Homes for Sale near Winter Park High

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  $2,295,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,005 Sq Ft

  1760 Bryan Ave, Winter Park, FL 32789

  Pre-Construction. To be built. Welcome to an architectural masterpiece that redefines modern luxury and comfort. Situated in the heart of Winter Park, this newly built custom residence by Valdara Homes offers an unparalleled lifestyle of sophistication, comfort, and style. Every detail of this striking two-story home has been meticulously crafted, featuring clean lines, expansive walls of glass,

  Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

  1760 Bryan 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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  $3,615,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,290 Sq Ft

  4654 Thornlea Rd, Orlando, FL 32817

  Pre-Construction. To be built. Unparalleled Lakefront Luxury on Lake Waunatta, a private Ski Lake in Central Florida. Nestled at the end of a quiet cul-de-sac, this custom-built 5,290 sq. ft. estate offers 100 feet of private lake frontage and breathtaking panoramic views. Situated on three-quarters of an acre with high and dry land, this two-story masterpiece is designed for effortless luxury

  Scott Webb BLUE CRAB REALTY LLC

  4654 Thornlea Rd, Orlando, FL 32817
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  /13

  $599,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,030 Sq Ft

  8013 Colby Cir, Orlando, FL 32817

  Move-In Ready! Introducing our innovative new Willow plan, located in a quaint area of the Community with just 10 homes for added privacy, and featuring a large front Porch, 4 Bedrooms, 3 Full Baths, and 2 car Garage. Exceptional features include 9'4" ceilings, 8' doors throughout, and upgraded floor tile in the main living areas. This incredible home offers an open concept design with spacious

  Stephen Wood LANDSEA HOMES OF FL, LLC

  8013 Colby Cir, Orlando, FL 32817
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  $559,990 New Construction

  • 3 Beds
  • 3 Baths
  • 1,942 Sq Ft

  8007 Colby Cir, Orlando, FL 32817

  Move-In Ready! Introducing our exciting new Sabal Craftsman plan, located in a quaint section of the Community with just 10 homes for added privacy, and featuring a spacious covered front Porch, 3 Bedrooms, 3 Full Baths, and 2 car Garage. Exceptional features include 9'4" ceilings, 8' doors throughout, and 5 1/4" baseboards, with upgraded floor tile featured in main living areas. This incredible

  Stephen Wood LANDSEA HOMES OF FL, LLC

  8007 Colby Cir, Orlando, FL 32817
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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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  /11

  $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 December 2025, Nestled in the heart of Winter Park, this luxurious custom-built home seamlessly blends elegance, functionality, and thoughtful design. Boasting 5 bedrooms, 3.5 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 you

  Leighton Hope COMPASS FLORIDA LLC

  785 N Phelps Ave, Winter Park, FL 32789
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  /11

  $1,759,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,172 Sq Ft

  1660 Walnut Ave, Winter Park, FL 32789

  Under Construction. Elegant and modern new construction home perfectly situated in beautiful Winter Park. Scheduled for completion in December 2025, this brand new construction home offers a perfect blend of luxury, comfort, and contemporary design. With 4 spacious bedrooms, 3.5 beautifully appointed bathrooms, and 2,172 square feet of meticulously crafted living space, this home is built to

  Julie Christensen COMPASS FLORIDA LLC

  1660 Walnut Ave, Winter Park, FL 32789
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  /12

  $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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  $6,600,000 New Construction

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

  2661 Vía Tuscany, Winter Park, FL 32789

  CALLING HIGHEST AND BEST BY 09/26/2025!! PRIVATE AUCTION WITH-BID RESERVE AT $6,600,000SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMSIntroducing a Unique, Stunning Modern HomeA groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional

  Prescilla Vazquez PV LUXURY GROUP PA

  2661 Vía Tuscany, Winter Park, FL 32789
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  /22

  $819,700 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,051 Sq Ft

  1917 S Lakemont Ave, Winter Park, FL 32792

  Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1917 S Lakemont Ave, Winter Park, FL 32792
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  /13

  $609,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  2560 Cavanaugh Dr, Orlando, FL 32817

  Move-In Ready! Our extraordinary Newcastle plan with 9'4" first floor ceilings offers an open-concept design featuring 4 Bedrooms, 2.5 Baths, and 2 car Garage. This well-appointed home includes 5 1/4" baseboards, 8' interior doors on 1st floor, and window blinds throughout, with beautiful floor tile featured in 1st floor main living areas. Separate Living Room by front entry can be used as office

  Stephen Wood HANOVER FAMILY BUILDERS LLC

  2560 Cavanaugh Dr, Orlando, FL 32817
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  $849,900 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,063 Sq Ft

  1907 S Lakemont Ave, Winter Park, FL 32792

  Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1907 S Lakemont Ave, Winter Park, FL 32792
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  /22

  $519,990 New Construction

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

  1938 Risby Alley, Orlando, FL 32803

  Charming kitchen featuring Brellin Greyhound cabinets & pendant lights. Vast center island & Carrara Morro quartz countertops. Connected dining area & great room create seamless flow. Serene primary suite with stylish ceiling treatment & walk-in closet. Refreshing primary bath with dual sinks & brushed nickel finishes. Private Extra Suite perfect for overnight guests. Attached 2-car garage for

  

  K. Hovnanian Homes

  Builder

  1938 Risby Alley, Orlando, FL 32803
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  /22

  $519,990 New Construction

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

  1950 Risby Alley, Orlando, FL 32803

  Efficient kitchen featuring designer cabinets & vast center island. Welcoming great room for spending time with family & friends. Charming dining area for hosting dinner parties. Sun-lit primary suite & spa bath featuring walk-in closet. Secluded Extra Suite, perfect for overnight guests. Functional 2-car garage for vehicles & tools.

  

  K. Hovnanian Homes

  Builder

  1950 Risby Alley, Orlando, FL 32803
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  $519,990 New Construction

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

  1926 Risby Alley, Orlando, FL 32803

  Welcoming foyer with access to Extra Suite. Polished kitchen featuring white cabinetry & vast center island. Open concept living spaces create perfect area for hosting guests. Lavish primary suite & bath with walk-in closet. Convenient laundry room located on second floor. Functional 2-car garage provides ample parking.

  

  K. Hovnanian Homes

  Builder

  1926 Risby Alley, Orlando, FL 32803
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  Price To Be Determined New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,956 Sq Ft

  The Blakely Plan at Baldwin Crossing - Baldwin Crossing 22', Orlando, FL

  

  David Weekley Homes

  Builder

  0 Baldwin Crossing 22' St Unit 37232787, Orlando, FL
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  Price To Be Determined New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,390 Sq Ft

  The Summerlyn Plan at Baldwin Crossing - Baldwin Crossing 16', Orlando, FL

  

  David Weekley Homes

  Builder

  0 Baldwin Crossing 16' St Unit 37232534, Orlando, FL
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  Price To Be Determined New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft

  The Sunward Plan at Baldwin Crossing - Baldwin Crossing 22', Orlando, FL

  

  David Weekley Homes

  Builder

  0 Baldwin Crossing 22' St Unit 37232762, Orlando, FL
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  Price To Be Determined New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,932 Sq Ft

  The Shadyvilla Plan at Baldwin Crossing - Baldwin Crossing 22', Orlando, FL

  

  David Weekley Homes

  Builder

  0 Baldwin Crossing 22' St Unit 37232774, Orlando, FL
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  $629,990 New Construction

  • 5 Beds
  • 3 Baths
  • 3,198 Sq Ft

  Wilshire Plan at Harrell Oaks, Orlando, FL 32817

  

  Landsea Homes

  Builder

  2597 Cavanaugh Dr Unit 36470870, Orlando, FL 32817
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  $599,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,030 Sq Ft

  Willow Plan at Harrell Oaks, Orlando, FL 32817

  

  Landsea Homes

  Builder

  2597 Cavanaugh Dr Unit 36452635, Orlando, FL 32817
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  $649,990 New Construction

  • 5 Beds
  • 4 Baths
  • 2,984 Sq Ft

  Lotus Plan at Harrell Oaks, Orlando, FL 32817

  

  Landsea Homes

  Builder

  2597 Cavanaugh Dr Unit 36470135, Orlando, FL 32817
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  $609,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,560 Sq Ft

  Newcastle Plan at Harrell Oaks, Orlando, FL 32817

  

  Landsea Homes

  Builder

  2597 Cavanaugh Dr Unit 36459299, Orlando, FL 32817
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  $569,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,105 Sq Ft

  Miles Plan at Harrell Oaks, Orlando, FL 32817

  

  Landsea Homes

  Builder

  2597 Cavanaugh Dr Unit 36482910, Orlando, FL 32817
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  $589,990 New Construction

  • 3 Beds
  • 3 Baths
  • 1,942 Sq Ft

  Sabal Plan at Harrell Oaks, Orlando, FL 32817

  

  Landsea Homes

  Builder

  2597 Cavanaugh Dr Unit 36484260, Orlando, FL 32817
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  $549,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  Kensington Plan at Harrell Oaks, Orlando, FL 32817

  

  Landsea Homes

  Builder

  2597 Cavanaugh Dr Unit 36476356, Orlando, FL 32817
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  $619,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,903 Sq Ft

  Vero Plan at Harrell Oaks, Orlando, FL 32817

  

  Landsea Homes

  Builder

  2597 Cavanaugh Dr Unit 36477440, Orlando, FL 32817
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  $598,000

  • 4 Beds
  • 3.5 Baths
  • 2,820 Sq Ft

  3341 Lake Jean Dr, Orlando, FL 32817

  Short Sale. Built in 2007, this stylish home showcases a contemporary floor plan and tasteful, premium finishes throughout. With four spacious bedrooms, there’s ample room for family and guests, while the upstairs bonus living area offers an ideal space for a secondary entertainment retreat. The residence is truly move-in ready, surrounded by lush, mature landscaping that enhances its inviting

  Zhen Tang ENGINE REALTY INC

  3341 Lake Jean Dr, Orlando, FL 32817

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