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Central Florida › Orlando Metro › Orange County › Orange County Pool Homes for Sale

Orange County Pool Homes for Sale

Florida's nearly year round warm weather makes a pool a must have feature for many Florida home buyers. Orange County offers many homes that feature a private swimming pool and/or spa.

Below is a list of all currently available pool homes in Orange County.

Orange County Pool Homes

5603 Marleon Drive, Windermere image
5603 Marleon Drive, Windermere $27,000,000

A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private ...

  • 7 Beds
  • 10 Baths
  • Na SubDv.
  • 34786 Zip Code
10084 Tavistock Rd, Orlando image
10084 Tavistock Rd, Orlando $20,000,000

Pre-Construction. To be built. A once-in-a-generation waterfront estate, exclusively designed and built by Mrcela Custom Homes, setting a new benchmark for luxury living ...

  • 6 Beds
  • 9 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
6119 Grosvenor Shore Drive, Windermere image
6119 Grosvenor Shore Drive, Windermere $15,900,000

Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built ma...

  • 8 Beds
  • 11 Baths
  • Keenes Point SubDv.
  • 34786 Zip Code
12488 Park Avenue, Windermere image
12488 Park Avenue, Windermere $15,500,000

Commanding a rare 2.75-acre lakefront setting on the coveted Butler Chain of Lakes, this extraordinary Windermere estate is a true work of art. Recently completed after a...

  • 10 Beds
  • 17 Baths
  • Chaine Du Lac SubDv.
  • 34786 Zip Code
3057 Porto Lago Court, Windermere image
3057 Porto Lago Court, Windermere $13,995,000

BRAND NEW ESTATE. A truly exceptional one-of-one on the shores of Lake Down, boasting over 12,000SF, 6BR's, 6/5BA's, and unmatched multigenerational flexibility. Designed...

  • 6 Beds
  • 11 Baths
  • Lake Down Pointe 50 42 SubDv.
  • 34786 Zip Code
7011 Via Carmel Way, Orlando image
7011 Via Carmel Way, Orlando $13,500,000 ▲

Under Construction. Welcome to an extraordinary custom estate in the privately gated enclave of Carmel, within Arnold Palmer’s Bay Hill Club & Lodge. Perfectly set on an ...

  • 5 Beds
  • 10 Baths
  • Carmel SubDv.
  • 32819 Zip Code
9323 Gladys Garden Court, Windermere image
9323 Gladys Garden Court, Windermere $11,900,000 ▼

Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, c...

  • 6 Beds
  • 10 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
9832 Laurel Valley Drive, Windermere image
9832 Laurel Valley Drive, Windermere $11,750,000 ▼

Virtually Staged. A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water views of Lake Butler from...

  • 6 Beds
  • 10 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
9236 Bay Point Drive, Orlando image
9236 Bay Point Drive, Orlando $11,490,000 ▲

Lakefront estate on Lake Tibet, part of Orlando’s renowned Butler Chain of Lakes, within the gated Bay Point community at Bay Hill, this fully furnished residence offers ...

  • 5 Beds
  • 10 Baths
  • Bay Point SubDv.
  • 32819 Zip Code
728 Forest Street, Windermere image
728 Forest Street, Windermere $10,200,000

An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architec...

  • 6 Beds
  • 9 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
4226 Downeast Lane, Windermere image
4226 Downeast Lane, Windermere $9,750,000 ▼

DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and...

  • 5 Beds
  • 3 Baths
  • Na SubDv.
  • 34786 Zip Code
8506 Lake Nona Shore Dr, Orlando image
8506 Lake Nona Shore Dr, Orlando $9,495,000

Introducing One of the Most Remarkable Lakefront Estates in Lake Nona Golf & Country Club. Positioned on approximately 3/4 of an acre along the shores of Lake Nona, this ...

  • 6 Beds
  • 8 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
10331 Winter Sparkle Circle, Golden Oak image
10331 Winter Sparkle Circle, Golden Oak — N/A $8,995,000

Virtually Staged. Welcome to an extraordinary brand-new boutique home in the exclusive Florian Park at Four Seasons Private Residences, nestled within the community of Go...

  • 5 Beds
  • 6 Baths
  • Golden Oak Florian Park SubDv.
  • 32836 Zip Code
10271 Symphony Grove Drive, Golden Oak image
10271 Symphony Grove Drive, Golden Oak $8,795,000

Virtually Staged. Inspired by the alluring villas of Tuscany, this stunning residence welcomes you with warmth and charm. Natural light flows into grand rooms intentional...

  • 5 Beds
  • 7 Baths
  • Golden Oak Ph 5 SubDv.
  • 32836 Zip Code
10300 Winter Sparkle Circle, Golden Oak image
10300 Winter Sparkle Circle, Golden Oak — N/A $8,569,000 ▲

Under Construction. A new luxury Four Seasons Private Residences opportunity is now available in Golden Oak at Walt Disney World® Resort. The proposed Florian Park projec...

  • 4 Beds
  • 5 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 Zip Code
10335 Winter Sparkle Circle, Golden Oak image
10335 Winter Sparkle Circle, Golden Oak — Building 2 $7,995,000 ▼

Virtually Staged. Discover a new Four Seasons Private Residences opportunity in Golden Oak at Walt Disney World® Resort. Located within the exclusive Florian Park enclave...

  • 4 Beds
  • 5 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 Zip Code
1530 Waterwitch Drive, Orlando image
1530 Waterwitch Drive, Orlando $7,900,000

Welcome to the jewel of the Lake Conway Chain of Lakes- a truly extraordinary lakefront estate nestled on over 2.5 acres along the highly coveted North Shore of Lake Conw...

  • 5 Beds
  • 7 Baths
  • Tuxedo Estates SubDv.
  • 32806 Zip Code
9343 Tibet Pointe Circle, Windermere image
9343 Tibet Pointe Circle, Windermere $7,695,000 ▼

PRICE Improvenent!! Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. ...

  • 7 Beds
  • 10 Baths
  • Keenes Pointe Unit 03 46/104 SubDv.
  • 34786 Zip Code
724 W 2nd Avenue, Windermere image
724 W 2nd Avenue, Windermere $7,500,000

Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmans...

  • 6 Beds
  • 8 Baths
  • Windermere SubDv.
  • 34786 Zip Code
9108 Sheen Sound Street, Orlando image
9108 Sheen Sound Street, Orlando $7,495,000

Under Construction. Final Opportunity for Lakefront Living in Lake Sheen Sound | Butler Chain of Lakes Introducing a rare opportunity to own the final lakefront homesite...

  • 6 Beds
  • 9 Baths
  • Lake Sheen Sound SubDv.
  • 32836 Zip Code
40 Palmer Avenue, Winter Park image
40 Palmer Avenue, Winter Park $7,250,000 ▲

Under Construction. Opportunities like this rarely present themself, just a eight-minute walk from the iconic shops, restaurants, and cafés of Park Avenue, 40 Palmer repr...

  • 5 Beds
  • 6 Baths
  • Robert Dhu Macdonald Park SubDv.
  • 32789 Zip Code
5074 Isleworth Country Club Drive, Windermere image
5074 Isleworth Country Club Drive, Windermere $7,250,000 ▼

A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely r...

  • 5 Beds
  • 7 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
5373 Isleworth Country Club Drive, Windermere image
5373 Isleworth Country Club Drive, Windermere $7,200,000

Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyon...

  • 5 Beds
  • 6 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
9700 Blandford Road, Orlando image
9700 Blandford Road, Orlando $7,200,000 ▲

Virtually Staged. Under Construction. Being expertly built by Mrcela Custom Homes, this modern estate will exemplify architectural sophistication and curated luxury withi...

  • 5 Beds
  • 7 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
9940 Lone Tree Lane, Orlando image
9940 Lone Tree Lane, Orlando $7,000,000

CHAIN OF LAKES WATERFRONT ESTATE! Set on the Butler Chain of Lakes with direct boating access and no HOA, this 7,200+ SF custom waterfront luxury property delivers true r...

  • 6 Beds
  • 8 Baths
  • Cypress Shores First Add SubDv.
  • 32836 Zip Code
13395 Kirby Smith Road, Orlando image
13395 Kirby Smith Road, Orlando $6,995,000

Virtually Staged. Behind a private gated entrance, this Parade of Homes award-winning custom estate represents one of the last opportunities to own a true legacy waterfro...

  • 6 Beds
  • 6 Baths
  • 32832 Zip Code
9349 Tibet Pointe Circle, Windermere image
9349 Tibet Pointe Circle, Windermere $6,995,000 ▼

Set along the pristine shores of Lake Tibet Butler, this exceptional estate within Keene's Pointe is a masterclass in timeless design, refined craftsmanship, and elevated...

  • 5 Beds
  • 8 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
6055 Louise Cove Drive, Windermere image
6055 Louise Cove Drive, Windermere $6,900,000 ▼

Stately and elegant lakefront estate showcasing the best of Isleworth West. This grand home spans more than 7,000 square feet with 5 bedrooms- of which, four are on the g...

  • 5 Beds
  • 6 Baths
  • Isleworth West SubDv.
  • 34786 Zip Code
9061 Ron Den Lane, Windermere image
9061 Ron Den Lane, Windermere $6,900,000

A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere. Positioned on the pres...

  • 5 Beds
  • 7 Baths
  • Down Acres Estates SubDv.
  • 34786 Zip Code
1260 Alabama Drive, Winter Park image
1260 Alabama Drive, Winter Park $6,900,000

Rarely does a property of this caliber grace the Winter Park market. Nestled along the coveted Venetian Canal with 95 feet of pristine waterfrontage, this magnificent mas...

  • 6 Beds
  • 7 Baths
  • J Kronenberger Sub SubDv.
  • 32789 Zip Code
8342 Boyla Court, Windermere image
8342 Boyla Court, Windermere $6,700,000

Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community ...

  • 8 Beds
  • 10 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
9671 Blandford Road, Orlando image
9671 Blandford Road, Orlando $6,700,000 ▲

Virtually Staged. Under Construction. Being expertly built by Mrcela Custom Homes, this modern estate presents a rare opportunity to own a legacy property along the front...

  • 5 Beds
  • 5 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
9921 Lake Louise Drive, Windermere image
9921 Lake Louise Drive, Windermere $6,650,000

Positioned along the back nine of Isleworth’s renowned championship golf course, this exceptional estate spans nearly 7,000 square feet and has been thoughtfully reimagin...

  • 5 Beds
  • 7 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
9316 Gladys Garden Ct, Windermere image
9316 Gladys Garden Ct, Windermere $6,500,000

Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan...

  • 5 Beds
  • 7 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
9226 Charles E Limpus Road, Orlando image
9226 Charles E Limpus Road, Orlando $6,495,000

A Rare Waterfront Estate on the Butler Chain of Lakes offering a once-in-a-lifetime opportunity to own an extraordinary custom-built home on 1.2 private acres with no HOA...

  • 4 Beds
  • 6 Baths
  • Willis R Mungers Land Sub SubDv.
  • 32836 Zip Code
8866 Darlene Drive, Orlando image
8866 Darlene Drive, Orlando $6,450,000 ▼

Introducing Palazzo Vecchio a remarkable legacy estate situated on The Butler Chain of Lakes. Crafted by renowned luxury builder Akers Custom Homes, this Italian-inspired...

  • 10 Beds
  • 10 Baths
  • N\A SubDv.
  • 32836 Zip Code
1571 Woodland Avenue, Winter Park image
1571 Woodland Avenue, Winter Park $6,000,000

Experience timeless elegance and deliberate craftsmanship in the heart of prestigious Winter Park. This one-of- a-kind exceptional estate offers more than 7,300 square f...

  • 5 Beds
  • 8 Baths
  • Comstock Park SubDv.
  • 32789 Zip Code
2661 Via Tuscany, Winter Park image
2661 Via Tuscany, Winter Park $5,999,990

Virtually Staged. AN ARCHITECTURAL STATEMENT IN ONE OF WINTER PARK'S MOST COVETED LOCATIONS. Set on a prominent corner lot within exclusive Via Tuscany, this extraordina...

  • 4 Beds
  • 5 Baths
  • Maitland Shores First Add SubDv.
  • 32789 Zip Code
800 W 2nd Avenue, Windermere image
800 W 2nd Avenue, Windermere $5,999,000

Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring archi...

  • 5 Beds
  • 5 Baths
  • Aladar On Lake Butler SubDv.
  • 34786 Zip Code
11035 Cromwell Road, Orlando image
11035 Cromwell Road, Orlando $5,995,000

Virtually Staged. Under Construction. Being expertly built by Akers Custom Homes, and located in the new Cromwell expansion at Lake Nona Golf & Country Club, this luxurio...

  • 5 Beds
  • 7 Baths
  • Lake Nona Estates 10 SubDv.
  • 32827 Zip Code
13377 Lake Butler Boulevard, Winter Garden image
13377 Lake Butler Boulevard, Winter Garden $5,995,000

Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to...

  • 5 Beds
  • 6 Baths
  • 34787 Zip Code
9725 Chestnut Ridge Drive, Windermere image
9725 Chestnut Ridge Drive, Windermere $5,975,000 ▼

Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000...

  • 7 Beds
  • 7 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
8922 University Boulevard, Orlando image
8922 University Boulevard, Orlando $5,750,000

Virtually Staged. LEGACY ON THE LAKE — A ONE-OF-A-KIND PRIVATE WATERFRONT ESTATE Welcome to Legacy on the Lake, an extraordinary custom waterfront estate where luxury, r...

  • 5 Beds
  • 5 Baths
  • Lakewood Park SubDv.
  • 32817 Zip Code
9225 Bevington Lane, Orlando image
9225 Bevington Lane, Orlando $5,656,000

This is the home that you have been dreaming of! From the welcoming paved courtyard into the voluminous foyer with expansive views of a scenic pond through a wall of wind...

  • 4 Beds
  • 6 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
2228 Azalea Place, Winter Park image
2228 Azalea Place, Winter Park $5,600,000

This elegant transitional French Provincial residence was the feature home in the Orlando Museum of Art's 2022 "mystery home tour" and is located on a large, elevated cor...

  • 5 Beds
  • 6 Baths
  • Maitland Shores First Add SubDv.
  • 32789 Zip Code
1330 Lake Olivia, Windermere image
1330 Lake Olivia, Windermere $5,500,000

Virtually Staged. Pre-Construction. To be built. This is where high-end living meets possibility. A lakefront estate currently under construction in Windermere, set on th...

  • 6 Beds
  • 8 Baths
  • Lake Olivia Reserve SubDv.
  • 34786 Zip Code
10473 Cromwell Grove Terrace, Orlando image
10473 Cromwell Grove Terrace, Orlando $5,500,000

Virtually Staged. Experience the rare opportunity to own a completely reimagined luxury estate in the exclusive Lake Nona Golf & Country Club. Currently undergoing a full...

  • 3 Beds
  • 4 Baths
  • Lake Nona Ph 01a Prcl 03 SubDv.
  • 32827 Zip Code
313 Sylvan Drive, Winter Park image
313 Sylvan Drive, Winter Park $5,500,000

Pre-Construction. To be built. This extraordinary lakefront residence on beautiful Lake Sylvan, set on a .37-acre (16,603± square foot) homesite, presents a rare opportun...

  • 4 Beds
  • 5 Baths
  • Sylvan Park SubDv.
  • 32789 Zip Code
12264 Montalcino Circle, Windermere image
12264 Montalcino Circle, Windermere $5,390,000 ▼

Lakefront, Luxurious, home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere, located in the gated community of Casa De...

  • 4 Beds
  • 7 Baths
  • Casa Del Lago Rep SubDv.
  • 34786 Zip Code
5199 Latrobe Dr, Windermere image
5199 Latrobe Dr, Windermere $5,300,000

Virtually Staged. Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Cent...

  • 6 Beds
  • 7 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
5070 Down Point Lane, Windermere image
5070 Down Point Lane, Windermere $4,995,000

Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for ref...

  • 6 Beds
  • 7 Baths
  • Sunset Bay SubDv.
  • 34786 Zip Code
6159 Harbour Town Court, Orlando image
6159 Harbour Town Court, Orlando $4,950,000

Welcome to elevated luxury, situated on the 11th green of one of the world's most iconic golf courses: Arnold Palmer's Bay Hill Club and Lodge, home of the PGA Tour’s Arn...

  • 6 Beds
  • 7 Baths
  • Bay Hill SubDv.
  • 32819 Zip Code
231 Chelton Circle, Winter Park image
231 Chelton Circle, Winter Park $4,950,000

Residing among the treelined streets of Winter Park, this stunning, contemporary pool home, designed and built by renowned Phil Kean, truly captures the essence of luxury...

  • 4 Beds
  • 7 Baths
  • Forest Hills SubDv.
  • 32789 Zip Code
3525 W Kelly Park Road, Apopka image
3525 W Kelly Park Road, Apopka $4,900,000 ▼

Prime 5.32± acre development opportunity in the rapidly growing Kelly Park corridor near SR-429. Three contiguous parcels with frontage on W. Kelly Park Rd and Calhoun Rd...

  • 6 Beds
  • 7 Baths
  • 0000 SubDv.
  • 32712 Zip Code
9575 Westover Roberts Road, Windermere image
9575 Westover Roberts Road, Windermere $4,850,000 ▼

Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence span...

  • 7 Beds
  • 8 Baths
  • Gotha Town SubDv.
  • 34786 Zip Code
9721 Carillon Park Drive, Windermere image
9721 Carillon Park Drive, Windermere $4,778,000 ▼

Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 ...

  • 6 Beds
  • 9 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
857 Brock Street, Winter Park image
857 Brock Street, Winter Park $4,650,000

Under Construction. Designed to capture the timeless character of Olde Winter Park while delivering an extraordinary level of modern luxury, this is a truly one-of-a-kind...

  • 5 Beds
  • 6 Baths
  • Park Grove SubDv.
  • 32789 Zip Code
1525 Granville Drive, Winter Park image
1525 Granville Drive, Winter Park $4,595,000 ▼

There are luxury homes, and then there are homes that redefine luxury altogether. Crafted by renowned luxury builder Vimaro Homes, this extraordinary residence is the pro...

  • 5 Beds
  • 6 Baths
  • Park Grove SubDv.
  • 32789 Zip Code
10352 Burris Court, Orlando image
10352 Burris Court, Orlando $4,590,000

Welcome to an exceptional lakefront estate on the Butler Chain of Lakes, ideally positioned at the end of a quiet cul-de-sac in sought-after Lake Sheen Estates. Set on on...

  • 5 Beds
  • 6 Baths
  • Lake Sheen Estates SubDv.
  • 32836 Zip Code
11091 Cromwell Road, Orlando image
11091 Cromwell Road, Orlando $4,575,000

Virtually Staged. Pre-Construction. To be built. Being expertly built by Goehring & Morgan in the coveted Cromwell expansion of Parcel 10 at Lake Nona Golf & Country Club...

  • 5 Beds
  • 7 Baths
  • Lake Nona Estates 10 SubDv.
  • 32827 Zip Code
9222 Sloane Street, Orlando image
9222 Sloane Street, Orlando $4,500,000

If you want one of the very best views in Lake Nona, look no further! Set on an exceptional .65 acre homesite overlooking the 15th fairway of Lake Nona Golf & Country Clu...

  • 5 Beds
  • 6 Baths
  • Lake Nona Ph 01a Pt Rep SubDv.
  • 32827 Zip Code
9245 Southern Breeze Drive, Orlando image
9245 Southern Breeze Drive, Orlando $4,500,000 ▼

WOW! SPECTACULAR LAKEFRONT WITH AMAZING SUNSET VIEW. 6-7 BEDROOM 6 FULL BATH HOME PLUS 2 HALF BATHS, ENTERTAINMENT ROOM. (EACH BEDROOM HAS IT'S OWN BATH) BOAT DOCK. EVERY...

  • 6 Beds
  • 8 Baths
  • Estates At Phillips Landing Ph 02 SubDv.
  • 32836 Zip Code
6719 Valhalla Way, Windermere image
6719 Valhalla Way, Windermere $4,495,000

Experience refined luxury in this extraordinary custom estate overlooking the 17th tee of the Jack Nicklaus Signature Golden Bear Club, nestled within the prestigious gua...

  • 4 Beds
  • 7 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
229 Alexander Place, Winter Park image
229 Alexander Place, Winter Park $4,250,000

Envisioned by acclaimed architect Phil Kean and originally commissioned as the International Showcase Home for the National Association of Home Builders, this award-winni...

  • 4 Beds
  • 6 Baths
  • Alexander Place SubDv.
  • 32789 Zip Code
9144 Isleworth Gardens Drive, Windermere image
9144 Isleworth Gardens Drive, Windermere $4,100,000 ▼

Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Golf & Country Club. This impeccably designed reside...

  • 3 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
11002 Lake Butler Boulevard, Windermere image
11002 Lake Butler Boulevard, Windermere $3,999,999 ▼

Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseo...

  • 5 Beds
  • 8 Baths
  • Metcalf Park Rep SubDv.
  • 34786 Zip Code
1441 Cardinal Court, Winter Park image
1441 Cardinal Court, Winter Park $3,995,000 ▼

Beautifully built in 2022 by Lonnie Richardson, this custom one-story home sits on a quiet cul-de-sac in the heart of Winter Park. Designed with a modern, timeless style,...

  • 4 Beds
  • 6 Baths
  • Winflor Court Pt Rep SubDv.
  • 32789 Zip Code
4201 Isabella Circle, Windermere image
4201 Isabella Circle, Windermere $3,990,000 ▼

Welcome to this beautifully furnished luxury residence in the guard-gated community of Casabella in Windermere. Situated on a private half-acre homesite, this impressive ...

  • 6 Beds
  • 7 Baths
  • Casabella SubDv.
  • 34786 Zip Code
4906 Aviva Garden Court, Windermere image
4906 Aviva Garden Court, Windermere $3,990,000 ▼

Welcome to an exceptional opportunity within the gates of Isleworth, one of Central Florida’s most Acclaimed private golf communities. Perfectly positioned along a tranqu...

  • 3 Beds
  • 5 Baths
  • Gardens/Isleworth Un #2 SubDv.
  • 34786 Zip Code
5151 Latrobe Dr, Windermere image
5151 Latrobe Dr, Windermere $3,900,000 ▼

Positioned along the stunning 4th fairway of the renowned Isleworth Golf & Country Club, this exceptional single-story estate offers four bedrooms and more than 5,300 squ...

  • 4 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
620 Virginia Drive, Winter Park image
620 Virginia Drive, Winter Park $3,890,000

Under Construction. Beautifully composed from every angle, this extraordinary residence captures something increasingly rare in new construction: a genuine sense of chara...

  • 6 Beds
  • 5 Baths
  • Timberlane Shores SubDv.
  • 32789 Zip Code
9233 Southern Breeze Drive, Orlando image
9233 Southern Breeze Drive, Orlando $3,800,000

Experience an extraordinary standard of luxury in this impeccably renovated waterfront estate, gracefully positioned within, 24-hour guard-gated community of Estates at P...

  • 6 Beds
  • 7 Baths
  • Estates At Phillips Landing Ph 02 SubDv.
  • 32836 Zip Code
13542 Sunset Lakes Circle, Winter Garden image
13542 Sunset Lakes Circle, Winter Garden $3,799,000

A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres...

  • 5 Beds
  • 6 Baths
  • Sunset Lakes SubDv.
  • 34787 Zip Code
9960 6th Street, Windermere image
9960 6th Street, Windermere $3,750,000

Under Construction. Experience unparalleled luxury in this custom-built Davila Homes estate, ideally located in the heart of Windermere. Showcasing the highly sought-afte...

  • 5 Beds
  • 6 Baths
  • Gotha Town SubDv.
  • 34786 Zip Code
8643 Farthington Way, Orlando image
8643 Farthington Way, Orlando $3,750,000 ▼

Incredible Value! Welcome to 8643 Farthington Way, a newly built (2025) courtyard pool estate offering 5 bedrooms, 5 full bathrooms, and 2 half baths, where elevated desi...

  • 5 Beds
  • 7 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
4302 Isabella Cir, Windermere image
4302 Isabella Cir, Windermere $3,700,000

Welcome to 4302 Isabella Circle, an exceptional 5-bedroom, 6.5-bath residence offering 5,362 square feet of living space on an expansive 0.88-acre homesite within the gat...

  • 5 Beds
  • 7 Baths
  • Casabella SubDv.
  • 34786 Zip Code
6049 Lady Bet Drive, Orlando image
6049 Lady Bet Drive, Orlando $3,700,000 ▼

Waterfront Luxury & Championship Golf: The Ultimate Bay Hill Lifestyle Experience the perfect harmony of Art Deco elegance and the quintessential Florida lifestyle. Loca...

  • 5 Beds
  • 6 Baths
  • Pointe Tibet Rep SubDv.
  • 32819 Zip Code
4812 Alexandra Garden Court, Windermere image
4812 Alexandra Garden Court, Windermere $3,699,000

Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating...

  • 3 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
207 E Kings Way, Winter Park image
207 E Kings Way, Winter Park $3,650,000

Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully craft...

  • 5 Beds
  • 5 Baths
  • Charmont SubDv.
  • 32789 Zip Code
276 Detmar Drive, Winter Park image
276 Detmar Drive, Winter Park $3,600,000

Tucked away in the heart of Winter Park, this custom-built residence seamlessly blends modern luxury with the comfort of everyday living. Thoughtfully designed with excep...

  • 4 Beds
  • 5 Baths
  • Detmar Terrace Winter Park SubDv.
  • 32789 Zip Code
3986 Isabella Circle, Windermere image
3986 Isabella Circle, Windermere $3,599,000

EXCEPTIONAL LAKEFRONT LUXURY ESTATE IN CASABELLA AT WINDERMERE Discover an extraordinary luxury residence in the prestigious gated community of Casabella at Windermere...

  • 5 Beds
  • 7 Baths
  • Casabella Ph 2 SubDv.
  • 34786 Zip Code
4733 Chuluota Road, Orlando image
4733 Chuluota Road, Orlando $3,595,000 ▼

One or more photo(s) has been virtually staged. Welcome to a rare expression of Florida luxury where pristine waterfront, private acreage, and elevated design come togeth...

  • 4 Beds
  • 4 Baths
  • 32820 Zip Code
10138 Chiltern Garden Drive, Orlando image
10138 Chiltern Garden Drive, Orlando $3,595,000 ▲

Pre-Construction. To be built. Pre Construction by DeVoe Custom Homes. Tucked within an enclave of charming villas along Lake Nona Golf & Country Club’s golf practice fac...

  • 5 Beds
  • 5 Baths
  • Lake Nona Estates SubDv.
  • 32827 Zip Code
5524 Worsham Court, Windermere image
5524 Worsham Court, Windermere $3,500,000

Welcome to the exclusive gates of Isleworth, golf front estate offers over 7,600 square feet of refined luxury living overlooking the fairway of the renowned Isleworth Go...

  • 4 Beds
  • 6 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
1206 Sutter Avenue, Gotha image
1206 Sutter Avenue, Gotha $3,500,000 ▼

**NEW PRICE** This recently constructed estate is behind private gates on an oak-canopied compound, presenting a masterclass in clean-lined modern luxury. Spanning an imp...

  • 5 Beds
  • 6 Baths
  • Gotha Town SubDv.
  • 34734 Zip Code
2240 Venetian Way, Winter Park image
2240 Venetian Way, Winter Park $3,500,000

Virtually Staged. Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Ch...

  • 4 Beds
  • 4 Baths
  • Maitland Shores 1st Add SubDv.
  • 32789 Zip Code
7625 Clarcona Ocoee Road, Orlando image
7625 Clarcona Ocoee Road, Orlando $3,495,000

***ADJACENT LAND TO NORTH ALSO FOR SALE (7466 Vivian Lane) MLS #O6337045.*** A generational family home sits on this expansive 36.32 acre estate. Built in 1953, this c...

  • 2 Beds
  • 2 Baths
  • N/A SubDv.
  • 32818 Zip Code
5379 Isleworth Country Club Drive, Windermere image
5379 Isleworth Country Club Drive, Windermere $3,400,000

This luxury estate in Isleworth offers a rare opportunity to remodel or create a custom estate in the highly coveted Isleworth community. Situated directly on the 17th ho...

  • 4 Beds
  • 4 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
9679 Westover Roberts Rd, Windermere image
9679 Westover Roberts Rd, Windermere $3,400,000

Spectacular Private Gated Lakefront Estate on Lake Olivia in Windermere - From the moment you enter through the custom iron gates, you are welcomed into a private lakefro...

  • 6 Beds
  • 7 Baths
  • 34786 Zip Code
160 W Rockwood Way, Winter Park image
160 W Rockwood Way, Winter Park $3,395,000

Perfectly positioned in the heart of Old Winter Park, the quaint Forrest Hills neighborhood is lined with charming cobblestone streets that wind around Lake Sue. This cus...

  • 5 Beds
  • 6 Baths
  • Forest Hills SubDv.
  • 32789 Zip Code
515 W 2nd Avenue, Windermere image
515 W 2nd Avenue, Windermere $3,300,000

Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of fron...

  • 4 Beds
  • 6 Baths
  • Windermere Town SubDv.
  • 34786 Zip Code
11539 Lake Butler Boulevard, Windermere image
11539 Lake Butler Boulevard, Windermere $3,300,000 ▼

Incredible 1st Floor Inlaw Apartment with Full Bath, Sitting Room with Fireplace & Bedroom with Large Walk in Closet * Purchase before October 31, 2026 and receive a full...

  • 5 Beds
  • 5 Baths
  • Lake Butler Estates SubDv.
  • 34786 Zip Code
1627 Mizell Avenue, Winter Park image
1627 Mizell Avenue, Winter Park — Urban Perch-A Boutique Homes $3,300,000

One or more photo(s) has been virtually staged. Under Construction. Under construction. Experience approachable luxury combined with wellness-focused living in this newly...

  • 5 Beds
  • 6 Baths
  • Sylvan Lake Shores SubDv.
  • 32789 Zip Code
9720 Laurel Berry Drive, Orlando image
9720 Laurel Berry Drive, Orlando $3,299,000 ▼

Reduce Price ! Welcome to refined luxury living at 9320 Laurel Berry Drive, an elegant contemporary residence designed for both sophistication and comfort. This stunning ...

  • 6 Beds
  • 6 Baths
  • Laurel Pointe Ph 3 SubDv.
  • 32827 Zip Code
312 Briley Avenue, Oakland image
312 Briley Avenue, Oakland $3,295,000

Under Construction. This exceptional luxury residence by Element Home Builders is located in the prestigious Briley Farm community and offers 5,144 square feet of thought...

  • 6 Beds
  • 7 Baths
  • Briley Farm SubDv.
  • 34760 Zip Code
4243 Isabella Circle, Windermere image
4243 Isabella Circle, Windermere $3,290,000

Welcome to an exceptional luxury residence in the prestigious gated community of Casabella in Windermere. Set on a private 0.71-acre homesite, this stunning Toll Brothers...

  • 5 Beds
  • 7 Baths
  • Casabella SubDv.
  • 34786 Zip Code
1113 Holstons Pointe Place, Gotha image
1113 Holstons Pointe Place, Gotha $3,280,000

Welcome to 1113 Holston Pointe Pl, a wonderful opportunity in the desirable Gotha area! This property offers an exceptionally large lot in one of the area's most sought-a...

  • 6 Beds
  • 6 Baths
  • Fire Crk/Gotha SubDv.
  • 34734 Zip Code
1581 Forest Avenue, Winter Park image
1581 Forest Avenue, Winter Park $3,275,000 ▼

Virtually Staged. This exceptional Winter Park residence offers a floor plan rarely found in the area, with nearly all living spaces thoughtfully positioned on a single l...

  • 4 Beds
  • 6 Baths
  • Ellno Willo SubDv.
  • 32789 Zip Code
1761 Legion Drive, Winter Park image
1761 Legion Drive, Winter Park $3,265,000

One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, ...

  • 5 Beds
  • 6 Baths
  • Green Oaks Rep 02 SubDv.
  • 32789 Zip Code
5583 Jessamine Lane, Orlando image
5583 Jessamine Lane, Orlando $3,250,000

Welcome to your new dream home! Experience the rare blend of luxury, privacy, and lakefront living with this extraordinary pool home on Lake Jessamine, situated on 2.67 a...

  • 5 Beds
  • 4 Baths
  • Lake Jessamine SubDv.
  • 32839 Zip Code
13448 Bellaria Circle, Windermere image
13448 Bellaria Circle, Windermere $3,200,000 ▼

Virtually Staged. Buyer walked days before closing due to personal reasons! All inspections and milestones clean/clear!! - This exceptional Florida residence is perfectly...

  • 6 Beds
  • 7 Baths
  • Bellaria SubDv.
  • 34786 Zip Code
4819 Alexandra Garden Court, Windermere image
4819 Alexandra Garden Court, Windermere $3,200,000

Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa.  Featuring timeless elegance, this beautiful four-bedroom, ...

  • 4 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
361 E Kings Way, Winter Park image
361 E Kings Way, Winter Park $3,199,000

Under Construction. Perfectly positioned along one of Winter Park's most picturesque tree-lined cobblestone streets, this exceptional new construction residence offers a ...

  • 4 Beds
  • 5 Baths
  • Charmont SubDv.
  • 32789 Zip Code
10009 Crisbert Court Unit 2-504E, Orlando image
10009 Crisbert Court Unit 2-504E, Orlando — 2 $3,195,000

Under Construction. Visit our sales center at 505 Main St Windermere. Introducing the pinnacle of luxury living at Cypress Sound—an extraordinary penthouse residence tha...

  • 4 Beds
  • 5 Baths
  • Cypress Sound SubDv.
  • 32836 Zip Code
5050 Isleworth Country Club Drive, Windermere image
5050 Isleworth Country Club Drive, Windermere $3,189,000

Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course view...

  • 4 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
12102 Montalcino Circle, Windermere image
12102 Montalcino Circle, Windermere $3,100,000

Virtually Staged. Welcome to 12102 Montalcino Circle, an exceptional custom built waterfront estate located in one of Windermere's most sought after gated communities, Ca...

  • 4 Beds
  • 5 Baths
  • Casa Del Lago Rep SubDv.
  • 34786 Zip Code
7720 Ficquette Road, Windermere image
7720 Ficquette Road, Windermere $3,100,000

Virtually Staged. Luxury Lakefront Living with No HOA on an Oversized Lot! Welcome to this exceptional 6-bedroom lakefront estate situated on an oversized lot with no ...

  • 6 Beds
  • 5 Baths
  • Lake Hancock Shores SubDv.
  • 34786 Zip Code
1821 Englewood Road, Winter Park image
1821 Englewood Road, Winter Park $3,075,000 ▼

This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues t...

  • 5 Beds
  • 6 Baths
  • Forest Hills SubDv.
  • 32789 Zip Code
5145 Latrobe Drive, Windermere image
5145 Latrobe Drive, Windermere $2,999,999 ▼

Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-stor...

  • 4 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
1166 N Lake Sybelia, Maitland image
1166 N Lake Sybelia, Maitland $2,999,000 ▼

Welcome to luxury lakefront living at its absolute finest in the heart of Maitland, Florida. Nestled along the pristine shores of Lake Sybelia, this extraordinary three-s...

  • 6 Beds
  • 5 Baths
  • Lake Sybelia Shores SubDv.
  • 32751 Zip Code
1220 Delaney Park Drive, Orlando image
1220 Delaney Park Drive, Orlando $2,999,000 ▼

This Modern Contemporary home built by FG Schaub Custom Homes is 4,389 -SF under air plus a 434 SF transitional room, creating 4823 SF of living all on one floor. This ur...

  • 5 Beds
  • 7 Baths
  • Weldona Rep SubDv.
  • 32806 Zip Code
100 S Eola Drive Unit 119, Orlando image
100 S Eola Drive Unit 119, Orlando — The Sanctuary $2,995,000

Welcome to Penthouse 119, an unparalleled residence at the most sought-after address in downtown Orlando. Opportunities to acquire a penthouse of this scale and sophistic...

  • 4 Beds
  • 4 Baths
  • Sanctuary Downtown Condo SubDv.
  • 32801 Zip Code
1204 Nottingham Street, Orlando image
1204 Nottingham Street, Orlando $2,995,000

A REFINED CUSTOM SINGLE-STORY RESIDENCE WITH CASITA BY M. LAHR HOMES! Located in the highly sought-after Beverly Shores / Rose Isle neighborhood of Orlando / Winter Park,...

  • 5 Beds
  • 6 Baths
  • Beverly Shores SubDv.
  • 32803 Zip Code
1836 Whitehall Drive, Winter Park image
1836 Whitehall Drive, Winter Park $2,995,000 ▼

Experience resort-style living at 1836 Whitehall Drive! Inspired by the warm breeze and seaside elegance of a tranquil island paradise, this new custom home by Urban Perc...

  • 5 Beds
  • 7 Baths
  • Kenilworth Shores Sec 06 SubDv.
  • 32789 Zip Code
4301 Down Point Lane, Windermere image
4301 Down Point Lane, Windermere $2,950,000

Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers...

  • 5 Beds
  • 4 Baths
  • Down Point Sub SubDv.
  • 34786 Zip Code
1236 Chichester Street, Orlando image
1236 Chichester Street, Orlando $2,950,000

FRESH, INSPIRED DESIGN defines this distinctive residence in the coveted Beverly Shores/Rose Isle neighborhood, thoughtfully created with an emphasis on craftsmanship, na...

  • 5 Beds
  • 6 Baths
  • Beverly Shores SubDv.
  • 32803 Zip Code
6130 Grosvenor Shore Drive, Windermere image
6130 Grosvenor Shore Drive, Windermere $2,950,000 ▼

Exceptional Waterview Estate in Keenes Pointe / Resort-Style Outdoor Living. Located on a quiet cul-de-sac in the exclusive guard-gated community of Keenes Pointe, thi...

  • 4 Beds
  • 5 Baths
  • Keenes Pointe SubDv.
  • 34786 Zip Code
8605 Bay Shore Cove, Orlando image
8605 Bay Shore Cove, Orlando $2,900,000

Luxurious Lakefront Estate in Bay Vista Estates, Nested in the coveted Bay Vista Estate community, this stunning 6-bedroom, 7-bathroom lakefront home offers unparalleled ...

  • 6 Beds
  • 8 Baths
  • Bay Vista Estates SubDv.
  • 32836 Zip Code
12803 Upper Harden Avenue, Orlando image
12803 Upper Harden Avenue, Orlando $2,900,000

LUXURY ESTATE ON AN IMPRESSIVE 0.47-ACRE CONSERVATION LOT IN THE EXCLUSIVE PRESERVE AT LAUREATE PARK. Nestled behind the private gates of The Preserve at Laureate Park...

  • 5 Beds
  • 7 Baths
  • Preserve/Laureate Park Ph 1 SubDv.
  • 32827 Zip Code
4303 Isabella Circle, Windermere image
4303 Isabella Circle, Windermere $2,899,000

Located in one of Windermere’s most sought-after luxury GATED communities with 24-HOUR SECURITY-SCREENED ENTRY, Casabella, this exceptional custom-enhanced ESTATE showcas...

  • 7 Beds
  • 6 Baths
  • Casabella SubDv.
  • 34786 Zip Code
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