Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the best of Windermere living! This freshly updated two-story townhome offers resort-style amenities and unbeatable convenience, all just 10 minutes from Disney!
Step inside to discover fresh paint throughout, brand new carpet, and an open-concept first floor with a kitchen/living room combo and a half bath. Upstairs, you’ll find three spacious bedrooms, two full bathrooms, and a laundry closet with washer and dryer included.
Located in the resort-style community of Lakeside Villas, enjoy access to a beautiful pool, well-equipped fitness center, playgrounds, sand volleyball and tennis courts, clubhouse, dog park, and more just steps from your front door.
Walk across the street to Lakeside Village’s Publix grocery store and local restaurants, or unwind at the nearby Tibet-Butler Preserve, home to 3.6 miles of peaceful walking trails. Plus, you’ll enjoy quick access to Orlando’s top amusement parks, Evermore Resort and downtown Orlando, making this home the perfect full-time residence or investment opportunity. Call today for your private showing!
Step inside to discover fresh paint throughout, brand new carpet, and an open-concept first floor with a kitchen/living room combo and a half bath. Upstairs, you’ll find three spacious bedrooms, two full bathrooms, and a laundry closet with washer and dryer included.
Located in the resort-style community of Lakeside Villas, enjoy access to a beautiful pool, well-equipped fitness center, playgrounds, sand volleyball and tennis courts, clubhouse, dog park, and more just steps from your front door.
Walk across the street to Lakeside Village’s Publix grocery store and local restaurants, or unwind at the nearby Tibet-Butler Preserve, home to 3.6 miles of peaceful walking trails. Plus, you’ll enjoy quick access to Orlando’s top amusement parks, Evermore Resort and downtown Orlando, making this home the perfect full-time residence or investment opportunity. Call today for your private showing!
Property Details
Price:
$320,000
MLS #:
O6329585
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Condo
Subtype:
Condominium
Subdivision:
LAKESIDE VILLAS
Neighborhood:
34786windermere
Listed Date:
Jul 24, 2025
Finished Sq Ft:
1,460
Total Sq Ft:
1,460
Lot Size:
693 sqft / 0.02 acres (approx)
Year Built:
2011
See this Listing
Schools
Interior
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Kitchen/Family Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
Laundry Features
Inside, Laundry Closet, Upper Level
Levels
Two
Exterior
Association Amenities
Clubhouse, Fitness Center, Gated, Maintenance, Park, Playground, Pool, Tennis Court(s)
Community Features
Clubhouse, Community Mailbox, Deed Restrictions, Dog Park, Fitness Center, Gated Community – No Guard, Playground, Pool, Sidewalks, Tennis Court(s)
Construction Materials
Block
Direction Faces
West
Exterior Features
Lighting, Sidewalk
Open Parking YN
1
Parking Features
Common, Guest, Open
Roof
Shingle
Security Features
Gated Community
Window Features
Blinds
Financial
HOA Fee
$459
HOA Fee Frequency
Monthly
HOA Includes
Community Pool, Maintenance Structure, Maintenance Grounds, Pest Control, Pool Maintenance, Recreational Facilities
HOA Name
Heather Dean
HOA Phone
407952834
Tax Year
2024
Taxes
$4,052
Map
Community
- Address8259 MARITIME FLAG STREET UNIT 4 WINDERMERE FL
- SubdivisionLAKESIDE VILLAS
- CityWINDERMERE
- CountyOrange
- Zip Code34786
Subdivisions in WINDERMERE
- ACREAGE
- ALADAR ON LAKE BUTLER
- ASHLIN FARK PH 2
- 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 G4 50 58
- BELMERE VLG G2
- BUTLER BAY
- BUTLER BAY / LAKE CRESCENT RESERVE
- BUTLER RIDGE
- CARRINGTON
- CASA DEL LAGO REP
- CASA DEL LAGO-REPLAT
- CASABELLA
- CASABELLA PH 2
- CHAINE DE LAC
- CHAINE DU LAC
- CREEKS RUN
- DOWN ACRES ESTATES
- DOWN POINT SUB
- DOWNS COVE CAMP SITES
- EDEN’S HAMMOCK
- EDENS HAMMOCK
- ENCLAVE
- ENCLAVE AT WINDERMERE LANDING
- ENCLAVE/BERKSHIRE PARK B G H I
- ESTATES AT WINDERMERE
- FARMS
- GLENMUIR
- GLENMUIR 48 39
- GLENMUIR UT 02 51 42
- GOTHA TOWN
- ISLEWORTH
- ISLEWORTH 01 AMD
- KEENE’S POINTE
- KEENES POINTE
- KEENES POINTE 46/104
- KEENES POINTE UNIT 03 46/104
- KEENES POINTE UNIT 1
- KEENES POINTE UNIT 7
- KEENES POINTE UNIT 9
- KEENES POINTE UT 06 50 95
- LAKE BURDEN
- LAKE BURDEN SOUTH PH 2
- LAKE BURDEN SOUTH PH 2 #79/32 LOT 223
- LAKE BURDEN SOUTH PH I
- LAKE BUTLER ESTATES
- LAKE BUYNAK ESTATES
- LAKE CAWOOD ESTATES
- LAKE CRESCENT RESERVE
- LAKE CRESENT RESERVE
- LAKE DAVIS ESTATES
- LAKE DOWN ESTATES
- LAKE DOWN RESERVE
- LAKE HANCOCK SHORES
- LAKE ROPER POINTE
- LAKE SAWYER SOUTH PH 01
- LAKE SAWYER SOUTH PH 03
- LAKE SAWYER SOUTH PH 3
- LAKE SAWYER SOUTH PH 5
- LAKES
- LAKES OF WINDERMERE PH 1
- 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 CONDO PH 3
- 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
- LAKESIDE/LKS/WINDERMERE PH 9
- LEGADO
- LES TERRACES
- MARINA BAY ESTATES
- METCALF PARK REP
- OASIS COVE I/LAKESIDE VILLAGE PH 01
- OASIS COVE II/LAKESIDE VILLAGE
- OASIS COVE II/LAKESIDE VILLAGE PH
- OASIS COVE II/LAKESIDE VILLAGE UN
- 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
- RESERVE AT BELMERE PH 02
- RESERVE AT BELMERE PH 02 48 144
- RESERVE AT BELMERE PHASE IV
- 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 SOUND
- SILVER WOODS PH 01
- SILVER WOODS PH 02
- SILVER WOODS PH 03A
- SILVER WOODS PH 04
- SOUTHBRIDGE VILLAGE
- STILLWATER XINGS PRCL SC-13 #2
- SUMMERPORT
- SUMMERPORT PH 02
- SUMMERPORT PH 03
- SUMMERPORT PH 04 C E F & G
- SUMMERPORT PH 05
- SUMMERPORT PH 5
- SUMMERPORT PHASE 1
- SUMMERPORT TRAIL PH 2
- SUMMERPORT TRL
- SUNSET BAY
- TENNYSON PK/SUMMERPORT
- TILDENS GROVE
- TILDENS GROVE PH 01 47/65
- TUSCANY RIDGE 50 141
- VINEYARDS/HORIZONS WEST PH 1B
- VINEYARDS/HORIZONS WEST PH 2A
- VINEYARDS/HORIZONS WEST PH 4
- WATERFORD POINTE
- 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
- WESTOVER CLUB PH 02 REP
- WESTOVER RESERVE PH 02
- WESTSIDE VILLAGE
- WHITNEY ISLES/BELMERE PH 02
- WICKHAM PARK
- WICKHAM PARK 04 05 06 09 10 11 12 01
- WINDEMERE SOUND PH 2
- WINDERMERE
- WINDERMERE DOWNS
- WINDERMERE DOWNS PH 03
- WINDERMERE GRANDE
- WINDERMERE ISLE
- WINDERMERE ISLE PH 2
- WINDERMERE LNDGS PH 02
- WINDERMERE POINTE
- WINDERMERE POINTE AT LAKE ROPER
- WINDERMERE RESERVE
- WINDERMERE SOUND
- WINDERMERE SOUND PH 2
- WINDERMERE TERRACE
- WINDERMERE TOWN
- WINDERMERE TOWN REP
- WINDERMERE TRAILS
- WINDERMERE TRAILS PH 3B
- 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 IA
- WINDERMERE TRLS PRCL 3
- WINDSOR HILL
- WINDSTONE
Market Summary
Current real estate data for Condo in WINDERMERE as of Apr 29, 2026
7
Condo Listed
76
Avg DOM
228
Avg $ / SqFt
$326,286
Avg List Price
Property Summary
- Located in the LAKESIDE VILLAS subdivision, 8259 MARITIME FLAG STREET UNIT 4 WINDERMERE FL is a Condo for sale in WINDERMERE, FL, 34786. It is listed for $320,000 and features 3 beds, 3 baths, and has approximately 1,460 square feet of living space, and was originally constructed in 2011. The current price per square foot is $219. The average price per square foot for Condo listings in WINDERMERE is $228. The average listing price for Condo in WINDERMERE is $326,286. To schedule a showing of MLS#o6329585 at 8259 MARITIME FLAG STREET UNIT 4 in WINDERMERE, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of REAL BROKER, 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 Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg 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. 8259 MARITIME FLAG STREET UNIT 4
WINDERMERE, FL