Homes in ZIP Code 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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  /2

  $411,250 Sold Mar 27, 2025

  767 Baffie Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,132 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Above List Price
  • $363/SF
  • 2 Days On Market

  Current Estimated Value $403,948

  Last Listing Agent Jeffrey Petch GECKO REALTY, INC

  767 Baffie Ave, Winter Park, FL 32789
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  /22

  Est $1,654,212 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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  /49

  $1,699,999 Pending

  • 4 Beds
  • 3 Baths
  • 2,749 Sq Ft

  1571 Lasbury Ave, Winter Park, FL 32789

  Don’t miss the opportunity to live in one of Winter Park’s most desirable neighborhoods. Nestled on a charming, tree-lined brick street, this meticulously updated 4-bedroom, 3-bath home exudes elegance and style, offering ample space for family comfort as well as areas to relax and entertain. This impressive property has been fully renovated and is truly move-in ready. From the moment you arrive,

  Kevin Kelly FANNIE HILLMAN & ASSOCIATES

  1571 Lasbury Ave, Winter Park, FL 32789
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  /2

  $430,000 Sold May 01, 2025

  328 Lake Fair Ln, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • Built 1958

  Last Sold Summary

  • 1% Above List Price
  • $290/SF
  • 6 Days On Market

  Current Estimated Value $430,939

  Last Listing Agent Tom Langmann RE/MAX 200 REALTY

  328 Lake Fair Ln, Winter Park, FL 32789
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  /2

  Est $1,135,847 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,756 Sq Ft

  100 S Virginia Ave Unit 201, Winter Park, FL 32789

  100 S Virginia Ave Unit 201, Winter Park, FL 32789
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  /2

  $470,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  1564 Cavendish Rd, Winter Park, FL 32789

  Under contract-accepting backup offers. Nice 2BR/1Bath plus office/nursery in the heart of Orwin Manor.

  Julie Wright CHARLES RUTENBERG REALTY ORLANDO

  1564 Cavendish Rd, Winter Park, FL 32789
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  /2

  $2,800,000 Sold Mar 17, 2025

  315 E New England Ave Unit 30, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,130 Sq Ft
  • Built 2008

  Last Sold Summary

  • $895/SF
  • 1 Day On Market

  Current Estimated Value $2,737,197

  Last Listing Agent Michelle Daniels COLDWELL BANKER REALTY

  315 E New England Ave Unit 30, Winter Park, FL 32789
• 

  

  /17

  Est $333,995 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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  /39

  $234,999

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 202, Winter Park, FL 32789

  2/2 * IMMACULATE CONDO * LOW HOA * LIVE ON LAKE KILLARNEY * ENJOY PARK AVE IN WINTER PARK * 3 MILES TO ROLLINS COLLEGE * NEW AC * NEW WATER HEATER * NEW INTERIOR PAINT * NEW LIGHTING * Immaculate updated 2 bedroom 2 bathroom Condo in a prime location on beautiful Lake Killarney, a serene oasis in Winter Park. A walkable Lake community providing Residents with direct Lake Access, Private Dock with

  Alison Maltby THE ANDERSON GROUP & CO PL

  2500 Lee Rd Unit 202, Winter Park, FL 32789
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  /2

  $1,129,000 Sold Dec 10, 2025

  100 S Virginia Ave Unit 314, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,615 Sq Ft
  • Built 2009

  Last Sold Summary

  • $432/SF
  • 4 Days On Market

  Last Listing Agent Julieta Knapp ACCUMARK PROPERTIES

  100 S Virginia Ave Unit 314, Winter Park, FL 32789
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  /2

  Est $334,871 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 709 Sq Ft

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

  500 N Pennsylvania Ave Unit E, Winter Park, FL 32789
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  /32

  $1,150,000 Open Sun 11AM - 2PM

  • 4 Beds
  • 3 Baths
  • 1,808 Sq Ft

  1802 Arbor Park Dr, Winter Park, FL 32789

  Welcome home, perfectly positioned in one of Winter Park’s most desirable communities, The Tree Streets—where mature canopies, pride of ownership, and limited inventory make opportunities like this exceptionally rare. Set on an impressive .27-acre lot (one of the largest in the neighborhood), this 4-bedroom, 3-bath residence offers 1,808 square feet of thoughtfully designed living space with room

  Jorge Perez Gonzalez TBRO REALTY LLC

  1802 Arbor Park Dr, Winter Park, FL 32789
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  /2

  $702,050 Sold Jan 23, 2026

  300 Carolina Ave Unit 201, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • Built 1981

  Last Sold Summary

  • 5% Below List Price
  • $538/SF
  • 19 Days On Market

  Last Listing Agent Teri Webster LPT REALTY, LLC

  300 Carolina Ave Unit 201, Winter Park, FL 32789
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  /24

  Est $354,186 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
• 

  

  /23

  $595,000

  • 2 Beds
  • 2 Baths
  • 970 Sq Ft

  535 N Interlachen Ave Unit 106, Winter Park, FL 32789

  This move-in-ready condominium checks nearly every box for today’s buyer, offering a lock-and-leave lifestyle in an exceptional Winter Park location. The completely renovated two-bedroom, two-bath residence features high-quality finishes and thoughtful details throughout, including wide-plank white oak flooring and a bright, open-concept living space designed for everyday comfort and

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  535 N Interlachen Ave Unit 106, Winter Park, FL 32789
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  /2

  $610,000 Sold Aug 11, 2025

  843 W Swoope Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1962

  Last Sold Summary

  • 10% Below List Price
  • $495/SF
  • 67 Days On Market

  Current Estimated Value $592,563

  Last Listing Agent Jean Chalifour COLDWELL BANKER RESIDENTIAL RE

  843 W Swoope Ave, Winter Park, FL 32789
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  /22

  Est $487,036 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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  /33

  $319,900

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft

  311 E Morse Blvd Unit 7-19, Winter Park, FL 32789

  Welcome to an exceptional opportunity to own a beautifully maintained, move-in ready third-floor, water-view, corner unit studio residence in one of Winter Park’s most coveted locations—directly adjacent to Lake Osceola and just moments from iconic Park Avenue. This rare downtown setting places you within effortless reach of the Winter Park Farmers’ Market, acclaimed dining, boutique shopping,

  Mathew Kelly TURN-KEY MOVES REALTY

  311 E Morse Blvd Unit 7-19, Winter Park, FL 32789
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  /2

  $1,145,000 Sold Mar 17, 2025

  625 N Interlachen Ave Unit A, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,718 Sq Ft
  • Built 1981

  Last Sold Summary

  • 7% Below List Price
  • $666/SF
  • 196 Days On Market

  Current Estimated Value $1,124,267

  Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

  625 N Interlachen Ave Unit A, Winter Park, FL 32789
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  /32

  Est $429,217 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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  /2

  $2,495,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,656 Sq Ft

  2812 Mulford Ave, Winter Park, FL 32789

  Pre-Construction. To be built. Experience exceptional craftsmanship and timeless design in this brand-new luxury custom home being built by FG Schaub Custom Homes. This residence will feature 5 bedrooms, 5.5 bathrooms, and 3,656 square feet of thoughtfully designed living space, blending modern architecture with everyday comfort. The open-concept floor plan highlights a gourmet chef’s kitchen

  Laura Earl CORCORAN PREMIER REALTY

  2812 Mulford Ave, Winter Park, FL 32789
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  /13

  $820,000 Sold Mar 14, 2025

  1655 N Park Ave, Winter Park, FL 32789

  • Land
  • 0.33 Acre
  • $2,484,848 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 56 Days On Market

  Current Estimated Value $795,702

  Last Listing Agent Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

  1655 N Park Ave, Winter Park, FL 32789
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  /6

  Est $2,129,465 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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  /31

  $2,695,000

  • 3 Beds
  • 4.5 Baths
  • 3,272 Sq Ft

  147 S Interlachen Ave Unit 202, Winter Park, FL 32789

  Welcome to 147 Interlachen Place, Enjoy Winter Park's most desirable location! One block from Historic Park Avenue/Central Park. Spacious, bright and all on ONE FLOOR. The buildings second floor offers privacy and easy access. The Southwest corner provides direct natural light throughout the day. Private elevator access with secured underground parking. This beautiful home offers a short walk to

  Dan Farber HELLOSOLD LLC

  147 S Interlachen Ave Unit 202, Winter Park, FL 32789
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  /2

  $1,835,000 Sold Feb 21, 2025

  160 Glenridge Way, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,709 Sq Ft
  • Built 1935

  Last Sold Summary

  • 6% Below List Price
  • $495/SF
  • 0 Days On Market

  Current Estimated Value $1,847,286

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  160 Glenridge Way, Winter Park, FL 32789
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  /26

  Est $760,036 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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  /7

  $1,390,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,253 Sq Ft

  525 Lakeview Ave, Winter Park, FL 32789

  Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright

  Marie Ledbetter COLDWELL BANKER RESIDENTIAL RE

  525 Lakeview Ave, Winter Park, FL 32789
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  /2

  $1,770,000 Sold Sep 22, 2025

  690 Williams Dr, Winter Park, FL 32789

  • 3 Beds
  • 4 Baths
  • 3,121 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $567/SF
  • 0 Days On Market

  Current Estimated Value $1,763,816

  Last Listing Agent Tiffany Grindstaff KELLY PRICE & COMPANY LLC

  690 Williams Dr, Winter Park, FL 32789
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  /51

  Est $749,604 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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  /39

  $1,100,000 Pending

  • 4 Beds
  • 4 Baths
  • 2,540 Sq Ft

  1673 Mayfield Ave, Winter Park, FL 32789

  In the heart of Winter Park, this extensively renovated modern farmhouse offers exceptional value for the location. A circular drive and inviting front porch welcome you into light-filled living spaces enhanced by all-new energy-efficient windows, custom millwork and designer finishes throughout. The functional layout includes a first-floor guest suite, additional well-appointed bedrooms and

  Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

  1673 Mayfield Ave, Winter Park, FL 32789
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  /2

  $2,440,000 Sold Jul 01, 2025

  1700 Palm Ave, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 3,770 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $647/SF
  • 41 Days On Market

  Current Estimated Value $2,436,440

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1700 Palm Ave, Winter Park, FL 32789
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  /39

  Est $720,604 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
• 

  

  /39

  $1,249,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,984 Sq Ft

  1737 Indiana Ave, Winter Park, FL 32789

  Under Construction. Under Construction. *** NEW CONSTRUCTION*** Pictures shown are of the model home with comparable finishes. Welcome to Winter Park!! This stunning new Modern Farmhouse is meticulously appointed and is conveniently located to everything Winter Park and College Park has to offer. As you step up to the front door- a welcoming front porch greets you with warmth and the attention to

  Amanda Wood RE/MAX EXCLUSIVE COLLECTION

  1737 Indiana Ave, Winter Park, FL 32789
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  /2

  $2,797,500 Sold Mar 21, 2025

  884 Audubon Ln, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 2,995 Sq Ft
  • Built 1947

  Last Sold Summary

  • 7% Below List Price
  • $934/SF
  • 16 Days On Market

  Current Estimated Value $2,737,450

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

  884 Audubon Ln, 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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  /43

  $570,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft

  151 N Orlando Ave Unit 212, Winter Park, FL 32789

  Under contract-accepting backup offers. Experience luxury lakefront living in this stunning and truly unique 3-bedroom, 2-bathroom second-floor condo. This expansive 1,875 SF residence blends modern European design with artistic detail. Designed by a local artist in collaboration with a local architect, every element of this home reflects thoughtful craftsmanship and sophistication. The condo

  Brian Hyser THE AGENCY FL

  151 N Orlando Ave Unit 212, Winter Park, FL 32789
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  /2

  $470,000 Sold Dec 23, 2025

  2381 Roxbury Rd, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft
  • Built 1949

  Last Sold Summary

  • 8% Below List Price
  • $263/SF
  • 24 Days On Market

  Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

  2381 Roxbury Rd, Winter Park, FL 32789
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  /56

  Est $1,614,201 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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  /62

  $2,495,000

  • 5 Beds
  • 4.5 Baths
  • 3,963 Sq Ft

  2015 N Park Ave, Winter Park, FL 32789

  Boasting a prestigious Park Avenue address, this striking modern architectural residence perfectly balances bold design with spa-like serenity. Set on a beautifully landscaped corner lot, the home embodies the rare combination of privacy and proximity, just a leisurely 25-minute stroll from Park Avenue’s world-class boutiques and dining. Every element of the design has been meticulously curated

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  2015 N Park Ave, Winter Park, FL 32789

Showing Results 561 - 600, Page 15 of 18