11,861

Homes in ZIP Code 32789

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  • /72

    $2,800,000

    • 3 Beds
    • 3.5 Baths
    • 3,286 Sq Ft

    660 W Morse Blvd, Winter Park, FL 32789

    Hidden Gem! Designed and built by the acclaimed Phil Kean Design Group, this exceptional luxury townhome offers modern living in one of Downtown Winter Park’s most desirable locations. Situated in the heart of Hannibal Square and just three blocks from Park Avenue, this residence places premier dining, shopping, galleries, museums, Central Park and year-round community events within easy walking

    Jennifer Sloan COMPASS FLORIDA LLC

    660 W Morse Blvd, Winter Park, FL 32789
  • /17

    $2,899 Per Month

    • 3 Beds
    • 2 Baths
    • 1,641 Sq Ft
    • House for Rent

    101 S Lakemont Ave, Winter Park, FL 32792

    Available for move-in on 10/01. Welcome to this beautifully renovated 3-bedroom, 2-bathroom single-family home, perfectly positioned just minutes away from shopping, dining, and all the charm of Winter Park. This home combines modern luxury with everyday convenience. As you step inside, you're greeted by the elegance of Calacatta Quartz countertops, sleek waterproof flooring, and top-of-the-line

    Robert Isaac Rodriguez RE/MAX DOWNTOWN

    101 S Lakemont Ave, Winter Park, FL 32792
  • /2

    $1,900,000

    Sold Jun 03, 2026

    1760 Alabama Dr, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,841 Sq Ft
    • Built 1971

    Last Sold Summary

    • 24% Below List Price
    • $669/SF
    • 75 Days On Market

    Current Estimated Value $1,912,974

    Last Listing Agent Brian Ruth DAILLAND REAL ESTATE

    1760 Alabama Dr, Winter Park, FL 32789
    • /88

      Est $1,886,770

      Not Listed For Sale

      1661 Hillcrest Ave, Winter Park, FL 32789

      • 4 Beds
      • 3.5 Baths
      • 3,161 Sq Ft
      • Built 2017
      1661 Hillcrest Ave, Winter Park, FL 32789

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Domenique Lombardo ROYALTY R E BOUTIQUE INC

  • /18

    $2,569,999

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,670 Sq Ft

    1754 Taylor Ave, Winter Park, FL 32789

    Under Construction. Experience the very best of Winter Park living with this stunning new construction home, where sophisticated design, luxury finishes, and an incredible location come together on a quiet tree-lined street. Ideally positioned just a short golf cart ride from Park Avenue, the YMCA, and Interlachen Country Club, this home offers the perfect combination of privacy, convenience, and

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1754 Taylor Ave, Winter Park, FL 32789
  • /36

    $3,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Townhouse for Rent

    1415 Harmon Ave, Winter Park, FL 32789

    In the heart of Winter Park on a quiet cobbled street, this Mediterranean style 3-bedroom, 3-bathroom house is available to rent today. With beautiful Travertine floors throughout the downstairs of the home, granite countertop kitchen, marble countertop bathrooms, and limestone ornate pillars throughout the home, this home boasts character. Upstairs the home enjoys three bedrooms, two bathrooms,

    Moire McKibbin LA ROSA REALTY ORLANDO LLC

    1415 Harmon Ave, Winter Park, FL 32789
  • /2

    $735,000

    Sold May 19, 2026

    675 Overspin Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,062 Sq Ft
    • Built 2010

    Last Sold Summary

    • 8% Below List Price
    • $240/SF
    • 58 Days On Market

    Current Estimated Value $752,148

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    675 Overspin Dr, Winter Park, FL 32789
    • /39

      Est $843,969

      Not Listed For Sale

      1770 Mondrian Cir, Winter Park, FL 32789

      • 3 Beds
      • 3.5 Baths
      • 2,193 Sq Ft
      • Built 2023
      1770 Mondrian Cir, Winter Park, FL 32789

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  • /55

    $475,000

    $75K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 1,428 Sq Ft

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789

    Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is

    Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
  • /21

    $2,295 Per Month

    • 2 Beds
    • 2 Baths
    • 1,074 Sq Ft
    • Condo for Rent

    700 Melrose Ave Unit A5, Winter Park, FL 32789

    Beautifully upgraded 2-bedroom, 2-bath condo in the heart of Winter Park! Located in a sought-after 55+ community surrounded by mature, lush landscaping, this charming condo offers the perfect blend of comfort and convenience. Enjoy a short walk to Mead Botanical Garden or the shops, dining, and entertainment along Park Avenue. With easy access to I-4, downtown Orlando, hospitals, shopping, and

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit A5, Winter Park, FL 32789
  • /2

    $425,000

    Sold Jun 30, 2026

    2142 Blossom Ln, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,363 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Above List Price
    • $312/SF
    • 7 Days On Market

    Current Estimated Value $416,418

    Last Listing Agent Billy Wygle THE WILKINS WAY LLC

    2142 Blossom Ln, Winter Park, FL 32789
    • /25

      Est $2,088,971

      Not Listed For Sale

      1925 Killarney Dr, Winter Park, FL 32789

      1925 Killarney Dr, Winter Park, FL 32789

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Cathy Marino CATHY S. MARINO REALTY, INC.

  • /28

    $245,000

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft

    1250 S Denning Dr Unit 127, Winter Park, FL 32789

    Virtually Staged. Updated two-bedroom, two-bath residence offering 908 square feet and a first-floor, pool-facing location in Mead Garden Condominium. The move-in-ready interior features luxury vinyl plank flooring throughout the living areas and bedrooms, tile flooring in the baths and defined living and dining spaces. The kitchen is appointed with white transitional cabinetry, granite

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    1250 S Denning Dr Unit 127, Winter Park, FL 32789
  • /16

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • House for Rent

    2809 W Fairbanks Ave, Winter Park, FL 32789

    Updated and move-in ready 3-bedroom, 2-bathroom home conveniently located near the I-4/Fairbanks corridor in Winter Park. The spacious living and dining area features large sliding glass doors that open to a private patio and fully fenced backyard, creating a great space for relaxing or entertaining. The lovely, spacious kitchen has been thoughtfully updated with new appliances, new countertops,

    Anne Coburn H. & H. REALTY, INC.

    2809 W Fairbanks Ave, Winter Park, FL 32789
  • /2

    $567,500

    Sold Dec 09, 2025

    1010 Aragon Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft
    • Built 1949

    Last Sold Summary

    • 1% Below List Price
    • $391/SF
    • 2 Days On Market

    Current Estimated Value $581,890

    Last Listing Agent Devin Loh COLDWELL BANKER REALTY

    1010 Aragon Ave, Winter Park, FL 32789
    • /2

      Est $1,105,009

      Not Listed For Sale

      311 E Morse Blvd Unit 6-18, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 2,096 Sq Ft
      • Built 1960
      311 E Morse Blvd Unit 6-18, Winter Park, FL 32789

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

  • /72

    $3,395,000

    • 5 Beds
    • 5.5 Baths
    • 4,015 Sq Ft

    160 W Rockwood Way, Winter Park, FL 32789

    Perfectly positioned in the heart of Old Winter Park, the quaint Forrest Hills neighborhood is lined with charming cobblestone streets that wind around Lake Sue. This custom home, designed and built by the celebrated Z-Properties, pairs timeless New England character with modern sensibilities. Every detail is intentional in this iconic design—nothing has been sacrificed.Situated on a

    Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    160 W Rockwood Way, Winter Park, FL 32789
  • /2

    $4,250 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,000 Sq Ft
    • Townhouse for Rent

    544 N Knowles Ave Unit 540, Winter Park, FL 32789

    Luxury Living in Historic Winter Park. Amazing location in the heart of Winter Park and nestled within the historic Barbour House—a symbol of timeless elegance. This chic apartment offers a luxurious retreat just one block from the famed Park Avenue, where Winter Park's finest dining, shopping, and cultural experiences await. Step inside this meticulously designed space to discover a blend of

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    544 N Knowles Ave Unit 540, Winter Park, FL 32789
  • /2

    $2,078,500

    Sold Dec 11, 2025

    715 Via Bella, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 4,328 Sq Ft
    • Built 1976

    Last Sold Summary

    • 12% Below List Price
    • $480/SF
    • 70 Days On Market

    Current Estimated Value $2,222,763

    Last Listing Agent Adam Roark COMPASS FLORIDA LLC

    715 Via Bella, Winter Park, FL 32789
    • /36

      Est $1,454,133

      Not Listed For Sale

      1405 Chapman Cir Unit OR, Winter Park, FL 32789

      • 3 Beds
      • 4 Baths
      • 2,950 Sq Ft
      • Built 2007
      1405 Chapman Cir Unit OR, Winter Park, FL 32789

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent William Maroon MAROON REALTY GROUP LLC

  • /58

    $1,795,000

    $155K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,807 Sq Ft

    106 S Interlachen Ave Unit 518, Winter Park, FL 32789

    Under contract-accepting backup offers. Designer-Curated Coastal Renovation with Exceptional Lakefront Vistas! This sophisticated reimagining was taken down to original framework and meticulously rebuilt with elevated design and superior finishes throughout. The result is an expansive openness illuminated with natural light and accented by European oak wide-plank flooring, Level 5 smooth-finish

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    106 S Interlachen Ave Unit 518, Winter Park, FL 32789
  • /59

    $10,000 Per Month

    • 6 Beds
    • 4.5 Baths
    • 3,806 Sq Ft
    • House for Rent

    1620 Palm Ave, Winter Park, FL 32789

    Exceptional luxury rental opportunity in the heart of Winter Park! Located along a beautiful tree lined brick street, this custom built residence offers an impressive combination of sophisticated finishes, generous living spaces and resort style outdoor living. Featuring 6 bedrooms, 4.5 baths and a 3-car garage, the thoughtfully designed two-story floor plan provides exceptional flexibility for

    Rob Gaudreau MAINFRAME REAL ESTATE

    1620 Palm Ave, Winter Park, FL 32789
  • /2

    $250,000

    Sold Mar 11, 2026

    2009 Cornell Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 762 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $328/SF
    • 95 Days On Market

    Current Estimated Value $273,965

    Last Listing Agent Juliet Saldarriaga ORLANDO HOME DEALER LLC

    2009 Cornell Ave, Winter Park, FL 32789
    • /55

      Est $1,059,765

      Not Listed For Sale

      1772 Mondrian Cir, Winter Park, FL 32789

      • 3 Beds
      • 3.5 Baths
      • 2,193 Sq Ft
      • Built 2023
      1772 Mondrian Cir, Winter Park, FL 32789

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  • /52

    $674,900

    Open Sat 10AM - 1PM $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,411 Sq Ft

    860 N Denning Dr, Winter Park, FL 32789

    **NEW CONSTRUCTION QUALITY | WALKABLE WINTER PARK | DESIGNER SMART HOME**This is not a remodel — it's a complete architectural transformation completed in September 2022. Taken to the slab and studs, this Winter Park residence was entirely rebuilt with new roof trusses, all-new electrical, new AC system (inside and out), tankless water heater, new plumbing, and smart irrigation —

    LaDarrius Sanders OUTLET REALTY

    860 N Denning Dr, Winter Park, FL 32789
  • /15

    $1,450 Per Month

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Condo for Rent

    Unlisted Address

    2 Bedrooms, 1 Bathroom located on the first floor. IGalley kitchen (with a dishwasher, microwave, range, refrigerator, and a washer/dryer combo), walk-in closet in the primary bedroom, and an open living/dining room combo filled with natural light. A private patio, playground, and park. It includes 1 assigned parking space.

    Kirsten Cantello TRUSTHOME PROPERTIES INC

    Unlisted Address
  • /2

    $375,000

    Sold Mar 06, 2026

    1007 Early Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,721 Sq Ft
    • Built 1956

    Last Sold Summary

    • 12% Below List Price
    • $218/SF
    • 101 Days On Market

    Current Estimated Value $392,393

    Last Listing Agent Eric Gross EXP REALTY LLC

    1007 Early Ave, Winter Park, FL 32789
    • /16

      Est $1,024,307

      Not Listed For Sale

      2400 Roxbury Rd, Winter Park, FL 32789

      • 4 Beds
      • 3.5 Baths
      • 3,110 Sq Ft
      • Built 2023
      2400 Roxbury Rd, Winter Park, FL 32789

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent Sherri Dyer DALE SORENSEN REAL ESTATE INC.

  • /75

    $1,949,500

    $241K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,422 Sq Ft

    1420 Aloma Ave, Winter Park, FL 32789

    Experience a rare expression of design-forward lakefront living on Lake Sylvan in the heart of Old Winter Park. Fully remodeled through a comprehensive, down-to-the-studs transformation, virtually every major component is new—giving this approximately 2,400-square-foot residence the quality, systems and finishes of a modern custom home. Framed by mature live oaks and sweeping 180-degree water

    Alejandra Silva METROPOLITAN R.E SOLUTIONS INC

    1420 Aloma Ave, Winter Park, FL 32789
  • /43

    $4,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,345 Sq Ft
    • House for Rent

    344 Starling Rd, Winter Park, FL 32789

    For Rent – Beautifully Updated Home Near Lake Killarney!Located just minutes from Downtown Winter Park, Park Avenue, I-4, and Maitland, this beautifully updated home offers convenient access to nearby shops and dining. The 3-bedroom, 3-full-bath layout features open living spaces and modern finishes throughout. LVP flooring flows through the entire home, complemented by fresh paint, abundant

    Kelly Price KELLY PRICE & COMPANY LLC

    344 Starling Rd, Winter Park, FL 32789
  • /2

    $850,000

    Sold Mar 25, 2026

    465 N Phelps Ave, Winter Park, FL 32789

    • Land
    • 11,761 Sq Ft
    • $3,148,148 per Acre

    Last Sold Summary

    • 7 Days On Market

    Current Estimated Value $859,530

    Last Listing Agent Hircanys Vicioso KELLER WILLIAMS ADVANTAGE III

    465 N Phelps Ave, Winter Park, FL 32789
    • /19

      Est $2,489,554

      Not Listed For Sale

      350 Beloit Ave, Winter Park, FL 32789

      • 3 Beds
      • 3.5 Baths
      • 3,205 Sq Ft
      • Built 2018
      350 Beloit Ave, Winter Park, FL 32789

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  • /4

    $5,195,900

    New Construction $200K PRICE INCREASE
    • 5 Beds
    • 7 Baths
    • 5,122 Sq Ft

    825 Palmer Ave, Winter Park, FL 32789

    Pre-Construction. To be built. A rare convergence of timeless French Country architecture, brand-new custom construction, and coveted access to the Winter Park Chain of Lakes. Thoughtfully designed and being built by FG Schaub Custom Homes, this exceptional property offers the character of a timeless estate with the amenities and craftsmanship expected in a luxury new construction home.The

    Laura Earl CORCORAN PREMIER REALTY

    825 Palmer Ave, Winter Park, FL 32789
  • /44

    $5,600 Per Month

    • 3 Beds
    • 3 Baths
    • 2,434 Sq Ft
    • Townhouse for Rent

    1136 S Pennsylvania Ave, Winter Park, FL 32789

    Welcome home to this beautifully appointed end-unit Georgetown townhome in the highly desirable Virginia Heights community. Ideally located just minutes from Rollins College, Park Avenue, and the best shopping, dining, and entertainment that Winter Park has to offer, this exceptional residence offers the perfect blend of elegance, comfort, and convenience. Step inside to discover a bright, open

    Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

    1136 S Pennsylvania Ave, Winter Park, FL 32789
  • /2

    $410,000

    Sold Jun 30, 2026

    2779 Sanbina St, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,405 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $292/SF
    • 82 Days On Market

    Current Estimated Value $410,367

    Last Listing Agent Caroline Fiore MAINFRAME REAL ESTATE

    2779 Sanbina St, Winter Park, FL 32789
    • /46

      Est $811,145

      Not Listed For Sale

      1913 S Lakemont Ave, Winter Park, FL 32792

      • 3 Beds
      • 3.5 Baths
      • 2,085 Sq Ft
      • Built 2023
      1913 S Lakemont Ave, Winter Park, FL 32792

      Last Sold Summary

      • 119 Days On Market

      Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  • /35

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,154 Sq Ft

    2007 Cornell Ave, Winter Park, FL 32789

    Tucked away on a quiet street just minutes from the heart of Winter Park, this beautifully updated bungalow offers the perfect blend of character, modern updates, and flexibility. The true standout is the detached 1-bedroom, 1-bath guest house, a rare feature that's ideal for visitors, a private home office, fitness studio, creative space, or even an income-producing opportunity.The main

    Brandon Geers COMPASS FLORIDA LLC

    2007 Cornell Ave, Winter Park, FL 32789
  • /14

    $1,600 Per Month

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit C103, Winter Park, FL 32789

    Charming condo for Lease! location , Location , location ! This 2-bedroom, 1-bathroom apartment offers an open layout with plenty of natural light, a spacious living area, and a well-equipped kitchen with brand new interior paint job.Enjoy the convenience of in-unit laundry and modern amenities throughout. The apartment is situated in a serene community, offering easy access to shopping, dining,

    Yigit Orer EMPIRE NETWORK REALTY

    1695 Lee Rd Unit C103, Winter Park, FL 32789
  • /2

    $353,000

    Sold Jul 22, 2026

    2973 Sanbina St, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $313/SF
    • 53 Days On Market

    Current Estimated Value $376,242

    Last Listing Agent Nicholas Musashe SUN PROPERTIES, INC.

    2973 Sanbina St, Winter Park, FL 32789
    • /2

      Est $5,686,717

      Not Listed For Sale

      654 W Morse Blvd, Winter Park, FL 32789

      • 5 Beds
      • 7.5 Baths
      • 8,752 Sq Ft
      • Built 2022
      654 W Morse Blvd, Winter Park, FL 32789

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

Showing Results 201 - 240, Page 6 of 18

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