Winter Park Condos for Sale

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  /35

  $149,900

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft

  1695 Lee Rd Unit E103, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Price Reduced!! Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the condo, you're greeted by a

  

  Jason Price

  ROBERT SLACK LLC

  (321) 490-1756

  1695 Lee Rd Unit E103, Winter Park, FL 32789
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  Explore Winter Park

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  /59

  $1,575,000

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  690 Osceola Ave Unit 604, Winter Park, FL 32789

  Gorgeous Lakefront 2-Story Winter Park Penthouse, corner builder’s unit with panoramic views of Lake Virginia from almost every room and its expansive full-width balcony. Welcome to Lakefront Luxury Living in the heart of Winter Park. This extraordinary Penthouse residence on the Chain of Lakes perfectly captures the essence of opulent Florida living. The 2-story lakefront home offers an

  Larry Slung COLDWELL BANKER RESIDENTIAL RE

  690 Osceola Ave Unit 604, Winter Park, FL 32789
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  /28

  $649,900

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  535 N Interlachen Ave Unit 106, Winter Park, FL 32789

  Rare opportunity to own a first floor unit with soaring 9 foot ceilings only steps away from the prestegious Park Avenue! Discover the perfect blend of luxury, comfort, and convenience with this immaculate, move-in-ready condo, in the heart of Winter Park. Recently transformed with meticulous attention to detail, this lock-and-leave gem boasts an elegant, high-end renovation that exudes

  Jonathan Ruiz KELLER WILLIAMS WINTER PARK

  535 N Interlachen Ave Unit 106, Winter Park, FL 32789
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  /24

  $135,000

  • 2 Beds
  • 1.5 Baths
  • 1,085 Sq Ft

  126 Scottsdale Square Unit B126, Winter Park, FL 32792

  Great location!! Discover the charm of this beautifully maintained condo at 126 Scottsdale Square, nestled in a serene and convenient Orlando community. This condo boasts 3 bedrooms and 2 bathrooms thoughtfully designed with a spacious layout perfect for comfortable living. From the bright and open living area to the modern kitchen with upgraded appliances. Every detail has been tailored for

  Thomas Hicks, Sr LPT REALTY, LLC

  126 Scottsdale Square Unit B126, Winter Park, FL 32792
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  /26

  $370,000

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  150 Killarney Bay Ct Unit 5, Winter Park, FL 32789

  Tucked away in the hidden gem of Killarney Bay, this move-in ready condo offers the perfect blend of privacy, style, and unbeatable location. Just one block from Winter Park Village and only a mile from Park Avenue, you’ll enjoy walkable access to some of the area’s best dining, shopping, and entertainment.Located on the first floor, this beautifully renovated 2-bed, 2-bath home features

  Brandon Geers COMPASS FLORIDA LLC

  150 Killarney Bay Ct Unit 5, Winter Park, FL 32789
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  /20

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft

  1920 Woodcrest Dr Unit 15, Winter Park, FL 32792

  Gorgeous, fully renovated 2-bedroom / 2-bathroom condominium nestled in the heart of Winter Park along a beautiful and quiet tree lined street! The unit has new premium vinyl plank floors throughout. Living and dining room are open concept, perfect for entertaining! The updated kitchen features quartz counter tops, stainless appliances with new light and bright cabinetry. Bedrooms are a split

  Shirley Jones COLDWELL BANKER RESIDENTIAL RE

  1920 Woodcrest Dr Unit 15, Winter Park, FL 32792
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  /40

  $399,000

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft

  311 E Morse Blvd Unit 7-5, Winter Park, FL 32789

  Major Price Improvement & Motivated Seller! Here is your rare opportunity to own a studio apartment in Whispering Waters, a 55+ iconic Condominium located just steps from Park Avenue and fabulous historic downtown Winter Park! This architectural mid-century beauty was built in 1960 and has survived every major hurricane since then. Whispering Waters has passed the Milestone and Structural

  Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO

  311 E Morse Blvd Unit 7-5, Winter Park, FL 32789
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  /32

  $410,000

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

  240 Killarney Bay Ct Unit 4, Winter Park, FL 32789

  Welcome to Killarney Bay—Winter Park’s best-kept secret for tranquil lakeside living, and just steps from the city’s finest shopping and dining!This beautifully updated and spacious 2-bedroom, 2.5-bath townhome-style condo offers a rare blend of modern upgrades and classic charm. Enjoy vaulted ceilings, a wood-burning fireplace, and rich wood-like flooring throughout. The open-concept kitchen

  Blaike Gill KELLER WILLIAMS WINTER PARK

  240 Killarney Bay Ct Unit 4, Winter Park, FL 32789
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  /24

  $365,000

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  260 Killarney Bay Ct Unit 6-6, Winter Park, FL 32789

  Welcome to Killarney Bay! This beautifully updated 2-bedroom, 1-bathroom Second-floor condo offers an airy, modern feel with vaulted ceilings, luxury vinyl plank flooring, and abundant natural light throughout. The open-concept kitchen features white cabinetry, stainless steel appliances, a large island, and quartz countertops, perfect for cooking and entertaining. The spacious bathroom

  Kyle Smith CHARLES RUTENBERG REALTY ORLANDO

  260 Killarney Bay Ct Unit 6-6, Winter Park, FL 32789
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  /28

  $244,999

  • 2 Beds
  • 1.5 Baths
  • 1,219 Sq Ft

  200 Saint Andrews Blvd Unit 3002, Winter Park, FL 32792

  Charming 2-Story Condo in the Heart of Winter ParkLocated in the highly sought-after city of Winter Park, this beautifully maintained 2-bedroom, 1.5-bath condo offers the perfect blend of comfort, convenience, and community living. Along with a dedicated covered carport parking space. Just minutes from Park Avenue, top-rated shopping, and dining destinations, this home puts you at the

  Jessica Geer A+ REALTY PROFESSIONALS, INC

  200 Saint Andrews Blvd Unit 3002, Winter Park, FL 32792
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  /33

  $241,000

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft

  151 N Orlando Ave Unit 204, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Investors Dream with Minimal Lease Restrictions! Welcome to the Lake Killarney Condo Community! This two-bedroom, one-bathroom condo features sold surface countertops in the kitchen, complete bathroom renovation with updated fixtures, newer floors in some rooms, washer/dryer hookups, newer kitchen appliances, and a complete interior fresh coat of

  Eddie Cooper MAINFRAME REAL ESTATE

  151 N Orlando Ave Unit 204, Winter Park, FL 32789
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  /53

  $241,900

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft

  200 Saint Andrews Blvd Unit 2306, Winter Park, FL 32792

  Excellent opportunity in a prime location in Central Florida. This two-bedroom, two-full-bath corner unit is in the Four Seasons Condominiums of Winter Park, just steps from the Cady Way Trail, Showalter Field, Ward Park, the YMCA, medical centers, and shopping. Park Avenue and museums are just minutes away. Four Seasons Condominiums is a 20-acre community located within the Winter Park city

  Lucy Gonzalez Zabala CHARLES RUTENBERG REALTY ORLANDO

  200 Saint Andrews Blvd Unit 2306, Winter Park, FL 32792
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  /49

  $220,000

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 208, Winter Park, FL 32789

  This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring tile and luxury vinyl plank flooring throughout, this home provides durability and style for modern living. The HVAC was replaced in 2020 and water is included in the monthly COA fee. Located in a picturesque community ON THE SHORES OF A SKI LAKE, residents will enjoy access to

  Debbie Fussell KELLER WILLIAMS REALTY AT THE PARKS

  2500 Lee Rd Unit 208, Winter Park, FL 32789
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  /49

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,322 Sq Ft

  200 Saint Andrews Blvd Unit 1004, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome you to your charming 3-bedroom, 2-bathroom condo right in the heart of historic Winter Park! This spacious end unit spans 1,322 square feet and features beautiful designer touches that create a cozy and inviting atmosphere. Enjoy the stylish kitchen and baths along with a large primary bedroom that boasts an ensuite bathroom and a

  Jonathan Lacko WINTER PARK REAL ESTATE CO LLC

  200 Saint Andrews Blvd Unit 1004, Winter Park, FL 32792
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  /38

  $245,000

  • 1 Bed
  • 1 Bath
  • 787 Sq Ft

  700 Melrose Ave Unit L23, Winter Park, FL 32789

  Welcome to your serene retreat in the highly desirable Winter Park Gardens community. This beautifully renovated second-floor 1-bedroom, 1-bathroom condo offers an exceptional living experience with modern upgrades and a prime location less than a mile from Park Avenue and Orlando Avenue. Step inside to discover luxury vinyl flooring throughout the entry, living space, and kitchen, complemented

  Elena Sanchez BALDWIN PARK REALTY LLC

  700 Melrose Ave Unit L23, Winter Park, FL 32789
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  /22

  $225,000

  • 2 Beds
  • 2 Baths
  • 987 Sq Ft

  1913 Woodcrest Dr Unit B, Winter Park, FL 32792

  Winter Park gem! Tastefully updated 2-bedroom, 2-bathroom corner condominium with a spacious patio is your rare chance ! This one-of-a kind residence boasts high quality enhancements such as plantation shutters, built-in closets, smart canned lighting in the living room, dining room, kitchen, and hallway, along with a smart fan with a light kit in the main bedroom, a Nest

  Irina Paul FUTURE HOME REALTY INC

  1913 Woodcrest Dr Unit B, Winter Park, FL 32792
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  /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
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  /30

  $220,000

  • 2 Beds
  • 2 Baths
  • 1,037 Sq Ft

  669 Grenadine Ct Unit S, Winter Park, FL 32792

  Welcome to this 2-bedroom, 2-bathroom condo located in the desirable winter Park Villas community. Well-maintained with a fireplace. Plenty of natural light. The kitchen features newer cabinets and a breakfast bar. The master bedroom has generous space, a walk-in closet, and an en-suite bathroom. Community amenities such as a swimming pool, tennis courts and clubhouse. Centrally located in

  Michael Berlant RE/MAX EXCLUSIVE COLLECTION

  669 Grenadine Ct Unit S, Winter Park, FL 32792
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  /20

  $220,000

  • 2 Beds
  • 2 Baths
  • 1,018 Sq Ft

  3038 Antique Oaks Cir Unit 166, Winter Park, FL 32792

  This unit was restored, with new kitchen cabinets, new ceramic tile in kitchen, living room, dining room and 2ndbathroom. It has been impeccably maintained. Walking distance from Full Sail and only 6.9 miles to UCF.Spacious bedrooms and baths and very comfortable layout. Lovely screened patio off living room. Complexoffers pool, and club house. A/C unit is brand new, installed on

  Manny Celi YOUNG REAL ESTATE

  3038 Antique Oaks Cir Unit 166, Winter Park, FL 32792
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  /18

  $137,000

  • 1 Bed
  • 1 Bath
  • 796 Sq Ft

  1000 S Semoran Blvd Unit 716, Winter Park, FL 32792

  PRICED TO SELL! Whether you're looking for a great home or an investment opportunity, THIS IS IT! This great unit has a LOW HOA, THAT INCLUDES THE WATER, adding even more value to it!! This AMAZING CONDO features an UPDATED KITCHEN and BATHROOM, along with beautiful WOOD FLOORING THROUGHOUT for a modern look. LOCATION, LOCATION! Ideally situated near Baldwin Park, Full Sail University, and Winter

  Nathalie Romero HOME WISE REALTY GROUP, INC.

  1000 S Semoran Blvd Unit 716, Winter Park, FL 32792
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  /16

  $195,000

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 237, Winter Park, FL 32789

  LOCATION, LOCATION! excellently maintained turnkey 1 Bedroom/ 1 bathroom Condo at highly desired LAKESIDE MANOR community, with dock access to Lake KILLARNEY , true Florida living. This Low Maintenance Condo includes ground keeping and exterior / roof maintenance with an affordable HOA fee. HVAC 2021 , WTH 2020 Roof 2016, water is included with HOA fees.A serene gem in a convenient location

  Layla Zayed MARK SPAIN REAL ESTATE

  2500 Lee Rd Unit 237, Winter Park, FL 32789
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  /54

  $479,000 Open Sat 11AM - 1PM

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

  130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

  SUPERB LOCATION! Don’t miss out on this beautifully updated 2 bedroom 2.5 bath 2-story condo in Killarney Bay. Upon entering, you immediately notice the charm and character of this impeccably maintained condo. Recent updates include a fully renovated screened porch including floor, screen enclosure and roof, new sliding doors and windows, new refrigerator, new dishwasher, newly painted interior

  Lisa Gould KELLER WILLIAMS WINTER PARK

  130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
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  /43

  $180,000

  • 1 Bed
  • 1 Bath
  • 759 Sq Ft

  614 Grenadine Ct Unit 614, Winter Park, FL 32792

  Beautiful 1 Bedroom 1 Bath, corner unit. Light and bright with plenty of windows. This condo has a fantastic layout with a very efficient use of space and floor plan. New paint throughout with tile in the living areas and new carpet in the bedroom. Beautiful open kitchen with plenty of space for prepping and cooking your favorite meals and a breakfast bar. A huge master bedroom with large walk-in

  Fabian Berastegui P & C PROPERTIES

  614 Grenadine Ct Unit 614, Winter Park, FL 32792
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  /41

  $169,900

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

  1695 Lee Rd Unit D116, Winter Park, FL 32789

  MOTIVATED SELLER - CAN CONTRIBUTE TOWARDS CLOSING COSTS!Location, location, location!! And priced to sell!! This 3 bedroom 2 bathroom corner unit condo is conveniently located within a short drive distance to Rollins College, UCF, Valencia College, hospitals, shopping, dining, and entertainment! The unit is located on the first floor and has an open floor plan, spacious kitchen with plenty

  Madalay Fleming LA ROSA REALTY KISSIMMEE

  1695 Lee Rd Unit D116, Winter Park, FL 32789
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  /51

  $799,000 Open Sat 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft

  100 S Interlachen Ave Unit 204, Winter Park, FL 32789

  Welcome to The Cloisters—a prestigious lakefront community nestled in the heart of Winter Park, perfectly positioned between the timeless charm of Park Avenue and the serene beauty of Lake Osceola. This fully furnished second-floor residence has been meticulously redesigned and renovated to maximize both space and style, offering the comfort of a thoughtfully designed home, enhanced by luxurious,

  Lois Rawson COLDWELL BANKER RESIDENTIAL RE

  100 S Interlachen Ave Unit 204, Winter Park, FL 32789
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  /23

  $174,900

  • 1 Bed
  • 1 Bath
  • 727 Sq Ft

  200 St Andrews Blvd Unit 601, Winter Park, FL 32792

  Welcome to this spacious and beautifully updated first-floor condo with 1 bedroom, 1 bathroom in the heart of Winter Park, the highly sought after Four Seasons community. This unit offers the convenience of walk-up access and a covered carport just steps from your private screened patio and laundry inside the unit. The kitchen was remodeled in 2021 and features white shaker-style cabinetry, a

  Amy Turner KELLER WILLIAMS WINTER PARK

  200 St Andrews Blvd Unit 601, Winter Park, FL 32792
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  /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
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  /17

  $130,000

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  1000 S Semoran Blvd Unit 415, Winter Park, FL 32792

  PRICE REDUCTION!!! INVESTMENT PROPERTY, Great Tenant in place! Spacious Ground-Floor Apartment with Outdoor Terrace Discover this charming and spacious ground-floor apartment, perfect for comfortable living and entertaining. Featuring a private outdoor terrace, this property provides the ideal setting for enjoying fresh air and relaxation without ever needing to climb stairs. Key highlights of

  Jhoana Loyo Urrutia LA ROSA REALTY LLC

  1000 S Semoran Blvd Unit 415, Winter Park, FL 32792
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  /17

  $195,000

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft

  1000 S Semoran Blvd Unit 604, Winter Park, FL 32792

  This second floor Winter Park Condo has been beautifully renovated. The kitchen renovation includes beautiful cabinets, newer stainless-steel appliances, granite counter tops, and removing two walls for an open concept feature exposing complete view to the dining and living room. Both bathrooms have been renovated. Guest bathroom has a tiled wall in the tub/shower and new vanity. Primary bathroom

  Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

  1000 S Semoran Blvd Unit 604, Winter Park, FL 32792
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  /28

  $200,000 Open Sun 12PM - 2PM

  • 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
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  /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
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  /43

  $599,000 Open Sun 11AM - 1PM

  • 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
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  /25

  $159,900

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft

  1000 S Semoran Blvd Unit 608, Winter Park, FL 32792

  Beautifully Remodeled 2-Bedroom Condo Near Full Sail.Great first home or investment property.Discover the perfect blend of comfort and convenience in this beautifully updated 2-bedroom, 2-bathroom second-floor condo, just a short walk from Full Sail University. Ideally located minutes from top hospitals, shopping, dining, and only 15-20 minutes from UCF and Orlando International Airport,

  Maria Peralta CHARLES RUTENBERG REALTY ORLANDO

  1000 S Semoran Blvd Unit 608, Winter Park, FL 32792
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  /23

  $335,000 Open Sun 1PM - 3PM

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

  700 Melrose Ave Unit C22, Winter Park, FL 32789

  CLICK ON VIRTUAL TOUR to get an overview of the complex. HUGE PRICE REDUCTION!!!!......Discover a RARE opportunity to own a 3 BEDROOM 2.5 BATH unit at beautiful Winter Park Gardens. One of only seven 3 BEDROOM units so infrequently available. Enjoy stunning floor to ceiling views of lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens in your tropical sunroom.

  Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  700 Melrose Ave Unit C22, Winter Park, FL 32789
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  /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
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  /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
• 

  

  /4

  $299,999

  • 2 Beds
  • 1 Bath
  • 710 Sq Ft

  151 N Orlando Ave Unit 118, Winter Park, FL 32789

  Investment opportunity! Discover this hidden gem—a 2-bed, 1-bath condo nestled in the heart of Winter Park. Situated in the serene Lake Killarney Condos, this property offers some of the town's most breathtaking sunsets from a sprawling lakefront lot. Enjoy extensive grassy areas and a community pool right on your doorstep. Ideally located near essentials and leisure spots including Publix,

  Adriana Montes MBA ? FLORIDA DREAMS REALTY GRP INC

  151 N Orlando Ave Unit 118, Winter Park, FL 32789
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  /18

  $349,800

  • 1 Bed
  • 1 Bath
  • 823 Sq Ft

  1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789

  PRICE IMPROVEMENT! WINTER PARK FOR UNDER 350k!!! Sip coffee or tea overlooking lush Mead Gardens from your private deck. Unwind beneath vaulted ceilings and skylights, and enjoy life just moments from Rollins College and the vibrant shops and restaurants of Park Avenue. This spacious one-bedroom, one-bath gem features a stylishly updated kitchen with sleek stone counters and a sophisticated tile

  Michelle Richardson KELLER WILLIAMS CLASSIC

  1308 S Pennsylvania Ave Unit 3, Winter Park, FL 32789
• 

  

  /34

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  2238 Hawick Ln, Winter Park, FL 32792

  Welcome to 2238 Hawick Lane, where modern living meets timeless charm in Winter Park, FL! This delightful 3-bedroom, 2.5-bathroom end-unit condo, crafted in 2006, blends modern elegance with a dash of wit, making every day a charming escape.Step inside to an open floor plan that exudes warmth and sophistication. The first level boasts high ceilings and chic tile floors, perfect for

  Brian Rotenberger COMPASS FLORIDA LLC

  2238 Hawick Ln, Winter Park, FL 32792
• 

  

  /19

  $207,900

  • 1 Bed
  • 1 Bath
  • 645 Sq Ft

  2500 Lee Rd Unit 134, Winter Park, FL 32789

  Introducing a captivating 1-bedroom, 1-bathroom condo in a prime location, granting access to the serene Lake Killarney, complete with an array of enticing features and community perks. This condo promises a cozy and convenient living experience and it is situated on the first floor. Some features include luxury vinyl throughout, decorative electric fireplace, remodeled kitchen with breakfast

  Jesus Garcia YOUR HOME SOLD GUARANTEED REAL

  2500 Lee Rd Unit 134, Winter Park, FL 32789

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Why Live in Winter Park

Winter Park, a neighborhood rich in history and charm, offers a glimpse into “Old Florida” with its hanging Spanish moss and lakeside views. Originally a resort community for northern business magnates in the 19th century, Winter Park features a mix of architectural styles, from ranchers and midcentury modern to Victorian and Spanish designs. Several homes and districts, including the Hannibal Square District, are listed on the National Register of Historic Places. The Hannibal Square Heritage Center honors the historic African American community with exhibitions and educational programs. The neighborhood is adorned with lush greenery and tranquil lakes, accessible through parks like Mead Botanical Garden, which has walking trails, an amphitheater, and a butterfly garden. Central Park, located in the heart of the shopping district, hosts year-round events and the annual Winter Park Sidewalk Art Festival. The Winter Park community center provides various programs and facilities, including a fitness center and community pool. Daily needs are met by grocery stores like Whole Foods and Trader Joe’s, while niche retailers and dining options, such as Hillstone Restaurant and Bosphorous Turkish Cuisine, are plentiful. Cultural institutions like Casa Feliz and the Charles Hosmer Morse Museum of Art add to the neighborhood's artistic appeal. Winter Park is safer than the national average and offers convenient access to major roadways like Interstate 4 and state Route 50.

Learn more about living in Winter Park

Home Trends in Winter Park, FL

On average, homes in Winter Park, FL sell after 83 days on the market compared to the national average of 70 days. The median sale price for homes in Winter Park, FL over the last 12 months is $365,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$365,000

Median Single Family Sale Price

$388,000

Median Townhouse Sale Price

$376,250

Median 2 Bedroom Sale Price

$390,000

Median 1 Bedroom Sale Price

$565,000

Average Price Per Sq Ft

$234

Number of Homes for Sale

56

Last 12 months Home Sales

477

Months of Supply

1.40

Median List Price

$394,000

Median Change From 1st List Price

2%

Median Home Sale Price YoY Change

1%