Single family homes for sale in Southwest Orange, FL

view of front of home featuring a garage, a front lawn, decorative driveway, and stone siding

view of yard featuring a water view and fence

view of pool with a lanai, a pool with connected hot tub, a patio, and a water view

3 hours on Rocket

$10,000 Closing Credit¹

$1,800,000

5 beds • 5 baths • 3,608 sqft

9137 Southern Breeze Dr, Orlando FL 32836

#O6290550, Evelyn Malave, Listing Office: LPT REALTY, LLC

ranch-style home featuring a front lawn, driveway, and stucco siding

view of front of home featuring french doors, stone siding, a front lawn, and a shingled roof

property entrance with french doors, roof with shingles, and stucco siding

5 hours on Rocket

$10,000 Closing Credit¹

$1,249,000

4 beds • 3 baths • 2,838 sqft

2106 Ridgewind Way, Windermere FL 34786

#O6290554, Teresa Stewart, Listing Office: SOUTHERN REALTY GROUP LLC

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view of exterior entry with a tile roof, french doors, and stucco siding

mediterranean / spanish-style house with stucco siding, a front lawn, a garage, a tiled roof, and decorative driveway

view of swimming pool with a patio, fence, and a pool with connected hot tub

8 hours on RocketVideo tour

$3,250,000

6 beds • 6.5 baths • 6,683 sqft

6030 Greatwater Dr, Windermere FL 34786

#O6289098, TJ Cosgrove, Listing Office: REAL BROKER, LLC

single story home with roof with shingles, concrete driveway, an attached garage, a front yard, and brick siding

single story home featuring a front lawn, fence, an attached garage, brick siding, and a chimney

view of side of property featuring brick siding and a lawn

9 hours on RocketVideo tour

$4,928 Closing Credit¹

$415,000

4 beds • 2 baths • 2,001 sqft

2720 Smithfield Dr, Orlando FL 32837

#V4941521, Arla Howell, Listing Office: CHARLES RUTENBERG REALTY ORLANDO

view of front facade featuring stucco siding, decorative driveway, stone siding, fence, and a garage

kitchen featuring visible vents, a sink, decorative backsplash, light countertops, and appliances with stainless steel finishes

kitchen featuring a sink, a notable chandelier, visible vents, and stainless steel appliances

9 hours on Rocket

$9,488 Closing Credit¹

$799,000

5 beds • 3 baths • 3,589 sqft

15547 Hamlin Blossom Ave, Winter Garden FL 34787

#O6277232, Chris Burden, Listing Office: EPIC REAL ESTATE ADVISORS LLC

view of front of property featuring stucco siding, decorative driveway, french doors, covered porch, and a garage

view of front of home with stucco siding, decorative driveway, and a garage

view of pool with glass enclosure, a patio area, and a fenced in pool

14 hours on RocketVideo tour

$9,286 Closing Credit¹

$782,000

5 beds • 4 baths • 3,387 sqft

6232 Talaria Dr, Windermere FL 34786

#O6287639, Matine Pawlicki, Listing Office: CENTURY 21 CARIOTI

bird's eye view with a residential view and a water view

view of front of house featuring stucco siding, a tile roof, and a front lawn

drone / aerial view with a water view and a residential view

15 hours on RocketVideo tour

$10,000 Closing Credit¹

$950,000

3 beds • 2.5 baths • 2,346 sqft

400 W 2nd Ave, Windermere FL 34786

#O6290219, Judy Black, Listing Office: UPSIDE REAL ESTATE INC

Room to negotiate?

Median Sold Price

$556.7K

Avg. Sale Time

63 Days

Based on our February 2025 Market Report.

mediterranean / spanish house featuring stucco siding, an attached garage, a tile roof, and decorative driveway

mediterranean / spanish-style house with stucco siding, a front lawn, decorative driveway, an attached garage, and a tiled roof

doorway to property with stucco siding and stone siding

1 day on RocketVideo tour

$10,000 Closing Credit¹

$1,375,000

5 beds • 4 baths • 3,646 sqft

8531 Geddes Loop, Orlando FL 32836

#O6290485, Sheila Torres, Listing Office: NOVA REAL ESTATE SERVICES INC

view of front of property with a front lawn, a tiled roof, concrete driveway, stucco siding, and a garage

entryway with wainscoting, wood finished floors, and ornamental molding

1 day on RocketVideo tour

$10,000 Closing Credit¹

$995,000

4 beds • 3.5 baths • 3,080 sqft

10986 Ledgement Ln, Windermere FL 34786

#S5122690, Mandy Morgan, Listing Office: TEAM DONOVAN

view of front of house featuring a standing seam roof, a porch, and stucco siding

doorway to property featuring a patio and stucco siding

1 day on Rocket

$6,589 Closing Credit¹

$554,900

4 beds • 3 baths • 2,119 sqft

7166 Enchanted Lake Dr, Winter Garden FL 34787

#O6290283, Alex Vastardis, Listing Office: COLDWELL BANKER REALTY

traditional home featuring a front yard, fence, stucco siding, concrete driveway, and a garage

traditional-style home with stucco siding, a garage, driveway, and fence

living area featuring a notable chandelier, visible vents, and light wood-style flooring

1 day on RocketVideo tour

$6,389 Closing Credit¹

$538,000

5 beds • 3 baths • 2,737 sqft

10937 Prairie Hawk Dr, Orlando FL 32837

#S5122451, Sandra Mercado, Listing Office: EXP REALTY LLC

ranch-style home with stucco siding, driveway, an attached garage, and a front lawn

ranch-style home featuring a front yard, concrete driveway, a garage, and stucco siding

kitchen with under cabinet range hood, stainless steel electric stove, dark countertops, and white cabinets

1 day on RocketVideo tour

$5,225 Closing Credit¹

$440,000

3 beds • 2 baths • 1,955 sqft

12546 Britwell Ct, Orlando FL 32837

#O6290473, Kathrin Szurgot, Listing Office: HIVE REALTY LLC

mediterranean / spanish-style home featuring a front lawn, a tiled roof, curved driveway, and stucco siding

view of front of house featuring stucco siding, a tiled roof, a front lawn, and curved driveway

1 day on Rocket

$20,000,000

7 beds • 8.5 baths • 10,649 sqft

11900 Lake Butler Blvd, Windermere FL 34786

#O6275556, Julie Bettosini, PA, Listing Office: STOCKWORTH REALTY GROUP

traditional home with a front yard, an attached garage, driveway, and stucco siding

1 day on Rocket

$9,500 Closing Credit¹

$800,000

5 beds • 3 baths • 3,836 sqft

13545 Fox Glove St, Winter Garden FL 34787

#O6290405, Karina Loureiro de Almeida Veiga, Listing Office: ON ME REALTY

view of front of home with a front yard and stucco siding

property entrance featuring a tiled roof, french doors, a porch, and stucco siding

Coming soon

$10,000 Closing Credit¹

$1,400,000

4 beds • 3.5 baths • 2,546 sqft

6125 Foxfield Ct, Windermere FL 34786

#1040200, Mary Ann Thompson, Listing Office: RE/MAX Solutions

view of front of home featuring decorative driveway, a garage, and stucco siding

view of front of property featuring a front yard, decorative driveway, a garage, and stucco siding

corridor featuring light wood-style flooring, rail lighting, and baseboards

1 day on RocketVideo tour

$10,000 Closing Credit¹

$897,000

5 beds • 3 baths • 3,013 sqft

8010 Soldierwood St, Winter Garden FL 34787

#O6290260, Cassandra Nogueira, Listing Office: CHARLES RUTENBERG REALTY ORLANDO

ranch-style home featuring stucco siding, an attached garage, and driveway

back of property featuring a patio area, a fenced backyard, and a gate

1 day on RocketVideo tour

$6,589 Closing Credit¹

$554,900

4 beds • 2 baths • 2,083 sqft

4852 Blue Major Dr, Windermere FL 34786

#O6289715, Phyllis Kent, Listing Office: PHYLLIS KENT REAL ESTATE LLC

craftsman house featuring stucco siding, metal roof, decorative driveway, an attached garage, and a standing seam roof

view of front of home featuring metal roof, decorative driveway, a garage, stone siding, and a standing seam roof

1 day on RocketVideo tour

$9,369 Closing Credit¹

$789,000

4 beds • 3.5 baths • 3,035 sqft

14554 Winter Stay Dr, Winter Garden FL 34787

#O6288894, Neal Halperin, Listing Office: MEMBERS REALTY, LLC

craftsman-style house with decorative driveway, stone siding, a yard, and a garage

view of front of house with a front lawn, a tile roof, decorative driveway, a garage, and stone siding

craftsman-style house with an attached garage, stucco siding, a front lawn, a tile roof, and decorative driveway

2 days on Rocket

$10,000 Closing Credit¹

$1,349,998

4 beds • 4.5 baths • 2,954 sqft

16736 Broadwater Ave, Winter Garden FL 34787

#O6290342, Alex Van Grondelle, Listing Office: NEXTHOME LOCATION

ranch-style house featuring stucco siding, a front yard, concrete driveway, and an attached garage

living area featuring wood finished floors, baseboards, lofted ceiling, arched walkways, and ceiling fan with notable chandelier

unfurnished living room with vaulted ceiling, wood finished floors, and ceiling fan with notable chandelier

2 days on RocketVideo tour

$4,821 Closing Credit¹

$406,000

3 beds • 2 baths • 1,447 sqft

2350 Blue Sapphire Cir, Orlando FL 32837

#O6290339, Greg Blackall, Listing Office: OPENDOOR BROKERAGE LLC

single story home featuring stucco siding, concrete driveway, a garage, and a shingled roof

entryway featuring baseboards and wood tiled floor

living area with a wealth of natural light, a textured ceiling, a ceiling fan, and wood finished floors

2 days on RocketVideo tour

$4,572 Closing Credit¹

$385,000

2 beds • 2 baths • 1,232 sqft

5971 Parkview Point Dr, Orlando FL 32821

#O6288975, Stephanie Pitts, Listing Office: KELLER WILLIAMS CLASSIC

view of front of home featuring a tile roof, a front yard, stucco siding, decorative driveway, and an attached garage

view of front of property with a tiled roof, a garage, decorative driveway, and stucco siding

2 days on Rocket

$10,000 Closing Credit¹

$2,250,000

4 beds • 4.5 baths • 4,556 sqft

15633 Panther Lake Dr, Winter Garden FL 34787

#O6289923, Ken Pozek, Listing Office: KELLER WILLIAMS ELITE PARTNERS III REALTY

view of front of home with stucco siding, decorative driveway, roof with shingles, covered porch, and a garage

corridor featuring light tile patterned floors and recessed lighting

living area with visible vents, ceiling fan with notable chandelier, a tray ceiling, recessed lighting, and baseboards

2 days on RocketVideo tour

$6,828 Closing Credit¹

$575,000

4 beds • 2 baths • 1,952 sqft

14500 Black Quill Dr, Winter Garden FL 34787

#O6288312, Alla Luzhina, Listing Office: COLDWELL BANKER REALTY

mediterranean / spanish-style home with a front yard, stucco siding, curved driveway, a chimney, and a tiled roof

mediterranean / spanish house featuring stucco siding, a tiled roof, a front lawn, and curved driveway

view of front facade with stucco siding, a front lawn, and a tile roof

2 days on Rocket

$10,000 Closing Credit¹

$895,000

5 beds • 3 baths • 2,761 sqft

2230 Lake Crescent Ct, Windermere FL 34786

#O6289294, Bo Julian, Listing Office: JULIAN PROPERTIES, INC.

single story home featuring roof with shingles, an attached garage, driveway, and stucco siding

kitchen featuring a sink, appliances with stainless steel finishes, white cabinets, and light countertops

kitchen featuring light wood finished floors, a sink, stainless steel appliances, light countertops, and white cabinetry

2 days on RocketVideo tour

$5,284 Closing Credit¹

$445,000

2 beds • 2 baths • 1,627 sqft

5669 Parkview Lake Dr, Orlando FL 32821

#O6288551, Amanda Wood, Listing Office: RE/MAX EXCLUSIVE COLLECTION

view of front of house featuring a front lawn, concrete driveway, stucco siding, french doors, and an attached garage

view of front of property with a front yard, an attached garage, driveway, and stucco siding

view of front of house featuring a front lawn, an attached garage, driveway, and stucco siding

2 days on RocketVideo tour

$7,232 Closing Credit¹

$609,000

4 beds • 3 baths • 2,369 sqft

12703 Dallington Ter, Winter Garden FL 34787

#TB8362252, Camilo Perez, Listing Office: HOME SOLD REALTY LLC

view of front of house featuring a front yard, a garage, driveway, and stucco siding

bird's eye view featuring a residential view and a water view

pool featuring glass enclosure, a patio, a water view, and a hot tub

2 days on Rocket

$6,708 Closing Credit¹

$564,900

4 beds • 2 baths • 1,956 sqft

14772 Eagles Crossing Dr, Orlando FL 32837

#O6290009, Abdul Aitboukil, Listing Office: SOUTHERN PRESTIGE REALTY INC

view of front facade with stucco siding, board and batten siding, concrete driveway, and an attached garage

kitchen featuring independent washer and dryer, appliances with stainless steel finishes, white cabinetry, and a kitchen bar

kitchen featuring light countertops, appliances with stainless steel finishes, white cabinetry, a kitchen breakfast bar, and a center island

2 days on RocketVideo tour

$3,942 Closing Credit¹

$331,990

5 beds • 2.5 baths • 2,326 sqft

1807 Teagan Ln, Winter Haven FL 33884

#TB8362145, Ben Goldstein, Listing Office: LENNAR REALTY

view of front of home with a chimney, a front yard, and a water view

hall featuring light tile patterned floors, light carpet, and plenty of natural light

2 days on RocketVideo tour

$10,000 Closing Credit¹

$999,000

3 beds • 2.5 baths • 2,750 sqft

9318 Lake Hickory Nut Dr, Winter Garden FL 34787

#O6288164, John McGuire, Listing Office: VALIANT REALTY GROUP LLC

view of front of property featuring stucco siding, driveway, an attached garage, and a front yard

view of exterior entry with stucco siding, a shingled roof, and a yard

doorway to property featuring stucco siding

2 days on RocketVideo tour

$4,928 Closing Credit¹

$415,000

2 beds • 2 baths • 1,450 sqft

11624 Peach Grove Ln, Orlando FL 32821

#O6289455, Lois Ann Cox, PA, Listing Office: WATSON REALTY CORP

ranch-style house with concrete driveway, a gate, a garage, and stucco siding

single story home with fence, an attached garage, stucco siding, a front lawn, and concrete driveway

view of pool with a patio area, a residential view, a fenced in pool, and a fenced backyard

2 days on RocketVideo tour

$5,878 Closing Credit¹

$495,000

4 beds • 2 baths • 1,490 sqft

11364 Cardiff Dr, Orlando FL 32837

#O6289891, Claudia Velez, Listing Office: BELLA HOUSE REALTY

single story home featuring a front yard, a garage, and driveway

kitchen with light tile patterned flooring, white cabinetry, a kitchen breakfast bar, range, and stainless steel fridge

kitchen with white cabinetry, a kitchen breakfast bar, a kitchen island with sink, and stainless steel appliances

2 days on RocketVideo tour

$3,931 Closing Credit¹

$330,990

4 beds • 3 baths • 2,174 sqft

1606 Teagan Ln, Winter Haven FL 33884

#TB8362182, Ben Goldstein, Listing Office: LENNAR REALTY

view of front of house with decorative driveway, an attached garage, and stucco siding

view of property's community featuring a yard and a water view

2 days on RocketVideo tour

$7,362 Closing Credit¹

$619,999

4 beds • 3.5 baths • 2,388 sqft

14675 Scott Key Dr, Winter Garden FL 34787

#O6290105, Jennifer Vilayvong, Listing Office: VYLLA HOME

greek revival inspired property featuring stucco siding, an attached garage, and driveway

greek revival house with stucco siding, decorative driveway, and a garage

view of front of house featuring decorative driveway, roof with shingles, an attached garage, and stucco siding

2 days on RocketVideo tour

$6,947 Closing Credit¹

$584,999

3 beds • 2 baths • 2,120 sqft

3242 Irish Peach Dr, Winter Garden FL 34787

#O6289752, Erica Montanez, Listing Office: LPT REALTY, LLC

mediterranean / spanish-style house with decorative driveway, french doors, a garage, and stucco siding

mediterranean / spanish-style home with stucco siding, an attached garage, decorative driveway, and a front yard

aerial view featuring a residential view

2 days on RocketVideo tour

$10,000 Closing Credit¹

$875,000

5 beds • 4 baths • 3,963 sqft

13512 Glynshel Dr, Winter Garden FL 34787

#O6288976, Richard Palmano, Listing Office: PALMANO GROUP RE BROKERAGE LLC

view of front of home featuring a front yard, decorative driveway, an attached garage, and stucco siding

view of front facade featuring stucco siding, a front lawn, decorative driveway, an attached garage, and a balcony

view of front of property with a front yard, decorative driveway, and stucco siding

2 days on Rocket

$10,000 Closing Credit¹

$1,000,000

5 beds • 4 baths • 4,069 sqft

14486 Sunbridge Cir, Winter Garden FL 34787

#O6288785, Maria Chincoli, Listing Office: MARK SPAIN REAL ESTATE

craftsman house featuring stone siding and a porch

view of exterior entry with stucco siding and a porch

exterior space with covered porch, a residential view, and stucco siding

2 days on RocketVideo tour

$8,004 Closing Credit¹

$674,000

5 beds • 4.5 baths • 2,725 sqft

16294 Honey Harvest St, Winter Garden FL 34787

#O6290053, Any Alves, Listing Office: WRA BUSINESS & REAL ESTATE

view of front of home featuring stucco siding and a front yard

living area with recessed lighting, ceiling fan, vaulted ceiling, a tiled fireplace, and light wood-type flooring

living area with wood finished floors, visible vents, baseboards, french doors, and a raised ceiling

2 days on RocketVideo tour

$10,000 Closing Credit¹

$1,399,999

5 beds • 4 baths • 3,400 sqft

2515 Ridgewind Way, Windermere FL 34786

#S5122522, Andy Neal, Listing Office: MAXIM REALTY ORLANDO

birds eye view of property with a water view

drone / aerial view with a residential view and a water view

2 days on Rocket

$5,284 Closing Credit¹

$445,000

2 beds • 2 baths • 1,683 sqft

5404 E Sacramento Ct, Orlando FL 32821

#O6289626, Crystal Adams, Listing Office: RE/MAX INNOVATION

mediterranean / spanish house featuring stucco siding, an attached garage, driveway, and a front yard

view of front facade with a garage, a front yard, and stucco siding

doorway to property featuring an attached garage, driveway, and stucco siding

2 days on Rocket3D tour

$8,905 Closing Credit¹

$749,900

5 beds • 3 baths • 2,673 sqft

10112 Shortwood Ln, Orlando FL 32836

#O6289382, Juan Castro, Listing Office: REDFIN CORPORATION

Southwest Orange, FL Real Estate Market Overview

Find your perfect home in Southwest Orange, FL on RocketHomes.com. Browse homes and listings in Southwest Orange, FL and connect with a Rocket Homes agent to get your dream home. The number of listings in Southwest Orange, FL increased by 7.7% between January 2025 and February 2025. While the average time on the market in February 2025 was 63 days, the median list price was $556,726. While more than 19 listings in Southwest Orange, FL in February 2025 were sold above asking price, there were more than 39 listings sold at asking price, and more than 150 were sold below.

From Rocket Homes Real Estate and based on county public records data

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