Winter Park, FL Homes for Sale with No HOA Fee

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  /35

  $775,000

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft

  350 Cornwall Rd, Winter Park, FL 32792

  Fully reimagined and COMPLETELY RENOVATED with Custom features, this stunning 4-br, 3-ba home in desirable Winter Park Pines sits proudly on a spacious corner lot and offers Modern Luxury with thoughtful, HIGH END UPGRADES throughout. The interior showcases all-new cabinetry and countertops, highlighted by a dramatic waterfall kitchen island, brand-new appliances including a built-in microwave

  Kelly Butterfield RE/MAX TOWN & COUNTRY REALTY

  350 Cornwall Rd, Winter Park, FL 32792
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  /7

  $899,000

  • Land
  • 0.19 Acre
  • $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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  /33

  $875,000

  • 4 Beds
  • 3 Baths
  • 2,509 Sq Ft

  668 Overspin Dr, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. A contemporary, beautifully finished home offering standout value in one of Winter Park’s most coveted zip codes. With more than 2,500 square feet of bright, open living space, this property features a sleek fireplace, a large pantry area, a designer kitchen, and a massive two-car garage. The private primary suite sits upstairs along with additional

  Kris Kennedy COMPASS FLORIDA LLC

  668 Overspin Dr, Winter Park, FL 32789
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  /30

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,727 Sq Ft

  1914 Bonanza Ct, Winter Park, FL 32792

  SELLER MOTIVATED! Get ready to fall in love with this stunning Winter Park home! Tucked away in a peaceful cul-de-sac, this fully renovated 3-bedroom, 2-bath beauty blends modern style with everyday comfort. Step into the family room and instantly feel the openness of the bright, airy layout. The open floor plan creates a seamless flow from the living area to the brand-new kitchen, making the

  Linda Jokbengboon COMPASS FLORIDA LLC

  1914 Bonanza Ct, Winter Park, FL 32792
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  /20

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft

  2330 Coldstream Dr, Winter Park, FL 32792

  Completely renovated and move-in ready! This beautifully updated home has been fully remodeled with attention to detail and quality finishes throughout. Recent upgrades include brand-new flooring, modern appliances, fresh interior and exterior paint, and a new A/C system, offering comfort and peace of mind for years to come.The home is in excellent condition. Truly feels like new construction

  Marta Faustino DTB FLORIDA REALTY, INC.

  2330 Coldstream Dr, Winter Park, FL 32792
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  /11

  $1,800,000

  • Land
  • 0.3 Acre
  • $6,000,000 per Acre

  1181 Via Capri, Winter Park, FL 32789

  Build your dream home in one of Winter Park’s most desirable areas. This exceptional vacant lot at 1181 Via Capri offers a rare opportunity to create a custom residence in a well-established neighborhood known for its charm, convenience, and strong property values. Ideally located just minutes from Park Avenue, top-rated schools, dining, shopping, and major roadways, this homesite provides both

  Ana Semmel KARDOSH REALTY

  1181 Via Capri, Winter Park, FL 32789
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  /15

  $2,385,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,408 Sq Ft

  1630 Elm Ave, Winter Park, FL 32789

  Under Construction. In the heart of Winter Parks highly coveted Tree Streets, where quiet tree-lined roads and timeless charm define the neighborhood, this stunning new construction by LUIH Homes offers a refined blend of modern architecture. The home immediately captivates with its bold contemporary façade and thoughtfully designed floor plan. Inside, elegant living spaces unfold intentionally,

  Christopher Christensen ONE LUXURY INTERNATIONAL LLC

  1630 Elm Ave, Winter Park, FL 32789
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  /19

  $929,900

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  2823 Wright Ave, Winter Park, FL 32789

  Rare opportunity to own a beautifully upgraded lakefront property on half acre in one of Winter Park's most desirable locations. This homesite offers the perfect setting to enjoy the current residence or build your future dream home! When you step inside you'll find a thoughtfully updated kitchen featuring high-end appliances, custom cabinetry, and designer finishes. The home boasts new windows

  Tal Busidan TAL BUSIDAN PA

  2823 Wright Ave, Winter Park, FL 32789
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  /5

  $3,795,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,508 Sq Ft

  1811 Oneco Ave, Winter Park, FL 32789

  Under Construction. One of Winter Park's largest new construction homesites — 13,519 square feet, over a third of an acre — anchors this signature build, a three-story luxury residence on Oneco Avenue where scale, privacy, and architectural distinction rarely coexist at this price point.This home carries the mark of a builder renowned for delivering Winter Park's most trend-setting luxury

  Ahmad Hassan COMPASS FLORIDA LLC

  1811 Oneco Ave, Winter Park, FL 32789
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  /39

  $3,350,000

  • 5 Beds
  • 6 Baths
  • 4,636 Sq Ft

  2040 Randall Cir, Winter Park, FL 32789

  Set along a picturesque brick street, 2040 Randall Circle is a beautifully crafted residence that pairs timeless architecture with elevated, designer finishes and a functional floor plan. Framed by manicured landscaping and connected to a detached two-car garage by a covered walkway, the home offers classic curb appeal in an idyllic setting just minutes from vibrant shopping and dining on Park

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  2040 Randall Cir, Winter Park, FL 32789
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  /25

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  1280 Gladiolas Dr, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2-bath home with a New Roof 2021, screened-in pool, ideally located in the heart of Winter Park. Step inside to a fresh, move-in-ready feel with new flooring throughout, new light fixtures, new windows, and new doors—all thoughtfully selected to give the home a clean, modern look. The open, inviting

  Ian Trumbach FLORIDA PRESTIGIOUS HOMES INC

  1280 Gladiolas Dr, Winter Park, FL 32792
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  /10

  $1,689,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,604 Sq Ft

  1810 Hollywood Ave, Winter Park, FL 32789

  Under Construction. Estimated completion August!! Experience modern luxury living in the heart of Winter Park with this beautifully designed pool home at 1810 Hollywood Avenue. Offering 4 bedrooms, 3.5 bathrooms, and 2,604 square feet of thoughtfully planned living space, this residence blends high-end finishes with everyday functionality in one of Central Florida’s most sought-after locations.

  Ken Pozek REAL BROKER, LLC

  1810 Hollywood Ave, Winter Park, FL 32789
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  /31

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  346 S Ranger Blvd, Winter Park, FL 32792

  PRIME LOCATION! Beautiful 3 Bedroom 2 Bathroom home is located in sought after Winter Park Pines with NO HOA and NO CDD. It is situated on a Corner Lot (0.22 Acre) and is a super short distance to the High Rated schools in Winter Park. The interior is extremely well kept with engineered wood floors, crown molding, and a beautiful glass entry door. There is a captivating white-washed stone

  Tetyana Vyushkina IMPERIAL REALTY OF FLORIDA INC

  346 S Ranger Blvd, Winter Park, FL 32792
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  /73

  $3,549,995

  • 4 Beds
  • 5 Baths
  • 3,658 Sq Ft

  1742 Temple Dr, Winter Park, FL 32789

  A New Standard of Modern Sophistication in Winter ParkIn a city known for its heritage, this ground-up architectural renovation emerges as a bold statement of modern luxury. Located within one of Winter Park’s most coveted enclaves, this four-bedroom, five-bathroom residence is not merely a place to live, but a meticulously crafted experience where high-design meets intuitive living.Step

  Mark Anthony Buot ROI AVE LLC

  1742 Temple Dr, Winter Park, FL 32789
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  /28

  $739,990

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  1741 Lyndale Blvd, Maitland, FL 32751

  Charming Newly Renovated Bungalow in Prime Maitland Location – Move-In Ready with Endless Potential!Discover this beautifully updated 3-bedroom, 2-bath bungalow at 1741 Lyndale Blvd, Maitland, FL 32751 – perfectly positioned on the edge of Winter Park for an unbeatable blend of tranquility and convenience. Freshly renovated and move-in ready, this home offers immediate comfort while sitting

  Matías Ugarte CHARLES RUTENBERG REALTY ORLANDO

  1741 Lyndale Blvd, Maitland, FL 32751
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  /45

  $1,195,000

  • 5 Beds
  • 3.5 Baths
  • 3,490 Sq Ft

  2035 Lake Sue Dr, Orlando, FL 32803

  Welcome to Lake Sue Drive – A Rare Gem located in Beeman Park right in the heart of the Audubon Park Garden District. Situated on an oversized 0.49 lot (21,148 sf), this property has been owned by the same family for over 80 years. This charming home offers 4 bedrooms and 2.5 bathrooms in the main residence, along with a detached guest house (704 sq ft) complete with a full kitchen and

  Lisa Fleming FANNIE HILLMAN & ASSOCIATES

  2035 Lake Sue Dr, Orlando, FL 32803
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  /18

  $700,000

  • 3 Beds
  • 2 Baths
  • 2,296 Sq Ft

  805 Nottingham St, Orlando, FL 32803

  One or more photo(s) has been virtually staged. Fully Renovated Orwin Manor Home | High-End Finishes | Major Systems Updated Located in desirable Orwin Manor, ideally positioned between the charm of College Park and the shopping, dining, and cultural destinations of Park Avenue, this fully renovated residence blends timeless character with high-end modern upgrades. The home has undergone an

  Anna Snyder CFL REAL ESTATE LLC

  805 Nottingham St, Orlando, FL 32803
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  /37

  $789,000

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  2514 Tuscarora Trail, Maitland, FL 32751

  Seller $10,000 Credit to Buyer “Discover the advantage of owning one of Tuscarora Trail’s premier homesites—where space, privacy, and lifestyle come together, all within the highly sought-after Dommerich school district, supporting both today’s living and tomorrow’s resale value. ” Nestled on a serene lakeside setting in the heart of Maitland, this beautifully upgraded 4-bedroom, 2.5-bath home

  Tom Noelke NOELKE REALTY

  2514 Tuscarora Trail, Maitland, FL 32751
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  /27

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 2,470 Sq Ft

  1420 Lyndale Blvd, Maitland, FL 32751

  LOOK NO FURTHER! This completely remodeled POOL home boast a spacious 4 bedroom's and 2.5 bathroom's that are situated on an oversized corner lot (.26 acre). NEW plumbing, NEW fixtures, NEW kitchen, NEW bathrooms and more! From the moment you enter the front door, you can notice the large new tile floors, complimented by all custom cabinetry, high end light fixtures and a spacious floorplan. A

  Jason Zinno RE/MAX ASSURED

  1420 Lyndale Blvd, Maitland, FL 32751
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  /59

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 2,116 Sq Ft

  1421 Sunnyside Dr, Maitland, FL 32751

  One or more photo(s) has been virtually staged. HUGE PRICE IMPROVEMENT Welcome to 1421 Sunnyside Drive, Maitland, FL, a beautifully maintained 4-bedroom, 2.5-bath single-family home with a pool, located on a corner lot directly adjacent to Winter Park. While this home carries a Maitland address, it sits just steps from Winter Park homes, offering the best of both locations. This move-in-ready

  Amanda Binns STRICKLAND REALTY GROUP INC

  1421 Sunnyside Dr, Maitland, FL 32751
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  /47

  $2,740,000

  • 6 Beds
  • 5 Baths
  • 4,001 Sq Ft

  1411 Nottingham St, Orlando, FL 32803

  This one-of-a-kind, top-tier custom contemporary home in coveted Beverly Shores/Rose Isle delivers true turnkey luxury with exceptional finishes, premium cabinetry, high-end appliances, and fully integrated smart features throughout. The six-bedroom, three-and-a-half-bath main home—featuring one bedroom currently used as a private office—plus a detached 384 SF casita (seventh bedroom) sits on a

  Gwyn Clark FANNIE HILLMAN & ASSOCIATES

  1411 Nottingham St, Orlando, FL 32803
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  /36

  $1,075,000

  • 4 Beds
  • 3.5 Baths
  • 2,598 Sq Ft

  1610 Lyndale Blvd, Maitland, FL 32751

  LOCATION, LOCATION, LOCATION! Ideally situated just off Park Avenue in the highly desirable Maitland/Winter Park area, this beautifully maintained home offers the perfect blend of charm, functionality, and convenience.Featuring 4 bedrooms and 3.5 bathrooms, the home welcomes you with elegant formal living and dining spaces enhanced by detailed trim work, crown molding, and updated lighting.

  Christian Del Pino CAPITAL EQUITY REAL ESTATE CO

  1610 Lyndale Blvd, Maitland, FL 32751
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  /75

  $3,495,000 Open Wed 3PM - 5:30PM

  • 5 Beds
  • 5.5 Baths
  • 4,387 Sq Ft

  1208 Nottingham St, Orlando, FL 32803

  A REFINED CUSTOM RESIDENCE BY M. LAHR HOMES! Located in the highly sought-after Beverly Shores / Rose Isle neighborhood of Orlando / Winter Park, this newly completed custom residence represents a rare opportunity in one of Central Florida’s most most desirable and seldom-available areas. This home reflects the level of craftsmanship, detail, and execution that has made the builder one of the

  Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

  1208 Nottingham St, Orlando, FL 32803
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  /4

  $450,000

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  220 Alpine Dr, Maitland, FL 32751

  Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida.The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners,

  Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

  220 Alpine Dr, Maitland, FL 32751
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  /13

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,328 Sq Ft

  210 Alpine Dr, Maitland, FL 32751

  Don't miss this Great opportunity in the Maitland-Winter Park area! There's Potential for Renovation, Expansion or Development with this property. Imagine the Improvements that can be made for the Future. This is a One Owner Home held be the same family since the 1960s. New roof in 2022. The adjacent property at 220 Alpine is also available for purchase.

  Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

  210 Alpine Dr, Maitland, FL 32751

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