Nestled in the heart of downtown Oakland, FL, this newly renovated two-story home features 4 bedrooms and 2.5 bathrooms. Situated on an oversized lot of nearly 1/2 acre, the property includes a resort-style pool, screened patio, shed, and a 3-car garage. Perfectly positioned between Clermont and Winter Garden, this rare property sits on quiet, charming dirt roads, surrounded by mature LIVE oak trees with NO HOA and direct access to the Winter Garden Trail right from your backyard. Bring your boat, bring your toys—this one has room for it all! From the moment you arrive, the mature landscaping and inviting front porch set the tone for the peaceful retreat that awaits. Step inside to a fully renovated 2026 kitchen featuring upgraded quartz countertops, LVP flooring, subway tile backsplash, refaced cabinets with modern hardware, and a brand-new refrigerator—truly a chef’s dream. Just off the kitchen, new french doors lead to your private patio and show-stopping 2019 salt water pool complete with spa and slide, perfect for entertaining or unwinding after a long day. The first floor includes a large guest bedroom and a spacious primary suite with an oversized walk-in closet and a relaxing ensuite offering a soaking tub and separate shower. Upstairs, you’ll find two generously sized guest bedrooms and a beautifully appointed guest bath. This home is loaded with upgrades for peace of mind and comfort, including 2021 AC units, 2021 roof, 2026 LVP flooring, fresh interior paint and baseboards, newer windows, new fixtures, new landscaping, a new water heater, and a newly painted shed/workshop. Located in the heart of Oakland, you can golf cart to Downtown Winter Garden, Plant Street Market, the Lake Apopka boat ramp, shops, dining, and weekly events. Homes with this level of privacy, upgrades, and location rarely become available—and this one checks every box.
Bring your golf cart and don’t miss your chance to own a truly unique custom home in the heart of Oakland. This property will not last! Let’s make it yours.
Bring your golf cart and don’t miss your chance to own a truly unique custom home in the heart of Oakland. This property will not last! Let’s make it yours.
Property Details
Price:
$1,295,000
MLS #:
G5110973
Status:
Active
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKLAND TOWN
Neighborhood:
34760oakland
Listed Date:
Apr 14, 2026
Finished Sq Ft:
2,469
Total Sq Ft:
3,953
Lot Size:
17,015 sqft / 0.39 acres (approx)
Year Built:
2000
See this Listing
Schools
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Disposal, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Laminate, Luxury Vinyl
Heating
Central
Interior Features
Ceiling Fan(s), Primary Bedroom Main Floor
Laundry Features
Laundry Room
Levels
Two
Exterior
Attached Garage YN
1
Construction Materials
Block
Covered Spaces
3
Direction Faces
West
Exterior Features
Lighting, Private Mailbox
Garage Spaces
3
Lot Features
Cleared
Other Structures
Shed(s), Workshop
Parking Features
Boat, Garage Door Opener, Golf Cart Parking, Guest, Off Street
Patio And Porch Features
Front Porch, Patio, Rear Porch, Screened
Roof
Shingle
Spa Features
Heated
View
Trees/Woods
Financial
Tax Year
2025
Taxes
$10,745
Map
Community
- Address250 N WALKER STREET OAKLAND FL
- SubdivisionOAKLAND TOWN
- CityOAKLAND
- CountyOrange
- Zip Code34760
Subdivisions in OAKLAND
- BRILEY FARM
- GROVE AT THE HARVEST DISTRICT
- HULL ISLAND
- HULL ISLAND AT OAKLAND
- HULL ISLAND/OAKLAND
- JOHNS COVE 43/104
- JOHNS LANDING
- JOHNS LANDING PH 01 44/47
- JOHNS LANDING PH 02 48 138
- JOHNS LANDING PHASE 1
- LONGLEAF/OAKLAND REP
- OAKLAND
- OAKLAND HEIGHTS
- OAKLAND PARK
- OAKLAND PK UN 7 NORTH
- OAKLAND TOWN
- OAKLAND TRAILS
- OAKLAND TRAILS PH 1
- OAKLAND TRAILS PH 2
- OAKLAND TRLS PH 1
- OAKLAND TRLS PH 2
- SOUTHERN OAKS AT OAKLAND SHORES
- THE GROVE
- THE GROVE AT OAKLAND
- TOWN/OAKLAND
- W 150 FT OF N 180 FT OF SW1¼ OF SW1¼
Market Summary
Current real estate data for Single Family in OAKLAND as of Apr 24, 2026
27
Single Family Listed
78
Avg DOM
348
Avg $ / SqFt
$1,116,003
Avg List Price
Property Summary
- Located in the OAKLAND TOWN subdivision, 250 N WALKER STREET OAKLAND FL is a Single Family for sale in OAKLAND, FL, 34760. It is listed for $1,295,000 and features 4 beds, 3 baths, and has approximately 2,469 square feet of living space, and was originally constructed in 2000. The current price per square foot is $525. The average price per square foot for Single Family listings in OAKLAND is $348. The average listing price for Single Family in OAKLAND is $1,116,003. To schedule a showing of MLS#g5110973 at 250 N WALKER STREET in OAKLAND, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of COAST TO COAST REAL ESTATE PRO. 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. 250 N WALKER STREET
OAKLAND, FL
