28,302

Winter Park, FL Homes

Section Image
    • 1770 Mondrian Cir, Winter Park, FL 32789
      1770 Mondrian Cir, Winter Park, FL 32789
      1770 Mondrian Cir, Winter Park, FL 32789
      /39

      Est $816,307 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

      • 1% Below List Price
      • $376/SF
      • 18 Days On Market

      Last Sold Price $825,000

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  • 661 Selkirk Dr, Winter Park, FL 32792
    661 Selkirk Dr, Winter Park, FL 32792
    661 Selkirk Dr, Winter Park, FL 32792
    /23

    $700,000

    • 3 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    661 Selkirk Dr, Winter Park, FL 32792

    One or more photo(s) has been virtually staged. Welcome to the highly sought-after Kenilworth Shores community, a neighborhood loved for its charm, strong sense of community, and convenient Winter Park lifestyle. From the moment you walk through the front door, the home offers a warm and welcoming flow with a thoughtfully designed split layout. The spacious living room to the left creates the

    David Miller KELLER WILLIAMS HERITAGE REALTY

    661 Selkirk Dr, Winter Park, FL 32792
  • 1122 Washington Ave Unit 7, Winter Park, FL 32789
    1122 Washington Ave Unit 7, Winter Park, FL 32789
    /2

    $434,000 Sold Sep 12, 2025

    1122 Washington Ave Unit 7, Winter Park, FL 32789

    • 2 Beds
    • 2.5 Baths
    • 1,556 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Above List Price
    • $279/SF
    • 55 Days On Market

    Current Estimated Value $436,413

    Last Listing Agent Raul Veitia BELMONT REALTY

    1122 Washington Ave Unit 7, Winter Park, FL 32789
    • 0 Grand Rd Unit MFRO6169911, Winter Park, FL 32792
      0 Grand Rd Unit MFRO6169911, Winter Park, FL 32792
      0 Grand Rd Unit MFRO6169911, Winter Park, FL 32792
      /32

      Not Listed For Sale

      0 Grand Rd Unit MFRO6169911, Winter Park, FL 32792

      0 Grand Rd Unit MFRO6169911, Winter Park, FL 32792

      Last Sold Summary

      • 73 Days On Market

      Last Sold Price $630,000

      Last Listing Agent Rick Cole KELLER WILLIAMS WINTER PARK

  • 1177 Kenwood Ave, Winter Park, FL 32789
    1177 Kenwood Ave, Winter Park, FL 32789
    1177 Kenwood Ave, Winter Park, FL 32789
    /57

    $1,970,000

    • 5 Beds
    • 4.5 Baths
    • 4,363 Sq Ft

    1177 Kenwood Ave, Winter Park, FL 32789

    Welcome to 1177 Kenwood Ave, a home that blends warmth, comfort, and thoughtful design. The inviting living room features a cozy fireplace, creating the perfect space to relax on cooler evenings. The kitchen is designed with both style and function in mind, stainless steel appliances and a center island ideal for meal preparation and gathering. The spacious primary suite serves as a retreat,

    Karen Albright OPENDOOR BROKERAGE LLC

    1177 Kenwood Ave, Winter Park, FL 32789
  • 465 N Phelps Ave, Winter Park, FL 32789
    465 N Phelps Ave, Winter Park, FL 32789
    465 N Phelps Ave, Winter Park, FL 32789
    /6

    $849,900 Pending

    • Land
    • 0.27 Acre
    • $3,147,778 per Acre

    465 N Phelps Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. Build your dream custom home on this PRIME vacant Lot located in a highly desirable Winter Park neighborhood ~ A truly unique opportunity ~ right in the heart of Winter Park - One of Central Florida’s most desirable communities! Offering a PRIME setting for an estate-style residence. Ready for permit, survey available, making this an exceptional opportunity

    Hircanys Vicioso FIDICITY REALTY INC

    465 N Phelps Ave, Winter Park, FL 32789
    • 7453 Daniel Webster Dr Unit D, Winter Park, FL 32792
      7453 Daniel Webster Dr Unit D, Winter Park, FL 32792
      /2

      Est $102,512 Not Listed For Sale

      7453 Daniel Webster Dr Unit D, Winter Park, FL 32792

      • 1 Bed
      • 1 Bath
      • 786 Sq Ft
      • Built 1974
      7453 Daniel Webster Dr Unit D, Winter Park, FL 32792

      Last Sold Summary

      • 2% Below List Price
      • $134/SF
      • 4 Days On Market

      Last Sold Price $105,000

      Last Listing Agent Rizwan Rashid MNT INTERNATIONAL

  • 2412 Chantilly Ave, Winter Park, FL 32789
    2412 Chantilly Ave, Winter Park, FL 32789
    2412 Chantilly Ave, Winter Park, FL 32789
    /4

    $2,395,000 Open Thu 4PM - 6PM

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

    2412 Chantilly Ave, Winter Park, FL 32789

    Exceptional design meets refined luxury in this brand-new architectural masterpiece by DaVinci. This 5 bedroom, 6.5 bath home offers over 4,500 square feet of bright, open living space designed for both comfort and functionality. Enter through your custom glass front door into the foyer leading to your main living area featuring a fireplace and sliding glass walls for indoor-outdoor living. This

    Tab Bish LLC REAL BROKER, LLC

    2412 Chantilly Ave, Winter Park, FL 32789
  • 715 Roughbeard Rd, Winter Park, FL 32792
    715 Roughbeard Rd, Winter Park, FL 32792
    /2

    $505,000 Sold Aug 01, 2025

    715 Roughbeard Rd, Winter Park, FL 32792

    • 4 Beds
    • 2 Baths
    • 2,250 Sq Ft
    • Built 1968

    Last Sold Summary

    • 12% Below List Price
    • $224/SF
    • 60 Days On Market

    Current Estimated Value $528,592

    Last Listing Agent Christine Gerardi NEXTHOME DIAMOND PROPERTIES

    715 Roughbeard Rd, Winter Park, FL 32792
    • 2778 Bright Bird Ln, Winter Park, FL 32792
      2778 Bright Bird Ln, Winter Park, FL 32792
      2778 Bright Bird Ln, Winter Park, FL 32792
      /18

      Est $436,252 Not Listed For Sale

      2778 Bright Bird Ln, Winter Park, FL 32792

      • 3 Beds
      • 2.5 Baths
      • 1,907 Sq Ft
      • Built 2024
      2778 Bright Bird Ln, Winter Park, FL 32792

      Last Sold Summary

      • 2% Above List Price
      • $224/SF
      • 1 Day On Market

      Last Sold Price $427,000

      Last Listing Agent Ian Medina PULTE REALTY OF NORTH FLORIDA LLC

  • 1760 Peruvian Ln, Winter Park, FL 32792
    1760 Peruvian Ln, Winter Park, FL 32792
    1760 Peruvian Ln, Winter Park, FL 32792
    /23

    $339,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,160 Sq Ft

    1760 Peruvian Ln, Winter Park, FL 32792

    Winter Park “Sweet Spot”, Priced to Sell: Rare 3/2 Opportunity in Eastbrook Discover the perfect blend of value, location, and versatility in Winter Park’s highly sought-after Eastbrook neighborhood. This 3-bedroom, 2-bathroom home is ideal for homebuyers looking to make new memories or savvy investors seeking a turn-key property. Move-in Ready: From the moment you step inside this roomy, open

    Moe Mossa SAVVY AVENUE, LLC

    1760 Peruvian Ln, Winter Park, FL 32792
  • 2309 Sun Valley Cir, Winter Park, FL 32792
    2309 Sun Valley Cir, Winter Park, FL 32792
    /2

    $252,500 Sold Jul 17, 2025

    2309 Sun Valley Cir, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 1,669 Sq Ft
    • Built 1985

    Last Sold Summary

    • 11% Below List Price
    • $151/SF
    • 65 Days On Market

    Current Estimated Value $243,443

    Last Listing Agent Kristin Vogt PLLC KGV REALTY GROUP

    2309 Sun Valley Cir, Winter Park, FL 32792
    • 8097 Pleasant Pine Cir, Winter Park, FL 32792
      8097 Pleasant Pine Cir, Winter Park, FL 32792
      8097 Pleasant Pine Cir, Winter Park, FL 32792
      /29

      Est $545,036 Not Listed For Sale

      8097 Pleasant Pine Cir, Winter Park, FL 32792

      • 4 Beds
      • 2 Baths
      • 2,003 Sq Ft
      • Built 2015
      8097 Pleasant Pine Cir, Winter Park, FL 32792

      Last Sold Summary

      • 2% Below List Price
      • $277/SF
      • 2 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  • 1521 Chestnut Ave, Winter Park, FL 32789
    1521 Chestnut Ave, Winter Park, FL 32789
    1521 Chestnut Ave, Winter Park, FL 32789
    /57

    $1,899,900

    • 4 Beds
    • 3 Baths
    • 2,842 Sq Ft

    1521 Chestnut Ave, Winter Park, FL 32789

    Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, thoughtfully constructed in 2023 by the original owner/builder, located in one of Winter Park’s most sought-after neighborhoods. Designed with sleek sophistication and functional elegance, this fabulous home offers 4 bedrooms, 3 full baths, and a flexible layout perfect for today’s lifestyle. The open-concept

    Sue Silberbusch COMPASS FLORIDA LLC

    1521 Chestnut Ave, Winter Park, FL 32789
  • 1037 Fairway Dr, Winter Park, FL 32792
    1037 Fairway Dr, Winter Park, FL 32792
    /2

    $660,000 Sold Apr 14, 2025

    1037 Fairway Dr, Winter Park, FL 32792

    • 3 Beds
    • 3 Baths
    • 2,145 Sq Ft
    • Built 1978

    Last Sold Summary

    • 6% Below List Price
    • $308/SF
    • 29 Days On Market

    Current Estimated Value $661,924

    Last Listing Agent Skip Juma LEGACY REALTY & BROKERS LLC

    1037 Fairway Dr, Winter Park, FL 32792
    • 3378 Cedar Springs Place Unit 154, Winter Park, FL 32792
      3378 Cedar Springs Place Unit 154, Winter Park, FL 32792
      3378 Cedar Springs Place Unit 154, Winter Park, FL 32792
      /16

      Est $175,323 Not Listed For Sale

      3378 Cedar Springs Place Unit 154, Winter Park, FL 32792

      • 2 Beds
      • 2.5 Baths
      • 1,031 Sq Ft
      • Built 1984
      3378 Cedar Springs Place Unit 154, Winter Park, FL 32792

      Last Sold Summary

      • 17% Below List Price
      • $205/SF
      • 132 Days On Market

      Last Sold Price $211,000

      Last Listing Agent ALLISON JOHNSTON MAINSTAY BROKERAGE LLC

  • 3209 Royal St, Winter Park, FL 32792
    3209 Royal St, Winter Park, FL 32792
    3209 Royal St, Winter Park, FL 32792
    /20

    $299,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,116 Sq Ft

    3209 Royal St, Winter Park, FL 32792

    Under contract-accepting backup offers. Absolutely stunning, well maintained, MOVE-IN READY 3 bedroom, 2 bath home with a two-car garage, tucked away on a quiet cul-de-sac in the heart of Winter Park and with NO HOA!! Step through your screened porch and inside to luxury vinyl flooring gracefully flowing throughout the entire home, complemented by fresh interior paint that gives the space a

    Elliot Shugan THE SHUGAN GROUP INC

    3209 Royal St, Winter Park, FL 32792
  • 609 Gallery Dr Unit 204, Winter Park, FL 32792
    609 Gallery Dr Unit 204, Winter Park, FL 32792
    /2

    $268,000 Sold Feb 24, 2026

    609 Gallery Dr Unit 204, Winter Park, FL 32792

    • 2 Beds
    • 2 Baths
    • 893 Sq Ft
    • Built 1984

    Last Sold Summary

    • 10% Below List Price
    • $300/SF
    • 99 Days On Market

    Current Estimated Value $262,269

    Last Listing Agent Olga Ray A2Z REALTY GROUP

    609 Gallery Dr Unit 204, Winter Park, FL 32792
    • 2726 Bright Bird Ln, Winter Park, FL 32792
      2726 Bright Bird Ln, Winter Park, FL 32792
      2726 Bright Bird Ln, Winter Park, FL 32792
      /10

      Est $439,256 Not Listed For Sale

      2726 Bright Bird Ln, Winter Park, FL 32792

      • 3 Beds
      • 2.5 Baths
      • 1,907 Sq Ft
      • Built 2023
      2726 Bright Bird Ln, Winter Park, FL 32792

      Last Sold Summary

      • 3% Above List Price
      • $223/SF

      Last Sold Price $426,190

      Last Listing Agent Denise Del Castillo LPT REALTY, LLC

  • 3053 George Mason Ave Unit 8, Winter Park, FL 32792
    3053 George Mason Ave Unit 8, Winter Park, FL 32792
    3053 George Mason Ave Unit 8, Winter Park, FL 32792
    /21

    $129,900

    • 2 Beds
    • 2 Baths
    • 1,030 Sq Ft

    3053 George Mason Ave Unit 8, Winter Park, FL 32792

    Updated 2-bedroom, 2-bath condo featuring modern finishes throughout! This condo features laminate floors, sleek granite countertops, and stainless steel appliances in the kitchen. A rare find with an in-unit washer and dryer for added convenience. Step out onto the brand new deck, upgraded with durable composite decking—perfect for relaxing or entertaining. Ideally located just minutes from Full

    Daniel Graves GRAVES REALTY

    3053 George Mason Ave Unit 8, Winter Park, FL 32792
  • 541 London Rd, Winter Park, FL 32792
    541 London Rd, Winter Park, FL 32792
    /2

    $468,000 Sold Aug 28, 2025

    541 London Rd, Winter Park, FL 32792

    • 3 Beds
    • 2 Baths
    • 1,899 Sq Ft
    • Built 1965

    Last Sold Summary

    • $246/SF
    • 8 Days On Market

    Current Estimated Value $484,546

    Last Listing Agent Christopher Bauman REVEL REALTY LLC

    541 London Rd, Winter Park, FL 32792
    • 1925 Killarney Dr, Winter Park, FL 32789
      1925 Killarney Dr, Winter Park, FL 32789
      1925 Killarney Dr, Winter Park, FL 32789
      /25

      Est $2,020,397 Not Listed For Sale

      1925 Killarney Dr, Winter Park, FL 32789

      1925 Killarney Dr, Winter Park, FL 32789

      Last Sold Summary

      • 1% Above List Price
      • 33 Days On Market

      Last Sold Price $2,000,000

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

  • 1909 Edwin Blvd, Winter Park, FL 32792
    1909 Edwin Blvd, Winter Park, FL 32792
    1909 Edwin Blvd, Winter Park, FL 32792
    /11

    $440,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,355 Sq Ft

    1909 Edwin Blvd, Winter Park, FL 32792

    The house is located in great location and features 3 bedrooms, 2 bathrooms. It sits on a corner lot and offers high ceilings throughout.

    Thu Nguyen CHARLES RUTENBERG REALTY ORLANDO

    1909 Edwin Blvd, Winter Park, FL 32792
  • 7706 Waunatta Ct, Winter Park, FL 32792
    7706 Waunatta Ct, Winter Park, FL 32792
    /2

    $935,000 Sold Dec 19, 2025

    7706 Waunatta Ct, Winter Park, FL 32792

    • 5 Beds
    • 3 Baths
    • 3,858 Sq Ft
    • Built 1978

    Last Sold Summary

    • 11% Below List Price
    • $242/SF
    • 70 Days On Market

    Current Estimated Value $965,003

    Last Listing Agent Robert Arnold SAND DOLLAR REALTY GROUP INC

    7706 Waunatta Ct, Winter Park, FL 32792
    • 7309 Daniel Webster Dr Unit B, Winter Park, FL 32792
      7309 Daniel Webster Dr Unit B, Winter Park, FL 32792
      7309 Daniel Webster Dr Unit B, Winter Park, FL 32792
      /7

      Est $86,158 Not Listed For Sale

      7309 Daniel Webster Dr Unit B, Winter Park, FL 32792

      • Studio
      • 1 Bath
      • 590 Sq Ft
      • Built 1974
      7309 Daniel Webster Dr Unit B, Winter Park, FL 32792

      Last Sold Summary

      • 3% Above List Price
      • $142/SF
      • 44 Days On Market

      Last Sold Price $84,000

      Last Listing Agent Andrey Bustamante BUSTAMANTE REAL ESTATE INC

  • 1951 Canny Cove, Winter Park, FL 32792
    1951 Canny Cove, Winter Park, FL 32792
    1951 Canny Cove, Winter Park, FL 32792
    /64

    $444,900

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    1951 Canny Cove, Winter Park, FL 32792

    Price improvement! Discover comfortable Winter Park living in this bright 3-bedroom, 2.5-bath corner-unit townhome located in the gated Grayson Square community. Freshly painted and filled with natural light, the open-concept living and dining area opens to a covered lanai, ideal for everyday living and entertaining. The kitchen features stainless steel appliances, quartz countertops, ample

    Denise Del Castillo LPT REALTY, LLC

    1951 Canny Cove, Winter Park, FL 32792
  • 233 Hampden Place, Winter Park, FL 32789
    233 Hampden Place, Winter Park, FL 32789
    /2

    $1,110,000 Sold Aug 26, 2025

    233 Hampden Place, Winter Park, FL 32789

    • 5 Beds
    • 3 Baths
    • 2,813 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $395/SF
    • 7 Days On Market

    Current Estimated Value $1,187,533

    Last Listing Agent Frank Ferrell FERRELL REALTY, INC.

    233 Hampden Place, Winter Park, FL 32789
    • 311 E Morse Blvd Unit 6-18, Winter Park, FL 32789
      311 E Morse Blvd Unit 6-18, Winter Park, FL 32789
      /2

      Est $1,050,626 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

      • 5% Above List Price
      • $477/SF
      • 102 Days On Market

      Last Sold Price $1,000,000

      Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

  • 40 Palmer Ave, Winter Park, FL 32789
    40 Palmer Ave, Winter Park, FL 32789
    40 Palmer Ave, Winter Park, FL 32789
    /17

    $6,950,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,905 Sq Ft

    40 Palmer Ave, Winter Park, FL 32789

    Under Construction. Opportunities like this rarely present themself, just a eight-minute walk from the iconic shops, restaurants, and cafés of Park Avenue, 40 Palmer represents a rare convergence of architectural significance, uncompromising craftsmanship, and premier Winter Park location. Built by Vimaro Homes, this extraordinary new construction estate is a statement piece that redefines what

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    40 Palmer Ave, Winter Park, FL 32789
  • 3251 Oak Lake Place Unit 135, Winter Park, FL 32792
    3251 Oak Lake Place Unit 135, Winter Park, FL 32792
    /2

    $200,000 Sold Sep 13, 2025

    3251 Oak Lake Place Unit 135, Winter Park, FL 32792

    • 3 Beds
    • 2.5 Baths
    • 1,151 Sq Ft
    • Built 1984

    Last Sold Summary

    • 11% Below List Price
    • $174/SF
    • 131 Days On Market

    Current Estimated Value $193,170

    Last Listing Agent Nick Nesta, III NESTA REAL ESTATE CONSULTANTS

    3251 Oak Lake Place Unit 135, Winter Park, FL 32792
    • 1405 Chapman Cir Unit OR, Winter Park, FL 32789
      1405 Chapman Cir Unit OR, Winter Park, FL 32789
      1405 Chapman Cir Unit OR, Winter Park, FL 32789
      /36

      Est $1,373,494 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

      • 7% Above List Price
      • $436/SF
      • 2 Days On Market

      Last Sold Price $1,285,000

      Last Listing Agent William Maroon MAROON REALTY GROUP LLC

  • 1540 Palm Ave, Winter Park, FL 32789
    1540 Palm Ave, Winter Park, FL 32789
    1540 Palm Ave, Winter Park, FL 32789
    /58

    $1,999,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,423 Sq Ft

    1540 Palm Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. Welcome to this stunning SINGLE STORY five-bedroom home with high ceilings, in one of Winter Park’s most desirable neighborhoods, where charming restorations and luxury new builds create a vibrant community feel. Designed with both beauty and comfort in mind, this open-concept home offers bright, welcoming living spaces and thoughtful upgrades throughout.

    John McDade FANNIE HILLMAN & ASSOCIATES

    1540 Palm Ave, Winter Park, FL 32789
  • 1900 W Fawsett Rd, Winter Park, FL 32789
    1900 W Fawsett Rd, Winter Park, FL 32789
    /2

    $3,200,000 Sold Nov 04, 2025

    1900 W Fawsett Rd, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 4,600 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $696/SF
    • 6 Days On Market

    Current Estimated Value $3,178,851

    Last Listing Agent Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

    1900 W Fawsett Rd, Winter Park, FL 32789
    • 2003 Canny Cove, Winter Park, FL 32792
      2003 Canny Cove, Winter Park, FL 32792
      2003 Canny Cove, Winter Park, FL 32792
      /33

      Est $436,460 Not Listed For Sale

      2003 Canny Cove, Winter Park, FL 32792

      • 3 Beds
      • 2.5 Baths
      • 1,782 Sq Ft
      • Built 2023
      2003 Canny Cove, Winter Park, FL 32792

      Last Sold Summary

      • 3% Above List Price
      • $238/SF
      • 31 Days On Market

      Last Sold Price $423,900

      Last Listing Agent Simon Colak USCO CAPITAL GROUP

  • 2503 Versailles Ave, Winter Park, FL 32789
    2503 Versailles Ave, Winter Park, FL 32789
    2503 Versailles Ave, Winter Park, FL 32789
    /53

    $2,350,000

    • 5 Beds
    • 5 Baths
    • 4,026 Sq Ft

    2503 Versailles Ave, Winter Park, FL 32789

    BUYER BACKED OUT IS NOW YOUR OPPORTUNITY! This property is now priced under appraised value with new carpet, paint and landscaping. Beautifully updated and offered for the first time, this 2015 David Weekley home sits on a rare cul-de-sac in the heart of Winter Park, zoned for Dommerich Elementary and Winter Park schools. This 5-bedroom, 5-bath home features an office, large bonus room, covered

    Sarah Tomlinson COMPASS FLORIDA LLC

    2503 Versailles Ave, Winter Park, FL 32789
  • 2248 Middleton Ave, Winter Park, FL 32792
    2248 Middleton Ave, Winter Park, FL 32792
    /2

    $1,850,000 Sold Apr 07, 2025

    2248 Middleton Ave, Winter Park, FL 32792

    • 4 Beds
    • 4.5 Baths
    • 3,505 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $528/SF
    • 10 Days On Market

    Current Estimated Value $1,550,705

    Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

    2248 Middleton Ave, Winter Park, FL 32792
    • 1772 Mondrian Cir, Winter Park, FL 32789
      1772 Mondrian Cir, Winter Park, FL 32789
      1772 Mondrian Cir, Winter Park, FL 32789
      /55

      Est $1,024,175 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

      • 18% Below List Price
      • $570/SF
      • 83 Days On Market

      Last Sold Price $1,250,000

      Last Listing Agent Brian Teach COLDWELL BANKER REALTY

  • 200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792
    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792
    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792
    /43

    $169,000

    • 1 Bed
    • 1 Bath
    • 793 Sq Ft

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792

    **One or more photos were virtually stages**Experience elevated living in this beautifully appointed 1-bedroom, 1-bath residence located on the second floor in the heart of Winter Park, Florida. The home showcases elegant wood-look tile flooring throughout, creating a seamless, upscale aesthetic with both style and durability.The primary bedroom is enhanced with classic plantation shutters,

    Eric Zimmerman RE/MAX Advantage

    200 Saint Andrews Blvd Unit 315, Winter Park, FL 32792
  • 451 Fairfax Ave, Winter Park, FL 32789
    451 Fairfax Ave, Winter Park, FL 32789
    /2

    $879,000 Sold Nov 14, 2025

    451 Fairfax Ave, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $395/SF
    • 5 Days On Market

    Current Estimated Value $864,888

    Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    451 Fairfax Ave, Winter Park, FL 32789
    • 200 Saint Andrews Blvd Unit 1807, Winter Park, FL 32792
      200 Saint Andrews Blvd Unit 1807, Winter Park, FL 32792
      200 Saint Andrews Blvd Unit 1807, Winter Park, FL 32792
      /19

      Est $224,259 Not Listed For Sale

      200 Saint Andrews Blvd Unit 1807, Winter Park, FL 32792

      • 2 Beds
      • 1.5 Baths
      • 1,219 Sq Ft
      • Built 1970
      200 Saint Andrews Blvd Unit 1807, Winter Park, FL 32792

      Last Sold Summary

      • 20% Below List Price
      • $230/SF
      • 6 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Laura Hope COMPASS FLORIDA LLC

Showing Results 561 - 600, Page 15 of 18

Florida Orange County Winter Park

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group