24 Central Florida Luxury Homes For Sale Right Now
From a gated estate in Windermere's Isleworth community to a Golden Oak residence steps from Walt Disney World, here's a curated look at Central Florida's top luxury listings on the market today — presented by Bob McCranie of HomeSmart.
About Bob McCranie
Bob McCranie has spent the last 24 year building a real estate career grounded in one simple idea: know the market better than anyone else in the room. Since starting his career in 2002, Bob has personally guided more than 1,150 families and investors through the purchase or sale of their homes, earning a reputation across Florida for combining deep local market knowledge with a genuinely low-pressure, client-first approach.
That track record shows up in the numbers that matter most: 45 five-star reviews on Google from clients who came back to say the process was smooth, the communication was clear, and the outcome exceeded expectations. Whether he's helping a first-time buyer navigate a competitive offer or advising a seasoned investor on a multi-million-dollar acquisition, Bob brings the same level of preparation and attention to every transaction — a big part of why so many of his clients become repeat clients, and why so many repeat clients become referrals.
Our specialty is Florida's luxury and investment property markets, where pricing strategy, timing and negotiation experience make an outsized difference. We works closely with buyers and sellers across Central Florida's premier communities — from Windermere's gated Isleworth and Golden Oak enclaves near Walt Disney World, to established Orlando neighborhoods like Dr. Phillips, Lake Nona and Winter Park, and across the Gulf Coast in Sarasota, Tampa and St. Petersburg. If you're considering a move in any of these markets, Bob's combination of experience, market data and genuine care for his clients is the kind of advantage that's hard to find.
Central Florida Luxury Market Snapshot
Orlando's overall housing market has settled into a steadier, more balanced rhythm in 2026 after several years of rapid appreciation — but the luxury segment is telling its own story, with strong, sustained demand concentrated in a handful of premier communities.
Golden Oak, the private residential community at Walt Disney World, and Isleworth in Windermere continue to anchor Central Florida's ultra-luxury tier, together accounting for the majority of the region's priciest closings in recent years — with top Golden Oak sales landing in the $5–7 million-plus range. Most local luxury agents use roughly $1 million as the entry point for the luxury tier, $2 million for premium luxury, and $5 million-plus for ultra-luxury, with jumbo financing typically required above the low-$800,000s in Orange County. For serious luxury buyers, proof of funds and jumbo-lender pre-approval are increasingly expected before scheduling showings above the $3 million mark.
Meanwhile, the broader metro market has cooled from its post-pandemic pace: inventory has been rising, homes are spending more time on market than they did a few years ago, and sellers are more frequently offering price concessions — conditions that favor well-prepared buyers, but that still require sharp pricing and negotiation strategy for sellers to maximize their return. That's exactly where an experienced local agent like Bob makes the difference.
Sources: Orlando Regional REALTOR® Association (ORRA) & Stellar MLS housing market data; Pozek Group Central Florida luxury market analysis. Figures reflect market conditions as of mid-2026 and are subject to change — contact Bob for the most current data on any specific neighborhood or price point.
Below is a roundup of 24 of Central Florida's top luxury home listings currently for sale, sorted from most to least expensive, spanning Windermere, Golden Oak, Orlando, Sarasota, Longboat Key, Tampa, St. Petersburg, Tierra Verde, Bradenton Beach, Indian Rocks Beach, Englewood, Dade City and Webster. Whether you're searching for a gated Windermere estate or a Gulf Coast waterfront retreat, you can browse full details, photos and more on FloridaPrideRealty.com.
Featured Central Florida Luxury Listings
Zip 34236
600 Mourning Dove Drive, Sarasota
Under Construction. Positioned on one of Bird Key’s most expansive waterfront parcels featuring 200 foot of water-frontage, this extraordinary new…
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Zip 34228
1600 Harbor Sound Drive, Longboat Key
Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers…
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Zip 34786 Price Reduced
9323 Gladys Garden Court, Windermere
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a…
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Zip 34223
7159 Manasota Key Road, Englewood
There are homes you can understand online, and then there are homes you must walk through to truly feel. This is one of them. Set on nearly 3 private…
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Zip 34236
688 Golden Gate Point Unit 801, Sarasota
Virtually Staged. Under Construction. Welcome to SIX88 — and the crown jewel of Golden Gate Point. The Penthouse at Residence 801 is the pinnacle of…
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Zip 34786 Price Reduced
9832 Laurel Valley Drive, Windermere
Virtually Staged. A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water…
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Zip 33523
18610 Townsend House Road, Dade City
Welcome to an extraordinary 107-acre legacy estate where rolling hills cascade gently toward a breathtaking spring-fed lake, creating one of the most…
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Zip 33597 Price Reduced
993 Cr 722, Webster
570-Acre Cattle Ranch in Webster, Florida Multi-generational 570-acre ranch located in the heart of Webster, Florida. This expansive property is a…
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Zip 32819 Price Increased
9236 Bay Point Drive, Orlando
Lakefront estate on Lake Tibet, part of Orlando’s renowned Butler Chain of Lakes, within the gated Bay Point community at Bay Hill, this fully…
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Zip 34236 Price Reduced
487 Meadow Lark Dr, Sarasota
Located on Bird Key, a gated community, one of the most sought-after island addresses in Sarasota, this exceptional custom-built French Country Style…
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Zip 34231
1136 N Lake Shore Drive, Sarasota
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best…
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Zip 33715 Price Reduced
1571 Oceanview Drive, St Petersburg
Welcome to "Tre Sorelle," a home of splendor and architectural authenticity, a true Tuscan farmhouse nestled in the premier waterfront community of…
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Zip 33715 Price Reduced
1363 Oceanview Drive, Tierra Verde
Once a hidden gem, Oceanview Drive in Tierra Verde has become one of Tampa Bay’s most sought-after waterfront addresses — and 1363 Oceanview Drive…
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Zip 34236
555 Quay Common Unit 2001, Sarasota
Virtually Staged. Pre-Construction. To be built. This penthouse with three exposures sweeping across Sarasota Bay to the downtown skyline, Residence…
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Zip 33629
5120 W Longfellow Avenue, Tampa
Experience the epitome of luxury in this custom-built waterfront estate by Bayfair, offering unobstructed views of Tampa Bay and beyond to downtown…
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Zip 34217
1200 Gulf Drive N, Bradenton Beach
Pre-Construction. To be built. Construction is underway on this one-of-a-kind Gulf-front estate by Vunique Vacations, perfectly positioned on a rare…
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Zip 34239
1340 Harbor Drive, Sarasota
Under Construction. Superb New Construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the…
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Zip 33785
34 Gulf Boulevard, Indian Rocks Beach
TWO WATERFRONTS. ONE EXTRAORDINARY ESTATE. There are Gulf-front homes. There are waterfront homes. This is one of the very few that gives you both.…
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Zip 33611 Price Reduced
6210 Bayshore Boulevard, Tampa
Nestled along the prestigious Bayshore Blvd in South Tampa, this property presents an exceptional and rare opportunity. Spanning an expansive 2.3…
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Zip 34234 Price Reduced
4123 Bay Shore Road, Sarasota
An architectural landmark of contemporary design and sustainable luxury, this award-winning estate redefines coastal living in Sarasota’s coveted…
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Zip 33715
114 Sands Point Drive, Tierra Verde
WELCOME TO ONE OF THE FEW BRAND-NEW BAYFRONT HOMES FOR SALE IN THE TAMPA BAY AREA. Presenting a bold expression of modern waterfront luxury living in…
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Zip 34242
3441 Gulfmead Drive, Sarasota
Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive…
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Zip 32836 Price Increased
10160 Autumn Mist Lane Unit 601, Golden Oak
Under Construction. A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World® Resort. The…
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Zip 34236
Rosewood Residences Lido Key, Sarasota (subdivision shown; exact address on request)
Virtually Staged. Under Construction. The Rosewood Residences, Lido Key is the first collaboration between Rosewood and a developer for a stand-alone…
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Every property above is available to view. Reach out to schedule a private showing, get a comparative market analysis, or start a tailored luxury search anywhere across Central Florida.
HomeSmart
972-754-0582 • bobmccranie@gmail.com
24-year veteran agent • 1,150+ properties sold • 45 5-star Google reviews
Serving Orlando, FL and Central Florida