Homes in ZIP Code 32789

• 

  

  /2

  Est $282,797 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit M33, Winter Park, FL 32789

  700 Melrose Ave Unit M33, Winter Park, FL 32789
• 

  

  

  /26

  $635,000

  • 2 Beds
  • 2 Baths
  • 949 Sq Ft

  101 S Interlachen Ave Unit 104, Winter Park, FL 32789

  FIRST TIME ON THE MARKET! ULTRA-RARE GROUND FLOOR CONDO IN DOWNTOWN WINTER PARK'S LACHEN HOUSE – AVAILABLE FOR RENT OR PURCHASE! This is your chance to secure a highly coveted ground floor unit in one of Winter Park's most desirable locations. Available for rent at $3,800/month or purchase at $635,000 with quick move-in or quick closing possible!This stunning 2-bedroom, 2-bath condo has been

  Kelly Price KELLY PRICE & COMPANY LLC

  101 S Interlachen Ave Unit 104, Winter Park, FL 32789
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  /2

  $145,000 Sold May 02, 2025

  1695 Lee Rd Unit D206, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft
  • Built 1966

  Last Sold Summary

  • 8% Below List Price
  • $165/SF
  • 271 Days On Market

  Current Estimated Value $146,788

  Last Listing Agent Justin Adams EXP REALTY LLC

  1695 Lee Rd Unit D206, Winter Park, FL 32789
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  /2

  Est $2,262,422 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,632 Sq Ft

  660 Osceola Ave Unit 104, Winter Park, FL 32789

  660 Osceola Ave Unit 104, Winter Park, FL 32789
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  /12

  $4,500,000

  • Land
  • 0.48 Acre
  • $9,375,000 per Acre

  503 N Interlachen Ave, Winter Park, FL 32789

  JUST LISTED - RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK - OFFERED AT $4,999,000!!! Zoned R-3, this multi-family, prime piece of land is ready for development. Luxury townhomes or condos, nothing but pure potential. Located near the intersection of N. Interlachen Avenue and Canton Avenue, this parcel is just 1-block to Park Avenue's boutique shops, award-winning restaurants, and esteemed

  Kelly Price KELLY PRICE & COMPANY LLC

  503 N Interlachen Ave, Winter Park, FL 32789
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  /2

  $780,000 Sold May 05, 2025

  106 S Interlachen Ave Unit 317, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,351 Sq Ft
  • Built 1971

  Last Sold Summary

  • $577/SF
  • 0 Days On Market

  Current Estimated Value $788,856

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

  106 S Interlachen Ave Unit 317, Winter Park, FL 32789
• 

  

  /22

  Est $229,971 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 917 Sq Ft

  700 Melrose Ave Unit L33, Winter Park, FL 32789

  700 Melrose Ave Unit L33, Winter Park, FL 32789
• 

  

  /6

  $375,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  770 Carver St, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to 770 Carver Street in the highly sought after Winter Park, Florida! This charming three-bedroom, one-and-a-half-bath home offers nearly 1,300 square feet of versatile living space, brimming with potential. Whether you’re a potential homeowner or an investor/developer seeking your next opportunity, this property presents an ideal canvas to bring

  Maria Stinson LEGENDS REALTY

  770 Carver St, Winter Park, FL 32789
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  /2

  $900,000 Sold Mar 14, 2025

  2050 Temple Dr, Winter Park, FL 32789

  • 3 Beds
  • 1 Bath
  • 1,449 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Below List Price
  • $621/SF
  • 1 Day On Market

  Current Estimated Value $887,131

  Last Listing Agent Phyllis Schulz CHARLES RUTENBERG REALTY ORLANDO

  2050 Temple Dr, Winter Park, FL 32789
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  /18

  Est $321,123 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit K33, Winter Park, FL 32789

  700 Melrose Ave Unit K33, Winter Park, FL 32789
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  /10

  $1,195,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,525 Sq Ft

  1860 Staunton Ave, Winter Park, FL 32789

  Pre-Construction. To be built. Elevate your lifestyle with a rare chance to build your dream home in the coveted Killarney Shores neighborhood. This exclusive opportunity is in one of the last Winter Park neighborhoods where fully custom new construction is still attainable under $1.3M. A premier build team, curated by The Hope Group, will include Deep Roots Construction, MJS Designers, and

  Leighton Hope COMPASS FLORIDA LLC

  1860 Staunton Ave, Winter Park, FL 32789
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  /2

  $555,000 Sold Jan 29, 2026

  1267 Michigan Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,798 Sq Ft
  • Built 2019

  Last Sold Summary

  • 17% Below List Price
  • $309/SF
  • 88 Days On Market

  Last Listing Agent Megan Cross FANNIE HILLMAN & ASSOCIATES

  1267 Michigan Ave, Winter Park, FL 32789
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  /39

  Est $296,643 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit K3, Winter Park, FL 32789

  700 Melrose Ave Unit K3, Winter Park, FL 32789
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  /3

  $2,395,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,111 Sq Ft

  2361 Mulbry Dr, Winter Park, FL 32789

  Under Construction. Signature new construction currently under way, thoughtfully designed for modern living with a refined balance of warmth, scale, and functionality. This two-story residence close to 3,200 square feet under air with a 4-bedroom, 4-full-bath layout plus a dedicated office and second-floor media room, delivering flexibility without compromise.The main level is anchored by a

  Ahmad Hassan COMPASS FLORIDA LLC

  2361 Mulbry Dr, Winter Park, FL 32789
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  /2

  $330,000 Sold Jul 23, 2025

  700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Built 1964

  Last Sold Summary

  • 16% Below List Price
  • $307/SF
  • 303 Days On Market

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  700 Melrose Ave J 1 Ave Unit J1, Winter Park, FL 32789
• 

  /2

  Est $188,796 Not Listed For Sale

  • Studio
  • 1 Bath
  • 624 Sq Ft

  700 Melrose Ave Unit G34, Winter Park, FL 32789

  700 Melrose Ave Unit G34, Winter Park, FL 32789
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  /12

  $1,750,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  1840 Anzle Ave, Winter Park, FL 32789

  Under Construction. NEW CONSTRUCTION – Under Construction. Welcome to Winter Park! This stunning modern residence is meticulously designed and ideally located near everything. This beautifully crafted home features 4 bedrooms, 2.5 bathrooms, and 2,350 square feet of living space, plus an additional 1,247 square feet of terraces and lanai. The open-concept kitchen showcases quartz countertops,

  Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

  1840 Anzle Ave, Winter Park, FL 32789
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  /2

  $175,000 Sold Apr 11, 2025

  700 Melrose Ave Unit E6, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft
  • Built 1964

  Last Sold Summary

  • 22% Below List Price
  • $240/SF
  • 230 Days On Market

  Current Estimated Value $183,340

  Last Listing Agent Milton James COLDWELL BANKER RESIDENTIAL RE

  700 Melrose Ave Unit E6, Winter Park, FL 32789
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  /20

  Est $349,260 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,448 Sq Ft

  700 Melrose Ave Unit C2, Winter Park, FL 32789

  700 Melrose Ave Unit C2, Winter Park, FL 32789
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  /7

  $489,000

  • Land
  • 0.21 Acre
  • $2,328,571 per Acre

  3601 Midiron Dr, Winter Park, FL 32789

  Ready to build your dream home or invest in one of Winter Park’s most desirable locations? This oversized, one-of-a-kind lot is ideally situated just across from Dubsdread Golf Course and only minutes from Park Avenue, Winter Park Village, dining, shopping, and entertainment. Enjoy convenient access to major roads while still being nestled in a highly sought-after neighborhood. Located within a

  Juliana Usquiano EMPIRE NETWORK REALTY

  3601 Midiron Dr, Winter Park, FL 32789
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  /2

  $2,495,000 Sold Jul 22, 2025

  940 Lincoln Cir, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 3,551 Sq Ft
  • Built 1995

  Last Sold Summary

  • 26% Below List Price
  • $703/SF
  • 47 Days On Market

  Current Estimated Value $2,522,009

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  940 Lincoln Cir, Winter Park, FL 32789
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  /44

  Est $2,224,051 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  200 S Interlachen Ave Unit 400, Winter Park, FL 32789

  200 S Interlachen Ave Unit 400, Winter Park, FL 32789
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  /32

  $2,100,000

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

  311 E Morse Blvd Unit 2-5, Winter Park, FL 32789

  Enjoy the Winter Park lifestyle in this spacious 2-bedroom, 2-bath lakefront condo offering 1,900 square feet in the heart of downtown Winter Park. Enjoy serene lake views from the 120 sq ft screened porch—perfect for morning coffee or evening wine. The light-filled living area features soaring 8 ft 10 in ceilings, creating an open, airy atmosphere. A cozy family room offers built-in shelving and

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 2-5, Winter Park, FL 32789
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  /2

  $900,000 Sold Aug 29, 2025

  3011 Temple Trail, Winter Park, FL 32789

  • 5 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • Built 1965

  Last Sold Summary

  • 10% Below List Price
  • $374/SF
  • 83 Days On Market

  Current Estimated Value $903,382

  Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

  3011 Temple Trail, Winter Park, FL 32789
• 

  /2

  Est $1,581,626 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,637 Sq Ft

  315 E New England Ave Unit 9, Winter Park, FL 32789

  315 E New England Ave Unit 9, Winter Park, FL 32789
• 

  

  /45

  $3,745,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,520 Sq Ft

  1751 Glencoe Rd, Winter Park, FL 32789

  Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed Davila Homes masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30-acre lot, this residence captures attention from the moment you arrive, with its striking architectural details, a sweeping driveway, and detached garage that together set a tone of timeless sophistication.

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  1751 Glencoe Rd, Winter Park, FL 32789
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  /2

  $243,800 Sold May 30, 2025

  255 Sandlewood Trail, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft
  • Built 1984

  Last Sold Summary

  • 10% Below List Price
  • $254/SF
  • 24 Days On Market

  Last Listing Agent Freddie Crespo INVESTOR'S REAL ESTATE LLC

  255 Sandlewood Trail, Winter Park, FL 32789
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  /100

  Est $3,023,959 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,355 Sq Ft

  300 S Interlachen Ave Unit 303, Winter Park, FL 32789

  300 S Interlachen Ave Unit 303, Winter Park, FL 32789
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  /41

  $1,150,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,635 Sq Ft

  1611 Walnut Ave, Winter Park, FL 32789

  Prime Location!Step into the charm of Old Winter Park in this uniquely designed one story, four bedroom, three bath home located off the Via’s in Lake Knowles Terrace. Built in 1951 and thoughtfully renovated in 1998, this home offers soaring ceilings, generous light from skylights, and a layout that embraces both privacy and togetherness. Enjoy two spacious en-suite bedrooms, ideal for

  Kim Wood COLDWELL BANKER RESIDENTIAL RE

  1611 Walnut Ave, Winter Park, FL 32789
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  /2

  $810,000 Sold Nov 26, 2025

  1314 Canterbury Rd, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,738 Sq Ft
  • Built 1950

  Last Sold Summary

  • $466/SF

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  1314 Canterbury Rd, Winter Park, FL 32789
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  /24

  Est $246,841 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 893 Sq Ft

  1250 S Denning Dr Unit 126, Winter Park, FL 32789

  1250 S Denning Dr Unit 126, Winter Park, FL 32789
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  /36

  $3,295,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,863 Sq Ft

  1821 Englewood Rd, Winter Park, FL 32789

  This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1821 Englewood Rd, Winter Park, FL 32789
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  /2

  $1,180,000 Sold May 01, 2025

  181 N Phelps Ave, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • Built 1948

  Last Sold Summary

  • 13% Below List Price
  • $393/SF
  • 43 Days On Market

  Current Estimated Value $1,212,254

  Last Listing Agent Iluska Kruse ORLANDO BROTHERS REAL ESTATE LLC

  181 N Phelps Ave, Winter Park, FL 32789
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  /41

  Est $1,128,878 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,599 Sq Ft

  100 S Virginia Ave Unit 316, Winter Park, FL 32789

  100 S Virginia Ave Unit 316, Winter Park, FL 32789
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  /49

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  1600 Palmer Ave, Winter Park, FL 32789

  Discover refined elegance in this meticulously updated 3-bedroom, 2.5-bath two-story residence in sought-after Winter Park. Offered at $1,200,000, this stunning home seamlessly blends modern luxury with thoughtful design.The heart of this home features a customized chef's kitchen with top-of-the-line Signature Kitchen Suite appliances, including both induction and electric ranges plus natural

  Dee Morgan KELLY PRICE & COMPANY LLC

  1600 Palmer Ave, Winter Park, FL 32789
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  /2

  $2,495,000 Sold Jul 21, 2025

  1690 Palm Ave, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 3,967 Sq Ft
  • Built 2020

  Last Sold Summary

  • 12% Below List Price
  • $629/SF
  • 56 Days On Market

  Current Estimated Value $2,482,833

  Last Listing Agent Daniel Robinson HOUWZER INC

  1690 Palm Ave, Winter Park, FL 32789
• 

  

  /31

  Est $1,066,319 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,599 Sq Ft

  100 S Virginia Ave Unit 315, Winter Park, FL 32789

  100 S Virginia Ave Unit 315, Winter Park, FL 32789
• 

  

  /40

  $359,000

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft

  311 E Morse Blvd Unit 7-5, Winter Park, FL 32789

  Major Price Improvement! Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condominium located just steps from Park Avenue and fabulous historic downtown Winter Park! This architectural mid-century beauty was built in 1960 and has survived every major hurricane since then. Whispering Waters has passed the Milestone and Structural Integrity Reserve Study

  Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO

  311 E Morse Blvd Unit 7-5, Winter Park, FL 32789
• 

  /2

  $1,075,000 Sold Jul 31, 2025

  1690 Oneco Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,703 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Below List Price
  • $398/SF
  • 140 Days On Market

  Current Estimated Value $1,114,283

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1690 Oneco Ave, Winter Park, FL 32789
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  /34

  Est $1,563,956 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,966 Sq Ft

  101 S New York Ave Unit 309, Winter Park, FL 32789

  101 S New York Ave Unit 309, Winter Park, FL 32789

Showing Results 521 - 560, Page 14 of 18