20744 Sheldon St, Orlando, FL 32833
FOR SALE
3D VIEW
1.74 ACRES

20744 Sheldon St
Orlando, FL 32833

  • 5 Beds
  • 4 Baths
  • 2,938 sqft (on 1.74 acres)

$699,000

Original price: $724,900
Est. Mortgage $4,788/mo*
Get Pre-Qualified

$699,000

Original price: $724,900
Est. Mortgage $4,788/mo*
Get Pre-Qualified
5 Beds
4 Baths
2,938 sqft
(on 1.74 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

One or more photo(s) has been 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.

Home Highlights

Parking
3 Car Garage
Outdoor
Pool
View
Canal
HOA
None
Price/Sqft
$238
Listed
179 days ago

Home Details for 20744 Sheldon St

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Primary Bedroom, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 2938 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Water ConnectedAppliances: Electric Water HeaterLaundry: Laundry Room
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Living RoomSpa: In GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Door: Sliding DoorsFlooring: Laminate, Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Laminate, Tile
View
No ViewView: Canal

Exterior Features

Exterior Home Features
Roof: ShingleFencing: OtherExterior: Private Entrance, Private Mailbox, Rain GuttersFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Garage Attached
Pool
Pool: Gunite, In GroundPool
Frontage
WaterfrontWaterfront: Canal - Brackish, Freshwater Canal AccessRoad Surface Type: AsphaltOn Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 131Days on Market: 179

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: BlockNot a New ConstructionNo Additional Parcels
Property Information
Parcel Number: 252332963200770

Price & Status

Price
List Price: $699,000Price Per Sqft: $238
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: ORLANDOCommunity: ROCKET CITYA
School Information
Elementary School: WedgefieldJr High / Middle School: WedgefieldHigh School: East River High

Agent Information

Listing Agent
Listing ID: O6368280

Building

Building Area
Building Area: 3273 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 1.74 Acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA

Energy

Energy Efficiency Features: Windows

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6368280Water ViewWater View: CanalBack On Market Date: Sat May 09 2026Showing Requirements: Appointment OnlyUniversal Property Id: US-12095-N-252332963200770-R-N
Last check for updates: about 2 hours ago
Listing Provided by: Brandi Tropf, (407) 616-1444
EXP REALTY LLC, (321) 270-7020
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6368280
Also Listed on Stellar MLS, eXp Realty.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Market trends in Wedgefield

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
53
2MoM

Price History for 20744 Sheldon St

DatePriceEventSource
06/06/2026$699,000PriceChange
Stellar MLS #O6368280
05/29/2026$724,900PriceChange
eXp Realty #O6368280
05/09/2026$749,900PendingToActiveStellar MLS #O6368280
04/03/2026$749,900PendingeXp Realty #O6368280
03/21/2026$749,900PriceChange
eXp Realty #O6368280
02/16/2026$774,900PriceChange
eXp Realty #O6368280
12/19/2025$799,998Listed For SaleStellar MLS #O6368280
07/12/2024$480,000ListingRemovedStellar MLS #O5927964
05/28/2021$480,000Sold
Stellar MLS #O5927964
04/16/2021$480,000PendingStellar MLS #O5927964
04/14/2021$480,000PendingToActiveStellar MLS #O5927964
04/05/2021$480,000PendingStellar MLS #O5927964
03/26/2021$480,000Listed For SaleStellar MLS #O5927964
05/02/2001$8,000Sold
N/A

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Property Tax and Assessment

Year2024
Tax$6,602
Assessment$524,341
Home facts updated by county records

Comparable Sales for 20744 Sheldon St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20524 Reynolds Pkwy, Unit, FL
0.56
Single-Family Home
$985,000
04/30/26
5
3.5
3,180
20344 Sheldon St, Orlando, FL
0.39
Single-Family Home
$1,155,000
08/15/25
5
6.5
5,286
20106 Sheldon St, Orlando, FL
0.66
Single-Family Home
$669,000
03/19/26
4
3
2,700
6005 Bancroft Blvd, Orlando, FL
0.77
Single-Family Home
$925,000
12/23/25
5
3
4,160
20606 Quinn St, Orlando, FL
1.19
Single-Family Home
$750,000
07/25/25
5
4
3,926
20446 Quinlan St, Orlando, FL
1.07
Single-Family Home
$750,000
11/21/25
4
3
2,809
20415 Quinlan St, Orlando, FL
1.16
Single-Family Home
$720,000
04/14/26
4
3
2,430
19808 Seaview St, Orlando, FL
1.02
Single-Family Home
$685,000
05/01/26
4
2
2,451
20516 Quinn St, Orlando, FL
1.20
Single-Family Home
$784,000
12/31/25
4
3
2,801
19606 Reynolds Pkwy, Orlando, FL
1.31
Single-Family Home
$800,000
11/10/25
4
4
3,038

Nearby homes

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Assigned Schools

These are the assigned schools for 20744 Sheldon St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Wedgefield

At least 27 Trulia users voted on each feature.

  • 97 % Say parking is easy

  • 93 % Say car is needed

  • 89 % Say it's dog friendly

  • 87 % Say yards are well-kept

  • 87 % Say there's wildlife

  • 86 % Say it's quiet

  • 83 % Say there's holiday spirit

  • 75 % Say kids play outside

  • 70 % Say there are sidewalks

  • 67 % Say people would walk alone at night

  • 62 % Say neighbors are friendly

  • 62 % Say they plan to stay for at least 5 years

  • 61 % Say there are community events

  • 59 % Say streets are well-lit

  • 21 % Say it's walkable to grocery stores

  • 19 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Good size lots close to highways to get around. Hard to find property like this so close to Orlando. "
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  • Rebekah A. G.
    "I work from home but for most people it really depends on where work is. If it is in downtown orlando you’re lying a good share of tolls if you work out by the coast it’s a little long but zero traffic."
    0
    Flag
  • Rebekah A. G.
    "Wedgefield does pretty great being such a small community we have some great events some of the most popular are our Annual Golf Cart Christmas Parade, a farmers market and Fall Festival"
    0
    Flag
  • Cassandra W.
    "No public transportation tho there is a shuttle bus to city buses. You will need a personal vehicle "
    0
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  • Rebekah A. G.
    "I live in the Estates so the homes are further apart than upfront, we all know each other, all look out for each other, my kids have plenty of room to play. My only complaint is how fast cars drive in the neighborhood. Hopefully this will be remedied somehow in the future."
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  • Cassandra W.
    "My neighborhood is the best. We look out for one another and there’s always someone who will come to your rescue"
    0
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  • Andy
    "Big nature trail at Hal Scott nature preserve. Great for walking the dog. Also lots of side roads to walk through neighborhood"
    0
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  • Luverofgod2003
    "Everyone keeps their dogs on leashes and picks up after their pets. There is a healthy respect for others pets"
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  • Greta
    "there are three sections in Wedgefield we have the city the Estates and the reserves. back in the Estates we don't have trick or treating. But kids can go to the City or Reserves and enjoy Halloween festivities."
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  • Nit4shoes
    "Block parties lots of activities for children a farmers market and golf activities swimming and trivia night "
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  • gabrotherton
    "a new K - 8 public school opened in the neighborhood in 2016. a new 9 - 12 public school will open by 2020."
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  • Andrew J. T.
    "great area nice people new school good roads great park close to everything but not to close clean air near beach can see rocket and space launch can see deer and bald eagles"
    1
    Flag
  • Andrew J. T.
    "great place to live fun park lots of wild life no city sound can see rocket launches beach is 30 min away "
    2
    Flag
  • Philhask
    "The only restaurant is the golf club house. shopping at Waterford Lakes is 30 minutes away. Cocoa is 30 to 40 minutes away ."
    0
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LGBTQ Local Legal Protections

Brandi Tropf, EXP REALTY LLC, (321) 270-7020
Agent Phone: (407) 616-1444
20744 Sheldon St, Orlando, FL 32833 is a 5 bedroom, 4 bathroom, 2,938 sqft single-family home built in 2003. This property is currently available for sale and was listed by Stellar MLS on Dec 19, 2025. The MLS # for this home is MLS# O6368280.