Homes in ZIP Code 32789

• 

  

  /2

  $675,000 Sold Jun 04, 2025

  • 1,966 Sq Ft
  • $343/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  2602 Winter Park Rd, Winter Park, FL 32789

  Nestled in Winter Park one of Central Florida’s most picturesque and established neighborhoods, this beautifully updated 3-bedroom, 2-bathroom residence with a 2-car garage is where timeless charm meets modern, effortless living. Zoned for top-rated Audubon Park K–8 and Winter Park High School, this residence offers both high-end living and lasting value in a truly special location. Inside,

  Brandon Thompson KELLER WILLIAMS ADVANTAGE III

  2602 Winter Park Rd, Winter Park, FL 32789
• 

  

  

  /19

  Est $296,036 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 959 Sq Ft

  104 Sandlewood Trail Unit 6, Winter Park, FL 32789

  104 Sandlewood Trail Unit 6, Winter Park, FL 32789
• 

  

  

  /23

  $360,000

  • 3 Beds
  • 2 Baths
  • 987 Sq Ft

  1921 Dartmouth Ave, Winter Park, FL 32789

  Charming, Fully Renovated Bungalow in the Heart of Winter Park! Welcome to this beautifully upgraded bungalow that makes every square foot count! Nestled perfectly between Winter Park and College Park, this fully renovated gem blends modern upgrades with timeless charm. From the moment you arrive, the custom-built front pergola and all-new paver driveway invite you in with style.Step

  Pat Hancock THOMAS LYNNE REALTY GROUP LLC

  1921 Dartmouth Ave, Winter Park, FL 32789
• 

  

  /2

  $835,000 Sold Jun 03, 2025

  • 2,133 Sq Ft
  • $391/SF
  • 63 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1958

  625 Worthington Dr, Winter Park, FL 32789

  Completely remodeled, coastal-inspired home is located in the highly sought-after Winter Park neighborhood of Kenilworth Shores in Winter Park 32789. Minutes from the world-renowned Park Avenue and upscale shopping, dining, parks, community events, Sunrail and more lifestyle. The home is zoned for some of Winter Park's most desirable schools, including Brookshire Elementary, Glenridge Middle, and

  Jennifer Sloan KELLY PRICE & COMPANY LLC

  625 Worthington Dr, Winter Park, FL 32789
• 

  

  

  /14

  Est $1,400,412 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  514 W Swoope Ave, Winter Park, FL 32789

  514 W Swoope Ave, Winter Park, FL 32789
• 

  

  /58

  $3,899,000

  • 4 Beds
  • 5 Baths
  • 3,658 Sq Ft

  1742 Temple Dr, Winter Park, FL 32789

  In one of Winter Park’s desirable neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 automation offers a blend of luxury and function. Designed with sleek lines and open-concept living, the home showcases Italian engineered wood flooring throughout, creating an elegant yet inviting atmosphere. Expansive windows flood the interiors with natural light, seamlessly

  Nathalie Bates PREMIER SOTHEBY'S INTL. REALTY

  1742 Temple Dr, Winter Park, FL 32789
• 

  /2

  $1,002,000 Sold May 31, 2025

  • 2,295 Sq Ft
  • $437/SF
  • 4 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1989

  1265 Park Pointe Ln, Winter Park, FL 32789

  Welcome home to this beautifully upgraded gem nestled in the heart of Winter Park. This move-in-ready home sits on a quiet street, offering easy access to major highways, top-rated schools, upscale dining, shopping, and Central Florida’s best attractions.No detail has been overlooked in this full renovation. The custom kitchen is a chef’s dream—featuring quartz countertops, an oversized island

  Frances Speights KELLER WILLIAMS ADVANTAGE III

  1265 Park Pointe Ln, Winter Park, FL 32789
• 

  

  /14

  Est $1,403,300 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,666 Sq Ft

  516 W Swoope Ave, Winter Park, FL 32789

  516 W Swoope Ave, Winter Park, FL 32789
• 

  

  /26

  $799,900

  • 2 Beds
  • 2 Baths
  • 1,382 Sq Ft

  311 Cortland Ave, Winter Park, FL 32789

  Location, location, location! Whether you're ready to build your dream home or simply want to enjoy life in Central Florida’s most prestigious neighborhood at an unbeatable value, this delightful mid-century 2-bedroom, 2-bathroom home offers endless possibilities. Lot size is approximately 130 ft X 78 ft. Perfectly positioned just minutes from Park Avenue, Rollins College, and Lake Osceola, this

  Amy Turner KELLER WILLIAMS WINTER PARK

  311 Cortland Ave, Winter Park, FL 32789
• 

  /2

  $520,000 Sold May 30, 2025

  • 943 Sq Ft
  • $551/SF
  • 41 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  2507 Lafayette Ave, Winter Park, FL 32789

  ***Premier Land Opportunity on Lafayette Avenue, Winter Park, FL**Take advantage of an exceptional opportunity to own a prime piece of land in the highly desirable area of Winter Park, FL. This 7,734 sq. ft. lot on Lafayette Avenue offers an unparalleled chance to build the custom home of your dreams in one of Central Florida's most sought-after neighborhoods.With generous dimensions and

  William Grim, III RE/MAX ASSURED

  2507 Lafayette Ave, Winter Park, FL 32789
• 

  

  /14

  Est $1,373,221 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  502 W Swoope Ave, Winter Park, FL 32789

  502 W Swoope Ave, Winter Park, FL 32789
• 

  

  /57

  $329,000

  • 2 Beds
  • 2 Baths
  • 1,078 Sq Ft

  13427 Blue Heron Dr Unit 2-1401, Orlando, FL 32789

  The Blue Heron Beach Resort is located just a few miles from the entrance of Walt Disney World. This resort primarily offers two-bedroom suites that cater to families and groups it feature full kitchens, living rooms, and private balconies with excellent views of Lake Bryan, and watch the Disney fireworks every night. It's a great opportunity for your own or become a first time Airbnb

  Yukey Hoo U KEY REALTY

  13427 Blue Heron Dr Unit 2-1401, Orlando, FL 32789
• 

  /2

  $1,550,000 Sold May 30, 2025

  • Land
  • 0.30 Acre
  • $5,166,667 per Acre

  • 42 Days On Market

  1181 Via Capri, Winter Park, FL 32789

  This is your chance to create the home of your dreams in one of Winter Park’s most sought-after neighborhoods. Situated on an oversized 80 x 180 lot (0.30 acres), this property offers ample space and endless potential. The existing structure has already been removed, making way for a seamless building process.Enjoy a walkable lifestyle with the Winter Park Racquet Club just steps away and the

  Maria Van Warner FANNIE HILLMAN & ASSOCIATES

  1181 Via Capri, Winter Park, FL 32789
• 

  

  /14

  Est $1,409,983 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  504 W Swoope Ave, Winter Park, FL 32789

  504 W Swoope Ave, Winter Park, FL 32789
• 

  

  /45

  $1,976,000

  • 5 Beds
  • 4.5 Baths
  • 3,533 Sq Ft

  617 Worthington Dr, Winter Park, FL 32789

  Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-bathroom pool residence showcases absolute perfection and modern elegance. Built in 2018 by David Weekley Homes, the property boasts a captivating stone facade and a private backyard oasis featuring a saltwater, heated pool and spa with water feature, and ambient lighting — an

  Kelly Price KELLY PRICE & COMPANY LLC

  617 Worthington Dr, Winter Park, FL 32789
• 

  /2

  $569,000 Sold May 30, 2025

  • 1,642 Sq Ft
  • $347/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1952

  1368 Devon Rd, Winter Park, FL 32789

  Welcome home to timeless beauty in the heart of highly sought-after ORWIN MANOR! Imagine living the Winter Park lifestyle where you can stroll to Foxtail Coffee, Publix, Einstein Bagels and other establishments. Jump in the car and you're just minutes from well-known Park Avenue which offers the perfect blend of charm and sophistication—with its tree-lined streets, boutique shopping, art

  Karen Ripperger LPT REALTY, LLC

  1368 Devon Rd, Winter Park, FL 32789
• 

  

  /77

  Est $1,307,134 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,079 Sq Ft

  690 Osceola Ave Unit 504, Winter Park, FL 32789

  690 Osceola Ave Unit 504, Winter Park, FL 32789
• 

  

  /99

  $6,180,000

  • 5 Beds
  • 6.5 Baths
  • 7,278 Sq Ft

  2211 Azalea Place, Winter Park, FL 32789

  Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence offers the perfect blend of timeless architecture, refined finishes, and state-of-the-art updates, all

  Maggie Walas FORTUNE INTERNATIONAL REALTY

  2211 Azalea Place, Winter Park, FL 32789
• 

  /2

  $243,800 Sold May 30, 2025

  • 960 Sq Ft
  • $254/SF
  • 24 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1984

  255 Sandlewood Trail, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Dreams Do Come True! FHA, VA, and DPA approved, making it a smart choice for a wide range of buyers. Welcome to your next home in the heart of 32789—Winter Park’s hidden gem, Sandlewood Creek! This rare townhome-style condo offers unbeatable value in a prime location with NO neighbors above or below and a LOW HOA.Step inside and enjoy nearly 1,000

  Freddie Crespo INVESTOR'S REAL ESTATE LLC

  255 Sandlewood Trail, Winter Park, FL 32789
• 

  

  /47

  Est $1,488,122 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,734 Sq Ft

  518 W Swoope Ave, Winter Park, FL 32789

  518 W Swoope Ave, Winter Park, FL 32789
• 

  

  /56

  $2,800,000

  • 5 Beds
  • 5.5 Baths
  • 4,469 Sq Ft

  1341 Place Picardy, Winter Park, FL 32789

  Discover luxury living in this custom Austin Homes 5 bedroom, 5 and one half bath transitional style home that offers a blend of modern and traditional elements coupled with a highly desirable Winter Park location. This residence boasts a sought-after open floor plan with 12-foot ceilings, wide plank wood flooring and truly exceptional detailed finishes throughout. You will feel instantly at home

  Julie Bettosini STOCKWORTH REALTY GROUP

  1341 Place Picardy, Winter Park, FL 32789
• 

  /2

  $230,000 Sold May 30, 2025

  • 1,026 Sq Ft
  • $224/SF
  • 75 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  1500 Gay Rd Unit 10C, Winter Park, FL 32789

  Waterfront Community on beautiful Lake Killarney. Enjoy breathtaking sunsets on Community deck! Private Boat Ramp on this Skiable Lake, limited Boat parking on property. 2 Bedroom 2 Bath second floor Unit has been meticulously maintained by Winter Resident. Furniture purchased in 2020. Many Updates to Unit include new windows and window treatments, 2024 new Hot Water Heater, Baths redone in

  Janice Erickson REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 10C, Winter Park, FL 32789
• 

  

  /7

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  512 W Swoope Ave, Winter Park, FL 32789

  512 W Swoope Ave, Winter Park, FL 32789
• 

  

  /4

  $3,960,000

  • Land
  • 1.81 Acres
  • $2,187,845 per Acre

  0 Aloma Ave, Winter Park, FL 32789

  Entire 1.81 (+/-) acre platted subdivision for sale. Total of 7 lots in desirable 32789 city of Winter Park. Six lots are zoned for residential use and one is currently zoned for office use. Link to recorded plat and HOA information available upon request.

  Ruth Ryan RUTH PRITCHARD RYAN

  0 Aloma Ave, Winter Park, FL 32789
• 

  

  /45

  $1,100,000 Sold May 29, 2025

  • 2,786 Sq Ft
  • $395/SF
  • 130 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1960

  708 Balmoral Rd, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, located in the desirable heart of Winter Park. This charming single-story home boasts 4 bedrooms, 3 baths, and a generous 2786 sq. ft. of living space on a sprawling, elevated 15,161 sq. ft. corner lot. The spacious and open floor plan features soaring beams in many rooms, adding to the home's character and warmth.The

  Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  708 Balmoral Rd, Winter Park, FL 32789
• 

  

  /13

  Est $1,432,115 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,666 Sq Ft

  500 W Swoope Ave, Winter Park, FL 32789

  500 W Swoope Ave, Winter Park, FL 32789
• 

  

  /44

  $575,000

  • 3 Beds
  • 2 Baths
  • 1,771 Sq Ft

  212 Blossom Ln, Winter Park, FL 32789

  Welcome to this beautiful home in highly sought-after Winter Park! This 3 bedroom 2 bath home in the desirable Shores of Lake Killarney will capture your attention for sure. It is well maintained and immaculately kept. Kitchen has plenty of cabinet and counter space, granite counter tops and tiled backsplash. The screened patio is cedar with stone flooring and has plenty of space to entertain!

  Michele Pietrowski BHHS FLORIDA REALTY

  212 Blossom Ln, Winter Park, FL 32789
• 

  /2

  $4,599,000 Sold May 28, 2025

  • 3,660 Sq Ft
  • $1257/SF
  • 0 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 1951

  985 Lincoln Cir, Winter Park, FL 32789

  Welcome to Lincoln! This new construction single family home has been meticulously crafted and constructed by Wooten Built, a locally established, award-winning developer and luxury home Builder. Location! Location! Location! Lincoln Circle is a quiet street next to Park Avenue restaurants and shopping. Easily walk to Winter Park shops, restaurants, and the Winter Park Golf Course. This bespoke

  Clay Wooten UNITED REAL ESTATE PREFERRED

  985 Lincoln Cir, Winter Park, FL 32789
• 

  

  /32

  Est $2,468,263 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,288 Sq Ft

  170 S Phelps Ave, Winter Park, FL 32789

  170 S Phelps Ave, Winter Park, FL 32789
• 

  

  /69

  $1,750,000

  • 4 Beds
  • 2.5 Baths
  • 3,263 Sq Ft

  446 Alberta Dr, Winter Park, FL 32789

  Charming Opportunity in Prime Winter Park – 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave shops, dining and entertaining. Home site over looks Lake Osceola and the multi million dollar homes all around!! A neighborhood lot, a few doors down, allows residents to have walking access to Lake

  Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

  446 Alberta Dr, Winter Park, FL 32789
• 

  /2

  $1,375,000 Sold May 28, 2025

  • 2,481 Sq Ft
  • $554/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1951

  1633 Pine Ave, Winter Park, FL 32789

  This home is a charming and meticulously maintained single-story family home nestled on a quiet street located on an expansive beautifully landscaped lot. As you enter, you're greeted by a private office with French doors to the left, and to the right, a cozy family room featuring a decorative fireplace. The open concept living and dining areas overlook the backyard, creating a perfect flow for

  Jenny Lake FANNIE HILLMAN & ASSOCIATES

  1633 Pine Ave, Winter Park, FL 32789
• 

  

  /14

  Est $1,364,255 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,585 Sq Ft

  506 W Swoope Ave, Winter Park, FL 32789

  506 W Swoope Ave, Winter Park, FL 32789
• 

  

  /7

  $1,300,000

  • Land
  • 0.37 Acre
  • $3,513,514 per Acre

  1756 Hollywood Ave, Winter Park, FL 32789

  An oversized parcel of land ( 2 1/2 lots ) awaits on a picturesque, tree-canopied street near the Windsong neighborhood.Build a large new Custom home, or given the substantial size of the lot, it might be feasible to pursue an approval to divide it into two separate parcels. If approved, this would provide a buyer with the potential to construct two individual homes - an outstanding prospect for

  Marcio Tannus LA ROSA REALTY HORIZONS LLC

  1756 Hollywood Ave, Winter Park, FL 32789
• 

  /2

  $1,340,000 Sold May 28, 2025

  • 5,500 Sq Ft
  • $244/SF
  • 293 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1967

  571 Lakefront Blvd, Winter Park, FL 32789

  Welcome to Winter Park lakefront living at its finest. Experience the ultimate lakefront lifestyle with year-round boating, kayaking and water skiing on your private lake in Florida. Lake Killarney is one of the few lakes in Central Florida where you can land your seaplane on the water. Winter Park offers a vibrant community rich in culture and amenities. From upscale dining and shopping to

  Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

  571 Lakefront Blvd, Winter Park, FL 32789
• 

  

  /31

  Est $1,010,345 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,903 Sq Ft

  842 English Ct, Winter Park, FL 32789

  842 English Ct, Winter Park, FL 32789
• 

  

  /96

  $2,599,000

  • 5 Beds
  • 4.5 Baths
  • 3,882 Sq Ft

  1781 Pine Ave, Winter Park, FL 32789

  An exceptional custom home by award-winning Davila Homes, perfectly blending modern design and functionality. Located in sought-after Conwill Estates, just minutes from Park Avenue, this 5-bed, 4.5-bath residence features volume ceilings, floor-to-ceiling bronze sliding doors, and a seamless indoor-outdoor living experience.The chef’s kitchen showcases waterfall quartz countertops,

  Mulcy Tenorio FLORIDA CONNEXION PROPERTIES

  1781 Pine Ave, Winter Park, FL 32789
• 

  /2

  $4,750,000 Sold May 27, 2025

  • 4,913 Sq Ft
  • $967/SF
  • 0 Days On Market

  • 4 Beds
  • 5.5 Baths
  • Built 1925

  984 Mayfield Ave, Winter Park, FL 32789

  Welcome home to a gated estate on one of the most desired streets in Winter Park, on a half-acre with a separate guesthouse & walk in wine cellar and tasting room, & a short distance to Park Avenue, Kraft Azalea Gardens and Winter Park Racquet Club. Timeless elegance and flawless artistry blend perfectly with modern comfort and function in this one-of-a-kind custom home originally designed for

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  984 Mayfield Ave, Winter Park, FL 32789
• 

  

  /30

  Est $1,009,031 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,828 Sq Ft

  826 W Lyman Ave, Winter Park, FL 32789

  826 W Lyman Ave, Winter Park, FL 32789
• 

  

  /32

  $2,749,000

  • 3 Beds
  • 3 Baths
  • 2,143 Sq Ft

  140 E Morse Blvd Unit J, Winter Park, FL 32789

  Experience the pinnacle of luxury living in the heart of downtown Winter Park with this stunning penthouse residence at The Landmark—an exclusive enclave of just 13 finely appointed condominiums along Park Avenue’s iconic brick streets. Amid award-winning restaurants, boutique shops, charming sidewalk cafes and art galleries, this elegant condominium offers the ultimate in urban sophistication

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  140 E Morse Blvd Unit J, Winter Park, FL 32789
• 

  /2

  $575,000 Sold May 27, 2025

  • 972 Sq Ft
  • $592/SF
  • 24 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1952

  1230 N Denning Dr, Winter Park, FL 32789

  This charming “old Florida” bungalow in the heart of Winter Park offers the perfect blend of comfort and convenience, nestled in a prime location on a brick lined street just moments from world-class shopping and dining on famous Park Avenue. In addition, it is a short walk to both The Winter Park Village and Whole Foods. The warm and inviting interior of this home exudes character with original

  Ed Klein FANNIE HILLMAN & ASSOCIATES

  1230 N Denning Dr, Winter Park, FL 32789

Showing Results 241 - 280, Page 7 of 18