Property Description

SELLER OFFERING BUYER 20K!!!! TOWARDS CLOSING COSTS AND PREPAIDS. 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.

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Included Appliances

DishwasherDisposalMicrowaveRangeRefrigerator

Property Details

Highlights

View

Yes

Interior

Appliances

DishwasherDisposalMicrowaveRangeRefrigerator

Bathrooms Total Decimal

2.5

Building Area Total

3953

Cooling

Central Air

Fireplace Features

Wood Burning

Flooring

LaminateLuxury Vinyl

Furnished

Unfurnished

Heating

Central

Interior Features

Ceiling Fan(s)Primary Bedroom Main Floor

Laundry Features

Laundry Room

Living Area

2469

Rooms Total

3

Construction

Building Area Source

Public Records

Building Area Units

Square Feet

Construction Materials

Block

Direction Faces

West

Foundation Details

Slab

Levels

Two

Living Area Source

Public Records

Living Area Units

Square Feet

Roof

Shingle

Stories Total

2

Year Built

2000

Site & Exterior

Covered Spaces

3

Exterior Features

LightingPrivate Mailbox

Flood Zone Code

X

Garage Dimensions

23x30

Garage Spaces

3

I D X Participation

Yes

Lot Features

Cleared

Lot Size Acres

0.39

Lot Size Area

17015

Lot Size Square Feet

17015

Lot Size Units

Square Feet

Other Structures

Shed(s)Workshop

Parking Features

BoatGarage Door OpenerGolf Cart ParkingGuestOff Street

Patio And Porch Features

Front PorchPatioRear PorchScreened

Pool Features

In GroundSalt WaterScreen Enclosure

Public Survey Range

27

Public Survey Section

20

Road Responsibility

Private Maintained Road

Road Surface Type

Dirt

Sewer

Septic Tank

Spa Features

Heated

Total Acreage

1/4 to less than 1/2

Utilities

Cable Available

Vegetation

Mature LandscapingOak TreesTrees/Landscaped

View

Trees/Woods

Water Source

Public

Zoning

R-1A

Financials

Calculated List Price By Calculated Sq Ft

463.75

Contract Status Change Date

2026-04-14

Current Price

1145000

Feed Types

BBO

Lease Considered

Yes

Minimum Lease

6 Months

Owner Name

OWNER OF RECORD

Ownership

Fee Simple

Parcel Number

202227610834000

Public Survey Township

22

Tax Annual Amount

10744.77

Tax Block

34

Tax Book Number

B-99

Tax Legal Description

PLAT OF THE TOWN OF OAKLAND B/99 W 10 FTOF LOT 7 & ALL OF LOTS 8 THRU 13 & W 10FT OF LOT 14 BLK 34 & VAC ALLEY LYING BETWEEN LOTS PER OR 4193/4161

Tax Lot

7

Tax Year

2025

Neighborhood & Lifestyle

Community & Association

Additional Lease Restrictions

Buyer to verify

M L S Area Major

34760 - Oakland

Subdivision Name

OAKLAND TOWN

Schools

Ratings

Elementary

Tildenville Elem

Middle

Lakeview Middle

High

West Orange High

Listing provided courtesy of STELLAR via IDX. Updated: Jun 7, 2026, 5:23pm.

250 N WALKER STREET

250 N WALKER STREET

Property Description

Property Details

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Construction

Site & Exterior

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Alaina Dimare

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250 N WALKER STREET

250 N WALKER STREET

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

Alaina Dimare