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

Orange County Luxury Homes for Sale

When price is no object. When luxury, convenience, amenities, location, technology and privacy are what matter, Orange County offers many options in the million dollar plus home market. Several areas in Orange County feature homes for the luxury market including those with one of a kind views of water, golf and exotic Florida preserves.

Below is a list of all currently active luxury homes in Orange County.

Orange County Luxury Homes for Sale

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
5192 Vardon Drive, Windermere image
5192 Vardon Drive, Windermere $19,500,000

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

  • 6 Beds
  • 10 Baths
  • Isleworth Amd 03 SubDv.
  • 34786 Zip Code
5036 Latrobe Drive, Windermere image
5036 Latrobe Drive, Windermere $18,750,000

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...

  • 6 Beds
  • 9 Baths
  • Isleworth SubDv.
  • 34786 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
10160 Autumn Mist Lane Unit 800, Golden Oak image
10160 Autumn Mist Lane Unit 800, Golden Oak — Florian Park $15,500,000

A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World® Resort. The proposed project by HHR FSO LAND LLC will featur...

  • 4 Beds
  • 5 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 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
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 $10,800,000 ▼

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

  • 5 Beds
  • 10 Baths
  • Bay Point SubDv.
  • 32819 Zip Code
10160 Autumn Mist Lane Unit 601, Golden Oak image
10160 Autumn Mist Lane Unit 601, Golden Oak — Florian Park $10,500,000 ▲

Under Construction. A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World® Resort. The proposed project by HHR FSO ...

  • 4 Beds
  • 5 Baths
  • Golden Oak-Florian Park Condominium SubDv.
  • 32836 Zip Code
4226 Downeast Lane, Windermere image
4226 Downeast Lane, Windermere $9,250,000 ▼

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...

  • 5 Beds
  • 3 Baths
  • Na SubDv.
  • 34786 Zip Code
9621 Windy Ridge Road, Windermere image
9621 Windy Ridge Road, Windermere $8,999,999

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

  • 9 Beds
  • 16 Baths
  • Windsor Hill SubDv.
  • 34786 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
8506 Lake Nona Shore Dr, Orlando image
8506 Lake Nona Shore Dr, Orlando $8,995,000 ▼

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
10300 Winter Sparkle Circle, Golden Oak image
10300 Winter Sparkle Circle, Golden Oak — N/A $8,569,000 ▲

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...

  • 4 Beds
  • 5 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 Zip Code
5092 Isleworth Country Club Drive, Windermere image
5092 Isleworth Country Club Drive, Windermere $8,500,000

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...

  • 4 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
7500 Daetwyler Drive, Belle Isle image
7500 Daetwyler Drive, Belle Isle $7,999,000

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...

  • 7 Beds
  • 8 Baths
  • Silver Beach Sub SubDv.
  • 32812 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
10160 Autumn Mist Lane Unit 205, Orlando image
10160 Autumn Mist Lane Unit 205, Orlando — Florian Park $7,551,000 ▲

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

  • 4 Beds
  • 5 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 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
9343 Tibet Pointe Circle, Windermere image
9343 Tibet Pointe Circle, Windermere $7,450,000

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

  • 7 Beds
  • 10 Baths
  • Keenes Pointe Unit 03 46/104 SubDv.
  • 34786 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
901 Golfview Terrace, Winter Park image
901 Golfview Terrace, Winter Park $6,995,000

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...

  • 5 Beds
  • 6 Baths
  • Golfview Terrace SubDv.
  • 32789 Zip Code
9117 Bay Point Drive, Orlando image
9117 Bay Point Drive, Orlando $6,995,000

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...

  • 5 Beds
  • 8 Baths
  • Bay Point SubDv.
  • 32819 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
6113 Grosvenor Shore Drive, Windermere image
6113 Grosvenor Shore Drive, Windermere $6,950,000

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...

  • 7 Beds
  • 8 Baths
  • Keenes Pointe 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
6055 Louise Cove Drive, Windermere image
6055 Louise Cove Drive, Windermere $6,850,000 ▼

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 $6,800,000 ▼

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
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
9940 Lone Tree Lane, Orlando image
9940 Lone Tree Lane, Orlando $6,665,000 ▼

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
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
6462 Deacon Cir, Windermere image
6462 Deacon Cir, Windermere $6,595,000 ▲

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...

  • 5 Beds
  • 6 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
8822 Winter Garden Vineland Road, Orlando image
8822 Winter Garden Vineland Road, Orlando $6,500,000 ▼

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...

  • 3 Beds
  • 3 Baths
  • Royal Ranch Estates SubDv.
  • 32836 Zip Code
698 N New York Avenue, Winter Park image
698 N New York Avenue, Winter Park $6,195,000 ▼

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...

  • 5 Beds
  • 6 Baths
  • Greens/Pk SubDv.
  • 32789 Zip Code
1011 Mckean Circle, Winter Park image
1011 Mckean Circle, Winter Park — Wooten Built $6,000,000

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

  • 5 Beds
  • 7 Baths
  • Palmer Park SubDv.
  • 32789 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
1200 Via Salerno, Winter Park image
1200 Via Salerno, Winter Park $5,995,000

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...

  • 5 Beds
  • 6 Baths
  • Cloister Grove Sub SubDv.
  • 32789 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 ▼

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

  • 7 Beds
  • 7 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
10160 Autumn Mist Lane Unit 402, Orlando image
10160 Autumn Mist Lane Unit 402, Orlando — Florian Park $5,823,000

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

  • 3 Beds
  • 4 Baths
  • Golden Oak Florian Park Condominium SubDv.
  • 32836 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
800 W 2nd Avenue, Windermere image
800 W 2nd Avenue, Windermere $5,600,000 ▼

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
2228 Azalea Place, Winter Park image
2228 Azalea Place, Winter Park $5,600,000

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...

  • 5 Beds
  • 6 Baths
  • Maitland Shores First Add SubDv.
  • 32789 Zip Code
1166 Palmer Avenue, Winter Park image
1166 Palmer Avenue, Winter Park $5,500,000

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...

  • 5 Beds
  • 7 Baths
  • Palmer Ave Lakeside Prop SubDv.
  • 32789 Zip Code
2661 Via Tuscany, Winter Park image
2661 Via Tuscany, Winter Park $5,500,000 ▼

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
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
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
9615 Windy Ridge Road, Windermere image
9615 Windy Ridge Road, Windermere $5,300,000

A palm-framed pool and spa, a balcony-connected game room and a dedicated theater give this Mediterranean-inspired estate a distinctive rhythm of outdoor relaxation and e...

  • 6 Beds
  • 8 Baths
  • Windsor Hill 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
4200 & 4210 S Hiawassee Road, Orlando image
4200 & 4210 S Hiawassee Road, Orlando $5,200,000

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....

  • 4 Beds
  • 4 Baths
  • 32835 Zip Code
825 Palmer Avenue, Winter Park image
825 Palmer Avenue, Winter Park $5,195,900 ▲

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...

  • 5 Beds
  • 7 Baths
  • J Kronenberger Sub SubDv.
  • 32789 Zip Code
11043 Cromwell Road, Orlando image
11043 Cromwell Road, Orlando $5,100,000

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 ...

  • 5 Beds
  • 7 Baths
  • Lake Nona Estates 10 SubDv.
  • 32827 Zip Code
5138 Fairway Oaks Dr, Windermere image
5138 Fairway Oaks Dr, Windermere $4,999,500 ▼

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...

  • 4 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
6159 Harbour Town Court, Orlando image
6159 Harbour Town Court, Orlando $4,950,000

*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...

  • 6 Beds
  • 7 Baths
  • Bay Hill SubDv.
  • 32819 Zip Code
5070 Down Point Lane, Windermere image
5070 Down Point Lane, Windermere $4,945,000 ▼

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...

  • 6 Beds
  • 7 Baths
  • Sunset Bay SubDv.
  • 34786 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
9602 Sloane Street, Orlando image
9602 Sloane Street, Orlando $4,850,000

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...

  • 5 Beds
  • 6 Baths
  • Lake Nona Estates SubDv.
  • 32827 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
9575 Westover Roberts Road, Windermere image
9575 Westover Roberts Road, Windermere $4,750,000 ▼

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
231 Chelton Circle, Winter Park image
231 Chelton Circle, Winter Park $4,700,000 ▼

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
617 N Interlachen Avenue, Winter Park image
617 N Interlachen Avenue, Winter Park $4,695,000

Designed by renowned architect James Gamble Rogers II, 617 N Interlachen Ave presents a rare opportunity to own and thoughtfully reimagine a distinctive Spanish Revival e...

  • 11 Beds
  • 8 Baths
  • Winter Park SubDv.
  • 32789 Zip Code
9320 Cypress Cove Drive, Orlando image
9320 Cypress Cove Drive, Orlando $4,695,000

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...

  • 6 Beds
  • 6 Baths
  • South Bay SubDv.
  • 32819 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. Under Construction. Being expertly built by Goehring & Morgan in the coveted Cromwell expansion of Parcel 10 at Lake Nona Golf & Country Club, this new ...

  • 5 Beds
  • 7 Baths
  • Lake Nona Estates 10 SubDv.
  • 32827 Zip Code
1631 Hillcrest Avenue, Winter Park image
1631 Hillcrest Avenue, Winter Park $4,500,000

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...

  • 5 Beds
  • 6 Baths
  • Ellno Willo SubDv.
  • 32789 Zip Code
9138 Ridge Pine Trail, Orlando image
9138 Ridge Pine Trail, Orlando $4,500,000

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

  • 6 Beds
  • 8 Baths
  • Bay Hill Sec 04 SubDv.
  • 32819 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...

  • 5 Beds
  • 7 Baths
  • Keenes Pointe 46/104 SubDv.
  • 34786 Zip Code
5186 Vardon Drive, Windermere image
5186 Vardon Drive, Windermere $4,395,000

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 ...

  • 6 Beds
  • 6 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
9602 Maywood Drive, Windermere image
9602 Maywood Drive, Windermere $4,350,000

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 ...

  • 5 Beds
  • 5 Baths
  • Lake Down Shores SubDv.
  • 34786 Zip Code
857 Brock Street, Winter Park image
857 Brock Street, Winter Park $4,350,000 ▼

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
15614 Espalier Way, Winter Garden image
15614 Espalier Way, Winter Garden $4,300,000

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...

  • 6 Beds
  • 7 Baths
  • Signature Lakes Ph 2 SubDv.
  • 34787 Zip Code
702 Via Bella, Winter Park image
702 Via Bella, Winter Park $4,250,000 ▼

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

  • 4 Beds
  • 6 Baths
  • Palmer Ave Lakeside Prop 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
6120 Greatwater Drive, Windermere image
6120 Greatwater Drive, Windermere $3,999,000

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...

  • 5 Beds
  • 6 Baths
  • Keenes Pointe SubDv.
  • 34786 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
540 N Pennsylvania Avenue, Winter Park image
540 N Pennsylvania Avenue, Winter Park $3,950,000

Rare Winter Park redevelopment opportunity on a NEARLY HALF-ACRE CORNER PARCEL JUST MINUTES FROM PARK AVENUE. Newly priced at $3,950,000, this R-3 ZONED (Medium-Density R...

  • 4 Beds
  • 2 Baths
  • Winter Park SubDv.
  • 32789 Zip Code
11002 Lake Butler Boulevard, Windermere image
11002 Lake Butler Boulevard, Windermere $3,950,000 ▼

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
7703 Sadler Road, Mount Dora image
7703 Sadler Road, Mount Dora $3,900,000

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...

  • 7 Beds
  • 7 Baths
  • Lake Ola Estates SubDv.
  • 32757 Zip Code
11421 Tindall Road, Orlando image
11421 Tindall Road, Orlando $3,895,000

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...

  • 6 Beds
  • 7 Baths
  • Lake Nona SubDv.
  • 32832 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
5151 Latrobe Dr, Windermere image
5151 Latrobe Dr, Windermere $3,800,000 ▼

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
3207 Middlesex Road, Orlando image
3207 Middlesex Road, Orlando $3,799,000

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...

  • 5 Beds
  • 7 Baths
  • Beverly Shores SubDv.
  • 32803 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
10138 Chiltern Garden Drive, Orlando image
10138 Chiltern Garden Drive, Orlando $3,788,000 ▲

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 ...

  • 5 Beds
  • 5 Baths
  • Lake Nona Estates SubDv.
  • 32827 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
350 S 5th Street, Orlando image
350 S 5th Street, Orlando $3,750,000 ▼

Over 100 acres in the heart of East Orlando and currently the last operating cattle ranch in Orange County! The possibilities for this property are endless with the wor...

  • 3 Beds
  • 2 Baths
  • 32833 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
125 S Interlachen Avenue Unit 1, Winter Park image
125 S Interlachen Avenue Unit 1, Winter Park — Residence #1 $3,695,000 ▼

From the moment you enter this custom residence you feel welcomed home by the understated elegance and gracious living spaces. SE corner location affording abundant natur...

  • 3 Beds
  • 5 Baths
  • South Interlachen Place SubDv.
  • 32789 Zip Code
4018 Grande Brick Loop, Orlando image
4018 Grande Brick Loop, Orlando — The Ritz-Carlton Residences $3,695,000

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...

  • 4 Beds
  • 5 Baths
  • Ritz-Carlton Residences, Orlando SubDv.
  • 32837 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
1441 Cardinal Court, Winter Park image
1441 Cardinal Court, Winter Park $3,600,000 ▼

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
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
4139 Grande Brick Loop Unit 15, Orlando image
4139 Grande Brick Loop Unit 15, Orlando $3,595,000

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

  • 4 Beds
  • 6 Baths
  • Ritz-Carlton Residences, Orlando SubDv.
  • 32837 Zip Code
9310 Isleworth Gardens Drive, Windermere image
9310 Isleworth Gardens Drive, Windermere $3,595,000

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 ...

  • 3 Beds
  • 5 Baths
  • Isleworth SubDv.
  • 34786 Zip Code
4302 Isabella Cir, Windermere image
4302 Isabella Cir, Windermere $3,580,000 ▼

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
1742 Temple Drive, Winter Park image
1742 Temple Drive, Winter Park $3,545,995 ▼

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 ...

  • 4 Beds
  • 5 Baths
  • Lake Knowles Terrace Add 02 SubDv.
  • 32789 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
4733 Chuluota Road, Orlando image
4733 Chuluota Road, Orlando $3,499,000 ▼

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
1600 Legion Drive, Winter Park image
1600 Legion Drive, Winter Park $3,495,000

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...

  • 5 Beds
  • 6 Baths
  • Green Oaks Rep SubDv.
  • 32789 Zip Code
662 Granville Drive, Winter Park image
662 Granville Drive, Winter Park $3,495,000

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...

  • 5 Beds
  • 6 Baths
  • Park Grove 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
9679 Westover Roberts Rd, Windermere image
9679 Westover Roberts Rd, Windermere $3,400,000

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

  • 6 Beds
  • 7 Baths
  • 34786 Zip Code
1751 Glencoe Road, Winter Park image
1751 Glencoe Road, Winter Park $3,390,000

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...

  • 5 Beds
  • 7 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
14215 Centerline Drive, Orlando image
14215 Centerline Drive, Orlando $3,295,000

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...

  • 6 Beds
  • 8 Baths
  • Laureate Park SubDv.
  • 32827 Zip Code
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