Homes in ZIP Code 32789

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  /8

  $800,000

  • 4 Beds
  • 2 Baths
  • 1,617 Sq Ft

  1780 Bryan Ave, Winter Park, FL 32789

  Discover a truly unique offering in the heart of Winter Park! This property, located at 1780 Bryan Avenue, is being offered along with theadjoining lots at 1760 and 1770 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately at individual prices, giving buyers the flexibility to purchase one, two, or all three.

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1780 Bryan Ave, Winter Park, FL 32789
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  /27

  $1,360 - $2,151 per month

  Westmount at Winter Park

  Studio - 3 Beds

  1701 Lee Rd, Winter Park, FL 32789

  Theres no place like Westmount at Winter Park Apartments in Winter Park, FL. These stylish studio, one, two, and three bedroom apartment homes are thoughtfully designed with features like vinyl plank flooring, large closets, and in-home washers and dryers. With the option of sleek stainless steel or black appliances, your kitchen is as functional as it is modern. Step outside and enjoy the serene

  1701 Lee Rd, Winter Park, FL 32789
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  /2

  $2,285,000 Sold Nov 19, 2025

  521 S Phelps Ave, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 3,883 Sq Ft
  • Built 2015

  Last Sold Summary

  • 7% Below List Price
  • $588/SF
  • 118 Days On Market

  Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

  521 S Phelps Ave, Winter Park, FL 32789
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  /42

  Est $712,295 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,574 Sq Ft

  311 E Morse Blvd Unit 6-21, Winter Park, FL 32789

  311 E Morse Blvd Unit 6-21, Winter Park, FL 32789
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  /28

  $145,000

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 243, Winter Park, FL 32789

  Reasons you'll love this condo: convenient, cozy and quiet, you can't beat this community for its location and tranquil setting on Lake Killarney. Add to that the brand new air conditioning system (2025), hot water heater (2025) and fresh paint throughout (2025) and you'll see why this unit is for you. Step into the unit through the brand new front door (2025) and you are in the generous living

  Sue Gilman KELLER WILLIAMS WINTER PARK

  2500 Lee Rd Unit 243, Winter Park, FL 32789
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  /16

  $2,150 per month

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

  151 N Orlando Ave Unit 226, Winter Park, FL 32789

  Updated 2 bedrooms 1 bath conveniently located next to Winter Park Village and Trader Joes shopping center. Unit is can be furnished and is also for sale.

  Mike Wang LOKATION

  151 N Orlando Ave Unit 226, Winter Park, FL 32789
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  /2

  $580,000 Sold May 16, 2025

  1392 Indiana Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft
  • Built 2008

  Last Sold Summary

  • 11% Below List Price
  • $300/SF
  • 123 Days On Market

  Current Estimated Value $547,549

  Last Listing Agent Cody Hancock COLDWELL BANKER RESIDENTIAL RE

  1392 Indiana Ave, Winter Park, FL 32789
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  /30

  Est $751,990 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,682 Sq Ft

  311 E Morse Blvd Unit 4-4, Winter Park, FL 32789

  311 E Morse Blvd Unit 4-4, Winter Park, FL 32789
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  /32

  $949,000

  • 3 Beds
  • 3.5 Baths
  • 2,160 Sq Ft

  1929 S Lakemont Ave, Winter Park, FL 32792

  This modern Winter Park townhome sits in a quiet pocket between Lake Spier and Lake Compton, offering a rare mix of style, comfort, and convenience. This home feels tucked away while still keeping you close to everything you love about Winter and Baldwin Park. Inside, the layout is open and easy to live in. The kitchen features stone countertops, stainless steel appliances, and a large island

  Brandon Geers COMPASS FLORIDA LLC

  1929 S Lakemont Ave, Winter Park, FL 32792
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  /27

  $1,236 - $2,799 per month

  Village Park Senior

  1 - 3 Beds

  550 W Denning Dr, Winter Park, FL 32789

  WINTER PARK VILLAGE, an established lifestyle center located just north of Orlando in the affluent community of Winter Park on 17-92 between Lee Road and Fairbanks Avenue. This is the area’s most exciting destination for upscale shopping, dining, entertainment and just an overall great place to spend time away from the mall madness.

  550 W Denning Dr, Winter Park, FL 32789
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  /2

  $4,772,500 Sold Sep 18, 2025

  765 Via Lugano, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 4,319 Sq Ft
  • Built 2019

  Last Sold Summary

  • $1,105/SF
  • 1 Day On Market

  Current Estimated Value $4,745,878

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

  765 Via Lugano, Winter Park, FL 32789
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  /63

  Est $3,344,303 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,237 Sq Ft

  637 N Park Ave, Winter Park, FL 32789

  637 N Park Ave, Winter Park, FL 32789
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  /30

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,167 Sq Ft

  726 N Pennsylvania Ave, Winter Park, FL 32789

  Welcome to this beautifully designed 3-bedroom, 2-bathroom home, offering a blend of modern elegance and prime location. The gourmet kitchen boasts 42” black cabinets, granite countertops, a decorative backsplash, and stainless steel appliances, making it a stunning focal point of the home. The open-concept dining and living room create a spacious feel, while ceramic tile and wood floors enhance

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  726 N Pennsylvania Ave, Winter Park, FL 32789
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  /49

  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,392 Sq Ft
  • House for Rent

  332 Harris Ave, Winter Park, FL 32789

  This quaint three-bedroom, two-bathroom residence is ideally situated on a corner lot on a tranquil street. The property has been nicely maintained, both internally and externally. The interior boasts a bright and airy atmosphere, featuring a generously sized great room and a spacious eat-in kitchen with ample cabinetry and storage. Outdoors, residents will discover an oasis of beautifully

  Flory Clark UNITED REAL ESTATE PREFERRED

  332 Harris Ave, Winter Park, FL 32789
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  /2

  $3,100,000 Sold Jun 27, 2025

  731 Williams Dr, Winter Park, FL 32789

  • 5 Beds
  • 6 Baths
  • 4,260 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $728/SF
  • 45 Days On Market

  Current Estimated Value $2,988,516

  Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  731 Williams Dr, Winter Park, FL 32789
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  /30

  Est $1,359,206 Not Listed For Sale

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

  345 W Welbourne Ave Unit 104, Winter Park, FL 32789

  345 W Welbourne Ave Unit 104, Winter Park, FL 32789
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  /32

  $649,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft

  595 Huntington Ave Unit 4, Winter Park, FL 32789

  Under contract-accepting backup offers. Back on Market- Buyer Financing fell through--Beautiful Winter Park townhome that feels like a single-family residence. Situated on a private lane with no through-traffic. Ten-minute walk to Park Avenue and Rollins, five-minute walk to Lake Virginia. This exquisite end-unit is part of a sought-after 10-unit community. Three Bedrooms and two and a half

  Andrew Livingston COLDWELL BANKER RESIDENTIAL RE

  595 Huntington Ave Unit 4, Winter Park, FL 32789
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  /21

  $1,850 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Condo 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

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

  $2,700,000 Sold Oct 02, 2025

  1445 Holts Grove Cir, Winter Park, FL 32789

  • 5 Beds
  • 5 Baths
  • 4,489 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $601/SF
  • 2 Days On Market

  Last Listing Agent Shelley Heistand PREMIER SOTHEBY'S INTL. REALTY

  1445 Holts Grove Cir, Winter Park, FL 32789
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  /2

  Est $851,235 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,610 Sq Ft

  1245 Wisconsin Ave, Winter Park, FL 32789

  1245 Wisconsin Ave, Winter Park, FL 32789
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  /26

  $572,500

  • 2 Beds
  • 2 Baths
  • 858 Sq Ft

  640 N Park Ave Unit 26, Winter Park, FL 32789

  A gem in the heart of the city -was completely renovated in 2024, downtown Winter Park -walk to restaurants and shopping, ample parking and private storage. Laundry on 3rd floor and basement. Can be leased. Lots of south sunlight, #26 is on the 2nd floor overlooking pool area. New appliances. Rare opportunity to own in Park Aire!

  Michael O'Shaughnessy MICHAEL O'SHAUGHNESSY, INC.

  640 N Park Ave Unit 26, Winter Park, FL 32789
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  /72

  $3,700 per month

  • 5 Beds
  • 3 Baths
  • 2,132 Sq Ft
  • House for Rent

  730 W Swoope Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Charming Winter Park Corner Home for Rent - 730 W Swoope Ave Experience the best of Winter Park living in this beautifully renovated corner home! Located just three blocks from the iconic Park Avenue, this spacious 5-bedroom, 3 bathroom residence offers over 2,200 square feet of updated living space. The bright, open design and private rooms provide

  Andres Ospina Rivera LPT REALTY, LLC

  730 W Swoope Ave, Winter Park, FL 32789
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  /2

  $916,000 Sold Jul 17, 2025

  609 Langholm Dr, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,981 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Below List Price
  • $462/SF
  • 8 Days On Market

  Current Estimated Value $902,303

  Last Listing Agent Jason Shore JMO REAL ESTATE GROUP

  609 Langholm Dr, Winter Park, FL 32789
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  /22

  Est $154,103 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 237, Winter Park, FL 32789

  2500 Lee Rd Unit 237, Winter Park, FL 32789
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  /26

  $235,000 Pending

  • 1 Bed
  • 1 Bath
  • 772 Sq Ft

  700 Melrose Ave Unit J23, Winter Park, FL 32789

  Beautiful 1-Bedroom Condo in the Heart of Winter Park Located on the second floor close to ELEVATORS. Please click on virtual tour to get an over view of this exceptional community.This is stunning one-bedroom condo featuring beautiful wood floors, an updated kitchen with wood cabinetry, solid surface counter tops, and a tankless water heater. The remodeled bathroom boasts a spacious walk-in

  Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  700 Melrose Ave Unit J23, Winter Park, FL 32789
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  /29

  $4,995 per month

  • 4 Beds
  • 3.5 Baths
  • 2,604 Sq Ft
  • Townhouse for Rent

  438 W Swoope Ave, Winter Park, FL 32789

  Nestled within the exclusive 400 West enclavean intimate community of just nine residences just moments from Park Avenuethis modern townhome seamlessly combines superior craftsmanship, elegant interiors, and outstanding walkability. Entering through either the private garage or the charming garden-style front path, you're welcomed into a luminous, open-concept main level that emphasizes comfort,

  438 W Swoope Ave, Winter Park, FL 32789
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  /2

  $2,599,000 Sold Feb 14, 2025

  1000 Via Tuscany Oaks Way, Winter Park, FL 32789

  • 5 Beds
  • 5 Baths
  • 4,002 Sq Ft
  • Built 2003

  Last Sold Summary

  • $649/SF
  • 2 Days On Market

  Current Estimated Value $2,550,392

  Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

  1000 Via Tuscany Oaks Way, Winter Park, FL 32789
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  /38

  Est $3,193,865 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,367 Sq Ft

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

  140 E Morse Blvd Unit G, Winter Park, FL 32789
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  /65

  $2,295,000

  • 5 Beds
  • 3.5 Baths
  • 3,691 Sq Ft

  1885 Temple Dr, Winter Park, FL 32789

  Update! ALL NEW Black Steel doors installed 11/2025 and windows with low e-dual pane glass to be installed 12/25 ($150k value!). Black interior and exterior Anderson windows: Dual Pane Low-E Smart Sun Standard Argon Fill Simulated Divided Light (SDL). Located in highly desirable Lugano Terrace just steps from the shores of Lake Knowles, this stunning all new interiors, 5-bedroom, 3.5-bath brick

  Jennifer Sloan COMPASS FLORIDA LLC

  1885 Temple Dr, Winter Park, FL 32789
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  /12

  $2,195 per month

  • 3 Beds
  • 2 Baths
  • 1,156 Sq Ft
  • House for Rent

  148 Oak Grove Rd, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Amazing upgraded centrally located in Winter Park home. One story 3 bedrooms and 2 bathrooms. Location is amazing near jobs and main roads of Winter Park, short drive to I4. High ceilings in living and master bedroom and bath. New laminate flooring, being installed, in all bedrooms and common areas. Enjoy with family and friends the spacious and

  Salvatore Cavalieri THE CAVALIERI PROPERTY MANAGEMENT LLC

  148 Oak Grove Rd, Winter Park, FL 32789
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  /2

  $3,485,000 Sold Oct 17, 2025

  2171 Forrest Rd, Winter Park, FL 32789

  • 5 Beds
  • 6 Baths
  • 4,565 Sq Ft
  • Built 2016

  Last Sold Summary

  • 9% Below List Price
  • $763/SF
  • 134 Days On Market

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

  2171 Forrest Rd, Winter Park, FL 32789
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  /30

  Est $1,562,226 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft

  311 E Morse Blvd Unit 1-1, Winter Park, FL 32789

  311 E Morse Blvd Unit 1-1, Winter Park, FL 32789
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  /35

  $269,000

  • 2 Beds
  • 1 Bath
  • 762 Sq Ft

  2009 Cornell Ave, Winter Park, FL 32789

  Unlock potential in one of Central Florida’s most desirable pockets! This centrally located Winter Park home shines with major updates already completed including a 2018 roof, 2022 HVAC, and fresh interior paint. Just bring a little extra love to elevate the finishes and create instant equity. Perfect as a long-term rental, short-term investment, or a future flip with strong resale appeal. Live

  Juliet Saldarriaga ORLANDO HOME DEALER LLC

  2009 Cornell Ave, Winter Park, FL 32789
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  /15

  $2,330 per month

  • 4 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • House for Rent

  1821 Carrigan Ave, Winter Park, FL 32789

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2474.90. That covers your base rent, $2330.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1821 Carrigan Ave, Winter Park, FL 32789
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  /2

  $9,140,000 Sold Jan 15, 2025

  2040 Venetian Way, Winter Park, FL 32789

  • 6 Beds
  • 7.5 Baths
  • 8,082 Sq Ft
  • Built 2002

  Last Sold Summary

  • 9% Below List Price
  • $1,131/SF
  • 45 Days On Market

  Current Estimated Value $9,023,481

  Last Listing Agent Thomas Bonner COLDWELL BANKER RESIDENTIAL RE

  2040 Venetian Way, Winter Park, FL 32789
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  /2

  Est $369,246 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 864 Sq Ft

  1312 S Pennsylvania Ave Unit 1, Winter Park, FL 32789

  1312 S Pennsylvania Ave Unit 1, Winter Park, FL 32789
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  /26

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,721 Sq Ft

  1007 Early Ave, Winter Park, FL 32789

  Welcome to your next chapter at 1007 Early Ave in Winter Park, a charming 3-bedroom, 2-bathroom home. Thoughtfully maintained, this home combines character with modern comfort. Step inside to find inviting living spaces and enjoy peace of mind with a roof replaced in 2019. The spacious backyard is perfect for entertaining, gardening, or simply relaxing under the Florida sun. With plenty of room

  Eric Gross EXP REALTY LLC

  1007 Early Ave, Winter Park, FL 32789
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  /11

  $3,800 per month

  • 4 Beds
  • 2 Baths
  • 1,474 Sq Ft
  • House for Rent

  1690 Dale Ave, Winter Park, FL 32789

  Located in one of the best areas of Winter Park, this home offers top- rated schools, welcoming neighborhood, and unbeatable convenience. just a mile from Park Avenue, you will enjoy easy access to shops, restaurants, and all the charm Winter Park is known for.With plenty to do nearby and a family - friendly environment, this is the perfect place to raise a family and enjoy the Winter Park

  Farzaneh Alijani ZAMIN INC

  1690 Dale Ave, Winter Park, FL 32789
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  /2

  $435,000 Sold Jan 22, 2025

  1944 Bering Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 1,956 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $222/SF
  • 13 Days On Market

  Current Estimated Value $449,162

  Last Listing Agent Nicole Howell FANNIE HILLMAN & ASSOCIATES

  1944 Bering Ave, Winter Park, FL 32789
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  /30

  Est $624,441 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft

  1086 Azalea Ln Unit 1, Winter Park, FL 32789

  1086 Azalea Ln Unit 1, Winter Park, FL 32789

Showing Results 81 - 120, Page 3 of 18