4 bedroom homes for sale in Southwest Orange, FL

344 Listings

view of front of property featuring a balcony and a front lawn

view of front facade featuring a front lawn

kitchen featuring appliances with stainless steel finishes, backsplash, a kitchen breakfast bar, ornamental molding, and a kitchen island

Video tour

$10,000 Closing Credit¹

$1,990,000

4 beds • 3.5 baths • 3,998 sqft

8734 Crestgate Cir, Orlando FL 32819

#O6219523, Aline Reboucas, Listing Office: LA ROSA REALTY CW PROPERTIES L

view of front facade with a front lawn and a garage

view of front of home featuring a front yard and a garage

$7,363 Closing Credit¹

$620,000

4 beds • 2.5 baths • 2,754 sqft

1134 Harbor Hill St, Winter Garden FL 34787

#O6217343, Robert Christiano, Listing Office: COLDWELL BANKER RESIDENTIAL RE

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view of front facade featuring central AC unit, a balcony, french doors, and a front lawn

$10,000 Closing Credit¹

$1,100,000

4 beds • 2.5 baths • 2,904 sqft

7220 Grace Rd, Orlando FL 32819

#O6218736, Bo Julian, Listing Office: JULIAN PROPERTIES, INC.

single story home featuring a front yard

view of exterior entry with a patio area

$10,000 Closing Credit¹

$1,095,000

4 beds • 3 baths • 3,190 sqft

9227 Cypress Cove Dr, Orlando FL 32819

#O6215932, Matt Allen, Listing Office: MATT ALLEN REAL ESTATE LLC

single story home with a front yard and a garage

$7,422 Closing Credit¹

$625,000

4 beds • 2 baths • 2,182 sqft

5929 Cedar Pine Dr, Orlando FL 32819

#O6218039, Douglas Yannucci, PA, Listing Office: COLDWELL BANKER RESIDENTIAL RE

view of swimming pool with a lanai and a water view

view of mediterranean / spanish-style home

view of patio / terrace with an outdoor kitchen, ceiling fan, a water view, glass enclosure, and grilling area

Video tour

$10,000 Closing Credit¹

$2,199,000

4 beds • 4.5 baths • 4,800 sqft

11954 Provincial Way, Windermere FL 34786

#O6214196, Denise Gregorie, Listing Office: CLOCK TOWER REALTY

mediterranean / spanish home featuring a yard

mediterranean / spanish house with a front lawn

Video tour

$10,000 Closing Credit¹

$1,799,000

4 beds • 4 baths • 4,287 sqft

3036 Seigneury Dr, Windermere FL 34786

#O6210683, Helen McCullough, Listing Office: HOME WISE REALTY GROUP INC

Room to negotiate?

Median Sold Price

$556.7K

Avg. Sale Time

63 Days

Based on our February 2025 Market Report.

Video tour

$6,745 Closing Credit¹

$568,000

4 beds • 3 baths • 2,300 sqft

5115 Lake Hamlin Trl, Winter Garden FL 34787

#O6208245, Ping Song, Listing Office: SUNSHINE GROUP USA, INC

$10,000 Closing Credit¹

$1,398,000

4 beds • 2.5 baths • 3,184 sqft

1126 Kelso Blvd, Windermere FL 34786

#O6205965, Kim Swatkowski, Listing Office: RE/MAX PRIME PROPERTIES

view of front of property featuring covered porch

Video tour

$6,531 Closing Credit¹

$550,000

4 beds • 3.5 baths • 2,794 sqft

16019 Micelli Dr, Winter Garden FL 34787

#O6205054, Julius Melendez, Listing Office: KYLIN PROPERTY MANAGEMENT LLC

single story home featuring a front yard and a garage

ranch-style house with a garage, solar panels, and a front lawn

Video tour

$7,422 Closing Credit¹

$625,000

4 beds • 2 baths • 2,477 sqft

1608 Debut Ln, Winter Garden FL 34787

#G5082166, Janella Martina, Listing Office: ENGEL & VOLKERS

view of front of property featuring a garage and a front lawn

spare room with a notable chandelier and dark hardwood / wood-style flooring

entrance foyer with a raised ceiling, crown molding, light hardwood / wood-style floors, and a notable chandelier

3D tour

$10,000 Closing Credit¹

$1,079,690

4 beds • 3.5 baths • 3,239 sqft

3018 Avalon Ridge Ln, Winter Garden FL 34787

#O6204579, Suresh Gupta, Listing Office: PARK SQUARE REALTY

3D tour

$10,000 Closing Credit¹

$2,000,000

4 beds • 4.5 baths • 7,107 sqft

4978 Washington Ave, Orlando FL 32819

#O6196788, Christopher Bessette, Listing Office: KELLER WILLIAMS CLASSIC

dining room featuring plenty of natural light and dark hardwood / wood-style floors

Video tour

$6,638 Closing Credit¹

$559,000

4 beds • 3.5 baths • 2,494 sqft

16417 Parable Way, Winter Garden FL 34787

#O6198878, Marcela Lessa Fischer, Listing Office: PRISTINE INTERNATIONAL REALTY LLC

kitchen with decorative light fixtures, a wealth of natural light, black appliances, and a breakfast bar

kitchen featuring pendant lighting, sink, ceiling fan, a center island, and black dishwasher

Video tour

$6,353 Closing Credit¹

$535,000

4 beds • 2.5 baths • 2,851 sqft

1769 Morning Sky Dr, Winter Garden FL 34787

#O6197859, Gabriella Philippone, Listing Office: INDEPENDENCE REALTY GROUP LLC

view of front of house featuring a garage and a front lawn

Video tour

$6,413 Closing Credit¹

$540,000

4 beds • 2.5 baths • 2,205 sqft

14244 Sports Club Way, Orlando FL 32837

#O6186180, Victor De Oliveira, Listing Office: FLORIDA CONNEXION PROPERTIES

view of front facade featuring a front lawn and a garage

mediterranean / spanish home with a garage

stairs featuring hardwood / wood-style floors and a high ceiling

Video tour

$10,000 Closing Credit¹

$1,250,000

4 beds • 4 baths • 4,205 sqft

8059 Leaf Grove Cir, Orlando FL 32836

#S5101401, Elizabeth Morales, Listing Office: FUSION FLORIDA REALTY LLC

view of front of home featuring a front lawn

view of pool with an outdoor living space, a lanai, and a patio area

view of swimming pool with a patio and glass enclosure

Video tour

$10,000 Closing Credit¹

$1,145,000

4 beds • 2.5 baths • 3,265 sqft

4627 Woodlot Ct, Orlando FL 32835

#O6185740, Christian Posegger, Listing Office: DE PAULA REALTY USA INC.

view of front of home featuring a front lawn and a garage

view of front of house featuring a front lawn and a garage

view of front of home with a front yard and a garage

Video tour

$10,000 Closing Credit¹

$1,250,000

4 beds • 2.5 baths • 2,762 sqft

7920 Summer Ridge Pl, Orlando FL 32819

#S5100933, Suzette Durant-Mas, Listing Office: AML REALTY GROUP, LLC

drone / aerial view featuring a water view

$10,000 Closing Credit¹

$2,295,000

4 beds • 4 baths • 3,606 sqft

8625 Bay Hill Blvd, Orlando FL 32819

#O6183126, George Stringer, Listing Office: COLDWELL BANKER RESIDENTIAL RE

mediterranean / spanish-style house with a front yard

mediterranean / spanish-style house featuring a garage and a front yard

$10,000 Closing Credit¹

$2,275,000

4 beds • 5 baths • 4,802 sqft

6130 Blakeford Dr, Windermere FL 34786

#O6178616, Shane Croft, Listing Office: COLDWELL BANKER REALTY

mediterranean / spanish house with a front yard

mediterranean / spanish-style house featuring a front yard and a garage

entryway with crown molding, light hardwood / wood-style floors, and french doors

$3,150,000

4 beds • 4.5 baths • 4,957 sqft

11617 Waterstone Loop Dr, Windermere FL 34786

#O6177372, Shane Croft, Listing Office: COLDWELL BANKER REALTY

view of front of house with a garage and a front yard

hall featuring ornamental molding and light hardwood / wood-style flooring

corridor featuring hardwood / wood-style floors and ornamental molding

$9,916 Closing Credit¹

$835,000

4 beds • 4.5 baths • 3,468 sqft

14372 Sunbridge Cir, Winter Garden FL 34787

#O6166589, Julie Bettosini, PA, Listing Office: STOCKWORTH REALTY GROUP

mediterranean / spanish home featuring a front lawn and a garage

birds eye view of property featuring a water view

$10,000 Closing Credit¹

$1,750,000

4 beds • 5 baths • 4,049 sqft

9217 Hidden Bay Ln, Orlando FL 32819

#O6162499, Jaime Leizan, Listing Office: EXP REALTY LLC

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321-344 of 344 Results

Explore popular home types in Southwest Orange, FL

Related homes in Southwest Orange, FL

Schools near Southwest Orange, FL

Elementary Schools

Sadler Elementary School
4000 W Oak Ridge Rd
Public District PK-5
Metrowest Elementary School
1801 Lake Vilma Dr
Public District KG-5
Castleview Elementary School
9131 Taborfield Ave
Public District KG-5

Middle Schools

Renaissance Charter School at Hunters Creek
4140 W Town Center Blvd
Public Charter KG-8
OCPS Academic Center for Excellence
701 W Livingston St
Public District PK-8
Chain of Lakes Middle School
8700 Conroy Windermere Rd
Public District 6-8

High Schools

Chancery High Charter
7001 S Orange Blossom Trl
Public Charter 9-12
West Orange High School
1625 Beulah Rd
Public District 9-12
Windermere High School
5523 Winter Garden Vineland Rd
Public District 9-12

Data provided by Great Schools

Housing market reports in Orange County

Homes for sale near Southwest Orange, FL

Real estate in Southwest Orange neighborhoods

Top real estate cities in Florida

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IDX Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/12/2025, 11:49:50 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

IDX © 2025 Miami Association of REALTORS®. All rights reserved. The data relating to real estate on this web site comes in part from the Internet Data Exchange program of the MLS of the Miami Association of REALTORS®. All information is deemed reliable but not guaranteed by the MLS and should be independently verified. The MLS, this broker and their affiliates provide 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. This property is offered without respect to any protected classes in accordance with the law.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/13/2025, 12:20:50 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.