by Global Lifestyle Properties

See Home Value
$669,500
● House - Off Market

20744 SHELDON STREET

ORLANDO, FL 32833
bedrooms
5 Beds
bathrooms
4 Baths
square feet
2,938 Ft²
$3,983
Est. Monthly

About This Property

Virtually Staged. Thoughtful floor plan surrounds the pool in this remarkable 4-bedroom, 3-bath pool home!  1.74 acres on a dead-end street in the highly desirable Wedgefield community offers exceptional privacy, generous space, and a thoughtfully designed layout, this property enjoys peaceful canal views with no rear neighbors.

Step inside to find formal living and dining areas that immediately draw your eye through to the sparkling pool beyond. Tall ceilings and a well-designed split floor plan create an open, airy feel, while the centrally located kitchen serves as the heart of the home and a natural gathering place. The spacious kitchen features ample cabinetry, a large center island with bar seating, newer appliances, and a breakfast nook overlooking the pool and spa.

Three-panel sliding glass doors in both living areas and the primary suite create seamless indoor-outdoor living, opening to an expansive screened lanai and beautifully paved pool deck-ideal for entertaining or unwinding in your private backyard retreat. A convenient pool bath adds functionality for outdoor living.

The private primary suite offers direct access to the pool area and includes dual walk-in closets with custom organizers, along with a spacious ensuite bath featuring dual vanities, a walk-in shower, and a relaxing garden tub.

On one side of the home, two secondary bedrooms share a full bath, while a separate bedroom and bath on another wing provide an ideal setup for guests, multigenerational living, or added privacy. Each secondary bedroom is equipped with custom closet organizers for enhanced storage and organization.

A standout addition is the detached studio-style mother-in-law suite or office complete with its own bathroom and kitchenette, providing endless flexibility for remote work, creative space, guest accommodations, or extended stays.

Recent updates include a new roof and gutters (Oct 2025), fresh exterior paint (Oct 2025), new windows (Feb 2024), updated A/C system, new pool pump (Nov 2025), and new pool cage screens (Oct 2025). Additional features include a 3-car garage, fully fenced yard, laundry room with utility sink, Generac generator, and ample space to add an additional structure such as an ADU (buyer to verify).

Located in Wedgefield, known for its oversized homesites, no HOA, parks, and even views of rocket launches, this exceptional property combines privacy, versatility, and modern upgrades with convenient access to Orlando, area attractions, and nearby beaches, all while enjoying the tranquility of acreage living.
Unit Size
2,938 Ft²
Days on Market
206 days
Land Size
1.74 acres
Price per sqft
$238
Property Type
House
Property Taxes
$550
HOA Dues
-
Year Built
-

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Last updated: 4 months ago (Stellar MLS #O6368280)

Price History

Date / Event Date Event Price
Jul 13, 2026 Sold
Sold
Jun 27, 2026 In contract -
In contract
Jun 7, 2026 Price Decreased $699,000
↓ $26K (3.6%)
Price Decreased
May 30, 2026 Price Decreased $724,900
↓ $25K (3.3%)
Price Decreased
May 9, 2026 Relisted $749,900
Relisted
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Property Highlights

Garage
Air Conditioning
Fireplace

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Wedgefield


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 20805 Sheldon Street, ORLANDO, FL, 32833

$1,295 /mo

  • 1 Bed
  • 1 Bath
  • 400 ft²
20805 Sheldon Street, ORLANDO, FL, 32833 Listing by Monica Perlas


Frequently Asked Questions

When was property at 20744 Sheldon Street built and last sold?
The property at 20744 Sheldon Street was built in and last sold on Jan 1, 1970 for $0.
How much is this home worth?
The estimated value of the home located at 20744 Sheldon Street is $757,399.
What are some comparable homes to 20744 Sheldon Street?
There are currently no comparable homes to 20744 Sheldon Street.