333 results in winter park

Winter Park

$ 6,500,000

  • Address 1360 ALABAMA DR
  • Acreage 1.04
  • Sqr Ft 10600 sqft
  • Baths 9
  • Bedrooms 7

Stunning Mediterranean Lakefront Estate. Across from the secret gardens of Kraft Azalea Park sits this palatial 1-acre estate with over 10,000 SF of luxurious living space, private tennis court, reso....

Winter Park

$ 5,200,000

  • Address 1128 PRESERVE POINT DRIVE
  • Acreage 2.09
  • Sqr Ft 6179 sqft
  • Baths 4
  • Bedrooms 4

Located on pristine Lake Berry in the famed Windsong Community, this privately gated contemporary estate is set amid mature oaks and lush landscaping. Situated on over 2 acres and on one of the larges....

Winter Park

$ 4,795,000

  • Address 1941 LEGION DRIVE
  • Acreage 2.38
  • Sqr Ft 9692 sqft
  • Baths 5
  • Bedrooms 5

One of kind Zachary Kauffman masterpiece on 1+acre on Lake Maitland now available. With his renowned attention to quality & detail, this 5+bed/5+bath has timeless traditional features + every modern a....

Winter Park

$ 4,750,000

  • Address 115 PALMER AVENUE
  • Acreage 1.3
  • Sqr Ft 9838 sqft
  • Baths 4
  • Bedrooms 4

Location Location Location! This is your opportunity to own this stunning Winter Park Estate just a short and beautiful walk to Park Avenue and everything it has to offer. The majestic residence sits ....

Winter Park

$ 4,499,000

  • Address 1821 PINETREE ROAD
  • Acreage 0.64
  • Sqr Ft 5006 sqft
  • Baths 6
  • Bedrooms 5

Modern Luxury - Tucked away in the Vias of Winter Park sits this Stylish, Contemporary Smart Home on Lake Maitland. The Brand New Lakefront Residence combines innovative design with brilliant architec....

Winter Park

$ 4,300,000

  • Address 935 GREENTREE DRIVE
  • Acreage 0.62
  • Sqr Ft 4975 sqft
  • Baths 3
  • Bedrooms 4

Exquisite inside and out! This magnificent Georgian-style estate home was meticulously constructed by Posada Custom Homes and is located in one of Winter Park's most desirable neighborhoods offering a....

Winter Park

$ 3,995,000

  • Address 1013 TEMPLE GROVE
  • Acreage 0.69
  • Sqr Ft 5797 sqft
  • Baths 5
  • Bedrooms 5

Beautiful home on Winter Park Chain of Lakes. Stunning estate on Lake Osceola with long private driveway to home that has gorgeous views of pool, gardens and lake. This one of a kind property has it a....

Winter Park

$ 3,675,000

  • Address 1400 GREEN COVE ROAD
  • Acreage 0.85
  • Sqr Ft 6384 sqft
  • Baths 5
  • Bedrooms 5

Timeless, classic, sophisticated, and exceedingly peaceful… A once in a lifetime opportunity to live in a premier Winter Park Chain of Lakes estate home on almost an acre, walking distance to downto....

Winter Park

$ 3,500,000

  • Address 2170 W FAWSETT ROAD
  • Acreage 1.22
  • Sqr Ft 6589 sqft
  • Baths 5
  • Bedrooms 5

A rare opportunity to own one of Winter Park’s most distinguished homes. This beautiful, Tudor style, Lakefront home with guest house sits on over 1.2 acres on Lake Sue. This impeccably well-maintai....

Winter Park

$ 3,500,000

  • Address 455 LAKEWOOD DRIVE
  • Acreage 0.62
  • Sqr Ft 5018 sqft
  • Baths 4
  • Bedrooms 4

Private and sophisticated Winter Park lakefront with stunning views of Lake Osceola. Light and bright with a very open floor plan this residence offers great space for entertainment. The home feature....

Winter Park

$ 3,400,000

  • Address 1637 CHASE LANDING WAY
  • Acreage 0.71
  • Sqr Ft 6272 sqft
  • Baths 5
  • Bedrooms 5

This exquisite lakefront mansion is nested within the exclusive Windsong Preserve Point community in Winter Park and features an unobstructed view of Lake Berry. The house underwent a no expense spare....

Winter Park

$ 3,400,000

  • Address 1230 N PARK AVENUE
  • Acreage 0.97
  • Sqr Ft 5235 sqft
  • Baths 5
  • Bedrooms 5

Winter Park- Beautiful estate right off Park Avenue in the private Twelve Oaks peninsula subdivision. The residence sits on a 0.97 acre lot, offering the uncommon luxury of green space, a guest house,....

Winter Park

$ 3,250,000

  • Address 409 GENIUS DRIVE
  • Acreage 0.62
  • Sqr Ft 7433 sqft
  • Baths 6
  • Bedrooms 5

This meticulous Mediterranean-style masterpiece looks brand-new and is truly one-of-a-kind, showcasing attention to detail throughout. Encompassing a grand total of 10,072 square feet, the well-appoin....

Winter Park

$ 3,175,000

  • Address 740 PALMER AVENUE
  • Acreage 2.79
  • Sqr Ft 4810 sqft
  • Baths 4
  • Bedrooms 5

If you’re looking for the quintessential Winter Park Lakefront Estate Home this is it! Designed by acclaimed architect Gamble Rogers this magnificent home has double waterfrontage on both Lake Osce....

Winter Park

$ 2,995,000

  • Address
  • Acreage 0.57
  • Sqr Ft 8910 sqft
  • Baths 6
  • Bedrooms 5

Masterful design and modern luxury are uniquely embodied in this Spectacular Mid-Century Modern Estate. Stylish simplicity, extensive use of glass, and open design forge a connection with nature. Expa....

Winter Park

$ 2,795,000

  • Address 2010 W FAWSETT ROAD
  • Acreage 0.43
  • Sqr Ft 6786 sqft
  • Baths 6
  • Bedrooms 5

Welcome to Casa Bella Vista. Magnificent one-owner Mediterranean lakefront featuring quality and character throughout capturing lake views from almost every room with an elevated vantage point of Lake....

Winter Park

$ 2,749,000

  • Address 2218 VIA TUSCANY
  • Acreage 0.26
  • Sqr Ft 4423 sqft
  • Baths 5
  • Bedrooms 5

Under Construction! Welcome to this very special custom home built by Zoltan Homes. Situated in a prime location in Winter Park. Tremendous open floor plan with over 11ft ceilings on the first floor a....

Winter Park

$ 2,645,000

  • Address 900 N PARK AVENUE
  • Acreage 0.41
  • Sqr Ft 5035 sqft
  • Baths 5
  • Bedrooms 5

Elegant Mediterranean Estate custom built by Carlos Posada in the middle of downtown Winter Park on prestigious Park Avenue. The main residence sits on almost half an acre and also has a guest apartme....

Winter Park

$ 2,595,000

  • Address 581 SYLVAN DRIVE
  • Acreage 0.73
  • Sqr Ft 4503 sqft
  • Baths 4
  • Bedrooms 3

This premier Winter Park lakefront property on Lake Osceola provides an opportunity to build anew, renovate or use existing home on an absolutely beautiful elevated lot of approximately 0.75 acres. It....

Winter Park

$ 2,499,000

  • Address 699 OSCEOLA AVENUE
  • Acreage 0.9
  • Sqr Ft 5062 sqft
  • Baths 3
  • Bedrooms 5

Unique infusion of a Tuscany Villa describe this 5 Bedroom Lakefront Estate. Perfectly located in downtown Winter Park, the estate has been professionally updated, yet has the character, warmth, and a....

Winter Park

$ 2,445,000

  • Address 1760 W FAWSETT ROAD
  • Acreage 0.3
  • Sqr Ft 4637 sqft
  • Baths 6
  • Bedrooms 6

Stunning, newly built, and redesigned home in the Heart of Winter Park! Built in 2017, this gorgeous 6 bedroom, 6.5 bath pool home offers a modern, sophisticated interior with high end finishes, and ....

Winter Park

$ 2,350,000

  • Address 1760 VIA VENETIA
  • Acreage 0.42
  • Sqr Ft 6242 sqft
  • Baths 5
  • Bedrooms 4

Meticulously constructed 4 Bedroom 6 full and 1 half bath 6242 square foot New Orleans plantation (South Carolina low country) style pool home is situated on a beautiful oversized lot in the “Very V....

Winter Park

$ 2,325,000

  • Address 121 W KINGS WAY
  • Acreage 0.4
  • Sqr Ft 5504 sqft
  • Baths 5
  • Bedrooms 5

This Stunning and Elegant new Transitional Style home welcomes you to old Winter Park. With an open floor plan, soaring ceilings, great natural light, this 5 bedroom 5 bath+ pool home affords both lux....

Winter Park

$ 2,299,000

  • Address 2171 FORREST ROAD
  • Acreage 0.26
  • Sqr Ft 4536 sqft
  • Baths 6
  • Bedrooms 5

New price listed below appraisal! Don’t miss out on this magnificent home in one of Winter Parks most desirable areas near Lake Sue! This is a transitional Rex-Tibbs built home that is a one of a ki....