Winter Park, FL Homes for Sale with No HOA Fee

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  $5,200,000 New Construction

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

  1660 Palmer Ave, Winter Park, FL 32789

  Experience refined luxury in this newly constructed 2024 Hamptons-style residence, a seamless blend of elegance and modern sophistication. A remote-operated gated entrance opens to a grand circular driveway and private motor court, setting the stage for this exceptional estate. The two-story foyer impresses with a glass-paneled staircase that wraps around a temperature-controlled wine room and a

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1660 Palmer Ave, Winter Park, FL 32789
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  $2,389,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 6.5 Baths
  • 4,506 Sq Ft

  2412 Chantilly Ave, Winter Park, FL 32789

  Step into a realm of refined living—an architectural tour de force in the heart of Winter Park. Designed by a premier boutique builder and meticulously crafted with no detail spared, this 5-bedroom, 6.5-bathroom estate offers over 4,500 square feet of bold yet elegant living. A soaring 28-foot foyer sets the tone with dramatic scale, introducing the home through double-height French doors into

  Ahmad Hassan COMPASS FLORIDA LLC

  2412 Chantilly Ave, Winter Park, FL 32789
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  $2,119,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 2,964 Sq Ft

  785 N Phelps Ave, Winter Park, FL 32789

  Under Construction. Completion September 2025, Nestled in the heart of Winter Park, this luxurious custom-built home seamlessly blends elegance, functionality, and thoughtful design. Boasting 5 bedrooms, 4.5 bathrooms, and 2,964 sq/ft of unparalleled living space, every detail has been meticulously crafted for modern living. From the moment you step inside, an elegant gallery entrance welcomes

  Leighton Hope COMPASS FLORIDA LLC

  785 N Phelps Ave, Winter Park, FL 32789
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  $1,599,900 New Construction

  • 5 Beds
  • 4 Baths
  • 3,312 Sq Ft

  1417 Miller Ave, Winter Park, FL 32789

  Under Construction. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four bathrooms with custom curated finishes within a 3312sqft., open floor plan. Approaching the home, you'll notice the gorgeous Transitional design and spacious front porch with tongue and groove ceilings. Upon entering, you will be treated to extensive natural light, hardwood

  Laura Earl CORCORAN PREMIER REALTY

  1417 Miller Ave, Winter Park, FL 32789
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  $545,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  5255 Seminole Ave, Winter Park, FL 32792

  Price Improvement!!Great opportunity!This stunning 4-bedroom, 3-bath home is currently under construction in one of the most desirable locations—Winter Park! NO HOA! this property features fully permitted updates including Electrical (2024), Plumbing (2024), Water Heater (2024), Roof (2024), and HVAC (2024).Designed with abundant windows for natural light and tile flooring throughout,

  Nohora Gomez COLDWELL BANKER RESIDENTIAL RE

  5255 Seminole Ave, Winter Park, FL 32792
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  $1,800,000 New Construction

  • 5 Beds
  • 4 Baths
  • 3,246 Sq Ft

  2260 Mulbry Dr, Winter Park, FL 32789

  Pre-Construction. To be built. Price Improvement!!! Your Dream Home Is Ready To Be Built!! Pre-Construction Opportunity! Build-to-Suit! Buyers who act now can still pick finishes and style! Build your custom dream home with renowned Konkol Homes in one of Central Florida’s most desirable areas! This nearly 1/4-acre lot is perfectly situated near Baldwin Park, East End Market, Audubon Park K-8,

  Farah Bloom KELLER WILLIAMS WINTER PARK

  2260 Mulbry Dr, Winter Park, FL 32789
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  $799,000

  • 4 Beds
  • 2.5 Baths
  • 3,377 Sq Ft

  1621 Sunnyside Dr, Maitland, FL 32751

  Motivated seller. Bring me an offer. Amazing home on a double lot that can be sub-divided. this is an opportunity to live in one of the best neighborhoods in the Winter Park / Maitland area. The true value of this property lies in its expansive 100x135 sized lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this

  Troy Eggleston OUTLET REALTY

  1621 Sunnyside Dr, Maitland, FL 32751
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  $709,990

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft

  1655 Sunnyside Dr, Maitland, FL 32751

  Welcome to this one-of-a-kind vintage charmer in the heart of Maitland, Florida! Nestled on a beautifully landscaped corner lot, this 3-bedroom, 2-bathroom historic cottage offers 1,418 square feet of thoughtfully designed living space. Just minutes from downtown Maitland and the vibrant energy of Winter Park, you’ll love the perfect blend of convenience and character this home

  Joseph Sipp KELLER WILLIAMS WINTER PARK

  1655 Sunnyside Dr, Maitland, FL 32751
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  $1,350,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,960 Sq Ft

  3308 Middlesex Rd, Orlando, FL 32803

  This breathtaking Spanish-style home, winner of First Place for Design by the American Society of Interior Designers in 2020, is a true masterpiece. Designed by HGTV Designer of the Year John McClain, it blends modern luxury with timeless charm.The magazine-worthy kitchen—featured on Southern Living’s website—boasting Sherwin William's 2021 color of the year, the custom Urbane Bronze

  Julie Bettosini STOCKWORTH REALTY GROUP

  3308 Middlesex Rd, Orlando, FL 32803
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  $419,000

  • Land
  • 0.15 Acre
  • $2,793,333 per Acre

  1830 Lake Sue Dr, Orlando, FL 32803

  Incredible Opportunity to Build Your Dream Home in Audubon Park! This rare 55’ x 115’ cleared lot offers a prime location to create your perfect home in the heart of the vibrant Audubon Park neighborhood. Just a short stroll to the beautiful Leu Gardens and the lively shops, restaurants, and bars along Corrine Drive. Zoned for the highly sought-after Audubon K-8 and Winter Park High School, this

  Stacy Wright MEGAN DOWDY REALTY, LLC

  1830 Lake Sue Dr, Orlando, FL 32803
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  $575,000

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft

  113 Gem Lake Dr, Maitland, FL 32751

  Must remodel this 1939 home that was moved from Park Avenue many years ago but now rests in Maitland bordering Winter Park. This home is a piece of history with character but in need of some TLC. Beautifully arched high ceiling along with a fireplace in the formal living room. The Florida room is surrounded by glass sliding doors that open to a wooden patio with French doors, countless windows,

  Darryl Donkel HOME WISE REALTY GROUP, INC.

  113 Gem Lake Dr, Maitland, FL 32751
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  $699,900

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  2338 Tuscarora Trail, Maitland, FL 32751

  With over $60k in upgrades, this beautiful 4-bedroom, 2-bathroom lakeside retreat is tucked away in the highly sought-after Dommerich Hills community! Enjoy living next to the tranquil waters of Lake Waumpi and a peaceful conservation area, offering a rare blend of natural beauty and everyday comfort. Surrounded by mature trees and set on over a 1-acre lot, the backyard is a true sanctuary,

  Megan Hedrick Mark Spain Real Estate

  2338 Tuscarora Trail, Maitland, FL 32751

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