Homes in ZIP Code 32789

• 

  

  

  /7

  $1,750,000

  • Land
  • 0.37 Acre
  • $4,729,730 per Acre

  313 Sylvan Dr, Winter Park, FL 32789

  Desirable Winter Park, Lake Sylvan lakefront homesite, Sunset views, Lot dimensions 72 x 220 high and dry, .37+ acres custom home building site, quiet brick road, surrounded by other custom homes. FAR 6,494SF + Porches 900SF = 7,394 SF Total available to build before basement SF. Close to Park Ave, Shopping, Schools and Hospitals. New custom home plans are in progress with Floridian Custom Homes.

  Dillon Muto FLORIDIAN REALTY GROUP LLC

  313 Sylvan Dr, Winter Park, FL 32789
• 

  

  /2

  $1,000,000 Sold Apr 04, 2025

  • 2,458 Sq Ft
  • $407/SF
  • 141 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  1001 Tuscany Place, Winter Park, FL 32789

  Located in the Tuscany Place neighborhood in the heart of Winter Park, this home offers endless potential for those looking to create their dream residence. With its classic ranch architecture and original features, this property is a blank canvas awaiting your personal touch, or provides a great opportunity to build new on its 0.39-acre corner lot. The home includes 3 bedrooms and 2 bathrooms, a

  Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1001 Tuscany Place, Winter Park, FL 32789
• 

  

  

  /22

  Est $236,737 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 917 Sq Ft

  700 Melrose Ave Unit L33, Winter Park, FL 32789

  700 Melrose Ave Unit L33, Winter Park, FL 32789
• 

  

  

  /3

  $1,695,000

  • Land
  • 0.40 Acre
  • $4,237,500 per Acre

  2379 Forrest Rd, Winter Park, FL 32789

  This is the last lot in the beautiful Ripples neighborhood, next to Beeman Park and Lake Sue. Build your dream home on this oversized lot with brick streets in the historic district of Winter Park. Zoned for Audubon School District. LOCATION, LOCATION, LOCATION. You are minutes away from the Advent Health complex, Orlando Museum of Art, Orlando Science Center, Mennello Museum, Orlando Repertory

  Steve Healy CORCORAN PREMIER REALTY

  2379 Forrest Rd, Winter Park, FL 32789
• 

  

  /2

  $1,290,000 Sold Apr 04, 2025

  • 2,350 Sq Ft
  • $549/SF
  • 173 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  840 W Comstock Ave, Winter Park, FL 32789

  Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage amongst the lush landscape. Once inside the arched entry door you will be transported to an open floor plan with lots of natural light adorned with oversized windows, showcasing flora at every turn,

  Elizabeth Hall CHARLES RUTENBERG REALTY ORLANDO

  840 W Comstock Ave, Winter Park, FL 32789
• 

  

  /18

  Est $317,984 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit K33, Winter Park, FL 32789

  700 Melrose Ave Unit K33, Winter Park, FL 32789
• 

  

  /85

  $10,900,000

  • 7 Beds
  • 11 Baths
  • 11,255 Sq Ft

  1120 Preserve Point Dr, Winter Park, FL 32789

  Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm, and privacy that is rarely found in Winter Park. The home features 7 spacious bedrooms and 9 full and 2

  Hal George PREMIER SOTHEBY'S INTL. REALTY

  1120 Preserve Point Dr, Winter Park, FL 32789
• 

  /2

  $850,000 Sold Apr 03, 2025

  • 2,066 Sq Ft
  • $411/SF
  • 251 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2024

  1905 S Lakemont Ave, Winter Park, FL 32792

  Special financing or closing cost credits available for qualified buyers!Introducing the 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! This exceptional, move-in ready residence is perfectly situated between the serene shores of Lake Spier and Lake Compton in the exclusive Lake Spier Crossing community of Winter Park.Discover modern luxury with 10 impeccably designed two-story townhomes,

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  1905 S Lakemont Ave, Winter Park, FL 32792
• 

  

  /39

  Est $279,880 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit K3, Winter Park, FL 32789

  700 Melrose Ave Unit K3, Winter Park, FL 32789
• 

  

  /48

  $999,000

  • 5 Beds
  • 3 Baths
  • 3,296 Sq Ft

  2330 Westminster Ct, Winter Park, FL 32789

  Welcome to 2330 Westminster Court, a stunning 5-bedroom, 3-bathroom residence nestled in the heart of Winter Park. This beautifully, fully updated home offers a perfect blend of modern elegance and classic charm, making it an ideal retreat for families and entertainers alike.Step inside to discover a spacious, light-filled interior featuring top-to-bottom renovations that include a stylish

  Brandon Geers COMPASS FLORIDA LLC

  2330 Westminster Ct, Winter Park, FL 32789
• 

  /2

  $2,495,000 Sold Apr 01, 2025

  • 4,168 Sq Ft
  • $599/SF
  • 4 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1926

  140 Cortland Ave, Winter Park, FL 32789

  Welcome to this beautifully renovated century home on one of the most picturesque brick streets in Olde Winter Park. Take a leisurely stroll down to Lake Mizell or enjoy the views from its large front patio. This classic pool home is filled with charm, natural light and is designed for easy entertaining. The spacious layout offers multiple rooms for every occasion, including a bright sunroom,

  Stephen Hachey FLAT FEE MLS REALTY

  140 Cortland Ave, Winter Park, FL 32789
• 

  

  /12

  Est $251,978 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 987 Sq Ft

  700 Melrose Ave Unit J4, Winter Park, FL 32789

  700 Melrose Ave Unit J4, Winter Park, FL 32789
• 

  

  /62

  $4,650,000

  • 5 Beds
  • 6.5 Baths
  • 6,338 Sq Ft

  2161 Sharon Rd, Winter Park, FL 32789

  New Home Nestled in the esteemed The Vias area and near the WPRC. Situated on a secluded street, it occupies an approximately 0.58-acre lot with an expansive backyard landscape that is truly captivating. This exquisite home encompasses five bedrooms and six-and-a-half bathrooms with a four-car garage. An indomitable presence is seen in its immense and grand pivoting iron door which directs you to

  Marcio Tannus LA ROSA REALTY HORIZONS LLC

  2161 Sharon Rd, Winter Park, FL 32789
• 

  /2

  $1,877,500 Sold Apr 01, 2025

  • 4,612 Sq Ft
  • $407/SF
  • 5 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1925

  1446 Berkshire Ave, Winter Park, FL 32789

  Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads

  Jimmy Hendrickson SERHANT

  1446 Berkshire Ave, Winter Park, FL 32789
• 

  

  /20

  Est $361,838 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,448 Sq Ft

  700 Melrose Ave Unit C2, Winter Park, FL 32789

  700 Melrose Ave Unit C2, Winter Park, FL 32789
• 

  

  /19

  $189,900

  • 1 Bed
  • 1 Bath
  • 653 Sq Ft

  1250 S Denning Dr Unit 122, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. **MAJOR PRICE DROP** FANTASTIC OPPORTUNITY** Discover the perfect blend of style and convenience in this beautifully updated 1st-floor condo, priced to sell! Located in the heart of Winter Park, this highly sought-after community offers all the benefits of stress-free living. With its inviting layout and modern updates, this home is ideal for

  Kristal Mason ORLANDO HOME DEALER LLC

  1250 S Denning Dr Unit 122, Winter Park, FL 32789
• 

  /2

  $685,000 Sold Mar 31, 2025

  • 1,267 Sq Ft
  • $541/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  100 S Interlachen Ave Unit 203D, Winter Park, FL 32789

  Experience a lifestyle of refined sophistication and effortless tranquility at The Cloisters Condominium, ideally between Park Avenue and the serene shores of Lake Osceola. This exquisitely remodeled residence offers a seamless blend of timeless elegance and thoughtful design. Set on the second floor, this sun-drenched retreat is bathed in natural light from its northeast-facing sunroom, where

  Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  100 S Interlachen Ave Unit 203D, Winter Park, FL 32789
• 

  

  /44

  Est $2,331,322 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  200 S Interlachen Ave Unit 400, Winter Park, FL 32789

  200 S Interlachen Ave Unit 400, Winter Park, FL 32789
• 

  

  /15

  $189,900

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

  1695 Lee Rd Unit B216, Winter Park, FL 32789

  Lovely 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. The end unit features a nice open floorplan with lots of natural light. The kitchen is spacious and has lots of cabinet storage and countertop space it overlooks the large living room with sliding glass doors that lead out to the balcony with a

  Martha Grasty RE/MAX ASSURED

  1695 Lee Rd Unit B216, Winter Park, FL 32789
• 

  /2

  $5,250,000 Sold Mar 31, 2025

  • 5,264 Sq Ft
  • $997/SF
  • 125 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2024

  210 Chelton Cir, Winter Park, FL 32789

  This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue and Lake Chelton you'll be greeted by exquisite tile work with brass inlays, wood floors, drop down ceiling, crown molding, wainscoting and natural light that pulls the outside living in. The first

  Laura Earl CORCORAN PREMIER REALTY

  210 Chelton Cir, Winter Park, FL 32789
• 

  

  /27

  Est $1,380,167 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,605 Sq Ft

  315 E New England Ave Unit 8, Winter Park, FL 32789

  315 E New England Ave Unit 8, Winter Park, FL 32789
• 

  

  /8

  $669,000

  • Land
  • 0.32 Acre
  • $2,090,625 per Acre

  763 Overspin Dr, Winter Park, FL 32789

  Rare lot in Winter Park/College Park just steps away from Dubsdread Golf Course. This location is in Central Florida close to downtown, Winter Park, College Park, Altamonte, all major attractions and the beaches. Centrally located and easy access to I4, and all major roads through Central Florida. The lot frontage is 100'. The lot depth is 140'. You can build the house of your dreams

  Candace Hebert KELLER WILLIAMS REALTY AT THE PARKS

  763 Overspin Dr, Winter Park, FL 32789
• 

  /2

  $1,100,000 Sold Mar 28, 2025

  • 2,651 Sq Ft
  • $415/SF
  • 42 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1912

  567 Osceola Ave, Winter Park, FL 32789

  Walk to beautiful downtown Winter Park for fabulous shopping, restaurants, SunRail/Amtrak station and just steps to Rollins College campus. Make yourself at home in this beautifully restored historic 4 bedroom 3 ½ bath home with award winning finishes. Quality features include beautiful hardwood floors, intricate crown moldings, high ceilings and an expansive wraparound front porch. The open

  Susannah Dance COLDWELL BANKER RESIDENTIAL RE

  567 Osceola Ave, Winter Park, FL 32789
• 

  

  /6

  Est $2,693,115 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,266 Sq Ft

  315 E New England Ave Unit 5, Winter Park, FL 32789

  315 E New England Ave Unit 5, Winter Park, FL 32789
• 

  

  /41

  $2,799,000

  • 4 Beds
  • 5 Baths
  • 4,875 Sq Ft

  2550 Venetian Way, Winter Park, FL 32789

  "The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build, derives it's over 4800 sq/ft of essence and uniqueness by fusing vibrant colors and eloquence with

  Brian Rotenberger COMPASS FLORIDA LLC

  2550 Venetian Way, Winter Park, FL 32789
• 

  /2

  $2,400,000 Sold Mar 28, 2025

  • 4,074 Sq Ft
  • $589/SF
  • 94 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2017

  1010 N Pennsylvania Ave, Winter Park, FL 32789

  New price is $150K below a November 2024 appraisal! Home has been pre-inspected; seller is willing to share the 4PT Report as well as the appraisal. Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious Mediterranean-inspired design with so many modern upgrades, all just steps from Park Avenue’s shops, Winter Park Village, and Whole Foods Market.

  Dana Laing BHHS FLORIDA REALTY

  1010 N Pennsylvania Ave, Winter Park, FL 32789
• 

  

  /100

  Est $3,356,164 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,355 Sq Ft

  300 S Interlachen Ave Unit 303, Winter Park, FL 32789

  300 S Interlachen Ave Unit 303, Winter Park, FL 32789
• 

  

  /36

  $1,499,000

  • 4 Beds
  • 4 Baths
  • 3,116 Sq Ft

  1429 Chapman Cir, Winter Park, FL 32789

  Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels.The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable

  Greg Martinez CORCORAN PREMIER REALTY

  1429 Chapman Cir, Winter Park, FL 32789
• 

  /2

  $2,625,000 Sold Mar 27, 2025

  • 3,792 Sq Ft
  • $692/SF
  • 0 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 2018

  141 N Virginia Ave, Winter Park, FL 32789

  Step into luxury with this stunning three-story townhouse featuring an elevator and abundant natural light. A breathtaking staircase elegantly wraps around a magnificent chandelier, creating a striking focal point from the first floor to the third. The first floor boasts a chef's kitchen with high-end cabinets, top-of-the-line appliances, and premium flooring. The second floor offers four elegant

  Maria Velez Restrepo KELLY PRICE & COMPANY LLC

  141 N Virginia Ave, Winter Park, FL 32789
• 

  

  /24

  Est $235,093 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 893 Sq Ft

  1250 S Denning Dr Unit 126, Winter Park, FL 32789

  1250 S Denning Dr Unit 126, Winter Park, FL 32789
• 

  

  /36

  $1,170,000

  • 3 Beds
  • 2 Baths
  • 2,342 Sq Ft

  632 Country Club Dr, Winter Park, FL 32789

  Experience lakeside living in Winter Park, FL with this custom LAKEFRONT PROPERTY on the shores of Lake Killarney, a 234 acre PRIVATE LAKE. There are a limited number of lakefront properties within the City, especially on skiable lakes, so this home presents a unique opportunity. Boasting an EXPANSIVE DOCK, one that’s grander than current building standards allow (but is grandfathered in), this

  Kristin Duncan KELLER WILLIAMS ADVANTAGE REALTY

  632 Country Club Dr, Winter Park, FL 32789
• 

  /2

  $411,250 Sold Mar 27, 2025

  • 1,132 Sq Ft
  • $363/SF
  • 2 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  767 Baffie Ave, Winter Park, FL 32789

  Welcome to this beautifully maintained Winter Park gem, offering exceptional curb appeal and bursting with charm, character and timeless style. Located in the highly desirable Dubsdread Heights neighborhood, bordering Little Lake Fairview and the Dubsdread Golf Course, this home places you just minutes from the boutique shops, dining options and festivals of Park Avenue, with easy access to I-4.

  Jeffrey Petch GECKO REALTY, INC

  767 Baffie Ave, Winter Park, FL 32789
• 

  

  /15

  Est $248,651 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 898 Sq Ft

  1250 S Denning Dr Unit 125, Winter Park, FL 32789

  1250 S Denning Dr Unit 125, Winter Park, FL 32789
• 

  

  /57

  $825,000

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  2128 Sycamore Dr, Winter Park, FL 32789

  MUST SEE! RENOVATED, MOVE-IN READY!Don’t miss this fantastic opportunity to own a beautiful 3-bedroom, 2-bathroom home situated on a spacious .23-acre corner lot. This property has undergone a complete upgrade inside and out, making it perfect for those looking for a fresh start.Key Features:• Newer Septic Tank: Ensures peace of mind and efficiency.• 2016 Roof: A reliable

  Luis Perez Garcia EXP REALTY LLC

  2128 Sycamore Dr, Winter Park, FL 32789
• 

  /2

  $3,130,000 Sold Mar 27, 2025

  • 4,188 Sq Ft
  • $747/SF
  • 6 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2025

  210 E Lake Sue Ave, Winter Park, FL 32789

  Exquisite Winter Park residence built by Davila Homes, where luxury meets functionality. This impressive home features 5 spacious bedrooms, 5.5 beautifully designed bathrooms, and a generous 4,188 square feet of meticulously crafted living space. As you step through the glass front doors, you’re immediately greeted by the grandeur of beautiful hardwood floors and the high ceilings. The

  Christopher Christensen COMPASS FLORIDA LLC

  210 E Lake Sue Ave, Winter Park, FL 32789
• 

  

  /41

  Est $1,126,167 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,599 Sq Ft

  100 S Virginia Ave Unit 316, Winter Park, FL 32789

  100 S Virginia Ave Unit 316, Winter Park, FL 32789
• 

  

  /56

  $2,270,000

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

  2522 Lafayette Ave, Winter Park, FL 32789

  HIGHLY MOTIVATED SELLER, BRING ME AN OFFER! Winter Park Village Pool Home! Become acquainted with this extension to Temple Road and the highly sought and exclusive Via's of Winter Park. This exclusive, custom-designed residence blends impeccable architectural details with unparalleled craftsmanship, in the highly sought Winter Park Village. With Pella windows and natural stone accents throughout,

  Jude DeVito COLDWELL BANKER RESIDENTIAL RE

  2522 Lafayette Ave, Winter Park, FL 32789
• 

  /2

  $1,975,000 Sold Mar 27, 2025

  • 3,441 Sq Ft
  • $574/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2011

  140 Dana Way, Winter Park, FL 32789

  Elegant French Country Estate in Prestigious Winter ParkNestled in the heart of Winter Park’s picturesque, tree-lined streets near Lake Sue, this exquisite French Country estate blends timeless elegance with modern luxury. Situated on an oversized, gated lot, this stunning home offers privacy, sophistication, and an unparalleled living experience.The expansive primary suite, located on the first

  Maria Blanchard OLDE TOWN BROKERS INC

  140 Dana Way, Winter Park, FL 32789
• 

  

  /31

  Est $1,126,966 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,599 Sq Ft

  100 S Virginia Ave Unit 315, Winter Park, FL 32789

  100 S Virginia Ave Unit 315, Winter Park, FL 32789
• 

  

  /66

  $3,499,500

  • 4 Beds
  • 5.5 Baths
  • 4,635 Sq Ft

  1391 Richmond Rd, Winter Park, FL 32789

  Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot right in the heart of Winter Park, a short stroll to Park Avenue along the stunning shores of Lake Virginia. This handcrafted Georgian style home, designed to emulate New York City townhouse living was

  Julie Bettosini STOCKWORTH REALTY GROUP

  1391 Richmond Rd, Winter Park, FL 32789

Showing Results 481 - 520, Page 13 of 18