Homes for Sale in Winter Park, FL with 2-Bedrooms

• 

  

  

  /21

  $189,000

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

  2918 Antique Oaks Cir Unit 25, Winter Park, FL 32792

  2 Bedroom 2 bath condo 1 block south of University Blvd great location for UCF or Full Sail University this quiet neighborhood has tree lined streets and a community pool. Great investment opportunity for parents looking to house their and rent out after they graduate.

  Kenneth Warren PREMIER MANAGEMENT GROUP INC

  2918 Antique Oaks Cir Unit 25, Winter Park, FL 32792
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• 

  

  

  /17

  $133,000

  • 2 Beds
  • 2 Baths
  • 1,036 Sq Ft

  7429 Daniel Webster Dr Unit 14 (C), Winter Park, FL 32792

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the heart of Winter Park! Perfectly positioned for both convenience and lifestyle, this home offers quick access to the 408 Expressway and is just minutes from Downtown Orlando, making daily commutes effortless. Step inside to discover a bright and inviting interior featuring upgraded light fixtures, and an abundance of natural

  Uzi Husain KELLER WILLIAMS REALTY AT THE PARKS

  7429 Daniel Webster Dr Unit 14 (C), Winter Park, FL 32792
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  /26

  $325,000

  $45K PRICE DROP

  • 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
• 

  

  

  /18

  $185,000

  $5K PRICE DROP

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

  7327 Forest Hill Ct Unit 223, Winter Park, FL 32792

  Looking for the perfect starter home or great little rental. This townhhouse-style condo with 2 master suites. With granite countertop on kitchen. Open floor plan, inside laundry closet off the dinette. Tile flooring downstairs and carpet up, additional exterior storage room and fenced in patio. garbage. Hidden Oaks community features community pool & fenced playground area. Zoned for Winter Park

  Leda Vaz M L VAZ REALTY INC

  7327 Forest Hill Ct Unit 223, Winter Park, FL 32792
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  /27

  $1,195,000

  $255K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 2,096 Sq Ft

  1500 Harris Cir, Winter Park, FL 32789

  Tucked along one of Winter Park’s charming brick streets and positioned directly across from Lake Sylvan, this recently renovated residence unfolds like a quiet design story, one where character, craftsmanship and modern ease are aligned. From the moment you arrive, the home’s inviting curb appeal and reimagined cottage gardens set the tone, offering a sense of arrival that feels timeless and

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1500 Harris Cir, Winter Park, FL 32789
• 

  

  /12

  $499,000

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft

  230 Strathy Ln, Winter Park, FL 32792

  Completely Remodeled Winter Park Home – Prime LocationBeautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing.Ideally situated directly across from Advent Health Winter Park Hospital, this property

  David Auerbach PARK TOWN REAL ESTATE LLC

  230 Strathy Ln, Winter Park, FL 32792
• 

  

  /28

  $2,075,000

  • 2 Beds
  • 2 Baths
  • 2,304 Sq Ft

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789

  Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square feet in the heart of downtown Winter Park. Located on the second floor of Building 1, this light-filled residence was extensively remodeled in 2023 with an open floor plan and raised ceiling heights that give the home an airy, comfortable feel throughout. The spacious living room

  Megan Cross FANNIE HILLMAN & ASSOCIATES

  311 E Morse Blvd Unit 1-3, Winter Park, FL 32789
• 

  

  /18

  $269,000

  $10K PRICE DROP

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

  2317 Sun Valley Cir, Winter Park, FL 32792

  Discover comfort and convenience in this charming, spacious 2-bedroom, 2-bath residence nestled in the heart of Winter Park! Step inside to an inviting living room with a vaulted ceiling. The fully equipped open-floor kitchen, featuring ample roomy cabinets, is perfect for everyday living and entertaining. The thoughtfully designed split floor plan enhances functionality and privacy. Elegant,

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  2317 Sun Valley Cir, Winter Park, FL 32792
• 

  

  /43

  $290,000

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft

  700 Melrose Ave Unit H4, Winter Park, FL 32789

  Welcome to this charming ground-floor condo, nestled in the highly sought-after 55+ community of Winter Park Gardens. This TWO-bedroom, TWO-bathroom condo offers a perfect blend of comfort, and stunning picturesque views. The open layout seamlessly connects the kitchen to the living area, and into to the sunroom/Florida room. This space is perfect for enjoying the tranquil views, offering a

  Rob Rallo TAL BUSIDAN PA

  700 Melrose Ave Unit H4, Winter Park, FL 32789
• 

  /2

  $120,000

  $10K PRICE DROP

  • 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
• 

  

  /26

  $169,900

  $15K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 990 Sq Ft

  7336 Forest Hill Ct Unit 240, Winter Park, FL 32792

  Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained END unit is move in ready: two-story 2 Bedrooms 1.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  7336 Forest Hill Ct Unit 240, Winter Park, FL 32792
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  /7

  $182,400

  $45K PRICE DROP

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

  2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792

  Updated First-Floor Corner Condo in Winter Park – 2 Bed | 2 Bath | 1,105 Sq. Ft. 2923 Antique Oaks Circle, Unit 37, an updated first-floor northwest corner condo. -Brand-New Kitchen Appliances: Convection oven, refrigerator, dishwasher, and microwave-Interior Laundry Room with new LG stackable washer & dryer-New Air Conditioning System-Updated Kitchen Cabinets-Updated Plumbing &

  Cliff Glansen FLATFEE.COM

  2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792
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  /27

  $99,000

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft

  278 Scottsdale Square Unit 278, Winter Park, FL 32792

  Welcome to 278 Scottsdale Square in Winter Park, a well-maintained 2-bedroom, 2-bathroom condominium offering over 1,000 square feet of comfortable living space in a highly convenient location. This second-story unit features wood-like laminate flooring throughout, creating a clean and cohesive look that is both stylish and easy to maintain. The home has been carefully cared for and kept in

  Chris Creegan CREEGAN GROUP

  278 Scottsdale Square Unit 278, Winter Park, FL 32792
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  /32

  $259,000

  Open Sun 2PM - 5PM $10K PRICE DROP

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

  2383 Sun Valley Cir, Winter Park, FL 32792

  Nestled in a peaceful setting within the serene Cedarwood Village community, this charming one-story Winter Park condo offers a quiet retreat away from traffic noise, with a rear wooden fence for no visible neighbors for added privacy. The spacious 27-foot tiled and enclosed lanai creates the perfect place to relax and enjoy the tranquil surroundings. Cedarwood Village also offers low-maintenance

  Jeff Stewart WEICHERT REALTORS HALLMARK PROPERTIES

  2383 Sun Valley Cir, Winter Park, FL 32792
• 

  

  /25

  $150,000

  $50K PRICE INCREASE

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

  126 Scottsdale Square Unit B126, Winter Park, FL 32792

  Excellent opportunity to own this second-floor, 2-bedroom, 1/1-bath condo in a Conveniently location close to healthy centers, excellent schools, restaurants and shopping with easy access to Costco, Walmart, and various dining options. Only 4 miles from Winter Park SunRail Train Station and 20 minutes from Orlando International Airport.This unit offers a cozy living/dining area with sliding

  Maria Batista LPT REALTY, LLC

  126 Scottsdale Square Unit B126, Winter Park, FL 32792
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  /21

  $140,000

  • 2 Beds
  • 2.5 Baths
  • 1,090 Sq Ft

  3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792

  Townhouse opportunity—ideal for either personal residence or investment—featuring 2 bedrooms and 2.5 bathrooms. Conveniently located near supermarkets, shops, universities, and public transportation. At closing, all outstanding HOA special assessments will be paid off. The Townhome is rent $1,600. The unit is located in Winter Park Area HOME GUARANTY OF AMERICA HWA 13 MONTH INCLUDED.

  Daiana Garcia Medrano NAIM REAL ESTATE LLC

  3021 Aaron Burr Ave Unit 3, Winter Park, FL 32792
• 

  

  /34

  $165,000

  • 2 Beds
  • 2.5 Baths
  • 1,108 Sq Ft

  7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792

  Welcome home to this stunningly updated two-story condo that perfectly combines modern elegance with everyday comfort. Featuring 2 spacious bedrooms and 2.5 baths, this home has been thoughtfully updated with high-end designer finishes throughout. The first floor showcases stunning new tile flooring in a striking neutral pattern, creating a modern and inviting living space, while the second floor

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  7300 Daniel Webster Dr Unit 7, Winter Park, FL 32792
• 

  

  /37

  $395,000

  Open Sun 12PM - 3PM $15K PRICE DROP

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

  340 Killarney Bay Ct Unit 4-4, Winter Park, FL 32789

  Welcome to 340 Killarney Bay, a beautifully maintained residence located within one of Winter Park’s most charming and sought-after communities. With access to Lake Killarney, residents enjoy a waterfront community pool, dock, and a peaceful setting that perfectly complements the relaxed Winter Park lifestyle. This home offers a spacious and inviting layout with both bedrooms located upstairs for

  Blaike Gill KELLER WILLIAMS WINTER PARK

  340 Killarney Bay Ct Unit 4-4, Winter Park, FL 32789
• 

  

  /55

  $184,900

  $14K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 927 Sq Ft

  256 Lewfield Cir Unit 256, Winter Park, FL 32792

  This charming and well-maintained 2 bedroom, second-floor condo in Winter Park is ready for you to call your own! The home features comfortable carpeted living areas throughout. The centrally located galley kitchen offers plenty of cabinet and counter space and connects directly to the dining room. The spacious living room gets plenty of natural light through large sliding glass doors, opening to

  Renee Kumar LLC LA ROSA REALTY LLC

  256 Lewfield Cir Unit 256, Winter Park, FL 32792
• 

  

  /14

  $160,000

  $1K PRICE INCREASE

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  3651 N Goldenrod Rd Unit 102, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Welcome to this inviting 2-bedroom, 2-bathroom condo located in the desirable Lancelot at Winter Park community, offering the perfect blend of comfort and convenience for investors, first-time buyers, or anyone seeking low-maintenance living. This well-appointed unit features an open and airy layout with abundant natural light, seamlessly connecting

  Christina Munkberg COLDWELL BANKER REALTY

  3651 N Goldenrod Rd Unit 102, Winter Park, FL 32792
• 

  

  /37

  $252,000

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft

  616 Villa Cir Unit 536, Maitland, FL 32751

  Welcome home to this beautifully updated 2-bedroom, 2-bath condo offering 1,256 square feet of comfortable living in a quiet and well-maintained Central Florida community. With major upgrades already completed, this move-in-ready home combines modern style, energy efficiency, and low-maintenance living. Step inside, from your dedicated parking spot directly in front of the unit, to discover a

  Jessica Loomis NESTA REAL ESTATE CONSULTANTS

  616 Villa Cir Unit 536, Maitland, FL 32751
• 

  

  /25

  $427,400

  $23K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 988 Sq Ft

  220 Alpine Dr, Maitland, FL 32751

  Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida.The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners,

  Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

  220 Alpine Dr, Maitland, FL 32751
• 

  

  /13

  $527,300

  $23K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,328 Sq Ft

  210 Alpine Dr, Maitland, FL 32751

  Don't miss this Great opportunity in the Maitland-Winter Park area! There's Potential for Renovation, Expansion or Development with this property. Imagine the Improvements that can be made for the Future. This is a One Owner Home held be the same family since the 1960s. New roof in 2022. The adjacent property at 220 Alpine is also available for purchase.

  Beth Hathaway PREMIUM PROPERTIES R.E SERVICE

  210 Alpine Dr, Maitland, FL 32751

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