Homes in ZIP Code 32789

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  /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

  $2,594,550 Sold May 09, 2025

  254 Sylvan Blvd, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 3,653 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $710/SF
  • 8 Days On Market

  Current Estimated Value $2,510,883

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  254 Sylvan Blvd, Winter Park, FL 32789
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  /22

  Est $1,659,365 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,118 Sq Ft

  101 S New York Ave Unit 304, Winter Park, FL 32789

  101 S New York Ave Unit 304, Winter Park, FL 32789
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  /20

  $479,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,182 Sq Ft

  1386 Clay St, Winter Park, FL 32789

  Under contract-accepting backup offers. Beautiful piece of property on Clay St. in Winter Park. Fantastic location. Nearly a third of an acre. Minutes to downtown Winter Park , Advent Health medical center on Rollins St. and Dubsdread golf course. *Double gate fence for boat or RV.*Newer A/C in 2017. *Newer roof in 2017. *Garage *Huge fenced-in backyard. *Wood floors. Enjoy this home or build

  Mark Glaser COLDWELL BANKER RESIDENTIAL RE

  1386 Clay St, Winter Park, FL 32789
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  /2

  $1,025,000 Sold Jun 27, 2025

  2680 Oglesby Ave, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,546 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $403/SF
  • 55 Days On Market

  Current Estimated Value $1,011,445

  Last Listing Agent Kris Kennedy COMPASS FLORIDA LLC

  2680 Oglesby Ave, Winter Park, FL 32789
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  /17

  Est $337,449 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 709 Sq Ft

  500 N Pennsylvania Ave Unit F, Winter Park, FL 32789

  500 N Pennsylvania Ave Unit F, 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

  $5,250,000 Sold Mar 31, 2025

  210 Chelton Cir, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 5,264 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $997/SF
  • 125 Days On Market

  Current Estimated Value $1,309,179

  Last Listing Agent Laura Earl CORCORAN PREMIER REALTY

  210 Chelton Cir, Winter Park, FL 32789
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  /24

  Est $358,202 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 540 Sq Ft

  311 E Morse Blvd Unit 7-3, Winter Park, FL 32789

  311 E Morse Blvd Unit 7-3, Winter Park, FL 32789
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  /7

  $499,000

  • Land
  • 0.21 Acre
  • $2,376,190 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

  $2,400,000 Sold Mar 28, 2025

  1010 N Pennsylvania Ave, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 4,074 Sq Ft
  • Built 2017

  Last Sold Summary

  • 14% Below List Price
  • $589/SF
  • 94 Days On Market

  Current Estimated Value $2,391,923

  Last Listing Agent Dana Laing BHHS FLORIDA REALTY

  1010 N Pennsylvania Ave, Winter Park, FL 32789
• 

  

  /22

  Est $482,836 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 884 Sq Ft

  311 E Morse Blvd Unit 6-8, Winter Park, FL 32789

  311 E Morse Blvd Unit 6-8, Winter Park, FL 32789
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  /34

  $158,000

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit D113, Winter Park, FL 32789

  Welcome to this charming 2-bedroom, 1-bathroom first-floor condo conveniently located in the heart of Winter Park. Ideal for investors as it is currently leased. This home offers a spacious open layout with plenty of natural light, NO CARPET, and a functional floor plan perfect for comfortable living.The kitchen features ample cabinet space and next to it you will find the laundry closet

  Gisela Gaztambide Balzac EMPIRE NETWORK REALTY

  1695 Lee Rd Unit D113, Winter Park, FL 32789
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  /2

  $1,050,000 Sold Jul 14, 2025

  795 W Canton Ave, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,374 Sq Ft
  • Built 2017

  Last Sold Summary

  • 9% Below List Price
  • $442/SF
  • 23 Days On Market

  Current Estimated Value $1,028,561

  Last Listing Agent Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES

  795 W Canton Ave, Winter Park, FL 32789
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  /32

  Est $436,411 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,192 Sq Ft

  311 E Morse Blvd Unit 6-2, Winter Park, FL 32789

  311 E Morse Blvd Unit 6-2, Winter Park, FL 32789
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  /43

  $845,000 Pending

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

  1251 Arlington Place, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to this rare find in the heart of Winter Park — a beautifully updated 3-bedroom, 3.5-bath townhome that lives like a single-family home, and best of all, there’s no HOA. Step inside to soaring 20-foot ceilings in the foyer and living room, complemented by elegant hardwood floors, crown molding, and expansive windows that fill the space with natural

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  1251 Arlington Place, Winter Park, FL 32789
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  /2

  $1,480,000 Sold Sep 19, 2025

  1742 Barcelona Way, Winter Park, FL 32789

  • 5 Beds
  • 8 Baths
  • 3,626 Sq Ft
  • Built 1973

  Last Sold Summary

  • 18% Below List Price
  • $408/SF
  • 81 Days On Market

  Current Estimated Value $1,500,180

  Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC

  1742 Barcelona Way, Winter Park, FL 32789
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  /6

  Est $2,141,138 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,291 Sq Ft

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

  140 E Morse Blvd Unit I, Winter Park, FL 32789
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  /45

  $3,895,000 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

  $1,500,000 Sold May 14, 2025

  1741 Pine Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,297 Sq Ft
  • Built 2002

  Last Sold Summary

  • $455/SF
  • 7 Days On Market

  Current Estimated Value $1,524,280

  Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  1741 Pine Ave, Winter Park, FL 32789
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  /26

  Est $742,775 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft

  106 S Interlachen Ave Unit 516, Winter Park, FL 32789

  106 S Interlachen Ave Unit 516, Winter Park, FL 32789
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  /41

  $1,150,000

  • 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

  $560,000 Sold Aug 19, 2025

  1339 Orchid Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 789 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Below List Price
  • $710/SF
  • 46 Days On Market

  Current Estimated Value $546,480

  Last Listing Agent Barbara Allen ABIDE REALTY

  1339 Orchid Ave, Winter Park, FL 32789
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  /51

  Est $748,453 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft

  106 S Interlachen Ave Unit 416, Winter Park, FL 32789

  106 S Interlachen Ave Unit 416, Winter Park, FL 32789
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  /26

  $360,200 Pending

  • 3 Beds
  • 2 Baths
  • 1,401 Sq Ft

  320 Granada Dr, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to this delightful 3-bedroom, 2-bathroom home nestled in the heart of sought-after Winter Park! Bursting with character and charm, this property features original hardwood floors that add warmth and timeless appeal, along with a cozy antique wood-burning stove that brings a touch of rustic elegance to the living space. Plus, an updated bathroom is

  Jonathan Cole KELLER WILLIAMS WINTER PARK

  320 Granada Dr, Winter Park, FL 32789
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  /2

  $475,000 Sold Oct 14, 2025

  621 Symonds Ave, Winter Park, FL 32789

  • Land
  • 0.13 Acre
  • $3,653,846 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 147 Days On Market

  Last Listing Agent Emily Williams FANNIE HILLMAN & ASSOCIATES

  621 Symonds Ave, Winter Park, FL 32789
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  /39

  Est $722,764 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft

  104 S Interlachen Ave Unit 414, Winter Park, FL 32789

  104 S Interlachen Ave Unit 414, Winter Park, FL 32789
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  /7

  $1,665,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,916 Sq Ft

  2430 Chantilly Ave, Winter Park, FL 32789

  Under Construction. An architectural statement in the heart of Winter Park, this remarkable residence designed by renowned architect Gary Hancock is a masterclass in craftsmanship, architecture, and timeless elegance. From the moment you arrive, the home commands attention with a breathtaking façade defined by graceful archways and refined architectural symmetry. Every exterior line and material

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  2430 Chantilly Ave, Winter Park, FL 32789
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  /2

  $230,000 Sold May 30, 2025

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

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $224/SF
  • 75 Days On Market

  Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 10C, Winter Park, FL 32789
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  /30

  Est $1,127,838 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  100 S Interlachen Ave Unit 301, Winter Park, FL 32789

  100 S Interlachen Ave Unit 301, 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

  $1,740,000 Sold Aug 29, 2025

  443 Beloit Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,964 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $587/SF
  • 0 Days On Market

  Current Estimated Value $1,745,879

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  443 Beloit Ave, Winter Park, FL 32789
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  /56

  Est $1,588,991 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft

  106 S Interlachen Ave Unit 219, Winter Park, FL 32789

  106 S Interlachen Ave Unit 219, Winter Park, FL 32789
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  /12

  $3,490,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,205 Sq Ft

  1910 Glencoe Rd, Winter Park, FL 32789

  Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand-new construction embodies the perfect fusion of contemporary design, timeless elegance, and exceptional quality offering 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and over 4,200 square feet of thoughtfully designed luxury living space. As you step through

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  1910 Glencoe Rd, Winter Park, FL 32789
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  /2

  $316,000 Sold Feb 04, 2025

  2886 Roxbury Rd, Winter Park, FL 32789

  • 3 Beds
  • 1 Bath
  • 1,162 Sq Ft
  • Built 1954

  Last Sold Summary

  • 13% Below List Price
  • $272/SF
  • 153 Days On Market

  Current Estimated Value $320,904

  Last Listing Agent Glenn Brunskill, LLC COLDWELL BANKER RESIDENTIAL RE

  2886 Roxbury Rd, Winter Park, FL 32789
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  /28

  Est $595,883 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 901 Sq Ft

  100 S Interlachen Ave Unit 108, Winter Park, FL 32789

  100 S Interlachen Ave Unit 108, 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

  $940,000 Sold Aug 29, 2025

  1840 Biscayne Dr, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,646 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $355/SF
  • 17 Days On Market

  Current Estimated Value $944,441

  Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

  1840 Biscayne Dr, Winter Park, FL 32789
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  /2

  Est $564,253 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  250 Carolina Ave Unit 406, Winter Park, FL 32789

  250 Carolina Ave Unit 406, Winter Park, FL 32789
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  /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

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