Homes in ZIP Code 32789

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  /18

  $1,999,999

  • 4,056 Sq Ft

  1903 S Lakemont Ave, Winter Park, FL 32792

  Location, location, location! This is an amazing opportunity to build/renovate on a premier lakefront lot in the charming and upscale Winter Park neighborhood of Orlando, Florida. Located on Lake Spier and across the street from the beautiful Baldwin Park, this exceptional-almost one acre property-includes six 1/1 units. This prime property is minutes from award winning restaurants, sidewalk

  Maria Tenner Platinum Properties Int'l Inc.

  1903 S Lakemont Ave, Winter Park, FL 32792
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  /15

  $1,850 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Apartment for Rent

  1500 Gay Rd Unit 3B, Winter Park, FL 32789

  Lakefront Living at Its Best: Renovated 1st Floor End Unit on Lake KillarneyExperience the charm and convenience of lakefront living in this recently renovated first-floor end unit, nestled in a picturesque community on Lake Killarney.Key Features:Stunning Sunset Views: Enjoy breathtaking sunsets from the lakefront deck, perfect for relaxing evenings.Water Activities: Benefit from

  Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

  1500 Gay Rd Unit 3B, Winter Park, FL 32789
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  /2

  $1,095,000 Sold Dec 01, 2025

  1450 Chestnut Ave, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 1,942 Sq Ft
  • Built 2009

  Last Sold Summary

  • 16% Below List Price
  • $564/SF
  • 49 Days On Market

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  1450 Chestnut Ave, Winter Park, FL 32789
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  /2

  Est $728,936 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft

  782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789

  782 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
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  /61

  $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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  $2,450 per month

  • 4 Beds
  • 2.5 Baths
  • 1,701 Sq Ft
  • House for Rent

  2886 Carew Ave, Winter Park, FL 32789

  What a location! Available now for rent! Close to downtown Orlando! This charming home has 4 bedrooms, 2.5 baths, gorgeous wood flooring, family room with fireplace, one car garage, all appliances included! Primary bedroom has huge closet, private door to backyard and primary bath features dual sinks and shower. Landscaped backyard for privacy - partially fenced. Schedule your private tour today!

  Chris Watts THE TEAM REAL ESTATE GROUP INC

  2886 Carew Ave, Winter Park, FL 32789
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  /2

  $805,000 Sold Jul 01, 2025

  1795 Walker Ave, Winter Park, FL 32789

  • 5 Beds
  • 3 Baths
  • 1,813 Sq Ft
  • Built 1958

  Last Sold Summary

  • 17% Below List Price
  • $444/SF
  • 143 Days On Market

  Current Estimated Value $785,487

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1795 Walker Ave, Winter Park, FL 32789
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  /50

  Est $2,068,742 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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  /11

  $3,950,000

  • Land
  • 8.34 Acres
  • $473,621 per Acre

  2403 Euston Rd, Winter Park, FL 32789

  Fly In. Unwind. Build Your Dream on Lake Killarney. Bring your seaplane and envision the lakefront estate of your dreams on one of Winter Park’s rarest offerings. Tucked away on a private peninsula surrounded by multi-million-dollar homes, this extraordinary property spans approximately 432 feet of shoreline along the spring-fed, crystal-clear waters of Lake Killarney. With 1.514 buildable acres

  Marie Ledbetter COLDWELL BANKER RESIDENTIAL RE

  2403 Euston Rd, Winter Park, FL 32789
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  /15

  $2,100 per month

  • 2 Beds
  • 1.5 Baths
  • 1,091 Sq Ft
  • House for Rent

  2011 Cornell Ave, Winter Park, FL 32789

  Charming 3-Bedroom Home for Rent in Winter Park This beautiful 3-bedroom, 1-bathroom home has been completely renovated and is available for rent in the heart of Winter Park. Featuring spacious living areas and modern appliances, it offers a comfortable and convenient living environment. Located in a quiet, family-friendly neighborhood, it provides easy access to local shops, restaurants, and

  Andres Ospina Rivera LPT REALTY, LLC

  2011 Cornell Ave, Winter Park, FL 32789
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  /2

  $567,500 Sold Dec 09, 2025

  1010 Aragon Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,453 Sq Ft
  • Built 1949

  Last Sold Summary

  • 1% Below List Price
  • $391/SF
  • 2 Days On Market

  Last Listing Agent Devin Loh COLDWELL BANKER RESIDENTIAL RE

  1010 Aragon Ave, Winter Park, FL 32789
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  /49

  Est $2,186,930 Not Listed For Sale

  180 Whipple Ave, Winter Park, FL 32789

  180 Whipple Ave, Winter Park, FL 32789
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  /58

  $3,600,000

  • 4 Beds
  • 5 Baths
  • 3,658 Sq Ft

  1742 Temple Dr, Winter Park, FL 32789

  In one of Winter Park’s desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 automation offers a blend of luxury and function. Designed with sleek lines and open-concept living, the home showcases Italian engineered wood flooring throughout, creating an elegant yet inviting atmosphere. Expansive windows flood the interiors with natural light, seamlessly

  Nathalie Bates PREMIER SOTHEBY'S INTL. REALTY

  1742 Temple Dr, Winter Park, FL 32789
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  /66

  $3,750 per month

  • 3 Beds
  • 2 Baths
  • 1,499 Sq Ft
  • House for Rent

  1681 Walnut Ave, Winter Park, FL 32789

  Fully furnished with dishes and all ! Tastefully decorated !Can be rented unfurnished if needed .Also month to a year lease is ok !Two separate living quarters en suite with private entrance and small fridge and microwave /dining /living area ( or master )Fully renovated this adorable 3 bedroom, 2 bath bungalow home is a rare find in one of Winter Park's most sought-after neighborhoods.Fully

  Natalie Citarelli CITARELLI REALTY GROUP LLC

  1681 Walnut Ave, Winter Park, FL 32789
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  /32

  $380,000 Sold Mar 07, 2025

  830 Overspin Dr, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Below List Price
  • $330/SF
  • 30 Days On Market

  Current Estimated Value $371,986

  Last Listing Agent Richard Bavec TOLARIS REALTY GROUP LLC

  830 Overspin Dr, 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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  /89

  $1,999,993

  • 6 Beds
  • 4 Baths
  • 3,853 Sq Ft

  1451 Lyndale Blvd, Winter Park, FL 32789

  **Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of

  Christopher Soucy REALTY ONE GROUP MVP

  1451 Lyndale Blvd, Winter Park, FL 32789
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  /38

  $8,990 per month

  • 4 Beds
  • 3.5 Baths
  • 4,188 Sq Ft
  • House for Rent

  2020 Venetian Way, Winter Park, FL 32789

  Only available for a 4 to 6 month lease. This RARE LAKEFRONT retreat is located on a quiet, tree-lined street in the highly sought-after Vias of Winter Park. Custom-built and elevated on a prime lot with 90 feet of frontage on Lake Maitland, this one-of-a-kind mid-century home offers sweeping views of Lake Maitland and the Isle of Sicily. It combines timeless design, complete privacy, and a

  Nadia Moayeri PALMANO GROUP RE BROKERAGE LLC

  2020 Venetian Way, Winter Park, FL 32789
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  /2

  $925,000 Sold Feb 19, 2025

  223 Page St, Orlando, FL 32806

  • 4 Beds
  • 3.5 Baths
  • 2,685 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Below List Price
  • $345/SF
  • 143 Days On Market

  Current Estimated Value $875,485

  Last Listing Agent Robert St. Pierre WEEKLEY HOMES REALTY COMPANY

  223 Page St, Orlando, FL 32806
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  /52

  Est $2,552,908 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,617 Sq Ft

  2015 N Park Ave, Winter Park, FL 32789

  2015 N Park Ave, Winter Park, FL 32789
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  /41

  $155,000

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit D116, Winter Park, FL 32789

  PRICE IMPROVEMENT! Best priced unit in the entire community! Location, location, location!! Priced to sell!! This 3 bedroom 2 bathroom corner unit first floor condo is conveniently located within a short drive distance to Rollins College, UCF, Valencia College, hospitals, shopping, dining, and entertainment! The unit is located on the first floor and has an open floor plan, spacious kitchen

  Madalay Fleming LA ROSA REALTY KISSIMMEE

  1695 Lee Rd Unit D116, Winter Park, FL 32789
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  /23

  $1,500 per month

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit B114, Winter Park, FL 32789

  The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo brand new refrigerator , and lovely patio that leads to the community pool and playground. .This well-maintained unit features a spacious living area filled with natural light Cove is located centrally to major highways, schools, tons of shopping & restaurants so it is a great

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit B114, Winter Park, FL 32789
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  /2

  $2,078,500 Sold Dec 11, 2025

  715 Via Bella, Winter Park, FL 32789

  • 5 Beds
  • 4 Baths
  • 4,328 Sq Ft
  • Built 1976

  Last Sold Summary

  • 12% Below List Price
  • $480/SF
  • 70 Days On Market

  Last Listing Agent Adam Roark COMPASS FLORIDA LLC

  715 Via Bella, Winter Park, FL 32789
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  /14

  Est $1,342,905 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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  /65

  $2,295,000

  • 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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  /17

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit E115, Winter Park, FL 32789

  Spacious first floor unit in Waterfall Cove with 3 bedrooms and 2 bathrooms is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. This unit is perfect for lease , brand new paint and flooring ! RENOVATED BATHROOMS! The open living room is spacious and has lots of natural light shining in from the sliding glass doors leading out to the

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit E115, Winter Park, FL 32789
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  /2

  $602,500 Sold May 09, 2025

  777 S Denning Dr Unit B, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 1,762 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $342/SF
  • 37 Days On Market

  Current Estimated Value $601,937

  Last Listing Agent Susan Chapin KELLER WILLIAMS WINTER PARK

  777 S Denning Dr Unit B, Winter Park, FL 32789
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  /14

  Est $1,360,673 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
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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

  $434,000 Sold Sep 12, 2025

  1122 Washington Ave Unit 7, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,556 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Above List Price
  • $279/SF
  • 55 Days On Market

  Current Estimated Value $440,038

  Last Listing Agent Raul Veitia BELMONT REALTY

  1122 Washington Ave Unit 7, Winter Park, FL 32789
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  /14

  Est $1,274,549 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
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  /31

  $635,000

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

  1267 Michigan Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Modern Comfort in the Heart of Winter Park! Built in 2019, this 3-bedroom, 2-bath, 1,798sf townhome offers the perfect blend of convenience and contemporary style in a private 12-unit community. Light and bright with high ceilings and tile floors, the open-concept living area features a quartz island kitchen with Samsung appliances, solid wood

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  1267 Michigan Ave, Winter Park, FL 32789
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  /2

  $1,895,000 Sold Jan 22, 2025

  2612 Parkland Dr, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 3,282 Sq Ft
  • Built 2006

  Last Sold Summary

  • $577/SF
  • 9 Days On Market

  Current Estimated Value $1,896,821

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  2612 Parkland Dr, Winter Park, FL 32789
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  /14

  Est $1,294,077 Not Listed For Sale

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

  504 W Swoope Ave, Winter Park, FL 32789

  504 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

  $3,550,000 Sold Mar 24, 2025

  443 Lakewood Dr, Winter Park, FL 32789

  • 3 Beds
  • 5 Baths
  • 2,803 Sq Ft
  • Built 1954

  Last Sold Summary

  • 1% Above List Price
  • $1,267/SF
  • 0 Days On Market

  Current Estimated Value $3,401,343

  Last Listing Agent Jenny Lake FANNIE HILLMAN & ASSOCIATES

  443 Lakewood Dr, Winter Park, FL 32789
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  /2

  Est $837,664 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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  /46

  $4,250,000 New Construction

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

  702 Via Bella, Winter Park, FL 32789

  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 conditioned and 4,535 square feet total under

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  702 Via Bella, Winter Park, FL 32789
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  /51

  $704,700 Sold Mar 11, 2025

  350 Carolina Ave Unit 301, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $456/SF
  • 26 Days On Market

  Current Estimated Value $706,914

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  350 Carolina Ave Unit 301, Winter Park, FL 32789
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  Est $1,337,409 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

Showing Results 241 - 280, Page 7 of 18