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luxury houses with pool for sale Orange County, United States (page 2)

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Contract pending
43

House with pool Orlando (United States)

Set within the highly sought-after Dr. Phillips area, this exceptional residence in gated Westminster Landing offers a rare combination of space, privacy and flexibility. Boasting nearly 3,700 square feet on an oversized homesite, the property features an impressive water view with no rear neighbors, creating a serene and private backdrop. Designed for both comfortable living and future potential, the home is clean, well-maintained and ready for a new owner to enjoy as-is or elevate with personalized updates. The expansive layout includes four bedrooms, three baths and a dedicated office on the main level. Upstairs, a private suite with an additional bedroom, bath, bonus room and loft space offers an ideal setup for multi-generational living or a separate retreat. Outdoor living is equally inviting, with a refinished, sparkling pool and oversized lanai perfect for entertaining or relaxing year-round. A three-car garage provides a work space and ample storage, while major updates, including a downstairs A/C replaced in 2024, upstairs air condtioner in 2023, and a roof just eight years old, offer added peace of mind. Residents of Westminster Landing enjoy access to a vibrant, amenity-rich lifestyle, including pickleball, tennis and volleyball courts. Ideally located near renowned dining, upscale shopping, world-class golf courses, premier healthcare and just minutes from Walt Disney World Resort and Universal Studios, this home presents an exceptional opportunity to live in one of Orlando's desirable communities.

… 
$900,000
5bedrooms
4bathrooms
land 1,740

By Premier Sotheby's International Realty

50

House with pool and terrace Orlando (United States)

Welcome to an extraordinary residence in the exclusive gated community of The Residences at Dellagio, where luxury, privacy and lifestyle converge in the heart of Orlando's desired Restaurant Row. This impeccably designed two-story home offers over 3,200 square feet of refined living space featuring three spacious bedrooms, 3.5 baths and a versatile upper-level bonus loft. From the moment you enter the dramatic two-story foyer, you are greeted by soaring ceilings, elegant architectural details and an abundance of natural light pouring through expansive sliding glass doors. The open-concept floor plan seamlessly blends sophistication and comfort. The chef's kitchen is a showpiece, boasting an oversized island, premium stainless steel appliances, natural gas cooktop, custom cabinetry, and a generous walk-in pantry, positioned for intimate dinners and grand entertaining. The living and dining spaces flow effortlessly to the extended covered lanai, creating the ultimate indoor-outdoor Florida lifestyle experience. Upstairs, the luxurious owner's retreat offers a private balcony oasis, an expansive walk-in closet with dressing area, and a spa-inspired bath complete with dual vanities and an oversized walk-in shower. Two additional en-suite bedrooms provide comfort and privacy for family or guests, while the spacious loft offers flexibility for a media room, office, or fitness space. Within a secure, private enclave, residents enjoy exclusive access to a resort-style pool and cabana, all just near Orlando's finest dining, shopping, championship golf courses and world-renowned attractions, including Universal Studios, SeaWorld and Walt Disney World. Orlando International Airport is approximately 25 minutes away. This is more than a home, it is a statement of elegance, convenience and elevated living.

… 
$1,399,000
3bedrooms
4bathrooms
land 526

By Premier Sotheby's International Realty

21

House with pool and terrace Orlando (United States)

Spacious two-bedroom, two-bath walk-up condominium with a den and private balcony, featuring high ceilings and a one-car garage, in the Sunset Lake community of MetroWest. The open living room and den create a flexible, inviting layout filled with abundant natural light, while the kitchen features granite countertops for added style and functionality. The unit includes a new air conditioner installed Aug. 30, 2022, and offers low-maintenance condominium living ideal for everyday convenience and long-term ownership. Community amenities include a fitness center, swimming pool, clubhouse and outdoor grilling area overlooking a scenic 89-acre lake. Publix Super Market is within short distance, along with nearby restaurants, banks and fitness options. Convenient access to Interstate 4 and SR 408, minutes from Valencia College, Universal Studios, International Drive and The Mall at Millenia, and ideal as a primary residence or investment opportunity.

… 
$165,000
2bedrooms
2bathrooms
land 728

By Premier Sotheby's International Realty

50

House with pool and garden Orlando (United States)

Positioned along the golf frontage within the gated enclave of Palma Vista, this Mediterranean-inspired estate presents a refined expression of timeless architecture and elevated living, showcasing a 2018 renovation with over $1.2 million in transformative luxury upgrades. Designed as a private courtyard residence, the home unfolds with intention, where a resort-style saltwater pool and spa with tranquil fountains create a striking focal point for everyday living and elegant entertaining. The interiors feel warm, polished and cohesive, enhanced by a fresh coat of paint that brings a renewed sense of light throughout. Marble-inlaid flooring, coffered wood ceilings and curated finishes are carried from space to space with a natural sense of flow. A double-sided stone fireplace adds depth and character, while expansive golf course views create a serene backdrop. The kitchen is sophisticated and inviting, centered around a statement marble island and complemented by professional-grade appliances and custom cabinetry. It opens seamlessly to the family room, where custom built-ins and tailored media elements offer a comfortable, yet elevated, setting for gathering. The primary suite is a true retreat, offering a spacious and well-proportioned layout, a private sitting area, a fireplace and a spa-inspired bath designed for relaxation. Upstairs, a flexible lounge or fifth bedroom with balcony access provides additional space for guests, while a dedicated office with custom built-ins offers a quiet and refined workspace. A separate guest suite adds versatility, well suited for private accommodations, a fitness studio or extended stays. Beyond the courtyard, a terrace and lush verandah overlook the golf course, creating a peaceful setting for both morning and evening moments. The home's elevated positioning captures sweeping views while maintaining a sense of privacy. Ideally located near downtown Orlando, renowned attractions, and major thoroughfares, this residence offers a lifestyle defined by elegance, comfort and thoughtful design. Offered for those who value quality, privacy and an elevated living experience.

… 
$1,450,000
5bedrooms
4bathrooms
land 1,255

By Premier Sotheby's International Realty

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47

House with pool and garden Winter Park (United States)

Along one of the cobblestone brick streets in the prestigious Via's of Winter Park, this completely renovated residence pairs timeless European influence with clean architectural lines and bespoke finishes throughout. A circular driveway and manicured grounds designed by Signature Landscapes create a graceful approach. Inside, a dramatic curved staircase crowned by a breathtaking 1960s vintage Venini chandelier immediately sets the tone for the exceptional craftsmanship carried throughout the home. The main gathering room is striking and inviting, defined by vaulted ceilings, a Sequoia leathered stone fireplace hearth, and a wall of glass sliders that open seamlessly to the covered lanai and heated saltwater pool. The connection between indoors and out is effortless, designed for year-round entertaining and relaxed daily living, enhanced by a full outdoor audio system. A light-filled breakfast room sits just off the kitchen, offering an intimate everyday dining space. At the heart of the home, the custom kitchen is a showpiece. Naica leathered stone countertops and a waterfall island are complemented by custom cabinetry extending to the ceiling, a professional-grade appliance suite featuring Sub-Zero and Wolf, and convenience of two Miele dishwashers. Directly adjacent, the pantry mirrors the kitchen's cabinetry and craftsmanship and features a built-in coffee station, seamlessly connecting to the laundry area and three-car side-entry garage. A beautifully appointed guest powder room with an integrated sink is thoughtfully positioned nearby. A separate lounge showcases a custom wet bar highlighted by dramatic stonework and an integrated sink, an elegant setting for conversation and evening gatherings. A dedicated office positioned just outside the primary suite features a wall of floor-to-ceiling shelving, cabinetry and file drawers. The primary suite serves as a private sanctuary, enhanced by vaulted ceilings, backyard views and a stately two-sided stone fireplace shared with the office. Two custom walk-in closets provide exceptional storage, while the spa-inspired bath showcases Taj Mahal leathered stone countertops with integrated dual sinks, a soaking tub and an oversized glass shower with dual showerheads. Upstairs, four additional bedrooms with custom closets are complemented by beautifully finished baths and a loft sitting area with hallway built-ins. Two of the bedrooms and a bath may be closed off to create a private suite, ideal for guests or multigenerational living. A secondary staircase leads to an impressive media room equipped with a 98-inch television, state-of-the-art 7.1 surround sound and extensive storage. Outdoor living is equally elevated, featuring a weathered marble pool deck, dedicated pool bath, newly installed summer kitchen with Coyote gas grill, hood vent, sink, and leathered stone counters and backsplash, plus an outdoor living room anchored by a two-sided fireplace and television. Modern systems include a Lutron lighting system on the main level, water filtration & softener, ADT alarm - security cameras throughout and a whole-home natural gas generator. Every element of this residence has been newly installed and custom-designed, resulting in a home that blends sophisticated design, advanced functionality, and exceptional spaces for intimate living and grand entertaining. From custom millwork to curated stone selections, this home reflects uncompromising quality and thoughtful design.

… 
$5,995,000
5bedrooms
6bathrooms
land 1,821

By Premier Sotheby's International Realty

Contract pending
44
Video

House with pool and garden Winter Garden (United States)

Income producing opportunity! This home includes a private one-bedroom garage apartment with separate entrance and kitchenette. Welcome to the Enclave at Hamlin, one of Winter Garden's desirable communities, featuring the popular Taylor Morrison Ashwood floor plan that blends style, space and versatility. This beautifully designed two-story home offers two bedrooms, 2.5 baths, a spacious loft that can be converted into a third bedroom and a private one-bedroom with kitchenette garage apartment, providing exceptional flexibility for multi-generational living, guests or potential rental income. Upon entry, you are greeted by a welcoming foyer that opens into an expansive great room, ideal for entertaining and everyday living. Overlooking the space is the gourmet kitchen, complete with a large island, quartz countertops, stainless steel appliances and ample cabinetry. The kitchen flows seamlessly to the covered lanai, creating an ideal indoor-outdoor living experience. Also on the first floor is versatile flex space that can be used as a home office, formal dining room or additional bedroom. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with dual quartz vanities, a walk-in shower, private water closet and a generous walk-in closet. The second floor also includes a secondary bedroom, a full bath with tub/shower combination, a private laundry room and a loft with built-in features, ideal for a playroom, craft room, media space or easily converted bedroom. Adding tremendous value is the one-bedroom, one-bath garage apartment with kitchenette, walk-in closet and private entrance, offering an excellent income opportunity or private accommodations for guests or family. The HOA maintains the lawn, including areas inside the fenced yard, providing a low-maintenance lifestyle. Community amenities include a resort-style pool with cabana overlooking Lake Hartley, a tot lot and peaceful open recreation areas with benches positioned to capture scenic lake views. The location is exceptional, with a quick half-mile experience, bike ride or visit to Hamlin, a vibrant 900-acre destination featuring a luxury theater, shopping, dining, salons, waterfront restaurants and entertainment. Convenient access to SR 429, theme parks, and major roadways makes commuting easy. Residents will also enjoy being within distance of the anticipated Horizon West Regional Park, a 215-acre destination park under development. Once complete, the park will offer miles of scenic trails, playgrounds, picnic pavilions, open green spaces, a splash pad, lake access for kayaking and community event areas, delivering an outstanding outdoor lifestyle right outside your door. This home offers a combination of comfort, convenience and future-forward living in one of Winter Garden's fastest-growing areas.

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$549,990
3bedrooms
4bathrooms
land 405

By Premier Sotheby's International Realty

50

House with pool and garden Orlando (United States)

Welcome to your Florida dream home, now elevated by a spectacular, new resort-style pool and spa in the desirable Waterford Trails community. Positioned on a fully fenced corner lot within a charming cul-de-sac, this impeccably maintained, move-in-ready four-bedroom, two-and-a-half-bath residence offers a seamless blend of refined indoor living and exceptional outdoor luxury. Upon entry, you are greeted by a beautifully updated interior featuring a versatile formal dining room that may also serve as an elegant sitting area or additional living space. The heart of the home is a light-filled, thoughtfully renovated kitchen, appointed with a breakfast bar and designed with an open-concept layout that flows effortlessly into the family room. A dedicated breakfast nook provides the ideal setting for everyday dining, all while overlooking your showstopping backyard oasis, designed for entertaining and everyday indulgence. The private first-floor primary suite serves as a tranquil retreat, complete with a spacious walk-in closet and a spa-inspired bath featuring dual vanities, a soaking garden tub and a separate shower. Upstairs, three generously proportioned bedrooms are complemented by an expansive loft with double doors, ideally suited for a secondary living area, media room or game room. Go outside and experience a statement backyard, anchored by a newly constructed, custom saltwater pool and spa that serves as a stunning focal point for elevated outdoor living. Thoughtfully designed for luxury and functionality, this stunning centerpiece features a sun shelf with integrated umbrella, ideal for lounging in style, while custom lighting creates a sophisticated ambiance for evening entertaining. The pool is heated for year-round enjoyment, allowing you to seamlessly transition from sun-soaked afternoons to serene, spa-like evenings in the Jacuzzi. Surrounded by lush landscaping and multiple curated lounging areas, this outdoor retreat offers privacy and an elevated lifestyle, ideal for hosting unforgettable gatherings or enjoying quiet moments of relaxation. The expansive patio further enhances the outdoor living experience, creating an inviting space for weekend entertaining and effortless indoor-outdoor flow. This home also offers exceptional efficiency and value, with fully paid-off solar panels, a whole-home water softener and filtration system, energy-efficient windows and dual air-conditioning units for optimal comfort. Waterford Lakes Trails features an array of resort-style amenities, including a community pool, clubhouse, fitness facilities, sports courts, and scenic walking trails. Ideally located and zoned for top-rated schools, with convenient access to the 408 and 417, this residence is just moments from University of Central Florida, Research Parkway, Valencia College, downtown Avalon Park and Waterford Lakes Town Center. Experience it in person and begin creating your next chapter here!

… 
$525,000
4bedrooms
3bathrooms
land 607

By Premier Sotheby's International Realty

43

House with pool Orlando (United States)

One or more photo(s) has been virtually staged. One of the only large-lot, water-facing estate homes in Baldwin Park, offering a level of privacy, scale, and setting that rarely becomes available. Tucked along one of the neighborhood's most desirable streets, this Mediterranean-style residence spans over 5,300 SF on more than one-third acre, with tranquil water views and no rear neighbors, creating a true retreat within the heart of the community. A private front courtyard with a gas fireplace provides a warm and inviting setting equally suited for quiet evenings or relaxed gatherings. Inside, the home balances warmth and sophistication with hardwood and travertine flooring, custom finishes, and natural light pouring in through expansive windows and French doors. The great room anchors the home with a gas fireplace and built-ins, seamlessly connecting indoor and outdoor living. The kitchen is designed for both everyday living and hosting...featuring marble countertops, custom cabinetry, a full Viking appliance suite, two oversized islands, a walk-in pantry, and a butler's pantry with dry bar. An adjacent family/media room offers a more relaxed gathering space. The first-floor primary suite is privately positioned with peaceful pool and water views, a sitting area, and a spa-like bath with soaking tub, walk-in shower, dual vanities, and an oversized custom closet. A secondary bedroom with en-suite bath, dedicated office, laundry room, and pool bath complete the main level. Upstairs, three additional bedrooms, two with en-suite baths, are complemented by a spacious bonus lounge or retreat with built-in workspace. Outdoor living is where this home truly shines. A covered, screened lanai with lounge area, dining space, and summer kitchen overlooks a resort-style pool and spa with dual fire features all set against a serene pond backdrop. Additional highlights include a deep tandem 4-car garage, updated HVAC systems, upgraded electrical, updated plumbing, custom drapery and plantation shutters on all windows, whole-home audio, and full irrigation. Located in Baldwin Park, this home enjoys a rare position on a quiet, low-traffic street surrounded by other luxury residences, offering a level of privacy and calm that is increasingly hard to find within the community. Just steps away, you'll find the neighborhood's vibrant downtown district with its shops, dining, and everyday conveniences, along with scenic trails along Lake Baldwin, community pools, parks, and a fitness center. Ideally situated, the home is also just minutes from Winter Park, Orlando, and both Orlando International Airport and Orlando Sanford International Airport.

… 
$3,195,000
5bedrooms
6bathrooms
land 1,538

By Premier Sotheby's International Realty

36

House with pool and garden Winter Park (United States)

Welcome to an exceptional opportunity in the highly desirable Park Grove community, an impeccably updated one-story residence ideally situated just moments from the vibrant shops and dining of Park Avenue and all that downtown Winter Park has to offer. With charming curb appeal, pristine landscaping and timeless architectural appeal, this home makes a stunning first impression. Inside, a thoughtfully designed floor plan offers seamless flow, perfectly suited for both everyday living and effortless entertaining. Beautiful wood flooring spans the main living areas, while the Florida room showcases distinctive Mexican tile, adding warmth and character. Designer lighting, curated tile selections and stylish wallpaper accents create a bright, inviting aesthetic throughout. The formal sitting room, complete with custom built-ins and an elegant dining room provide refined gathering spaces. At the heart of the home, a light-filled kitchen opens to the spacious family room, where a cozy wood-burning fireplace serves as a focal point. The adjacent Florida room is lined with windows, offering serene views of the sparkling pool and lush, private backyard. The generously sized primary suite is thoughtfully positioned for privacy, featuring its own wood-burning fireplace, a large walk-in closet and a beautifully appointed ensuite bath with dual vanities and an oversized walk-in shower. Four additional bedrooms are located on the opposite side of the home, two of which include ensuite baths, ideal for guests or multi-generational living. Outdoor living is equally impressive, with a beautifully paved lanai overlooking the pool and ample space for alfresco dining, entertaining and relaxing poolside. Tucked away in one of Winter Park's sought-after neighborhoods, this home offers tranquility and convenience, with easy access to downtown Orlando, major hospitals, top-rated public and private schools and key roadways. A rare blend of style, comfort and location; this is Florida living at its finest.

… 
$2,300,000
5bedrooms
4bathrooms
land 1,457

By Premier Sotheby's International Realty

Contract pending
42

House with pool and terrace Maitland (United States)

Under contract-accepting backup offers. Welcome to an exceptional residence in the Maitland Isle subdivision, where timeless elegance meets modern comfort. This beautifully updated four-bedroom, two-bath home spans 2,413 square feet and offers exclusive private lake access to Lake Maitland on the prestigious Winter Park Chain of Lakes. Designed for refined living and effortless entertaining, the home features a thoughtfully curated interior with upgraded finishes, including laminate flooring, enhanced baseboards, wet bar in family room and a seamless, light-filled layout. The kitchen, enhanced with quality wood cabinetry, flows seamlessly into the main living areas, while generously sized split bedroom plan provides flexibility for family, guests or a home office. A comprehensive list of upgrades reflects pride of ownership such as a newer roof (2020), resurfaced pool (2020), advanced air-conditioning system with Enviracare Elite air purification (2019), updated electrical panels (2012), replumbing (2006) and a water heater (2022). More recent enhancements include full interior and exterior painting (2025), a newly installed wooden fence and a serviced sprinkler system with a new impeller (2026). Outdoors, enjoy a private retreat with a sparkling pool and covered deck with an outdoor entertainment area, ideal for year-round Florida living. Residents of Maitland Isle benefit from exclusive access to Lake Maitland, offering a rare opportunity for boating and waterfront recreation within one of Central Florida's desirable communities. Ideally in a top-rated school district and just a short distance to the charm of downtown Maitland, this home delivers a lifestyle of convenience, prestige and tranquility. A rare offering where location, quality and lifestyle converge.

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$769,000
4bedrooms
2bathrooms
land 1,174

By Premier Sotheby's International Realty

Contract pending
36

House with pool and garden Maitland (United States)

Welcome home to one of the established Maitland neighborhoods in a pristine location close to everything, Maitland Groves. A lovely brick walkway invites you up to a charming entrance with a bricked front porch. A four- or five-bedroom, four-bath home features nearly 3,000 square feet with a generous flex space, checks all the boxes. The spaces have been opened with living spilling into dining and a bay window adding charm to an ideal gathering room to entertain in. Custom tile throughout for seamless design with an abundance of light making the spaces inviting and easy to relax in. Kitchen is updated with custom 42-inch wood cabinets, custom moldings, stainless appliances with new dishwasher, gas range and oven, granite counters with counter seating, and unbelievable storage and cabinet space. Florida room spans the back of the house with a bricked floor, a wet bar and a dedicated office/bedroom. Updated primary bedroom with a large walk-in closet. Main bath with dual sinks and new rainfall shower heads, tower storage cabinets, seamless glass with walk-in shower, stone floor and custom tile. Outside patio enjoys a paver deck with large Florida pool and plenty of green space with room to grow. Other updates include roof (2021), solar energy system so energy bills are low, recently painted in select areas, wood laminate floors in all bedrooms, renovated second and third baths, spacious indoor laundry and mudroom for organization, fenced yard, recessed lighting in living spaces, re-plumbed, plantation shutters, 2021 pool pump, pool converted to saltwater system and new garage door. If you need space, this has it. Terrific schools, close to Interstate 4, downtown Maitland which is home to Lake Lily with a weekly farmers market, independently owned Enzian Theatre, world-class restaurants and fantastic community parks home to many community events.

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$849,000
4bedrooms
4bathrooms
land 1,335

By Premier Sotheby's International Realty

Contract pending
30

House with pool Winter Park (United States)

Discover refined living in this stunning custom-built home located in the coveted community of Windsong. Thoughtfully designed and expertly constructed by Goehring & Morgan, this four-bedroom, 4.5 bath residence offers a perfect balance of elegance, comfort and functionality. From the moment you enter, the home impresses with its airy, open-concept design, ideal for both relaxed living and effortless entertaining. The kitchen serves as a focal point, appointed with leathered granite countertops, a generous center island with seating and a seamless connection to the inviting family room, where a gas fireplace adds warmth and charm. Walls of sliding glass doors extend the living space outdoors to a beautifully designed lanai, complete with a gas-heated pool and a fully equipped summer kitchen featuring a grill, sink, beverage refrigerator and additional seating area. The main level also includes a well-appointed guest suite with a private bath, offering comfort and privacy for visitors, along with a dedicated office or study space. Upstairs, a spacious bonus room provides flexibility for a media room, playroom or lounge, while two additional bedrooms accompany the expansive primary suite. The primary retreat is designed for relaxation, showcasing dual walk-in closets and a luxurious bath with a freestanding soaking tub, oversized shower and separate vanities. High-end finishes are showcased throughout, including travertine flooring across the main living areas and rich wood floors that continue through the bedrooms, staircase, upper hallway and bonus room. As a resident of Windsong, you'll enjoy access to exceptional community amenities, including resort-style pools, a splash pad, playground and access to the scenic Winter Park Chain of Lakes, creating a lifestyle that is both vibrant and serene in one of Central Florida's most desirable settings.

… 
$2,195,000
4bedrooms
5bathrooms
land 728

By Premier Sotheby's International Realty

31

House with pool Winter Garden (United States)

Welcome to this sophisticated, modern and spacious, elegant two-story home in the beautiful neighborhood of Independence in the Horizon West area. Across the pond, this 2,524-square-foot home offers an open concept living space. As you enter through the front door, you are greeted with gorgeous tile floors. The kitchen features beautiful modern espresso cabinetry, a large pantry, stainless steel appliances, and an oversized island overlooking the family room and dining area. This open floor plan provides a great space for entertaining and includes dual primary bedrooms on the main and second levels. The expansive primary suite features a walk-in closet, separate sinks with beautiful cabinetry, a soaking tub and a luxurious walk-in shower. Other features completing this exquisite home include three bedrooms and an upstairs loft on the second level, plus a two-car garage. Capturing some of the best living in Florida, the Independence neighborhood provides a resort-style swimming pool, walking trails, basketball courts, tennis courts, fitness center and a private community boat ramp. Conveniently minutes from Disney World, Orange County National Golf Course, restaurants, shopping, hospitals and zoned for top-rated schools. Schedule your private showing and start enjoying the Florida lifestyle!

… 
$540,000
4bedrooms
4bathrooms
land 405

By Premier Sotheby's International Realty

Contract pending
32

House with pool Winter Garden (United States)

Welcome to Watermark in Winter Garden. Built by Meritage Homes in 2016, this two-story detached single-family home offers three bedrooms, two full baths, one half bath, 1,904 square feet and an upstairs loft for added flexibility. The main level features ceramic tile flooring, while the second floor includes carpeting, and all bedrooms offer walk-in closets. The kitchen is equipped with dark cabinetry, quartz countertops, a large island, stainless steel appliances, electric cooktop and double ovens. The primary suite includes a tray ceiling, custom walk-in closet system and en-suite bath with dual sinks and a standalone shower. Additional features include owned solar panels, clay tile roof, rear-entry two-car garage with alley access and a cozy covered front porch with stacked stone detail. Plantation shutters are featured on the French doors leading to the porch and in the downstairs half bath. Set on a low-maintenance homesite, this home also offers access to Watermark amenities including a pool, fitness center, clubhouse and tennis courts. Ideally positioned near shopping, dining, Starbucks and everyday conveniences, and zoned for Panther Lake Elementary, Hamlin Middle and Horizon High School.

… 
$500,000
3bedrooms
3bathrooms
land 283

By Premier Sotheby's International Realty

39

House with pool and garden Winter Park (United States)

Set along a picturesque brick street, 2040 Randall Circle is a beautifully crafted residence that pairs timeless architecture with elevated, designer finishes and a functional floor plan. Framed by manicured landscaping and connected to a detached two-car garage by a covered walkway, the home offers classic curb appeal in an idyllic setting just minutes from vibrant shopping and dining on Park Avenue. Inside, rich hardwood floors run throughout the living spaces, complemented by Restoration Hardware lighting that brings a refined, cohesive feel to every room. The welcoming foyer opens to a gracious formal living room with a gas fireplace and custom built-ins, an elegant yet comfortable space for entertaining or relaxing. Just beyond, the formal dining room is well proportioned for hosting holiday gatherings and dinner parties with ease. The heart of the home is the expansive chef's kitchen, thoughtfully designed for everyday living and effortless entertaining. An oversized island anchors the space, topped with Carrara marble counters and offering generous seating. A dual Wolf oven with six-burner range plus French cooktop, custom cabinetry, walk-in pantry, and a butler's pantry complete with under-counter wine refrigerator provide beauty and functionality. A spacious breakfast room filled with natural light overlooks the backyard and flows seamlessly into the family room. Here, a gas fireplace, custom built-ins and three sets of French doors create a warm focal point while inviting in the outdoors. The first-floor primary suite serves as a private retreat, featuring large windows with tranquil views of the pool and direct access to the covered lanai. Dual walk-in closets provide ample storage, and the spa-like primary bath is finished in Carrara marble, offering a large soaking tub and an expansive glass-enclosed shower with dual shower heads. Two powder baths, one thoughtfully designed as a pool bath, along with one of two laundry rooms complete the main level. Upstairs, four additional bedrooms and a dedicated office provide generous space for family and guests. Two of the bedrooms feature private en-suite baths, while the remaining two share a well-appointed Jack & Jill bath. One of these rooms is arranged as a bonus lounge, offering flexibility to serve as a fifth bedroom, media room or additional gathering space if desired. The thoughtful second-floor layout easily adapts to a variety of lifestyle needs, whether accommodating guests, growing families or multi-generational living. A secondary laundry room upstairs adds an added layer of everyday convenience. Outdoor living is equally impressive. The spacious covered lanai with summer kitchen overlooks the saltwater, heated pool and spa, creating an extension of the interior living space. Brick paver flooring continues from the lanai to the open patio, offering multiple areas for lounging, dining and entertaining beneath the Florida sky. Ideally in a desirable location and zoned for sought-after Audubon Park K-8, 2040 Randall Circle offers timeless style, thoughtful design and seamless indoor-outdoor living in one of the area's charming neighborhoods.

… 
$3,350,000
5bedrooms
6bathrooms
land 1,093

By Premier Sotheby's International Realty

29

House with pool and terrace Winter Park (United States)

Ideally on a quiet residential street just near Park Avenue, this custom-built transitional residence offers the best of Winter Park living, accessible, refined and thoughtfully designed from the ground up. Built in 2018 by Carlos Posada, the home delivers 2,653 square feet of living space across two floors, with an additional 365 square feet walk-up attic, four bedrooms and four full baths. From the moment you enter, the home makes an impression. French clay tile flooring anchors the defined foyer, opening into an expansive great room where Bolivian rosewood built-ins frame a gas fireplace and oversized windows draw the eye toward the pool and lanai beyond. The living, dining and kitchen spaces connect seamlessly, designed for everyday ease and effortless entertaining. The kitchen is equipped for the serious home cook, anchored by a full Thermador appliance package and thoughtfully appointed beyond the expected. The large island integrates a sink, microwave drawer, ice maker and refrigeration drawers alongside generous seating, while a walk-in pantry, concealed outlets and a warming drawer round out a workspace as purposeful as it is refined. Outdoor living is equally deliberate. A covered lanai with fireplace and space for a mounted television flows to an open-air terrace and dedicated grilling area, all overlooking a linear pool with water feature and professionally designed landscaping with evening lighting. Upstairs, the primary suite is positioned at rear of the home for added privacy, with abundant natural light, a generous walk-in closet and an en-suite bath. Two additional bedrooms each offer their en-suite baths and built-in closets. A well-appointed laundry room, along with a linen closet and dedicated storage closet in the hall, complete the second floor. On the main level, a fourth bedroom is finished as a library with custom white oak built-ins and French doors opening to the exterior of the home, offering flexible living or professional workspace. Throughout, Panaget engineered hardwood flooring, decorative crown molding, Sierra Pacific windows and doors, cast stone accents, and integrated stair lighting reflect the home's elevated attention to detail. Additional highlights include a detached two-car garage, extensive storage throughout and an infrastructure designed for future elevator conversion. A rare opportunity to own a newer custom home in one of Winter Park's accessible and beloved neighborhoods.

… 
$1,925,000
4bedrooms
4bathrooms
land 688

By Premier Sotheby's International Realty

50

Farmhouse with outbuildings and garden Orlando (United States)

One or more photo(s) has been virtually staged. Set on 2.33 acres across two parcels, this single-story residence offers space, privacy and flexible living with no homeowner's association restrictions. The property includes a 1.3-acre homesite and an adjacent 1.03-acre vacant lot, creating room for recreation, gardening or future possibilities. Fenced areas provide space for pets, and a raised garden bed supports vegetables, herbs or flowers. Designed with open sightlines and entertaining in mind, the home features 10-foot ceilings, tray ceilings reaching approximately 12 feet and 8-foot interior doors throughout. The expansive 31-by-31-foot great room is anchored by a tray ceiling and a 16-foot-wide floor-to-ceiling disappearing sliding glass wall that connects interior living areas to the outdoor entertaining spaces. Twelve ceiling fans and large openings allow natural light and airflow throughout the home. The 24-by-15-foot kitchen centers around a large island with stainless steel sink and ample preparation space, positioned to serve everyday living and gatherings. Additional entertainment spaces include a 24-by-19-foot game room with tray ceiling and a dedicated 12-by-19-foot theater room featuring a 7-inch raised rear platform and four theater-style seats. The private primary suite measures approximately 19 by 19 feet and includes a tray ceiling and walk-in closet. Three additional bedrooms measuring approximately 12 by 15 feet, 15 by 14 feet with walk-in closet and 16 by 12 feet offer flexibility for guests or household members. A 16-by-14-foot office provides a dedicated workspace. Outdoor living begins with a 40-by-16-foot covered and screened lanai featuring an outdoor kitchen with sink, granite countertop and grill hood. Two additional 30-by-6-foot screened lanais extend the living areas. The open-air pool includes two beach-entry shelves with bubbler features, four spa jets and two deck jets. Additional features include two tankless water heaters, dual-zone heating and air conditioning systems, a three-car garage and RV parking. A 36-by-24-foot steel building with two 10-foot overhead doors and a walk-in door provides space for storage, workshop use or hobby equipment. This property combines acreage, indoor and outdoor entertaining areas and versatile outbuildings in a setting designed for privacy and flexibility.

… 
$1,255,000
4bedrooms
4bathrooms
land 9,429

By Premier Sotheby's International Realty

36

Contemporary house with pool and garden Winter Park (United States)

This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately introduces the home's refined aesthetic, offering a direct line of sight to the gorgeous herringbone white oak floors in the great room and the sparkling pool just beyond the full glass doors. Anchored by a sleek linear gas fireplace with custom built-ins and floating shelves, the great room provides an inviting yet sophisticated gathering space. The open-concept chef's kitchen is a showpiece in both form and function. Outfitted with Wolf and Sub-Zero appliances, it boasts an eight-burner range with one-and-a-half ovens, an oversized Sub-Zero French door refrigerator with a freezer drawer, a built-in microwave drawer, and a walk-in pantry featuring a wine and beverage tower. Marble counters in all baths continue the home's commitment to refined finishes. The main level primary suite is a serene retreat with a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub framed by dramatic four-by-ten-foot porcelain slabs, a custom walk-in closet, and a private water closet. A flexible fifth bedroom with an ensuite bath offers the perfect option for an office or den. A striking glass-railed staircase leads to the second level, where a spacious lounge area opens to a private covered patio. Three additional ensuite bedrooms, each with custom closet systems, complete the upstairs living quarters. Designed for indoor-outdoor living, the expansive covered lanai includes a summer kitchen with a grill, hood vent, refrigerator, sink, and a dedicated half bath. Overlooking lush landscaping with tropical Clusia hedges and Foxtail palms, the brand-new pool is finished with designer tile that lends a stylish, resort-quality flair. Additional highlights include a spacious storage closet under the staircase, oversized two-car garage, 500-gallon propane tank for easy generator connection, stone paver driveway and durable metal roof. Wonderfully located in a picturesque neighborhood, the property is just minutes from the boutiques and dining of Park Avenue, top-rated public and private schools and offers convenient access to downtown Orlando, the attractions, as well as area airports. A rare opportunity to own a newly constructed home of such quality and craftsmanship in one of Winter Park's most sought-after neighborhoods.

… 
$3,135,000
5bedrooms
6bathrooms
land 1,133

By Premier Sotheby's International Realty

31

House with pool and garden Maitland (United States)

This luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every detail accounted for, it is turnkey with enduring design. Warm wood floors are carried through spaces, kitchen has been opened to living room and flanked with windows allowing natural light to shine. Kitchen features white 42-inch shaker style cabinetry, quartz counters, subway tile backsplash, open shelving and stainless appliances. Counter seating is inviting and creates great kitchen function with loads of counter space for the aspiring chef. Primary suite is spacious with large closet storage, and renovated bath. Secondary bedroom and additional bath add to the flexibility of the unit, a guest room or home office. Indoor laundry makes this lock-and-go lifestyle even more appealing. Custom window treatments, closet system storage, updated HVAC, and fresh paint throughout. The location is pristine with walkability to the Enzian independent theatre, Lake Lily Park with a recreational trail and park, and home to community events, many restaurants and more. A short distance to Winter Park Village and Park Avenue and zoned for incredible schools with Dommerich Elementary, Maitland Middle & Winter Park Highschool. Complex is amenity-rich with sidewalks, community pool, generous dock, shuffleboards and more. Make this rare opportunity yours to own a little slice of this Maitland treasure.

… 
$349,000
2bedrooms
2bathrooms
land 647

By Premier Sotheby's International Realty

Contract pending
50

House with pool and garden Orlando (United States)

Positioned on one of Baldwin Park's desired streets, this impressive estate delivers over 4,000 square feet of intentional design, elevated finishes and undeniable presence. Inside, sophistication reigns with four oversized bedrooms, 3.5 designer baths, a private executive office, bonus loft, and a two-car oversized garage built for collectors and convenience alike. From moment you arrive, the home impresses with beautiful curb appeal, highlighted by a welcoming, expansive front porch and multiple private outdoor spaces to relax and unwind. The first floor offers a formal dining room, formal living room, private office, primary suite, family room, kitchen and a spacious laundry room with ample storage. The heart of the home is a well-equipped kitchen with custom cabinetry, a large center island, pantry, oven with warming drawer, and a butler's coffee/wine bar that flows into an ornate formal dining room, ideal for entertaining. The kitchen opens seamlessly to the inviting family room and overlooks two enchanting Parisian-inspired courtyards with fountains, creating a private outdoor retreat ideal for gatherings. The first-floor primary suite is a luxurious sanctuary with a Jacuzzi tub, separate shower, dual vanities and a custom walk-in closet. Upstairs features three additional bedrooms, two full baths, including a Jack-and-Jill, and a spacious bonus loft, offering comfort and flexibility. Two air conditioner units (2025, 2011), a water heater (2018) and a recently installed roof (2021). Go outside and you're moments from Baldwin Park's Village Center, top-rated schools, boutique shopping, chef-driven dining, resort-style pools, elite fitness centers, scenic lakes and iconic Cady Way Trail. Golf cart to dinner. This is Baldwin Park at its absolute finest!

… 
$1,695,000
4bedrooms
4bathrooms
land 769

By Premier Sotheby's International Realty

50

House with pool Maitland (United States)

One or more photo(s) has been virtually staged. Exceptional value meets timeless elegance in this incredible home nestled in the heart of Maitland, privately situated on a cul de sac within an exclusive gated enclave of custom residences. Perfectly positioned between Lake Sybelia and Lake Catherine, this one owner estate offers a rare blend of sophistication, comfort, and versatility with five spacious bedrooms, four and a half baths, and a three car garage, complemented by soaring ceilings, refined architectural details, and a thoughtfully designed open layout. The gourmet kitchen features solid wood cabinetry, a large island, newer refrigerator, walk in pantry, and dual breakfast bars that seamlessly connect to the formal dining and family rooms, where a cozy gas fireplace and a bar with sink and ice icemaker, create an inviting setting for everyday living and entertaining. Designed with flexibility in mind, this home effortlessly adapts to your family's needs, ideal for traditional living, multigenerational arrangements, a private guest retreat, or a dedicated work from home environment with two wings on the first level. Upstairs, the luxurious owner's retreat provides a peaceful escape with a loft style office and sitting area, dual walk in closets, and a spa inspired bath. Outdoors, enjoy a lush tropical setting featuring a saltwater pool with new equipment, along with papaya trees and blooming amaryllis that create a serene, resort-style atmosphere. Additional highlights include a new roof (2023), first floor laundry with newer appliances, tray ceilings, elegant archways, all just minutes from top rated schools, parks, dining, shopping, Winter Park's Park Avenue and the Winter Park Village as well as many local favorites, offering the perfect combination of privacy, convenience, and endless possibilities to create a space that truly reflects your lifestyle. Enjoy scenic walkability or a bike ride along Lake Sybelia to local cafés, the Sunday Farmers Market, and the Maitland Art Museum in one of Central Florida's most sought after communities. Schedule your private showing today and experience the extraordinary lifestyle this Maitland home provides.

… 
$1,395,500
5bedrooms
5bathrooms
land 1,174

By Premier Sotheby's International Realty

50

House with pool Windermere (United States)

Welcome to this stunning seven-bedroom, five-bath residence in the exclusive guard-gated community of Reserve at Belmere. This beautifully remodeled home offers 4,902 square feet of living space and a functional two-story layout featuring a spacious family room, formal living and dining areas, and a large kitchen with granite countertops, modern cabinetry and stainless steel appliances. The primary suite is on the first floor with a fully renovated bath and custom walk-in closet. Enjoy Florida living at its best with a screened-in pool, spa and a pergola complete with a summer kitchen, ideal for entertaining. The community offers a clubhouse, gym, playground, tennis courts and 24-hour security. Zoned for top-rated schools and just minutes from shopping, dining and major attractions, this home combines elegance, comfort and convenience in one ideal package.

… 
$1,762,000
7bedrooms
5bathrooms
land 1,093

By Premier Sotheby's International Realty

50

House with pool and garden Orlando (United States)

Experience a blend of elegance, comfort and sustainability in this stunning five-bedroom, four-bath residence in the prestigious Royal Legacy Estates. Designed for effortless Florida living, the home features a private pool, a screened lanai with ambient LED lighting, and a fully paid solar panel system that combines luxury with energy efficiency. Positioned on a prime lot just steps from the clubhouse, this home offers privacy, convenience and timeless appeal. Where modern design meets serene living, this property invites you to embrace the lifestyle.

… 
$990,000
5bedrooms
4bathrooms
land 688

By Premier Sotheby's International Realty

50

House with pool and garden Winter Park (United States)

In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths. Entertain in the all-glass conservatory, dedicated theater room with motorized seating and a fully equipped game room. Modern conveniences throughout including gas-powered generators, an elevator and dumbwaiter. Two above-garage apartments provide ideal accommodations for guests and family. Outdoors, enjoy an expansive covered lanai, infinity edge pool and spa, boat dock with jet ski lift, and a summer kitchen complete with wood-burning fireplace, gas grill, refrigerator and icemaker, all overlooking the beautifully landscaped yard and lake. With its private gated entrance, this home is a one-of-a-kind opportunity to enjoy all the amenities Winter Park and Windsong have to offer.

… 
$8,950,000
7bedrooms
11bathrooms
land 6,596

By Premier Sotheby's International Realty

50

House with pool and terrace Orlando (United States)

Turnkey investment in Paradiso Grande, Orlando's premier resort community! This professionally decorated turnkey residence is an income-generating property and vacation retreat. Featuring a private screened pool, covered lanai and open-concept layout, it is meticulously maintained and designed for comfort and style. Residents and guests enjoy the exclusive Aquarius Clubhouse with resort pool, lazy river, game room, café, and fitness center. Ideally in a peaceful neighborhood, just minutes from major highways, shopping, dining and world-famous attractions, only two minutes from SeaWorld, five minutes from the Orlando Convention Center, and a short drive to Walt Disney World. This home blends luxury living and exceptional investment potential.

… 
$898,000
5bedrooms
5bathrooms
land 243

By Premier Sotheby's International Realty

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