lake, Water Access, Golf Carts OK, Park, Playground, Tennis Court(s)
Construction Materials
Wood Frame, Wood Siding
Covered Spaces
1
Direction Faces
West
Exterior Features
French Doors, Irrigation System, Lighting, Rain Gutters, Storage
Fencing
Wood
Lot Features
Landscaped, Level
Other Structures
Storage
Patio And Porch Features
Covered, Enclosed, Rear Porch, Screened
Roof
Shingle
Security Features
Smoke Detector(s)
Waterfront Features
Lake
Window Features
Blinds, Shutters, Window Treatments
Financial
Tax Year
2025
Taxes
$9,799
Map
Community
- Address825 OAKDALE STREET WINDERMERE FL
- SubdivisionWINDERMERE TOWN
- CityWINDERMERE
- CountyOrange
- Zip Code34786
Subdivisions in WINDERMERE
- ALADAR ON LAKE BUTLER
- ASHLIN PARK PH 1
- ASHLIN PARK PH 2
- BALMORAL
- BELLARIA
- BELMERE VILLAGE G-5
- BELMERE VILLAGE G2 48 65
- BELMERE VILLAGE G3 48 70
- BELMERE VILLAGE G5
- BUTLER BAY
- CARRINGTON
- CASA DEL LAGO
- CASA DEL LAGO REP
- CASA DEL LAGO-REPLAT
- CASABELLA
- CASABELLA PH 2
- CHAINE DE LAC
- CHAINE DU LAC
- DAVIS SHORES
- DIAMONDHEAD
- DOWN POINT SUB
- EDEN ISLE
- EDEN ISLE 52/9 LOT 173
- EDENS HAMMOCK
- ENCLAVE
- ENCLAVE/BERKSHIRE PARK B G H I
- ESTANCIA/WINDERMERE
- ESTATES AT WINDERMERE
- FARMS
- GARDENS/ISLEWORTH
- GARDENS/ISLEWORTH UN #2
- GLENMUIR
- GLENMUIR 48 39
- GLENMUIR UT 02 51 42
- GOTHA TOWN
- HARBOR ISLE
- ISLES WINDERMERE
- ISLEWORTH
- ISLEWORTH WEST
- KEENES POINTE
- KEENES POINTE 46/104
- KEENES POINTE UNIT 03 46/104
- KEENES POINTE UNIT 1
- KEENES POINTE UT 04 SEC 29 48 82
- KEENES POINTE UT 04 SEC 31 48 82
- KELSO ON LAKE BUTLER
- KELSO ON LAKE BUTLER 5/48 LOT 59
- LAKE BURDEN SOUTH PH 2 #35 36
- LAKE BURDEN SOUTH PH I
- LAKE BURDEN SOUTH PHASE 1
- LAKE BUTLER ESTATES
- LAKE BUTLER PARK PT REP
- LAKE BUYNAK ESTATES
- LAKE CAWOOD COVE
- LAKE CAWOOD ESTATES
- LAKE CRESCENT RESERVE
- LAKE DOWN CREST
- LAKE DOWN ESTATES
- LAKE DOWN POINTE 50 42
- LAKE DOWN SHORES
- LAKE DOWN SHORES REP
- LAKE OLIVIA RESERVE
- LAKE ROPER POINTE
- LAKE SAWYER SOUTH PH 01
- LAKE SAWYER SOUTH PH 02
- LAKE SAWYER SOUTH PH 03
- LAKE SAWYER SOUTH PH 3
- LAKES
- LAKES OF WINDERMERE
- LAKES WINDERMERE PH 01 49 108
- LAKES/WINDERMER LAKE REAMS TWNHM
- LAKES/WINDERMERE
- LAKES/WINDERMERE LAKE REAMS TWNH
- LAKES/WINDERMERE PH 01 49 108
- LAKES/WINDERMERE PH 02A
- LAKES/WINDERMERE-LK REAMS TWHM
- LAKES/WINDERMERE-LK REAMS TWNH
- LAKES/WINDERMERE-PEACHTREE
- LAKESIDE VILLAS CONDO
- LAKESIDE/LKS/WINDERMERE
- LAKESIDE/LKS/WINDERMERE CONDO
- LAKESIDE/LKS/WINDERMERE PH 3
- LAKESIDE/LKS/WINDERMERE PH 9
- LEGADO
- LEGADO 95/47 LOT 100
- MAGNOLIA PARK WINDERMERE
- MANORS AT BUTLER BAY
- MANORS AT BUTLER BAY PH 01
- MERRICK LANDING
- METCALF PARK REP
- OASIS COVE
- OASIS COVE 2 AT LAKESIDE VILLAGE CONDO PH 1
- OASIS COVE AT LAKE SIDE
- OASIS COVE AT LAKESIDE VILLAGE
- OASIS COVE I/LAKESIDE VILLAGE PH 01
- OASIS COVE II/LAKESIDE VILLAGE
- OASIS COVE II/LAKESIDE VILLAGE #XI
- OXFORD MOOR 47/30
- PALMS AT WINDERMERE
- PEACHTREE PARK
- PRESTON SQUARE
- PROVIDENCE
- PROVIDENCE PH 01 50 03
- RESERVE AT BELMERE
- RESERVE AT BELMERE 48 23
- RESERVE AT BELMERE PH 02 48 144
- RESERVE AT BELMERE PHASE IV
- RESERVE AT LAKE BUTLER SOUND
- RESERVE AT WINDERMERE
- ROBERTS LANDING
- SADDLECREST AT WINDERMERE
- SANCTUARY/LKS/WINDERMERE
- SAWYER SHORES SUB
- SAWYER SOUND
- SILVER WOODS
- SILVER WOODS PH 01
- SILVER WOODS PH 03
- SILVER WOODS PH 05
- STILLWATER XINGS PRCL SC-13 PH
- SUMMERPORT
- SUMMERPORT BEACH
- SUMMERPORT PH 03
- SUMMERPORT PH 05
- SUMMERPORT PH 3
- SUMMERPORT PH 5
- SUMMERPORT PHASE 1
- SUNSET BAY
- TENNYSON PK/SUMMERPORT
- TILDENS GROVE
- TILDENS GROVE PH 01 47/65
- TILDENS GROVE PH 02
- VINEYARDS/HORIZONS WEST PH 2B
- VINEYARDS/HORIZONS WEST PH 4
- WATERFORD POINTE
- WATERFORD POINTE PH 02 REP
- WATERSTONE
- WEATHERSTONE ON LAKE OLIVIA
- WESTOVER CLUB PH 01 44/139
- WESTOVER CLUB PH 1 REP
- WESTSIDE VILLAGE
- WHITNEY ISLES/BELMERE PH 02
- WICKHAM PARK
- WICKHAM PARK 04 05 06 09 10 11 12 01
- WILLOWS AT LAKE RHEA PH 01
- WILLOWS AT LAKE RHEA PH 02
- WINDEMERE TRLS PH 3B
- WINDERMERE
- WINDERMERE GRANDE
- WINDERMERE ISLE
- WINDERMERE ISLE PH 2
- WINDERMERE ISLE-PH 2
- WINDERMERE LANDINGS PH 2
- WINDERMERE LNDGS FD-1
- WINDERMERE LNDGS PH 02
- WINDERMERE OAKS
- WINDERMERE POINTE
- WINDERMERE REP
- WINDERMERE SOUND
- WINDERMERE SOUND PH 2
- WINDERMERE TERRACE
- WINDERMERE TOWN
- WINDERMERE TOWN REP
- WINDERMERE TRLS PH 1A
- WINDERMERE TRLS PH 1B
- WINDERMERE TRLS PH 1C
- WINDERMERE TRLS PH 3B
- WINDERMERE TRLS PH 4B
- WINDERMERE TRLS PH 5B
- WINDERMERE TRLS PRCL 3
- WINDSOR HILL
- WINDSTONE
Market Summary
Current real estate data for Single Family in WINDERMERE as of May 19, 2026
279
Single Family Listed
97
Avg DOM
482
Avg $ / SqFt
$2,460,983
Avg List Price
Property Summary
- Located in the WINDERMERE TOWN subdivision, 825 OAKDALE STREET WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $792,500 and features 3 beds, 2 baths, and has approximately 1,664 square feet of living space, and was originally constructed in 1935. The current price per square foot is $476. The average price per square foot for Single Family listings in WINDERMERE is $482. The average listing price for Single Family in WINDERMERE is $2,460,983. To schedule a showing of MLS#o6396351 at 825 OAKDALE STREET in WINDERMERE, FL, contact your LPT Realty agent at 813.694.8061.
Similar Listings Nearby
Courtesy of EXP REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than LPT Realty include the name of the listing broker. Neither the listing company nor LPT Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 825 OAKDALE STREET
WINDERMERE, FL
