Homes for Sale in 32789 with View

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  /44

  $989,500

  • 1 Bed
  • 1.5 Baths
  • 1,109 Sq Ft

  269 E Canton Ave Unit 269, Winter Park, FL 32789

  Winterset is celebrated for its boutique scale, mature landscaping, and timeless Winter Park character. Residents enjoy glimpses of Lake Osceola, tranquil surroundings beneath stately oaks, and the privilege of living in a community where privacy and exclusivity are paramount. This fully remodeled Penthouse Suite's location is unmatched—one block to Park Avenue, offering effortless access to fine

  Catherine Williams COLDWELL BANKER REALTY

  269 E Canton Ave Unit 269, Winter Park, FL 32789
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  /2

  $5,250,000

  $930K PRICE DROP

  • 5 Beds
  • 6.5 Baths
  • 7,278 Sq Ft

  2211 Azalea Place, Winter Park, FL 32789

  Luxurious waterfront estate in one of Winter Park’s most prestigious neighborhoods, offering 7,278 SF of elegant living with direct canal access to Lake Maitland. This 5-bedroom, 6.5-bath home features all en-suite bedrooms, including two on the main floor, a gourmet kitchen with Viking appliances, three fireplaces, a theater room, a game room, an office, dual laundry rooms, and dual staircases.

  James Coombs Fortune Christie's International Real Estate

  2211 Azalea Place, Winter Park, FL 32789
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  /85

  $4,285,000

  • 4 Beds
  • 5.5 Baths
  • 4,066 Sq Ft

  1441 Cardinal Ct, Winter Park, FL 32789

  Beautifully built in 2022 by Lonnie Richardson, this custom one-story home sits on a quiet cul-de-sac in the heart of Winter Park. Designed with a modern, timeless style, it offers luxury finishes paired with a warm, comfortable feel. The home features 4,060 square feet, including four en-suite bedrooms, five full bathrooms, a powder bath, and a bonus room with a built-in office. The spacious

  Damian Bergler CHARLES RUTENBERG REALTY ORLANDO

  1441 Cardinal Ct, Winter Park, FL 32789
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  /31

  $239,000

  • 1 Bed
  • 1 Bath
  • 582 Sq Ft

  151 N Orlando Ave Unit 259, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Welcome to Lake Killarney Living — where Winter Park charm meets everyday convenience.Discover this beautifully appointed condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, premier dining, boutique shopping, and the peaceful waters of Lake Killarney. This is low-maintenance,

  Ryan Solberg MAXLIFE REALTY LLC

  151 N Orlando Ave Unit 259, Winter Park, FL 32789
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  /2

  $1,450,000

  • Land
  • 8,276 Sq Ft
  • $7,631,579 per Acre

  120 Broadview Ave, Winter Park, FL 32789

  STUNNING SUNSET VIEWS OF LAKE KILLARNEY FROM THIS CORNER LOT SITUATED ON A SERENE PRIVATE BRICK DEAD END STREET WITH 65 FEET OF LAKE FRONTAGE. BUILD YOUR LAKEFRONT DREAM HOME AND ADD A BOAT DOCK FOR THIS PRIVATE LAKE EXPERIENCE. THIS IS A RARE FIND IN WINTER PARK. SELLER IS ALSO OFFERING TO EXTEND CURRENT LOT TO INCLUDE AN ADDITIONAL 30 X 65 FROM BACK LOT LINE. THIS ADDED LAND BRINGS THE LOT SIZE

  David Murray PROMAX PROPERTY SOLUTIONS

  120 Broadview Ave, Winter Park, FL 32789
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  /27

  $99,000

  $16K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  1695 Lee Rd Unit B210, Winter Park, FL 32789

  This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

  giuseppina moriconi GM SUNSHINE REALTY LLC

  1695 Lee Rd Unit B210, Winter Park, FL 32789
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  /40

  $359,000

  $70K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft

  311 E Morse Blvd Unit 7-5, Winter Park, FL 32789

  Major Price Improvement! Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condominium located just steps from Park Avenue and fabulous historic downtown Winter Park! This architectural mid-century beauty was built in 1960 and has survived every major hurricane since then. Whispering Waters has passed the Milestone and Structural Integrity Reserve Study

  Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO

  311 E Morse Blvd Unit 7-5, Winter Park, FL 32789
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  /52

  $224,999

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 202, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. MILLIONAIRE LIFESTYLE HIDDEN GEM • LAKE ACCESS • 2 BED / 2 BATH CONDO ON LAKE KILLARNEY • PRIME WINTER PARK LOCATION • LOW HOA Outstanding Opportunity to live the Florida Lifestyle in your private walkable Lakefront Enclave. Includes Direct Lake Access, Private Dock, Loungers and seating, Picnic areas and landscaping, Boat Slip, and a Private Pool &

  Alison Maltby THE ANDERSON GROUP & CO PL

  2500 Lee Rd Unit 202, Winter Park, FL 32789
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  /58

  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,450 Sq Ft

  1398 Grove Terrace, Winter Park, FL 32789

  Welcome to your private slice of paradise, perfectly positioned on a charming brick-lined street in the heart of historic Winter Park. This custom-built estate exudes casual elegance from the moment you step through the grand double door entry, where soaring 12-foot ceilings, rich architectural details, and exceptional craftsmanship immediately set the tone. Thoughtfully designed with a

  Liz Jones ORANGE SLICE PROPERTIES

  1398 Grove Terrace, Winter Park, FL 32789
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  /34

  $284,900

  $45K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft

  311 E Morse Blvd Unit 7-19, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome to an exceptional opportunity to own a beautifully maintained, move-in ready third-floor, water-view, corner unit studio residence in one of Winter Park’s most coveted locations—directly adjacent to Lake Osceola and just moments from iconic Park Avenue. This rare downtown setting places you

  Mathew Kelly TURN-KEY MOVES REALTY

  311 E Morse Blvd Unit 7-19, Winter Park, FL 32789
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  /43

  $1,599,000

  • 5 Beds
  • 3.5 Baths
  • 3,028 Sq Ft

  1864 Grinnell Terrace, Winter Park, FL 32789

  Situated in the heart of Winter Park, this custom-built Mediterranean-style estate offers an exquisite living experience that marries timeless architecture with modern innovation. A dramatic grand foyer introduces a residence where every finish has been meticulously curated, from Turkish travertine stone and rich wood flooring to Brizo hardware in Brilliance Polished Gold. At the heart of the

  Robyn Brehne COLDWELL BANKER REALTY

  1864 Grinnell Terrace, Winter Park, FL 32789
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  /38

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,574 Sq Ft

  1600 Alabama Dr Unit 402, Winter Park, FL 32789

  Nestled along one of Winter Park's most cherished brick-lined streets, this elegantly appointed two-bedroom, two-bath residence at the prestigious Alabama offers a rare opportunity to experience the very best of lakeside luxury living. With 1,574 square feet of thoughtfully designed interior space, this exceptional unit captures the timeless charm and sophistication that have made the Alabama one

  Kelly Price KELLY PRICE & COMPANY LLC

  1600 Alabama Dr Unit 402, Winter Park, FL 32789
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  /28

  $1,995,000

  $80K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 2,304 Sq Ft

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789

  Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square feet in the heart of downtown Winter Park. Located on the second floor of Building 1, this light-filled residence was extensively remodeled in 2023 with an open floor plan and raised ceiling heights that give the home an airy, comfortable feel throughout. The spacious living room

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789
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  /26

  $1,099,000

  • 3 Beds
  • 3.5 Baths
  • 2,193 Sq Ft

  1768 Mondrian Cir, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Step into refined lakeside living at the exclusive Lake Killarney Townhomes, where contemporary elegance meets everyday convenience. This ultra-private corner unit boasts one of the community’s most desirable floor plans—perfectly positioned in a peaceful enclave just steps from the vibrant heart of Winter Park Village and mere minutes from I4,

  Brandon Geers COMPASS FLORIDA LLC

  1768 Mondrian Cir, Winter Park, FL 32789
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  /37

  $1,650,000

  $100K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,163 Sq Ft

  1565 Forest Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Set apart from the ordinary, this historic Winter Park residence offers a rare opportunity to own a home rich in character and authenticity. Homes like this, with timeless architectural detail and enduring charm, rarely come to market, especially in such a premier location just steps from the shores of Lake Virginia. Surrounded by multi million

  Elizabeth Nordquist NORDQUIST & COMPANY INC

  1565 Forest Ave, Winter Park, FL 32789
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  /66

  $1,980,000

  $220K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,433 Sq Ft

  318 Vitoria Ave, Winter Park, FL 32789

  Elegant 1922 Mission Revival home, located in popular College Quarter is a registered historic place in Winter Park, FL. Lifestyle is neighborly/relaxed/pet friendly/enhanced by proximity to Lake Virginia/lakeshore sidewalks/Rollins College campus/downtown Winter Park/Central Park/museums/shops/restaurants/cultural events, most walking distance. College Quarter residents enjoy exclusive use of

  Wendy Brandon KELLER WILLIAMS WINTER PARK

  318 Vitoria Ave, Winter Park, FL 32789
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  /9

  $1,595,000

  • 3 Beds
  • 2 Baths
  • 2,012 Sq Ft

  1113 Via Del Mar, Winter Park, FL 32789

  Exceptional opportunity in the heart of Winter Park — a truly premier and irreplaceablehomesite offering rare scale, privacy, and extraordinary future build potential. The primaryvalue is in the land, presenting an unparalleled canvas for a custom luxury residence, withvirtually no comparable vacant land available in the immediate vicinity. Set on a tranquil smalllake that

  David Barany BAY HILL REALTY LLC

  1113 Via Del Mar, Winter Park, FL 32789
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  /7

  $899,000

  $100K PRICE DROP

  • Land
  • 8,276 Sq Ft
  • $4,731,579 per Acre

  731 Midget Dr, Winter Park, FL 32789

  Rare corner lot with stunning views of Lake Midget, located in the heart of Winter Park within an area of modern new-construction homes. This build-ready property offers an exceptional opportunity to create a custom residence in one of the city’s most desirable neighborhoods. Just minutes from Park Avenue and Winter Park Village, with easy access to premier dining, shopping, and

  Juliana Usquiano EMPIRE NETWORK REALTY

  731 Midget Dr, Winter Park, FL 32789
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  /44

  $6,888,888

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,636 Sq Ft

  2661 Vía Tuscany, Winter Park, FL 32789

  Set in the perfect Winter Park location, within exclusive Via Tuscany, this unique, RESILIENT CONSTRUCTION residence built by Developer & Builder Group, offers a rare blend of enduring quality, refined privacy, and effortless sophistication. Showcasing the finest European finishes, premium appliances, and exquisite light fixtures; this home is filled with clear, natural light and fresh air,

  Belinda Moreno The Keyes Company

  2661 Vía Tuscany, Winter Park, FL 32789
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  /34

  $750,000

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  300 Carolina Ave Unit 402C, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Welcome to Park West Condominiums — one of Winter Park’s most coveted and rarely available condominium communities, ideally located just one block from the boutiques, dining, and charm of Park Avenue. This unique 4th floor residence offers an exceptional combination of space, privacy, and potential. Featuring 3 bedrooms and 2 bathrooms, the

  Erin Baker FANNIE HILLMAN & ASSOCIATES

  300 Carolina Ave Unit 402C, Winter Park, FL 32789
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  /43

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  512 N Lakemont Ave, Winter Park, FL 32792

  Set on an oversized corner lot in one of the most desirable pockets of Winter Park, this 3-bedroom, 2-bath pool home blends character, location, and opportunity.The backyard is a standout feature, with a resurfaced pool finished in Tahoe Blue PebbleTec and positioned for open sky views, a rare find in a neighborhood known for its mature tree canopy. It creates a bright, inviting outdoor space

  David Plasencia COLDWELL BANKER REALTY

  512 N Lakemont Ave, Winter Park, FL 32792

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