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2-Bedroom Condos for Sale in Winter Park, FL

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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
  • /20

    $265,000

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    2394 Sun Valley Cir, Winter Park, FL 32792

    This charming 2-bedroom, 2-bathroom condo offers 1,295 square feet of comfortable single-level living, thoughtfully designed for easy living and entertaining. The open floor plan boasts a spacious, sunlit living area and a well-appointed kitchen, perfect for culinary creations. Both bedrooms are generously sized and provide privacy, each featuring its own en-suite bathroom for added convenience.

    Jamie Vanosdol EXP REALTY LLC

    2394 Sun Valley Cir, Winter Park, FL 32792
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /46

    $215,000

    • 2 Beds
    • 1.5 Baths
    • 1,281 Sq Ft

    4786 Tangerine Ave Unit 4786, Winter Park, FL 32792

    Welcome to this beautifully upgraded 2-bedroom, 2-bathroom condo—an unbeatable value in sought-after Winter Park! Step inside to find ceramic tile flooring throughout, stylish lighting, and an open-concept living/dining area perfect for relaxing or entertaining. Enjoy the Florida lifestyle on your private screened-in porch overlooking a serene green space—with an extra storage closet for added

    John Muccigrosso RE/MAX 200 REALTY

    4786 Tangerine Ave Unit 4786, Winter Park, FL 32792
  • /26

    $209,500

    • 2 Beds
    • 2.5 Baths
    • 1,031 Sq Ft

    3370 Cedar Springs Place Unit 156, Winter Park, FL 32792

    Ideally situated just minutes from Full Sail University, UCF, and major retailers, this well-appointed 2-bedroom, 2.5-bath townhome-style condo offers both comfort and convenience. The main floor features a spacious living and dining area with a breakfast nook, a guest half bath, and updated appliances. Upstairs, you’ll find two generously sized master suites, each with its own private bathroom.

    Qing Lin SPRINGHILL PROPERTIES LLC

    3370 Cedar Springs Place Unit 156, Winter Park, FL 32792
  • /23

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    7707 Country Place Unit 4, Winter Park, FL 32792

    Beautifully updated 2BD/2BA single-story condo in peaceful Goldenrod Villas, Winter Park. Enjoy an insulated, screen-enclosed lanai with its own AC unit, plus a brand-new backyard deck and private patio. Both bedrooms offer ensuite baths with updated vanities and large walk-in closets. NEW luxury vinyl plank flooring throughout. Extended kitchen with added cabinets and bar seating. Laundry room

    Stephanie Sanchez WEICHERT REALTORS HALLMARK PRO

    7707 Country Place Unit 4, Winter Park, FL 32792
  • /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
  • /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
  • /48

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    2480 Tahoe Cir, Winter Park, FL 32792

    Seminole County and Winter Park! Centrally located on the border of Orange County, this well-established community of Cedarwood Village is conveniently located to beautiful Park Ave and all of the greater Orlando suburbs, locations and attractions. This well maintained single story cinderblock stucco has amble skylight natural light, open kitchen to family room, soaring vaulted ceilings and

    Michael Wood UNITED REAL ESTATE PREFERRED

    2480 Tahoe Cir, Winter Park, FL 32792
  • /27

    $220,000

    • 2 Beds
    • 2 Baths
    • 953 Sq Ft

    225 Lewfield Cir, Winter Park, FL 32792

    **This property qualifies for a closing cost credit up to $3,300 through the Seller’s preferred lender.**Welcome to this updated 2-bedroom, 2-bath first-floor condo in the heart of Winter Park. Tucked away at the back right corner of the building, this bright unit features an open living room with sliding glass doors leading to the community green space that is a tropical oasis. The adjacent

    Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    225 Lewfield Cir, Winter Park, FL 32792
  • /26

    $219,000

    • 2 Beds
    • 1.5 Baths
    • 1,393 Sq Ft

    7466 Canford Ct Unit 25, Winter Park, FL 32792

    MOTIVATED SELLER. Welcome to this cozy and well-maintained condo with a townhome feel nestled in the desirable community of Winter Park. Offering 1,393 square feet of comfortable living space, this 2-bedroom, 1.5-bathroom home features an open-concept layout that creates a warm and inviting atmosphere. The spacious living and dining areas flow seamlessly together, enhanced by Vinyl wood flooring

    Joseph Sipp KELLER WILLIAMS WINTER PARK

    7466 Canford Ct Unit 25, Winter Park, FL 32792
  • /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
  • /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
  • /28

    $642,900

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

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

    Rare Corner Top-Floor Condo with Expansive Views in Winter Park’s Premier Location!Discover this beautifully maintained 2-bedroom, 2-bath top-floor corner unit in the highly sought-after Villages of Winterset Condominiums. Bathed in natural light and offering stunning broad views, this inviting home combines comfort, privacy, and unbeatable convenience.Enjoy the ease of top-floor

    Daniel Vanzelli D.V REALTY CONSULTANTS

    265 E Canton Ave Unit GE, Winter Park, FL 32789
  • /38

    $564,900

    • 2 Beds
    • 1 Bath
    • 901 Sq Ft

    100 S Interlachen Ave Unit 410, Winter Park, FL 32789

    The Cloisters, one of Winter Park's established and sought-after communities features an ornate architectural design complemented by lush landscaping and an inviting entryway. This fourth-floor two-bedroom, one-bathroom condominium offers approximately 901 square feet with a spacious and modern living experience. Upon entering this residence, you are greeted with a bright and open living area

    Dee Lund COLDWELL BANKER REALTY

    100 S Interlachen Ave Unit 410, Winter Park, FL 32789
  • /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
  • /26

    $649,000

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

    225 E Canton Ave Unit 225, Winter Park, FL 32789

    This beautifully updated 2-bedroom, 2-bathroom corner unit is located in the highly desirable Winterset Condominiums on East Canton Avenue, just one block from Park Avenue in the heart of Winter Park. The unit features hardwood floors, crown molding, plantation shutters, and an open floorplan filled with natural light. The kitchen is fully upgraded with GE stainless steel appliances, a wine

    Richard Palmano PALMANO GROUP RE BROKERAGE LLC

    225 E Canton Ave Unit 225, Winter Park, FL 32789
  • /38

    $649,000

    • 2 Beds
    • 2.5 Baths
    • 1,718 Sq Ft

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

    One or more photo(s) has been virtually staged. Tucked away on the tranquil shores of Lake Killarney, this impeccably remodeled two-story residence offers a rare opportunity to enjoy waterfront living with unmatched convenience. Just steps from Hillstone, Trader Joe’s, and Winter Park Village, this 2-bedroom, 2.5-bathroom home is the perfect blend of modern sophistication and timeless

    Brandon Geers COMPASS FLORIDA LLC

    640 Killarney Bay Ct Unit 4, Winter Park, FL 32789
  • /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
  • /45

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    690 Osceola Ave Unit 502, Winter Park, FL 32789

    Beautifully Renovated Lakefront Condo with Partial Lake Virginia & Downtown Views. Located just minutes from Park Avenue and Rollins College, this fully renovated condo offers stylish, maintenance-free living with partial views of Lake Virginia and the downtown skyline. The open-concept layout features a brand-new kitchen with quartz countertops, stainless steel Samsung appliances, recessed

    Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

    690 Osceola Ave Unit 502, Winter Park, FL 32789
  • /26

    $699,000

    • 2 Beds
    • 2 Baths
    • 949 Sq Ft

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

    FIRST TIME ON THE MARKET! SUPER RARE, GROUND FLOOR, DOWNTOWN WINTER PARK CONDO AT LACHEN HOUSE NOW AVAILABLE! This gorgeous 2 bedroom, 2 bath condo has been completely remodeled and features new laminate flooring, bright recessed lighting, and a stunning gourmet kitchen. Each bedroom is oversized with ample closet space. A charming courtyard off the back bedrooms provides a relaxing outdoor space

    Kelly Price KELLY PRICE & COMPANY LLC

    101 S Interlachen Ave Unit 104, Winter Park, FL 32789
  • /22

    $209,900

    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    2923 Antique Oaks Cir Unit 39, Winter Park, FL 32792

    Condo in Winter Park, FL Welcome to 2923 Antique Oaks Cir, Unit 39 — a beautifully updated 1,105 sq. ft. first-floor condo offering 2 bedrooms, 2 bathrooms, and modern upgrades throughout. Located in the highly sought-after Winter Park School District, this property combines comfort, style, and convenience. Property Highlights: Size & Layout: Spacious 1,105 square feet with a thoughtfully

    Michell Carrasquero GLOBALWIDE REALTY LLC

    2923 Antique Oaks Cir Unit 39, Winter Park, FL 32792
  • /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
  • /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
  • /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
  • /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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