Orange County Pool Homes for Sale

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 ...

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 ...

Timeless elegance and extraordinary privacy define this magnificent lakefront estate within the renowned Isleworth Golf & Country Club. Gracefully positioned on Lake Bla...

Virtually Staged. Pre-Construction. To be built. Poised on a remarkable .69-acre homesite along the shores of Lake Bessie, this exceptional new residence offers a rare op...

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...

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...

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...

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 ...

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...

Lakefront estate on Lake Tibet, part of Orlando’s renowned Butler Chain of Lakes, within the gated Bay Point community at Bay Hill, this residence offers nearly 10,000 s...

NEW 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...

Under Construction. Seller is selling as is buyer to take over and find new builder

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...

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 ...

A new luxury Four Seasons Private Residences opportunity is now available in Golden Oak at Walt Disney World® Resort. The proposed Florian Park project by HHR FSO LAND LL...

Set along the front nine of Isleworth championship golf course with breathtaking views of Hole 6, this grand estate occupies an oversized lot along Isleworth’s main drive...

IMPRESSIVE BELLE ISLE ESTATE on 3.7 ACRES with 430’ FEET OF WATER FRONTAGE! GATED and WALLED IN for PRIVACY & LUXURY! A rare opportunity to own a LAKE CONWAY LAKEFRONT E...

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...

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...

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...

Located directly on Lake Tibet within the guard-gated community of Keene’s Pointe, this extensively updated Stonebridge custom residence blends Mediterranean-inspired arc...

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

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

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

An exceptional opportunity to own a NEWLY CONSTRUCTED luxury waterfront estate within the exclusive gated enclave of Bay Point at Bay Hill. This remarkable residence offe...

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...

Set behind the guarded gates of Keene's Pointe, lies this masterfully crafted 7-bedroom, 8-bath lakefront estate by Stonebridge Custom Homes presenting an extraordinary o...

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...

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...

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

Gorgeous custom five-bedroom, five-and-one-half-bath residence built by Maroon Fine Homes in 2023 and ideally positioned on arguably one of the most sought after location...

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...

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...

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...

Within the gates of Isleworth Golf & Country Club, along the shores of Lake Chase, this exceptional lakefront offers a refined and contemporary waterfront lifestyle. Idea...

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

Brand new 2026 custom residence in the heart of downtown Winter Park, just completed and showcasing elevated finishes thoughtfully curated by FG Schaub Construction & SOC...

Pre-Construction. To be built. (NOTE: Photos show features and finishes representative of the construction budget and selection allowances. All tile, colors, stone, cabin...

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...

Some homes are built, and some are composed. At 1200 Via Salerno, every finish, fixture, & detail was chosen with one goal in mind: a residence that is a pleasure to live...

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...

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...

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

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...

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...

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...

Virtually Staged. 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 l...

Pre-Construction. To be built. PRE-CONSTRUCTION: Introducing an exceptional new construction residence by Nautilus Homes, ideally positioned in the heart of Winter Park n...

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...

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...

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...

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...

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

Pre-Construction. To be built. A rare convergence of timeless French Country architecture, brand-new custom construction, and coveted access to the Winter Park Chain of L...

Newly completed by Maroon Fine Homes, this luxurious custom residence is the only move-in-ready new construction home in all of Lake Nona Golf & Country Club. Located in ...

Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country...

*Seller is Motivated* 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...

NEW PRICE — This gated Butler Chain of Lakes estate is priced right at its 8/28/26 appraisal. Nestled behind the gates in the heart of Windermere, this exceptional lakefr...

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...

Welcome Home to an exceptional residence set along the 12th fairway of Lake Nona Golf & Country Club, where timeless architecture, beautifully reimagined interiors, and s...

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 ...

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

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...

One or more photo(s) was virtually staged. Contemporary lakefront luxury meets exceptional multigenerational living on the shores of Lake Tibet Butler, part of the renown...

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...

Virtually Staged. Under Construction. Being expertly built by Goehring & Morgan in the coveted Cromwell expansion of Parcel 10 at Lake Nona Golf & Country Club, this new ...

Brand new construction (2023) on a beautifully sized .29± acre lot in the heart of Winter Park. This 5BR/5.5BA estate offers an open-concept layout with high ceilings, ab...

Pre-Construction. To be built. Introducing an exceptional new-construction luxury residence, designed to deliver a blend of contemporary architecture, dramatic scale, and...

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...

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...

Set along the front nine of Isleworth’s championship golf course, the 4,739-square-foot residence has been beautifully reimagined, pairing a grand architectural presence ...

Welcome to 9602 Maywood Drive, a privately gated lakefront estate on Windermere's prestigious Butler Chain of Lakes. The home was reimagined through a renovation of more ...

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...

Welcome to an exceptional lakefront estate in the highly desirable Independence community of Winter Garden. Set on approximately 2.19 acres along the shores of Lake Hanco...

Completed in 2025 by Floridian Custom Homes, this distinguished English cottage-inspired residence brings refined character, thoughtful design, and exceptional craftsmans...

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

Keene’s Pointe – 24-hour gated/attended community in Windermere, Florida. Experience refined luxury in this exceptional golf-front estate perfectly positioned along the 1...

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 ...

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

Some estates are defined by their architecture. Others by their setting. This one is defined by the life it makes possible. Set across 4.25 acres with approximately 260 f...

Welcome to an extraordinary private lakefront estate on the serene shores of Lake Hart, offering a rare combination of acreage, privacy, luxury and waterfront living in t...

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

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

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...

An exceptional Alys Beach–inspired residence thoughtfully designed and crafted by FG Schaub Custom Homes, this 5,296-square-foot, two-story home blends timeless architect...

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...

Under Construction. Now well underway, by DeVoe Custom Homes, 10138 Chiltern Garden Drive is an exceptional two-story residence nestled within an enclave of villas along ...

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

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...

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

Fully furnished - turnkey, including the full package of Ritz-Carlton housewares, TV's, linens, decor and furniture. This private, gated enclave of luxury living has rede...

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...

Located along the 2nd tee of Isleworth's renowned championship golf course, this beautiful golf-front estate offers an exceptional location within the gates. The five-be...

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,...

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

Fully furnished and turnkey, this exceptional residence includes the complete Ritz-Carlton package of housewares, televisions, linens, décor, and designer furnishings, of...

Set within the Gardens of Isleworth, an intimate enclave of custom homes surrounded by lush gardens, water features, bridges and walking paths, this elegant single-story ...

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...

The Art of Living Well: A New Chapter at "Moon Haus" Winterpark From the moment the custom 10-foot glass pivot door swings open, you realize this is not just a house—it ...

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...

**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...

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...

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...

Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a produc...

Timeless elegance meets effortless modern living in this exceptional five-bedroom, 5.5-bath residence in Park Grove, one of Winter Park's most coveted neighborhoods. Desi...

***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...

Spectacular Private Lakefront Estate on Lake Olivia, Windermere Near The Grove Shops & Restaurants. Enter through custom Iron gates to this extraordinary Mediterranean es...

Set along a picturesque brick street in Winter Park’s coveted Lake Sue District, this extraordinary residence delivers the scale, craftsmanship, and thoughtful design rar...

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...

Pre-Construction. To be built. Introducing 14215 Centerline Drive, a custom residence by DeVoe Custom Homes overlooking Adventure Lake in Laureate Park. The proposed desi...

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...

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...

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...

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, ...

JUST COMPLETED NEW CONTRUCTION in the heart of Winter Park. Tucked away on a quiet cut-de-sac in an established neighborhood surrounded by beautiful newer residences, thi...

Welcome to 6126 Payne Stewart Drive, a beautifully renovated golf villa in Isleworth, just steps from the club house. This 2,848-square-foot home offers three bedrooms, e...

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...

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

1825 Whitehall Drive announces itself in stone. Twin gables of whitewashed natural stone, a stately brick entry, and striking black-framed windows define its European-ins...

Pre-Construction. To be built. A striking new custom residence by FG Schaub Custom Homes, located at 2119 Howard Drive in Winter Park. This exceptional 5-bedroom, 5.5-bat...