Homes in ZIP Code 32789

• 

  

  

  /49

  $4,395,000

  • 5 Beds
  • 5 Baths
  • 4,129 Sq Ft

  1840 W Fawsett Rd, Winter Park, FL 32789

  Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus room, and guest apartment! This home is exquisite from top to bottom and features elevated ceilings, crown moldings, designer fixtures and wall coverings. Large picture windows overlook Lake Sue from the living room, dining room, and kitchen. The kitchen is gorgeous and offers

  Leah Bonich KELLY PRICE & COMPANY LLC

  1840 W Fawsett Rd, Winter Park, FL 32789
• 

  

  /2

  $770,000 Sold Apr 15, 2025

  • 2,265 Sq Ft
  • $340/SF
  • 1 Day On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2018

  1816 Mondrian Cir, Winter Park, FL 32789

  Welcome to The Mondrian Winter Park, where modern elegance meets serene waterfront living! This extraordinary community features 30 sleek townhomes nestled alongside the tranquil shores of enchanting Lake Killarney. Step inside and be captivated by the exquisite finishes that define this remarkable residence—a true testament to quality and sophistication. Upon entering, you’ll find a palette of

  Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1816 Mondrian Cir, Winter Park, FL 32789
• 

  

  

  /35

  Est $213,408 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 233, Winter Park, FL 32789

  2500 Lee Rd Unit 233, Winter Park, FL 32789
• 

  

  

  /36

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1975 Staunton Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. An awesome home for young professionals or family or great rental for an Investor! Fantastic location! Welcome to this charming 3-bedroom, 2-bathroom Winter Park home. The combination of original wood floors and plaster walls keep the integrity of the home. An updated kitchen with gorgeous cabinets and granite countertops with space for 3 bar

  Marion McGrath ABSOLUTE REALTY GROUP, LLC

  1975 Staunton Ave, Winter Park, FL 32789
• 

  

  /2

  $2,100,000 Sold Apr 15, 2025

  • 2,894 Sq Ft
  • $726/SF
  • 35 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1999

  1032 Early Ave, Winter Park, FL 32789

  Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend

  Teresa Corbett KINCAID REALTY

  1032 Early Ave, Winter Park, FL 32789
• 

  

  /26

  Est $1,574,971 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,304 Sq Ft

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789
• 

  

  /96

  $6,200,000

  • 5 Beds
  • 9 Baths
  • 7,916 Sq Ft

  1400 Alabama Dr, Winter Park, FL 32789

  Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland, the largest of the Winter Park Chain of Lakes, and walking distance to historic Park Avenue. A timeless Neoclassical Italian home that exudes luxury and sophistication, spanning a total of 7,916 square feet. Built by Charles Clayton. Designed by Marc Michaels. The main house boasts over 7,100

  Rachel Peters THE AGENCY ORLANDO

  1400 Alabama Dr, Winter Park, FL 32789
• 

  /2

  $649,000 Sold Apr 14, 2025

  • 1,545 Sq Ft
  • $420/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  721 Glenridge Way, Winter Park, FL 32789

  Charming pool home zoned for Audubon K-8 and Winter Park High, tucked behind a private courtyard with artificial turf that feels like your own little secret garden. Vaulted ceilings with tongue-and-groove details add warmth and character to the living and dining areas. The eat-in kitchen features a large passthrough window overlooking the great room, perfect for entertaining. The bright Florida

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  721 Glenridge Way, Winter Park, FL 32789
• 

  

  /67

  Est $1,578,004 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  311 E Morse Blvd Unit 8-1, Winter Park, FL 32789

  311 E Morse Blvd Unit 8-1, Winter Park, FL 32789
• 

  

  /87

  $2,500,000

  • 5 Beds
  • 6 Baths
  • 4,676 Sq Ft

  450 Lakewood Dr, Winter Park, FL 32789

  Custom estate 5 bedroom pool home now available that exudes meticulous detail, luxury and designed for entertaining. The kitchen was completely renovated less than two years ago along with new solid hardwood floors now installed throughout the home. The kitchen features high end stainless steel Bosch appliances, natural gas cooktop, beautiful white timeless cabinets and quartz counter tops. A

  Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

  450 Lakewood Dr, Winter Park, FL 32789
• 

  /2

  $315,000 Sold Apr 14, 2025

  • 1,148 Sq Ft
  • $274/SF
  • 35 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  690 Osceola Ave Unit 308, Winter Park, FL 32789

  Seller motivated!!! **Prime Location & Endless Potential!** Fantastic opportunity to make it your own Oasis with some updating. Transform this condo with your personal design. Situated in Winter Park's most sought-after zip code, this spacious 2-bedroom, 2-bath lakefront condo is an incredible opportunity to create your perfect retreat. Enjoy your dock—ideal for a boat or paddle board—and unwind

  Deborah Teixeira STRAWBERRY FIELDS FOREVER REALY LLC

  690 Osceola Ave Unit 308, Winter Park, FL 32789
• 

  

  /29

  Est $918,026 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,941 Sq Ft

  350 Carolina Ave Unit 103, Winter Park, FL 32789

  350 Carolina Ave Unit 103, Winter Park, FL 32789
• 

  

  /26

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,115 Sq Ft

  720 N Pennsylvania Ave, Winter Park, FL 32789

  Nestled in one of Winter Park’s most sought-after locations, this 3-bedroom, 2-bathroom home seamlessly blends modern elegance with everyday comfort. From the moment you step inside, you'll be captivated by the sleek, contemporary finishes, recessed lighting, and stylish fixtures that enhance every space. The open living and dining room combo creates a bright and welcoming atmosphere, perfect for

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  720 N Pennsylvania Ave, Winter Park, FL 32789
• 

  /2

  $140,000 Sold Apr 14, 2025

  • 582 Sq Ft
  • $241/SF
  • 152 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1960

  151 N Orlando Ave Unit 142, Winter Park, FL 32789

  Introducing a charming 1 bed, 1 bath condo located on the serene shores of Lake Killarney in Winter Park Florida. Enjoy the perfect balance of lakeside tranquility, urban convenience, with a stunning sunset and being just a short walk to Trader Joe's, movie theaters, restaurants, and coffee shops. This home is ideal for someone seeking a peaceful retreat with all the benefits of a vibrant

  TOM NOELKE EXP REALTY LLC

  151 N Orlando Ave Unit 142, Winter Park, FL 32789
• 

  

  /30

  Est $217,727 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 104, Winter Park, FL 32789

  2500 Lee Rd Unit 104, Winter Park, FL 32789
• 

  

  /30

  $750,000

  • 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
• 

  /2

  $1,885,000 Sold Apr 11, 2025

  • 3,499 Sq Ft
  • $539/SF
  • 0 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  2144 Sycamore Dr, Winter Park, FL 32789

  Stunning new Winter Park residence.

  Christopher Christensen COMPASS FLORIDA LLC

  2144 Sycamore Dr, Winter Park, FL 32789
• 

  

  /66

  Est $3,816,111 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,160 Sq Ft

  125 S Interlachen Ave Unit 1, Winter Park, FL 32789

  125 S Interlachen Ave Unit 1, Winter Park, FL 32789
• 

  

  /49

  $1,275,000

  • 6 Beds
  • 4 Baths
  • 2,284 Sq Ft

  726 and 720 N Pennsylvania Ave, Winter Park, FL 32789

  Welcome to this exceptional duplex, a rare gem in Winter Park offering unmatched flexibility and investment potential. Whether you’re looking for a turnkey rental property, a multigenerational living solution, or a home with a private in-law or student suite, this property delivers! Each spacious unit boasts 3 bedrooms and 2 bathrooms, designed with a modern, elegant aesthetic. With dual living

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  726 and 720 N Pennsylvania Ave, Winter Park, FL 32789
• 

  /2

  $175,000 Sold Apr 11, 2025

  • 730 Sq Ft
  • $240/SF
  • 230 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1964

  700 Melrose Ave Unit E6, Winter Park, FL 32789

  Welcome to this charming first-floor, one-bedroom, one-bathroom condo in the highly sought-after Winter Park Gardens community, exclusive 55+. This bright and airy home features an open floor plan with a spacious living area and a versatile sunroom, perfect for an additional living space or home office. The sunroom offers stunning views of the tranquil pond and lush garden, creating a serene

  Milton James COLDWELL BANKER RESIDENTIAL RE

  700 Melrose Ave Unit E6, Winter Park, FL 32789
• 

  

  /26

  Est $424,071 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 539 Sq Ft

  640 N Park Ave Unit 28, Winter Park, FL 32789

  640 N Park Ave Unit 28, Winter Park, FL 32789
• 

  

  /49

  $1,275,000

  • 6 Beds
  • 4 Baths
  • 2,284 Sq Ft

  726 N Pennsylvania Ave, Winter Park, FL 32789

  Welcome to this rare Winter Park gem offering unmatched flexibility and investment potential. Whether you’re looking for a turnkey rental property, a multigenerational living solution, or a home with a private in-law or student suite, this property delivers! Each spacious unit boasts 3 bedrooms and 2 bathrooms, designed with a modern, elegant aesthetic. With dual living areas, kitchens, and

  Dominick Florio RE/MAX TOWN & COUNTRY REALTY

  726 N Pennsylvania Ave, Winter Park, FL 32789
• 

  /2

  $1,100,000 Sold Apr 10, 2025

  • 2,432 Sq Ft
  • $452/SF
  • 44 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1952

  1932 Temple Dr, Winter Park, FL 32789

  Luxury is a lifestyle, and this Winter Park modern bungalow on a cobblestone street is full of natural light, clean lines and crisp open spaces. Three bedrooms and 2.5 baths in the main house, this home has been thoughtfully renovated with style and beckons the green of an outdoor lifestyle. Over 2,400 square feet in main house and the garage was converted to an additional dwelling unit, adding

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  1932 Temple Dr, Winter Park, FL 32789
• 

  

  /21

  Est $287,730 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,035 Sq Ft

  700 Melrose Ave Unit E1, Winter Park, FL 32789

  700 Melrose Ave Unit E1, Winter Park, FL 32789
• 

  

  /48

  $1,195,000

  • 4 Beds
  • 4 Baths
  • 2,916 Sq Ft

  1611 Chestnut Ave, Winter Park, FL 32789

  MOTIVATED SELLER AND VERY EASY SHOW! 1500 SQ FEET BRAND NEW LIVING SPACE HAD BEEN ADDED ON. NEW ROOF, TWO NEW AC SYSTEMS. Located on Chestnut avenue beautifully rebuilt, tree-lined street filled with brand new homes. This 4-bedroom, 4-bath residence offers nearly 3000 square feet of tastefully updated living space. Among its many special touches are butler's pantry and a versatile bonus area

  Didem Isik Widener PARK AVENUE REALTY LLC

  1611 Chestnut Ave, Winter Park, FL 32789
• 

  /2

  $1,250,000 Sold Apr 10, 2025

  • 2,334 Sq Ft
  • $536/SF
  • 267 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  858 Douglas Ave, Winter Park, FL 32789

  Stunning residence in Winter Park! Experience luxury and convenience in this highly sought-after location, so close to everything, you can walk to Winter Park Village (.5 miles), Hannibal Square (.3 miles) and Park Avenue (.6 miles), and less than a block to the beautiful Lake Island Park. You will be the envy of all who visit.This home features a gourmet kitchen with waterfall island

  Greta Bost SUMMER WIND REALTY CENTRAL FL

  858 Douglas Ave, Winter Park, FL 32789
• 

  

  /24

  Not Listed For Sale

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

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

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

  

  /82

  $249,000

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 202, Winter Park, FL 32789

  2/2 * 956 SQ FT * LAKE KILLARNEY * CLOSE TO PARK AVE IN WINTER PARK * 3 MILES TO ROLLINS COLLEGE * NEW AC * NEW WATER HEATER * NEW INTERIOR PAINT * NEW LIGHTING *Perfectly located close to Park Ave in Winter Park, Rollins College, and Downtown Orlando. Fully updated, sought-after 956 Sq ft 2/2 Condo, on beautiful Lake Killarney a serene oasis in Winter

  Alison Maltby THE ANDERSON GROUP & CO PL

  2500 Lee Rd Unit 202, Winter Park, FL 32789
• 

  /2

  $799,000 Sold Apr 08, 2025

  • 2,331 Sq Ft
  • $343/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1952

  Unlisted Address

  A pristine location to build the home of your dreams in the heart of the Tree Streets of Winter Park. Elm is a quiet tree-lined street providing tranquility while providing the lifestyle Winter Park is known for. Elm is a block from Phelps Park, a short walk to YMCA, Interlachen Country Club and Winter Park Racquet Club. The lot is roughly 75 by 122 feet and among multimillion-dollar homes. Home

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  Unlisted Address
• 

  

  /22

  Est $1,219,609 Not Listed For Sale

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

  100 S Virginia Ave Unit 402, Winter Park, FL 32789

  100 S Virginia Ave Unit 402, Winter Park, FL 32789
• 

  

  /26

  $1,895,000

  • 3 Beds
  • 3.5 Baths
  • 2,767 Sq Ft

  622 Penn Place, Winter Park, FL 32789

  Located just steps to the Golf Course and Park Avenue, in downtown Winter Park, 622 Penn Place is in the highly sought after Penn Place neighborhood. One of the few homes fronting the park with beautiful views from upper and lower porches, balconies and windows. This home provides the perfect balance of quiet privacy and convenient access to everything. The heart of the home features white

  Doug Addeo COMMUNITY REALTY ASSOCIATES

  622 Penn Place, Winter Park, FL 32789
• 

  /2

  $585,000 Sold Apr 07, 2025

  • 1,132 Sq Ft
  • $517/SF
  • 38 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1949

  1424 Cavendish Rd, Winter Park, FL 32789

  Welcome to 1424 Cavendish Road. This Beautiful 1940’s Pool Home is tucked between the tree-lined streets of highly desired, Orwin Manor, offering the perfect blend of classic appeal and modern convenience.Step into this charming home and experience its warm and inviting ambiance. The living room is bathed in natural light, with a cozy wood-burning fireplace that adds timeless character and

  Lisa Grey KEYSEEKERS REAL ESTATE

  1424 Cavendish Rd, Winter Park, FL 32789
• 

  

  /28

  Est $152,630 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E206, Winter Park, FL 32789

  1695 Lee Rd Unit E206, Winter Park, FL 32789
• 

  

  /50

  $1,300,000

  • 4 Beds
  • 3 Baths
  • 2,310 Sq Ft

  1400 S Pennsylvania Ave, Winter Park, FL 32789

  Look at this rare opportunity to own a chic and trendy residence in winter park in an incredible location. You will be amazed at this fully remodeled one level four bedroom home on a fenced corner lot. This home has amazing curb appeal, with its wide half circle paved driveway, with plenty of parking flanked with lush mature landscaping. The open floor plan offers today's contemporary living and

  Jack Keller JACK KELLER INC

  1400 S Pennsylvania Ave, Winter Park, FL 32789
• 

  /2

  $410,000 Sold Apr 04, 2025

  • 1,292 Sq Ft
  • $317/SF
  • 45 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1954

  2111 Staunton Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Welcome to a delightful property that boasts a modern, neutral-colored paint scheme throughout. The kitchen is a chef's dream, equipped with all stainless steel appliances. The outdoor area is perfect for entertaining, featuring a deck and covered patio in the backyard. The property also includes a fenced-in backyard, providing privacy and security.

  GREGORY BLACKALL VERANDA REALTY GROUP

  2111 Staunton Ave, Winter Park, FL 32789
• 

  

  /13

  Est $259,408 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft

  151 N Orlando Ave Unit 207, Winter Park, FL 32789

  151 N Orlando Ave Unit 207, Winter Park, FL 32789
• 

  

  /42

  $598,000

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  1875 Staunton Ave, Winter Park, FL 32789

  WELCOME HOME! LOCATION LOCATION LOCATION!!! Built in 2017, this 4 bedroom, 2 bathroom home is exactly what you are looking for!Located in one of the most desirable neighborhoods of Winter Park 32789. Driving up you will love the beautiful curb appeal, fresh landscaping and a paver driveway. This home sits on a large lot with private backyard. Entering through the front door you will enjoy an

  Brian Hyser THE AGENCY ORLANDO

  1875 Staunton Ave, Winter Park, FL 32789
• 

  /2

  $600,000 Sold Apr 04, 2025

  • 1,751 Sq Ft
  • $343/SF
  • 41 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  631 Callahan St, Winter Park, FL 32789

  **PRICED TO SELL** Welcome to this beautifully remodeled ranch-style home, where modern elegance meets timeless charm. Located less than half a mile from the vibrant heart of Park Avenue, this home has 1,750 square feet of living space, presenting the perfect blend of contemporary functionality. Remodeled in 2022, Roof replaced in 2023. New Paver Patio and Turf. Step inside to discover

  Yousef Zeidan CORCORAN PREMIER REALTY

  631 Callahan St, Winter Park, FL 32789
• 

  

  /23

  Not Listed For Sale

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

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

  1500 Gay Rd Unit 9C, Winter Park, FL 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

Showing Results 441 - 480, Page 12 of 18