Homes in ZIP Code 32789

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  $900,000 Sold Feb 18, 2025

  830 W Canton Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,965 Sq Ft
  • Built 2018

  Last Sold Summary

  • 6% Below List Price
  • $458/SF
  • 14 Days On Market

  Current Estimated Value $919,350

  Last Listing Agent Claudia Kester FOLIO REALTY LLC

  830 W Canton Ave, Winter Park, FL 32789
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  /59

  Est $2,378,307 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,870 Sq Ft

  1411 Elizabeth Dr, Winter Park, FL 32789

  1411 Elizabeth Dr, Winter Park, FL 32789
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  /27

  $700,000

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  865 S Pennsylvania Ave, Winter Park, FL 32789

  LOCATION, LOCATION, LOCATION...Desirable Winter Park "College Quarter" Historic District...Come take a tour of this wonderfully updated Bungalow with lots of windows for natural light, original hardwood floors, beautiful crown molding, and high ceilings. Did I mention the location, Walk to Park Ave, Rollins College, Hannibal Square, Mead Gardens, and Lake Virginia. Looking to "House Hack" then

  Jose Vega LPT REALTY, LLC

  865 S Pennsylvania Ave, Winter Park, FL 32789
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  /2

  $140,000 Sold Apr 14, 2025

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

  • 1 Bed
  • 1 Bath
  • 582 Sq Ft
  • Built 1960

  Last Sold Summary

  • 33% Below List Price
  • $241/SF
  • 152 Days On Market

  Current Estimated Value $159,574

  Last Listing Agent TOM NOELKE EXP REALTY LLC

  151 N Orlando Ave Unit 142, Winter Park, FL 32789
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  /57

  Est $824,888 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,327 Sq Ft

  25 Stymie Place, Winter Park, FL 32789

  25 Stymie Place, Winter Park, FL 32789
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  /25

  $179,000

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 232, Winter Park, FL 32789

  Just steps from the shore of Lake Killarney, welcome to Lake Killarney Living! This charming 1-bedroom, 1-bath end-unit condo offers lake access along with partial lake views. Enjoy community amenities including a lakefront pool and clubhouse with stunning views, plus a private boat ramp to launch your boat and explore the water. The serene central courtyard feels like a park, providing a

  Wendy Rodriguez COLDWELL BANKER RESIDENTIAL RE

  2500 Lee Rd Unit 232, Winter Park, FL 32789
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  /2

  $1,850,000 Sold Dec 15, 2025

  419 W Morse Blvd, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,027 Sq Ft
  • Built 2018

  Last Sold Summary

  • 5% Below List Price
  • $611/SF
  • 0 Days On Market

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

  419 W Morse Blvd, Winter Park, FL 32789
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  /15

  Est $389,928 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,075 Sq Ft

  24 Stymie Place, Winter Park, FL 32789

  24 Stymie Place, Winter Park, FL 32789
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  /25

  $2,999,500 Pending

  • 5 Beds
  • 5.5 Baths
  • 4,737 Sq Ft

  1229 Via Del Mar, Winter Park, FL 32789

  New construction by M. Lahr Homes, Orlando and Winter Park's premier custom home builder. This 5-bedroom, 5.5-bathroom home is situated on a 90' x 142' wide lot in the prestigious "Vias" neighborhood of Winter Park! The location is walking distance to the Winter Park Racquet Club and a short drive to Interlachen Country Club and Park Avenue. Don't miss an amazing opportunity to build a custom

  Erin Lahr CHARLES RUTENBERG REALTY ORLANDO

  1229 Via Del Mar, Winter Park, FL 32789
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  /2

  $375,000 Sold Apr 28, 2025

  2259 Minnesota Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft
  • Built 1948

  Last Sold Summary

  • 10% Below List Price
  • $369/SF
  • 11 Days On Market

  Current Estimated Value $375,453

  Last Listing Agent Kayla Barnes LPT REALTY, LLC

  2259 Minnesota Ave, Winter Park, FL 32789
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  /2

  Est $1,963,613 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,361 Sq Ft

  331 E Reading Way, Winter Park, FL 32789

  331 E Reading Way, Winter Park, FL 32789
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  /16

  $2,990,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,711 Sq Ft

  1494 Westchester Ave, Winter Park, FL 32789

  Under Construction. Welcome to Westchester Avenue—an exceptional new construction residence just moments from the iconic Park Avenue in Winter Park, celebrated for its upscale dining, refined cafés, and luxury boutique shopping. This custom-built home exemplifies true craftsmanship, showcasing elegant architecture and exquisite finishes throughout. No expense was spared in its creation. From the

  Caitlin Dos Santos EXP REALTY LLC

  1494 Westchester Ave, Winter Park, FL 32789
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  /2

  $2,300,000 Sold Feb 04, 2025

  2172 Temple Dr, Winter Park, FL 32789

  • 5 Beds
  • 4 Baths
  • 3,467 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Above List Price
  • $663/SF
  • 0 Days On Market

  Current Estimated Value $2,281,569

  Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

  2172 Temple Dr, Winter Park, FL 32789
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  /27

  Est $1,063,147 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,043 Sq Ft

  2529 Modac Trail, Winter Park, FL 32789

  2529 Modac Trail, Winter Park, FL 32789
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  /32

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  740 Baffie Ave, Winter Park, FL 32789

  Welcome to this fully remodeled, move in ready home perfectly situated on a spacious corner lot in Winter Park, just blocks from the Dubsdread Golf Course and close to the shops, restaurants, and charm of College Park and downtown Winter Park. Every inch of this 3 bedroom, 2 bath home has been thoughtfully updated to blend modern comfort with timeless style. Step inside to find a bright, open

  Chris Creegan CREEGAN GROUP

  740 Baffie Ave, Winter Park, FL 32789
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  /2

  $280,000 Sold Jun 27, 2025

  2446 Lotafun Ave, Winter Park, FL 32789

  • Land
  • 0.17 Acre
  • $1,647,059 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 123 Days On Market

  Current Estimated Value $276,500

  Last Listing Agent David Francetic COLDWELL BANKER RESIDENTIAL RE

  2446 Lotafun Ave, Winter Park, FL 32789
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  /23

  Est $1,191,470 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft

  1600 Alabama Dr Unit 201, Winter Park, FL 32789

  1600 Alabama Dr Unit 201, Winter Park, FL 32789
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  /41

  $725,000 Pending

  • Land
  • 0.34 Acre
  • $2,132,353 per Acre

  770 W Webster Ave Unit REAR LOT, Winter Park, FL 32789

  Under contract-accepting backup offers. Here it is! Almost impossible to find 2 adjacent 75x100 R-3 lots for a total of 75x200 or 15,000 sq/ft in top Winter Park location! Located at northwest corner of proposed Winter Park Commons project. The vacant lot to be simultaneously purchased with adjacent parcel (TAX ID 06-22-30-1168-02-022) fronting Webster with BONUS 4/2 Bungalow. Walk to WP Village,

  Lisa Gould KELLER WILLIAMS WINTER PARK

  770 W Webster Ave Unit REAR LOT, Winter Park, FL 32789
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  /2

  $1,877,500 Sold Apr 01, 2025

  1446 Berkshire Ave, Winter Park, FL 32789

  • 5 Beds
  • 6 Baths
  • 4,612 Sq Ft
  • Built 1925

  Last Sold Summary

  • 15% Below List Price
  • $407/SF
  • 5 Days On Market

  Current Estimated Value $1,858,041

  Last Listing Agent Jimmy Hendrickson SERHANT

  1446 Berkshire Ave, Winter Park, FL 32789
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  /29

  Est $966,905 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 993 Sq Ft

  1602 Alabama Dr Unit 107, Winter Park, FL 32789

  1602 Alabama Dr Unit 107, Winter Park, FL 32789
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  /16

  $560,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  1875 Staunton Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to this newer single-family home tucked away in the Karolina On Killarney section of Winter Park. Situated on a generously sized .16 acre lot with no HOA, this property offers both privacy and optimal convenience. Enjoy hopping over to Park Avenue for shopping and restaurants or to the weekly Farmer's Market. Bustling College Park is a 5-minute

  Jill Healey KELLER WILLIAMS WINTER PARK

  1875 Staunton Ave, Winter Park, FL 32789
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  /2

  $5,400,000 Sold Jul 14, 2025

  541 Virginia Dr, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 4,725 Sq Ft
  • Built 2008

  Last Sold Summary

  • 14% Below List Price
  • $1,143/SF
  • 152 Days On Market

  Current Estimated Value $5,076,075

  Last Listing Agent Keith Moore HOMEVEST REALTY

  541 Virginia Dr, Winter Park, FL 32789
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  /2

  Est $214,396 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  851 Miles Ave Unit 26, Winter Park, FL 32789

  851 Miles Ave Unit 26, Winter Park, FL 32789
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  /38

  $665,000

  • 3 Beds
  • 2 Baths
  • 1,804 Sq Ft

  1399 Aloma Ave, Winter Park, FL 32789

  ***Price Adjustment *** Charming 1948 Winter Park Home! This 3-bedroom, 2-bathroom gem is full of timeless charm and unlimited potential! Set on a private lot in the heart of Winter Park, moments from Rollins College, Park Avenue, and Winter Park Hospital. Just a short walk provides coveted access to the Winter Park Chain of Lakes, bring your paddle board or canoe. Step inside the spacious formal

  Cheryl Bennett FLORIDA HOMES REALTY & MORTGAGE

  1399 Aloma Ave, Winter Park, FL 32789
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  /2

  $1,305,000 Sold Nov 05, 2025

  1600 Barcelona Way, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,014 Sq Ft
  • Built 1972

  Last Sold Summary

  • 12% Below List Price
  • $433/SF
  • 175 Days On Market

  Last Listing Agent Laura Ascenso LPT REALTY, LLC

  1600 Barcelona Way, Winter Park, FL 32789
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  /16

  Est $226,109 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  851 Miles Ave Unit 28, Winter Park, FL 32789

  851 Miles Ave Unit 28, Winter Park, FL 32789
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  /37

  $1,157,000

  • 3 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  503 W Canton Ave, Winter Park, FL 32789

  MODEL HOME. Enjoy luxury living and premium sought after location at Vilasa Homes, 2022 construction in Winter Park, FL 32789. Walk to Park Avenue lifestyle, arts and culture, a mini-version of Manhattan’s Central Park, brick streets, historic neighborhoods, area’s hottest restaurants, shopping and the prestigious Rollins College. Modern finishes for this 2-story townhome personally selected by

  Jennifer Sloan COMPASS FLORIDA LLC

  503 W Canton Ave, Winter Park, FL 32789
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  /2

  $735,000 Sold Jan 29, 2025

  800 Greens Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft
  • Built 1992

  Last Sold Summary

  • 1% Below List Price
  • $331/SF
  • 45 Days On Market

  Current Estimated Value $741,079

  Last Listing Agent Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

  800 Greens Ave, Winter Park, FL 32789
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  /2

  Est $191,464 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  851 Miles Ave Unit 4, Winter Park, FL 32789

  851 Miles Ave Unit 4, Winter Park, FL 32789
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  /17

  $275,000

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

  1500 Gay Rd Unit 24B, Winter Park, FL 32789

  Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas!Don't miss this 2 Bedroom 2 Bath Beautifully Renovated Unit. New Kitchen Cabinets and Quartz Counters, Stainless Steel Appliances, Raised Ceiling with Lighting, Kitchen Island/Bar!

  Janice Erickson REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 24B, Winter Park, FL 32789
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  /2

  $130,000 Sold Nov 05, 2025

  1695 Lee Rd Unit C206, Winter Park, FL 32789

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

  Last Sold Summary

  • 4% Below List Price
  • $148/SF
  • 43 Days On Market

  Last Listing Agent Justin Adams EXP REALTY LLC

  1695 Lee Rd Unit C206, Winter Park, FL 32789
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  /18

  Est $222,298 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  851 Miles Ave Unit 25, Winter Park, FL 32789

  851 Miles Ave Unit 25, Winter Park, FL 32789
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  /8

  $1,875,000

  • 4 Beds
  • 2.5 Baths
  • 2,674 Sq Ft

  633 Balmoral Rd, Winter Park, FL 32789

  An exceptional opportunity to design and build your dream lakefront home in Winter Park. Positioned on the shores of Lake Berry, one of the area’s private and pristine ski lakes with no public boat ramp, this property offers a rare combination of privacy, location and potential. Set on over a half-acre of lakefront land, the property features a four-bedroom, two-and-a-half-bath, single-story

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  633 Balmoral Rd, Winter Park, FL 32789
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  /2

  $995,000 Sold Jul 22, 2025

  1821 Windsor Dr, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,188 Sq Ft
  • Built 2017

  Last Sold Summary

  • 10% Below List Price
  • $455/SF
  • 25 Days On Market

  Current Estimated Value $1,005,212

  Last Listing Agent Chris Creegan CREEGAN GROUP

  1821 Windsor Dr, Winter Park, FL 32789
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  /25

  Est $525,088 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,606 Sq Ft

  1545 Indiana Ave Unit A, Winter Park, FL 32789

  1545 Indiana Ave Unit A, Winter Park, FL 32789
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  /33

  $198,800 Pending

  • 1 Bed
  • 1 Bath
  • 871 Sq Ft

  700 Melrose Ave Unit D21, Winter Park, FL 32789

  Located in the historic Winter Park Gardens community, this condo has been meticulously maintained and updated. Featuring an open and inviting layout that flows seamlessly into a spacious living room, ideal for entertaining or relaxing.The kitchen boasts modern appliances, ample cabinetry, and plenty of counter space. The expansive sunroom serves as your personal oasis, overlooking the courtyard

  Ronald Ziolkowski RE/MAX PRIME PROPERTIES

  700 Melrose Ave Unit D21, Winter Park, FL 32789
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  /2

  $750,000 Sold Oct 02, 2025

  100 S Interlachen Ave Unit 203D, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,267 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $592/SF
  • 0 Days On Market

  Last Listing Agent Michael Ford FANNIE HILLMAN & ASSOCIATES

  100 S Interlachen Ave Unit 203D, Winter Park, FL 32789
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  /19

  Est $219,763 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  851 Miles Ave Unit 27, Winter Park, FL 32789

  851 Miles Ave Unit 27, Winter Park, FL 32789
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  /26

  $599,000 Pending

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

  1835 Jessica Ct, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to 1835 Jessica Court in Winter Park’s highly desired Waterbridge community. This beautifully maintained 2-bedroom, 2-bath residence offers a spacious, well-designed interior and a private pool, creating an exceptional blend of comfort, quality, and effortless Florida living. Recent enhancements include Roof 2023, A/C 2024, Pool Pump 2023, Pool

  Melissa Johnson EXP REALTY LLC

  1835 Jessica Ct, Winter Park, FL 32789
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  /2

  $1,300,000 Sold Oct 02, 2025

  857 Brock St, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,288 Sq Ft
  • Built 1964

  Last Sold Summary

  • $568/SF
  • 0 Days On Market

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

  857 Brock St, Winter Park, FL 32789

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