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luxury apartments / penthouses with pool for sale Winter Park, United States

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27

Apartment with pool Winter Park (United States)

Virtually Staged. Updated two-bedroom, two-bath residence offering 908 square feet and a first-floor, pool-facing location in Mead Garden Condominium. The move-in-ready interior features luxury vinyl plank flooring throughout the living areas and bedrooms, tile flooring in the baths and defined living and dining spaces. The kitchen is appointed with white transitional cabinetry, granite countertops, a white subway tile backsplash and stainless steel appliances, including a refrigerator, range, microwave and dishwasher. A pass-through to the dining area incorporates built-in cabinetry, glass-front display storage and additional counter space. The dining area flows into the living room, where sliding glass doors open to a screened-in porch overlooking the community pool and landscaped grounds. The primary bedroom features natural light from a pool-facing window, built-in closet storage and an en-suite bath with a walk-in shower and white tile surround. A second bedroom provides flexible space for a variety of uses, while the second full bath offers a tub and shower combination. Additional features include a newer water heater, updated plumbing fixtures and convenient access to the community laundry room just outside the residence. From 1250 South Denning Drive, Residence 127 offers proximity to Mead Botanical Garden, Rollins College, Park Avenue, Azalea Park, Seven Oaks Park and Winter Park dining and retail.

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$245,000
2bedrooms
2bathrooms
land 0ha

By Premier Sotheby's International Realty

30

House with terrace Winter Park (United States)

Steps from Park Avenue and just moments from Winter Park Village, this architecturally stunning 2023-BUILT Vilasa townhome blends modern luxury with the timeless elegance of Winter Park living. Designed by Nasrallah Architectural Group, Ted Maines Interiors, and Jordan Builders, the residence showcases an Alys Beach-inspired aesthetic with warm wood accents, wrought iron detailing, and two-story block construction for enduring quality. Inside, sophistication is evident throughout: 13' ceilings on the main level and 10' upstairs, level four wall finishes, Pella double pane windows, and curated designer lighting create a refined atmosphere. The chef's kitchen is a centerpiece with high end flat panel cabinetry, quartz surfaces, Thermador appliances, and an expansive quartz waterfall island overlooking lush greenery. A private IN-UNIT ELEVATOR offers a level of luxury and convenience rarely found in Winter Park townhomes, providing effortless movement between floors and enhancing the home's lock-and-leave lifestyle. The primary retreat offers a serene escape with a loft for office or wellness space, a spa caliber bath with soaking tub and oversized shower, and generous closet options. Two additional bedrooms with designer finishes complete the second level, ideal for guests, office, or fitness space. Outdoor living is exceptional with an expansive 40' x 20' PRIVATE FENCED IN BACKYARD and covered patio extending from the sliding glass doors - a rare feature in Winter Park townhomes. A 2-car garage with insulated doors completes the residence. Live surrounded by Winter Park's best dining, boutiques, museums, lakes, Rollins College. Walk to Park Avenue, Hannibal Square, the shops and restaurants of Winter Park Village. Luxury, location, and lifestyle in perfect balance.

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$1,399,000
240m²
3bedrooms
2bathrooms

By Annonceur International

8 listings near Winter Park

Nearby
40

Apartment with pool Orlando (United States)

Welcome to The Vue, where sophisticated downtown living meets exceptional amenities and breathtaking views. This stunning one-bedroom, one-and-a-half-bath residence features dramatic floor-to-ceiling glass walls that fill the open-concept living space with natural light and showcase the energy of downtown Orlando. The thoughtfully designed floor plan flows seamlessly from the spacious living and dining areas into a gourmet kitchen featuring warm-toned cabinetry and a stylish, inviting atmosphere. Upstairs, the beautiful primary suite offers a private retreat with the comfort and elegance you would expect from luxury city living. Go outside your front door and into a lifestyle designed for convenience and enjoyment. The Vue offers an impressive 30,000-square-foot amenity deck featuring a resort-style swimming pool, outdoor grilling areas, tennis and basketball courts and a 500-square-foot fitness center. Additional amenities include 24-hour concierge and security services and a business center. Ideally located in the heart of downtown, The Vue places you just moments from vibrant nightlife, dining, entertainment, outdoor activities and the beauty of nearby Lake Eola. Experience the best of downtown Orlando living at The Vue.

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$249,900
1bedroom
2bathrooms

By Premier Sotheby's International Realty

Nearby
25

Apartment with terrace and pool Orlando (United States)

This outstanding 17th-floor luxury home in the Sanctuary is complete with 24-hour concierge, security, valet parking, state-of-the-art fitness center with steam room and sauna, infinity pool, recreation or media room, secured resident parking, climate-controlled additional storage on your floor and so much more. Centrally located, you are minutes to casual and fine dining, shopping, commuter rail system, minutes from two major hospitals and more. Make your way down the beautiful tree-lined brick streets to Lake Eola to enjoy one of Orlando's most beautiful parks.

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$475,000
2bedrooms
3bathrooms
land 0.3ha

By Premier Sotheby's International Realty

Nearby
30

Apartment with terrace and pool Orlando (United States)

Welcome to Penthouse 119, an unparalleled residence at the most sought-after address in downtown Orlando. Opportunities to acquire a penthouse of this scale and sophistication are rare-this is truly a one-of-a-kind offering. From the expansive, wraparound terrace, soak in breathtaking panoramic views of the city skyline where every angle exudes elegance. As you step through the grand foyer, you are immediately greeted by an exquisite display of craftsmanship: lustrous marble floors, custom-designed wallpaper, double tray ceilings, and ambient lighting that casts a soft glow over embossed crown molding. Towering floor-to-ceiling windows flood the space with natural light, creating a perfect harmony of luxury and openness. This magnificent home features three spacious bedroom suites, including dual master retreats, one complete with a serene sitting area and a built-in library. Private balcony access from each bedroom to the expansive wrap-around, panoramic views of downtown and the city. A private office with custom cabinetry offers an ideal space for work, while the theater room provides the ultimate in-home entertainment experience. Exclusive to Penthouse 119, four assigned parking spaces in the secure, gated garage provide convenience and ease. Additionally, two electric car charging stations are available for rent, ensuring that all your needs are met with the utmost attention to detail. The Sanctuary offers the epitome of full-service living, with a dedicated concierge team to cater to your every need. Step outside and find an array of world-class dining and retail options just moments away. The building's premier amenities include a resort-style pool with private cabanas, grilling stations and the cutting-edge fitness center ensures you can maintain your lifestyle with ease. Unwind in the luxurious sauna and steam rooms or entertain in the resident's lounge, which features a media room and catering kitchen for hosting unforgettable events. Close proximity to the Kia Center, Publix, boutique shopping, and vibrant nightlife, this residence presents the perfect balance of luxury living and urban convenience. The Orlando Executive Airport is just a 10-minute drive, providing effortless access to both domestic and international travel. Penthouse 119 at The Sanctuary is not just a home; it's an experience-where location, design, and luxury converge. Property may be under AV surveillance.

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$2,995,000
394m²
4bedrooms
3bathrooms

By Annonceur International

Nearby
50

Apartment with pool Orlando (United States)

Positioned on the northeast corner of the 10th floor at Star Tower, this downtown Orlando residence was reimagined by Ted Maines Interiors with custom finishes and unobstructed east-facing views from the living room, kitchen and primary suite. The redesigned kitchen features custom cabinetry, quartz countertops, a reflective backsplash and Sub-Zero, Wolf and Miele appliances. Engineered hardwood flooring extends throughout the residence, complemented by Buster + Punch hardware, switches and outlets and Flos designer lighting. Floor-to-ceiling tinted windows provide natural light and privacy, while Hunter Douglas motorized solar roller shades offer additional light control throughout. The primary suite includes a spacious walk-in closet, while the second bedroom provides an additional walk-in closet. Laundry and mechanical closets offer further storage. Two side-by-side assigned parking spaces on the fifth floor are included. Custom furnishings may also be available for separate purchase. Star Tower amenities include 24-hour concierge service, a fitness center and a rooftop amenity level with a resort-style pool, spa and entertainment lounge overlooking the downtown Orlando skyline. The rooftop setting also provides elevated views for area fireworks and rocket launches. Located near Thornton Park, Lake Eola and the Dr. Phillips Center, the residence offers convenient access to downtown Orlando dining, entertainment and cultural destinations. Thornton Park's Washington Street adds boutiques, restaurants, wine bars, sidewalk cafés and a European-inspired streetscape within blocks of Star Tower. Schedule your private showing today.

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$835,000
2bedrooms
3bathrooms
land 0.2ha

By Premier Sotheby's International Realty

Nearby
31

Apartment with terrace and pool Orlando (United States)

Experience luxury high-rise living in the heart of downtown Orlando. Discover the ultimate urban lifestyle in this stunning 2-bedroom, 2-bath luxury condominium at Star Tower Orlando, one of downtown Orlando's most sought-after high-rise communities. From the moment you enter, you'll be captivated by panoramic city skyline views through dramatic floor-to-ceiling glass walls. The modern chef's kitchen is a showstopper, featuring custom cabinetry, quartz countertops, and top-of-the-line Sub-Zero, Wolf, and Miele appliances. The open-concept living and dining areas create a seamless flow, perfect for entertaining or relaxing in style. The primary suite offers a spa-inspired retreat with a soaking tub, spacious walk-in shower, and elegant quartzite surfaces. Enjoy the convenience of two premium parking spaces located near the elevators, along with resort-style amenities including a rooftop pool and terrace, fitness center, concierge service, and 24-hour security. Located just steps from Lake Eola, Dr. Phillips Performing Arts Center, Amway Center, and the city's best dining and nightlife, this residence offers the perfect balance of luxury, comfort, and convenience. Schedule your private showing today and experience downtown Orlando living at its finest at Star Tower Condominium.

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$674,900
2bedrooms
3bathrooms
land 0.2ha

By Premier Sotheby's International Realty

Nearby
37

Apartment with pool Orlando (United States)

Welcome to Island Club, a gated community in Orlando! This beautifully updated three-bedroom, 2.5-bath home offers a private heated screened-in pool, a two-car garage, a spacious living room with a wood-burning fireplace and a separate dining room. The home has been thoughtfully maintained, with major updates throughout. A new barrel tile cement roof with underlayment and new gutters were installed in September 2026. The interior was freshly painted in 2025, and the pool deck and exterior cement block walls were freshly painted in 2024. The primary bath was renovated in 2020, along with the installation of a new HVAC system, including the compressor and air handler, and an energy-efficient water heater. New overhead water supply pipes were installed throughout the home in 2019. The custom-renovated kitchen, completed in 2021, is a standout feature, offering custom cabinetry with soft-close doors and drawers, polished granite countertops with natural edges, a custom tile backsplash, a copper undermount sink, and a touch-operated faucet with an integrated pot-filler feature. Additional details include a solid-wood barn door pantry, a built-in cabinet with antique glass doors and interior lighting, under-cabinet lighting, and quality appliances, including a French-door refrigerator, extra-quiet Bosch dishwasher, microwave installed in the lower cabinetry and LG double oven, complemented by a full-size copper overhead range exhaust hood. The downstairs primary suite offers a private, walled courtyard, direct access to the pool deck, and custom closet shelving installed in 2025. The primary bath, renovated in 2020, features a custom-tiled walk-in shower, rain-style showerhead, glass-block divider and a high-set triple-pane window. Upstairs are the remaining bedrooms, along with access to a full bath. Matching vinyl flooring in the upstairs bedrooms and hallway coordinates with the downstairs flooring for a cohesive look throughout the home. Additional interior features include a skylight in the upstairs bath, ceiling fans throughout most of the home and a GE Wi-Fi thermostat. Enjoy your private outdoor retreat with an in-ground Gunite swimming pool, screened pool deck, automatic pool cleaner, energy-efficient variable-speed pool pump installed, and heat pump pool heater (both new in 2022). The pool deck is accessible from the kitchen, living room and primary bedroom, making it easy to enjoy the outdoor space from multiple areas of the home. The home also offers a two-car garage and three designated outdoor parking spaces, along with two additional nearby guest parking spaces shared with neighboring households. The Island Club HOA covers professionally maintained landscaping and grounds, roof maintenance, exterior painting, and access to the community clubhouse, fitness center and Olympic-size community swimming pool. Community-wide exterior painting is planned for 2027. Conveniently near major roadways, shopping, dining and everyday amenities, the community also offers easy access to downtown Orlando and surrounding areas.

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$284,999
3bedrooms
3bathrooms
land 0ha

By Premier Sotheby's International Realty

Nearby
18

Apartment with terrace and pool Orlando (United States)

Start earning potential rental income from day one. Leased through September 2026, this is a gorgeous one-bedroom, 1.5-bath, 800-plus-square-foot, second-floor condominium in centrally located Lake View on Lake Fredrica community. Great location, right by Semoran/Curry Ford intersection, Orlando International Airport and minutes from downtown Orlando. The neighborhood is dotted with mature pine and oak trees, Spanish moss hanging from them. Beautiful garden views throughout. Sturdy all-block construction. Freshly painted unit with soothing Navajo Sand walls and white trim throughout. Spacious kitchen featuring handsome wood veneer cabinetry and modern appliances. Comfortable living/dining room areas with lots of windows and light. Bright primary bedroom with sliding glass door leading out to an ample screened veranda. Main bath features a tub. Ice cold air conditioner, large closets, and plenty of storage in bedroom and baths. In-unit washer and dryer. Very clean. Designated parking space and plenty of guest parking available. Great amenities include pool and tennis courts. See for yourself!

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$119,495
1bedroom
2bathrooms

By Premier Sotheby's International Realty

Nearby
30

Apartment with terrace and pool Orlando (United States)

Under Construction. Under Construction. Visit our sales center at 505 Main St Windermere. Welcome to Cypress Sound, an exclusive boutique condominium community where timeless architecture, refined interiors, and effortless luxury come together in one of Central Florida's most coveted locations. This exceptional third-floor residence offers 2,408 square feet of impeccably designed living space with 341 square feet of private verandas, creating a sophisticated retreat that seamlessly blends elegant interiors with outdoor living. A private elevator opens to your exclusive residence entry, setting the tone for the elevated lifestyle that awaits. Designed for both grand entertaining and everyday comfort, the expansive open-concept floor plan is centered around a stunning gourmet kitchen featuring Dacor appliances, custom Appenin cabinetry, a generous quartz center island, and a walk-in pantry. The kitchen flows effortlessly into the spacious dining and great room, where walls of glass invite abundant natural light and open to a covered veranda—perfect for morning coffee, evening cocktails, or intimate gatherings. Privately situated, the luxurious owner's suite is a serene sanctuary featuring a spacious custom walk-in closet and a spa-inspired bath complete with dual vanities, a freestanding Signature Hardware soaking tub, oversized walk-in shower, and private water closet. Two additional guest suites, each with walk-in closets, are thoughtfully positioned in their own wing of the residence, offering exceptional comfort and privacy for family and guests. A powder bath, dedicated laundry room, and abundant storage further enhance the home's thoughtful design. Life at Cypress Sound extends beyond your front door with an exceptional collection of resort-inspired amenities, including a beautifully appointed residents' club, state-of-the-art fitness center, resort-style pool and spa, scenic walking trails, and meticulously landscaped grounds—all within an intimate gated community of just 84 luxury residences. Perfectly positioned just minutes from Windermere, Dr. Phillips, Restaurant Row, Disney Springs, championship golf, and Orlando's premier destinations, Cypress Sound offers the rare opportunity to enjoy the spaciousness and privacy of a luxury home with the ease of an elevated, lock-and-leave lifestyle.

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$1,350,000
224m²
3bedrooms
3bathrooms
land 6.2ha

By Annonceur International

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  • Winter Park, United States, +30 km
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  • Pool

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The agencies at Winter Park

These agencies offer a selection of luxury properties vente at Winter Park. Feel free to contact them for personalized assistance.