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Condos for Sale in 32789

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  • /35

    $260,000

    • 2 Beds
    • 1 Bath
    • 804 Sq Ft

    151 N Orlando Ave Unit 101, Winter Park, FL 32789

    Welcome home to this beautiful 2-bedroom, 1-bath gem in the heart of Winter Park! Nestled on the ground floor of the Lake Killarney Condominiums, Unit 101 offers a seamless blend of comfort, style, and lakeside living. Bright & open layout that flows from the living space into a modern kitchen with a large center island — perfect for entertaining or casual family meals. Granite countertops,

    Agent Photo

    Elizabeth Fowler

    THE FLORIDA PROPERTY SHOP SALE

    (321) 463-4625

    151 N Orlando Ave Unit 101, Winter Park, FL 32789
  • /15

    $134,900

    • 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

    Agent Photo

    Martha Grasty

    RE/MAX ASSURED

    (321) 516-0992

    1695 Lee Rd Unit B216, Winter Park, FL 32789
  • /28

    $145,000

    • 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
  • /27

    $129,900

    • 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
  • /20

    $275,000

    • 2 Beds
    • 2 Baths
    • 908 Sq Ft

    1250 S Denning Dr Unit 213, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Fully renovated two-bedroom, two-bath residence in the sought-after Mead Garden Condominium community. Spanning 908 square feet, this second-floor home offers a move-in-ready interior with a contemporary open-concept layout and elevated finishes throughout. The kitchen features quartz countertops, soft-close cabinetry, stainless steel appliances, a

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    1250 S Denning Dr Unit 213, Winter Park, FL 32789
  • /45

    $399,000

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box, now offered at an improved price of $399,000. This fully renovated one-bedroom, one-bathroom condo spans 900 square feet and offers single-story, ground-floor, corner-unit living just steps from Park Avenue. The 2018 full renovation was extensive and included new electrical

    Padgett McCormick KELLY PRICE & COMPANY LLC

    311 E Morse Blvd Unit 7-2, Winter Park, FL 32789
  • /41

    $155,000

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

    1695 Lee Rd Unit D116, Winter Park, FL 32789

    PRICE IMPROVEMENT! Best priced unit in the entire community! Location, location, location!! Priced to sell!! This 3 bedroom 2 bathroom corner unit first floor 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

    Madalay Fleming LA ROSA REALTY KISSIMMEE

    1695 Lee Rd Unit D116, Winter Park, FL 32789
  • /65

    $2,295,000

    • 3 Beds
    • 3.5 Baths
    • 2,714 Sq Ft

    660 Osceola Ave Unit 101, Winter Park, FL 32789

    Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    660 Osceola Ave Unit 101, Winter Park, FL 32789
  • /25

    $329,900

    • 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
  • /19

    $739,000

    • 2 Beds
    • 2 Baths
    • 1,305 Sq Ft

    300 Carolina Ave Unit 201, Winter Park, FL 32789

    Experience the best of Winter Park living in this beautifully updated 2-bedroom, 2-bath condominium located in the highly sought-after Park West Condominiums. Perfectly situated just steps from Park Avenue’s restaurants, boutique shops, cafés, and the weekly farmers market, this second-floor residence offers both comfort and convenience in one of Central Florida’s most desirable neighborhoods.

    Teri Webster LPT REALTY, LLC

    300 Carolina Ave Unit 201, 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
  • /25

    $179,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 232, Winter Park, FL 32789

    Just steps from the shore of Lake Killarney, welcome to Lake Killarney Living! This charming 1-bedroom, 1-bath end-unit condo offers lake access along with partial lake views. Enjoy community amenities including a lakefront pool and clubhouse with stunning views, plus a private boat ramp to launch your boat and explore the water. The serene central courtyard feels like a park, providing a

    Wendy Rodriguez COLDWELL BANKER RESIDENTIAL RE

    2500 Lee Rd Unit 232, Winter Park, FL 32789
  • /25

    $199,000

    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 222, Winter Park, FL 32789

    Welcome to your next chapter of lakeside living! This charming one-bedroom, one-bathroom condo offers a perfect blend of tranquility and convenience in the heart of Winter Park. Step inside to discover a thoughtfully designed space where comfort meets style. The open-concept living area welcomes you with beautiful engineered wood floors, creating a seamless flow between the living room and

    Christine Bouchard HOMESMART

    2500 Lee Rd Unit 222, Winter Park, FL 32789
  • /17

    $275,000 Open Sun 2PM - 4PM

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

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

    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 2 Bedroom 2 Bath Beautifully Renovated Unit. New Kitchen Cabinets and Quartz Counters, Stainless Steel Appliances, Raised Ceiling with Lighting, Kitchen Island/Bar!

    Janice Erickson REALCOM REAL ESTATE SERVICES INC

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

    $129,000

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit E211, Winter Park, FL 32789

    HUGE $15,900 PRICE DROP! Discover your perfect home in this two-bedroom, one-bath second-floor unit at Waterfall Cove, ideally situated in the heart of Winter Park. This inviting open-concept layout features large windows that fill the space with natural light, along with cozy carpeting throughout and stylish tile in the bathroom. Each bedroom offers a comfortable retreat, while sliding glass

    David Small KELLER WILLIAMS REALTY SMART 1

    1695 Lee Rd Unit E211, Winter Park, FL 32789
  • /33

    $229,000

    • 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! Back on Market. Buyer financing fell through. 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

    Eddie Cooper MAINFRAME REAL ESTATE

    151 N Orlando Ave Unit 204, Winter Park, FL 32789
  • /32

    $399,000

    • 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 a BRAND NEW WATER HEATER, vaulted ceilings, a wood-burning fireplace, and rich wood-like flooring

    Blaike Gill KELLER WILLIAMS WINTER PARK

    240 Killarney Bay Ct Unit 4, Winter Park, FL 32789
  • /62

    $1,675,000

    • 2 Beds
    • 2 Baths
    • 1,511 Sq Ft

    315 E New England Ave Unit 7, Winter Park, FL 32789

    Located on the second floor of Villa Siena, this two-bedroom, two-bath residence offers 1,511 square feet of elegantly appointed living space with two balconies overlooking New England Avenue’s tree-lined brick streets in the heart of Winter Park. A split-bedroom layout ensures privacy, with wood flooring and tray ceilings defining the open-concept living and dining areas. The kitchen features

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    315 E New England Ave Unit 7, Winter Park, FL 32789
  • /41

    $123,000

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit C214, Winter Park, FL 32789

    Charming 2-bedroom, 1-bath condo located in the heart of Winter Park. This well-maintained unit offers comfortable living with an open layout, ample natural light, and convenient access to shopping, and dining. Enjoy the community pool and beautifully landscaped grounds, perfect for relaxing or entertaining. Ideal for first-time buyers, investors, or anyone looking to enjoy the Winter Park

    Diana Perez PROFESSIONAL REAL ESTATE TEAM

    1695 Lee Rd Unit C214, Winter Park, FL 32789
  • /49

    $195,000

    • 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
  • /24

    $219,000

    • 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
  • /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
  • /26

    $355,000

    • 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
  • /26

    $635,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

    101 S Interlachen Ave Unit 104, Winter Park, FL 32789

    FIRST TIME ON THE MARKET! ULTRA-RARE GROUND FLOOR CONDO IN DOWNTOWN WINTER PARK'S LACHEN HOUSE – AVAILABLE FOR RENT OR PURCHASE! This is your chance to secure a highly coveted ground floor unit in one of Winter Park's most desirable locations. Available for rent at $3,800/month or purchase at $635,000 with quick move-in or quick closing possible!This stunning 2-bedroom, 2-bath condo has been

    Kelly Price KELLY PRICE & COMPANY LLC

    101 S Interlachen Ave Unit 104, Winter Park, FL 32789
  • /34

    $158,000

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft

    1695 Lee Rd Unit D113, Winter Park, FL 32789

    Welcome to this charming 2-bedroom, 1-bathroom first-floor condo conveniently located in the heart of Winter Park. Ideal for investors as it is currently leased. This home offers a spacious open layout with plenty of natural light, NO CARPET, and a functional floor plan perfect for comfortable living.The kitchen features ample cabinet space and next to it you will find the laundry closet

    Gisela Gaztambide Balzac EMPIRE NETWORK REALTY

    1695 Lee Rd Unit D113, 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
  • /39

    $239,990

    • 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
  • /43

    $570,000

    • 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
  • /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
  • /32

    $675,000

    • 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
  • /36

    $329,000

    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    311 E Morse Blvd Unit 6-3, Winter Park, FL 32789

    Discover your new downtown Winter Park ground-floor pied-à-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled end-unit studio features an updated open kitchen with plentiful wood cabinets, ceramic tile flooring throughout, new dual-pane windows, a stylish updated bathroom with a step-in shower, and wood

    Richard Traynor FLORIDA ONE REAL ESTATE LLC

    311 E Morse Blvd Unit 6-3, Winter Park, FL 32789
  • /63

    $605,000

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft

    265 E Canton Ave Unit GE, Winter Park, FL 32789

    RARE CORNER TOP-FLOOR CONDO WITH AMAZING VIEWS – FULLY FURNISHED AND IN THE HEART OF WINTER PARK! Discover the perfect blend of comfort, style, and unbeatable location! This beautifully maintained 2-bedroom, 2-bath corner unit sits on the top floor of the desirable Villages of Winterset, offering expansive views and abundant natural light throughout. Enjoy the convenience of two elevators, a

    Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

    265 E Canton Ave Unit GE, Winter Park, FL 32789
  • /24

    $179,900

    • 1 Bed
    • 1 Bath
    • 653 Sq Ft

    1250 S Denning #122 St Unit 122, Winter Park, FL 32789

    One or more photo(s) has been virtually staged. Come take a lovely stroll to Mead Gardens(47 acres), located just around the corner from this adorable condo in one of Winter Park’s most popular communities! The pool is located directly behind this condo! This cozy first-floor unit features brand-new luxury vinyl flooring that gives it a fresh, welcoming feel. The spacious living room has sliders

    Leah Laboy EDEN CREST REALTY, LLC

    1250 S Denning #122 St Unit 122, Winter Park, FL 32789
  • /32

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,267 Sq Ft

    100 S Interlachen Ave Unit 415, Winter Park, FL 32789

    Residence 415 at The Cloisters offers a rare opportunity to own a comprehensively rebuilt home in one of Winter Park’s enduring lakefront communities. Set on the fourth floor, just one block from Park Avenue, this residence blends timeless architecture with newly reimagined design. Taken thoughtfully down to its original structure and meticulously reconstructed with longevity in mind, this

    Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    100 S Interlachen Ave Unit 415, Winter Park, FL 32789
  • /28

    $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
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