Homes for Sale in Winter Park, FL with 4-Bedrooms

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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!! SELLER FINANCING AVAILABLE WITH VERY ATTRACTIVE TERMS Introducing a Unique, Stunning Modern Home A 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 windows. Designed to exceed Florida’s strictest building codes, this

  Prescilla Vazquez COMPASS FLORIDA LLC

  2661 Vía Tuscany, Winter Park, FL 32789
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  $5,000 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  5220 N Lake Burkett Ln, Winter Park, FL 32792

  Foreclosure Auction Ends April 14, 2026 at 11:00 AM EST. Spacious 4-bedroom, 2-bath residence offering a functional floor plan, generous living areas, and a peaceful neighborhood setting. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa.

  Jamie Boone Jamie L Boone LLC

  5220 N Lake Burkett Ln, Winter Park, FL 32792
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  $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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  $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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  $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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  $1,225,000

  • 4 Beds
  • 3 Baths
  • 2,292 Sq Ft

  67 Cypress Ln, Maitland, FL 32751

  Welcome to 67 Cypress Lane, a stunning single-owner custom residence nestled among majestic Cypress and Oak trees across from Lake Maitland in one of the area's most coveted neighborhoods. This architectural gem, expertly crafted from Western Red Cedar, offers two stories of thoughtfully designed living space with 4 bedrooms and 3 full baths.Step inside to discover hardwood floors flowing

  Kelly Price KELLY PRICE & COMPANY LLC

  67 Cypress Ln, Maitland, FL 32751
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  $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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