Single family homes for sale in Southwest Orange, FL

807 Listings

craftsman house featuring a garage and decorative driveway

view of front of property with a garage, decorative driveway, and a front yard

craftsman-style home with an attached garage, decorative driveway, and stucco siding

$10,000 Closing Credit¹

$1,485,000

6 beds • 5 baths • 4,152 sqft

13217 Tollcross Way, Winter Garden FL 34787

#O6285385, Jose Ricardo Cerqueira, Listing Office: JR CERQUEIRA REALTY CORP

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

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

birds eye view of property with a residential view

Video tour

$7,113 Closing Credit¹

$599,000

3 beds • 2 baths • 1,819 sqft

5140 Honeynut Ln, Windermere FL 34786

#O6285336, Daniel Waldron, Listing Office: MAINFRAME REAL ESTATE

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traditional home featuring central air condition unit, stucco siding, concrete driveway, an attached garage, and a front yard

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

traditional-style house featuring concrete driveway, fence, and stucco siding

Video tour

$5,344 Closing Credit¹

$450,000

4 beds • 2.5 baths • 1,575 sqft

1801 Seatonham St Unit 1, Winter Garden FL 34787

#O6285243, Julieta Kraponick, Listing Office: LPT REALTY, LLC

view of front of home featuring french doors, stucco siding, concrete driveway, a garage, and a front lawn

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

doorway to property featuring french doors and stucco siding

Video tour

$10,000 Closing Credit¹

$1,050,000

4 beds • 3.5 baths • 3,080 sqft

11321 Ledgement Ln, Windermere FL 34786

#TB8355573, Ashley Mason, Listing Office: EXP REALTY LLC

ranch-style house featuring brick siding

view of front facade featuring stucco siding

kitchen featuring crown molding, tile counters, backsplash, white dishwasher, and a sink

Video tour

$10,000 Closing Credit¹

$1,450,000

4 beds • 3.5 baths • 3,577 sqft

12002 Mckinnon Rd, Windermere FL 34786

#O6284246, Johnny Hurlburt, Listing Office: COLDWELL BANKER RESIDENTIAL RE

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

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

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

Video tour

$8,549 Closing Credit¹

$719,900

4 beds • 2.5 baths • 2,999 sqft

11579 Acosta Ave, Orlando FL 32836

#G5093512, Carolina Valenzuela, Listing Office: OLYMPUS EXECUTIVE REALTY INC

craftsman-style home with stone siding, decorative driveway, an attached garage, and stucco siding

view of side of property featuring decorative driveway, a lawn, and stucco siding

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

Video tour

$10,000 Closing Credit¹

$885,000

5 beds • 4.5 baths • 3,227 sqft

9729 Lost Creek Dr, Winter Garden FL 34787

#G5093511, Jim Middleton, Jr., Listing Office: NEXTHOME BEST RESULTS REAL ESTATE

Room to negotiate?

Median Sold Price

$556.7K

Avg. Sale Time

63 Days

Based on our February 2025 Market Report.

traditional-style home with a porch, fence, and a front lawn

view of front of house with a front yard, fence, and stucco siding

traditional home featuring fence and a front lawn

Video tour

$6,175 Closing Credit¹

$520,000

3 beds • 2.5 baths • 1,984 sqft

6054 Roseate Spoonbill Dr, Windermere FL 34786

#S5121578, Aline Oliveira, Listing Office: META ONE REALTY GROUP LLC

view of front of home featuring concrete driveway, stone siding, a water view, an attached garage, and a front lawn

living area with visible vents and vaulted ceiling

Video tour

$7,232 Closing Credit¹

$609,000

4 beds • 2 baths • 1,923 sqft

14712 Eagles Crossing Dr, Orlando FL 32837

#O6284425, Justice Bigot, Listing Office: COLDWELL BANKER RESIDENTIAL RE

craftsman house featuring a balcony, stone siding, decorative driveway, stucco siding, and a standing seam roof

view of front of house featuring covered porch, a tile roof, stone siding, decorative driveway, and stucco siding

Video tour

$10,000 Closing Credit¹

$1,200,000

4 beds • 3.5 baths • 3,766 sqft

11507 Center Lake Dr, Windermere FL 34786

#O6284357, Kristy Cook, Listing Office: EXP REALTY LLC

view of front of property featuring a porch, a front lawn, and stucco siding

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

view of front of property featuring a porch, a front yard, fence, and stucco siding

Video tour

$10,000 Closing Credit¹

$1,575,000

5 beds • 4.5 baths • 3,880 sqft

11402 Camden Loop Way, Windermere FL 34786

#O6285044, Brian Hyser, Listing Office: THE AGENCY ORLANDO

mediterranean / spanish-style house with a garage, fence, concrete driveway, a tiled roof, and stucco siding

mediterranean / spanish home featuring a garage, driveway, a tiled roof, fence, and stucco siding

Video tour

$6,650 Closing Credit¹

$560,000

3 beds • 2 baths • 1,633 sqft

6641 Doubletrace Ln, Orlando FL 32819

#S5121562, Marino Ynirio, Listing Office: LA ROSA REALTY KENDALL, LLC.

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

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

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

$7,541 Closing Credit¹

$635,000

4 beds • 2 baths • 2,490 sqft

644 Strihal Loop, Oakland FL 34787

#O6280335, Julie Arnold, Listing Office: REAL BROKER, LLC

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

multi unit property featuring decorative driveway, stone siding, an attached garage, and stucco siding

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

3D tour

$10,000 Closing Credit¹

$899,990

5 beds • 4 baths • 4,069 sqft

14504 Sunbridge Cir, Winter Garden FL 34787

#O6284984, Christopher Nutt, Listing Office: GALLERY PROPERTIES INTERNATIONAL

ranch-style home featuring a garage, roof with shingles, board and batten siding, and a lawn

hall featuring light tile patterned floors, recessed lighting, visible vents, and baseboards

Video tour

$5,641 Closing Credit¹

$475,000

2 beds • 2 baths • 1,579 sqft

13545 Pearl Beach St, Winter Garden FL 34787

#O6284989, Adrienne Escott, Listing Office: PULTE REALTY OF NORTH FLORIDA LLC

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

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

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

Video tour

$4,720 Closing Credit¹

$397,500

3 beds • 2 baths • 1,315 sqft

11320 Pink Blossom Ct, Orlando FL 32821

#O6283370, Hajime Shimabukuro, Listing Office: FUSILIER REALTY GROUP

view of front of house featuring a standing seam roof, metal roof, brick siding, and decorative driveway

kitchen featuring a kitchen island with sink, wall chimney exhaust hood, appliances with stainless steel finishes, and glass insert cabinets

dining space featuring ornamental molding, light wood-type flooring, and baseboards

Video tour

$9,202 Closing Credit¹

$774,905

4 beds • 3.5 baths • 2,950 sqft

16417 Silver Brook Way, Winter Garden FL 34787

#O6284908, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

view of front of property featuring a standing seam roof, metal roof, decorative driveway, and brick siding

kitchen featuring glass insert cabinets, wall chimney range hood, appliances with stainless steel finishes, and an island with sink

dining room with ornamental molding, light wood-type flooring, and baseboards

Video tour

$9,367 Closing Credit¹

$788,775

4 beds • 3.5 baths • 2,950 sqft

16450 Silver Grove Blvd, Winter Garden FL 34787

#O6284921, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

view of front of home with an attached carport, fence, and a front lawn

Video tour

$1,164 Closing Credit¹

$98,000

2 beds • 1 bath • 672 sqft

3420 Ave R NW, Winter Haven FL 33881

#O6284381, Yanira Suarez, Listing Office: LPT REALTY, LLC

view of front of home featuring a front yard, brick siding, fence, and driveway

view of front of house with a garage, roof mounted solar panels, driveway, and a front lawn

kitchen featuring light stone counters, a sink, white cabinetry, decorative backsplash, and dishwasher

Video tour

$7,778 Closing Credit¹

$655,000

4 beds • 2.5 baths • 2,165 sqft

5646 Spring Run Ave, Orlando FL 32819

#O6284292, Mayra Pereira Pulkowski, Listing Office: KELLER WILLIAMS ADVANTAGE III

mediterranean / spanish-style home with decorative driveway, a tile roof, and stucco siding

view of pool with a patio, an outdoor fireplace, a lanai, and a pool with connected hot tub

$10,000 Closing Credit¹

$1,498,000

5 beds • 5 baths • 4,356 sqft

8814 Southern Breeze Dr, Orlando FL 32836

#O6283952, Ann Varkey, Listing Office: RE/MAX SELECT GROUP

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

aerial view at dusk with a view of trees

$2,999,875

4 beds • 4.5 baths • 3,316 sqft

5524 Sail Ct, Orlando FL 32819

#O6284703, Miguel Osorio, Listing Office: CENTURY 21 CARIOTI

mediterranean / spanish-style home featuring stone siding, a front lawn, a tile roof, and stucco siding

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

Video tour

$10,000 Closing Credit¹

$1,475,000

5 beds • 4.5 baths • 3,905 sqft

11234 Willow Gardens Dr, Windermere FL 34786

#O6283926, Stacia Rocheford, Listing Office: ALL REAL ESTATE & INVESTMENTS

view of front facade featuring a garage, a shingled roof, concrete driveway, and stucco siding

view of patio / terrace featuring a fenced backyard, an outdoor kitchen, a pergola, and outdoor dining space

living area featuring light wood-style floors, visible vents, a high ceiling, and stairs

Video tour

$10,000 Closing Credit¹

$949,000

4 beds • 3.5 baths • 2,642 sqft

13413 Hopkinton Ct, Windermere FL 34786

#O6284614, Jennifer Olmeda, Listing Office: WRA BUSINESS & REAL ESTATE

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

foyer entrance featuring decorative columns, a towering ceiling, baseboards, french doors, and stone tile flooring

living area featuring baseboards, arched walkways, a towering ceiling, a premium fireplace, and wood finished floors

$10,000 Closing Credit¹

$2,197,900

6 beds • 5.5 baths • 5,731 sqft

5719 Emerson Pointe Way, Orlando FL 32819

#O6284196, Danny Hilwa, PA, Listing Office: PREMIER PROPERTIES LLC

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

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

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

Video tour

$7,161 Closing Credit¹

$602,990

3 beds • 2 baths • 2,277 sqft

11454 Wakeworth St, Orlando FL 32836

#S5121479, Nathaly Valecillos, PA, Listing Office: EXP REALTY LLC

greek revival inspired property featuring a garage, driveway, a front lawn, and stucco siding

living room with carpet floors, french doors, visible vents, ornamental molding, and baseboards

Video tour

$10,000 Closing Credit¹

$1,250,000

4 beds • 4 baths • 3,318 sqft

11474 Claymont Cir, Windermere FL 34786

#O6283125, Gonzalo Senior, Listing Office: IRM INVEST., REAL EST.& MGMT.

bungalow-style home with a trampoline, a chimney, a sunroom, and a front yard

view of front facade featuring a front yard

view of front facade with entry steps, a front lawn, and a trampoline

Video tour

$1,781 Closing Credit¹

$150,000

3 beds • 2 baths • 1,360 sqft

750 Ave O SW, Winter Haven FL 33880

#P4933813, Erin Floyd, Listing Office: COLDWELL BANKER REALTY

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

view of exterior entry with a yard, a balcony, and stucco siding

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

Video tour

$10,000 Closing Credit¹

$1,239,000

5 beds • 4 baths • 4,127 sqft

10616 Emerald Chase Dr, Orlando FL 32836

#O6283340, Marya Baqri, Listing Office: JUPITER PROPERTIES, INC

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

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

outdoor pool featuring glass enclosure, a patio, and outdoor lounge area

Video tour

$10,000 Closing Credit¹

$874,990

4 beds • 2.5 baths • 2,862 sqft

16694 Olive Hill Dr, Winter Garden FL 34787

#S5121305, Vanessa Barnes, Listing Office: KELLER WILLIAMS REALTY AT THE LAKES

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

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

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

Video tour

$10,000 Closing Credit¹

$1,850,000

5 beds • 4.5 baths • 3,680 sqft

11856 Vinci Dr, Windermere FL 34786

#S5121318, Oscar Rodriguez, Listing Office: B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

traditional home with stucco siding, concrete driveway, and an attached garage

view of front of property featuring concrete driveway, a front lawn, a garage, and stucco siding

doorway to property featuring stucco siding

$10,000 Closing Credit¹

$899,000

4 beds • 3 baths • 3,864 sqft

1215 Castleport Rd, Winter Garden FL 34787

#O6283549, James Tate, PA, Listing Office: WAYPOINT REAL ESTATE GROUP INC

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

view of front of house with a garage, covered porch, fence, decorative driveway, and a front lawn

view of side of home featuring an attached garage, fence, concrete driveway, a yard, and stucco siding

Video tour

$7,113 Closing Credit¹

$599,000

4 beds • 2 baths • 2,365 sqft

523 Cascading Creek Ln, Winter Garden FL 34787

#O6283803, Juliana Garcia Moraes, Listing Office: PRISTINE INTERNATIONAL REALTY LLC

view of front of property featuring a garage, roof with shingles, concrete driveway, and stucco siding

outdoor pool featuring a lanai, a patio area, and outdoor lounge area

dining area featuring arched walkways, ornamental molding, a textured ceiling, and wood finished floors

$8,609 Closing Credit¹

$725,000

4 beds • 3.5 baths • 2,656 sqft

1024 Harbor Hill St, Winter Garden FL 34787

#O6280099, Jenny Wemert, Listing Office: WEMERT GROUP REALTY LLC

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

$9,512 Closing Credit¹

$800,990

4 beds • 3 baths • 2,740 sqft

17505 Glossy Pomelo Way, Winter Garden FL 34787

#O6283415, Stacie Brown Kelly, Listing Office: KELLER WILLIAMS ADVANTAGE REAL

view of front of property featuring a garage, board and batten siding, a shingled roof, and decorative driveway

view of front facade featuring a garage, roof with shingles, decorative driveway, and board and batten siding

view of front of house featuring a porch, an attached garage, a shingled roof, decorative driveway, and board and batten siding

$10,000 Closing Credit¹

$919,000

5 beds • 4.5 baths • 3,602 sqft

14150 Aldford Dr, Winter Garden FL 34787

#O6283901, Xiao Pang, Listing Office: BLUE CHIP INTERNATIONAL REALTY LLC

mediterranean / spanish house featuring stone siding, a tiled roof, an attached garage, decorative driveway, and a front yard

view of pool featuring a fenced in pool, a fenced backyard, an in ground hot tub, a lanai, and a patio area

kitchen with white cabinets, a kitchen island, a breakfast bar, freestanding refrigerator, and hanging light fixtures

$8,608 Closing Credit¹

$724,900

3 beds • 3 baths • 2,487 sqft

448 Douglas Edward Dr, Ocoee FL 34761

#O6280398, Carmen Aridas, Listing Office: RE/MAX PRIME PROPERTIES

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

Video tour

$4,274 Closing Credit¹

$359,900

2 beds • 2 baths • 1,540 sqft

10477 Montpelier Cir, Orlando FL 32821

#V4941112, Karisa Newman, Listing Office: LPT REALTY, LLC

traditional-style house with stone siding and stucco siding

traditional home with covered porch, a front yard, and stucco siding

view of front of house featuring stone siding, central air condition unit, and stucco siding

Video tour

$6,650 Closing Credit¹

$559,990

4 beds • 3.5 baths • 2,502 sqft

15127 Book Club Rd, Winter Garden FL 34787

#O6283784, Yukey Hoo, Listing Office: U KEY REALTY

view of front of property featuring roof with shingles, stucco siding, concrete driveway, an attached garage, and a front yard

view of front of house with concrete driveway, a front lawn, and an attached garage

Video tour

$6,828 Closing Credit¹

$575,000

4 beds • 2.5 baths • 2,051 sqft

4940 Spring Run Ave, Orlando FL 32819

#O6283751, Fikr Meshesha, Listing Office: KELLER WILLIAMS ADVANTAGE III

...

161-200 of 807 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: 3/14/2025, 10:19:51 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/14/2025, 10:20:48 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Copyright © 2025 Northeast Florida Multiple Listing Service, Inc. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by other brokerage firms are marked with the listing broker's name and detailed information about such listings. Data provided is deemed reliable but is not guaranteed. IDX information is provided exclusively for consumers personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/14/2025, 10:20:58 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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This information is not verified for authenticity or accuracy and is not guaranteed. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/14/2025, 10:20:50 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

IDX Copyright © 2025 Multiple Listing Service of South Brevard, Inc. and Space Coast Association of REALTORS, Inc. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ Program of Space Coast Multiple Listing Service. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information Deemed Reliable But Not Guaranteed. Real estate listings held by brokerage firms other this broker are marked with the Broker Reciprocity™ logo or the Broker Reciprocity™ thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers. Some properties which appear for sale on this web site may subsequently have sold and may no longer be available.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/14/2025, 10:20:56 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.