2-Bedroom Homes for Sale in Winter Park, FL

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  /20

  $334,985

  • 2 Beds
  • 2 Baths
  • 1,320 Sq Ft

  631 Warrenton Rd, Winter Park, FL 32792

  *Buyer's financing fell through* Welcome to this beautifully renovated 2-bedroom, 2-bath home located in Winter Park! This move-in ready property features modern finishes throughout, a private courtyard, and a spacious backyard—perfect for relaxing or entertaining.The HVAC was replaced in 2018, offering peace of mind and energy efficiency. Conveniently situated just minutes from

  Luis Fajardo CONDOR REALTY GROUP

  631 Warrenton Rd, Winter Park, FL 32792
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  /23

  $315,000

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

  184 Sandlewood Trail Unit 2, Winter Park, FL 32789

  FHA, VA, and DPA approved. 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 Winter Park living.Step

  TOM NOELKE EXP REALTY LLC

  184 Sandlewood Trail Unit 2, Winter Park, FL 32789
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  /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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  /26

  $197,990

  • 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
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  /3

  $250,000

  • 2 Beds
  • 1 Bath
  • 818 Sq Ft

  1996 Indiana Ave, Winter Park, FL 32789

  Investors/builders, here is your next project. This oversized lot (6,957 sf) on a dead-end street is perfect for our next investment opportunity. With a Winter Park address, this lot contains a spectacular location. In the bustling area of College Park/Winter Park, this lot sits near the main campus of Advent Health, the museums of Orlando, shopping on Park Avenue, and fine dining at the new

  Herb Baird, Jr MARKET CONNECT REALTY LLC

  1996 Indiana Ave, Winter Park, FL 32789
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  /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
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  /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
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  /22

  $120,000

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

  316 Scottsdale Square Unit 316, Winter Park, FL 32792

  Welcome to 316 Scottsdale Square, a delightful 2-bedroom, 1 and half bathroom condo located in desirable Winter Park. This home features a spacious open floor plan with natural light, ideal for comfortable living. The kitchen includes modern appliances and overlooks the cozy living area, perfect for entertaining. The utility room is equipped with a washer and dryer, plus extra storage space for

  Tyann Huynh JADE KEY REALTY LLC

  316 Scottsdale Square Unit 316, Winter Park, FL 32792
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  /24

  $459,000

  • 2 Beds
  • 1 Bath
  • 954 Sq Ft

  3601 Midiron Dr, Winter Park, FL 32789

  BUILD YOUR DREAM HOME IN WINTER PARK!Nestled directly across from the historic Dubsdread Golf Course, this property offers a unique chance to invest in one of Orlando’s most sought-after neighborhoods. Situated on a generous 150' x 60' lot along Midiron Drive—a street experiencing a transformation with homes reaching over a million-dollar mark—making this property perfect for

  Juliana Usquiano EMPIRE NETWORK REALTY

  3601 Midiron Dr, Winter Park, FL 32789
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  /38

  $625,000

  • 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
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  /49

  $210,000

  • 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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  /30

  $239,900

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

  3254 Oak Lake Place Unit 137, Winter Park, FL 32792

  THIS GORGEOUS 2 BED/2.5BATHS MID-CENTURY MODERN ARCHITECTURALLY DESIGNED SINGLE FAMILY HOME IS NEWLY REMODELED AND NESTLED IN WINTER PARK COMMUNITY OF HIDDEN OAKS. THIS ELEGANT HOME FEATURES 1,031 SQ. FT. OF LIVING SPACE, A MODERN SWEDISH KITCHEN FEATURING CRYSTAL COUNTER TOPS WITH FUNCTIONAL DRAWERS, PORCELEN TILE FLOORS. STAINLESS STEELE APPLIANCES INCLUDE RANGE, RANGE HOOD, REFRIGERATOR AND

  Darryl Henderson, Jr GLOBAL ENTERPRISE REALTY GROUP

  3254 Oak Lake Place Unit 137, Winter Park, FL 32792
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  /45

  $495,000

  • 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
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  /41

  $339,000

  • 2 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  3204 Netherwood Dr, Winter Park, FL 32792

  Discover this beautifully renovated 2-bedroom, .5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like

  Renee Anthony WATSON REALTY CORP.

  3204 Netherwood Dr, Winter Park, FL 32792
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  /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
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  /18

  $176,000

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft

  3060 George Mason Ave Unit 12, Winter Park, FL 32792

  READY TO MOVE !!!! Updated 2-bedroom, 2-bath condo featuring modern finishes throughout! This condo features TITLE floors, sleek granite countertops, and stainless steel appliances in the kitchen, A rare find with an in-unit washer and dryer for added convenience; This home also has plenty of natural light! The primary suite features an en-suite bath, providing comfort and convenience. A

  Adriana Sanchez AGENT TRUST REALTY CORPORATION

  3060 George Mason Ave Unit 12, Winter Park, FL 32792
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  /21

  $135,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  3011 George Mason Ave Unit 3, Winter Park, FL 32792

  Spacious and inviting, this 2-bedroom, 2-bathroom condo in Winter Park is a fantastic investment or personal home. The open living space seamlessly connects the living and dining area, creating a bright and airy atmosphere perfect for entertaining or relaxing. This home also has plenty of natural light! The primary suite features an en-suite bath, providing comfort and convenience. A second

  Kayla Cardenas WHEATLEY REALTY GROUP

  3011 George Mason Ave Unit 3, Winter Park, FL 32792
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  /22

  $204,900

  • 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
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  /12

  $165,000

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

  1000 S Semoran Blvd Unit 814, Winter Park, FL 32792

  Huge Price Reduction!!! on this Fully remodeled unit. Reduced to sell. This fully updated Condo is minutes from Baldwin Park, Full Sail, UCF, and all of Winter Park has to offer. Don't miss the opportunity to own an amazing home or investment opportunity. Low HOAs are hard to find, especially in Winter Park Zip codes. Don't forget that this home has a fully updated kitchen, bathrooms, and new

  Benjamin Berry EXP REALTY LLC

  1000 S Semoran Blvd Unit 814, Winter Park, FL 32792
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  /7

  $196,400

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

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

  Condo in Winter Park, FL. 2923 Antique Oaks Cir, Unit 37. Updated 1,105 sq. ft. first-floor, North West corner condo. 2 bedrooms, 2 bathrooms.Located in the Winter Park School District: Updated Interiors: Recently remodeled with modern finishes, including brand-new appliances (convection oven, refrigerator, dishwasher), and a new LG stackable washer/dryer in the interior laundry room. Outdoor

  Cliff Glansen FLATFEE.COM

  2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792
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  /21

  $139,900

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  3053 George Mason Ave Unit 8, Winter Park, FL 32792

  Updated 2-bedroom, 2-bath condo featuring modern finishes throughout! This condo features laminate floors, sleek granite countertops, and stainless steel appliances in the kitchen. A rare find with an in-unit washer and dryer for added convenience. Step out onto the brand new deck, upgraded with durable composite decking—perfect for relaxing or entertaining. Ideally located just minutes from Full

  Daniel Graves GRAVES REALTY

  3053 George Mason Ave Unit 8, Winter Park, FL 32792
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  /11

  $198,000

  • 2 Beds
  • 2 Baths
  • 1,062 Sq Ft

  3060 George Mason Ave Unit 12, Winter Park, FL 32792

  Welcome to your new home in Winter Park!Completely remodeled unit with luxury finishes, ceramic floors, modern bathrooms, brand new kitchen with steel appliances and a nice quartz counter. Community amenities include pool, tennis and playground. Great Schools - zoned for Winter Park HS. Just minutes to Full Sail, UCF & Valencia. Don’t miss out on this gem!

  Adriana Sanchez AGENT TRUST REALTY CORPORATION

  3060 George Mason Ave Unit 12, Winter Park, FL 32792
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  /36

  $559,000

  • 2 Beds
  • 2.5 Baths
  • 1,897 Sq Ft

  2979 Upper Park Rd, Orlando, FL 32814

  Stately Townhome in Baldwin Park! Welcome to this exquisite townhome, ideally situated adjacent to the charming Windsong community and the well-established City of Winter Park. This spacious residence offers a refined living experience with a perfect blend of comfort and elegance.Upon entry, you are greeted by a formal living and dining room, providing an open and inviting space for

  Timothy Bratcher COLDWELL BANKER RESIDENTIAL RE

  2979 Upper Park Rd, Orlando, FL 32814

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