Winter Park, FL Condos for Sale under $300,000

Location, Location, Location! This highly sought-after two-bedroom, two-bath condo in Winter Park won’t last long! Ideally situated close to the University of Central Florida, it's a perfect investment opportunity for parents offering lower monthly payments compared to the high costs of on-campus housing.Upgrades made in 2020 include a new roof, air conditioning system, and enhanced attic

Travis Sorci DALTON WADE INC

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

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

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

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

Welcome to Lazy Oaks, a beautifully maintained condominium community tucked away in the desirable Winter Park area. With its tree-lined streets, mature landscaping, and peaceful atmosphere, Lazy Oaks offers the comfort of maintenance-free living in a truly inviting setting.This charming single-story 2-bedroom, 2-bath condo features an open and airy freshly painted layout with high ceilings, a

Lori Reisman COLDWELL BANKER VANGUARD EDGE

Versatile Winter Park Condo — Ideal for First-Time Buyers, Investors, or Student Housing!This spacious 3-bedroom, 2.5-bath corner-unit condo in Winter Park offers a prime opportunity for a variety of buyers — whether you're a first-time homeowner, investor, or a parent seeking housing for your UCF, Full Sail, Valencia, or Seminole State student.Tucked away in a quiet community

Jeanne McKnight LPT REALTY, LLC

Don’t miss your opportunity to own this lovingly cared for home in beautiful Winter Park! This UPDATED 2-bedroom, 2-bath condo is just minutes from the vibrant downtown area with its boutique shopping, renowned restaurants, museums, colleges, boat tours, and more. Located on the first floor with NO STAIRS, this home offers numerous UPGRADES, including: energy-efficient double-pane windows and

Jim Chuba CHARLES RUTENBERG REALTY ORLANDO

Welcome to life on Lake Killarney, one of Winter Park’s most sought-after lakefront communities! This charming 2-bedroom, 1-bathroom condo offers an unbeatable location and resort-style amenities—perfect for those seeking the true Florida lifestyle.Enjoy direct access to Lake Killarney, where residents can take advantage of boat slips available at a low cost on a first-come, first-serve basis, as

Nicole Van Treese SUNDIAL REAL ESTATE LLC

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

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

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

One or more photo(s) has been virtually staged. **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 hardwood floors throughout and an open living room with sliding glass doors

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

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

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

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

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, hurricane proof sliding door, smart canned lighting in the living room, dining room, kitchen, and hallway, along with a smart fan with a light kit in

Irina Paul FUTURE HOME REALTY INC

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

One or more photo(s) has been virtually staged. Welcome to your dream home in beautiful Winter Park, Florida! This charming 3-bedroom, 2-bath corner unit is just half a mile from Casselberry Commons, offering shopping, dining, and everyday convenience right at your doorstep.Enjoy peace of mind with a new roof (2023), new thermostat and fan (2024), and updated AC ducts and insulation

Yvette Hernandez THE REALTY EXPERIENCE POWERED BY LRR

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

This property located in a peaceful community 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 property can

Hoover Yap PRIMESTATE REALTY, INC.