Homes for Sale in 32789 with Pool

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  $1,499,000

  • 4 Beds
  • 4 Baths
  • 3,116 Sq Ft

  1429 Chapman Cir, Winter Park, FL 32789

  Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels.The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable

  Greg Martinez CORCORAN PREMIER REALTY

  1429 Chapman Cir, Winter Park, FL 32789
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  $1,170,000

  • 3 Beds
  • 2 Baths
  • 2,342 Sq Ft

  632 Country Club Dr, Winter Park, FL 32789

  Experience lakeside living in Winter Park, FL with this custom LAKEFRONT PROPERTY on the shores of Lake Killarney, a 234 acre PRIVATE LAKE. There are a limited number of lakefront properties within the City, especially on skiable lakes, so this home presents a unique opportunity. Boasting an EXPANSIVE DOCK, one that’s grander than current building standards allow (but is grandfathered in), this

  Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

  632 Country Club Dr, Winter Park, FL 32789
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  $1,999,993

  • 6 Beds
  • 4 Baths
  • 3,853 Sq Ft

  1451 Lyndale Blvd, Winter Park, FL 32789

  **Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of

  Christopher Soucy REALTY ONE GROUP MVP

  1451 Lyndale Blvd, Winter Park, FL 32789
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  $215,000

  • 1 Bed
  • 1 Bath
  • 772 Sq Ft

  700 Melrose Ave Unit K32, Winter Park, FL 32789

  Discover Winter Park Gardens, an exclusive 55+ community nestled in the heart of historic Winter Park! Welcome to your private oasis at this one-bedroom, one-bathroom condo on the tranquil third floor, accessible by elevator. Enjoy sweeping views of the pool and beautifully landscaped courtyard from your unit, which includes a spacious storage closet in the foyer. Convenience is key with elevator

  Erica Diltz BALDWIN PARK REALTY LLC

  700 Melrose Ave Unit K32, Winter Park, FL 32789
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  $449,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  311 E Morse Blvd Unit 7-2, Winter Park, FL 32789

  Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box located just steps from Park Avenue. This fully renovated, one-bedroom, one-bathroom condo offers 900 ft2 of single-story, ground-floor, corner-unit living. The 2018 full renovation was extensive and included new electrical re-wiring and plumbing. The scope of the renovation extended to creating new conditioned space,

  Padgett McCormick KELLY PRICE & COMPANY LLC

  311 E Morse Blvd Unit 7-2, Winter Park, FL 32789
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  $2,070,000

  • 6 Beds
  • 3.5 Baths
  • 3,554 Sq Ft

  2234 Via Luna, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. NEW IMPROVED PRICING! Newly Renovated Partially Furnished Home in the Beautiful Via’s of Winter Park! Privately located on a large wrap around corner lot. It is meticulously maintained with eye-catching curb appeal with mature magnolia trees and beautiful landscaping with newly installed lighting to illuminate at night. This stunning 6 bedroom and

  Iram Hashmi LOKATION

  2234 Via Luna, Winter Park, FL 32789
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  $2,750,000

  • 8 Beds
  • 6 Baths
  • 7,000 Sq Ft

  1860 Via Contessa, Winter Park, FL 32789

  Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood, offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere. Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The

  Sylvester Harding SIERRA REALTY GROUP LLC

  1860 Via Contessa, Winter Park, FL 32789
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  $210,000

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit C202, Winter Park, FL 32789

  This property located in a peaceful community and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This property can

  Hoover Yap PRIMESTATE REALTY, INC.

  1695 Lee Rd Unit C202, Winter Park, FL 32789
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  $4,750,000 Open Tue 12PM - 2PM

  • 4 Beds
  • 5.5 Baths
  • 3,850 Sq Ft

  1150 Via Salerno, Winter Park, FL 32789

  In the heart of Winter Park’s coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Designed and developed by Steve and Jodie Warrick Konold of Scout & Co., the 3,850 sf layout offers 4 bedrooms & 5.5 baths, wrapped in the intentional privacy of a luxury retreat. Beyond its terraced walkway and

  Padgett McCormick KELLY PRICE & COMPANY LLC

  1150 Via Salerno, Winter Park, FL 32789
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  $3,895,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,055 Sq Ft

  1820 Glencoe Rd, Winter Park, FL 32789

  Welcome to your dream home—a masterfully designed, Dutch West Indies-inspired custom residence that blends timeless elegance with modern luxury. Built by FG Schaub Custom Homes, this home features five bedrooms, five full bathrooms, two half bathrooms, and a dedicated home office, all thoughtfully designed for comfort and sophistication within 4,055sqft. of living space.Stepping into the

  Laura Earl CORCORAN PREMIER REALTY

  1820 Glencoe Rd, Winter Park, FL 32789
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  $1,575,000 New Construction

  • 5 Beds
  • 4 Baths
  • 2,895 Sq Ft

  1473 Berkshire Ave, Winter Park, FL 32789

  Under Construction. Brand-New 2025 Mediterranean Luxury in Historic Winter ParkIntroducing 1473 Berkshire Avenue — a just-completed luxury residence nestled on one of Winter Park’s most peaceful, tree-lined, and century-old streets. This two-story Mediterranean masterpiece delivers the perfect blend of timeless architecture and contemporary design, offering 5 bedrooms, 4 bathrooms, and nearly

  Milena Fernandes GOLDEN GROUP REALTY LLC

  1473 Berkshire Ave, Winter Park, FL 32789
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  $1,695,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,743 Sq Ft

  1780 Mizell Ave, Winter Park, FL 32789

  Experience the height of modern luxury in this newly constructed home, masterfully designed by esteemed architect Gary Hancock and ideally in the heart of Winter Park. Offering nearly 2,800 square feet of refined living space, this four-bedroom, four-bath residence seamlessly blends timeless design with high-end finishes, creating an elevated lifestyle. Enter to soaring 10-foot ceilings on both

  Megan Byers PREMIER SOTHEBY'S INTL. REALTY

  1780 Mizell Ave, Winter Park, FL 32789
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  $3,150,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,553 Sq Ft

  541 W Canton Ave, Winter Park, FL 32789

  Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue—an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm.From its dormer windows

  Bianca Rey KELLER WILLIAMS WINTER PARK

  541 W Canton Ave, Winter Park, FL 32789
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  $3,490,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,205 Sq Ft

  1910 Glencoe Rd, Winter Park, FL 32789

  Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand-new construction embodies the perfect fusion of contemporary design, timeless elegance, and exceptional quality offering 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and over 4,200 square feet of thoughtfully designed luxury living space. As you step through

  Julie Christensen COMPASS FLORIDA LLC

  1910 Glencoe Rd, Winter Park, FL 32789
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  $4,100,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 4,782 Sq Ft

  1782 Pine Ave, Winter Park, FL 32789

  Under Construction. UNDER CONSTURCTION.....Step into this stunning West-Indies inspired luxury home crafted by Nautilus Homes, where tropical charm meets timeless elegance. An architectural masterpiece in the heart of City of Winter Park. Exquisite Interior Features that are offered starts with entering the grand foyer with 10ft high ceiling and the flex room and formal dining to your left and

  Prentice Williams EXP REALTY LLC

  1782 Pine Ave, Winter Park, FL 32789
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  $4,950,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 6,406 Sq Ft

  1660 Palmer Ave, Winter Park, FL 32789

  New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1660 Palmer Ave, Winter Park, FL 32789
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  $1,664,900 New Construction

  • 4 Beds
  • 5 Baths
  • 2,812 Sq Ft

  607 Ellen Dr, Winter Park, FL 32789

  Step into refined living at 607 Ellen Drive, a brand-new two-story modern minimalist home by award-winning Lazarus Winter Park. With 2,812 square feet, this stunning residence offers four bedrooms, a dedicated office, and a luxurious first-floor primary suite. Light oak wide-plank floors and glass stair railings create a sleek, airy aesthetic. Expansive sliding glass doors fully open to a private

  Doug Addeo COMMUNITY REALTY ASSOCIATES

  607 Ellen Dr, Winter Park, FL 32789
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  $1,095,000

  • 3 Beds
  • 3 Baths
  • 2,349 Sq Ft

  505 Westminster St, Orlando, FL 32803

  Exquisite, Completely Renovated Pool Home in Orwin Manor!$1,095,000 | 3 Bedrooms | 3 Full Baths | 2,349 SFDiscover the perfect marriage of timeless elegance and modern sophistication in this meticulously renovated 1947 estate, masterfully transformed by the renowned Maroon Fine Homes. This exceptional property showcases impeccable craftsmanship and thoughtful design throughout its

  Kelly Price KELLY PRICE & COMPANY LLC

  505 Westminster St, Orlando, FL 32803
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  $1,499,000

  • 4 Beds
  • 2 Baths
  • 2,960 Sq Ft

  2047 Howell Branch Rd, Maitland, FL 32751

  The home you’ve been searching for has officially hit the market! Welcome to 2047 Howell Branch Road, the four bedroom, two bath home offering 2960 square feet of pure comfort. The beautiful exterior with its striking curb appeal will immediately draw you in before you even set foot inside. Entering through the foyer, you will feel a welcoming ambiance being flanked by a home office on one side

  Shelby Smith KELLY PRICE & COMPANY LLC

  2047 Howell Branch Rd, Maitland, FL 32751
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  $3,995,000

  • 5 Beds
  • 4.5 Baths
  • 4,819 Sq Ft

  350 Northwind Rd, Maitland, FL 32751

  Exclusive Preview Event on 7.5.25 from 12 to 4. Nestled within the exclusive 9-acre Lake Maitland Owl Preserve, this architecturally stunning 5-bedroom, 5-bath contemporary residence offers an exceptional blend of style, function, and serenity. Designed by renowned architect Jose Vengas, the home is a true modern oasis surrounded by natural beauty.Soaring ceilings and

  Dianna Desboyaux SOUTHERN REALTY GROUP LLC

  350 Northwind Rd, Maitland, FL 32751
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  $1,097,000

  • 3 Beds
  • 3 Baths
  • 2,460 Sq Ft

  1901 Lake Sue Dr, Orlando, FL 32803

  One story, 3-bedroom, 3 bath, RENOVATED home with resort-style backyard and screened lap pool is ready to move in to. It features a modern kitchen with a marble Breakfast bar, marble countertops and stainless-steel appliances. An Open floor plan with lots of natural light flowing throughout. The huge primary Bedroom suite with sitting area and private bath, his and hers closets, opens to the

  Pamela Stewart REALCOM REAL ESTATE SERVICES INC

  1901 Lake Sue Dr, Orlando, FL 32803
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  $599,900

  • 2 Beds
  • 2.5 Baths
  • 1,897 Sq Ft

  2979 Upper Park Rd, Orlando, FL 32814

  Stately Townhome in Baldwin Park! Welcome to this exquisite townhome, ideally situated adjacent to the charming Windsong community and the well-established City of Winter Park. This spacious residence offers a refined living experience with a perfect blend of comfort and elegance.Upon entry, you are greeted by a formal living and dining room, providing an open and inviting space for entertaining

  Timothy Bratcher COLDWELL BANKER RESIDENTIAL RE

  2979 Upper Park Rd, Orlando, FL 32814

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