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.
Property Details
Price:
$1,049,000
MLS #:
O6425946
Status:
Active
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDERMERE TOWN
Neighborhood:
34786windermere
Listed Date:
Jul 28, 2026
Finished Sq Ft:
2,795
Total Sq Ft:
4,163
Lot Size:
16,755 sqft / 0.38 acres (approx)
Year Built:
1966
See this Listing
Schools
Elementary School:
Windermere Elem
Middle School:
Gotha Middle
High School:
Olympia High
Interior
Appliances
Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Range, Range Hood, Refrigerator, Washer, Water Softener
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Travertine, Hardwood
Heating
Electric, Natural Gas
Interior Features
Attic Fan, Ceiling Fan(s), Chair Rail, Crown Molding, Eating Space In Kitchen, L Dining, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Thermostat Attic Fan, Window Treatments
Laundry Features
In Garage
Levels
Two
Exterior
Architectural Style
Craftsman, Traditional
Association Amenities
Park, Pickleball Court(s), Playground, Tennis Court(s), Trail(s)
Attached Garage YN
1
Community Features
Dock, Fishing, Lake, Private Boat Ramp, Water Access, Waterfront, Park, Playground, Tennis Court(s)
Construction Materials
Block, Wood Siding
Covered Spaces
2
Direction Faces
West
Exterior Features
Irrigation System, Private Mailbox, Rain Gutters, Sliding Doors
Fencing
Fenced, Wood
Garage Spaces
2
Lot Features
City Lot
Open Parking YN
1
Other Structures
Other, Storage, Workshop
Parking Features
Driveway
Patio And Porch Features
Front Porch, Patio
Roof
Shingle
Security Features
Smoke Detector(s)
Waterfront Features
Lake, Waterfront
Financial
Tax Year
2025
Taxes
$11,037
Map
Community
- Address725 OAKDALE STREET WINDERMERE FL
- SubdivisionWINDERMERE TOWN
- CityWINDERMERE
- CountyOrange
- Zip Code34786
Subdivisions in WINDERMERE
- ACREAGE AND UNREC
- ALADAR ON LAKE BUTLER
- ASHLIN PARK PH 1
- ASHLIN PARK PH 2
- BELLA VITA ESTATES
- BELLARIA
- BELMERE VILLAGE
- BELMERE VILLAGE G-5
- BELMERE VILLAGE G2 48 65
- BELMERE VILLAGE G3 48 70
- BELMERE VILLAGE G4 50 58
- BUTLER BAY
- BUTLER RIDGE
- CARRINGTON
- CASA DEL LAGO REP
- CASABELLA
- CASABELLA PH 2
- CHAINE DU LAC
- DAVIS SHORES
- DOWN ACRES ESTATES
- DOWN POINT SUB
- DOWN POINT SUBDIVISION
- DOWNS COVE CAMP SITES
- EDEN ISLE
- EDENS HAMMOCK
- ENCLAVE
- ENCLAVE/BERKSHIRE PARK B G H I
- ESTATES AT LAKE CLARICE
- ESTATES AT WINDERMERE
- FARMS
- GLENMUIR
- GLENMUIR 48 39
- GLENMUIR UT 02 51 42
- GOTHA TOWN
- ISLEWORTH
- KEENE’S POINTE
- KEENES POINTE
- KEENES POINTE 46/104
- KEENES POINTE UNIT 01
- KEENES POINTE UNIT 03 46/104
- KEENES POINTE UNIT 1
- KEENES POINTE UNIT 2
- KEENES POINTE UNIT 7
- KEENES POINTE UT 04 SEC 31 48 82
- KELSO ON LAKE BUTLER
- LAKE BURDEN SOUTH PH 2
- LAKE BURDEN SOUTH PH 2 #35 36
- LAKE BURDEN SOUTH PH I
- LAKE BUTLER ESTATES
- LAKE BUYNAK ESTATES
- LAKE CAWOOD ESTATES
- LAKE CRESENT RESERVE
- LAKE CYPRESS COVE PH 02
- LAKE DOWN COVE
- LAKE DOWN ESTATES
- LAKE DOWN SHORES REP
- LAKE HANCOCK SHORES
- LAKE ROPER POINTE
- LAKE SAWYER SOUTH PH 01
- LAKE SAWYER SOUTH PH 02
- LAKE SAWYER SOUTH PH 03
- LAKE SAWYER SOUTH PH 04
- LAKE SAWYER SOUTH PH 05
- LAKE SAWYER SOUTH PH 3
- LAKE SAWYER SOUTH PHASE 4
- LAKES
- LAKES OF WINDERMERE LAKE REAMS TOWNHOMES
- LAKES OF WINDERMERE PH 02A
- LAKES OF WINDERMERE PH 2A
- LAKES WINDERMERE PH 01 49 108
- LAKES/WINDERMERE PH 02A
- LAKES/WINDERMERE PH 04
- LAKES/WINDERMERE PH 3
- LAKES/WINDERMERE-LK REAMS TWHM
- LAKES/WINDERMERE-LK REAMS TWNH
- LAKES/WINDERMERE-PEACHTREE
- LAKESIDE AT LAKES OF WINDERMERE
- LAKESIDE AT LAKES OF WINDERMRE CONDOMINIUM
- LAKESIDE VILLAGE TWNHMS
- LAKESIDE VILLAS
- LAKESIDE/LKS/WINDERMERE
- LAKESIDE/LKS/WINDERMERE CONDO
- LAKESIDE/LKS/WINDERMERE PH 10
- LAKESIDE/LKS/WINDERMERE PH 3
- LAKESIDE/LKS/WINDERMERE PH 4
- LANDINGS AT LAKE SAWYER
- LEGADO
- MARINA BAY ESTATES
- METCALF PARK REP
- OASIS COVE I/LAKESIDE VILLAGE PH 01
- OASIS COVE II/LAKESIDE VILLAGE
- OASIS COVE II/LAKESIDE VILLAGE PH
- OXFORD MOOR 47/30
- PALMS AT WINDERMERE
- PEACHTREE PARK
- PRESTON SQUARE
- PROVIDENCE
- PROVIDENCE PH 01 50 03
- PROVIDENCE PH 02
- PROVIDENCE PH 2
- RESERVE AT BELMERE 48 23
- RESERVE AT BELMERE PH 02 48 144
- RESERVE AT BELMERE PH 03 51 01
- RESERVE AT LAKE BUTLER
- RESERVE AT LAKE BUTLER SOUND
- RESERVE AT LAKE BUTLER SOUND 45/120
- RESERVE AT LAKE BUTLER SOUND UNIT 02
- RESERVE AT LAKE BUTLER SOUND UNIT 2
- RESERVE AT WINDERMERE
- RESERVE/BELMERE PH 04
- ROBERTS LANDING
- SADDLECREST AT WINDERMERE
- SANCTUARY/LKS/WINDERMERE
- SAWYER SHORES SUB
- SILVER WOODS
- SILVER WOODS PH 01
- SILVER WOODS PH 02
- SILVER WOODS PH 03
- SILVER WOODS PH 03A
- SILVER WOODS PH 04
- SILVER WOODS PH 3
- SOUTHBRIDGE VILLAGE
- STILLWATER XINGS PRCL SC-13 #2
- SUMMERPORT
- SUMMERPORT BEACH
- SUMMERPORT HORIZON WEST
- SUMMERPORT PH 02
- SUMMERPORT PH 04 C E F & G
- SUMMERPORT TRAIL
- SUMMERPORT TRL
- SUNSET BAY
- TENNYSON PK/SUMMERPORT
- TILDENS GROVE
- TILDENS GROVE PH 01 47/65
- TILDENS GROVE PH 1
- TUSCANY RIDGE 50 141
- VINEYARDS OF HORIZONS WEST
- VINEYARDS/HORIZONS WEST PH 1B
- VINEYARDS/HORIZONS WEST PH 2B
- VINEYARDS/HORIZONS WEST PH 4
- WATERFORD POINTE
- WATERSIDE
- WATERSTONE
- WATERSTONE A D E F G H J L
- WAUSEON RIDGE
- WEATHERSTONE ON LAKE OLIVIA
- WEST LAKE BUTLER ESTATES
- WEST POINT COMMONS
- WESTOVER CLUB PH 02 47/71
- WESTOVER RESERVE PH 02
- WESTSIDE VILLAGE
- WHITNEY ISLES / BELMERE PH 02
- WHITNEY ISLES AT BELMERE
- WHITNEY ISLES/BELMERE PH 02
- WICKHAM PARK
- WICKHAM PARK 04 05 06 09 10 11 12 01
- WILLOWS AT LAKE RHEA PH 01
- WINDERMERE
- WINDERMERE CLUB/BUTLER BAY
- WINDERMERE DOWNS
- WINDERMERE DOWNS 1ST ADD
- WINDERMERE DOWNS PH 03
- WINDERMERE ISLE
- WINDERMERE ISLE PH 2
- WINDERMERE LNDGS FD-1
- WINDERMERE LNDGS PH 02
- WINDERMERE RESERVE
- WINDERMERE SOUND
- WINDERMERE SOUND PH 2
- WINDERMERE TERRACE
- WINDERMERE TOWN
- WINDERMERE TOWN REP
- WINDERMERE TRAILS
- WINDERMERE TRAILS PH 3B
- WINDERMERE TRAILS PHASE 1B
- WINDERMERE TRAILS PHASE 1C 80/15 LOT 113
- WINDERMERE TRLS PH 1B
- WINDERMERE TRLS PH 1C
- WINDERMERE TRLS PH 3A
- WINDERMERE TRLS PH 3B
- WINDERMERE TRLS PH 4B
- WINDERMERE TRLS PH IA
- WINDERMERE TRLS PRCL 3
- WINDSOR HILL
- WINDSTONE
Market Summary
Current real estate data for Single Family in WINDERMERE as of Jul 28, 2026
268
Single Family Listed
113
Avg DOM
465
Avg $ / SqFt
$2,444,865
Avg List Price
Property Summary
- Located in the WINDERMERE TOWN subdivision, 725 OAKDALE STREET WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $1,049,000 and features 3 beds, 3 baths, and has approximately 2,795 square feet of living space, and was originally constructed in 1966. The current price per square foot is $375. The average price per square foot for Single Family listings in WINDERMERE is $465. The average listing price for Single Family in WINDERMERE is $2,444,865. To schedule a showing of MLS#o6425946 at 725 OAKDALE STREET in WINDERMERE, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of THE SIMON SIMAAN GROUP. 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 CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti 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. 725 OAKDALE STREET
WINDERMERE, FL
