Homes with Pools for Sale in Orange County, FL

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OPEN TODAY, 12PM TO 2PM

ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
Nestled within the prestigious gated enclave of Bay Isle, this distinguished Toll Brothers home offers a rare combination of sophisticated design, thoughtful craftsmanship, and resort-caliber amenities — all within walking distance of Winter Garden Village and AdventHealth. A soaring two-story foyer and grand living room welcome you with an abundance of natural light streaming through an exceptional array of windows — a hallmark of the home's open, airy character. At the heart of the home lies a commanding gourmet kitchen, completely updated in 2021 with quartz countertops, a handsome marble backsplash, and a professional-grade induction cooktop with custom hood vent. Rich cherr

$870,000

4 beds4 baths4,010 sq ft

14411 Hampshire Bay Cir, Winter Garden, FL 34787

Outdoor living area • Private home theater • Gated enclave

ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
Probate is completed and seller is motivated. Located in the highly desirable gated community of Glynwood in Winter Garden, this spacious 5-bedroom, 4-bath pool home offers over 3,500 square feet of living space on a private cul-de-sac lot. The versatile floor plan features a first-floor owner's suite, dedicated office/den, formal and casual living areas, and an upstairs bonus/media room with an additional bedroom and bath—ideal for guests, multi-generational living, or a home theater. The screened pool and spa create a private backyard retreat, while the 3-car garage (AC by Modern Wall Unit and Upgraded Garage Floor Coating) provides ample storage and parking. Residents enjoy access

$850,000

5 beds4 baths3,538 sq ft

13856 Glynshel Dr, Winter Garden, FL 34787

Heated spa • Upstairs bonus room • Dedicated office

OPEN TODAY, 1PM TO 3PM

ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
The pinnacle of luxury in Colonialtown North. Proudly presenting Lexeer’s newest completed masterpiece, 2315 Weber St offers just shy of 3,500 sq. ft. of absolute functionality and bespoke refinement, featuring 5 bedrooms and 5.5 bathrooms. Perfectly situated in the highly coveted Audubon Park K-8 school district, this estate balances urban vibrancy with neighborhood charm, sitting just moments from the exceptional dining, culture, and nightlife of the Mills 50 District. Upon arrival, you are welcomed by an oversized lot and a meticulously curated landscape package. Inside, the sweeping open floor plan features level-five drywall finish, dramatic crown molding, and premium engineered

$1,640,000

5 beds5.5 baths3,452 sq ft

2315 Weber St, Orlando, FL 32803

En-suite bathroom • Oversized lot • Chef's kitchen

OPEN TODAY, 4PM TO 6PM

ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
This move-in ready contemporary estate in Royal Legacy Estates offers 4,232 square feet of functional living space. The main floor features a dedicated dining room, a private office, a bonus room, one full bathroom, and a private elevator providing direct access to the upper level. Upstairs, the layout includes four bedrooms and three full bathrooms. Modern upgrades encompass a wine refrigerator, a comprehensive water filtration system, and an efficient solar energy generation system. The exterior includes a screened family pool and spa with views of a serene pond. HOME EQUIPPED WITH A SOLAR PANEL SYSTEM. SOLAR LOAN MUST BE TRANSFERRED TO BUYER AT CLOSING. MONTHLY PAYMENT IS $274.99. SOLAR

$1,150,000

4 beds4 baths4,173 sq ft

9210 Royal Estates Blvd, Orlando, FL 32836

Wine refrigerator • Private office • Private elevator

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
Virtually Staged. Rare opportunity to own a spectacular lakefront home in the exclusive 24-hour guard-gated community of Vizcaya, perfectly positioned on a pristine lakefront homesite in the heart of Orlando's renowned Restaurant Row. This stunning 5-bedroom, 3-bath pool home with a 3-car garage offers breathtaking water views and the perfect blend of luxury, comfort, and elegance. New roof (2022) and AC system (2015). From the moment you enter through the grand double doors, you'll be captivated by panoramic lake views that create a stunning backdrop throughout the home. Designed for both everyday living and entertaining, the open and light-filled floor plan features spacious living and di

$1,299,000

5 beds3 baths3,107 sq ft

8310 Tivoli Dr, Orlando, FL 32836

Private balcony • Waterfront oasis • Gourmet kitchen

Property at 6601 Duncaster St, Windermere, FL 34786, 4 beds, 3 baths

$609,900

4 beds3 baths3,001 sq ft

6601 Duncaster St, Windermere, FL 34786

Property at 2015 Summerfield Rd, Winter Park, FL 32792, 4 beds, 4 baths

$1,262,500

4 beds4 baths3,024 sq ft

2015 Summerfield Rd, Winter Park, FL 32792

Property at 4552 Lake Calabay Dr, Orlando, FL 32837, 5 beds, 4.5 baths

$869,000

5 beds4.5 baths3,655 sq ft

4552 Lake Calabay Dr, Orlando, FL 32837

Property at 10068 Silver Laurel Way, Orlando, FL 32832, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths2,707 sq ft

10068 Silver Laurel Way, Orlando, FL 32832

Property at 1421 Chapman Cir, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,450,000

4 beds3.5 baths3,578 sq ft

1421 Chapman Cir, Winter Park, FL 32789

Property at 9832 Laurel Valley Dr, Windermere, FL 34786, 6 beds, 8.5 baths

$11,750,000

6 beds8.5 baths11,100 sq ft

9832 Laurel Valley Dr, Windermere, FL 34786

Property at 2508 Woodgate Blvd #201, Orlando, FL 32822, 2 beds, 2 baths

$130,000

2 beds2 baths930 sq ft

2508 Woodgate Blvd #201, Orlando, FL 32822

Property at 1700 Lake Roberts Ct, Windermere, FL 34786, 5 beds, 4 baths

$1,350,000

5 beds4 baths3,929 sq ft

1700 Lake Roberts Ct, Windermere, FL 34786

Property at 3670 Half Moon Dr, Orlando, FL 32812, 4 beds, 3 baths

$574,900

4 beds3 baths2,698 sq ft

3670 Half Moon Dr, Orlando, FL 32812

Property at 8266 Bryce Canyon Ave, Windermere, FL 34786, 3 beds, 2.5 baths

$470,000

3 beds2.5 baths1,825 sq ft

8266 Bryce Canyon Ave, Windermere, FL 34786

Property at 10221 Lundy Ct, Orlando, FL 32836, 4 beds, 3.5 baths

$750,000

4 beds3.5 baths3,106 sq ft

10221 Lundy Ct, Orlando, FL 32836

Property at 220 Adams Dr, Maitland, FL 32751, 4 beds, 3.5 baths

$1,995,000

4 beds3.5 baths3,005 sq ft

220 Adams Dr, Maitland, FL 32751

Property at 10273 Cove Lake Dr, Orlando, FL 32836, 4 beds, 3 baths

$1,249,000

4 beds3 baths2,430 sq ft

10273 Cove Lake Dr, Orlando, FL 32836

Property at 11994 Mckinnon Rd, Windermere, FL 34786, 4 beds, 4 baths

$799,900

4 beds4 baths2,450 sq ft

11994 Mckinnon Rd, Windermere, FL 34786

Property at 6048 Bimini Twist Loop, Orlando, FL 32819, 5 beds, 4.5 baths

$1,235,000

5 beds4.5 baths4,015 sq ft

6048 Bimini Twist Loop, Orlando, FL 32819

Property at 407 Thunder Gulch Ct, Orlando, FL 32824, 4 beds, 3 baths

$525,000

4 beds3 baths2,684 sq ft

407 Thunder Gulch Ct, Orlando, FL 32824

Property at 11734 Aldendale St, Orlando, FL 32836, 4 beds, 3.5 baths

$1,078,000

4 beds3.5 baths3,925 sq ft

11734 Aldendale St, Orlando, FL 32836

Property at 3231 Palatka St, Orlando, FL 32824, 5 beds, 3.5 baths

$619,500

5 beds3.5 baths3,232 sq ft

3231 Palatka St, Orlando, FL 32824

Property at 8220 Bayview Crossing Dr, Winter Garden, FL 34787, 4 beds, 3.5 baths

$535,999

4 beds3.5 baths2,477 sq ft

8220 Bayview Crossing Dr, Winter Garden, FL 34787

Property at 1473 Berkshire Ave, Winter Park, FL 32789, 5 beds, 4 baths

$1,399,000

5 beds4 baths2,351 sq ft

1473 Berkshire Ave, Winter Park, FL 32789

Property at 2032 Kimbrace Pl, Winter Park, FL 32792, 5 beds, 4 baths

$1,800,000

5 beds4 baths3,382 sq ft

2032 Kimbrace Pl, Winter Park, FL 32792

Property at 2331 Carnation Hill Ct, Orlando, FL 32820, 6 beds, 2.5 baths

$500,000

6 beds2.5 baths2,835 sq ft

2331 Carnation Hill Ct, Orlando, FL 32820

Property at 728 Forest St, Windermere, FL 34786, 6 beds, 8.5 baths

$10,200,000

6 beds8.5 baths6,457 sq ft

728 Forest St, Windermere, FL 34786

Property at 8628 Granada Blvd, Orlando, FL 32836, 3 beds, 2 baths

$499,000

3 beds2 baths1,893 sq ft

8628 Granada Blvd, Orlando, FL 32836

Property at 12908 Detroit Woods Ct, Orlando, FL 32824, 4 beds, 3.5 baths

$450,000

4 beds3.5 baths2,022 sq ft

12908 Detroit Woods Ct, Orlando, FL 32824

Property at 15741 Sweet Lemon Way, Winter Garden, FL 34787, 5 beds, 4.5 baths

$1,139,000

5 beds4.5 baths3,624 sq ft

15741 Sweet Lemon Way, Winter Garden, FL 34787

Property at 10990 Eliotti St, Orlando, FL 32832, 3 beds, 2 baths

$449,000

3 beds2 baths1,784 sq ft

10990 Eliotti St, Orlando, FL 32832

Property at 8237 Breeze Cove Ln, Orlando, FL 32819, 3 beds, 2 baths

$475,000

3 beds2 baths1,758 sq ft

8237 Breeze Cove Ln, Orlando, FL 32819

Property at 9113 Ivey Hill Ct, Orlando, FL 32819, 5 beds, 3 baths

$899,900

5 beds3 baths2,872 sq ft

9113 Ivey Hill Ct, Orlando, FL 32819

Property at 11539 Lake Butler Blvd, Windermere, FL 34786, 5 beds, 5 baths

$3,300,000

5 beds5 baths5,018 sq ft

11539 Lake Butler Blvd, Windermere, FL 34786

Property at 1677 Sackett Cir, Orlando, FL 32818, 4 beds, 2 baths

$399,250

4 beds2 baths2,515 sq ft

1677 Sackett Cir, Orlando, FL 32818

Property at 1950 Pantheon Dr, Winter Garden, FL 34787, 3 beds, 2 baths

$489,000

3 beds2 baths1,754 sq ft

1950 Pantheon Dr, Winter Garden, FL 34787

Property at 10738 Lazy Lake Dr, Orlando, FL 32821, 3 beds, 2 baths

$324,900

3 beds2 baths1,714 sq ft

10738 Lazy Lake Dr, Orlando, FL 32821

Property at 12929 Westside Village Loop, Windermere, FL 34786, 5 beds, 4.5 baths

$930,000

5 beds4.5 baths4,043 sq ft

12929 Westside Village Loop, Windermere, FL 34786

Property at 1338 Union Club Dr, Winter Garden, FL 34787, 4 beds, 3.5 baths

$890,000

4 beds3.5 baths2,637 sq ft

1338 Union Club Dr, Winter Garden, FL 34787

Property at 9847 Laurel Berry Dr, Orlando, FL 32827, 6 beds, 6.5 baths

$3,300,000

6 beds6.5 baths7,093 sq ft

9847 Laurel Berry Dr, Orlando, FL 32827

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Based on information submitted to the MLS GRID as of Sat Aug 29 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Orange County

There are currently 3733 homes with pools for sale in Orange County at a median listing price of $440K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Orange County stay on the market for 72 days and receive 2 offers. This map is refreshed with the newest listings in Orange County every 15 minutes.

In the past month, 1535 homes have been sold in Orange County. In addition to houses in Orange County, there were also 1853 condos, 1022 townhouses, and 56 multi-family units for sale in Orange County last month. Find your dream home in Orange County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Orange County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Orange County. If you're looking to sell your home in the Orange County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Orange County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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