Single family homes for sale in Southwest Orange, FL

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

view of front of property with decorative driveway and stucco siding

interior space featuring recessed lighting, visible vents, and marble finish floor

1 hour on Rocket

$2,600,000

6 beds • 6 baths • 5,264 sqft

10032 Brocksport Cir, Gotha FL 34734

#O6288326, Ramon Brandao, Listing Office: WEBB FLORIDA REALTY LLC

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

traditional home featuring a porch, decorative driveway, an attached garage, and stucco siding

view of patio / terrace featuring covered porch

1 hour on RocketVideo tour

$5,225 Closing Credit¹

$440,000

4 beds • 3.5 baths

15496 Sweet Orange Ave, Winter Garden FL 34787

#A11761818, Giovanni Hernandez, Listing Office: Fortex Realty Inc

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view of front facade featuring a tiled roof, stucco siding, decorative driveway, a balcony, and a garage

entrance foyer with light wood-type flooring, french doors, a healthy amount of sunlight, stairs, and ornate columns

1 hour on Rocket

$4,600,000

4 beds • 5.5 baths • 6,708 sqft

14645 Isleview Dr, Winter Garden FL 34787

#O6289525, Fernanda Negromonte, Listing Office: NOVA REAL ESTATE SERVICES INC

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

view of front facade featuring stucco siding, a front yard, and a water view

6 hours on Rocket

$2,553 Closing Credit¹

$214,990

3 beds • 1 bath • 1,059 sqft

100 Ave K NE, Winter Haven FL 33881

#S5122512, Maria Torres Beltran, Listing Office: CENTURY 21 NEXT LEVEL REALTY

view of front of house with a tile roof, a chimney, and a front yard

view of front of house featuring a tiled roof, a chimney, and a front lawn

view of front of home featuring a tile roof, a lawn, and a chimney

6 hours on Rocket

$10,000 Closing Credit¹

$1,625,000

5 beds • 4 baths • 4,018 sqft

2931 Sunbittern Ct, Windermere FL 34786

#O6288931, John Cunningham, Listing Office: KELLER WILLIAMS CLASSIC

view of front of house featuring stucco siding, covered porch, and a front yard

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

view of exterior entry featuring ceiling fan, covered porch, and stucco siding

6 hours on Rocket

$10,000 Closing Credit¹

$879,000

5 beds • 3.5 baths • 3,300 sqft

6244 Little Lake Sawyer Dr, Windermere FL 34786

#O6287439, Michael Spina, Listing Office: INDEPENDENCE REALTY LLC

mediterranean / spanish-style home featuring stucco siding, a tiled roof, decorative driveway, and a balcony

mediterranean / spanish-style house featuring stucco siding, decorative driveway, a garage, a balcony, and a tiled roof

8 hours on Rocket

$4,200,000

5 beds • 7.5 baths • 9,909 sqft

3402 Cocard Ct, Windermere FL 34786

#O6289404, Matt Tomaszewski, Listing Office: CORCORAN PREMIER REALTY

Room to negotiate?

Median Sold Price

$556.7K

Avg. Sale Time

63 Days

Based on our February 2025 Market Report.

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

greek revival inspired property with board and batten siding, decorative driveway, a garage, and stucco siding

kitchen with a breakfast bar, visible vents, stainless steel appliances, and a sink

8 hours on Rocket3D tour

$6,828 Closing Credit¹

$575,000

4 beds • 2 baths • 2,115 sqft

2951 Irish Peach Dr, Winter Garden FL 34787

#O6288859, Nicole Dege, Listing Office: REDFIN CORPORATION

pool at dusk featuring an outdoor pool, a patio, and a water slide

8 hours on Rocket

$10,000 Closing Credit¹

$1,300,000

4 beds • 3.5 baths • 3,950 sqft

8244 Oakland Pl, Orlando FL 32819

#O6288138, Simon Simaan, Listing Office: THE SIMON SIMAAN GROUP

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

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

mediterranean / spanish-style house featuring an attached garage, stucco siding, a front lawn, stone siding, and decorative driveway

8 hours on Rocket3D tour

$3,000,000

5 beds • 5.5 baths • 5,905 sqft

8336 Boyla Ct, Windermere FL 34786

#O6288146, Simon Simaan, Listing Office: THE SIMON SIMAAN GROUP

view of front of property with stucco siding and a front lawn

view of front facade featuring stucco siding and a front yard

sitting room featuring wood finished floors, arched walkways, and baseboards

14 hours on RocketVideo tour

$5,047 Closing Credit¹

$425,000

3 beds • 2.5 baths • 1,476 sqft

14467 Prunningwood Pl, Winter Garden FL 34787

#O6288996, John Silva, Listing Office: JOHN SILVA REALTY & ASSOCIATES

aerial view with a residential view and a water view

craftsman-style home featuring covered porch, a shingled roof, stucco siding, a garage, and decorative driveway

view of pool with a pool with connected hot tub, a patio area, a lanai, a lawn, and a residential view

15 hours on Rocket

$10,000 Closing Credit¹

$989,000

5 beds • 5.5 baths • 4,014 sqft

10732 Petrillo Way, Winter Garden FL 34787

#O6288827, MJ Vasconcellos, Listing Office: POHAKU REALTY LLC

mediterranean / spanish home with stucco siding, driveway, french doors, a front yard, and a garage

view of front of house with a front yard, a chimney, a shingled roof, concrete driveway, and a garage

16 hours on RocketVideo tour

$7,481 Closing Credit¹

$630,000

4 beds • 2.5 baths • 2,889 sqft

13325 Falcon Pointe Dr, Orlando FL 32837

#O6289078, Kelly Moe, Listing Office: FUSILIER REALTY GROUP

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

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

view of front facade with a tile roof, stucco siding, decorative driveway, a garage, and stone siding

16 hours on RocketVideo tour

$10,000 Closing Credit¹

$1,299,000

5 beds • 5 baths • 4,041 sqft

1403 Lake Whitney Dr, Windermere FL 34786

#O6289159, Peter Dang, Listing Office: ALLIANCE REAL ESTATE GROUP

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

property entrance featuring stucco siding and a garage

living area with a wealth of natural light, arched walkways, light wood-style floors, and a textured ceiling

1 day on RocketVideo tour

$5,344 Closing Credit¹

$450,000

4 beds • 2 baths • 1,979 sqft

1817 Snaresbrook Way, Orlando FL 32837

#O6288141, Juliana Franco Alva, Listing Office: KARDOSH REALTY

ranch-style home featuring stucco siding, a front lawn, a tile roof, decorative driveway, and an attached garage

interior space featuring recessed lighting, baseboards, and wood finished floors

home office featuring wood finished floors and baseboards

1 day on Rocket

$10,000 Closing Credit¹

$1,150,000

4 beds • 2.5 baths • 2,915 sqft

7916 Wandering Way, Orlando FL 32836

#O6285535, Nick Nelson, Listing Office: EXP REALTY LLC

view of front of house featuring a front yard and fence

view of yard with outdoor dining space, an outdoor fire pit, and a fenced backyard

1 day on RocketVideo tour

$3,563 Closing Credit¹

$300,000

3 beds • 2 baths • 1,000 sqft

7624 Udine Ave, Orlando FL 32819

#S5122474, Damaris Diaz, Listing Office: GPS PROPERTY GROUP, INC.

ranch-style house featuring a front lawn, fence, concrete block siding, a carport, and driveway

kitchen with light tile patterned flooring, a sink, light countertops, under cabinet range hood, and brown cabinets

kitchen featuring light countertops, brown cabinetry, under cabinet range hood, and a sink

1 day on RocketVideo tour

$3,325 Closing Credit¹

$280,000

3 beds • 2 baths • 1,170 sqft

4824 Shoshone St, Orlando FL 32819

#S5118835, Mensny Oreste, Listing Office: LPT REALTY

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

view of front facade with stucco siding, driveway, a garage, and a front lawn

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

1 day on RocketVideo tour

$6,175 Closing Credit¹

$520,000

5 beds • 2.5 baths

1416 Aguacate, Orlando FL 32837

#A11761092, Ana Exposito, Listing Office: Mutual Trust Realty

view of front facade with an attached garage and driveway

view of front of home featuring a garage and driveway

view of front of home with an attached garage and decorative driveway

1 day on RocketVideo tour

$8,111 Closing Credit¹

$683,000

3 beds • 2.5 baths • 2,591 sqft

11725 Sprawling Oak Dr, Windermere FL 34786

#O6289060, Alexandra Mateu, Listing Office: BAHIA INTERNATIONAL REALTY

mediterranean / spanish home with decorative driveway, an attached garage, stone siding, and stucco siding

mediterranean / spanish house with a tiled roof, stucco siding, and driveway

sunroom / solarium with plenty of natural light and ceiling fan

1 day on RocketVideo tour

$10,000 Closing Credit¹

$998,800

4 beds • 3.5 baths • 3,985 sqft

14172 Hutchinson St, Winter Garden FL 34787

#O6288542, Ronald Ziolkowski, Listing Office: RE/MAX PRIME PROPERTIES

view of front facade featuring a tile roof, a balcony, decorative driveway, and a garage

mediterranean / spanish home with a front yard, a balcony, stucco siding, a garage, and decorative driveway

1 day on RocketVideo tour

$10,000 Closing Credit¹

$1,999,999

5 beds • 5 baths • 4,048 sqft

16629 Broadwater Ave, Winter Garden FL 34787

#O6288200, Sean Spencer, Listing Office: PREMIER SOTHEBYS INT'L REALTY

living room with dark wood-style floors, visible vents, baseboards, recessed lighting, and stairs

1 day on Rocket

$6,413 Closing Credit¹

$540,000

3 beds • 2.5 baths • 1,774 sqft

17087 Wynford Ln, Winter Garden FL 34787

#O6288787, Erica Diaz, Listing Office: HOMEVEST REALTY

split level home with a front lawn, fence, concrete driveway, an attached garage, and brick siding

split level home featuring brick siding, an attached garage, concrete driveway, and a chimney

split level home with a garage, brick siding, concrete driveway, and a front lawn

1 day on RocketVideo tour

$10,000 Closing Credit¹

$939,000

4 beds • 3 baths • 2,869 sqft

315 E 6th Ave, Windermere FL 34786

#O6288857, Thomas Nickley, Jr, Listing Office: KELLER WILLIAMS REALTY AT THE PARKS

view of front of house with a front yard, covered porch, and stucco siding

doorway to property featuring stucco siding

view of patio / terrace with covered porch

1 day on Rocket

$8,016 Closing Credit¹

$675,000

5 beds • 3.5 baths • 3,045 sqft

6613 Duncaster St, Windermere FL 34786

#O6288821, Sarah Carlson, Listing Office: UPSIDE REAL ESTATE INC

view of front of property featuring stucco siding and stone siding

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

1 day on RocketVideo tour

$6,530 Closing Credit¹

$549,900

3 beds • 2.5 baths • 1,958 sqft

7112 Enchanted Lake Dr, Winter Garden FL 34787

#O6288426, Norma Saab, Listing Office: SAAB REALTY GROUP INC

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

1 day on Rocket

$4,631 Closing Credit¹

$390,000

2 beds • 2 baths • 1,268 sqft

4907 Lindsay Ct, Orlando FL 32821

#O6288203, Scott Garstka, Listing Office: CHARLES RUTENBERG REALTY ORLANDO

birds eye view of property featuring a residential view and a water view

view of front facade featuring stone siding, driveway, and stucco siding

rear view of property featuring stucco siding, a water view, and a yard

1 day on Rocket

$6,350,000

4 beds • 4.5 baths • 6,018 sqft

9138 Bay Point Dr, Orlando FL 32819

#O6284085, Maria Ubillus, Listing Office: FOLIO REALTY LLC

view of front of house featuring stucco siding, roof with shingles, and fence

kitchen with under cabinet range hood, dark wood-style floors, white appliances, and a sink

kitchen with range with two ovens, visible vents, dark wood-style floors, and white cabinetry

2 days on RocketVideo tour

$2,601 Closing Credit¹

$218,990

3 beds • 2 baths • 928 sqft

3931 Ave R NW, Winter Haven FL 33881

#O6288718, Ian Merino, Listing Office: REALTY ONE GROUP ESTATES

ranch-style home with glass enclosure, an attached carport, and driveway

view of swimming pool featuring glass enclosure, an outdoor living space, and a patio

kitchen with open floor plan, stainless steel appliances, light countertops, and a sink

2 days on RocketVideo tour

$4,619 Closing Credit¹

$389,000

3 beds • 2 baths • 1,726 sqft

919 Ave S SE, Winter Haven FL 33880

#P4934060, David Small, Listing Office: KELLER WILLIAMS REALTY SMART 1

traditional-style house with stucco siding, a garage, stone siding, a tiled roof, and decorative driveway

traditional-style house featuring stone siding, stucco siding, a tiled roof, and decorative driveway

view of side of home featuring stucco siding, central air condition unit, a lawn, and a tile roof

2 days on RocketVideo tour

$10,000 Closing Credit¹

$1,100,000

6 beds • 4 baths • 3,141 sqft

8854 Oak Landings Ct, Orlando FL 32836

#O6287555, Pan Pan, Listing Office: JWJ REALTY LLC

view of front of home featuring fence, a garage, and driveway

view of front of home with a front lawn, an attached garage, concrete driveway, and stucco siding

living area featuring visible vents, marble finish floor, a ceiling fan, a textured ceiling, and baseboards

2 days on RocketVideo tour

$6,175 Closing Credit¹

$520,000

4 beds • 2.5 baths • 2,848 sqft

1416 Aguacate Ct, Orlando FL 32837

#O6288422, Ana Exposito, Listing Office: KM TRUST REALTY INC

mediterranean / spanish-style home featuring stone siding, stucco siding, an attached garage, and decorative driveway

full bathroom featuring a garden tub, ornamental molding, a ceiling fan, a sink, and a shower stall

dining room featuring stairs, an inviting chandelier, a high ceiling, and baseboards

2 days on RocketVideo tour

$2,699,000

4 beds • 4.5 baths • 5,567 sqft

7769 Summerlake Pointe Blvd, Winter Garden FL 34787

#TB8358971, Jonathan Minerick, Listing Office: HOMECOIN.COM

mediterranean / spanish house with stucco siding

kitchen with visible vents, ornamental molding, decorative backsplash, a peninsula, and stainless steel appliances

bedroom featuring baseboards, ceiling fan, access to exterior, a raised ceiling, and light colored carpet

2 days on RocketVideo tour

$10,000 Closing Credit¹

$1,295,000

5 beds • 4.5 baths • 3,958 sqft

1613 Glenwick Dr, Windermere FL 34786

#O6285534, Kelly Whitaker, Listing Office: PREMIER SOTHEBYS INT'L REALTY

mediterranean / spanish house featuring a lawn, a tile roof, decorative driveway, and stucco siding

view of dock with boat lift and a water view

mediterranean / spanish home with stucco siding, a front yard, driveway, and a tile roof

2 days on Rocket

$3,650,000

4 beds • 4.5 baths • 5,776 sqft

9212 Island Lake Ct, Orlando FL 32836

#O6284668, Julie Christensen, Listing Office: COMPASS FLORIDA LLC

view of property's community with a yard

view of front of home with stucco siding, a tile roof, and a front yard

surrounding community with decorative driveway and a yard

2 days on Rocket

$10,000 Closing Credit¹

$1,950,000

4 beds • 5 baths • 4,490 sqft

3130 Butler Bay Dr N, Windermere FL 34786

#O6288224, Sherry Duvall, Listing Office: ADAIR REALTY INC

2 days on RocketVideo tour

$3,206 Closing Credit¹

$270,000

3 beds • 2 baths • 1,144 sqft

657 Ave C SW, Winter Haven FL 33880

#RX-11069743, Hala Saleh, Listing Office: Keller Williams Realty of PSL

mediterranean / spanish-style house featuring a yard, a tiled roof, and stucco siding

mediterranean / spanish-style house with a tile roof, a front lawn, and stucco siding

mediterranean / spanish home with a gate, a balcony, and stucco siding

2 days on RocketVideo tour

$10,000 Closing Credit¹

$1,850,000

4 beds • 3.5 baths • 3,797 sqft

8437 Lake Burden Cir, Windermere FL 34786

#S5122262, Daniela Ledo, Listing Office: B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

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

mediterranean / spanish house featuring a garage, a tiled roof, decorative driveway, and a front yard

hallway with a notable chandelier, baseboards, and wood finished floors

2 days on Rocket

$2,899,000

4 beds • 4.5 baths • 3,636 sqft

6120 Payne Stewart Dr, Windermere FL 34786

#O6288273, Teresa Stewart, Listing Office: SOUTHERN REALTY GROUP LLC

ranch-style home with driveway, brick siding, an attached garage, and a front yard

view of patio / terrace with a garage and outdoor lounge area

entrance to property featuring a patio area and brick siding

3 days on RocketVideo tour

$8,491 Closing Credit¹

$715,000

3 beds • 2 baths • 1,896 sqft

6339 Coopers Green Ct, Orlando FL 32819

#O6287867, Silvana Camner, Listing Office: LPT REALTY, LLC

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. Between January 2025 and February 2025, Southwest Orange, FL real estate market has seen increase in the number of listings by 7.7%. Listings spent 63 days on the market in February 2025, and had a median list price of $556,726 during the same period. In February 2025, from all listings sold in Southwest Orange, FL there were more than 19 sold above asking price, over 150 sold below and more than 39 were sold right at the asked price.

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