Central Florida Homes for Sale | Winter Park | Lake Mary | New Smyrna Beach

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 Club—recognized among the finest private club communities in the world. Encompassing more than 4,300 square feet, the single-story residence has been completely transformed inside and out. Thoughtfully redesigned interiors showcase all-new flooring throughout, beautifully renovated bedrooms and baths, and a striking glass-enclosed wine tower serving as a true centerpiece that is both functional and an unforgettable conversation element anchoring the main living spaces. Every detail throughout the home has been elevated, from designer lighting installations that bring character and sophistication to each room, to the seamless flow of living and entertaining spaces. The kitchen is a true showpiece, featuring all-new appliances—including a striking black range with matching hood, refrigerator, and microwave—all accented with elegant gold detailing for a bold, designer-forward statement. Custom cabinetry is paired with exquisite countertops, highlighted by a dramatic waterfall-edge island that anchors the space and seamlessly blends everyday functionality with elevated, modern style.The outdoor living area features a reimagined pool and all-new pool deck creating a resort-style setting, perfectly positioned to take in breathtaking sunsets over the golf course and water. The half-acre homesite has been thoughtfully cleared and fenced to maximize both privacy and panoramic views, offering an exceptional backdrop for everyday living and entertaining alike. Framed by the fairways, the residence captures views of Lake Brenda - also known as Hourglass Pond - a small, privately maintained 10-acre water body that serves as a peaceful and picturesque part of the community setting. Additional features include a home office, in-home laundry room, and a three-car garage. Residents of Isleworth enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes, with access to world-class golf, dining, and amenities, all just moments from Central Florida’s premier shopping, dining, and entertainment destinations.

5138 Fairway Oaks Dr, Windermere

$4,999,000

5 Beds ⋅ 8 Baths ⋅ O6362152 MLS

Under Construction. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansive 0.69-acre parcel, the residence spans nearly 6,500 square feet of impeccably curated living space, where sophisticated architecture and bespoke finishes harmonize with the tranquil beauty of the lake. A striking floating staircase framed by floor-to-ceiling glass offers a captivating first impression, while the grand entry reveals uninterrupted vistas of the pool terrace and shimmering water beyond. The chef’s kitchen, anchored by a remarkable 20-foot island, features premier appliances, exceptional storage and a concealed full-service scullery, creating an environment for hosting with grace and ease. The great room continues the home’s celebration of light and space with walls of glass that welcome breathtaking lake views at every turn. The primary suite is a serene retreat, showcasing a spa-inspired bath with floating vanities, a freestanding soaking tub, an expansive glass-enclosed shower and extravagant walk-in closets designed for the discerning owner. A secondary bedroom suite and oversized laundry enrich the main level, while an expansive lanai with an extraordinary summer kitchen invites effortless alfresco living, an experience only genuine lakefront living can provide. The second floor unfolds into a generous game room, complete with a wet bar and kitchenette. Three beautifully appointed bedroom suites, two scenic balconies, and a purpose-built home theater create an environment tailor-made for indulgence and entertainment. A new boathouse, soon to be constructed, further elevates the lakefront lifestyle. With three garages, a contemporary parking court, and meticulously executed architectural detail, this residence embodies modern luxury at its most refined. Lake Seminary, home to just 35 exclusive residences, offers coveted privacy while remaining moments from boutique shopping, celebrated dining and best of Winter Park. Immediate access to Interstate 4 and surrounding beltways ensures effortless connectivity throughout Central Florida.

360 Lake Seminary Circle, Maitland

$4,995,000

6 Beds ⋅ 7 Baths ⋅ O6385276 MLS

Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath — including a fully equipped private guest apartment ideal for extended family or long-term visitors. From the moment you arrive, the home’s striking architectural presence is undeniable. A dramatic entry with soaring ceilings and intricate iron detailing introduces expansive living spaces crafted with both grandeur and comfort in mind. Walls of glass and retractable doors blur the line between indoors and out, inviting natural light and panoramic lake vistas into nearly every room. The main level showcases elegant formal spaces, a richly appointed study, and a music room, along with a stunning lakefront family room and game room complete with a stylish wet bar. At the heart of the home, the gourmet kitchen features premium finishes, abundant workspace, and seamless flow for hosting gatherings large or intimate. The primary suite and an additional guest suite are thoughtfully positioned on the first floor for privacy and convenience. Upstairs, guests are treated to elevated lake views from a spacious lounge with kitchenette, multiple bedroom suites, a private theater with adjoining sitting area, and a spectacular balcony overlooking the water. Outdoor living is simply extraordinary. A heated saltwater pool and spa anchor the expansive terrace, complemented by a summer kitchen, bar seating, and a fireplace — the perfect setting for sunset evenings on the water. A private boathouse offers direct access for boating, paddleboarding, or fishing along one of Central Florida’s most coveted waterways. Despite its serene setting, the home is just minutes from upscale shopping, dining, and world-class attractions, including Walt Disney World, and approximately 20 minutes to Orlando International Airport. With the owners preparing for their next chapter, this extraordinary waterfront retreat presents a rare opportunity to own on the Butler Chain at a compelling value. A lifestyle of privacy, beauty, and convenience awaits.

5070 Down Point Lane, Windermere

$4,950,000

6 Beds ⋅ 7 Baths ⋅ O6425809 MLS

*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 of the PGA Tour’s Arnold Palmer Invitational since 1979. Located at the end of a private, gated cul-de-sac, this newly constructed six-bedroom, seven-bath estate is designed for high-end entertaining. Melding a clean, modern aesthetic with a highly functional floor plan, this steel-reinforced estate redefines luxury living on the fairway. Carrara porcelain tile flows seamlessly throughout the entire first floor, offering timeless beauty with effortless durability. Dramatic 22-foot soaring ceilings and double-height glazing frame uncompromised vistas of the golf course and shimmering infinity pool. A symphony of light and leisure, the sprawling floor plan is meticulously engineered for fluid indoor-outdoor living. Massive 9-foot glass walls slide away to merge the sleek, open-concept family spaces with a resort-caliber outdoor oasis. Boasting a coveted northern and northwestern rear orientation, the panoramic pool deck catches the breathtaking colors of Central Florida’s sunsets. Built for the ultimate host, the main gourmet kitchen features dual islands, two dishwashers, Sub-Zero refrigeration and a Wolf gas oven, complemented by an adjacent 534-bottle, climate-controlled glass wine display. A fully equipped back kitchen with an additional full-size catering refrigerator ensures seamless, discreet event prep away from your primary living space. Enter the double doors to the exclusive owner's retreat for the ultimate sanctuary featuring dual custom closets, a dedicated lounging area with a private lanai, a spa-like bath with a soaking tub, a seamless glass smart shower and LED light inlay mirrors above the double vanities. The residence transitions effortlessly to warm engineered hardwood on the second level, beautifully bridging structural minimalism with residential warmth. This upper floor functions as a complete private sanctuary, offering an additional kitchen, living room and ensuite bedrooms perfectly suited for family or guests. No detail in luxury or efficiency was overlooked. This custom-engineered estate features a state-of-the-art tankless propane gas hot water system flawlessly supplying all baths, high-efficiency thermal windows and an aerobic water treatment system. An expansive covered lanai creates the ultimate backdrop for year-round entertaining, overlooking a mosaic-tiled infinity pool with a heated spa, dancing fire, water and light features, a full outdoor summer kitchen and a detached pool house complete with its own private en suite. Car enthusiasts and active golfers will appreciate the expansive 4-car garage, complete with a dedicated golf cart bay. Secluded behind this property offers supreme privacy, set on nearly an acre, yet just minutes from fine dining along famed Restaurant Row, high-end shopping, Universal Studios, Walt Disney World and Orlando International Airport, a short 20-minute drive. Optional private membership to Bay Hill unlocks premier resort amenities, including championship golf, tennis, pickleball, a state-of-the-art fitness center, a full-service marina, fine dining and dynamic social events, all right in your backyard.

6159 Harbour Town Court, Orlando

6608 S Atlantic Avenue, New Smyrna Beach

$4,950,000

5 Beds ⋅ 7 Baths ⋅ NS1085994 MLS

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Unparalleled opportunity to own a signature oceanfront residence blending innovation and artistry along the coveted Bethune Beach Promenade of New Smyrna Beach. This property offers immediate potential to build and customize a coastal masterpiece, crafted from a previously approved, distinctive building design. This 5-bedroom, 5-bath plus two half-bath residence features expansive balconies on every level and a private heated pool. Three living levels are accessed by a round glass elevator that ascends behind a vertical glass wall for four floors, offering breathtaking beach and ocean views. The three-car garage provides ample on-site and nearby off-site parking, ideal for receptions and gatherings. The timing of your purchase will enable you to further personalize and incorporate your own design touches into the home. Designed for buyers seeking either a luxury full-time residence or vacation retreat—with investment potential as a large ultra-luxury rental—this home offers endless possibilities. The property is positioned with dedicated open ground to the south, ensuring unobstructed views of rocket launches from Kennedy Space Center and expansive panoramic ocean vistas. Unwind with a glass of wine to the gentle rhythm of waves from one of your three balconies. Enjoy the best of both worlds—quiet beachfront tranquility just minutes from the many restaurants and shops of Flagler Avenue. Located one block from Bethune Beach Park, offering picnic areas, tennis courts, volleyball, and a kayak launch at Manatee Park on the Indian River Lagoon, or take a short bike ride to the protected Canaveral National Seashore. For more excitement, Orlando attractions like Disney World are just over an hour away. Built to the highest coastal standards with concrete construction and block walls extending from its concrete pile foundation to steel truss roof, this home includes PGT impact windows, an on-demand recirculating hot water system, a complete fire-protection sprinkler system, and smart climate control on each level—promising security, comfort, and enduring value. This highly desirable location is not in a flood zone, which is rare for oceanfront property, and includes a county-maintained protective concrete seawall. The Bethune Beach area also features an attended lifeguard tower and some of the best surfing on the East Coast—where the soothing sound of waves will be music to your ears. This oceanfront masterpiece is designed by famed architect David Harper, recipient of more than 20 design awards for excellence, credited with helping to establish Florida’s modern hurricane building code, and listed in Wikipedia among the Most Notable Architects of the 21st Century. This is your opportunity to craft a lasting legacy on the ocean—a breathtaking blend of innovation, design, and pure coastal living. Floorplans available upon request. Land may be sold separately. VIRTUALLY RENDERING STAGED BY ARTIST/ARCHITECT.

6608 S Atlantic Avenue, New Smyrna Beach

$4,900,000

6 Beds ⋅ 7 Baths ⋅ O6409189 MLS

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, adjacent to Wyld Oaks, Kelly Park developments, and AdventHealth expansion. Property features uplands with no wetlands, A-1 zoning, Future Land Use Rural Residential, and existing improvements including an approx. 8,000 SF residence and 2,000 SF manufactured home. Excellent redevelopment potential with planned Effie Dr extension nearby and easy access to SR-429.

3525 W Kelly Park Road, Apopka

6604 S Atlantic Avenue, New Smyrna Beach

$4,899,000

6 Beds ⋅ 7 Baths ⋅ NS1086797 MLS

Virtually Staged. Under Construction. Under Construction with a Major Milestone Reached — Roof is Completed! Experience the pinnacle of luxury living with this pre-completion pricing opportunity to own a stunning beachfront residence on the Bethune Beach Promenade in New Smyrna. This is the largest of the seaside homes and is designed for sustainability, beauty, and flexible living options—ideal as a full-time residence, vacation home, or luxury income property. Located just one block from Bethune Beach Park and a short drive to dining and boutique shops on Flagler Ave, while offering convenient access to picnic areas, boat and kayak launches, manatee lagoon and Canaveral National Seashore. Enjoy panoramic ocean views from three levels of expansive balconies. Watch weekly rocket launches from Cape Canaveral, and experience nightly coastal breezes and sunrise views. A fourth-level hot tub overlooks the shoreline for the ultimate relaxation experience. This 6-bedroom, 7-bath heated pool home features three separate living levels, each independently accessible via elevator and individually climate-controlled—ideal for multigenerational living or guest rental flexibility. Each level includes kitchen and bar spaces, plus ample on-site parking and a 3-car garage. The home can comfortably sleep 10+ guests. Built with concrete construction, deep pile foundation and full height block walls for superior durability. Additional features include washer and dryer on every level, PGT impact windows, and an on-demand recirculating hot water system. Situated in a no-flood-zone oceanfront location with a county-maintained protective seawall. Bethune Beach also offers an attended lifeguard tower and is known for some of the best surfing and fishing on Florida’s east coast. Designed by award-winning architect; this home offers the perfect balance of exclusivity and accessibility. Take advantage of pre-completion pricing and New Builder 1-2-10 year Warranty and own a piece of oceanfront paradise! VIRTUAL RENDERING AND STAGING BY ARTIST/ARCHITECT

6604 S Atlantic Avenue, New Smyrna Beach

$4,850,000

5 Beds ⋅ 6 Baths ⋅ O6445177 MLS

Welcome Home to an exceptional residence set along the 12th fairway of Lake Nona Golf & Country Club, where timeless architecture, beautifully reimagined interiors, and sweeping golf course and water views come together in a truly remarkable setting. Extensively renovated by Akers Custom Homes, this impressive estate offers five en suite bedrooms and an inviting balance of architectural character, modern comfort, and exceptional indoor-outdoor living. Custom double entry doors open to a welcoming foyer, where graceful arches, generous ceiling heights, and abundant natural light introduce the home’s formal and casual living spaces. European white oak hardwood flooring, rich wood ceiling details, and custom cabinetry bring warmth throughout, while integrated Lutron lighting enhances everyday convenience. Expansive windows and doors frame the surrounding landscape and create a seamless connection to the outdoor living areas. The completely redesigned chef’s kitchen pairs custom cabinetry and a warm wood center island with a clean-lined white hood surround. An all-new Viking appliance package includes a 48-inch dual-fuel range with six burners, a griddle, and double ovens, along with a 48-inch built-in refrigerator and professional dishwasher. A Kohler prep sink, walk-in pantry, and adjoining breakfast nook complete a space equally suited to everyday living and entertaining. The first-floor owner’s suite provides a peaceful retreat with dual walk-in closets, a comfortable reading nook, and direct access to the lanai. Its remodeled bath features a freestanding soaking tub, custom vanities, and an oversized glass-enclosed shower. Upstairs, four generously sized en suite bedrooms—including an additional suite created during the renovation—are complemented by a dedicated study or office, a bonus/media room, and a second-floor laundry suite. An expansive covered balcony provides an elevated vantage point for enjoying the picturesque fairway and water views. Outdoor living is a defining feature of the home. A covered lanai with a richly detailed wood ceiling and gas fireplace creates an inviting setting for gathering and entertaining while overlooking the newly designed saltwater pool and spa. Mature trees frame the golf course setting, while an integrated sports court with a basketball hoop provides an additional space for recreation. The comprehensive renovation also includes remodeled bathrooms throughout, a new roof, fresh exterior paint, and Sierra Pacific windows and doors. Additional highlights include laundry suites on both levels, indoor and outdoor gas fireplaces, and a spacious garage accommodating three cars plus two golf carts. Built-in cabinetry, a utility sink, and a mini-split climate-control system further enhance the garage’s functionality. Beautifully updated and move-in ready, this distinctive residence offers refined interiors, generous spaces for gathering and retreat, exceptional outdoor living, and an extraordinary golf course setting within Lake Nona Golf & Country Club.

9602 Sloane Street, Orlando

$4,800,000

6 Beds ⋅ 8 Baths ⋅ O6446344 MLS

Elite equestrian estate in the heart of Southwest Orlando known as 'Millionaire's Row' featuring two acres of privately fenced property plus a guest house and a 2,742 sq ft custom show barn with top-tier amenities. Welcome to your storybook retreat, where fairytale charm meets uncompromised luxury. From the moment you approach one of two private, electrically secured gates and traverse the custom paver drive, every detail reflects unmatched craftsmanship, security, and refined equestrian elegance. Built in 2023, this custom property sits within an exclusive rural enclave, offering maximum privacy and serenity with a low-density mandate of just one home for every two acres. Ideal for equestrian pursuits and compliant with local code for livestock, the grounds are fully cross-fenced with classic 4-board fencing and feature a premier custom barn equipped with four American Stall Works horse stalls—perfectly suited for full-sized horses or the estate's four mini horses. Inside, the gourmet chef’s kitchen is anchored by its crown jewel: a La Cornue gas range and oven with hand-finished trim that gives the showpiece its iconic architectural look. Premium appliances include a 64-inch Sub-Zero refrigerator, built-in freezer drawers with an automatic ice maker, a Bosch 800 Series in-wall oven and dishwasher, and two porcelain farmhouse sinks. Custom-built cabinetry throughout the kitchen and bathrooms, including the sprawling primary retreat complete with walk through shower and oversized clawfoot soaking tub for the ulimate spa life experience. Floods of natural light illuminate the soaring ceilings, which showcase custom woodwork of truly grand proportions. A private elevator seamlessly connects the levels of the residence, while complete peace of mind is provided by a monitored security system, a heavy-duty 60 Hz Generac full-home backup generator, a dual-well water system, multiple HVAC units for precision climate control, and two high-capacity septic systems built to handle large-scale living for all the property's structures. Enjoy true indoor-outdoor living with an expansive, 10-foot-wide wrap-around porch finished in ultra-durable, low-maintenance Trex composite decking surrounding all four sides of the home. High-performance PGT and Andersen impact-resistant windows alongside concrete architectural shingles deliver a timeless European rustic aesthetic together with superior weather defense. Car enthusiasts will appreciate the expansive 4-car garage, complemented by a 1,250 sq ft air-conditioned barn with an 850 sq ft loft. The private carriage house also includes a full kitchen, 1 bedroom, 1 bathroom, and 850 sq ft of beautiful living space. The property boasts 6 bedrooms, 5 bathrooms and 3 half baths in total. Secluded and serene, this 2-acre offers supreme privacy just minutes from fine dining, Restaurant Row, high-end shopping, Publix, Whole Foods, Trader Joes, Universal Studios, The Lake Butler Chain of Lakes, Walt Disney World, and Orlando International Airport.

9875 & 9893 Kilgore Road, Orlando

$4,778,000

6 Beds ⋅ 9 Baths ⋅ O6336879 MLS

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 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate.

9721 Carillon Park Drive, Windermere

$4,750,000

5 Beds ⋅ 6 Baths ⋅ 294638 MLS

Exquisite Waterfront Estate! Experience luxury on the Indian River in Merritt Island. This 3.59-acre paradise offers 300 feet on the Indian river and nearly 300 feet on Honeymoon Lake. Enjoy manicured grounds, a screened pool, covered lanais, and private docks. Features include a newer tile roof, 24kw generator, impact windows, and custom lighting. The interior boasts a gourmet kitchen, NEW quartz countertops, designer cabinets, top-of-the-line appliances, a primary suite with river views and a spa-like ensuite. Additional features: 2 new hot water heaters, AC purifiers, and fresh paint.

265 Stewart Drive, Merritt Island

$4,750,000

5 Beds ⋅ 6 Baths ⋅ 1066179 MLS

Exquisite Waterfront Estate! Experience Luxury And Tranquility On The Indian River In Merritt Island. Spanning 3.59 Acres, This Paradise Offers 300 Feet Of Indian River Frontage And Nearly 300 Feet On Honeymoon Lake. Manicured Grounds Create A Serene Setting. Enjoy A Private Covered Dock With A 16,000 Lb Boat Lift, A Secondary Lift Easily Convertible To Hold Two Jet Skis, And An Additional Dock On Honeymoon Lake. Features Include A Newer Tile Roof, 24kw Generac Generator, Impact Windows, Custom Exterior Lighting, And A Circular Drive With A Fountain. The Estate Is Fully Enclosed And Offers Privacy Hedges. The Meticulously Maintained Interior Boasts A Gourmet Kitchen, Solid Wood Designer Cabinets, New Quartz Countertops, And Top Of The Line Stainless Steel Appliances. The Primary Suite Offers Custom Closets, Stunning River Views, And A Spa-Like Ensuite. Additional Features: New Interior Paint, Two New Hot Water Heaters, AC Air Purifiers, And A Security System. Live Lavishly!

265 Stewart Drive, Merritt Island

$4,750,000

7 Beds ⋅ 8 Baths ⋅ O6357873 MLS

Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.

9575 Westover Roberts Road, Windermere

$4,700,000

4 Beds ⋅ 7 Baths ⋅ O6414890 MLS

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 living. Showcasing his signature aesthetic, the home emphasizes sleek architectural lines, refined finishes, and a seamless connection between indoor and outdoor spaces. Expansive walls of glass flood the interior with natural light and create a striking façade that embodies its contemporary elegance. The main living areas are designed for both entertaining and everyday living. A dramatic two-story living room is anchored by designer furnishings, which extend throughout the home, while the spacious dining area comfortably accommodates large gatherings. The adjacent family room continues the modern aesthetic with a built-in media wall, sleek fireplace, textured design elements, and a triple sliding door connecting the indoor and outdoor spaces. Ready for any caliber of chef, the kitchen boasts Thermador appliances, along with extensive cabinetry and countertop space, soft-close drawers, a waterfall edge island, generously sized pantry, and reverse osmosis water filtration. A private home theater on the main level offers a true cinematic experience with surround sound, custom seating, and blackout shades, along with a stylish wet bar, providing additional space for entertaining. The home’s Crestron automation system is discreetly integrated, allowing full control of lighting, climate, and technology from a single interface. Upstairs, a striking floating staircase leads to a gallery-style landing overlooking the living space below. For those exhausting days, you can instead take a ride on the elevator. The expansive primary suite features a sitting area, a custom closet, and terrace access. The spa-inspired primary bath includes dual rain showers with body sprays, a soaking tub, and dual vanities with elegant finishes. Additional second-floor amenities include a fitness room with steam shower and sauna, an additional en-suite bedroom, one of the two laundry rooms, and access to an upper-level terrace overlooking the landscaped grounds and pool. Two en-suite guest bedrooms are conveniently tucked away on the first floor for maximum privacy. Offering four bedrooms, five full bathrooms, and two half baths, the home delivers both comfort and sophistication at every turn. Thoughtfully integrated automated shades provide effortless privacy, while the advanced air purification systems and whole-home water softener complement the home's advanced smart features. This residence is offered fully furnished with curated Restoration Hardware pieces, including custom-selected furniture, lighting, rugs, and artwork that enhance its cohesive design. Outdoor living is equally impressive, with covered lanai spaces enhanced by automated roll-down screens, designer furnishings, a summer kitchen with gas grill and ventilation, and tranquil poolside views. The property also includes a split, three-car garage with a large driveway protected by a gated entrance. Completing this extraordinary dwelling is its location in the heart of Winter Park. This lakeside residence sits minutes from Park Ave Shopping, Rollins College, AdventHealth, multiple Botanical Gardens and Museums, well-rated grade schools, and highway access. Schedule your private showing today and experience the Winter Park lifestyle firsthand.

231 Chelton Circle, Winter Park

$4,695,000

6 Beds ⋅ 6 Baths ⋅ O6443224 MLS

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 renowned Butler Chain of Lakes, in the highly desirable Bay Hill area. Thoughtfully expanded in 2019 with an extensive modern addition by renowned builder Phil Kean, this distinctive waterfront residence offers dramatic architecture, expansive living spaces and breathtaking lake views throughout. Designed to accommodate both everyday living and sophisticated entertaining, the home features six bedrooms, six baths, two primary suites—one upstairs and one downstairs—along with a flex room, game room and spacious loft. Soaring ceilings, expansive picture windows and a fireplace create an impressive interior atmosphere while allowing the beauty of Lake Tibet Butler to remain a constant backdrop. Virtually preview the home through the virtual tour link, complete with video and floor plan. A remarkable feature of the residence is the attached first-floor lakeside villa, offering exceptional privacy and versatility for multigenerational living, extended family or guests. Complete with its own full-size kitchen, private ensuite and dedicated living quarters, the villa provides the comfort and independence of a separate residence while remaining seamlessly connected to the main home. The outdoor living experience is equally impressive. A sleek modern lap pool complements the contemporary architecture, while the covered outdoor patio and expansive lakeside viewing deck create inviting spaces for entertaining, relaxing and enjoying spectacular waterfront vistas. Evenings are especially memorable, with sweeping views across Lake Tibet Butler culminating in a spectacular nightly display of Disney fireworks illuminating the horizon beyond the water. A private boat dock and lift provide direct access to the Butler Chain of Lakes, offering an extraordinary lifestyle of boating, watersports and sunset cruises from your own backyard. Additional highlights include an oversized four-car garage and abundant flexible living space ideally suited for today’s luxury lifestyle. All of this is located just a short golf-cart ride from Bay Hill Country Club and minutes from Orlando’s famed Restaurant Row, premier shopping, world-renowned attractions and entertainment. A rare opportunity to experience contemporary architecture, multigenerational versatility and the coveted Butler Chain of Lakes lifestyle from one exceptional waterfront residence.

9320 Cypress Cove Drive, Orlando

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