11,861

Homes in ZIP Code 32789

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  • 1302 Raintree Place, Winter Park, FL 32789
    1302 Raintree Place, Winter Park, FL 32789
    /2

    $4,720,000

    Sold May 15, 2026

    1302 Raintree Place, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,738 Sq Ft
    • Built 2025

    Last Sold Summary

    • 11% Below List Price
    • $996/SF
    • 182 Days On Market

    Current Estimated Value $4,542,196

    Last Listing Agent Rikhil Amin FANNIE HILLMAN & ASSOCIATES

    1302 Raintree Place, Winter Park, FL 32789
    • 1500 Gay Rd Unit 6C, Winter Park, FL 32789
      1500 Gay Rd Unit 6C, Winter Park, FL 32789
      1500 Gay Rd Unit 6C, Winter Park, FL 32789
      /20

      Est $177,240

      Not Listed For Sale

      1500 Gay Rd Unit 6C, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 732 Sq Ft
      • Built 1972
      1500 Gay Rd Unit 6C, Winter Park, FL 32789

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Jerry Oller FANNIE HILLMAN & ASSOCIATES

  • 231 Chelton Cir, Winter Park, FL 32789
    231 Chelton Cir, Winter Park, FL 32789
    231 Chelton Cir, Winter Park, FL 32789
    /67

    $4,950,000

    • 4 Beds
    • 7 Baths
    • 5,550 Sq Ft

    231 Chelton Cir, Winter Park, FL 32789

    Residing among the treelined streets of Winter Park, this stunning, contemporary pool home, designed and built by renowned Phil Kean, truly captures the essence of luxury living. Showcasing his signature aesthetic, the home emphasizes sleek architectural lines, refined finishes, and a seamless connection between indoor and outdoor spaces. Expansive walls of glass flood the interior with natural

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    231 Chelton Cir, Winter Park, FL 32789
  • 1602 Alabama Dr Unit 404, Winter Park, FL 32789
    1602 Alabama Dr Unit 404, Winter Park, FL 32789
    /2

    $2,288,215

    Sold Dec 19, 2025

    1602 Alabama Dr Unit 404, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 2,709 Sq Ft
    • Built 1981

    Last Sold Summary

    • 8% Below List Price
    • $845/SF
    • 179 Days On Market

    Current Estimated Value $2,219,724

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1602 Alabama Dr Unit 404, Winter Park, FL 32789
    • 2500 Lee Rd Unit 207, Winter Park, FL 32789
      2500 Lee Rd Unit 207, Winter Park, FL 32789
      2500 Lee Rd Unit 207, Winter Park, FL 32789
      /31

      Est $220,832

      Not Listed For Sale

      2500 Lee Rd Unit 207, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 956 Sq Ft
      • Built 1969
      2500 Lee Rd Unit 207, Winter Park, FL 32789

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Carlos Santana REALTY SERVICES OF AMERICA LLC

  • 151 N Orlando Ave Unit 142, Winter Park, FL 32789
    151 N Orlando Ave Unit 142, Winter Park, FL 32789
    151 N Orlando Ave Unit 142, Winter Park, FL 32789
    /30

    $199,900

    • 1 Bed
    • 1 Bath
    • 582 Sq Ft

    151 N Orlando Ave Unit 142, Winter Park, FL 32789

    **Lakeside Living Meets Urban Convenience in the Heart of Winter Park!** Welcome home to this beautifully updated, turn-key 1-bedroom, 1-bathroom first-floor condominium located in the highly desirable Lake Killarney Condominiums community. Offering the perfect blend of modern interior updates, stress-free maintenance, and an unbeatable location, this unit is an absolute gem for first-time

    Chris Creegan CREEGAN GROUP

    151 N Orlando Ave Unit 142, Winter Park, FL 32789
  • 1110 Alabama Dr, Winter Park, FL 32789
    1110 Alabama Dr, Winter Park, FL 32789
    1110 Alabama Dr, Winter Park, FL 32789
    /100

    $1,699,000

    Sold Jul 15, 2026

    1110 Alabama Dr, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,488 Sq Ft
    • Built 1958

    Last Sold Summary

    • 3% Below List Price
    • $683/SF
    • 78 Days On Market

    Current Estimated Value $1,659,150

    Last Listing Agent Vanessa Pierce Coldwell Banker Realty

    1110 Alabama Dr, Winter Park, FL 32789
    • 700 Melrose Ave Unit B4, Winter Park, FL 32789
      700 Melrose Ave Unit B4, Winter Park, FL 32789
      /2

      Est $332,776

      Not Listed For Sale

      700 Melrose Ave Unit B4, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,074 Sq Ft
      • Built 1964
      700 Melrose Ave Unit B4, Winter Park, FL 32789

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

  • 901 Golfview Terrace, Winter Park, FL 32789
    901 Golfview Terrace, Winter Park, FL 32789
    901 Golfview Terrace, Winter Park, FL 32789
    /49

    $6,995,000

    • 5 Beds
    • 5.5 Baths
    • 5,479 Sq Ft

    901 Golfview Terrace, Winter Park, FL 32789

    Gorgeous custom five-bedroom, five-and-one-half-bath residence built by Maroon Fine Homes in 2023 and ideally positioned on arguably one of the most sought after locations in all of Winter Park! Thoughtfully designed with an exceptional floor plan, refined finishes, and impressive attention to detail throughout, this sophisticated home offers an effortless blend of elegance, comfort, and

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    901 Golfview Terrace, Winter Park, FL 32789
  • 1506 Williams Dr, Winter Park, FL 32789
    1506 Williams Dr, Winter Park, FL 32789
    /2

    $2,800,000

    Sold Aug 07, 2026

    1506 Williams Dr, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 6,387 Sq Ft
    • Built 1960

    Last Sold Summary

    • $438/SF
    • 0 Days On Market

    Current Estimated Value $3,382,838

    Last Listing Agent Tami Klein FANNIE HILLMAN & ASSOCIATES

    1506 Williams Dr, Winter Park, FL 32789
    • 1250 S Denning Dr Unit 230, Winter Park, FL 32789
      1250 S Denning Dr Unit 230, Winter Park, FL 32789
      /2

      Est $218,397

      Not Listed For Sale

      1250 S Denning Dr Unit 230, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 913 Sq Ft
      • Built 1967
      1250 S Denning Dr Unit 230, Winter Park, FL 32789

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Jenny Lake FANNIE HILLMAN & ASSOCIATES

  • 311 E Morse Blvd Unit 6-12, Winter Park, FL 32789
    311 E Morse Blvd Unit 6-12, Winter Park, FL 32789
    311 E Morse Blvd Unit 6-12, Winter Park, FL 32789
    /20

    $275,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 6-12, Winter Park, FL 32789

    Under contract-accepting backup offers. Welcome to easy living in the heart of Winter Park. Located just two blocks from Park Avenue, this studio condo puts you right in the center of it all—award-winning restaurants, boutique shopping, coffee shops, museums, and the iconic Winter Park boat tour are all just steps away. Situated on the third floor of Building 6 with convenient elevator access,

    Andrea Parra FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 6-12, Winter Park, FL 32789
  • 1250 S Denning Dr Unit 213, Winter Park, FL 32789
    1250 S Denning Dr Unit 213, Winter Park, FL 32789
    /2

    $260,000

    Sold Jan 30, 2026

    1250 S Denning Dr Unit 213, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft
    • Built 1967

    Last Sold Summary

    • 5% Below List Price
    • $286/SF
    • 114 Days On Market

    Current Estimated Value $252,711

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

    1250 S Denning Dr Unit 213, Winter Park, FL 32789
    • 700 Melrose Ave Unit K4, Winter Park, FL 32789
      700 Melrose Ave Unit K4, Winter Park, FL 32789
      700 Melrose Ave Unit K4, Winter Park, FL 32789
      /23

      Est $218,935

      Not Listed For Sale

      700 Melrose Ave Unit K4, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 730 Sq Ft
      • Built 1964
      700 Melrose Ave Unit K4, Winter Park, FL 32789

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Isabella Martinez METROPOLITAN R.E SOLUTIONS INC

  • 1250 S Denning Dr Unit 109, Winter Park, FL 32789
    1250 S Denning Dr Unit 109, Winter Park, FL 32789
    1250 S Denning Dr Unit 109, Winter Park, FL 32789
    /27

    $190,000

    • 1 Bed
    • 1 Bath
    • 658 Sq Ft

    1250 S Denning Dr Unit 109, Winter Park, FL 32789

    Welcome to this beautifully updated one-bedroom, one-bath condo in the heart of Winter Park. Thoughtfully maintained and move-in ready, this inviting home offers a bright, clean interior with tasteful finishes and a functional layout designed for comfortable, low-maintenance living. A spacious screened porch overlooks a serene courtyard, creating the perfect spot to enjoy your morning coffee or

    Randy Wilson FAIRBANKS REALTY

    1250 S Denning Dr Unit 109, Winter Park, FL 32789
  • 1780 Goodrich Ave, Winter Park, FL 32789
    1780 Goodrich Ave, Winter Park, FL 32789
    /2

    $615,000

    Sold Jun 24, 2026

    1780 Goodrich Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,283 Sq Ft
    • Built 1955

    Last Sold Summary

    • 2% Below List Price
    • $479/SF
    • 3 Days On Market

    Current Estimated Value $635,604

    Last Listing Agent Buddy Jerome, III SUMMERPARK HOMES REALTY LLC

    1780 Goodrich Ave, Winter Park, FL 32789
    • 300 Carolina Ave Unit 304, Winter Park, FL 32789
      300 Carolina Ave Unit 304, Winter Park, FL 32789
      /2

      Est $675,147

      Not Listed For Sale

      300 Carolina Ave Unit 304, Winter Park, FL 32789

      • 3 Beds
      • 2 Baths
      • 1,350 Sq Ft
      • Built 1982
      300 Carolina Ave Unit 304, Winter Park, FL 32789

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

  • 311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
    /25

    $279,000

    $110K PRICE DROP Under Contract
    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789

    Under contract-accepting backup offers. Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue!Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
  • 215 Salvador Square, Winter Park, FL 32789
    215 Salvador Square, Winter Park, FL 32789
    /2

    $1,000,000

    Sold Nov 03, 2025

    215 Salvador Square, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,565 Sq Ft
    • Built 1973

    Last Sold Summary

    • 16% Below List Price
    • $390/SF
    • 44 Days On Market

    Current Estimated Value $1,102,866

    Last Listing Agent Carrie Bantel PREMIER SOTHEBY'S INTL. REALTY

    215 Salvador Square, Winter Park, FL 32789
    • 700 Melrose Ave Unit E26, Winter Park, FL 32789
      700 Melrose Ave Unit E26, Winter Park, FL 32789
      700 Melrose Ave Unit E26, Winter Park, FL 32789
      /22

      Est $214,644

      Not Listed For Sale

      700 Melrose Ave Unit E26, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 730 Sq Ft
      • Built 1964
      700 Melrose Ave Unit E26, Winter Park, FL 32789

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  • 657 (and 655) Minnesota Ave, Winter Park, FL 32789
    657 (and 655) Minnesota Ave, Winter Park, FL 32789
    657 (and 655) Minnesota Ave, Winter Park, FL 32789
    /42

    $550,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,548 Sq Ft

    657 (and 655) Minnesota Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. A RARE WINTER PARK OPPORTUNITY—FIRST TIME OFFERED FOR SALE SINCE THE 1980s! Whether you are an INVESTOR looking to add a multi-family property to your portfolio, an INTELLIGENT BUYER dreaming of living in one unit while collecting rental income from the other, or someone with a BIGGER VISION for the future, 655 & 657 Minnesota Ave offer plenty of

    Kasey Hilyard PALM CIRCLE REALTY

    657 (and 655) Minnesota Ave, Winter Park, FL 32789
  • 1177 Kenwood Ave, Winter Park, FL 32789
    1177 Kenwood Ave, Winter Park, FL 32789
    /2

    $1,776,000

    Sold Jun 26, 2026

    1177 Kenwood Ave, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 4,363 Sq Ft
    • Built 2007

    Last Sold Summary

    • 10% Below List Price
    • $407/SF
    • 69 Days On Market

    Current Estimated Value $1,851,083

    Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

    1177 Kenwood Ave, Winter Park, FL 32789
    • 100 S Interlachen Ave Unit 111, Winter Park, FL 32789
      100 S Interlachen Ave Unit 111, Winter Park, FL 32789
      /2

      Est $609,241

      Not Listed For Sale

      100 S Interlachen Ave Unit 111, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 901 Sq Ft
      • Built 1971
      100 S Interlachen Ave Unit 111, Winter Park, FL 32789

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  • 151 N Orlando Ave Unit 115, Winter Park, FL 32789
    151 N Orlando Ave Unit 115, Winter Park, FL 32789
    151 N Orlando Ave Unit 115, Winter Park, FL 32789
    /22

    $285,000

    $13K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 115, Winter Park, FL 32789

    Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors.Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake

    Chris Creegan CREEGAN GROUP

    151 N Orlando Ave Unit 115, Winter Park, FL 32789
  • 241 W Lake Sue Ave, Winter Park, FL 32789
    241 W Lake Sue Ave, Winter Park, FL 32789
    /2

    $960,375

    Sold Sep 03, 2026

    241 W Lake Sue Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,304 Sq Ft
    • Built 1950

    Last Sold Summary

    • 20% Below List Price
    • $417/SF
    • 63 Days On Market

    Current Estimated Value $991,368

    Last Listing Agent Ken Dalton COLDWELL BANKER REALTY

    241 W Lake Sue Ave, Winter Park, FL 32789
    • 140 E Morse Blvd Unit C, Winter Park, FL 32789
      140 E Morse Blvd Unit C, Winter Park, FL 32789
      /2

      Est $2,124,980

      Not Listed For Sale

      140 E Morse Blvd Unit C, Winter Park, FL 32789

      • 2 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 2007
      140 E Morse Blvd Unit C, Winter Park, FL 32789

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

  • 1841 Lake Spier Dr, Winter Park, FL 32789
    1841 Lake Spier Dr, Winter Park, FL 32789
    1841 Lake Spier Dr, Winter Park, FL 32789
    /33

    $1,498,000

    Open Sun 12PM - 2PM $152K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,467 Sq Ft

    1841 Lake Spier Dr, Winter Park, FL 32789

    Water skiers welcome. A rare opportunity to own a thoughtfully renovated lakefront residence in Winter Park. This home is perfectly situated between Winter Park, Baldwin Park and Audobon Park. Walk to all three A rated schools: Baldwin Park Elementary, Glenridge Middle and Winter Park High School. Wherever you need to be- Hospitals, Downtown, Dog park, restaurants, farmers markets- all so close.

    Nicole Seybold FANNIE HILLMAN & ASSOCIATES

    1841 Lake Spier Dr, Winter Park, FL 32789
  • 2190 Temple Dr, Winter Park, FL 32789
    2190 Temple Dr, Winter Park, FL 32789
    /2

    $675,000

    Sold Nov 28, 2025

    2190 Temple Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 1956

    Last Sold Summary

    • 4% Below List Price
    • $468/SF
    • 108 Days On Market

    Current Estimated Value $825,976

    Last Listing Agent Sharon Mikol MAINFRAME REAL ESTATE

    2190 Temple Dr, Winter Park, FL 32789
    • 700 Melrose Ave Unit E24, Winter Park, FL 32789
      700 Melrose Ave Unit E24, Winter Park, FL 32789
      700 Melrose Ave Unit E24, Winter Park, FL 32789
      /19

      Est $200,318

      Not Listed For Sale

      700 Melrose Ave Unit E24, Winter Park, FL 32789

      • 1 Bed
      • 1 Bath
      • 787 Sq Ft
      • Built 1964
      700 Melrose Ave Unit E24, Winter Park, FL 32789

      Last Sold Summary

      • 164 Days On Market

      Last Listing Agent Susan Dering HOMEVEST REALTY

  • 207 E Kings Way, Winter Park, FL 32789
    207 E Kings Way, Winter Park, FL 32789
    207 E Kings Way, Winter Park, FL 32789
    /3

    $3,600,000

    New Construction $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,719 Sq Ft

    207 E Kings Way, Winter Park, FL 32789

    Under Construction. Step into a world where the timeless charm of Old Winter Park meets the pinnacle of modern luxury designed by Winter Park Design and masterfully crafted by renowned builder Vimaro Homes. Nestled on one of Winter Park’s most coveted tree-lined streets, this stately home immediately commands attention with its double-entry driveway, framed by manicured landscaping and a sense of

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    207 E Kings Way, Winter Park, FL 32789
  • 690 Osceola Ave Unit 209, Winter Park, FL 32789
    690 Osceola Ave Unit 209, Winter Park, FL 32789
    /2

    $380,000

    Sold Sep 26, 2025

    690 Osceola Ave Unit 209, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • Built 1969

    Last Sold Summary

    • 11% Below List Price
    • $331/SF
    • 34 Days On Market

    Current Estimated Value $383,648

    Last Listing Agent Mike Wang LOKATION

    690 Osceola Ave Unit 209, Winter Park, FL 32789
    • 1250 S Denning Dr Unit 105, Winter Park, FL 32789
      1250 S Denning Dr Unit 105, Winter Park, FL 32789
      /2

      Est $228,716

      Not Listed For Sale

      1250 S Denning Dr Unit 105, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 908 Sq Ft
      • Built 1967
      1250 S Denning Dr Unit 105, Winter Park, FL 32789

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Tricia Ramsby BHHS FLORIDA REALTY

  • 1473 Berkshire Ave, Winter Park, FL 32789
    1473 Berkshire Ave, Winter Park, FL 32789
    1473 Berkshire Ave, Winter Park, FL 32789
    /38

    $1,369,000

    New Construction Open Sat 11AM - 2PM $60K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,351 Sq Ft

    1473 Berkshire Ave, Winter Park, FL 32789

    LOCATION LOCATION LOCATION. Discover exceptional new construction in the heart of Winter Park. Completed in 2025, this stunning Mediterranean-inspired residence offers 5 bedrooms, 4 bathrooms, and nearly 2,900 square feet of thoughtfully designed living space. Situated on a charming, tree-lined street, the home combines timeless elegance with modern luxury.The open-concept floor plan

    Gilson Rodrigues KARDOSH REALTY

    1473 Berkshire Ave, Winter Park, FL 32789
  • 1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
    1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
    /2

    $312,500

    Sold Oct 21, 2025

    1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 823 Sq Ft
    • Built 1983

    Last Sold Summary

    • 4% Below List Price
    • $380/SF
    • 9 Days On Market

    Current Estimated Value $292,152

    Last Listing Agent Livia Petraru EXP REALTY LLC

    1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
    • 1500 Gay Rd Unit 10C, Winter Park, FL 32789
      1500 Gay Rd Unit 10C, Winter Park, FL 32789
      /2

      Est $245,225

      Not Listed For Sale

      1500 Gay Rd Unit 10C, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,026 Sq Ft
      • Built 1972
      1500 Gay Rd Unit 10C, Winter Park, FL 32789

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

  • 1903 N Park Ave, Winter Park, FL 32789
    1903 N Park Ave, Winter Park, FL 32789
    1903 N Park Ave, Winter Park, FL 32789
    /42

    $1,649,000

    $146K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,807 Sq Ft

    1903 N Park Ave, Winter Park, FL 32789

    Completed in 2020, this beautifully designed contemporary residence on North Park Avenue offers refined finishes and seamless indoor-outdoor living just minutes from Park Avenue’s famed shopping and restaurant district as well as the vibrant retail and dining of Winter Park Village and Mills50.Positioned on a prominent corner lot with dual access from N Park Ave and N Denning Drive, the

    Chris Creegan CREEGAN GROUP

    1903 N Park Ave, Winter Park, FL 32789
  • 1951 Staunton Ave, Winter Park, FL 32789
    1951 Staunton Ave, Winter Park, FL 32789
    /2

    $599,900

    Sold Jun 01, 2026

    1951 Staunton Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,556 Sq Ft
    • Built 1984

    Last Sold Summary

    • $235/SF
    • 69 Days On Market

    Current Estimated Value $602,092

    Last Listing Agent Veronica Figueroa EXP REALTY LLC

    1951 Staunton Ave, Winter Park, FL 32789
    • 1500 Gay Rd Unit 21B, Winter Park, FL 32789
      1500 Gay Rd Unit 21B, Winter Park, FL 32789
      1500 Gay Rd Unit 21B, Winter Park, FL 32789
      /22

      Est $246,883

      Not Listed For Sale

      1500 Gay Rd Unit 21B, Winter Park, FL 32789

      • 2 Beds
      • 2 Baths
      • 1,026 Sq Ft
      • Built 1972
      1500 Gay Rd Unit 21B, Winter Park, FL 32789

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

  • 2006 Cornell Ave, Winter Park, FL 32789
    2006 Cornell Ave, Winter Park, FL 32789
    2006 Cornell Ave, Winter Park, FL 32789
    /28

    $328,000

    $10K PRICE DROP Under Contract
    • 2 Beds
    • 1 Bath
    • 797 Sq Ft

    2006 Cornell Ave, Winter Park, FL 32789

    Under contract-accepting backup offers. Welcome home to this charming and fully remodeled 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND College Park. Located just minutes away from Downtown Orlando, Disney, Universal and Advent Health, this sought-after location offers convenience and comfort. This home boasts not only a prime location but also a cozy ambiance that will make

    Stacia Stephenson FLORIDA HOME TEAM REALTY LLC

    2006 Cornell Ave, Winter Park, FL 32789
  • 1630 Chestnut Ave, Winter Park, FL 32789
    1630 Chestnut Ave, Winter Park, FL 32789
    /2

    $1,690,000

    Sold Mar 06, 2026

    1630 Chestnut Ave, Winter Park, FL 32789

    • 3 Beds
    • 4.5 Baths
    • 3,164 Sq Ft
    • Built 2021

    Last Sold Summary

    • 3% Below List Price
    • $534/SF
    • 70 Days On Market

    Current Estimated Value $1,711,680

    Last Listing Agent Brian Teach COLDWELL BANKER REALTY

    1630 Chestnut Ave, Winter Park, FL 32789

Showing Results 361 - 400, Page 10 of 18

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