Orange County Waterfront 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 ...

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

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...

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...

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...

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 ...

Incredible opportunity to purchase the largest remaining Lakefront Residential Development Site in the booming Lake Nona area. The property features 61+/- acres and is fu...

WELCOME TO PARK AVENUE. This tremendous opportunity offers 2.19 acres of sprawling possibilities over 2 parcels with Southeastern exposure and sweeping lake views. Nestle...

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...

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...

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...

Elegance defines this lakefront estate perched along the shores of Lake Butler, set behind the guarded-gates of the coveted Reserve at Lake Butler Sound—one of Windermere...

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...

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...

Now offered as an individual parcel following completion of a recent survey, this Lake Mabel homesite offers the opportunity to create a custom waterfront estate from the...

Now offered as an individual parcel following completion of a recent survey, this exceptional Lake Mabel offering features approximately 4.66± acres and 162± feet of dire...

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

Under Construction. Exceptional waterfront living meets European-inspired design in this new Vimaro Homes residence on Lake Sylvan. Positioned on an oversized Winter Park...

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. Just minutes from Winter Park, Legacy on the Lake is a custom, privately gated waterfront estate on 1 acre with direct frontage on Lake Irma, a 123-acre...

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...

Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 215 feet wide and one of three...

RARE 5.04-ACRE OPPORTUNITY IN THE HEART OF DR. PHILLIPS! An extraordinary opportunity to own one of the most unique properties available in this highly sought-after area....

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...

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 ...

Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 175 feet wide and one of three...

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

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...

Sunset apartments is a 37-unit multifamily investment opportunity in Downtown Orlando consisting of 36 one-bedroom units and 1 two-bedroom unit. The property sits on 6.33...

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...

WELCOME TO PARK AVENUE. An extraordinary opportunity awaits on 1 acre of prime lakefront with coveted southeastern exposure and sweeping panoramic views. Perfectly positi...

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 ...

Exceptional lakefront opportunity to build on one of the most coveted sites along The Butler Chain of Lakes. This prime and elevated lot is 158 feet wide and one of four ...

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...

Set behind the gates of Windermere Club, this extraordinary lakefront estate presents a rare opportunity to experience refined luxury on the shores of Lake Crescent. Situ...

Exceptional opportunity for commercial developers, residential builders, or those seeking a private estate within the City of Maitland, Orange County. This rare offering ...

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...

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...

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...

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...

Rare Lake Front Development Opportunity Consisting of 7 Lots on Desirable Lake Pickett in East Orlando. The ±6.1-acre property features 400ft of lake frontage with fully ...

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...

***ADJACENT LAND TO NORTH ALSO FOR SALE (7466 Vivian Lane) MLS #O6339244.*** A generational family home sits on this expansive 36.32 acre estate. Built in 1953, this cust...

***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...

Exceptional waterfront living on the prestigious Butler Chain of Lakes. Discover an extraordinary expression of waterfront luxury in the charming Town of Windermere, wher...

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

Timeless elegance and distinctive lakefront luxury unite in perfect harmony in this custom-built waterfront masterpiece. Designed to capture the beauty of its stunning se...

Virtually Staged. Experience dream home lakefront living in this Spanish-Italian-inspired estate in a gated community in Orlando. Offering approximately 5,435 square feet...

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...

Finding a MODERN, CUSTOM-BUILT LAKEFRONT HOME in Windermere, set on 1.15 ACRES with NO HOA or CDD, is an increasingly rare opportunity. Add exceptional PRIVACY, your own ...

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...

An incredible opportunity to acquire a stunning custom-built luxury estate in the heart of Orlando, featuring direct lake access and situated on the serene shores of Lake...

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...

Magnificent Waterfront Sanctuary on Lake Hart Tucked away behind the gates of the premier golf community of North Shore at Lake Hart, this custom-built estate delivers t...

Welcome to 11205 Tindall Road – Experience the epitome of luxury living with this Lakefront Spanish Masterpiece by award-winning McNally Construction Group, perfectly set...

Pre-Construction. To be built. PRE-CONSTRUCTION | TO BE BUILT | SOUTH LAKE CONWAY WATERFRONT | BELLE ISLE, FL. Rare opportunity to build a luxury custom lakefront home at...

A Rare Lakefront Masterpiece in Bay Vista Estates Experience an extraordinary level of luxury in this exceptional lakefront estate nestled within the distinguished commu...

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...

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 ...

Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This h...

Introducing a rare opportunity to own a truly exceptional residence in the guard-gated enclave of Turtle Creek, one of Orlando’s most coveted luxury communities. This bre...

Welcome to Crane's Point, one of Central Florida's most private lakefront enclaves, a gated community of just eight estate homes. This home alone commands nearly two acre...

LOCATION • LOCATION • LOCATION! Rare opportunity to acquire 8.64± acres in Apopka’s rapidly expanding Kelly Park Road / SR 429 corridor. Located approximately 2± miles...

Set along the shores of Lake Hancock with approximately 80 feet of lake frontage, this exceptional Winter Garden residence offers private boating amenities and expansive ...

An extraordinary expression of craftsmanship and architectural distinction, this custom Unnerstall residence was originally conceived as the builder's personal home, wher...

Envision the arrival of your private lakefront estate on the storied shores of Lake Beauclair with direct access to Lake Dora, the crown jewel of the Harris Chain of Lake...

Experience the ultimate in luxury lakefront living in this exceptional 7-bedroom Mansfield floor plan, offered for sale for the first time by its original owner. Perfectl...

Experience unparalleled lakefront living in this fully renovated Mediterranean-style estate located in the exclusive gated community of John’s Cove on Johns Lake. A grand...

MULTI-GENERATIONAL LUXURY LAKEFRONT LIVING. Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximatel...

Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry an...

Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry an...

Quintessential Winter Park Lakefront Living with your own covered boatslip! You must see this Stunning Lakefront Penthouse Residence overlooking Lake Osceola and just two...

Welcome to an exceptional waterfront residence on beautiful Lake Hancock in Winter Garden. Offering over 5,100 square feet of living space, this impressive 6-bedroom, 6.5...

SPECTACULAR OPPORTUNITY ON SCENIC LAKE KILLARNEY! .39 acres: 17,100 sq ft (approx 24,000 sq ft: .55 acres including lakefront & street easement on both corner streets: ...

Completely renovated lakefront masterpiece in the heart of Dr. Phillips/ Bay Hill area. This one-of-a-kind three-story residence spans an expansive 0.76-acre waterfront l...

Welcome to an exceptional lakefront opportunity on the highly sought-after Butler Chain of Lakes. A major recent value enhancement has transformed this property through a...

**Organic Modern Design. Intelligently Connected. Effortlessly Luxurious.** Discover extraordinary lakefront living in Winter Garden's Lakeshore Preserve community. Re...

Discover an extraordinary waterfront estate where timeless craftsmanship, thoughtful design, and the Harris Chain of Lakes lifestyle come together. Privately positioned b...

Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peac...

Exceptional Keene's Pointe Pool Home with Rare Multi-Generational Layout with a Pond View! Welcome to this exceptional 5-bedroom, 4.5-bath residence nestled on one of...

Virtually Staged. Some homes are updated. Other are completely reimagined. Welcome to an extraordinary lakefront retreat in the highly sought-after golf cart district o...

Virtually Staged. LUXURY LAKEFRONT ESTATE | 0.64-ACRE LOT | PRIVATE DOCK | PRIVATE POOL | OUTDOOR SUMMER KITCHEN | 3-CAR GARAGE Experience luxury living at its finest ...

Virtually Staged. Under Construction. Estimated completion: January 2027. Commanding architecture, soaring interiors and access to Lake Sawyer define this new contemporar...

A rare opportunity awaits to own a slice of paradise on Lake Spier in beautiful Winter Park! Set on over two acres and surrounded by mature landscaping, this stunning pro...

Virtually Staged. Rare Lake Sheen lakefront estate opportunity on the Butler Chain of Lakes! An exceptional opportunity to build a custom luxury lakefront residence on on...

Virtually Staged. Rare Lake Sheen lakefront estate opportunity on the Butler Chain of Lakes! An exceptional opportunity to own one of the most compelling lakefront proper...

Extraordinary estate or family compound opportunity on Lake Pickett. Property is Proposed Parcel 2 on the Survey. Orange County RCE-C zoning allows 1 unit per acre pro...

Virtually Staged. Under Construction. Brand new construction in Lake Nona's Laureate Park, this waterfront custom home by Talbot Custom Homes offers 4,187 square feet of ...

Welcome to a rare 2020-built lakefront opportunity being sold furnished - the 'Estates Collection' Maranello model by Toll Brothers - in one of Winter Garden's premier co...

Modern Lakefront Living, Reimagined. Welcome to 1205 Falcon Drive, a brand-new custom residence by Anchor Homes where warm contemporary design, exceptional craftsmansh...

Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural ...

Exceptional opportunity to build your dream home in one of Winter Park’s most sought-after neighborhoods! This cleared, vacant homesite is ready for construction and offe...

LAKEFRONT LUXURY, a PRIVATE POOL, and room to grow in sought-after Winter Garden! PRICED BELOW APPRAISED VALUE! BUILT IN 2021, this beautifully upgraded 5-bedroom, 3.5-ba...

An exceptional opportunity to build your custom estate on this 1.20± acre vacant corner lot with lake views, located at Emerson Pointe at Bay Hill enclave. Available for ...

Rare Orwin Manor lake front property. Build your dream home on this oversized lot! All of the hard work of demolition, site clean-up, Geo Surveying and soils testing, de-...

Set along the shores of Lake Bessie in the heart of Downtown Windermere, this contemporary lakefront residence pairs clean architectural design with effortless single-sto...

Welcome to lakefront living in Windermere! Set along the shores of Lake Burden, this impressive 6-bedroom, 6.5-bath home offers more than 5,100 square feet of living spac...

Investor opportunity in a desirable location with lakeside views, located just minutes from major theme parks, shopping, dining, and other area amenities. This 4+ acre pa...

Investor opportunity in a desirable location with lakeside views, located just minutes from major theme parks, shopping, dining, and other area amenities. This 4+ acre pa...

Lakefront living at its finest! This spectacular former model home on beautiful Lake Burden offers breathtaking waterfront views and an exceptional Florida lifestyle. Enj...

Experience elevated living in this stunning Roseland model by Pulte Homes, ideally located in the highly desirable Dr. Phillips area of Orlando. Offering six bedrooms and...

Discover the extraordinary charm of this nearly 2-acre lakefront haven situated in Ocoee-Winter Garden. Whether you're a hobbyist, a car collector, a business professiona...

Rare development opportunity featuring approximately 4 acres of prime waterfront land with incredible potential for an 8-home residential cluster or subdivision. Property...

Behind the 24-hour guarded gates of Estates at Phillips Landing, 8754 Southern Breeze Drive is set apart by its views. Out front, partial water and park views of Big Sand...

Offered at a reasonable price of $1,750,000, this Butler Chain direct access home on Windermere’s “Millionaires Row” invites you to enjoy the lakefront lifestyle from mor...

Take your pick! The seller is offering an interest rate buydown with rates as low as 5.5% on a 7-year ARM for qualified buyers, OR a 2025 Godfrey Sweetwater 18' pontoon b...

Nestled in the highly coveted Rose Isle neighborhood, this property offers a rare chance to build or renovate on a premium half-acre corner lot.  Boasting approximately 7...

Virtually Staged. SIGNIFICANT PRICE REDUCTION! AGGRESSIVELY PRICED FOR A QUICK SALE! Thoughtfully designed with exceptional attention to detail and overlooking tranquil w...

BACK ON THE MARKET! BUYER'S FINANCING FELL THROUGH - CONWAY CHAIN OF LAKES DIRECT LAKEFRONT LIVING! Fully renovated 4-bedroom, 3.5-bath POOL HOME sits on a huge corner lo...