Homes in ZIP Code 32789

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  /9

  Est $414,337 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  1768 Miller Ave, Winter Park, FL 32789

  1768 Miller Ave, Winter Park, FL 32789
• 

  

  

  /46

  $2,000,000

  • 5 Beds
  • 5 Baths
  • 3,860 Sq Ft

  640 Arjay Way, Winter Park, FL 32789

  Located in one of Winter Park’s most desirable and picturesque neighborhoods, Timberlane Shores, this stunning five-bedroom residence has been recently renovated in an elegant, European style blending timeless character with modern luxury. Situated on over one-third of an acre, the property is accented by majestic oak trees and lush Florida-native landscaping, creating a private and serene

  Farah Bloom KELLER WILLIAMS WINTER PARK

  640 Arjay Way, Winter Park, FL 32789
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  /2

  $755,000 Sold Jul 18, 2025

  1000 Howell Branch Rd, Winter Park, FL 32789

  • Land
  • 0.55 Acre
  • $1,372,727 per Acre

  Last Sold Summary

  • 30% Below List Price
  • 241 Days On Market

  Current Estimated Value $848,211

  Last Listing Agent Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

  1000 Howell Branch Rd, Winter Park, FL 32789
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  /9

  Est $417,030 Not Listed For Sale

  • 2 Beds

  822 Symonds Ave, Winter Park, FL 32789

  822 Symonds Ave, Winter Park, FL 32789
• 

  

  

  /52

  $899,000

  • 4 Beds
  • 3 Baths
  • 2,509 Sq Ft

  668 Overspin Dr, Winter Park, FL 32789

  Modern Elegance Meets Custom Craftsmanship in the Heart of Winter Park with easy access to major highways!Welcome to your dream home — a custom-built Winter Park masterpiece blending modern luxury with thoughtful design. With over 2,500 sq/ft of stunning living space, this 4-bedroom, 3-bathroom home was built to impress and designed to entertain.Step inside and be captivated by the

  Karen Jacobs COLDWELL BANKER RESIDENTIAL RE

  668 Overspin Dr, Winter Park, FL 32789
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  /2

  $3,845,000 Sold May 16, 2025

  2020 Venetian Way, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 4,188 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $918/SF
  • 4 Days On Market

  Current Estimated Value $3,984,825

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

  2020 Venetian Way, Winter Park, FL 32789
• 

  

  /46

  Est $1,826,879 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,286 Sq Ft

  660 W Morse Blvd, Winter Park, FL 32789

  660 W Morse Blvd, Winter Park, FL 32789
• 

  

  /46

  $399,000 Pending

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

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

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box, now offered at an improved price of $399,000. This fully renovated one-bedroom, one-bathroom condo spans 900 square feet and offers single-story, ground-floor, corner-unit living just steps from Park Avenue. The 2018 full renovation

  Padgett McCormick KELLY PRICE & COMPANY LLC

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

  $475,000 Sold Feb 02, 2026

  1740 Anzle Ave, Winter Park, FL 32789

  • 4 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • Built 1956

  Last Sold Summary

  • 40% Below List Price
  • $263/SF
  • 109 Days On Market

  Last Listing Agent Freddy DeCoster GOYAL & DECOSTER REALTY

  1740 Anzle Ave, Winter Park, FL 32789
• 

  

  /29

  Est $456,834 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,468 Sq Ft

  1114 Washington Ave Unit 3, Winter Park, FL 32789

  1114 Washington Ave Unit 3, Winter Park, FL 32789
• 

  

  /65

  $4,750,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 3,850 Sq Ft

  1150 Via Salerno, Winter Park, FL 32789

  In the heart of Winter Park’s coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Designed and developed by Steve and Jodie Warrick Konold of Scout & Co., the 3,850 sf layout offers 4 bedrooms & 5.5 baths, wrapped in the intentional privacy of a luxury retreat. Beyond its terraced walkway and

  Padgett McCormick KELLY PRICE & COMPANY LLC

  1150 Via Salerno, Winter Park, FL 32789
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  /2

  $325,000 Sold Oct 03, 2025

  260 Killarney Bay Ct Unit 6, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $285/SF
  • 0 Days On Market

  Current Estimated Value $329,831

  Last Listing Agent Tyler Gibson LPT REALTY, LLC

  260 Killarney Bay Ct Unit 6, Winter Park, FL 32789
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  /50

  Est $2,091,671 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,151 Sq Ft

  270 E Lake Sue Ave, Winter Park, FL 32789

  270 E Lake Sue Ave, Winter Park, FL 32789
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  /64

  $680,000

  • 4 Beds
  • 2.5 Baths
  • 2,220 Sq Ft

  681 Overspin Dr, Winter Park, FL 32789

  Well-maintained and beautifully upgraded, this exceptional home is located in the highly desirable Dubsdread Heights neighborhood of Winter Park. Offering 4 bedrooms and 2.5 baths (with the 4th bedroom downstairs currently used as an office/den), every detail of this residence has been thoughtfully enhanced. Recent major upgrades include a new roof (2024), new HVAC systems (2024/2025), and

  Gail Higley RE/MAX SELECT GROUP

  681 Overspin Dr, Winter Park, FL 32789
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  /2

  $2,835,000 Sold Nov 24, 2025

  255 Stirling Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,635 Sq Ft
  • Built 1982

  Last Sold Summary

  • 14% Below List Price
  • $780/SF
  • 25 Days On Market

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

  255 Stirling Ave, Winter Park, FL 32789
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  /49

  Est $2,309,394 Not Listed For Sale

  180 Whipple Ave, Winter Park, FL 32789

  180 Whipple Ave, Winter Park, FL 32789
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  /65

  $2,295,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,714 Sq Ft

  660 Osceola Ave Unit 101, Winter Park, FL 32789

  Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered

  Richard Traynor FLORIDA ONE REAL ESTATE LLC

  660 Osceola Ave Unit 101, Winter Park, FL 32789
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  /2

  $1,430,000 Sold Nov 10, 2025

  1011 Mckean Cir, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft
  • Built 1955

  Last Sold Summary

  • $641/SF
  • 0 Days On Market

  Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

  1011 Mckean Cir, Winter Park, FL 32789
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  /17

  Not Listed For Sale

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

  700 Melrose Ave Unit K, Winter Park, FL 32789

  700 Melrose Ave Unit K, Winter Park, FL 32789
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  /15

  $425,000

  • Land
  • 0.11 Acre
  • $3,863,636 per Acre

  786 W Canton Ave, Winter Park, FL 32789

  Incredible opportunity for the right family. This is a 49x96 Perfectly high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park amongst million dollar homes. LOCATION LOCATION LOCATION! A perfect home site for your future custom dwelling. Bring your imagination creativity and builder to take a look. What a Winter Park sweet spot. Lots in this

  Laurie Cash Cain CHARLES RUTENBERG REALTY ORLANDO

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

  $439,900 Sold Jul 22, 2025

  1945 Bering Ave, Winter Park, FL 32789

  • 3 Beds
  • 1.5 Baths
  • 1,576 Sq Ft
  • Built 1958

  Last Sold Summary

  • $279/SF
  • 6 Days On Market

  Current Estimated Value $436,025

  Last Listing Agent Carmen Gonzalez, Pa HORIZON WEST REALTY

  1945 Bering Ave, Winter Park, FL 32789
• 

  

  /14

  Est $1,347,416 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  514 W Swoope Ave, Winter Park, FL 32789

  514 W Swoope Ave, Winter Park, FL 32789
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  /48

  $4,950,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 6,406 Sq Ft

  1660 Palmer Ave, Winter Park, FL 32789

  New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1660 Palmer Ave, Winter Park, FL 32789
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  /2

  $799,000 Sold Apr 08, 2025

  Unlisted Address

  • 3 Beds
  • 2.5 Baths
  • 2,331 Sq Ft
  • Built 1952

  Last Sold Summary

  • $343/SF
  • 3 Days On Market

  Current Estimated Value $833,360

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

  Unlisted Address
• 

  

  /14

  Est $1,366,533 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,666 Sq Ft

  516 W Swoope Ave, Winter Park, FL 32789

  516 W Swoope Ave, Winter Park, FL 32789
• 

  

  /46

  $4,250,000 Pending

  • 4 Beds
  • 5.5 Baths
  • 3,720 Sq Ft

  702 Via Bella, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to 702 Via Bella, an impressive 2025 English cottage estate by Floridian Custom Homes that captures the essence of timeless architecture exemplifying elegance and artisan craftsmanship. In one of Winter Park’s desirable residential corridors, warmth and beauty abound in this four-bedroom, six-bath residence spanning 3,720 square feet or air

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  702 Via Bella, Winter Park, FL 32789
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  /2

  $2,575,000 Sold Oct 20, 2025

  1341 Place Picardy, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,469 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $576/SF
  • 95 Days On Market

  Current Estimated Value $2,558,211

  Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

  1341 Place Picardy, Winter Park, FL 32789
• 

  

  /14

  Est $1,276,209 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  502 W Swoope Ave, Winter Park, FL 32789

  502 W Swoope Ave, Winter Park, FL 32789
• 

  

  /23

  $230,000

  • 2 Beds
  • 2 Baths
  • 908 Sq Ft

  1250 S Denning Dr Unit 104, Winter Park, FL 32789

  This ground-floor condo offers a practical layout with comfortable living spaces and easy accessibility. The unit provides a blank canvas for buyers looking to personalize their home or investment.Enjoy the convenience of being just minutes from Park Avenue, Rollins College, dining, shopping making commuting and everyday errands effortless. The community offers a low-maintenance lifestyle,

  John Harbuck SERHANT

  1250 S Denning Dr Unit 104, Winter Park, FL 32789
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  /2

  $1,000,000 Sold Feb 18, 2025

  193 Overlook Rd, Winter Park, FL 32789

  • 3 Beds
  • 1.5 Baths
  • 2,201 Sq Ft
  • Built 1925

  Last Sold Summary

  • 17% Below List Price
  • $454/SF
  • 44 Days On Market

  Current Estimated Value $1,018,084

  Last Listing Agent Kimberley Gernert BALDWIN PARK REALTY LLC

  193 Overlook Rd, Winter Park, FL 32789
• 

  /2

  Est $812,483 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,252 Sq Ft

  1820 Mondrian Cir, Winter Park, FL 32789

  1820 Mondrian Cir, Winter Park, FL 32789
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  /27

  $381,000

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft

  958 Dupont Ave, Winter Park, FL 32789

  Welcome to 958 Dupont Ave, a home that exudes charm and functionality. The kitchen is a chef's dream, boasting all stainless steel appliances that add a sleek, modern touch. Step outside to a spacious, fenced-in backyard, perfect for privacy and outdoor activities. Enjoy leisurely afternoons or entertain on the covered patio, a delightful extension of the living space. A storage shed provides

  Karen Albright OPENDOOR BROKERAGE LLC

  958 Dupont Ave, Winter Park, FL 32789
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  /2

  $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 $939,359

  Last Listing Agent Claudia Kester FOLIO REALTY LLC

  830 W Canton Ave, Winter Park, FL 32789
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  /77

  Est $1,217,366 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,079 Sq Ft

  690 Osceola Ave Unit 504, Winter Park, FL 32789

  690 Osceola Ave Unit 504, Winter Park, FL 32789
• 

  

  /22

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  720 W Webster Ave, Winter Park, FL 32789

  Discover the charm of Winter Park living in this beautifully maintained 1950s home, where convenience and comfort meet modern updates. Just minutes from Park Avenue and Winter Park Village, this 3-bedroom, 2-bath residence offers a lifestyle surrounded by boutique shopping, dining, and cultural experiences.Inside, rich wood flooring, natural light, and thoughtful touches create a warm and

  Brian Hyser THE AGENCY FL

  720 W Webster Ave, Winter Park, FL 32789
• 

  /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 $156,975

  Last Listing Agent TOM NOELKE NOELKE REALTY

  151 N Orlando Ave Unit 142, Winter Park, FL 32789
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  /47

  Est $1,282,787 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,734 Sq Ft

  518 W Swoope Ave, Winter Park, FL 32789

  518 W Swoope Ave, Winter Park, FL 32789
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  /8

  $358,000

  • Land
  • 0.16 Acre
  • $2,237,500 per Acre

  2002 Indiana Ave, Winter Park, FL 32789

  Great buildable lot centrally located close to I-4 for easy access. Currently zoned R-2 for multifamily housing 2+ units possible. Please consult the zoning and planning Dept. for info and guidelines for building. The lot has single family homes on both sides of it and faces a retention pond area across the street. Front half of the lot is cleared. Back half of the lot is wooded. Paved road

  David Nicholson DAWN REALTY

  2002 Indiana Ave, 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
• 

  

  /7

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  512 W Swoope Ave, Winter Park, FL 32789

  512 W Swoope Ave, Winter Park, FL 32789

Showing Results 281 - 320, Page 8 of 18