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$585,000
3 Beds 2 Baths O6405555 MLS
PRIVATE SKI LAKE LIVING FOR $585K! A rare opportunity to own direct lakefront property on the private, spring fed waters of Lake Mary Jess, complete with your own private dock, slalom course access, oversized lot, and panoramic water views. Tucked away on a quiet dead end street with exceptional privacy, 5769 Rockwood Ave. offers the kind of Florida lifestyle that's increasingly difficult to find at this price point. This move in ready 3 bedroom, 2 bath home with an additional flex room combines updated interiors with true waterfront living just minutes from Downtown Orlando and MCO. From the moment you step inside, the lake takes center stage. Oversized sliding glass doors fill the home with natural light and frame beautiful water views from the main living areas and primary suite. Wake up overlooking the lake, enjoy your morning coffee by the water, and spend your afternoons boating, waterskiing, fishing, paddle boarding, or relaxing from your own private dock. The renovated kitchen features stone countertops, wood cabinetry, stainless steel appliances, and an open layout ideal for everyday living and entertaining. Outside is where this property truly sets itself apart. The oversized waterfront lot offers mature canopy trees, 10 foot viburnum hedges for added privacy, a summer kitchen, and plenty of space to entertain or create your own private backyard retreat. Additional side yard space provides flexibility for boat storage, extra parking, or a workshop. Recent improvements include a remodeled kitchen and dining area, updated bathrooms, fresh interior paint, exterior waterproofing, new landscaping with irrigation, and more, allowing you to move in and start enjoying the lake from day one. No crowded public lake. No long drive to the boat ramp. Just step into your backyard and enjoy direct access to one of Orlando's private ski lakes. Conveniently located near Downtown Orlando, MCO, major highways, shopping, dining, and entertainment, this is an opportunity to enjoy lakefront living without sacrificing everyday convenience. At $585,000, opportunities like this are hard to replicate. If you've been waiting for a private lakefront home with a dock, privacy, an oversized lot, and room to make it your own, this is one you'll want to experience in person. Schedule your private showing and come see what life on Lake Mary Jess is all about.

5769 Rockwood Avenue, Orlando

Listing courtesy of ALL REAL ESTATE & INVESTMENTS. 407-917-8206

$3,799,000
5 Beds 6 Baths O6402896 MLS
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 of pristine spring-fed Lake Roper lake frontage. Boasting the largest homesite in the community, this 2023 Sorenson Construction reimagined modern farmhouse features a no-expense-spared custom whole home renovation, including a new standing-seam metal roof, all-new windows, new enlarged pool, and high-end designer light fixtures throughout. From the moment you arrive, you’re surrounded by sweeping landscapes: a meandering hand-laid paver driveway and motor court, framed by mature canopy oaks and lush tropical gardens. Inside, you’re greeted by an open concept layout that centers around piercing lake views and a main level that unfolds effortlessly. Meticulous attention was given to the world-class chef's kitchen, which includes an oversized island with seating for six, integrated Miele appliances, a coveted pot filler, an artisan tile backsplash, and custom floor-to-ceiling cabinetry adorned with brushed-gold hardware. An open-concept dining and great room, complete with oak flooring, a stone fireplace, built-in cabinetry, and a tongue-and-groove ceiling highlighted by warm wood beams, creates a charming sense of belonging. The first-floor primary suite is its own sanctuary with a dramatic floating bed wall, a tray ceiling with decorative crossbeams, and direct access to the pool and lakeside terrace. The marble-esque spa bath offers a frameless walk-in shower, freestanding soaking tub, dual vanities, and a custom, handcrafted 11x26 walk-in closet. A dedicated and fully equipped exercise room lies behind French doors, with access to a courtyard perfect for outdoor yoga or morning coffee, an elegant powder room, a separate mudroom, and a full laundry. The upper level is built with multi-generational living in mind: three generous en-suite bedrooms, each private and impeccably finished with designer wallpaper touches; a flex room and a dedicated study; an open loft for gathering; and a fifth bedroom/game room, complete with custom-built-in bunk beds. The exterior of the home is unrivaled in the market with expansive zero-edge sliding glass doors dissolving the boundary between interior and exterior, opening to a full, expansive covered summer kitchen complete with built-in grill, dishwasher, beverage cooler, bar seating, and full pool bath. Beyond the motorized retractable screens awaits your elevated resort-caliber pool and spa framing the lake, and a private boat dock complete with electric boat cover and lift providing immediate access to Lake Roper, a world-renowned ski lake. A three-car garage accommodates everything from extended family needs to dedicated collecting. Additional notable features include, built in surround sound, three TV's, remote programmable lighting and European toilets. Ideally situated with effortless access to SR-429, historic Winter Garden, Windermere, Orlando, and the world's most celebrated theme parks, this is truly an address without equal. Schedule your private tour today.

13542 Sunset Lakes Circle, Winter Garden

Listing courtesy of STOCKWORTH REALTY GROUP. 407-909-5900

$874,900
3 Beds 2 Baths O6404678 MLS
One or more photo(s) has been virtually staged. Nestled along the tranquil shores of Lake Pineloch in one of Orlando’s most beloved established neighborhoods, this exceptional waterfront Tuscan style residence offers a rare opportunity to experience timeless charm, privacy, and the very best of Central Florida living. Welcome to 3108 Troy Drive, located in the highly sought-after Skycrest community within Orlando’s coveted 32806 zip code. Skycrest is treasured for its quiet, tree-lined streets, beautifully maintained mid-century homes, and strong sense of community. Many homes here are lovingly held for generations, making opportunities to purchase within the neighborhood exceptionally rare. Residents enjoy exclusive access to private lakefront amenities including a community boat ramp, dock, picnic grounds, and playground, all set against the scenic backdrop of Lake Pineloch. Positioned on nearly half an acre, this stunning three-bedroom, two-bathroom home blends classic architectural character with modern comfort. A beautiful tile roof and manicured landscaping create unforgettable curb appeal, while the spacious interior is filled with warmth, natural light, and captivating lake views throughout. Step through the welcoming foyer where a striking decorative stone wall sets the tone for the home’s inviting design. The cozy living room offers the perfect place to relax, while the thoughtfully designed kitchen serves as the heart of the home with custom cabinetry, generous workspace, and a stylish bar area ideal for entertaining family and friends. The kitchen opens seamlessly into an expansive family room where oversized windows frame breathtaking water views and create a bright, airy atmosphere. The private primary suite serves as a peaceful retreat, complete with serene backyard and lake views, a spacious walk-in closet, and the perfect setting to enjoy quiet mornings overlooking the water. Every bedroom features walk-in closets, providing abundant storage, while one guest bedroom offers its own private exterior access for added flexibility and convenience. Outside, the property transforms into a true waterfront oasis. The sprawling backyard leads to a substantial dock and a charming tile-roofed pavilion designed for unforgettable evenings by the lake. Spend your days boating, kayaking, paddleboarding, or fishing directly from your backyard, then unwind with spectacular sunset views reflecting across the water each evening. Beyond the property itself, the location is simply unmatched. Skycrest offers the rare balance of peaceful residential living while remaining just minutes from Downtown Orlando, Orlando Health, Wadeview Park, Delaney Park, Lake Eola, and the vibrant dining and shopping districts along South Orange Avenue. The home is also zoned for highly regarded Pershing K-8 School and Boone High School — home of the Braves. With convenient access to major roadways, Orlando International Airport, and world-renowned destinations including Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando, this extraordinary property offers an unmatched lifestyle where tranquility, recreation, and city convenience come together beautifully. Experience elegant lakefront living in one of Orlando’s most treasured neighborhoods — a rare and timeless place to call home.

3108 Troy Drive, Orlando

Listing courtesy of BEAR TEAM REAL ESTATE. 407-228-1112

$27,000,000
7 Beds 10 Baths O6404938 MLS
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 acres with over 440 feet of pristine frontage on Cypress Lake. Masterfully designed to deliver the ultimate blend of grandeur, privacy, and resort-inspired living, the residence is statement of uncompromising luxury. Beyond the gated entrance, a sweeping motor court and dramatic porte-cochère introduce the home’s commanding Mediterranean-inspired architecture, where turreted wings, natural stone detailing, and elegant arched windows create an unforgettable arrival experience. Inside, a breathtaking 28-foot grand foyer unfolds beneath soaring ceilings, anchored by a spectacular double staircase with intricate custom ironwork that evokes the elegance of a world-class villa. Flooded with natural light through towering arched windows, the space immediately establishes the scale and sophistication that define the estate. Designed for intimate living and large-scale entertaining, the interiors blend timeless craftsmanship with modern refinement. The gourmet chef’s kitchen is a showpiece of its own, featuring custom wood cabinetry, expansive stone countertops, professional-grade appliances, a dramatic custom range hood, oversized center island, hidden pantry and richly detailed ceiling treatments that elevate the space into a culinary centerpiece. Adjacent gathering areas showcase exposed wood beams, designer lighting and seamless indoor-outdoor connectivity, creating warm yet grand living environments ideal for entertaining on any scale. Every amenity within the residence has been thoughtfully curated to rival the finest luxury resorts. Highlights include a state-of-the-art theater, golf simulator, multiple game rooms, an expansive wine room, private elevator, smart home automation system and a fully equipped fitness center. Elegant fireplaces and sophisticated entertaining spaces add warmth and intimacy throughout the home. A private guest wing with two bedrooms, its own living room, and separate entrance offers luxurious accommodations for extended family, guests or staff. The outdoor experience is nothing short of spectacular. The rear elevation unfolds around a breathtaking 125,000-gallon resort-style pool complete with cascading waterfalls, bordered by natural stones, a water slide, diving board and expansive terraces that rival five-star destinations. At twilight, the towering palms and illuminated architecture reflect across the shimmering water, creating a setting reminiscent of an exclusive private resort with intimate lounge settings that invite grand entertaining and quiet moments of retreat. For the automotive enthusiast, the estate includes a 10-car garage equipped with two vehicle lifts. Recreational amenities continue across the grounds with a private basketball court, boat dock and private community boat ramp, which provide effortless access to the desired Butler Chain of Lakes for world-class boating and waterfront living. Surrounded by expansive lawns, mature landscaping and unmatched privacy, this extraordinary residence represents a once-in-a-generation opportunity to own a waterfront legacy estate, a property designed not only to impress, but to endure for generations to come.

5603 Marleon Drive, Windermere

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-581-7888

$1,639,900
5 Beds 6 Baths O6406639 MLS
RECENTLY REPOSITIONED | MOVE-IN READY | DIRECT LAKE ACCESS A rare opportunity to own a completed lakefront home with direct access to navigable Lake Star, combining a premium waterfront homesite, extensive upgrades and immediate availability. Completed in 2025, this residence offers approximately 4,977 sq. ft., 5 bedrooms, 5.5 bathrooms and a 4-car garage. The home sits on an oversized lakefront homesite with conservation views, direct water access and exceptional privacy. Originally purchased and upgraded for the owner's personal use, the property includes significant improvements beyond standard builder finishes. Premium flooring, custom interior details, an upgraded kitchen, smart-home features and carefully selected finishes can be found throughout the home. The floor plan provides generous living and entertaining spaces with a strong connection to the outdoors. The owner's suite and extended balcony overlook the lake and conservation area, offering sunset views and Disney fireworks in the distance. The backyard is a major highlight, with ample space for a custom pool, deck and outdoor entertainment area while maintaining the lake view and access. Pool and outdoor-living images shown in the listing are concept renderings only and are intended to illustrate the potential use of the space. For buyers comparing lakefront new construction, this property stands apart: The home is already completed, extensively upgraded and ready for immediate occupancy. No construction timeline and no waiting for future delivery. Lakefront. Navigable water access. Premium homesite. Extensive upgrades. Move-in ready. Schedule a private showing to experience the property and lakefront setting in person.

17372 Glossy Pomelo Way, Winter Garden

Listing courtesy of WRA BUSINESS & REAL ESTATE. 407-512-1008

$369,900
2 Beds 3 Baths O6404476 MLS
Unlock the potential of this rare opportunity in a rapidly growing area. Situated on approximately 1.85 acres of high and dry land, this property offers endless possibilities for investors, builders, or visionaries looking to capitalize on prime real estate. Currently featuring a 2-bedroom, 1-bathroom home, the existing structure provides flexibility—whether you choose to renovate, rent, or remove and start fresh. The true value lies in the land itself, offering ample space for expansion, redevelopment, or a custom build tailored to your vision. The lot’s generous size, combined with its desirable elevation and usability, makes it a standout in today’s market. Adding to its appeal, the property includes lake views of White Heron Lake, creating a unique blend of privacy, natural beauty, and development potential. Whether you’re looking to build your dream home, develop multiple opportunities, or secure land in a high-demand area, this is a property that delivers both versatility and long-term value.

3932 White Heron Drive, Orlando

Listing courtesy of TBRO REALTY LLC. 407-403-4322

$2,275,000
4 Beds 3 Baths O6399315 MLS
Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere’s enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a setting that feels refined and relaxed. From sunrise to sunset, the backdrop is nothing short of extraordinary. Sweeping views stretch across Lake Down, where calm morning waters give way to vibrant evening skies, and a nightly Disney fireworks view adds a subtle sense of wonder to the horizon. The property is thoughtfully oriented to take full advantage of its surroundings, featuring a private beach area, a two-story dock and direct access to the Butler Chain, one of Central Florida’s sought-after and interconnected lake systems, known for its recreational appeal and timeless value. Inside, the home offers a layout designed for everyday living and effortless entertaining. Spacious living and family rooms are complemented by an open kitchen appointed with granite countertops and stainless steel appliances, creating a central gathering space that flows naturally to the outdoors. A dedicated office or den provides flexibility for work or quiet retreat, while an upstairs loft captures elevated, panoramic views of Lake Down, an ideal setting for a secondary lounge, media space or creative studio. The outdoor experience is equally compelling. A resort-style pool anchors the backyard, accompanied by a screened porch and expansive lawn that extends toward the water’s edge. The setting invites relaxed afternoons and large-scale gatherings, with ample room to further enhance or personalize the landscape. A greenhouse and additional storage add charm and functionality, supporting a variety of lifestyle needs. A second-story balcony offers yet another vantage point, where elevated lake views and evening fireworks create a memorable daily backdrop. Whether enjoying a quiet morning coffee or winding down at sunset, this space reinforces the home’s seamless connection to its environment. Positioned in a peaceful and private location, yet just moments from renowned restaurants, shopping and everyday conveniences, the property offers a rare balance of seclusion and accessibility. Its location on one of the desirable stretches of Lake Down further underscores its long-term appeal. This is a compelling opportunity to enjoy the home as it exists today or to reimagine the site as an exceptional custom waterfront estate. In a setting defined by natural beauty, established luxury and enduring demand, properties of this caliber and positioning are increasingly rare.

9620 Maywood Drive, Windermere

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-581-7888

$568,000
3 Beds 2 Baths O6402766 MLS
Welcome to this spacious and well-appointed 3-bedroom, 2-bathroom pool home situated on the serene shores of Bay Lake. Offering approximately 2,500 square feet of living space, this residence combines comfort, functionality, and waterfront living—with no HOA restrictions and the added convenience of a 2-car garage. The home features a desirable split-bedroom floor plan, providing privacy for the primary suite while keeping guest bedrooms on the opposite side of the home. The expansive main living area boasts a cozy fireplace and seamlessly opens to the kitchen, creating an ideal space for entertaining. The kitchen is thoughtfully designed with stone countertops and ample cabinetry. In addition to the main living room, the home includes a family room, offering flexible space for relaxation, gatherings, or a media area. The primary suite is spacious and inviting, complete with an-suite bathroom featuring dual vanities and a standalone shower. On the opposite side of the home, two guest bedrooms share a full bathroom with a shower/tub combination. Enjoy Florida living year-round in the large enclosed patio area, which opens to an expansive backyard. The outdoor space is truly exceptional, featuring a large paved patio, an oversized in-ground pool, and views of the backyard and Bay Lake—perfect for entertaining or unwinding in a peaceful setting.

Orlando

Listing courtesy of EXP REALTY LLC. 888-883-8509

$939,000
4 Beds 4 Baths O6402434 MLS
*****SELLER WILL CREDIT 10K TO ASSIST WITH A RATE BUY DOWN*****LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The primary suite features tray ceilings and a custom feature wall, while the bathroom offers a large shower, double sinks, and a fully built-out walk-in closet. Laundry is conveniently located inside the house too. Now let's talk about the backyard — this is where things get really good. You've got 60 feet of lakefront and a screened lanai with roll-up screens that's an absolute show-stopper. Think full summer kitchen with a fridge, grill, sink, ceiling fans, and a large island. Oh, and you can catch the Disney fireworks right from your front porch. Not bad, right? A transfer switch has been added to accommodate a generator, so you're covered when storms roll through. The community itself is loaded with amenities like a pool, tennis courts, and volleyball. Atwater Bay Elementary is right inside the neighborhood, and Horizon High School is just minutes away. Publix sits right at the front of the community, and Lakeshore Private Park is close by for extra outdoor fun. This one won't last long — come see it for yourself!

10174 Merrymeeting Bay Drive, Winter Garden

Listing courtesy of LUXE PROPERTIES LLC. 305-809-7650

$2,395,000
6 Beds 4 Baths O6400680 MLS
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 peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.

9648 Weatherstone Court, Windermere

Listing courtesy of THE AGENCY FL. 407-335-4119

$467,000
2 Beds 2 Baths O6394791 MLS 204 BLDG.
Updated 2 bedroom 2 bathroom located on the second floor of sought after Moorings Lakefront Community with spectacular views of Lake Maitland of the Winter Park Chain of Lakes. The condo offers a large screened-in balcony overlooking Lake Maitland. The open floorpan offers a split plan with a generous size master retreat with a private door to the balcony and a secondary ensuite. The updated spacious kitchen features stainless steel appliances and a breakfast nook situated in a bay window. The dining living room combo is very spacious making it perfect for relaxing or entertaining. The condo offers washer and dryer in the unit as well as a private storage closet on the same floor just across the hall. The Moorings Lakefront community offers an amazing recently updated pool and spa area along a large clubhouse. Whether you're looking for a primary residence or a low-maintenance lakefront retreat, this condo and community offers an amazing combination of comfort and convenience.

204 Quayside Circle Unit 201, Maitland

Listing courtesy of COLDWELL BANKER REALTY. 407-647-1211

$1,599,000
5 Beds 5 Baths O6395749 MLS
Price improvement! Paradise lakefront lifestyle in this custom home privately set in an executive estate community along Lake Drawdy! Your private oasis on this beautiful 2.2 acres with palms, fruits & avocado trees. Features a full Private In-Law Suite with private entrance & family room. Sweet dreams await in the 5-bedrooms, including the large master suite featuring two walk-in closets. This split floor plan would be perfect for a multi-generational family! Work from home while maintaining an active lifestyle with an office providing direct outdoor access. You'll have an attached 3-car garage with new insulated garage doors. A tree-lined pathway winds through your park-like grounds and brings you to the oversized covered dock with an electric boat lift for a boat & 2 jet skis, full electric accommodations, and freshwater hookups, on the private spring-fed, skiable Lake Drawdy with no public access. Have a cocktail as you watch the sunset, entertaining space and sundeck to take in the beautiful lakefront view of Lake Drawdy. Renovated and highly upgraded custom energy efficient home with a new HVAC, new spray foam insulation, new windows, and new insulated garage doors makes home ownership easier and less expensive. Privately gated estate within an exclusive community known as Lukas Cove. Low HOA!

3308 Lukas Cove, Orlando

Listing courtesy of EXP REALTY LLC. 888-883-8509

$2,950,000
5 Beds 4 Baths O6398366 MLS
Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.

4301 Down Point Lane, Windermere

Listing courtesy of EXP REALTY LLC. 888-883-8509

$869,000
4 Beds 2 Baths O6396104 MLS
Crystal Lake begins where the lawn ends. One look at the water and the rest of your search starts to feel unnecessary. It goes gold at sunset. The paddleboat is right there beside the floating dock. Somewhere behind you, Orlando is still going about its business, close enough that dinner downtown is a short drive, far enough that you'd never know it. The original house was built in 1936 and has never stopped having that early 20th-century character. That matters. You feel it in the proportions of the rooms, in the way a wood-burning fireplace still anchors the living room the way it was always meant to, in the built-in shelving that was made for this wall and no other. Nine decades of Orlando have passed through here. This home has memories. What it does not have is a to-do list. The renovations were deep and careful, preserving the soul while replacing everything behind it. Newer roof, new HVAC, new water heater, engineered wood and whitewashed wood-look tile floors, new pool motor and irrigation pump, EV charging. The kitchen was rebuilt around a ten-foot island, with solid wood soft-close cabinetry with dovetailed drawers, double built-in ovens, an induction cooktop, and a 166-bottle wine refrigerator that has hosted more than a few long evenings. The owner's suite overlooks the lake all day and hands you the sunset at night. Its bath was done properly: travertine marble underfoot, stone counters, dual sinks, a walk-in tiled shower, and a heated towel rack. Across the house, the secondary bedrooms are genuinely oversized, and their bath kept the clawfoot tub, because some things are better left alone. A fourth room overlooking the front yard has been an office, a nursery, and a guest room, depending on the decade. Out back, the half-acre opens up with timeless appeal. Tall rear windows pull you toward the water from the moment you walk in, and the outdoor living space delivers on the promise: a resurfaced saltwater pool, an expansive Trex deck built for a crowd, lawn enough for a real party, and then the shoreline. The floating dock is where the day ends. A sunset cruise on the paddleboat is optional. The circular drive handles guests without blocking anyone in, and the four-car double-stacked garage, a rare thing this close to downtown, comes with a generator and refrigerator. Boat, project car, bikes, kayaks, holiday everything. There is room for it all. Available lakefront homes near SODO and the Hourglass District can be counted on one hand, and almost none of them come with this much land, this much garage, or this much character. If newer, cookie cutter homes have left you cold, ask for a late afternoon showing and give yourself time to stay through sunset. Nothing about this house photographs as well as it lives. Visit and imagine adding your memories to the storied charm of this one-of-a-kind home.

2100 Mae Street, Orlando

Listing courtesy of UPWELL REALTY LLC. 407-926-9960

$2,950,000
5 Beds 5 Baths O6390555 MLS
Pre-Construction. To be built. A rare opportunity to secure a large lakefront homesite on South Lake Conway, offering access to the entire Conway Chain of Lakes, with a custom pre-construction home planned for the property. Positioned on a spacious lot in the beautiful and highly desirable community of Belle Isle, this homesite sits directly on Lake Conway and is located on a very quiet dead end street. This custom pre-construction residence at 2815 Trentwood Blvd allows buyers to personalize finishes and selections while securing a premier lakefront setting with building permits and site preparations complete. Boasting over 4,800 square feet (4,200 in the main house, 600 above garage bonus space), this 5 bedroom, 4 bathroom home with a three-car garage is thoughtfully designed for both everyday living and elevated indoor and outdoor entertaining. The outdoor living space is a true highlight, featuring an expansive covered lanai and a fully equipped outdoor kitchen with gas grill and hood. A dramatic 12' x 8' rear sliding glass door creates a seamless indoor-outdoor connection, filling the home with natural light and allowing you to fully enjoy the lakefront setting. Whether hosting gatherings or enjoying quiet mornings overlooking the water, the design is centered around effortless Florida living. Inside, the home offers open-concept living areas, a dedicated work-from-home space, and an oversized bonus room ideal for a media room, game room, or guest suite. Every space has been planned to offer flexibility for a variety of lifestyles. Modern features include dual tankless water heaters, an optional whole-home generator panel, optional EV charging capability, optional landscape lighting, and 8-foot exterior doors throughout, all designed with Florida living and long-term durability in mind. Optional HOA access includes a private community boat ramp, lakefront parking, and a picnic area, adding additional convenience for those looking to fully enjoy the Conway Chain of Lakes lifestyle. Located just minutes from Orlando International Airport, Downtown Orlando, and the SODO District, this home also offers easy access to shopping, dining, and Central Florida’s world-renowned attractions including Walt Disney World. This location delivers both everyday convenience and long-term value. This is more than a home, it is an opportunity to create your place on the Conway Chain of Lakes with a custom residence designed around the way you want to live. Pre-construction opportunity. Renderings and plans available upon request.

2815 Trentwood Boulevard, Orlando

Listing courtesy of STRICKLAND REALTY GROUP INC. 407-448-5068

$449,999
3 Beds 2 Baths O6396878 MLS
Experience a rare opportunity to own a versatile estate in the heart of Orange County which was known as "Twin Oaks". Platted into three parcels, which can be sold together or separated. This expansive property features a lake in the rear of the property, majestic live oaks, offering a private and serene setting that is increasingly rare in the area. At its center sits a home built in 1901 but can possibly be dated back to the 1890s, accompanied by multiple buildings—all offered As-Is—providing an ideal canvas for renovation, restoration, or new construction. The property offers so much potential by giving buyers flexibility for estate-style living, equestrian pursuits, or future development. Whether you envision a private retreat, a small equestrian estate, or a multi-home compound, the land’s natural beauty and thoughtful layout provide endless possibilities. Conveniently located near Clarcona Horseman’s Park and the West Orange Trail, this unique property is perfect for equestrian enthusiasts and outdoor lovers alike. Mature trees, and expansive open spaces combine to create a rare lifestyle opportunity in a tranquil, country-like setting just minutes from Orlando’s area attractions.

7717 Clarcona Ocoee Road Unit Lot 1, Orlando

Listing courtesy of EPIQUE REALTY, INC.. FLBroker@EpiqueRealty.com

$227,000
2 Beds 2 Baths O6396911 MLS 3 BLDG.
MOVE IN READY, QUICK CLOSE POSSIBLE! Million dollar views of Lake Fairview the moment you open the front door. This one-of-a-kind ground-floor condominium in the desirable College Park area offers an exceptional blend of comfort, style, and lakeside living. Inside, the spacious split-bedroom floor plan features two generously sized bedrooms and two full baths. The kitchen is beautifully appointed with granite countertops, while the inviting living room showcases wood-look laminate flooring, a cozy wood-burning fireplace, and sliding glass doors that open to a screened porch overlooking the lake. Open the sliders and enjoy the refreshing lake breeze and peaceful water views each morning. The primary suite is a relaxing retreat, complete with an en-suite bath featuring stone countertops and a large walk-in closet. Thoughtful recent updates throughout the home provide added value and peace of mind. Set just minutes from downtown Orlando, Lake Fairview Condominiums offers the very best of waterfront living. Residents enjoy an impressive collection of amenities, including a beautifully appointed clubhouse, sparkling lakeside pool with cabana, sandy beach, marina with boat storage, private boat ramp, and regulation tennis court. Whether you enjoy boating, kayaking, paddle boarding, fishing, sailing, or simply relaxing by the water, everything you need is just steps from your front door. The convenient location also provides easy access to major highways, as well as the shopping and dining destinations of College Park, Winter Park, and Maitland. Recent improvements include a new hot water heater in 2019, washer and dryer in 2021, new toilets in 2022, and a new dishwasher, AC unit, faucets, flooring, and main bathroom tile in 2023. The refrigerator was replaced in 2024, providing even more value and convenience.

4109 Fairview Vista Point Unit 114, Orlando

Listing courtesy of DOMINION REALTY COMPANY. 786-554-1112

$1,219,000
4 Beds 4 Baths S5147208 MLS
One or more photo(s) has been virtually staged. EXPERIENCE ELEVATED LAKEFRONT LIVING IN THE HEART OF HORIZON WEST!!! Welcome to 15594 Shorebird Lane, an exceptional Toll Brothers lakefront residence located in the Lakeshore Preserve community of Winter Garden. Perfectly positioned on a premium oversized 0.34-acre homesite overlooking beautiful Panther Lake, this stunning 4-bedroom, 3.5-bath home offers over 3,000 square feet of thoughtfully designed living space, breathtaking water views, and nightly Disney fireworks from your own backyard. From the moment you enter the grand two-story foyer, you'll be captivated by the home's elegant design, abundant natural light, and seamless connection between indoor and outdoor living. The open-concept floor plan showcases a spacious great room, gourmet chef's kitchen with oversized island, and expansive windows framing panoramic lake views throughout the main living areas. The luxurious first-floor owner's retreat serves as a private sanctuary featuring tranquil water views, custom closet systems, and a spa-inspired bathroom. Upstairs, a spacious loft provides endless possibilities as a media room, game room, home office, or secondary living space. Step outside and discover one of the most impressive outdoor living spaces in the community. The enormous 1,250-square-foot screened lanai creates the perfect setting for entertaining, relaxing in the hot tub, enjoying the peaceful fountain, or gathering around the fire pit while watching spectacular sunsets and Disney fireworks illuminate the night sky. Designed with comfort and efficiency in mind, the home features Fully paid solar panel system for substantial energy savings, Tankless water heater, Advanced foam insulation, Plantation shutters throughout, Built-in pest control system, Upgraded irrigation system, and Custom storage and closet solutions. Move-in ready condition! This beautiful gem includes RESORT-STYLE AMENITIES, Residents of Lakeshore Preserve enjoy an unmatched lifestyle with access to Resort-style swimming pool, State-of-the-art fitness center, Yoga and wellness studio, Clubhouse and gathering spaces, Sand volleyball courts, Playground and dog park, Community canoes and lake access, and walking, and biking trails. One of the greatest advantages of this home is its unbeatable prime location in the highly desirable Horizon West area: Minutes to Walt Disney World Resort, Approximately 15 minutes to Winter Garden Village's premier shopping, dining, and entertainment, Convenient access to Flamingo Crossings Town Center, Close to Hamlin Town Center featuring restaurants, retail, movie theater, and waterfront events, Near Orange County National Golf Center and Lodge, one of Florida's premier golf destinations, Easy access to SR-429, Florida's Turnpike, and I-4, Approximately 30 minutes to Orlando International Airport, Close to Downtown Winter Garden, known for its award-winning farmers market, boutique shopping, breweries, and dining. Whether you're seeking a luxury primary residence, a relocation destination, or simply a home that delivers unforgettable lakefront sunsets and resort-style amenities every day, this extraordinary property offers a lifestyle few homes can match. Wake up to sparkling lake views. Spend your evenings watching Disney fireworks. Live where every day feels like a vacation. It won't last. Schedule your showing today!

15594 Shorebird Lane, Winter Garden

Listing courtesy of PREMIUM PROPERTIES R.E SERVICE. 407-380-2800

$7,495,000
6 Beds 9 Baths O6395513 MLS
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 in the exclusive community of Lake Sheen Sound, part of the prestigious Butler Chain of Lakes. This custom estate by Element Home Builders offers over 7,400 square feet of thoughtfully designed living space, perfectly positioned on 1.56 acres with 107 feet of direct lake frontage. Currently under construction, this architectural masterpiece blends modern design with warm, timeless finishes, featuring a striking combination of stucco, natural stone, wood accents, and a standing seam metal roof. Designed to capture expansive water views, the home offers a seamless indoor-outdoor lifestyle with walls of glass and oversized sliding doors. The outdoor living experience is truly resort-style, complete with a custom pool and spa, dramatic water features, expansive sun deck, summer kitchen, and multiple covered lounge areas. Enjoy direct access to Lake Sheen and the Butler Chain, with a private covered dock—perfect for boating, skiing, and waterfront entertaining. Inside, the open-concept layout features 6 bedrooms, 7 full baths, and 2 half baths, including a luxurious primary suite on the main level. High ceilings, engineered hardwood flooring, custom cabinetry, stone countertops, and curated designer finishes elevate every space. Additional highlights include a chef’s kitchen, smart home features, gas fireplace, wet bar, game room, and exercise room. A spacious 4-car garage and beautifully landscaped grounds complete this exceptional property. Located in one of Orlando’s most sought-after luxury lakefront communities, this is truly a one-of-a-kind opportunity to own new construction on the Butler Chain.

9108 Sheen Sound Street, Orlando

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155

$9,495,000
6 Beds 8 Baths O6392916 MLS
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 newly completed (2024) custom estate represents a rare opportunity to own one of the most compelling lakefront properties ever offered within the gates of Lake Nona Golf & Country Club. With approximately 130 feet of shoreline, the property captures expansive water views while offering a true sense of privacy and scale. Set at the end of a private cul-de-sac, the residence provides direct access to the 587-acre private lake and features a dock, boathouse, and lift—delivering a waterfront lifestyle that is nearly impossible to replicate within the community. 8506 Lake Nona Shore Drive is custom residence that seamlessly blends timeless architecture with true resort-style living. Built by DeVoe Custom Homes with interiors curated by Jorje Design of Chicago, the 8,000+ square foot residence is thoughtfully designed for both everyday living and elevated entertaining. The floor plan features two primary suites and a separate casita with private entrance, full bath, and kitchenette—ideal for guests or multi-generational living. Inside, a dramatic foyer with a double-sided gas fireplace creates a striking focal point between the living room and chef’s kitchen. The kitchen is equipped with Sub-Zero and Wolf appliances, complemented by a walk-in prep kitchen, and flows seamlessly into the family room, where corner pocket sliding glass doors open to create a true indoor-outdoor experience. The first-floor primary suite serves as a private retreat, complete with a morning bar, custom remote-controlled window treatments, and expansive sliders that fill the space with natural light. The spa-inspired primary bath features dual water closets and an oversized custom closet with dedicated laundry. Upstairs, a spacious loft provides additional living space, while four secondary bedrooms include a second primary-style suite with private living area, breakfast bar, and access to a covered balcony overlooking the lake. The upper level also includes a second laundry room and is pre-plumbed for a future elevator. Outdoor living is equally impressive. A covered lanai with retractable screens connects to a fully equipped summer kitchen with a 54” Viking grill, refrigerator, and sink. The custom pool by Paradise Pools features a 75-foot lap lane, oversized sun shelf, spa, and water features—creating a true resort-caliber setting. A dedicated pool bath adds convenience for entertaining and everyday use. Additional features include smart home automation, a spacious mudroom with a third laundry area, and a five-car garage with approximately 350 square feet of climate-controlled storage. With its combination of new construction, expansive lakefront setting, and resort-level amenities, this is a rare opportunity to own one of the finest and most complete properties within Lake Nona Golf & Country Club. Opportunities of this scale and positioning on Lake Nona are exceptionally limited and rarely come to market.

8506 Lake Nona Shore Dr, Orlando

Listing courtesy of CENTRAL FLORIDA PRIME REAL ESTATE LLC. 407-404-4041

$2,550,000
5 Beds 6 Baths O6393574 MLS
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 driveway and manicured landscaping welcome you into a striking modern entry and elegant interior featuring high-end flooring and designer finishes throughout. Designed for effortless entertaining, the open-concept layout showcases a chef’s kitchen with a waterfall quartz island, custom cabinetry, premium stainless steel appliances, and a full-slab backsplash, all flowing into an expansive living area with designer lighting and seamless indoor-outdoor access. The primary suite offers a private retreat with abundant natural light, custom closets, and a spa-inspired bath featuring a freestanding soaking tub and luxury walk-in shower. Step outside to a screened pool, upgraded travertine deck, and private pier, creating an unparalleled waterfront lifestyle ideal for relaxation and entertaining. Additional highlights include a concrete tile roof (maintained), smart home features, updated HVAC, epoxy garage, modern laundry room, and high-end upgrades throughout. Ideally located minutes from Downtown Winter Garden, premier dining, shopping, and top-rated schools, this is a rare opportunity to own an unparalleled lakefront property.

812 Johns Point Drive, Winter Garden

Listing courtesy of WRA BUSINESS & REAL ESTATE. 407-512-1008

$1,300,000
5 Beds 4 Baths O6391909 MLS
PRICE IMPROVEMENT! Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.

243 Zachary Wade Street, Winter Garden

Listing courtesy of REGENCY REAL ESTATE LLC. 407-469-5021

$199,000
1 Beds 2 Baths G5109640 MLS 2 BLDG.
Wheelchair accessible vacation condo on the 4th floor overlooking the beautiful Lake Bryant. Investor opportunity to redecorate and furnish in your style. Spacious 1-bedroom, 2-bathroom water-view suite in the sought-after Blue Heron Beach Resort. This unit will comfortably accommodate a king-size bed in the bedroom, twin bunk beds in a hallway alcove, and a fold out sleeper sofa in the living area that sleeps 2. Enjoy beautiful sunrises from your private balcony overlooking the water. The resort’s shared balconies give nightly views of Disney’s fireworks. The suite also features an in-unit washer and dryer. Located just a few minutes to Disney, Universal, Sea World and I-Drive. This property offers fantastic resort amenities such as a large main pool, quieter secondary pool, children's wading pool, 10-person hot tub, two fitness centers, video arcade, tiki bar, and a scenic boardwalk through the cypress and pine trees that extends over the water. Many restaurants and shopping are close by! Maximum of 180 days each year for any occupation of the unit. Blue Heron Beach is zoned for short term rentals only.

13427 Blue Heron Beach Drive Unit 406, Orlando

Listing courtesy of ELITE EVOLUTION PROPERTIES. 407-905-6700

$849,900
5 Beds 4 Baths O6389292 MLS
Virtually Staged. RARE LAKEFRONT ACREAGE IN ORLANDO! Enjoy the best of both worlds with 3.78 acres of private lakefront property, NO HOA, and convenient access to everything Orlando has to offer. Custom built and lovingly maintained by the original owner since construction, this unique home offers privacy, space, and an exceptional Florida lifestyle. Enjoy peaceful water views, fishing, paddleboarding, canoeing, jet skiing, spectacular sunsets, and even views of the Universal Studios fireworks from the NEW CUSTOM DECK. The spacious and versatile floor plan is ideal for multigenerational living, extended family, guests, or entertaining. A private in-law suite with its own exterior entrance includes a full kitchen, living area, full bath, laundry, and additional flex space. The main home features an open-concept living area with custom wood-plank ceilings, warm wood flooring, and water views. Upstairs offers a dramatic double-height loft, spacious primary suite with adjoining bonus room, two additional bedrooms, and full bath. The flexible layout could accommodate up to 6 bedrooms. Additional highlights include 3 separate laundry areas, 3 A/C units, NEW ROOF, FRESH INTERIOR & EXTERIOR PAINT, NEW MAIN-HOUSE A/C & DUCTWORK, NEW CUSTOM DECK, and NEW SIDEWALK. Expansive fenced grounds, front and rear porches, and a custom-built shed provide plenty of outdoor space and storage. Irrigation uses well water. Prime location near I-4, SR 408, Downtown Orlando, MetroWest, shopping, dining, Universal Orlando, Disney, SeaWorld, Orlando International Airport, and major attractions. Nearby Bill Frederick Park offers fishing, trails, boating, and camping. PRIVATE LAKE: The property is situated on a private spring-fed lake with no current public access. Water levels and conditions vary, and buyers should independently verify lake access, rights, restrictions, water conditions, and any potential connectivity to Lake Hiawassee. Lake conditions may include shallow water and aquatic vegetation during periods of low water levels. A RARE OPPORTUNITY TO OWN A CUSTOM-BUILT HOME ON 3.78 ACRES WITH LAKEFRONT LIVING IN THE HEART OF ORLANDO!

1217 Edgewood Ranch Road, Orlando

Listing courtesy of KELLER WILLIAMS WINTER PARK. 407-545-6430

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