Orange County Waterfront Homes for Sale

Welcome to Entrelagos, an extraordinary estate located on a private peninsula between Lake Sheen and Lake Tibet on the prestigious Butler Chain of Lakes in Windermere Flo...

Perfectly positioned on 18 acres of lakefront property with meticulously manicured grounds, this walled and gated compound includes apprx 614 feet of pristine lake fronta...

Sophisticated elegance masterfully packaged into a custom-crafted lakefront mansion built specifically for the ultimate sports enthusiast, situated behind the secured man...

Casa del Mondo, known as House of the World on Park Avenue in Winter Park, is a gated estate situated on Winter Park Chain of Lakes in the the most exclusive location in ...

Stunning modern masterpiece situated in Windermere's Reserve on Lake Butler Sound's most coveted waterfront lot. Known as "Overjoy" for its location on the sparkling wate...

Elegant French Mediterranean gated lakefront estate on premier exclusive and private setting in Olde Winter Park… This spectacular residence is located on the Isle of Sic...

One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on nearly 2 acre...

UNIQUE ESTATE HOME SET ON 300 FEET OF LAKE BUTLER SHORELINE WITH 300’ SEAWALL. This private, gated lakefront home is set on 2.4 acres in old Windermere, with over 6,500 S...

ONE-OF-A-KIND OPPORTUNITY! 10+/- acres of fabulous lakefront land for sale on spring fed, crystal clear Lake Whippoorwill, a private access boating and skiing dream! Take...

ONE-OF-A-KIND OPPORTUNITY! 10+/- acres of fabulous lakefront land for sale on spring fed, crystal clear Lake Whippoorwill, a private access boating and skiing dream! Take...

A home designed for entertaining and intimate gatherings focused on comfort, convenience, and functionality. Welcome to the guarded gated community of Reserve at Lake But...

Casa Bianca, the extraordinary Winter Park estate, has entered the market for the first time available in over 40 years. Perfectly positioned on the corner of Via Tuscany...

Pre-Construction. To be built. Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water views! Gated community with only three home sites. Herein l...

Pre-Construction. To be built. Featuring an exceptional setting along the shores of beautiful Lake Bessie with gorgeous sunset views, this five-bedroom estate will be bui...

Stunning water views and **captivating sunsets** will take your breath away at this exquisite lakefront Estate. Perfectly situated on the shores of Lake Butler and the 1...

Majestic Lake Butler lakefront, Sunset views, Disney fireworks and the 15th hole of Isleworth's renowned championship golf course. As far as location goes, this home has ...

Exceptional Windermere "Chain of Lakes" opportunity to purchase a "6-acre" parcel of land encompassed by a walled double row of mature live oak trees perimeter and gated ...

This stunning estate is the epitome of luxury Windermere lakefront living. Designed by legendary architect John Henry, this exquisite lakefront residence is perfectly pos...

Windermere Lakefront on Butler Chain of Lakes in guard-gated Keene’s Pointe Neighborhood. Entertainer’s paradise featuring over 10,000 square feet of Mediterranean luxury...

Presenting GRANDE OAKS, and perhaps there is no other palatial estate that is comparable. Custom designed and built by celebrity singer who had grandiose ideas on what wa...

Windermere - Lakefront - Butler Chain of Lakes, Lake Tibet - Keenes Pointe - 24 Hr Guard Gated Golf Course Community... Explore this Stonebridge Custom Homes, 7 bedroom...

This Akers custom built estate is beautifully sited on over two elevated acres with over 550 feet of frontage on the famed Butler Chain of Lakes. The formal proportions a...

Pre-Construction. To be built. The unique and splendid house is Call THE LAKE HOUSE! Under Construction. The most anticipated Listing to hit the market in Orlando this y...

Beautiful lakefront views of Lake Louise set along the renowned Butler Chain of Lakes provide the backdrop for the stunning, modern, newer golf villa. This open concept f...

Exquisite Mediterranean masterpiece, located in the 24-hour guard-gated community of Lake Butler Sound. This stunning residence features over 10,000 square feet of luxury...

GATED, LAKEFRONT, POOL in Moss Park Reserve! VERY energy efficient home including construction with ICF block. It’s rare to find a home that stops you in your tracks. One...

WELCOME HOME to this Amazing Lake House situated just minutes away from the Charming and Historic Winter Park Avenue. This Wonderful Estate is set on 1.70 ACRES of land a...

New Price. Step into this updated waterfront estate situated along the shores of the famed Butler Chain of Lakes. The airy Mediterranean-style two-story is an ideal lak...

Windermere Lakefront living at its finest on the shores of private Lake Olivia. This 5.4 acre estate of ultra luxury over 8500 heated sqft with private gates, include 9 b...

One or more photo(s) has been virtually staged. A beautiful piece of property that affords the buyer with a unique opportunity for a wide range of development product typ...

Elegantly designed and custom-built in 2019, this Mediterranean-style home is located on the famed Butler Chain of Lakes. This beautiful property is for the discriminatin...

Welcome to “Seaglass” a ~ Spectacular ~ Custom ~ Lakefront Estate ~on the Famed BUTLER CHAIN of LAKES. Perfectly nestled on a Rare PENINSULA lot, at the End of the cul-de...

Stunning Lake Louise views abound from this perfectly-sized Isleworth lakefront residence, perched above a protected cove on the famed Butler Chain of Lakes. Just unveile...

Set within one of the most coveted streets in all of Windermere, awaits an incredibly rare opportunity for your enjoyment of living. Upon entering the home, an impressive...

Welcome to PARADISE! This ONE-OF -A-KIND property doesn’t come around often! BRAND NEW February 2023 roof, gazebo roof and gutters! This gem is located in the amazing nei...

Nestled along the shores, on approximately an acre property on Lake Maitland walking distance to downtown Park Ave, with one of the most sought-after addresses in Winter ...

Magnificent Mizner Mediterranean lakefront in the highly sought-after Beverly Shores neighborhood. They don’t build them like this anymore with vintage 1930s architectura...

Located along the shores of Buck Lake, this expansive 2.16-acre home site offers serene and sparkling water views. Providing the rare opportunity to be one of the last av...

Lakefront luxury on the beautiful shores of Lake Killarney! Custom built with attention paid to every detail, this Mediterranean oasis delivers 4 spacious bedrooms, 3 ful...

WINTER PARK LAKEFRONT – 1745 Lake Berry Drive, Offered at $3,175,000! Stunning lakefront estate with 80’ of waterfront on Winter Park’s private Lake Berry. Recently remod...

Experience indoor/outdoor living at its very best in this 4700 square foot modern luxury home, with a 5th bedroom separate from the main residence. Wall-to-wall glass sl...

Rare Developable Land on Johns Lake in Oakland FL. There are Two Contiguous Parcels included in this listing; Parcel A is 2.83 acres/110,518 SF and Parcel B is 4.89 acre...

BACK ON THE MARKET!! SPECTACULAR LOCATION!! 1.36 Acres of Lakefront Commercial Land in Downtown Orlando Across from Orlando Regional Medical Center (ORMC) for Senior Livi...

Presenting an architecturally stunning, Posada Custom Homes estate in Winter Park’s Windsong community. Designed to perfection, this exquisite Spanish-Mediterranean home ...

Potential future development in a very desirable area of Orlando! Close to all major parks and highways. The property consists of two parcels of vacant land which is loca...

One or more photo(s) has been virtually staged. Under Construction. Under appraised value on this new "under construction" custom home! When you walk through the front do...

This property is in an ideal location within Lake Nona Golf & Country Club, perfectly situated on the exclusive Buck Lake, with direct lake access through the addition of...

This property is in an ideal location within Lake Nona Golf & Country Club, perfectly situated on the exclusive Buck Lake, with direct lake access through the addition of...

On the shore of Lake Seminary in the community of Stonehill in Maitland, sits a custom Mediterranean home waiting for new homeowners. With 7,914 square feet of living spa...

Beautiful Windermere Chain of Lakes Estate.. This Lake Down waterfront two story custom home consists of (4 Bedrooms plus Office). Located on two incredible acres of lak...

Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water views! Gated community with only three home sites. Herein lies an opportunity like no othe...

LAKEFRONT WITH PRIVATE BOAT DOCK – One of only three properties within guard gated Royal Cypress that offers direct water frontage! This Toll Brothers transitional inspir...

FABULOUS PRICE ADJUSTMENT ON THIS GORGEOUS PIECE OF LAKEFRONT PROPERTY! Presenting a one-of-a-kind luxury waterfront home on gorgeous Lake Sue in the highly sought-after ...

Residing in one of Winter Park’s most sought-after communities, this gorgeous Windsong Estate awaits. From the expansive layout and beautiful outdoor living space to the ...

One or more photo(s) has been virtually staged. Welcome to this distinctive Key West style multi-level home, situated on a 0.72-acre lot on the desirable Butler chain of ...

Beautiful lakefront home on the shores of spring-fed Lake Hancock, a 480-acre private lake. Built in 2014, this home features 3-car garage, 6 bedrooms, 5.5 bathrooms, a d...

$25K PRICE REDUCTION - VERY MOTIVATED SELLERS!! Welcome to the exquisite and elegant Reserve At Belmere. A true luxury Tuscan style luxury home with spectacular views of ...

GORGEOUS LUXURIOUS LAKEFRONT GIANT/POOL-SPA in Hamlin! The most desirable area to live close to Disney! This is the ONLY lot around the lake that has water and huge conse...

New Construction!!! Just Finished!!! C/O 10/24/2022.Lake front living at its finest. Waters Edge Community at Lake Nona. This Park Square custom home boasts 6 bedrooms, 5...

Rare opportunity to design and build your dream home on 1.7 acre (High and dry) lakefront homesite on Lake Down on the Windermere Chain of Lakes. This lot has over 240 fe...

Welcome to the IMMACULATE 7431 Lake Albert drive on a "ONE OF A KIND" 1.1 ACRE LOT with tons of upgrades throughout, stunning pool with jacuzzi spa and fenced patio for l...

“Lake Butler Chain of Lakes" Fabulous Private Gated Lakefront Estate located 10 minutes from Walt Disney World on the highly sought after Windermere Chain of Lakes is now...

Over one acre directly on Lake Down of the famed Butler Chain of Lakes. Your own two-story custom dock already in place and ready to enjoy. This fabulous community is lo...

Enchanting sunsets, spectacular water views and NO HOA. Perfectly situated home in the desirable downtown Windermere on the Butler Chain of Lakes. This semi-custom home i...

Gorgeous Lakefront lot On THE BUTLER CHAIN OF LAKES . One Great Opportunity to build YOUR DREAM HOME in the beautiful Town of Windermere FL. This 2.44 acres 120' outstan...

This 5 bedroom, 5 bathroom home boasts approximately 5,000 square feet and features elevated upgrades inside and outside, including security, smart lights, door cameras, ...

Amazing opportunity to build your own palatial palace or expand on the existing Home among Millionaire’s row in Dr. Phillips. Surrounded by mansions, this lot and area is...

** Priced UNDER Appraised Value ** Welcome to this elegant and luxurious Mediterranean Custom, WATERFRONT, Estate Home in one of the most coveted areas in Lake Nona, situ...

APPROVED BY ORANGE COUNTY! PRELIMINARY SITE PLAN FOR AN 11 LOT SUBDIVISION. Preliminary Site Plan Allows for 6 Beautiful Lakefront Lots and 5 Spacious Interior Lots. Site...

This exclusive Avalon Cove Community, Lakefront oasis home, boasts a vast 4,432 square feet with 5 bedrooms and 4.5 bathrooms. Private covered balconies can be found in t...

Very Exciting Hot Growth Area! Solid gold location on (545) Avalon Road! Only 2 miles from Walt Disney World properties! High Traffic Counts! Other similar size lots in t...

Pre-Construction. To be built. To be built. WINDERMERE, SINGLE STORY BUILD opportunity. Build your dream home on the banks of beautiful Lake Sawyer. 4 Beds | 4.5 Baths | ...

This OVERSIZED LAKEFRONT dream home offers over 4,000 sqft of living space, 4 spacious bedrooms, 3 full bathrooms, and 1 half bath, and has one of the best lots Lake Hanc...

This RARE, SPECTACULAR LAKEFRONT POOL home offers up an EXQUISITE living experience second to none. A circular paver driveway and lushly landscaped front yard greet you u...

Unique Property for investors. Lake view, 5 minutes from Universal Studios, 10 minutes from Millenia Mall. Rare to find 4+ acres in this area. This property was approve...

The VALUE OF THIS IS IN THE LAND. Oversized LOT with R-CE zoning. Investors!!! HURRY UP! Build your DREAM home. Lot of potentials. It has 3.90 Acres with Lake access and ...

Welcome Home to this beautiful 5/4 lakefront home situated on private spring fed Lake Crescent. This home features a triple split floor plan for added privacy, and an o...

Come and see all this home has to offer on gorgeous Lake Pickett in East Orlando. This 5 bedroom, 4 bath POOL home with bonus room is located on 3.84 acres has ALL of the...

This is a custom built lakefront home on Lake Pearl in sought after Woodside Village and zoned for the Winter Park Schools. This transitional style home is functionally d...

Prepare for stunning views, a remarkable layout, and an impossible to beat location. Situated on an oversized lot with sunrise views over Lake Hancock; this 5 bedroom, 4 ...

Schedule your personal tour for this captivating stunning Lakefront Home! Enjoy a gorgeous morning Sunrise or Evening Disney Fireworks with Expansive Panoramic Lakefront ...

*** REMODELED HOME ON 1 ACRE LOT with CHAIN OF LAKE ACCESS under 2MM.*** Custom Windermere home on over an acre of land, with private 40+ ft dock on a wide canal to Lak...

Nestled on the shores of Lake Whitney, this **LAKEFRONT** property is immaculately presented and ideally situated on a quiet peninsula within the guard gated community of...

This is a paradise nestled among a conservation area and Lake Burden, with private access to lake Burden which is a 128 acre private lake. This fantastic house boasts 4 ...

This gorgeous custom-built lakefront home is in the popular southeast Orlando’s Winter Garden community. Convenient to all Central Florida’s attractions with easy access ...

HUGE PRICE REDUCED TO SELL!!!Exquisite Arthur Rutenberg customized Calais model home is sought after in Reserve at Belmere. This lakefront, 4bed/5bath/den/bonus room hous...

Exquisite custom built 5-bedroom 4 Bath home located in the sought after community of Estates at Lake Clarice on a 1.26 acre private lot. The kitchen has stainless steel...

*MUST SEE - CONWAY CHAIN OF LAKES* First time on the market! This classic Florida beauty has so much potential. The possibilities with this mid-century home are endless. ...

LAKEFRONT HOME in WINDERMERE! Welcome to your dream home! This stunning 4-bedroom, 4 1/2 bath property boasts over 3,000 square feet of luxurious living space, nestled in...

INCOME PRODUCING LAKEFRONT mobile home park with a on site BAR located in Winter Garden (Killarney), Florida! Property consists of nine park owned mobile homes and two wo...

LOCATION! LOCATION! LOCATION! Unbelievable opportunity to build your own Commercial building in the heart of Lake Nona on a 1.17 acre PRIME piece of real estate with pond...

Amazing LAKEFRONT home with PRIVATE BOAT DOCK on a 1.26 acres lot at Lake Hancock, one of the most desirable ski lakes in Central Florida. This stunning water views home ...

***BACK ON THE MARKET***3 BEDROOMS & 3 BATH split floor plan located in the highly sought-after Lake Virginia Condos nestled in the heart of Winter Park. As soon as you e...

This is 7 Bedroom and 4 bathroom Venetian Style Home with a grey tile roof, 35 Palm trees and pavers surrounding the exterior. A great property for an executive that wan...

Welcome home to The Landings at The Lake Conway! Stunning lot with a gorgeous lake view a sunset every day. This ideal location has a quick access to highways, I-4, Downt...

Come and Get your own Million Dollar View in the Heart of Downtown Orlando!! This renovated 3 bedroom 2 bathroom condo offers over 50 linear ft of floor to ceiling window...

Spectacular LAKE VIEWS throughout in this stunning 4BR, 3.5BA home in Lakeshore Preserve. In addition to all the standard high end Toll Brothers features, there are ove...

This cleared 5 acre site is located on Phils Ln off Ponkan Rd, east of Golden Gem Rd and less than 1 mile from the SR 429 on/off ramp on Kelly Park Rd and the new Publix ...

Come see this stunning Lakefront home that will be featured on 'HOUSEHUNTERS WATERFRONT' in early Summer. Enjoy the serenity of lakeside living on the largest and cleanes...

Paradise in Orlando!!! Treat yourself to the ultimate lakefront lifestyle in this 2.2-acre custom home privately set in an executive estate community along Lake Drawdy! D...