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Condos for Sale in 32789

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  • /41

    $245,000

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 229, Winter Park, FL 32789

    DRAMATIC PRICE ADJUSTMENT! Million Dollar Lakefront View of Lake Killarney from Private Balcony and multiple Rooms in the Unit and View of Courtyard with it's Gracious Old Tree and Meandering Walkways from second Private Balcony. Once in a lifetime opportunity to own this meticulously maintained and updated Mid-Century Modern Character that says "Home" when you walk through the Door! Kitchen has

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (321) 252-5096

    2500 Lee Rd Unit 229, Winter Park, FL 32789
  • /22

    $262,000

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

    1500 Gay Rd Unit 20D, Winter Park, FL 32789

    LAKEFRONT COMMUNITY WITH SPECTACULAR SUNSETS OVER BEAUTIFUL LAKE KILLARNEY. LOCATED IN THE CHARMING AND ELLEGANT NEIGHBORHOOD OF WINTER PARK, IN A FULLY REVITALIZED AREA.CONVENIENT TO I-4, PARK AVENUE, FARMER'S MARKETS, TRADER JOE'S, AS WELL AS A MOVIE THEATER, BOUTIQUE SHOPS, RENOWNED RESTAURANTS AND A NATIONALLY RATED ART FESTIVAL - ALL WITHIN A SHORT WALKING DISTANCE.BRIGHT SUN-FILLED

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (689) 399-5336

    1500 Gay Rd Unit 20D, Winter Park, FL 32789
  • /21

    $264,000

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

    1500 Gay Rd Unit 24B, Winter Park, FL 32789

    ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS!Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas!Don't miss this! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters,

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    (321) 450-8960

    1500 Gay Rd Unit 24B, Winter Park, FL 32789
  • /31

    $267,000

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

    1500 Gay Rd Unit 8D, Winter Park, FL 32789

    Welcome to the most beautifully updated 2 Bedroom 2 bath End Unit in a Lakefront Community on Lake Killarney. This home features Quartz counter tops with a Granite Island and stainless steel appliances, along with a beverage refrigerator, and luxury vinyl flooring through out the whole unit. A huge living room offers loads of gathering and entertaining space in this cheerful home. Enjoy Florida

    Trevor Laug. Realtor SOLID OAK REAL ESTATE LLC

    1500 Gay Rd Unit 8D, Winter Park, FL 32789
  • /40

    $1,630,000

    • 3 Beds
    • 3.5 Baths
    • 3,174 Sq Ft

    101 S New York Ave Unit 302, Winter Park, FL 32789

    Discover unparalleled luxury at The Douglas Grand, a distinguished location just a stone’s throw from Park Ave in Downtown Winter Park. This expansive 2-Story unit boasts 3,174 sq/ft of living space with your private elevator. From the moment you step inside, you’ll be captivated by the exquisite craftmanship and modern comforts that define this exceptional residence. This stunning condo boast

    Julie Scott COLDWELL BANKER REALTY

    101 S New York Ave Unit 302, Winter Park, FL 32789
  • /2

    $120,000

    • 2 Beds
    • 1 Bath

    1695 Lee Rd Unit B204, Winter Park, FL 32789

    2 bedroom, 2 bathroom condo located in the desirable and well maintained Waterfall Cove community in Winter Park. Unit is long-term tenant occupied, offering immediate rental income for an investor buyer. Interior is in original condition and presents an excellent opportunity for updates and value enhancement. Enjoy a highly walkable location close to Whole Foods, LA Fitness, Winter Park Village,

    Mauricio Toro MTRE GROUPE LLC

    1695 Lee Rd Unit B204, Winter Park, FL 32789
  • /27

    $495,000

    • 1 Bed
    • 2 Baths
    • 1,149 Sq Ft

    300 Carolina Ave Unit 207C, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Enjoy the best of downtown Winter Park living in this spacious 1-bedroom, 2-bathroom condominium located in the highly sought-after Park West Condominiums. This well designed residence offers comfortable living with the rare convenience of two full bathrooms. Park West is a gated community known for its exceptional amenities, including a

    Kevin McClanahan FANNIE HILLMAN & ASSOCIATES

    300 Carolina Ave Unit 207C, Winter Park, FL 32789
  • /25

    $580,000

    • 3 Beds
    • 2.5 Baths
    • 1,818 Sq Ft

    1807 Hammerlin Ave Unit G, Winter Park, FL 32789

    Welcome home to this beautifully updated two-story end-unit, ideally located just steps from Michelin-star dining, local boutiques, and the vibrant East End Market. On weekends, enjoy leisurely strolls to the area’s popular farmers markets and neighborhood events. Situated in the heart of Winter Park, this residence offers the perfect blend of lifestyle, convenience, and charm in one of Orlando’s

    Courtney Dietch ALL REAL ESTATE & INVESTMENTS

    1807 Hammerlin Ave Unit G, Winter Park, FL 32789
  • /36

    $629,000

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    259 E Canton Ave Unit 259, Winter Park, FL 32789

    Experience elevated living in this rare fifth-floor corner residence, perfectly positioned just one block from the iconic Park Avenue in the heart of Winter Park. With sweeping views of the downtown skyline and abundant natural light from multiple exposures, this residence offers an exceptional blend of comfort, elegance, and location.The thoughtfully updated kitchen features custom shaker

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    259 E Canton Ave Unit 259, Winter Park, FL 32789
  • /25

    $179,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 122, Winter Park, FL 32789

    PRICE IMPROVEMENT! Welcome home to this updated 1-bedroom 1-bathroom GROUND FLOOR condo, ideally positioned toward the desirable rear of the sought-after Lakeside Manor community. The move-in-ready residence features a spacious, open floor plan enhanced by ceramic tile throughout, elegant crown molding and a thoughtfully updated kitchen complete with modern countertops, soft-close cabinetry, and

    Andrea Aylett-Hosch PINEAPPLE PLACE REALTY, LLC

    2500 Lee Rd Unit 122, Winter Park, FL 32789
  • /53

    $1,350,000

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft

    100 S Interlachen Ave Unit 101, Winter Park, FL 32789

    On the first floor within The Cloisters, this three-bedroom, two-bath residence offers 1,734 square feet of renovated living space in one of Winter Park’s accessible lakefront communities. An oversized tiled patio, partially covered and ideal for outdoor dining or morning coffee, extends the living space and enhances everyday functionality. Renovated in 2021 by Charles Clayton Construction, an

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 101, Winter Park, FL 32789
  • /82

    $149,990

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

    1695 Lee Rd Unit E215, Winter Park, FL 32789

    Located in the heart of Winter Park, this charming condo stands ready to welcome you home. This three-bedroom, two-bathroom sanctuary offers a blend of comfort and modern elegance, perfect for those who cherish both relaxation and entertaining. As you step inside, the spacious living and dining areas greet you with an abundance of natural light, creating a warm and inviting atmosphere. Imagine

    Jenaia Fowlkes FOWLKES REALTY CO

    1695 Lee Rd Unit E215, Winter Park, FL 32789
  • /29

    $314,000

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

    184 Sandlewood Trail Unit 2, Winter Park, FL 32789

    Located in the heart of Winter Park, this beautifully fully renovated 2-bedroom, 2.5-bath condominium: New Roof, New Hot Water Heater, New Plumbing, New Maytag Washer & Drier offers the perfect blend of modern design and walkable lifestyle. The open-concept floor plan creates a bright and airy living space ideal for both everyday living and entertaining. The completely updated kitchen features

    Tom Noelke NOELKE REALTY

    184 Sandlewood Trail Unit 2, Winter Park, FL 32789
  • /55

    $1,450,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    106 S Interlachen Ave Unit 118, Winter Park, FL 32789

    Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot ceilings, this first-floor, three-bedroom, two-bath home offers a rare blend of privacy, scale and panoramic Lake Osceola views. Just two blocks from Park Avenue and adjacent to the Alfond Inn, this condominium lives like a private residence with unmatched access to boutique

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    106 S Interlachen Ave Unit 118, Winter Park, FL 32789
  • /17

    $185,000

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft

    1500 Gay Rd Unit 5, Winter Park, FL 32789

    Welcome to Chateaux du Lac, a lakefront community in the heart of Winter Park, FL, offering an active and convenient lifestyle. Residents enjoy an impressive array of amenities including a heated community pool, clubhouse, lakefront community deck, BBQ area, resident-only boat ramp, community laundry facilities, and two on-site saunas. This second-floor one-bedroom, one-bath apartment features

    Jacob Hara TRANSCEND REALTY

    1500 Gay Rd Unit 5, Winter Park, FL 32789
  • /31

    $2,450,000

    • 3 Beds
    • 4.5 Baths
    • 3,272 Sq Ft

    147 S Interlachen Ave Unit 202, Winter Park, FL 32789

    Welcome to 147 Interlachen Place, Enjoy Winter Park's most desirable location! One block from Historic Park Avenue/Central Park. Spacious, bright and all on ONE FLOOR. The buildings second floor offers privacy and easy access. The Southwest corner provides direct natural light throughout the day. Private elevator access with secured underground parking. This beautiful home offers a short walk to

    Dan Farber HELLOSOLD LLC

    147 S Interlachen Ave Unit 202, Winter Park, FL 32789
  • /55

    $495,000

    • 2 Beds
    • 2.5 Baths
    • 1,428 Sq Ft

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789

    Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath, with a convenient half

    Anthony Consalvo FLORIDA ONE REAL ESTATE LLC

    630 Killarney Bay Ct Unit 3, Winter Park, FL 32789
  • /34

    $299,900

    • 1 Bed
    • 1 Bath
    • 482 Sq Ft

    311 E Morse Blvd Unit 7-19, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome to an exceptional opportunity to own a beautifully maintained, move-in ready third-floor, water-view, corner unit studio residence in one of Winter Park’s most coveted locations—directly adjacent to Lake Osceola and just moments from iconic Park Avenue. This rare downtown setting places you

    Mathew Kelly TURN-KEY MOVES REALTY

    311 E Morse Blvd Unit 7-19, Winter Park, FL 32789
  • /44

    $585,000

    • 3 Beds
    • 2.5 Baths
    • 1,818 Sq Ft

    1809 Hammerlin Ave, Winter Park, FL 32789

    Highly coveted Winter Park! 40+ Pictures! This stunning 2-story end unit offers the epitome of modern convenience and elegant living; this residence provides the ideal "lock and go" lifestyle. Step through the charming covered front porch into the inviting open living area, adorned with abundant natural light, gleaming real wood flooring, and exquisite crown molding. Hosting gatherings is

    Edward Rice NICOLE-HUDSON REALTY CORP

    1809 Hammerlin Ave, Winter Park, FL 32789
  • /23

    $169,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 237, Winter Park, FL 32789

    BRING ALL OFFERS! Welcome to lakeside living! This cozy one-bedroom, one-bathroom condo offers a blend of amenities and convenience. This perfectly located condominium has low HOA FEES and has no assessment fees! Enjoy your days fishing, boating, or hanging out by the pool overlooking gorgeous Lake Killarney, a 240 acre spring-fed lake! Cherish living on the shores of Lake Killarney, complete

    Lydia Cassaro LPT REALTY LLC (DB)

    2500 Lee Rd Unit 237, Winter Park, FL 32789
  • /32

    $2,100,000

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    311 E Morse Blvd Unit 2-5, Winter Park, FL 32789

    Enjoy the Winter Park lifestyle in this spacious 2-bedroom, 2-bath lakefront condo offering 1,900 square feet in the heart of downtown Winter Park. Enjoy serene lake views from the 120 sq ft screened porch—perfect for morning coffee or evening wine. The light-filled living area features soaring 8 ft 10 in ceilings, creating an open, airy atmosphere. A cozy family room offers built-in shelving and

    Megan Cross FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 2-5, Winter Park, FL 32789
  • /26

    $189,500

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 222, Winter Park, FL 32789

    Lakefront access in Winter Park under $200K! One of the few condos at this price point offering direct access to Lake Killarney. This move-in ready 1-bedroom, 1-bath residence combines peaceful lakeside living with unbeatable proximity to Winter Park Village shopping, dining, and entertainment. The open-concept living and kitchen area features engineered wood flooring and abundant natural light,

    Christine Bouchard HOMESMART

    2500 Lee Rd Unit 222, Winter Park, FL 32789
  • /24

    $209,999

    • 2 Beds
    • 1 Bath
    • 808 Sq Ft

    851 Miles Ave Unit 13, Winter Park, FL 32789

    Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming Winter Park, FL 32789! Meticulously updated since 2023, this home blends modern luxury with effortless comfort and is truly move-in ready.As you step inside, you’ll be greeted by elegant porcelain tile flooring throughout—offering both durability and a look that’s easy to

    Eric Campbell LPT REALTY, LLC

    851 Miles Ave Unit 13, Winter Park, FL 32789
  • /19

    $450,000

    • 1 Bed
    • 1 Bath
    • 673 Sq Ft

    640 N Park Ave Unit 5, Winter Park, FL 32789

    Location, Location, Location!Charming first floor 1 bedroom, 1 bath condo ideally located on North Park Avenue in the retro-chic Park Aire complex. Beautifully overhauled in 2018 with quartz counters, new cabinetry, new appliances, custom mosaic kitchen detail, new flooring, new lighting, updated electrical, with picturesque views of the Winter Park Golf Course and Casa Feliz.Enjoy a

    David Auerbach PARK TOWN REAL ESTATE LLC

    640 N Park Ave Unit 5, Winter Park, FL 32789
  • /27

    $115,000

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit E204, Winter Park, FL 32789

    Welcome to this lovely open-concept 2 bedroom, 1 bathroom condo, perfectly situated in a fantastic area close to plenty of shopping, dining, and everyday conveniences. Ideal for first-time buyers, downsizing, or investors looking for a solid opportunity! This property highlights an open-concept bright interior with great natural light living and dining area. Two spacious bedrooms with 1 bathroom.

    Brandy Ray LOKATION

    1695 Lee Rd Unit E204, Winter Park, FL 32789
  • /22

    $298,000

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft

    151 N Orlando Ave Unit 115, Winter Park, FL 32789

    Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake

    Chris Creegan CREEGAN GROUP

    151 N Orlando Ave Unit 115, Winter Park, FL 32789
  • /32

    $625,000

    • 3 Beds
    • 3.5 Baths
    • 2,083 Sq Ft

    1134 Washington Ave Unit 13C, Winter Park, FL 32789

    Discover this generously sized 3-bedroom, 3.5-bath townhome offering 2,083 square feet of flexible living space in one of Winter Park's most coveted locations. This two-story residence features a semi-attached 2-car garage and thoughtful room layouts perfect for today's lifestyle.The main level welcomes you with formal living and dining rooms, ideal for entertaining. The separate family room

    Kelly Price KELLY PRICE & COMPANY LLC

    1134 Washington Ave Unit 13C, Winter Park, FL 32789
  • /41

    $879,000

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

    100 S Interlachen Ave Unit 503, Winter Park, FL 32789

    Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 503, Winter Park, FL 32789
  • /25

    $314,900

    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789

    Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue!Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the cultural charm the city has to

    Mary Colton FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 7-11, Winter Park, FL 32789
  • /26

    $335,000

    • 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 an open

    Brandon Geers COMPASS FLORIDA LLC

    150 Killarney Bay Ct Unit 5, Winter Park, FL 32789
  • /40

    $359,000

    • 1 Bed
    • 1 Bath
    • 482 Sq Ft

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

    Major Price Improvement! 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 Integrity Reserve Study

    Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO

    311 E Morse Blvd Unit 7-5, Winter Park, FL 32789
  • /49

    $180,000

    • 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, cable and internet are included in the monthly COA fee. Located in a picturesque community ON THE SHORES OF A SKI LAKE, residents

    Debbie Fussell KELLER WILLIAMS REALTY AT THE PARKS

    2500 Lee Rd Unit 208, Winter Park, FL 32789
  • /39

    $234,999

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    2500 Lee Rd Unit 202, Winter Park, FL 32789

    2/2 * IMMACULATE CONDO * LOW HOA * LIVE ON LAKE KILLARNEY * ENJOY PARK AVE IN WINTER PARK * 3 MILES TO ROLLINS COLLEGE * NEW AC * NEW WATER HEATER * NEW INTERIOR PAINT * NEW LIGHTING * Immaculate updated 2 bedroom 2 bathroom Condo in a prime location on beautiful Lake Killarney, a serene oasis in Winter Park. A walkable Lake community providing Residents with direct Lake Access, Private Dock with

    Alison Maltby THE ANDERSON GROUP & CO PL

    2500 Lee Rd Unit 202, Winter Park, FL 32789
  • /2

    $210,000

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

    1695 Lee Rd Unit C202, Winter Park, FL 32789

    This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This

    Hoover Yap PRIMESTATE REALTY, INC.

    1695 Lee Rd Unit C202, Winter Park, FL 32789
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