Homes in ZIP Code 32789

• 

  

  

  /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
• 

  

  

  /21

  $2,900 Per Month

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • House for Rent

  540 W Comstock Ave, Winter Park, FL 32789

  Newly Renovated | Prime Winter Park Location | Move-In Ready Opportunity Positioned in one of Central Florida’s most desirable and high-demand areas, this newly renovated residence at 540 W Comstock Ave offers a rare opportunity for tenants seeking both location and lifestyle in the heart of Winter Park. Thoughtfully updated with modern finishes, the home features a clean, refreshed interior

  Fredrick Jacobs KELLER WILLIAMS GAINESVILLE REALTY PARTNERS

  540 W Comstock Ave, 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 $253,849

  Last Listing Agent Matt Merdian MERDIAN REALTY LLC

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

  

  /2

  Est $1,117,616 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

  • 16% Below List Price
  • $557/SF
  • 2 Days On Market

  • Last Sold Price $1,325,000
  • Nov 26, 2024

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
• 

  

  

  /47

  $1,890,000 Pending

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

  1750 Carollee Ln, Winter Park, FL 32789

  Under contract-accepting backup offers. 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

  Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

  1750 Carollee Ln, Winter Park, FL 32789
• 

  

  /12

  $1,900 Per Month

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft
  • Gorgeous, Completely Remodeled 2/2.5 Condo in Sandlewood Creek- Winter Park!

  303 Sandlewood Trail, Winter Park, FL 32789

  Welcome home to this beautifully renovated two-story condo in desirable Sandlewood Trails. This 2-Bedroom, 2.5 Bath condo home is ideally located in Winter Park and is one of the few condo communities where residents are close enough to bike or walk to Dommerich Elementary and Maitland Middle School.As you enter, you are welcomed by a spacious Great Room and attractive gray-toned laminate

  303 Sandlewood Trail, 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 $753,538

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

  1570 Grove Terrace, Winter Park, FL 32789
• 

  /2

  Est $713,262 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

  • 2% Above List Price
  • $347/SF
  • 68 Days On Market

  • Last Sold Price $699,000
  • Feb 07, 2025

  Last Listing Agent Brian Teach COLDWELL BANKER REALTY
• 

  

  /25

  $309,900

  • 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
• 

  

  /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
• 

  /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 $1,261,078

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1371 Lyndale Blvd, Winter Park, FL 32789
• 

  /2

  Est $395,320 Not Listed For Sale

  740 #3 Killarney Bay Ct Unit 7-3, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • Built 1986

  740 #3 Killarney Bay Ct Unit 7-3, Winter Park, FL 32789

  Last Sold Summary

  • 3% Above List Price
  • $251/SF
  • 171 Days On Market

  • Last Sold Price $385,000
  • May 02, 2025

  Last Listing Agent Michael O'Shaughnessy MICHAEL O'SHAUGHNESSY, INC.
• 

  

  /46

  $899,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft

  1405 Miller Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. Experience high-end luxury and effortless convenience in one of the most central locations in Winter Park. Built by Makeur Homes and thoughtfully updated by SMRS Design, this stunning Modern Mediterranean detached townhome showcases light-filled interiors and carefully curated custom finishes.Offering 3 bedrooms and 2.5 bathrooms across 1,884 square

  Rikhil Amin FANNIE HILLMAN & ASSOCIATES

  1405 Miller Ave, Winter Park, FL 32789
• 

  

  /20

  $3,995 Per Month

  • 3 Beds
  • 3 Baths
  • 1,715 Sq Ft
  • House for Rent

  1667 Mizell Ave, Winter Park, FL 32789

  Minimum Deposit $3995. Monthly Rent $3995. Available June 1st!Contact Polina at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Welcome to your dream Winter Park home! This charming 3-bedroom, 3 full bathroom gem is the epitome of comfort and

  1667 Mizell Ave, 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 $234,240

  Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

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

  

  /44

  Est $837,530 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

  • 2% Below List Price
  • $376/SF

  • Last Sold Price $825,000

  Last Listing Agent Kris Kennedy COMPASS FLORIDA LLC
• 

  

  /29

  $314,000

  • 2 Beds
  • 2.5 Baths
  • 1,133 Sq Ft

  184 Sandlewood Trail Unit 2, Winter Park, FL 32789

  Located in the heart of Winter Park, this beautifully fully renovated 2-bedroom, 2.5-bath condominium: New Roof, New Hot Water Heater, New Plumbing, New Maytag Washer & Drier offers the perfect blend of modern design and walkable lifestyle. The open-concept floor plan creates a bright and airy living space ideal for both everyday living and entertaining. The completely updated kitchen features

  Tom Noelke NOELKE REALTY

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

  

  /39

  $7,900 Per Month

  • 4 Beds
  • 3 Baths
  • 2,476 Sq Ft
  • House for Rent

  300 Killarney Dr, Winter Park, FL 32789

  Exceptional Lakefront Living in the Heart of Winter ParkWelcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle.Property Highlights:Situated on an oversized lot with coveted Lake Killarney

  Kelly Price KELLY PRICE & COMPANY LLC

  300 Killarney Dr, Winter Park, FL 32789
• 

  /2

  $1,002,000 Sold May 31, 2025

  1265 Park Pointe Ln, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,295 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Above List Price
  • $437/SF
  • 4 Days On Market

  Current Estimated Value $1,006,067

  Last Listing Agent Frances Speights KELLER WILLIAMS ADVANTAGE III

  1265 Park Pointe Ln, Winter Park, FL 32789
• 

  /2

  Est $784,021 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

  • 16% Above List Price
  • $416/SF
  • 45 Days On Market

  • Last Sold Price $678,000
  • Oct 31, 2024

  Last Listing Agent Rafael Casallas, Pa EMPIRE NETWORK REALTY
• 

  

  /34

  $1,499,900 New Construction

  • 4 Beds
  • 5 Baths
  • 2,812 Sq Ft

  607 Ellen Dr, Winter Park, FL 32789

  NEW PRICE!!! Discover sophisticated modern living at 607 Ellen Drive, a stunning new construction home by the acclaimed Lazarus Homes in the heart of Winter Park. This impeccably designed 2,812-square-foot residence showcases contemporary architecture with clean lines, high ceilings, and an abundance of natural light throughout. The open floor plan seamlessly connects living spaces, creating an

  Kelly Price KELLY PRICE & COMPANY LLC

  607 Ellen Dr, Winter Park, FL 32789
• 

  

  /11

  $1,950 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,024 Sq Ft
  • House for Rent

  731 W Comstock Ave, Winter Park, FL 32789

  Close to downtown Winter Park, Winter Park Village, and Park Avenue - Charming 3 bedroom 1.5 bath home, with single carport, fenced backyard, ceiling fans and blinds. Tile floors in main living areas and NEW carpet in bedrooms. Additional sun room located off the kitchen with entry to/from carport. This home is available for immediate move in. PETS NEGOTIABLE. Please call to schedule an

  731 W Comstock Ave, Winter Park, FL 32789
• 

  

  /24

  $649,000 Sold Oct 17, 2025

  2304 Depauw Ave, Orlando, FL 32804

  • 3 Beds
  • 2.5 Baths
  • 1,668 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $389/SF
  • 199 Days On Market

  Current Estimated Value $657,000

  David Weekley Homes Central Living - Downtown

  2304 Depauw Ave, Orlando, FL 32804
• 

  /2

  Est $852,512 Not Listed For Sale

  1905 S Lakemont Ave, Winter Park, FL 32792

  • 3 Beds
  • 3.5 Baths
  • 2,066 Sq Ft
  • Built 2024

  1905 S Lakemont Ave, Winter Park, FL 32792

  Last Sold Summary

  • $411/SF
  • 251 Days On Market

  • Last Sold Price $850,000
  • Apr 03, 2025

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK
• 

  

  /22

  $298,000

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft

  151 N Orlando Ave Unit 115, Winter Park, FL 32789

  Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake

  Chris Creegan CREEGAN GROUP

  151 N Orlando Ave Unit 115, Winter Park, FL 32789
• 

  

  /42

  $2,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,747 Sq Ft
  • House for Rent

  1807 N Park Ave, Winter Park, FL 32789

  Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park. This charming home features a spacious layout with a warm and inviting living area, a functional kitchen with plenty of storage, and comfortable bedrooms — each with its own bath, offering added privacy and convenience. Step

  Jason Hamilton THE REALTY MEDICS

  1807 N Park Ave, Winter Park, FL 32789
• 

  /2

  $230,000 Sold Aug 29, 2025

  1500 Gay Rd Unit 7A, Winter Park, FL 32789

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

  Last Sold Summary

  • 6% Below List Price
  • $224/SF
  • 205 Days On Market

  Last Listing Agent Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

  1500 Gay Rd Unit 7A, Winter Park, FL 32789
• 

  /2

  Est $411,930 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

  • 3% Below List Price
  • $349/SF
  • 188 Days On Market

  • Last Sold Price $423,750
  • Dec 02, 2024

  Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES
• 

  

  /42

  $1,795,000

  • 4 Beds
  • 4 Baths
  • 2,807 Sq Ft

  1903 N Park Ave, Winter Park, FL 32789

  Completed in 2020, this beautifully designed contemporary residence on North Park Avenue offers refined finishes and seamless indoor-outdoor living just minutes from Park Avenue’s famed shopping and restaurant district as well as the vibrant retail and dining of Winter Park Village and Mills50. Positioned on a prominent corner lot with dual access from N Park Ave and N Denning Drive, the home

  Chris Creegan CREEGAN GROUP

  1903 N Park Ave, Winter Park, FL 32789
• 

  

  /13

  $2,550 Per Month

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • **MOVE IN SPECIAL $500 off first months rent** Beautiful 2 bedroom, 2 bath Condo located in Winte...

  110 Killarney Bay Ct, Winter Park, FL 32789

  **MOVE IN SPECIAL $500 off first months rent** Enjoy easy, lakefront living in this beautifully maintained 2-bedroom, 2-bath condo in the desirable Killarney Bay community in Winter Park! This spacious unit features an open-concept layout with abundant natural light, a well-appointed kitchen, and comfortable living and dining areas—perfect for both relaxing and entertaining.Both bedrooms

  110 Killarney Bay Ct, Winter Park, FL 32789
• 

  /2

  $3,450,000 Sold Jul 25, 2025

  182 N Phelps Ave, Winter Park, FL 32789

  • 4 Beds
  • 5 Baths
  • 4,812 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $717/SF
  • 61 Days On Market

  Current Estimated Value $3,181,636

  Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

  182 N Phelps Ave, Winter Park, FL 32789
• 

  /2

  Est $546,599 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

  • 81% Below List Price
  • $1,579/SF
  • 123 Days On Market

  • Last Sold Price $2,925,000
  • Oct 25, 2024

  Last Listing Agent Moshe Sheffi HPL REALTY INVESTMENTS
• 

  

  /50

  $1,425,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,306 Sq Ft

  850 Juanita Rael, Winter Park, FL 32789

  Under contract-accepting backup offers. Location, location, location. Sought after location on the North end of Park Avenue. Avoid the traffic in and out of Downtown Winter Park while being minutes away from everything on the Avenue. One of the very few single level homes of this quality in Winter Park 32789.Single story ranch on a lovely, private, large corner lot. 2306 heated and cooled

  Brad Grosberg PHIL KEAN REAL ESTATE LLC

  850 Juanita Rael, Winter Park, FL 32789
• 

  

  /24

  $3,200 Per Month

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • House for Rent

  438 Lakeview Ave, Winter Park, FL 32789

  Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete

  Alex Scures COLONIALTOWN REALTY

  438 Lakeview Ave, Winter Park, FL 32789
• 

  /2

  $1,950,000 Sold Sep 16, 2025

  141 Oakwood Way, Winter Park, FL 32789

  • 5 Beds
  • 4 Baths
  • 3,909 Sq Ft
  • Built 2015

  Last Sold Summary

  • 14% Below List Price
  • $499/SF
  • 170 Days On Market

  Current Estimated Value $1,959,270

  Last Listing Agent Nicole Rader MAINFRAME REAL ESTATE

  141 Oakwood Way, Winter Park, FL 32789
• 

  

  /89

  Est $1,312,510 Not Listed For Sale

  3629 Midiron Dr, Winter Park, FL 32789

  • 5 Beds
  • 4.5 Baths
  • 3,252 Sq Ft
  • Built 2024

  3629 Midiron Dr, Winter Park, FL 32789

  Last Sold Summary

  • 3% Below List Price
  • $417/SF
  • 13 Days On Market

  • Last Sold Price $1,355,000
  • Jun 12, 2024

  Last Listing Agent Amanda Wood RE/MAX
• 

  

  /78

  $1,895,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,470 Sq Ft

  1841 Harland Park Dr, Winter Park, FL 32789

  Price reduction. Motivated seller! Welcome home to the prestigious community of Windsong in Winter Park. Upon entering this Toll Brothers-built home, you will notice no detail has been spared. Soaring ceilings greet you as you enter the foyer with elegant lighting. This 4-bedroom, 3.5-bath home is loaded with upgrades. The office features beautiful wood and detailed, custom bookshelves, complete

  Shanon Luiz SELECTIVE REALTY GROUP LLC

  1841 Harland Park Dr, Winter Park, FL 32789
• 

  

  /37

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Affordable 3BR Home in Winter Park – Prime Location & Move-In Ready!

  151 N Orlando Ave, Winter Park, FL 32789

  Discover this affordable and well-located 3-bedroom, 2-bathroom home in the desirable Winter Park area, perfect for those seeking comfort, convenience, and long-term stability.This property offers a functional layout with comfortable living spaces, ideal for families or individuals looking for a practical and welcoming place to call home.

  151 N Orlando Ave, Winter Park, FL 32789
• 

  /2

  $145,000 Sold Apr 23, 2026

  2500 Lee Rd Unit 243, Winter Park, FL 32789

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

  Last Sold Summary

  • 28% Below List Price
  • $225/SF
  • 286 Days On Market

  Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

  2500 Lee Rd Unit 243, Winter Park, FL 32789
• 

  /2

  Est $369,133 Not Listed For Sale

  230 Killarney Bay Ct Unit 3, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • Built 1986

  230 Killarney Bay Ct Unit 3, Winter Park, FL 32789

  Last Sold Summary

  • 19% Above List Price
  • $202/SF
  • 53 Days On Market

  • Last Sold Price $310,000
  • Jul 22, 2024

  Last Listing Agent Carol van den Berg VAN DEN BERG REAL ESTATE GROUP

Showing Results 121 - 160, Page 4 of 18