Homes in ZIP Code 32789

• 

  

  

  /64

  Est $3,353,696 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 4,844 Sq Ft

  1660 Woodland Ave, Winter Park, FL 32789

  1660 Woodland Ave, Winter Park, FL 32789
• 

  

  

  /39

  $2,399,000

  • 3 Beds
  • 4 Baths
  • 3,440 Sq Ft

  922 N Pennsylvania Ave, Winter Park, FL 32789

  Experience timeless elegance and modern sophistication in this stunning 3 bedroom, 4 bath Mediterranean home, ideally situated on the 4th hole of the beautifully maintained Winter Park 9-hole golf course. Nestled on a 75 x 100 lot, this 3,440 sq ft residence was extensively renovated in 2017. From the moment you enter the welcoming foyer you'll notice the refined finishes and intentional design.

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  922 N Pennsylvania Ave, Winter Park, FL 32789
• 

  

  /2

  $2,935,000 Sold May 27, 2025

  • 4,088 Sq Ft
  • $718/SF
  • 30 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1930

  266 Chase Ave, Winter Park, FL 32789

  One of Winter Park’s iconic and cherished homes, just a short distance from Park Avenue. On one of the most picturesque, brick-lined streets in downtown Winter Park, this extraordinary residence is a rare opportunity to own a piece of the city’s rich architectural history, fully reimagined with modern elegance and thoughtful design. On the same city block as the Alfond Inn and a two-block stroll

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  266 Chase Ave, Winter Park, FL 32789
• 

  

  

  /29

  Est $639,463 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,054 Sq Ft

  1400 Indiana Ave, Winter Park, FL 32789

  1400 Indiana Ave, Winter Park, FL 32789
• 

  

  

  /28

  $200,000

  • 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
• 

  

  /19

  $172,000 Sold May 23, 2025

  • 787 Sq Ft
  • $219/SF
  • 164 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1964

  700 Melrose Ave Unit E24, Winter Park, FL 32789

  This 1 Bedroom 1 bathroom condo with a peaceful pond view, is located in Winter Park Gardens. This Vibrant 55+ community offers beautifully landscaped grounds, lighted paths, community pool, and a clubhouse where residents enjoy social activities. The prime location provides easy access to a variety of amenities and attractions minutes away from Park Avenue with shops, restaurants, and cultural

  Susan Dering HOMEVEST REALTY

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

  

  /18

  Est $1,338,656 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,399 Sq Ft

  621 Huntington Ave, Winter Park, FL 32789

  621 Huntington Ave, Winter Park, FL 32789
• 

  

  /70

  $2,490,000

  • 3 Beds
  • 3.5 Baths
  • 2,709 Sq Ft

  1602 Alabama Dr Unit 404, Winter Park, FL 32789

  A Jewel Box: Curated for a Life Well Lived. Penthouse 404 at The Alabama is a rare architectural gem—a two-story residence that blends historic provenance w/ design-forward luxury in the heart of Winter Park’s most coveted lakefront setting. Created by combining two original top-floor units, this expansive penthouse is the largest in the building & the only one w/ a private outdoor terrace.

  Padgett McCormick KELLY PRICE & COMPANY LLC

  1602 Alabama Dr Unit 404, Winter Park, FL 32789
• 

  /2

  $450,000 Sold May 22, 2025

  • 1,773 Sq Ft
  • $254/SF
  • 141 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  2341 Devon Ct, Winter Park, FL 32789

  $25,000 Price Reduction! Here is your opportunity to own this charming Winter Park home convenient to everything. A total of 4 Bedrooms and 3 Baths including a separate Guest House! Situated on a quiet cul de sac, it's minutes to I-4, 2 miles to Park Ave, 4 miles to Downtown Orlando and an hour to the beaches. The main home offers a 3 bedroom, 2 bath split plan. You enter through the

  Bruce Winslow UNITED REAL ESTATE PREFERRED

  2341 Devon Ct, Winter Park, FL 32789
• 

  

  /59

  Est $2,351,916 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,870 Sq Ft

  1411 Elizabeth Dr, Winter Park, FL 32789

  1411 Elizabeth Dr, Winter Park, FL 32789
• 

  

  /43

  $610,000

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft

  151 N Orlando Ave Unit 212, Winter Park, FL 32789

  Experience luxury lakefront living in this stunning and truly unique 3-bedroom, 2-bathroom second-floor condo. This expansive 1,875 SF residence blends modern European design with artistic detail. Designed by a local artist in collaboration with a local architect, every element of this home reflects thoughtful craftsmanship and sophistication. The condo features newer plumbing, electrical wiring,

  Brian Hyser THE AGENCY ORLANDO

  151 N Orlando Ave Unit 212, Winter Park, FL 32789
• 

  /2

  $3,600,000 Sold May 21, 2025

  • 4,314 Sq Ft
  • $834/SF
  • 24 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1935

  851 Georgia Ave, Winter Park, FL 32789

  Nestled on a sprawling 0.89-acre estate, this luxurious home offers the perfect balance of privacy and convenience, just moments from the vibrant downtown Winter Park. A rare gem, this 1935 James Gamble Rogers masterpiece blends Old World charm with European influences, creating an inviting, character-rich ambiance. The main home features 3 bedrooms, 2 1/2 bathrooms, and 3,908 square feet of

  Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  851 Georgia Ave, Winter Park, FL 32789
• 

  

  /57

  Est $875,973 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,327 Sq Ft

  25 Stymie Place, Winter Park, FL 32789

  25 Stymie Place, Winter Park, FL 32789
• 

  

  /48

  $3,190,000

  • 5 Beds
  • 5.5 Baths
  • 4,263 Sq Ft

  1820 Englewood Rd, Winter Park, FL 32789

  Award-winning Phil Kean design on a prominent corner lot in the heart of Winter Park, just minutes from Baldwin Park, Park Avenue, and East End Market—home to Michelin-rated dining and upscale retail. This 5-bed, 5.5-bath residence delivers clean lines, smart design, and seamless indoor-outdoor flow. Recognized with multiple honors, including the 2015 Parade of Homes 1st Place Award for Custom

  David Hung KELLER WILLIAMS ADVANTAGE III

  1820 Englewood Rd, Winter Park, FL 32789
• 

  /2

  $775,000 Sold May 21, 2025

  • 2,265 Sq Ft
  • $342/SF
  • 189 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2018

  1818 Mondrian Cir, Winter Park, FL 32789

  Introducing an exceptional opportunity at The Mondrian Winter Park, a stunning waterfront community featuring 30 contemporary townhomes elegantly situated along the serene shores of Lake Killarney. This remarkable residence is truly a standout, showcasing top-tier finishes that exemplify both quality and value. As you enter, you'll be greeted by fresh interior paint and updated flooring that

  Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1818 Mondrian Cir, Winter Park, FL 32789
• 

  

  /15

  Est $382,710 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,075 Sq Ft

  24 Stymie Place, Winter Park, FL 32789

  24 Stymie Place, Winter Park, FL 32789
• 

  

  /39

  $900,000

  • 4 Beds
  • 2 Baths
  • 2,237 Sq Ft

  1018 Turner Rd, Winter Park, FL 32789

  Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Park! This beautifully updated single story POOL HOME sits on nearly HALF AN ACRE of LAKEFRONT PROPERTY on the coveted LAKE BELL - a private SKI LAKE - offering a private dock/boat lift, character and contemporary upgrades that make everyday feel like a lakeside retreat. Major

  Jennifer Wemert WEMERT GROUP REALTY LLC

  1018 Turner Rd, Winter Park, FL 32789
• 

  /2

  $1,810,000 Sold May 20, 2025

  • 3,440 Sq Ft
  • $526/SF
  • 12 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2015

  1970 Laurel Rd, Winter Park, FL 32789

  Experience modern luxury in this stunning custom-built residence by LunDev Custom Homes, positioned in the heart of Winter Park. Built in 2015, this contemporary home offers four bedrooms, 3.5 baths and 3,440 heated square feet, seamlessly blending elegant design with state-of-the-art smart home technology. The first-floor primary suite is a serene retreat featuring a spacious walk-in closet and

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1970 Laurel Rd, Winter Park, FL 32789
• 

  

  /27

  Est $1,083,804 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,043 Sq Ft

  2529 Modac Trail, Winter Park, FL 32789

  2529 Modac Trail, Winter Park, FL 32789
• 

  

  /72

  $1,095,000

  • 4 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  2607 Lafayette Ave, Winter Park, FL 32789

  Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park’s most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms, and 2,770 square feet of refined living space designed for modern comfort and effortless entertaining.Step inside to discover an open-concept layout that seamlessly connects the kitchen,

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  2607 Lafayette Ave, Winter Park, FL 32789
• 

  /2

  $1,645,000 Sold May 20, 2025

  • Land
  • 1.14 Acres
  • $1,442,982 per Acre

  • 55 Days On Market

  681 Balmoral Rd, Winter Park, FL 32789

  Lakefront Lot. Build your dream home on a rare available Lot on Lake Berry. Establish your legacy at this beautiful Winter Park location. A short walk to Baldwin Park or a short bike ride to Park Avenue. The Current home needs to be demolished as the value is in the Land. There is a total of 1.14 acres with roughly .6 acres of uplands with direct waterfront. Build your own dock to your

  Chris Burden EPIC REAL ESTATE ADVISORS LLC

  681 Balmoral Rd, Winter Park, FL 32789
• 

  

  /23

  Est $1,130,854 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft

  1600 Alabama Dr Unit 201, Winter Park, FL 32789

  1600 Alabama Dr Unit 201, Winter Park, FL 32789
• 

  

  /23

  $535,000

  • 3 Beds
  • 2 Baths
  • 1,630 Sq Ft

  240 Cambridge Blvd, Winter Park, FL 32789

  3-Bed, 2-Bath Home in Prime Winter Park Location! Steps away from paddleboarding, kayaking or fishing on beautiful Lake Killarney! Welcome to your new home nestled in one of Winter Park’s most desirable areas—with easy access to I-4. This beautifully maintained 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, convenience, and style. Features a bright, open floor plan

  Ashley Bennett REAL BROKER, LLC

  240 Cambridge Blvd, Winter Park, FL 32789
• 

  /2

  $2,220,000 Sold May 19, 2025

  • 2,663 Sq Ft
  • $834/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  673 Balmoral Rd, Winter Park, FL 32789

  Contemporary Lakefront Estate in Winter Park! Nestled along the serene shores of Lake Berry, this spacious single-story, 4-bedroom, 3-bathroom home offers a perfect blend of comfort and natural beauty. With expansive living spaces bathed in natural light, this home invites you to experience relaxed lakefront living at its finest. Offering over 2,600 sf of luxurious living space, the open-concept

  Kelly Price KELLY PRICE & COMPANY LLC

  673 Balmoral Rd, Winter Park, FL 32789
• 

  

  /29

  Est $862,980 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 993 Sq Ft

  1602 Alabama Dr Unit 107, Winter Park, FL 32789

  1602 Alabama Dr Unit 107, Winter Park, FL 32789
• 

  

  /88

  $8,500,000

  • 5 Beds
  • 6 Baths
  • 6,502 Sq Ft

  1112 Preserve Point Dr, Winter Park, FL 32789

  Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordinary Lake Berry home has it all including 1.97 acres of land adjacent to the historic Genius Preserve

  Kelly Price KELLY PRICE & COMPANY LLC

  1112 Preserve Point Dr, Winter Park, FL 32789
• 

  

  /45

  $429,000 Sold May 19, 2025

  • 969 Sq Ft
  • $443/SF
  • 66 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1949

  441 Clay St, Winter Park, FL 32789

  ATTENTION INVESTORS!!! DIAMOND LOCATION!! THIS IS THE MOST WONDERFUL OPORTUNITY FOR BUYING YOUR DREAM DUPLEX WITH 1 BED 1 BATH ON EACH OF TWO FLOORS IN THE MOST DISERABLE AREA FOR LIVING CALLED WINTER PARK IN THE 32789 ZIDE CODE. NO HOA NEITHER CDD. IT IS LOCATED JUST MINUTES FROM PARK AVE., ROLLING COLLEGE, AND TONE OF RESTAURANTS!! EACH UNIT HAS 1 BED 1 BATH WITH ITS COZY KITCHEN, AND NICE

  Maria G Camacho ORLANDO KEY REALTY LLC

  441 Clay St, Winter Park, FL 32789
• 

  

  /26

  Est $215,841 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  851 Miles Ave Unit 13, Winter Park, FL 32789

  851 Miles Ave Unit 13, Winter Park, FL 32789
• 

  

  /44

  $3,975,000

  • 4 Beds
  • 6 Baths
  • 4,683 Sq Ft

  1581 Forest Ave, Winter Park, FL 32789

  An Exquisite “Hollywood Regency” style residence showcasing a meticulous architectural reconstruction by Master Custom Builder, Carlos Posada. Positioned on a 120’x140’ lot on a beautiful tree lined brick street just moments from Park Avenue, Rollins College and with an easy commute to downtown Orlando making this one of the most desired neighborhoods in Central Florida. The captivating

  Glenda Massie BHHS FLORIDA REALTY

  1581 Forest Ave, Winter Park, FL 32789
• 

  /2

  $479,000 Sold May 16, 2025

  • 1,699 Sq Ft
  • $282/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1925

  2011 Harmon Ave, Winter Park, FL 32789

  Property being sold for lot value. 100 x 140. Zoned R2.

  Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  2011 Harmon Ave, Winter Park, FL 32789
• 

  

  /16

  Est $239,905 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  851 Miles Ave Unit 28, Winter Park, FL 32789

  851 Miles Ave Unit 28, Winter Park, FL 32789
• 

  

  /15

  $179,900

  • 1 Bed
  • 1 Bath
  • 658 Sq Ft

  1250 S Denning Dr Unit 108, Winter Park, FL 32789

  This move-in-ready, first-floor condo has been completely updated and is ready for its new owner. Enjoy newer flooring, fresh paint, an in unit washer/dryer, and modern fixtures throughout! Located in a well-maintained community with great amenities, including a pool. Conveniently situated in desirable Winter Park, close to shopping, dining, and major roadways. A great opportunity for homeowners

  Cleve Loveland LOVELAND PROPERTIES

  1250 S Denning Dr Unit 108, Winter Park, FL 32789
• 

  /2

  $292,000 Sold May 16, 2025

  • 1,304 Sq Ft
  • $224/SF
  • 7 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1925

  712 Baffie Ave, Winter Park, FL 32789

  Cute one-story Craftsman bungalow in the Dubsdread area of College Park. This home has great potential to shine—bring your tools and make it your own since the price is right. Step through the front door into your charming Florida Room, filled with natural light. The inviting family room features a wood-burning fireplace and what appears to be original oak wood flooring. The kitchen has a

  Bobby Livera BALDWIN PARK REALTY LLC

  712 Baffie Ave, Winter Park, FL 32789
• 

  

  /18

  Est $231,669 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  851 Miles Ave Unit 25, Winter Park, FL 32789

  851 Miles Ave Unit 25, Winter Park, FL 32789
• 

  

  /43

  $2,195,000

  • 5 Beds
  • 3.5 Baths
  • 3,558 Sq Ft

  1361 Palmer Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Welcome to 1361 Palmer Avenue, a beautifully updated five-bedroom, 3.5-bath residence in the heart of Winter Park, Florida, 32789. This exceptional home has been meticulously maintained and extensively renovated, blending classic charm with modern design. Inside, you'll find a reimagined designer kitchen with premium finishes, ideal for everyday

  Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

  1361 Palmer Ave, Winter Park, FL 32789
• 

  /2

  $580,000 Sold May 16, 2025

  • 1,936 Sq Ft
  • $300/SF
  • 123 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2008

  1392 Indiana Ave, Winter Park, FL 32789

  Nestled in the heart of Winter Park, this stunning two-story townhome seamlessly blends modern comfort with urban convenience. Offering approximately 1,936 square feet of thoughtfully designed living space, this three bedroom, two and one-half bath home is ideal for those seeking a cultured, low-maintenance lifestyle in one of Central Florida’s most desirable neighborhoods.Head inside to discover

  Cody Hancock COLDWELL BANKER RESIDENTIAL RE

  1392 Indiana Ave, Winter Park, FL 32789
• 

  

  /25

  Est $499,549 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,606 Sq Ft

  1545 Indiana Ave Unit A, Winter Park, FL 32789

  1545 Indiana Ave Unit A, Winter Park, FL 32789
• 

  

  /26

  $332,000

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

  184 Sandlewood Trail Unit 2, Winter Park, FL 32789

  Welcome to Your Turnkey Retreat in Winter Park!Nestled just minutes from the charming boutiques and award-winning restaurants of Park Avenue, this beautifully updated 2-bedroom, 2.5-bathroom condo offers the perfect blend of style, comfort, and location. Zoned for the highly sought-after Dommerich Elementary School, this two-story home is ideal for anyone looking to enjoy the best of

  TOM NOELKE EXP REALTY LLC

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

  

  /6

  $590,000 Sold May 16, 2025

  • Land
  • 0.21 Acre
  • $2,809,524 per Acre

  • 26 Days On Market

  2228 Howard Dr, Winter Park, FL 32789

  Discover the ideal site for your dream home on this cleared, build-ready lot in one of Winter Park's established neighborhoods. Just minutes from the vibrant shops and restaurants of Baldwin Park Village Center and trendy Corrine Drive district, this location offers the best of Winter Park living with easy access to nearby amenities. Zoned for the well-regarded Audubon Park K-8 and Winter Park

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  2228 Howard Dr, Winter Park, FL 32789
• 

  

  /19

  Est $235,301 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  851 Miles Ave Unit 27, Winter Park, FL 32789

  851 Miles Ave Unit 27, Winter Park, FL 32789

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