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101 N Starr Street

Oakland, FL 34760

3 beds
4 baths
2,502 sqft
~1/2 acre lot
$579 per sqft
2020 build
– on site

Welcome to 101 N Starr Street, an exceptional single-story, custom-built residence nestled in the heart of historic Oakland, Florida—where timeless craftsmanship, luxurious finishes, and everyday convenience blend effortlessly. Set beneath a canopy of majestic, centuries-old oaks, this meticulously designed home offers a rare combination of elegance, comfort, and accessibility. With a spacious open floor plan, soaring 14-foot ceilings, and oversized 8-foot doors throughout, the home is both grand in scale and thoughtfully functional. Fully handicap accessible and designed with mobility in mind, it offers seamless, barrier-free living that accommodates all stages of life. At the heart of the home lies a gourmet kitchen, professionally designed by a chef and custom builder. This culinary centerpiece features top-of-the-line appliances, generous prep space, and luxury finishes—perfect for everything from everyday meals to large-scale entertaining. The open-concept design continues into expansive living and dining areas that flow effortlessly into the outdoors, creating an ideal environment for both intimate gatherings and lively celebrations. Step outside to your own private oasis: a beautifully screened-in pool, complemented by a fully equipped summer kitchen and ample patio space for lounging or dining under the stars. Whether you’re enjoying a quiet morning coffee poolside or hosting a weekend cookout, the outdoor living area is designed to elevate your lifestyle year-round. Located just steps from the Oakland Farmers Market, Charter School, Heritage Center, and Post Office, this home is at the center of a walkable, welcoming community where neighbors know one another and nature thrives. With direct golf cart access to vibrant Downtown Winter Garden, you’re only minutes from award-winning restaurants, unique shops, live entertainment, and a bustling weekly farmers market. Outdoor enthusiasts will love the nearby West Orange Trail and Lake Apopka’s scenic shoreline, perfect for biking, walking, birdwatching, or kayaking. And when adventure calls, you’re a short drive from some of the world’s most celebrated destinations, including Walt Disney World, Universal Studios, and Downtown Orlando. Combining small-town charm with big-city convenience, this location is truly second to none. More than just a residence, 101 N Starr Street is a destination for those seeking refined, accessible living in one of Central Florida’s most desirable communities. With its custom design, premium features, and unbeatable location, this home offers a lifestyle of beauty, comfort, and lasting value.

Listing courtesy of STELLAR_MLS / BHHS FLORIDA REALTY

Last checked: Checking… • Last updated Jul 20, 2025 •

MLS# O6323162 —

The Building

Year Built:

2020
New Construction:

false
Architectural Style:

Custom
Construction Materials:

Stucco
Levels:

One
Stories Total:

1
Roof:

Metal
Foundation Details:

Slab
Window Features:

Blinds
Patio And Porch Features:

Covered
Security Features:

Smoke Detector(s)
Accessibility Features:

Accessible Bedroom
Building Area Total:

4082
Building Area Units:

Square Feet
Building Area Source:

Owner

Interior

Interior Features:

Ceiling Fan(s)
Flooring:

Ceramic Tile
Additional Rooms:

Attic
Fireplace:

true
Fireplace Features:

Electric

Room Dimensions

Living Area:

2502
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

Traveling on the Turnpike: take exit 272 onto SR-50 toward Winter Garden. 0.9 miles, turn Left onto S Tubb St. 0.3 miles, turn Right onto E Oakland Ave. 0.2 miles, turn Left onto N Starr St. 500 ft, destination on your Left. Traveling on Highway 50 Westbound: turn Right onto S Starr St. (Turn at Tractor Supply). 0.4 miles, destination on your Left.
Latitude:

28.556392
Longitude:

-81.624803
Coordinates:

-81.624803, 28.556392

The Property

Parcel Number:

202227610828010
Property Type:

Residential
Property Subtype:

Single Family Residence
Lot Features:

Historic District
Lot Size Acres:

0.39
Lot Size Area:

17146
Lot Size SqFt:

17146
Lot Size Units:

Square Feet
Total Acres:

1/4 to less than 1/2
Zoning:

R-1A
Direction Faces:

East
View:

false
Exterior Features:

Garden
Vegetation:

Oak Trees
Water Source:

Public
Road Surface Type:

Paved
Flood Zone Code:

X
Flood Zone Panel:

12095C0215H
Additional Parcels:

false
Homestead:

true
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

4
Tax Block:

28
Tax Legal Description:

PLAT OF THE TOWN OF OAKLAND B/99 ALL OFLOTS 1 2 3 & E 10 FT OF LOT 4 & ALL OF LOTS 18 19 20 & E 10 FT OF LOT 17 BLK 28& THAT PORTION OF VACATED ALLEYWAY LYINGCONTIGUOUS THERETO
Tax Book Number:

B-99
Tax Annual Amount:

$9,536

Beds

Bedrooms Total:

3

Baths

Total Baths:

3.5
Total Baths:

4
Full Baths:

3
Half Baths:

1

The Listing

Virtual Tour URL Unbranded:

https://www.propertypanorama.com/instaview/stellar/O6323162
Special Listing Conditions:

None

Heating & Cooling

Heating:

Electric
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Electricity Connected
Sewer:

Septic Tank

Appliances

Appliances:

Built-In Oven
Laundry Features:

Inside

Schools

Elementary School:

Tildenville Elem
Middle Or Junior School:

Lakeview Middle
High School:

West Orange High

The Community

Subdivision Name:

OAKLAND TOWN
Senior Community:

false
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

true
Pool Dimensions:

34ft/11ft
Pool Features:

Deck
Pets Allowed:

Yes
Association:

false
Ownership:

Fee Simple

Parking

Garage:

true
Attached Garage:

true
Garage Spaces:

3
Carport:

false
Covered Spaces:

3
Open Parking:

true
Parking Features:

Driveway

Extra Units

Other Structures:

Outdoor Kitchen

Monthly cost estimate

Asking price

$1,450,000

Expense	Monthly cost
Mortgage	$7,764
Taxes	$794
Insurance	$398
Utilities	$185 See report
Total	$9,141/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
7/19/25 Jul 19, 2025	Listed / Active	STELLAR_MLS	$1,450,000

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This house located in Oakland Heights, Oakland, FL 34760 is currently for sale for $1,450,000. 101 N Starr Street is a 2,502 square foot house with 3 beds and 4 baths that has been on Estately for 1 days. 101 N Starr Street is in the Oakland Heights neighborhood of Oakland and has a WalkScore® of 20, making it car-dependent. This house is in the attendance area of West Orange High School, Cornerstone Charter Academy High School, Lakeview Middle School, Tildenville Elementary School, and Cornerstone Charter Academy K-8.

Listing Courtesy of: STELLAR_MLS and BHHS FLORIDA REALTY.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.