Homes in ZIP Code 32789

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  /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
• 

  

  

  /83

  $3,120 per month

  • 3 Beds
  • 2 Baths
  • 990 Sq Ft
  • Condo for Rent

  2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789

  The advertised rate of $3,120/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 20, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

  2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
• 

  

  /2

  $228,000 Sold Jun 27, 2025

  1979 Staunton Ave, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Built 1948

  Last Sold Summary

  • 24% Below List Price
  • $310/SF
  • 16 Days On Market

  Current Estimated Value $229,618

  Last Listing Agent Michael Kara CORBELO LLC

  1979 Staunton Ave, Winter Park, FL 32789
• 

  

  /2

  Est $372,652 Not Listed For Sale

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

  • 1 Bed
  • 1 Bath
  • 864 Sq Ft
  • Built 1983

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

  Last Sold Summary

  • 12% Below List Price
  • $492/SF
  • 36 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Jenni Owens KELLER WILLIAMS WINTER PARK
• 

  

  

  /50

  $1,475,000

  • 4 Beds
  • 3.5 Baths
  • 2,170 Sq Ft

  1751 Goodrich Ave, Winter Park, FL 32789

  Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes

  Stephanie Baldner EXP REALTY LLC

  1751 Goodrich Ave, Winter Park, FL 32789
• 

  

  /12

  $6,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Apartment for Rent

  301 W Comstock Ave, Winter Park, FL 32789

  Under Construction. Beautiful 2 bedroom, 2.5 bath, laundry in unit, detached two (2) car garage with private guest suite located in Hannibal Square. New Construction.

  Sydney Brownlee THE SYDGAN CORP

  301 W Comstock Ave, Winter Park, FL 32789
• 

  /2

  $420,000 Sold Jan 15, 2026

  1847 Azalea Ave, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 1,477 Sq Ft
  • Built 1961

  Last Sold Summary

  • $284/SF
  • 1 Day On Market

  Current Estimated Value $414,196

  Last Listing Agent Trace Christian, III COLDWELL BANKER REALTY

  1847 Azalea Ave, Winter Park, FL 32789
• 

  /2

  Est $1,834,642 Not Listed For Sale

  643 Balmoral Rd, Winter Park, FL 32789

  643 Balmoral Rd, Winter Park, FL 32789

  Last Sold Summary

  • 4% Above List Price
  • 17 Days On Market

  Last Sold Price $1,767,500

  Last Listing Agent Laura Hope COMPASS FLORIDA LLC
• 

  

  /18

  $1,500,000 Under Contract

  • 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
• 

  

  /20

  $1,650 per month

  • 1 Bed
  • 1 Bath
  • 502 Sq Ft
  • House for Rent

  1550 Michigan Ave, Winter Park, FL 32789

  Welcome to your future home in the charming district of Winter Park, FL! This inviting property offers a warm atmosphere perfect for relaxation and convenience, surrounded by a vibrant community.This residence boasts spacious living equipped with essential comforts. With ample bedrooms and bathrooms, it accommodates various lifestyles. You'll appreciate the central heating and cooling

  1550 Michigan Ave, Winter Park, FL 32789
• 

  /2

  $199,900 Sold Nov 03, 2025

  2500 Lee Rd Unit 134, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft
  • Built 1969

  Last Sold Summary

  • 5% Below List Price
  • $310/SF
  • 130 Days On Market

  Current Estimated Value $189,655

  Last Listing Agent Jesus Garcia YOUR HOME SOLD GUARANTEED REAL

  2500 Lee Rd Unit 134, Winter Park, FL 32789
• 

  

  /30

  Est $618,886 Not Listed For Sale

  1086 Azalea Ln Unit 1, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • Built 1983

  1086 Azalea Ln Unit 1, Winter Park, FL 32789

  Last Sold Summary

  • 5% Above List Price
  • $332/SF
  • 5 Days On Market

  Last Sold Price $589,000

  Last Listing Agent Nicole Howell FANNIE HILLMAN & ASSOCIATES
• 

  

  /89

  $1,799,999

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

  1451 Lyndale Blvd, Winter Park, FL 32789

  Listed at APPRAISED VALUE **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

  Christopher Soucy REALTY ONE GROUP MVP

  1451 Lyndale Blvd, Winter Park, FL 32789
• 

  

  /32

  $3,475 per month

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • House for Rent

  1850 Whitehall Dr, Winter Park, FL 32789

  This is a wonderful pool home located in the sought after neighborhood of Kenilworth Shores in Winter Park. It features 3 bedrooms & 2 baths with an open floor plan. Family room/dining room combo, a wonderful Florida room overlooking the backyard & pool area. Enjoy the weekends lounging around the black bottom pool and the lush landscape surrounding the backyard. ALL UTILITIES included! The

  Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

  1850 Whitehall Dr, Winter Park, FL 32789
• 

  

  /19

  $172,000 Sold May 23, 2025

  700 Melrose Ave Unit E24, Winter Park, FL 32789

  • 1 Bed
  • 1 Bath
  • 787 Sq Ft
  • Built 1964

  Last Sold Summary

  • 14% Below List Price
  • $219/SF
  • 164 Days On Market

  Current Estimated Value $176,943

  Last Listing Agent Susan Dering HOMEVEST REALTY

  700 Melrose Ave Unit E24, Winter Park, FL 32789
• 

  /2

  Est $314,183 Not Listed For Sale

  311 E Morse Blvd Unit 7-15, Winter Park, FL 32789

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

  311 E Morse Blvd Unit 7-15, Winter Park, FL 32789

  Last Sold Summary

  • 5% Below List Price
  • $684/SF
  • 3 Days On Market

  Last Sold Price $329,900

  Last Listing Agent Susan Logan LOGAN LAND & HOMES, INC.
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  /47

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,249 Sq Ft

  1750 Carollee Ln, Winter Park, FL 32789

  Welcome to 1750 Carollee Lane, where timeless charm meets modern luxury. In one of Winter Park’s established neighborhoods, residents enjoy access to top-rated schools, tree-lined streets, and proximity to Park Avenue’s renowned dining and shopping, as well as the area’s scenic Chain of Lakes. Originally built in 2012, this four-bedroom, 3.5-bath home offers over 3,200 square feet of thoughtfully

  Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

  1750 Carollee Ln, Winter Park, FL 32789
• 

  

  /27

  $1,375 per month

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

  2500 Lee Rd Unit 212, Winter Park, FL 32789

  Welcome to Lakeside Manor on beautiful Lake Killarney! This charming 2 bedroom, 1 bathroom second-floor condo offers tranquil living in one of Central Florida’s most desirable areas. Enjoy a serene, park-like setting right outside your door and access to breathtaking sunset views from the private community dock.Just minutes from Park Ave, Rollins College, Mills District, top dining,

  2500 Lee Rd Unit 212, Winter Park, FL 32789
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  /2

  $266,000 Sold Nov 19, 2025

  1500 Gay Rd Unit 9B, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 5 Days On Market

  Current Estimated Value $262,337

  Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 9B, Winter Park, FL 32789
• 

  /2

  Est $1,089,897 Not Listed For Sale

  1782 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,377 Sq Ft
  • Built 2023

  1782 Mondrian Cir, Winter Park, FL 32789

  Last Sold Summary

  • 18% Below List Price
  • $557/SF
  • 2 Days On Market

  Last Sold Price $1,325,000

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
• 

  

  /88

  $1,850,000

  • 5 Beds
  • 4.5 Baths
  • 3,851 Sq Ft

  1560 Woodland Ave, Winter Park, FL 32789

  Welcome to a one-of-a-kind opportunity inside the Winter Park city limits, where timeless character, meaningful updates, and an exceptional lifestyle and location come together in a perfect blend! Set on a beautifully landscaped 0.27-acre lot along Winter Park’s iconic tree lined, brick paved streets, this custom 5-bedroom, 4.5-bathroom residence with an office, a gym and attached in-law suite

  Chris Creegan CREEGAN GROUP

  1560 Woodland Ave, Winter Park, FL 32789
• 

  

  /52

  $5,995 per month

  • 3 Beds
  • 2.5 Baths
  • 2,069 Sq Ft
  • Condo for Rent

  1130 Washington Ave Unit 11C, Winter Park, FL 32789

  Unbeatable Location! Don't miss this very rare and exquisite 3 bedroom, 2.5 bath, two-story Executive-Style condo in Winter Park-ideally located just around the corner from N. Orange Avenue, Park Avenue and Rollins College. Nestled in a prime, tucked-away setting, this home has been extensively remodeled with all new plumbing, electrical, duct work, flooring, appliances, and a natural gas line.

  Keith Race FUSILIER MANAGEMENT GROUP

  1130 Washington Ave Unit 11C, Winter Park, FL 32789
• 

  /2

  $245,900 Sold Aug 11, 2025

  195 Sandlewood Trail Unit 2, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 1,132 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Below List Price
  • $217/SF
  • 2 Days On Market

  Current Estimated Value $262,032

  Last Listing Agent Matt Merdian MERDIAN REALTY LLC

  195 Sandlewood Trail Unit 2, Winter Park, FL 32789
• 

  /2

  Est $706,243 Not Listed For Sale

  1804 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,016 Sq Ft
  • Built 2018

  1804 Mondrian Cir, Winter Park, FL 32789

  Last Sold Summary

  • 1% Above List Price
  • $347/SF
  • 68 Days On Market

  Last Sold Price $699,000

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
• 

  

  /41

  $1,550,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,985 Sq Ft

  507 Country Club Dr, Winter Park, FL 32789

  Under contract-accepting backup offers. Designed for elevated living in the heart of Winter Park, this custom-built pool home on the largest interior lot in the community combines timeless craftsmanship, modern comfort, and an unbeatable location just steps from premier shopping and dining. Featuring 4 bedrooms, 3.5 bathrooms, a private pool, and a spacious backyard, this stunning home is

  Lianna D'Angelo SOTERA LIVING

  507 Country Club Dr, Winter Park, FL 32789
• 

  

  /45

  $2,595 per month

  • 3 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • House for Rent

  1128 Park Green Place, Winter Park, FL 32789

  Stylish Winter Park home available now! Split-plan, 3 bed, 2 bath layout with two car garage, fenced-in backyard with patio, and community pool with cabana. Pet-friendly (subject to deposit and approval). The master bedroom has trey ceilings and an en-suite bath with double vanity and double walk-in closets. Full-size washer and dryer, new A/C unit (2025) and fresh exterior paint (2025). Located

  1128 Park Green Place, Winter Park, FL 32789
• 

  /2

  $725,000 Sold May 13, 2025

  1570 Grove Terrace, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft
  • Built 1991

  Last Sold Summary

  • $436/SF

  Current Estimated Value $758,527

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  1570 Grove Terrace, Winter Park, FL 32789
• 

  /2

  Est $822,940 Not Listed For Sale

  1776 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,193 Sq Ft
  • Built 2022

  1776 Mondrian Cir, Winter Park, FL 32789

  Last Sold Summary

  • $376/SF
  • 88 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
• 

  

  /61

  $1,699,000

  • 4 Beds
  • 3 Baths
  • 3,142 Sq Ft

  1016 Howell Branch Rd, Winter Park, FL 32789

  Canal Front Oasis on the Winter Park Chain of Lakes! (Seller Financing Available for Qualified Buyers) Welcome to 1016 Howell Branch Road, where every day feels like a getaway. This beautifully reimagined 4-bedroom, 3-bath residence offers 3,142 square feet of inspired living space set amid lush, tropical landscaping — all within the best of Winter Park and Maitland. *The canal allows for full

  Andrew Birr PLAID PROPERTIES, LLC

  1016 Howell Branch Rd, Winter Park, FL 32789
• 

  

  /21

  $3,750 per month

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Apartment for Rent

  421 W Fairbanks Ave, Winter Park, FL 32789

  Occupying the entire second floor of a landmark 1925 brick building in the heart of Winter Park, this fully reimagined residence offers a rare opportunity to lease a true designer 3 bedroom, 3 bathroom loft just two blocks from Park Avenue. The open concept interior features high ceilings, abundant natural light from skylights and brand new windows, and a refined industrial aesthetic anchored by

  Nicholas Cadwallader REALTY ONE GROUP MVP

  421 W Fairbanks Ave, Winter Park, FL 32789
• 

  /2

  $1,300,000 Sold Sep 22, 2025

  1371 Lyndale Blvd, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,714 Sq Ft
  • Built 1949

  Last Sold Summary

  • 4% Below List Price
  • $479/SF
  • 8 Days On Market

  Current Estimated Value $1,273,815

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1371 Lyndale Blvd, Winter Park, FL 32789
• 

  /2

  Est $767,817 Not Listed For Sale

  1421 Wooddale Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft
  • Built 1950

  1421 Wooddale Ave, Winter Park, FL 32789

  Last Sold Summary

  • 13% Above List Price
  • $416/SF
  • 45 Days On Market

  Last Sold Price $678,000

  Last Listing Agent Rafael Casallas, Pa EMPIRE NETWORK REALTY
• 

  

  /25

  $314,900

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  311 E Morse Blvd Unit 7-11, Winter Park, FL 32789

  Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue!Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the cultural charm the city has to

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
• 

  

  /12

  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft
  • Condo for Rent

  1695 Lee Rd Unit C110, Winter Park, FL 32789

  Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.

  Yigit Orer EMPIRE NETWORK REALTY

  1695 Lee Rd Unit C110, Winter Park, FL 32789
• 

  /2

  $235,000 Sold Jan 29, 2026

  613 Orange Tree Ct Unit 507, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $187/SF
  • 10 Days On Market

  Current Estimated Value $239,768

  Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

  613 Orange Tree Ct Unit 507, Maitland, FL 32751
• 

  /2

  Est $394,197 Not Listed For Sale

  620 Killarney Bay Ct Unit 2, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,214 Sq Ft
  • Built 1986

  620 Killarney Bay Ct Unit 2, Winter Park, FL 32789

  Last Sold Summary

  • 7% Below List Price
  • $349/SF
  • 188 Days On Market

  Last Sold Price $423,750

  Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES
• 

  

  /37

  $824,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft

  737 N Capen Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Welcome to this stunning Mid-century style 3 bedroom, 2 bath, 1930 sq ft home with a 2 car garage, where sleek modern design meets functionality. Step into the open-concept living space and be captivated by the abundance of natural light streaming through the large windows, creating a warm and inviting atmosphere. The centerpiece of this home is the gourmet

  Jenn Carlisle LPT REALTY, LLC

  737 N Capen Ave, Winter Park, FL 32789
• 

  

  /25

  $5,490 per month

  • 3 Beds
  • 2.5 Baths
  • 2,354 Sq Ft
  • Condo for Rent

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

  Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the

  Steven Koleno BEYCOME OF FLORIDA LLC

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

  /2

  $1,000,000 Sold Apr 04, 2025

  1001 Tuscany Place, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 2,458 Sq Ft
  • Built 1978

  Last Sold Summary

  • 22% Below List Price
  • $407/SF
  • 141 Days On Market

  Current Estimated Value $1,080,922

  Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1001 Tuscany Place, Winter Park, FL 32789
• 

  /2

  Est $576,457 Not Listed For Sale

  875 Miles Ave Unit 4, Winter Park, FL 32789

  • 18 Beds
  • 18 Baths
  • 1,852 Sq Ft
  • Built 2005

  875 Miles Ave Unit 4, Winter Park, FL 32789

  Last Sold Summary

  • 80% Below List Price
  • $1,579/SF
  • 123 Days On Market

  Last Sold Price $2,925,000

  Last Listing Agent Moshe Sheffi HPL REALTY INVESTMENTS

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