Homes with Pools for Sale in Orange County, FL

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ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere’s enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a setting that feels refined and relaxed. From sunrise to sunset, the backdrop is nothing short of extraordinary. Sweeping views stretch across Lake Down, where calm morning waters give way to vibrant evening skies, and a nightly Disney fireworks view adds a subtle sense of wonder to the horizon.

$2,349,000

4 beds3 baths3,004 sq ft

9620 Maywood Dr, Windermere, FL 34786

1.35 acre lot • 2 garage spots • Pool

ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new reimagined primary retreat with a completely renovated bathroom and spa-like shower, new summer kitchen, refreshed game room/theater, and $100,000 designer lighting package by Lightstyle Orlando, this grand residence epitomizes glorious lakefront living. Inspired by tranquil golden sunsets, sparkl

$4,500,000

5 beds5.5 baths7,740 sq ft

12540 Park Ave, Windermere, FL 34786

Renovated bathroom • Lake butler views • Summer kitchen

ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
Move-in ready home located in the highly desirable guard-gated community of Stoneybrook West. This well-maintained property offers a bright and open layout with a functional split-bedroom floor plan designed for comfortable everyday living. The spacious primary suite features a walk-in closet, dual vanities, soaking tub, separate shower, A flexible bonus area just off the suite can easily serve as a home office, nursery, or additional bedroom. The kitchen provides ample storage and flows seamlessly into the main living space, making it ideal for both daily use and entertaining. The family room is highlighted by a cozy fireplace, adding warmth and charm. Enjoy the fully screened backyard wit

$439,000

3 beds2 baths1,628 sq ft

2281 Oakington St, Winter Garden, FL 34787

Flexible bonus area • Dual vanities • Walk-in closet

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
Ready to move in? Priced to sell for those seeking quality craftmanship and a neighborhood that is conveniently located. Not a detail has been spared. This Turnbury Woods modern treasure boasts a traditional contemporary feel. Are you seeking the sought after Dr. Phillips neighborhood with almost an acre of land? Welcome to your new home. Not a detail has been spared * * * newly resurfaced pool * * * Generac 24 KW Generator wired to home for continual power during any hurricane with two one-hundred gallons above ground tanks * * * New Roof within the last 6 years * * * new separate well for irrigation * * * Outdoor full-service kitchen with a Jennaire grill, refrigerator, granite

$898,900

4 beds3 baths2,648 sq ft

8707 Fernwicke Ct, Orlando, FL 32819

New roof • 0.79 acre lot • 3 garage spots

ABOUT THIS HOME
Home with a Pool for sale in Orange County, FL:
Great value!!! Come tour this affordable 4-bedroom, 2-bathroom home today! Enjoy 820 square feet of living space while being situated just minutes away from a wide variety of shops and major highways, such as US-441. This corner-lot unit is located within a gated community that features a private pool. The property is just steps away from Sand Lake Rd, Target, Aldi, restaurants, The Florida Mall, gas stations, and much more. Public transportation is right around the corner. The unit features tile flooring throughout and has been freshly painted. — A single-story corner condo. Water is included in the rent. The complex is located in the Skylake area of ??Orlando, FL. It is just 20 minu

$162,000

4 beds2 baths820 sq ft

728 Ridenhour Cir #728, Orlando, FL 32809

Gated community • Private pool • Freshly painted

Property at 9115 Bay Side Ct, Orlando, FL 32819, 4 beds, 2.5 baths

$879,500

4 beds2.5 baths2,440 sq ft

9115 Bay Side Ct, Orlando, FL 32819

Property at 8257 Lower Perse Cir, Orlando, FL 32827, 3 beds, 2 baths

$599,900

3 beds2 baths1,861 sq ft

8257 Lower Perse Cir, Orlando, FL 32827

Property at 2072 Stone Cross Cir, Orlando, FL 32828, 5 beds, 3 baths

$790,000

5 beds3 baths3,965 sq ft

2072 Stone Cross Cir, Orlando, FL 32828

Property at 432 Burnt Tree Ln, Apopka, FL 32712, 4 beds, 2 baths

$537,000

4 beds2 baths2,103 sq ft

432 Burnt Tree Ln, Apopka, FL 32712

Property at 11378 Whistling Pine Way, Orlando, FL 32832, 3 beds, 2.5 baths

$285,000

3 beds2.5 baths1,915 sq ft

11378 Whistling Pine Way, Orlando, FL 32832

Property at 300 E South St #2014, Orlando, FL 32801, 2 beds, 2 baths

$180,000

2 beds2 baths1,223 sq ft

300 E South St #2014, Orlando, FL 32801

Property at 1036 Golf Valley Dr, Apopka, FL 32712, 4 beds, 3 baths

$1,100,000

4 beds3 baths3,691 sq ft

1036 Golf Valley Dr, Apopka, FL 32712

Property at 9552 Piccadilly Sky Way, Orlando, FL 32827, 4 beds, 3 baths

$564,000

4 beds3 baths2,345 sq ft

9552 Piccadilly Sky Way, Orlando, FL 32827

Property at 925 Bainbridge Loop, Winter Garden, FL 34787, 4 beds, 4 baths

$800,000

4 beds4 baths3,580 sq ft

925 Bainbridge Loop, Winter Garden, FL 34787

Property at 450 Lakewood Dr, Winter Park, FL 32789, 5 beds, 5 baths

$2,500,000

5 beds5 baths4,572 sq ft

450 Lakewood Dr, Winter Park, FL 32789

Property at 9349 Tibet Pointe Cir, Windermere, FL 34786, 5 beds, 7 baths

$6,995,000

5 beds7 baths7,529 sq ft

9349 Tibet Pointe Cir, Windermere, FL 34786

Property at 4301 Down Point Ln, Windermere, FL 34786, 5 beds, 4 baths

$2,950,000

5 beds4 baths7,153 sq ft

4301 Down Point Ln, Windermere, FL 34786

Property at 4529 Caesar Ave, Orlando, FL 32833, 4 beds, 3.5 baths

$1,150,000

4 beds3.5 baths3,630 sq ft

4529 Caesar Ave, Orlando, FL 32833

Property at 14352 Sun Bay Dr, Orlando, FL 32824, 3 beds, 2.5 baths

$343,000

3 beds2.5 baths1,281 sq ft

14352 Sun Bay Dr, Orlando, FL 32824

Property at 11209 Lemon Lake Blvd, Orlando, FL 32836, 4 beds, 3 baths

$890,000

4 beds3 baths2,510 sq ft

11209 Lemon Lake Blvd, Orlando, FL 32836

Property at 4257 Isle Vista Ave, Belle Isle, FL 32812, 4 beds, 4 baths

$899,999

4 beds4 baths3,758 sq ft

4257 Isle Vista Ave, Belle Isle, FL 32812

Property at 151 E Washington St #218, Orlando, FL 32801, 2 beds, 2 baths

$200,000

2 beds2 baths1,324 sq ft

151 E Washington St #218, Orlando, FL 32801

Property at 8461 Greider Way, Orlando, FL 32827, 4 beds, 3 baths

$597,000

4 beds3 baths2,083 sq ft

8461 Greider Way, Orlando, FL 32827

Property at 219 Largovista Dr, Oakland, FL 34787, 5 beds, 4 baths

$1,010,000

5 beds4 baths3,951 sq ft

219 Largovista Dr, Oakland, FL 34787

Property at 8643 Farthington Way, Orlando, FL 32827, 5 beds, 6 baths

$3,999,000

5 beds6 baths5,487 sq ft

8643 Farthington Way, Orlando, FL 32827

Property at 10256 Laxton St, Orlando, FL 32824, 3 beds, 2 baths

$412,000

3 beds2 baths1,624 sq ft

10256 Laxton St, Orlando, FL 32824

Property at 9119 Balmoral Mews Sq, Windermere, FL 34786, 4 beds, 4 baths

$1,399,000

4 beds4 baths4,052 sq ft

9119 Balmoral Mews Sq, Windermere, FL 34786

Property at 4166 Plantation Cove Dr #505, Orlando, FL 32810, 3 beds, 2 baths

$163,000

3 beds2 baths1,310 sq ft

4166 Plantation Cove Dr #505, Orlando, FL 32810

Property at 5138 Fairway Oaks Dr, Windermere, FL 34786, 4 beds, 5 baths

$4,999,500

4 beds5 baths4,330 sq ft

5138 Fairway Oaks Dr, Windermere, FL 34786

Property at 9621 Windy Ridge Rd, Windermere, FL 34786, 9 beds, 13 baths

$12,999,999

9 beds13 baths20,445 sq ft

9621 Windy Ridge Rd, Windermere, FL 34786

Property at 8591 Adalina Pl, Orlando, FL 32827, 5 beds, 4 baths

$1,399,999

5 beds4 baths4,924 sq ft

8591 Adalina Pl, Orlando, FL 32827

Property at 5550 E Michigan St #2112, Orlando, FL 32822, 2 beds, 2 baths

$189,900

2 beds2 baths1,107 sq ft

5550 E Michigan St #2112, Orlando, FL 32822

Property at 2130 Deloraine Trl, Maitland, FL 32751, 3 beds, 2 baths

$769,000

3 beds2 baths2,175 sq ft

2130 Deloraine Trl, Maitland, FL 32751

Property at 12640 Salomon Cove Dr, Windermere, FL 34786, 5 beds, 3.5 baths

$1,290,000

5 beds3.5 baths3,694 sq ft

12640 Salomon Cove Dr, Windermere, FL 34786

Property at 3226 Kelvington Dr, Orlando, FL 32810, 3 beds, 2 baths

$319,000

3 beds2 baths1,497 sq ft

3226 Kelvington Dr, Orlando, FL 32810

Property at 11801 Fan Tail Ln, Orlando, FL 32827, 2 beds, 2 baths

$429,500

2 beds2 baths1,526 sq ft

11801 Fan Tail Ln, Orlando, FL 32827

Property at 10760 Wilderness Ct, Orlando, FL 32821, 3 beds, 2 baths

$399,900

3 beds2 baths1,873 sq ft

10760 Wilderness Ct, Orlando, FL 32821

Property at 1792 Glenhaven Cir, Ocoee, FL 34761, 6 beds, 4.5 baths

$735,000

6 beds4.5 baths3,916 sq ft

1792 Glenhaven Cir, Ocoee, FL 34761

Property at 9151 Point Cypress Dr, Orlando, FL 32836, 5 beds, 5.5 baths

$2,225,000

5 beds5.5 baths5,700 sq ft

9151 Point Cypress Dr, Orlando, FL 32836

Property at 8101 Resort Village Dr #31202, Orlando, FL 32821, 3 beds, 2 baths

$167,000

3 beds2 baths1,231 sq ft

8101 Resort Village Dr #31202, Orlando, FL 32821

Property at 250 N Walker St, Oakland, FL 34760, 4 beds, 2.5 baths

$1,049,000

4 beds2.5 baths2,469 sq ft

250 N Walker St, Oakland, FL 34760

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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 3741 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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