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$172,500
2 Beds 2 Baths Four Seasons Condo SubDv. 32792 Zip Code
A Wonderful Opportunity Awaits!! Discover the ease of low-maintenance living in this well-maintained GROUND-FLOOR unit in the always-popular Four Seasons community. Currently leased for $1,800/month to an excellent tenant who would love to stay (month-to-month with 60-day notice), this condo offers built-in stability for investors or a smooth transition for future owner-occupants. Inside, enjoy luxury vinyl flooring throughout, an in-unit washer & dryer, an updated electrical panel, A/C replaced in 2016, and an updated primary bath. The primary bedroom features a spacious walk-in closet, adding great storage and functionality. Four Seasons residents enjoy a host of amenities, including an onsite manager, two pools, tennis court, shuffleboard, clubhouse, and an exercise room. The location is unbeatable—zoned for top-rated schools and walking distance to Brookshire Elementary, Ward Park & Playground, and the Center for Health & Wellbeing, with shopping and dining just minutes away. This is a fantastic opportunity to experience Winter Park living at an affordable price. Whether you’re a first-time buyer, downsizing, or seeking a low-maintenance second home, this property checks all the boxes. Call today for your private showing—this one won’t last!

200 Saint Andrews Boulevard Unit 1905, Winter Park

$222,500
3 Beds 2 Baths Goldenrod Villas Condo SubDv. 32792 Zip Code
Motivated Seller....Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting Yet Cozy Atmosphere. Beautiful Laminate Flooring Flows Throughout, and the Split Floor Plan Offers Ideal Privacy. Down One Hallway, You Will Find Two Well-Sized Bedrooms and a Shared Full Bathroom with a Shower/Tub Combo. Off The Family Room, The Master Suite Is Generously Sized and Includes Two Separate Sinks. A Large Walk-In Closet Provides Excellent Storage, and the Sliding Glass Door Leads to Your Own Private Fenced-In Yard, Perfect for Plants, Gardening, or Extra Seating When Entertaining. Just A Short Walk from Your Reserved Parking Spaces, You'll Find the Clean and Refreshing Community Pool, Making Relaxation Effortless. Don’t Miss This Opportunity—Call Today to Schedule Your Showing! Lease Must Be Honored Until 11/30/26 with a Rental Rate of $1,850.00 Monthly

7771 Country Place Unit 7, Winter Park

$192,000
2 Beds 2 Baths Winter Park Villas Condo SubDv. 32792 Zip Code
If you’re searching for a place that feels like home the moment you walk in—not just another condo—this one might be exactly what you’ve been looking for. Nearby to Full Sail University, UCF, restaurants, shopping, entertainment, and major road access, this property is in a prime location. Step through the covered front porch and into a bright, welcoming space with soaring vaulted ceilings, new windows installed in 2021 providing plenty of natural light, and an open layout perfect for everyday living or hosting friends. The living and dining area flow effortlessly together, centered around a cozy fireplace and stylish custom wood-and-steel staircase that instantly catches your eye. There’s even a dry bar with wine storage, because this home was designed with comfort and lifestyle in mind. The kitchen has everything you need in arm’s reach—stainless steel appliances, brushed nickel hardware, breakfast bar seating, a built-in pantry, and an easy-clean vinyl backsplash. It’s simple, practical, and ready for weeknight dinners and weekend brunch. The first-floor bedroom features beautiful wood-plank tile flooring, double closets, and a nearby updated bathroom. The laundry is thoughtfully tucked away, with extra shelving (because we all need more storage). There’s even additional storage under the stairs and in the living room to help keep things organized. Upstairs, the second bedroom feels like a private retreat with bamboo floors, plantation shutters, and its own updated bath featuring a rain shower behind seamless glass. Open the French door and step out to your fenced patio—a quiet space for morning coffee, grilling with friends, or relaxing after a long day. --Updates Include:-- 2020: New tile roofs, rain gutters & exterior paint (community-wide), 2015: HVAC, 2019: Water heater, Wood-plank tile flooring (1st floor), Bamboo flooring (2nd floor), Double-pane windows, Full-size washer & dryer, Custom staircase railing, Remodeled 2nd-floor bath with rain shower. --Community Perks You’ll Love-- Pool & clubhouse, Pondside gazebo, Tennis & basketball courts, Car wash station, Pet-friendly green spaces. If you’re looking for a move-in-ready condo that genuinely feels like a home, with thoughtful updates and plenty of personality, this is one you won’t want to miss. See why the owners fell in love with it—you might do the same.

623 Saint Johns Court Unit 623, Winter Park

$160,000
2 Beds 2 Baths Lancelot/Winter Park SubDv. 32792 Zip Code
PRICE IMPROVEMENT!! Welcome to this beautifully maintained 2-bedroom, 2-bathroom first-floor condo, offering comfort, convenience, and peace of mind with major updates completed in 2023. This move-in-ready home features a brand-new TRANE A/C unit (2023), a new roof (2023), and new exterior paint (2023)—ensuring long-term efficiency and a fresh, modern look from the moment you arrive. Step inside to bright, inviting living spaces filled with abundant natural light. The main living areas feature durable tile flooring, while both bedrooms offer soft carpeting for a cozy retreat. The modern bathrooms add a stylish touch with updated finishes, clean lines, and a spa-like feel. The open layout makes entertaining easy, with seamless flow from the living room to the dining area and kitchen. Large windows throughout the home provide a warm, airy atmosphere that feels welcoming at any time of day. Enjoy the perks of a low HOA, which conveniently includes water and trash services, adding extra value and simplicity to your monthly expenses. The community offers a beautiful pool, perfect for relaxing on sunny Florida days. Located on the first floor, this unit offers easy access with no stairs—ideal for all ages and lifestyles. Whether you're looking for a primary residence, a seasonal home, or an investment opportunity, this condo checks every box. With major updates already done and a bright, modern interior, all that’s left is to move in and make it yours!

3651 N Goldenrod Road Unit E102, Winter Park

$180,000
2 Beds 2 Baths Parkview Village SubDv. 32792 Zip Code
Welcome to Parkview Village — one of Winter Park’s most convenient and sought-after condo communities! This move-in ready 2-bedroom, 2-bathroom first-floor end unit offers a perfect blend of comfort and location. Step inside to find a bright, open-concept living and dining area with tile flooring throughout the main spaces and new luxury vinyl plank in both bedrooms for easy maintenance. The kitchen features granite countertops, solid wood cabinetry, and a full appliance package including refrigerator, dishwasher, and microwave. The spacious primary suite includes a walk-in closet and a private bath with tiled shower, while the secondary bedroom offers flexibility for guests or a home office. Enjoy your morning coffee or unwind in the evening on your screened-in porch overlooking the community’s peaceful green space. Residents enjoy resort-style amenities including a sparkling pool, clubhouse, fitness center, and lush landscaped grounds with walking paths. HOA dues include water, trash, and exterior maintenance, allowing for truly low-maintenance living. Centrally located near Full Sail University, Valencia College, Rollins College, Park Avenue, Baldwin Park, and UCF, this property offers easy access to shopping, dining, and top-rated Winter Park schools. Whether you’re a first-time buyer, downsizer, or investor, this condo checks all the boxes for value and location.

2941 Antique Oaks Circle Unit 79, Winter Park

$268,000
2 Beds 2 Baths Gallery At Winter Park Sec 01 SubDv. 32792 Zip Code
PRICE REDUCED!!!!!!!!!IMMACULATE !!!!! Close to everything from this quiet 2nd floor 2/2 condo at THE GALLERY in Winter Park! Safe 3-minute walk to Publix, restaurants, movies and Crealde Art Center via gated back entrance to complex, Starbucks just outside the other way. Stainless steel and granite, dishwasher, built-in microwave. High ceilings in LR/DR and master. Walk-in closet in master. Screened balcony overlooks community pool and a beautiful pink crape myrtle, blooming soon. A/C replaced in 2019. Hall laundry closet includes W/D. Neutral colors are ready for you to make it your own. Short drive from Rollins, Park Avenue, Trader Joe's, Winter Park Hospital, YMCA and more.

609 Gallery Drive Unit B204, Winter Park

$205,000
2 Beds 2 Baths Four Seasons Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to 200 Saint Andrews Blvd, Unit 1707 — a beautifully maintained two-story condo, with over 1200 square feet, nestled in the highly desirable Four Seasons community of Winter Park. Step inside this inviting 2-bedroom, 1.5 bath residence and you’ll immediately appreciate its spacious layout. All major systems updated: Roof, 2021; A/C, 2018; Updated plumbing repipe to PVC, 2019. The main level offers a generous open living and dining area, perfect for relaxing or entertaining, with direct access to a private fenced patio and screened porch—ideal for enjoying morning coffee or quiet evenings outdoors. The kitchen is spacious, nicely appointed and well-lit. There's also a half bath on the main floor for convenience. Upstairs, both bedrooms provide peaceful retreats with ample natural light and closet space, while the full bathroom with tub and shower combo sits between them. The split-level design of this condo ensures privacy and comfort. Living in the Four Seasons Condos means enjoying a low-maintenance lifestyle with exceptional amenities, including three sparkling community pools, a fitness center, tennis courts, and a clubhouse. The beautifully landscaped grounds are perfect for leisurely walks, and the well-managed association provides a true sense of community and convenience. Located in the heart of Winter Park, you’ll be just minutes from everything—boutique shopping and fine dining on Park Avenue, Rollins College, Winter Park Village, and easy access to I-4 for quick commutes anywhere in Central Florida. Zoned for top-rated schools and close to local parks, lakes, and walking trails, this is the perfect place to enjoy the best of Winter Park living at an affordable price. Walking distance to Brookshire Elementary, Ward Park and Playground and the Center for Health and Wellbeing with its fitness center, 2 indoor pools and community programs. Whether you’re a first-time buyer, downsizing, or looking for a low-maintenance second home, this charming condo offers the ideal blend of comfort, location, and lifestyle.

200 Saint Andrews Boulevard Unit 1707, Winter Park

$109,500
1 Beds 1 Baths Winter Park Woods Condo SubDv. 32792 Zip Code
This 1 bedroom, 1 bath condo at 311 Scottsdale Sq, Winter Park, FL 32792 is leased to a reliable long-term tenant paying $1,450 / month. Located on the first floor in the established Winter Park Woods community, this unit features an open-concept layout as soon as you walk in. The HOA includes water, access to two community pools, a playground, and tennis courts. Winter Park Woods is also zoned for highly rated schools in Florida, which helps with both property value and long-term rental demand. The location is a major plus. This condo sits in the heart of Winter Park / Winter Park Pines / Goldenrod area, close to Full Sail University, UCF, AdventHealth, Orlando International Airport, and main highways for easy commuting. You’re just minutes from shopping, grocery stores, restaurants, gyms, parks, and Winter Park’s retail corridors. You also have quick access to downtown Winter Park, Orlando, and major job centers, which keeps rental demand very strong in this area.

311 Scottsdale Square Unit 311, Winter Park

$199,000
2 Beds 2 Baths Whisperwood Condo SubDv. 32792 Zip Code
One of the lowest-priced homes in Winter Park with nearly 1,400 square feet, a private carport, screened balcony, community pool, and easy access to UCF, Full Sail, Rollins, Valencia East, Orlando International Airport, and downtown Orlando! The monthly HOA covers many exterior maintenance items so you can enjoy low-maintenance living.This 2 bedroom, 1.5 bathroom condo features a townhome style layout with spacious living areas. Recent enhancements include the removal of dated laminate to reveal ceramic tile flooring throughout the main level, installation of stylish luxury vinyl plank on the upper level, new carpeting on the staircase and landing, and a full interior repaint. In addition, the sliding glass doors were professionally serviced, including roller replacement, track repairs, and installation of new locks to ensure smooth, secure operation. Deluxe vinyl fencing was installed throughout the community by the HOA replacing the older wooden fencing. The fencing was replaced with the vinyl after the listing photos were taken, please view the video to see the replacement vinyl fencing. Enjoy convenient features including an in-unit washer and dryer combo, storage under the stairs, and a large carport with an attached storage shed. The spacious primary bedroom opens to a large screened-in balcony. Whether you’re a first-time home buyer, student, investor, or looking to make your move into Winter Park, this home offers affordability, convenience, and plenty of potential!

7471 Canford Court Unit 19, Winter Park

$285,000
2 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
This is one of the largest floor plans in the community. Two bedrooms, two bathrooms, and a loft that you can use as a third bedroom, home office, or gym. Welcome to the established and well-maintained community of Cedarwood Village, located in highly desirable Winter Park! TREE-LINED STREETS lead you to this two-story, 2-bedroom, 2-bath BLOCK-CONSTRUCTED condominium offering 1,669 square feet of interior living space, this includes an enclosed lanai (under air), for extra living space. The open living and dining area features VAULTED CEILINGS, two skylights, creating a bright and inviting space. From here, enjoy serene views of the enclosed lanai and lush green space beyond. A WET BAR adds a perfect touch for entertaining. Upstairs the loft has a skylight, ceiling fan and is carpeted. The kitchen is thoughtfully designed with a space for a charming eat-in nook that overlooks your PRIVATE COURTYARD and is accessible through sliding glass doors—perfect for morning coffee or outdoor dining. For added convenience, the laundry closet with a WASHER AND DRYER is tucked right into the kitchen. The primary suite is a peaceful retreat, with a beautifully en-suite bathroom with a brand-new vanity with granite, featuring both a WALK-IN closet, and a shower enclosure and the lanai under air, is accessible through sliding glass doors. The spacious second bedroom also features a walk-in closet and attached access to the second bathroom, offering privacy while still serving guests comfortably. Additionally, this home is located across from green space, has two designated parking spaces, and a private mailbox. Re-roofed and new skylights were installed in 2020; entire complex was recently painted. Upgrades include newer AC and just painted in July 2026. A beautiful master bathroom cabinet and sink —providing comfort and style. With low HOA dues, residents enjoy access to a sparkling community pool, clubhouse, tennis and basketball courts, pickleball, a FENCED DOG RUN, and a pet walk with waste stations. Monthly fees also cover roof and exterior building maintenance, pest control, and landscaping. This ideal Winter Park location is just minutes to Park Avenue, UCF, Rollins College, Full Sail University, shopping, restaurants, entertainment, and medical facilities.

2336 Sun Valley Circle Unit BLDG 20, Winter Park

$130,000
1 Beds 1 Baths Four Seasons Condo SubDv. 32792 Zip Code
One or more photo(s) has been virtually staged. Welcome to this inviting first-floor 1 bedroom, 1 bathroom condo with a private patio overlooking the sparkling community pool. Step inside to find a bright and open living space with easy access to outdoor relaxation—perfect for morning coffee or evening unwinding. The unbeatable location puts you in the center of it all—just minutes from Rollins College, UCF, and Full Sail University, with convenient access to shopping, dining, and movie theaters. Whether you’re a first-time homebuyer, student, investor, or looking to downsize, this condo offers both comfort and value in one of Central Florida’s most desirable areas. Community amenities include a pool, well-maintained grounds, and plenty of parking. With its prime Winter Park location and low-maintenance lifestyle, this home is a fantastic opportunity you don’t want to miss!

200 Saint Andrews Boulevard Unit 101, Winter Park

$260,000
3 Beds 2 Baths Cedarwood Village 1 SubDv. 32792 Zip Code
Spacious End-Unit Condo in Prime Winter Park Location – Quiet Dead-End Street! Welcome to this well-maintained 3-bedroom, 2-bath end-unit condo offering 1,311 sq ft of comfortable living space in the heart of Winter Park. Situated on a quiet dead-end street, this desirable end unit provides extra privacy, added natural light, and a peaceful setting within a beautifully kept community. Step inside to an inviting open floor plan featuring a cozy family room with a wood-burning fireplace, perfect for relaxing evenings or entertaining guests. The space flows into a bright dining area and a well-maintained kitchen, while a private screened-in back porch extends your living area outdoors. The spacious primary suite includes an en-suite bath, and the two additional bedrooms offer flexibility for guests, family, or a home office. Enjoy a variety of community amenities including a sparkling pool, dog run, and two tennis courts, all within a quiet, friendly neighborhood setting. Located just minutes from Downtown Orlando, MCO Airport, Full Sail University, and Rollins College, this condo offers convenience, comfort, and great value in one of Central Florida’s most sought-after areas. Don’t miss your chance to see this charming home—schedule your private tour today!

2489 Tahoe Circle, Winter Park

$290,000
2 Beds 2 Baths Gallery At Winter Park Sec 02 SubDv. 32792 Zip Code
FIRST-FLOOR LIVING WITH DIRECT WATER VIEWS AND AN UNBEATABLE LOCATION! Located in one of Winter Park’s most convenient and cared-for communities, The Gallery at Winter Park. This 2-bedroom, 2-bath condo showcases a beautifully updated kitchen and refreshed bathrooms. Contemporary luxury vinyl floors extend across the bedrooms and living areas for a clean, cohesive look. The primary suite is at the rear of the unit, with French doors opening to the screened-in patio, where you’ll enjoy peaceful water views framed by mature landscaping. The second bedroom, positioned at the front of the home, has its own bathroom, perfect for guests. Additional highlights include an in-unit laundry closet, a covered assigned parking space, and a prime location just across from the community pool. Beyond the home, the location is unmatched: within minutes you’ll find Publix, Sprouts, and tons of dining options. A short drive takes you to Park Avenue, Rollins College, or major roadways like Semoran Blvd. If you’re looking for low-maintenance living in the heart of Winter Park, complete with water views and walkable conveniences, this home delivers it all! Call us today for a showing!

2411 Gallery View Drive Unit 5, Winter Park

$165,000
2 Beds 2 Baths Stratford A Winter Park Condo SubDv. 32792 Zip Code
Welcome to easy, low-maintenance living in the heart of highly sought-after Winter Park! This charming 2-bedroom, 2-bath second-floor condo features a smart, functional layout and an unbeatable location just minutes from everything Central Florida has to offer. Major updates include a 2019 water heater, HOA-completed roofing and plumbing improvements (2019), plus a whole-home warranty for added peace of mind. Step inside to bright, spacious living and dining areas filled with natural light—perfect for relaxing or entertaining. The covered balcony extends your living space outdoors, offering an ideal spot for morning coffee or unwinding in the evening. The primary bedroom includes a private en-suite bath, while the second bedroom is served by a full guest bathroom—great for a roommate, visitors, or a home office. In-unit laundry adds everyday convenience. The well-kept community provides plenty of amenities, including two sparkling pools, a clubhouse, and a fitness center, making it easy to enjoy a comfortable and active lifestyle. Ideally located just south of Howell Branch Road, you’ll be moments from shopping, dining, Park Avenue, Rollins College, and major highways—keeping the best of Central Florida right at your fingertips. Whether you're a first-time homebuyer, looking to downsize, or seeking a smart investment, this Winter Park condo offers the perfect blend of comfort, convenience, and value.

224 Lewfield Circle, Winter Park

$139,500
1 Beds 1 Baths Parkview Village SubDv. 32792 Zip Code
PRICE IMPROVEMENT!! What better value! Accepting offers. Clean, Crisp and Fresh! Welcome home! NEWLY RENOVATED BATHROOM on deck. Is Winter Park your destination or desire? Investment Potential, Student Sanctuary or just a long-awaited life. Centrally located at your fingertips. Location, Lifestyle, Luxurious Zip Code, Friends, Culture and Community. Discover an unparalleled opportunity to own a piece of prime real estate in the heart of Winter Park, Florida. This beautifully appointed condo apartment is located within a vibrant, amenity-rich HOA community offering a perfect blend of convenience and value. Whether you're a first-time buyer, a savvy investor seeking strong rental return, a student prioritizing location and community or a loving and supportive parent wanting to be closer to your excelling child, this unit checks every box, all at an exceptional, reasonable price point. The very best luxury boutiques, fine dining, sidewalk cafes, and vibrant art festivals. Instant access to top tier schools and hospitals. Directly across from Full Sail University, minutes to Rollins College, UCF, Valencia College and major medical centers like AdventHealth and Orlando Health facilities, making it ideal for any resident, and or faculty. Transportation is easily accessible to Downtown Orlando where the famous Lake Eola Park is, Winter Springs, Oviedo, The Orlando International Airport, Cady Way Trail, biking, hiking, swimming, volleyball, pickleball, tennis and painting at The Crealde School of Art. There's just so much within reach. Explore local gatherings, social events and community connections. For all investors, strong rental income potential and appreciation value. There's low maintenance and worry-free ownership opportunities. Let's build a portfolio together or get you owning immediately. Let's get your private tour scheduled.

3019 Antique Oaks Circle Unit 124, Winter Park

$157,500
1 Beds 1 Baths Stratford A Winter Park Condo SubDv. 32792 Zip Code
Enjoy Winter Park lifestyle in this fabulous 1 bedroom, 1 bath condo. Built in 1973 with a clean and well-planned 678 sq.ft. Floor plan. Featuring a seamless mix of Laminate flooring and carpeting, this condo offers a welcoming atmosphere that’s both functional and inviting. The kitchen comes fully equipped with a stove, refrigerator, and microwave, making meal prep effortless from day one. The oversized bedroom comes with stackable washer an dryer and large closet. Enjoy all your community amenities including a sparkling pool, tennis courts, and 24/7 fitness center. The HOA covers water, sewer, trash removal, Internet, cable, Wi-Fi and common area pest control, while the pool is maintained for your enjoyment. A convenient on-site laundry room features two washers and two dryers free of charge, and the clubhouse is available for rental for gatherings or events. Situated in a prime Winter Park location, this condo keeps you close to grocery stores, shopping centers, and major routes like the 408, Semoran Blvd and route 50 for quick access across the area. Whether relaxing at home or exploring nearby amenities, this condo combines comfort, style and convenience seamlessly.

150 Lewfield Circle Unit 150, Winter Park

$140,000
1 Beds 1 Baths Wrenwood Condo SubDv. 32792 Zip Code
Very well maintained cozy condo in Winter Park. This condo has one bedroom, and one bathroom. Living area has beautiful laminate flooring in the bedroom, family, room, and dining area, Kitchen and bathroom are tile. Appliances that stays are washer, dryer, fridge, oven, microwave, and ceiling fan! Basically just pack your bags, and move right in! This condo also features a storage room, and a screened in patio area that opens up to a beautifully landscaped courtyard. The complex has a clubhouse that you can rent out for a party, and a community pool. Association fees cover the sewer, water, trash, ground, and pool maintenance. There is a private mailbox in the front porch. Roof was replaced in 2022. This is located in a great location. Come and see it for yourself, schedule an appointment today!!!

4960 Tangerine Ave. Unit #4960 Unit N/A, Winter Park