Winter Park FL 5+ Acres Real Estate, Homes for Sale

7 Beds ⋅ 5.5 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

South Carolina "Low Country" style manor home situated on 10.52 luxurious lake front acres just 10 minutes from the heart of downtown Winter Park! From the moment you enter the private gated entrance, and cruise down the newly paved drive, you will be in awe of this impressive estate! Passing by the newly fenced green pastures, and the state of the art 10-stall center aisle barn, you will notice a quaint guest cottage, and its perfect location on these premises, tucked toward the edge of the sprawling acreage and out of the line of sight of the breathtaking beauty that is the main house. Beyond the main home you will find the serenity of a forgotten “old Florida” with stately cypress trees surrounding a lagoon with fountain and beyond, the awe-inspiring panoramic view of 400-acre Lake Howell! The Main home boasts a prestigious 3-story design featuring wrap-around balcony style porches, a third-floor balcony and a newly added ground level back porch with retractable screens overlooking a gorgeous salt-water po

1245 Howell Point, Winter Park

$89,900

1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. This conveniently located ground-floor studio condo offers a fantastic investment opportunity. Recently painted, tiled throughout, new electric panel, washer & dryer in unit. The condo is currently tenant-occupied, generating $1,100/month in rent. This well-maintained property provides easy access to University Boulevard, UCF, and Full Sail University, making it an attractive option for investors.

7309 Daniel Webster Drive Unit 1, Winter Park

$159,900

2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Back on market due to buyer financing falling through! Don't miss your second chance to own this beautifully renovated 2-bedroom, 2-bathroom condo located in the Colonies Condo Community in Winter Park, FL. This charming home has been updated to offer modern comfort and style. The newly remodeled kitchen boasts elegant quartz countertops, brand-new cabinets, and top-of-the-line stainless steel appliances, perfect for any home chef. The entire home features luxurious vinyl wood plank flooring providing a seamless and sophisticated look throughout. A brand-new air conditioning unit ensures year-round comfort, while fresh paint throughout the home adds a bright and welcoming ambiance. New plumbing as well adds peace of mind. The Colonies community offers fantastic amenities, including a pool, clubhouse, dog park, and tennis courts. Additionally, the community is in the process of renovating the balconies, further enhancing the appeal of this well-maintained neighborhood. Conveniently located close to major highways, this condo provides easy access to downtown Orlando, the Orlando International Airport, and local universities. Shopping, dining, and entertainment options are also just a short drive away. Don’t miss the opportunity to own this fully renovated condo in a prime Winter Park location—schedule your showing today!

7340 Daniel Webster Drive Unit 6, Winter Park

$220,000

2 Beds ⋅ 1.5 Baths ⋅ Hidden Oaks Condo Ph 10 SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. NEW PHOTOS, PRICE ADJUSTMENT! As you enter, you'll find a spacious living and dining area with tile flooring extending throughout the downstairs, providing easy maintenance and a sleek appearance. The recently updated kitchen features custom cabinets for ample storage, a built-in microwave, and a stylish backsplash. All kitchen appliances are included, making it move-in ready. The laundry closet, located off the kitchen, includes a stacked washer and dryer along with additional custom storage. Sliding doors from the dinette area open to a private, landscaped patio, perfect for outdoor relaxation and including a handy storage closet. The unit also boasts a recently updated A/C unit, well-maintained by the owner, and a community-installed new roof from 2020 for long-term reliability. Two designated parking spaces are conveniently located directly in front of the unit. Upstairs, both generously sized bedrooms feature laminate flooring, creating a warm and inviting atmosphere. These bedrooms share a well-appointed full bathroom, while a convenient half bathroom is located downstairs. The master bathroom includes updated fixtures and tile for a modern touch. Hidden Oaks offers valuable amenities such as pool maintenance, common grounds upkeep, trash removal, and exterior pest control. Residents can enjoy the community pool. Additionally, a bus station is conveniently located in front of the community, and school buses provide daily pick-up and drop-off for local elementary schoolers. The prime location provides easy access to Full Sail University, UCF, Valencia College, Rollins College, as well as shopping, dining, Winter Park schools, medical facilities, Downtown Orlando, Downtown Winter Park, and major roads FL-408 and FL-417. The airport is also just a short drive away. Don’t miss your chance to own this beautifully updated home in a sought-after and quiet community. Contact us today to schedule your private viewing!

7417 Wynnewood Square Unit 174, Winter Park

$89,900

1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

This conveniently located ground-floor studio condo offers a fantastic investment opportunity. Recently painted, the unit features new lighting fixtures, an updated electric panel, and an AC unit replaced last year. The condo is currently tenant-occupied, generating $1,100/month in rent. This well-maintained property provides easy access to University Boulevard, UCF, and Full Sail University, making it an attractive option for investors.

3059 George Mason Avenue Unit 1, Winter Park

$217,000

2 Beds ⋅ 2 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

Available Now: 2-Bedroom, 2-Bathroom Concrete Block Condo. Discover this well-maintained 2-bedroom, 2-bathroom condo located on the second floor of a sturdy concrete block building. The condo features a blend of tile and carpet flooring, providing a comfortable and practical living environment. The updated kitchen boasts stainless steel appliances, offering a modern and sleek look that complements the rest of the space. Residents can also enjoy access to the community pool, perfect for relaxing and socializing. Conveniently located near dining, shopping, and entertainment options, this condo provides an excellent lifestyle in a prime location. Schedule a viewing today to experience all that this lovely condo has to offer.

1000 S Semoran Boulevard Unit 604, Winter Park

$195,000

2 Beds ⋅ 2 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

Look no further for the perfect and spacious two bedrooms and two bathrooms condo, located walking distance from the Full Sail University and Baldwin Park, Conveniently located minutes away from hospitals, shopping and dining areas and 15-20 minutes away from UCF and the Orlando International Airport. Discover this condo located on the second floor, it has been remodeled. It offers tile and newly installed carpet flooring throughout proving a comfortable living. It also offers a community pool and a laundry room by the pool area. HOA fees include water and sewer in addition to the outside maintenance. THE SELLER IS LOOKING FOR A FAST CLOSING.

1000 S Semoran Boulevard Unit 608, Winter Park

$85,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Close to UCF, Full Sail University and roads leading to all of Central Florida, this unit is perfect for owner occupation or rental investment opportunity. There are many amenities available to residents including a pool, playground and clubhouse. All measurements are approximate and should be independently verified.

3045 Aaron Burr Avenue Unit 10, Winter Park

$105,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Welcome to the spacious one-bedroom condo in East Orlando, situated in the desirable Winter Park, FL. This charming apartment features a comfortable living space with one bedroom and one bathroom. The community offers a variety of amenities for your enjoyment, including a playground, perfect for unwinding and having fun. The clubhouse provides an excellent space for socializing and hosting events, while the pool offers a refreshing retreat on warm Florida days. With its convenient location, you’ll have easy access to all that Winter Park has to offer, including shopping, dining, and entertainment options. Its a income generating property already a tenant in place.

7453 Daniel Webster Drive Unit D, Winter Park

$129,900

2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

*** SELLER HIGHLY MOTIVATED*** This second-floor condo boasts a spacious living room, a master bedroom with an en-suite bathroom, and walk-in closets in both bedrooms. Sliding glass doors from both the living room and the master bedroom lead to a full-length balcony with a serene view. The kitchen features a large pantry, a dining area, a glass stove, a garbage disposal, and a dishwasher. The AC system is approximately 2 years old, and the in-unit laundry closet includes a stackable washer and dryer. Situated at the back of the complex, the condo offers views of the courtyard area. Assigned parking is available in front, with additional guest parking nearby. Condo fees cover water, trash pickup, roof maintenance, building upkeep, and lawn care. Community amenities include a pool, laundry room, playground, tennis court, and clubhouse. The location is highly convenient, just minutes from SR 50, the 417 & 408, UCF, Rollins, Full Sail, Valencia, the Research Park, Siemens, Westinghouse, the Cady Way Bike Trail, and numerous restaurants and shops. It’s only a 15-minute commute to Downtown Orlando, the International Airport, and Downtown Winter Park. It is Currently leased till next year. Buyer must be approved by the COA. Currently occupied by a tenant, generating $1,575/month in rent.

3051 Aaron Burr Avenue Unit 8, Winter Park

$268,000

3 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

HERE IT IS!! First floor! End unit! 3 Bedrooms/2 Baths! Assigned Covered parking steps away from your new home! Inside Laundry! Adorable home with Luxury Vinyl Plank in living areas & carpet in bedrooms. Crown molding. New stainless steel appliances 2022. Charming screened patio and storage closet. This delightful community offers mature trees, 3 pools, tennis, shuffleboard, clubhouse, fitness center & ON SITE MANAGER! FOUR SEASONS is a serene, centrally located community in Winter Park near Full Sail, Cady Way Trail, Showalter Field, Ward Park, Winter Park Hospital, Wellness Center & YMCA and just a short drive to all the shoppes & restaurants on Park Avenue. WELCOME HOME!

200 Saint Andrews Boulevard Unit 2502, Winter Park

$307,000

3 Beds ⋅ 2.5 Baths ⋅ Winter Park Pines Condo SubDv. ⋅ 32792 Zip Code

Sold Data Entry Only

507 Warrenton Road Unit 507, Winter Park

$130,000

2 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

This spacious, ground-floor condo features two bedrooms and two full bathrooms in a prime location just off Goldenrod, only a mile from University Boulevard, and close to UCF and Full Sail University. Recently painted, this unit boasts updates including new white appliances and granite countertops in the kitchen. The entire condo is tiled for easy maintenance and includes convenient in-unit washer and dryer. Currently occupied by a tenant, generating $1,375/month in rent. This well-maintained property offers an excellent investment opportunity with proximity to schools and various amenities.

3053 George Mason Avenue Unit 7, Winter Park

$112,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Vacant beautiful unit located on second floor with just brand new balcony installed and new electric panel New carpet and freshly painted Ready to move in, Great opportunity to own!

3069 Aaron Burr Avenue Unit D, Winter Park

$220,000

2 Beds ⋅ 1.5 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

CLOSE TO EVERYTHING, yet tucked away in a private, sought after community conveniently located in breathtaking Winter Park. Enjoy the benefits of a peaceful and friendly community, with well-manicured grounds. This end unit home has a great layout with space for a dining area, and view out to the newly fenced-in patio. Both bedrooms are upstairs and well sized with 2 closets each. They share a bathroom upstairs but for your convenience there is a half bath downstairs. New windows were installed not too long ago and a new A/C and water heater were also placed in the last few years.. This is a well managed community which provides nice amenities including a clubhouse, 3 swimming pools, tennis courts and shuffleboard. There is even an onsite manager at the Four Seasons. Walk to Cady Way Park with tennis courts, baseball and soccer fields, playgrounds, community pool and Cady Way Trail. Minutes to Advent Health Winter Park Hospital, shopping on Park Avenue, Rollins College, Valencia, Full Sail and UCF. Great opportunity to own in FOUR SEASONS condominiums. In this case is its all about LOCATION, LOCATION, LOCATION!

200 Saint Andrews Boulevard Unit 3610, Winter Park

$245,000

2 Beds ⋅ 1.5 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Price improvement. Welcome Home! This beautiful 2 bedroom condo is move-in ready. It's the perfect living space along with an incredible fenced outdoor patio for your entertaining needs. Condo also comes a combo washer/dryer for your convenience. Highly sought after community in Winter Park. Four Seasons offers an array of amenities. Choose from the tennis courts, three swimming pools, fitness center and clubhouse. If that isn't enough, there's nearby walking trails and Cady Way park. This community is conveniently located to Rollins College, Full Sail, shopping on Park Avenue and an endless choice of nearby restaurants for dining. This is your opportunity to own an amazing condo at the Four Seasons.

200 Saint Andrews Boulevard Unit 3106, Winter Park

$209,000

2 Beds ⋅ 2 Baths ⋅ Four Seasons Condominiums Of Winter Park SubDv. ⋅ 32792 Zip Code

This spacious 2 bed 2 bath 2nd floor end unit has been refreshed with new paint from ceiling to baseboards in a neutral palette. New window treatments have been furnished in each room. The condo is the open concept connecting the living and dining area. The kitchen is tiled. Natural light fills the rooms. The primary bedroom features a large walk-in closet and the bedrooms are spacious. The condo has been re-piped. Experience the perfect blend of comfort and convenience in this Four Seasons end unit condo with carport for convenient parking, updated electrical panel and new Samsung washer and dryer. Enjoy the vibrant and bustling City of Winter Park with many amenities for residents including the state-of-the-art library and event center, the Advent Health Medical Campus, the Cady Way recreation trail and the Center for Health and Wellbeing.

200 Saint Andrews Boulevard Unit 2703, Winter Park

$160,000

1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Property being sold as is. In good condition but dated.

200 Saint Andrews Boulevard Unit 405, Winter Park

$209,000

2 Beds ⋅ 2 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

JUST PAINTED IN DECEMBER 2023 and NEW A/C UNIT 2022. Great Opportunity to own an income-producing rental unit as it is currently rented. 2 bedrooms and 2 bathroom at Golfside Villas. This unit is located on the 2nd floor facing the interior of the building by the pool. One assigned parking space plus guest parking next to the unit. HOA fees includes grounds maintenance, water and sewer. Laundry room located by pool area. Spacious open style living area. Renovated master bathroom. Key access for the pool and laundry area. No washer no dryer hook up inside the unit. Walking distance to Full Sail University and Baldwin Park Emergency Room. Conveniently located minutes to Winter Park Hospital, shopping and dining areas. Approximately 10-15 minutes away to the airport, UCF, Baldwin Park, Downtown Winter Park.

1000 S Semoran Boulevard Unit 510, Winter Park

$104,900

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Remodeled large studio and 1 bathroom condo located at The Colonies Condominium in Winter Park. Galley style kitchen with new stainless steel appliances, new countertops, and new luxury waterproof vinyl flooring. There is a combination living space for bedroom, family room, and dining room. There is loads of closets with new doors and flooring. This is a must see! Located near Full Sail, UCF, Valencia, Rollins, Herzing, Florida Institute of Technology, Keiser, and many other technical schools. The Colonies walking distance to grocery Market; Laundromat, and Ice cream Twisty Cone.

3065 George Mason Avenue Unit B, Winter Park

$103,900

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

This spacious, ground-floor condo offers an exceptional location just off Goldenrod, only a mile from University Boulevard, close to UCF and Full Sail University. Recently painted, this unit features updates including a new dishwasher, lighting fixtures, fans, and blinds, as well as a newly installed electric panel box. The entire space is tiled and includes a convenient in-unit washer and dryer. Currently occupied by a tenant on a month-to-month lease who is interested in staying, the property generates $1,200 per month in rent. This condo is an excellent opportunity for investors seeking a well-maintained property in a prime location near schools and various amenities.

3057 Aaron Burr Ave Unit 3, Winter Park

$200,000

2 Beds ⋅ 2 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

Well maintained 2 Bedroom, 2 bathroom condo in the highly sought after community of Golfside Villas. Spacious living area, updated kitchen with stainless steel appliances and generously sized bedrooms. Both bedrooms have a separate bathroom. Newer Carpet, newer AC, outside screened in porch. Condo is located minutes away from Baldwin Park, Full Sail University and UCF. Community features include Club house and Outdoor Pool area. HOA fees include water and sewer in addition to outside maintenance, pool and other amenities. This is a must see, call now to schedule your showing.

1000 S Semoran Boulevard Unit 806, Winter Park

$294,000

3 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Welcome Home! This beautiful 3 bedroom condo is move-in ready! Home features an updated kitchen and open floorplan. Four Seasons community provides incredible amenities including a cubhouse with library, a renovated fitness center, 3 swimming pools, tennis courts, and shuffleboard. Walk to Cady Way Park with tennis courts, baseball and soccer fields, playgrounds, community pool and Cady Way Trail. Minutes to Advent Health Winter Park Hospital, shopping on Park Avenue, Rollins College, Valencia, Full Sail and UCF. This pet friendly community and charming condo has everything you need! Great opportunity to own in FOUR SEASONS condominiums where LOCATION is prime!

200 Saint Andrews Boulevard Unit 1003, Winter Park

$85,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Welcome to your new home at 3047 George Mason Ave in Winter Park, Florida! This charming condo offers convenience, comfort, and endless possibilities. Nestled on the first floor, this 1-bedroom, 1-bathroom unit boasts easy accessibility and a cozy ambiance. Step inside to discover sleek tile flooring throughout, providing both durability and style. Families will delight in knowing that this property is zoned for Winter Park's top-rated schools, ensuring an excellent education. Relaxation and recreation are just steps away with access to the community pool, perfect for enjoying sunny Florida days. Located in the heart of Winter Park, this condo offers unparalleled convenience. Enjoy plenty of nearby shopping, dining, and entertainment options, all within reach. With easy access to major highways, commuting is a breeze, making this location ideal for those on the go. Whether you're seeking a comfortable home for yourself or an investment opportunity, this property fits the bill. With a little personal touch, this condo is ready to shine and awaits its next owner to make it their own. Don't miss out on the chance to call 3047 George Mason Ave your new address in Winter Park!

3047 George Mason Avenue Unit 9, Winter Park

$170,000

2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Exciting news! We have a great 2-bedroom, 2-bathroom condo up for sale right within the Winter Park city limits. Situated on the ground floor, this cozy unit comes with the convenience of parking just outside your door. <br/> <br/ Br/> While this gem may need a little TLC, we've priced it accordingly. Imagine the potential and value you can add to make it truly your own! <br/><br/ Br/> Plus, being pet-friendly means your furry friends are more than welcome to enjoy this lovely space with you. Four Seasons Condo Assn. takes pride in offering an unrivaled homeowner experience with a comprehensive list of amenities covered by the HOA, including an on-site property manager, dedicated on-site maintenance crew, carwash area, fitness center, clubhouse access, building maintenance services, and pest control. Additionally, your peace of mind is our priority with coverage for water, sewer, trash services and escrow reserves. But wait - there's more! Enjoy the ultimate in relaxation and recreation with three sparkling pools and a tennis court available exclusively for residents like you. <br/> <br/ Br/> Don't miss out on this amazing opportunity to own a piece of paradise in Winter Park City Limits! Reach out to us today to schedule a viewing or inquire further. Seller is motivated, now is the time to act before is it gone.

200 Saint Andrews Boulevard Unit 2002, Winter Park

$130,000

2 Beds ⋅ 2.5 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. Welcome to 3004 George Mason where sophistication meets tranquility in the heart of Winter Park, Florida. This meticulously crafted 2-bedroom, 2.5-bathroom condo epitomizes the essence of opulent living within the coveted Colonies subdivision. Whether this is your first home, or an investment property, this unit is sure to bring you tremendous returns. Located minutes from major educational institutes, and downtown Orlando, makes this an ideal location. Upon entry, you're greeted by an ambiance of elegance and refinement, highlighted by the seamless integration of modern design elements and timeless sophistication. Every corner of this meticulously appointed residence has been thoughtfully curated to offer the utmost in comfort, convenience, and luxury. The living area and kitchen are downstairs, allowing privacy for the bedrooms upstairs. This is an entertainer's dream, boasting abundant natural light, and designer finishes throughout. Gleaming ceramic tile and laminate floors lead you effortlessly from the spacious living room to the utilitarian kitchen, where culinary enthusiasts will delight in the appliances, countertops, and custom cabinetry. Retreat to the serene master suite, a sanctuary of relaxation and rejuvenation. With its generous proportions, and in built closets, it offers the perfect escape from the hustle and bustle of everyday life. The second bedroom, equally well-appointed, offers ample space and comfort for guests or family members alike. Two full baths upstairs offer added privacy and convenience. Step outside onto your private balcony (currently under construction / repair by the HOA) and bask in the Florida sunshine as you sip your morning coffee or unwind with a beverage in the evening. Overlooking lush greenery and manicured landscaping, with a pool view, this outdoor oasis is the perfect setting for alfresco dining or simply enjoying the gentle breeze. As a resident of the Colonies subdivision, you'll enjoy access to a host of exclusive amenities, including a sparkling community pool, perfect for cooling off on hot summer days or lounging in the sun with a good book as well as tennis courts, dog park and a clubhouse. Conveniently located just moments from the vibrant shops, restaurants, and cultural attractions of downtown Winter Park, as well as top-rated schools and parks, this coveted unit offers the ultimate in luxury living with all the conveniences of modern-day life at your fingertips. Don't miss your opportunity to experience the epitome of luxury living in Winter Park. Schedule your private showing today and make your dream of owning this condo a reality. NB: There is a brand new AC installed 2024 with an extended warranty. In addition, a new electrical panel was installed recently up to code. The Balcony repair project is ongoing by the HOA. (This is why you see the temporary tarp / repairs on ceilings). The cost for this is borne by the HOA and you will have a brand new fixed place after! The entire property, balconies etc. are being renovated. This is already bringing some amazing improvements to the community and units. 7429 Daniel Webster is also in the same subdivision, please see both. The construction, tarp you see in the units is the HOA project, fully funded by HOA and will result in a beautiful balcony once done for the new buyer. It may look bad now, but remember its fully funded and will be done soon.

3004 George Mason Avenue Unit 5 (K-5d), Winter Park

$175,000

2 Beds ⋅ 2 Baths ⋅ The Colonies SubDv. ⋅ 32792 Zip Code

Have you been searching for an affordable property for months, maybe even years, just to realize that the definition of "affordable" has changed with each passing month? The condo has new floors and lighting throughout as well as custom colors on the walls. This condo IS affordable and comes with a community pool, which means no pool maintenance for you! This two-bedroom, two-bathroom condo has its own indoor entrance, a sliding glass door that leads to a spacious backyard courtyard-type area, and walk-in closets in both bedrooms. This property is located minutes on foot from restaurants, Target, and even a Twistee Treat! It is also within driving distance of the University of Central Florida, golf courses, major highways, and more! Come check out this affordable condo with tons of potential.

Winter Park

$206,000

2 Beds ⋅ 2 Baths ⋅ Stratford A Winter Park Condominium SubDv. ⋅ 32792 Zip Code

Location, location, location, near everything in Winter Park, stores like Ross, TJ Maxx, Publix and Walgreens are close by. This spacious 2 bedroom/2 bath condo is located on the second floor and has a large covered patio. New energy-efficient windows and new energy-efficient sliding balcony door. Building has new roof. Unit has been completely repiped September 2016. The primary bedroom and walk-in closet are very spacious. Primary bedroom has a private bathroom with walk-in shower. Modern kitchen with granite countertops, wood cabinets, upgraded kitchen faucet, and glass top range. Bathrooms texture travertine tiled showers and new cabinets. Large living room & separate dining room. HVAC central system. The Amenities include 2 large swimming pools, lighted tennis courts, fitness center, car care facilities, clubhouse, pet friendly & plenty of parking. Conveniently located to Downtown Winter Park, Rollins College, UCF, Full Sail University, Shopping & Dining. The HOA fees include water & sewer, lawn maintenance, building exterior & amenities. Very well maintained.

108 Lewfield Circle, Winter Park

$80,000

1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Attention investors! Take a look at this great opportunity to purchase a Cozy Condo located in Winter Park, FL. This studio condo features beautiful tile floors and lots of closet space. First-floor unit with open patio. Minutes away from Downtown Winter Park, expressway, downtown Orlando, Full Sail, and the University of Central Florida. This community offers a pool, tennis court, and clubhouse. Walk to the grocery, Laundry room, ice cream shop, or pubs without crossing the street.

3069 Aaron Burr Avenue Unit 1, Winter Park

$180,000

1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

WHAT A GEM! Tucked away in a private, sought after community and so conveniently located in breathtaking Winter Park. Here’s a beautifully maintained, upgraded and move-in ready home. With 1 bedroom and 1 bathroom, this unit spans 793 square feet, providing an ideal space for cozy living. Enjoy the benefits of a peaceful and friendly community, with well-manicured grounds and a welcoming atmosphere. This charming home has been tastefully updated with upgraded tile flooring, new interior paint, a renovated kitchen with marble countertops, a wood tile accented wall and a stylish backsplash.The nook off the kitchen is a perfect office space or dinette area and the large living room, which looks out on the screened in porch and brings in plenty of natural light. Master bedroom is nicely sized with a walk-in closet and a nicely updated bathroom. Ample storage closet on the back patio for your bike and all your extra toys allowing you to enjoy your weekends. This is an extremely well managed community with an onsite manager taking pride in the community and care for their residents. Four Seasons community provides super amenities including a cubhouse with library, a renovated fitness center, 3 swimming pools, tennis courts, a laundry facility steps away and shuffleboard. Walk to Cady Way Park with tennis courts, baseball and soccer fields, playgrounds, community pool and Cady Way Trail. Minutes to Advent Health Winter Park Hospital, shopping on Park Avenue, Rollins College, Valencia, Full Sail and UCF. This pet friendly community and charming condo has everything you need! Great opportunity to own in FOUR SEASONS condominiums where LOCATION, LOCATION, LOCATION is prime!

200 Saint Andrews Boulevard Unit 711, Winter Park

$250,000

2 Beds ⋅ 1.5 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code

Discover the cozy charm of Winter Park in this inviting 2-bedroom, 1.5-bath, 2-story home. As you step inside, the light wood flooring welcomes you, hinting at the comfort that awaits within. Park with ease in the convenient 2-car carport, then venture into the fenced backyard adorned with lush new sod, perfect for leisurely gatherings, tranquil moments, or pets. Upstairs, the master bedroom beckons with its own private balcony, offering a peaceful retreat to start and end your day. Don't miss out – come see this comfy home in Winter Park today! *Roof 2022, Newer HVAC (exterior), New sod 2024

7482 Canford Court Unit #7482, Winter Park

$225,000

2 Beds ⋅ 2 Baths ⋅ Golfside Villas Condo SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully UPDATED two-bedroom condo, conveniently located minutes from Full Sail University. With a NEW 2024 electrical panel and NEW plumbing throughout, this residence offers modern comfort and convenience. The AC unit, only five years old, ensures year-round comfort, while all NEW appliances continue to add to the appeal of this move-in ready condo. Situated just minutes away from the vibrant Baldwin Park and a mere half-hour from the Orlando International Airport, this spacious condo offers both tranquility and accessibility. Enjoy the serene ambiance of the back sitting area, perfect for relaxation, or take a short walk to the refreshing pool. With an array of nearby dining options, this condo provides endless culinary adventures. Schedule your showing today!

1000 S Semoran Boulevard Unit 814, Winter Park

$280,000

2 Beds ⋅ 1.5 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

REMODELED Condo in Prime Location! Nestled in a top-tier Winter Park location. Welcome to this beautiful 2 bedroom 1.5 bathroom condo which has been fully remodeled. Boastful upgrades include: New vanity, and commode in the remodeled half bath, a full interior repaint, retextured ceilings, new electric panel, recessed lighting, ceiling fans, and light fixtures throughout. All new flooring on the stairs, bedrooms, and hallway, accompanied by sleek vinyl plank flooring in the living room. The property appeals beyond the interior as the outdoor offers a fully screened patio that has been refreshed, and a new fenced yard for your privacy. The HVAC is newer and the roof was replaced at the end of 2023. All these upgrades provide a peace of mind that this unit is "turn-key" living and ready for your personal touches. The hidden gem offers more than just a home; it represents a lifestyle. Residents have access to three community pools, tennis courts, shuffleboard, and clubhouse access. Pet friendly HOA. Nearby amenities include Ward Memorial Park, Cady Way Park and Trails, Advent Health Hospital, Publix, Sprouts and a plethora of dining options. With one covered reserved parking spot, too. The condo fees include trash, water and sewer. An on-site manager is readily available to address any inquiries. Don't miss your chance to experience the best of Winter Park living in this updated and inviting condominium.

200 Saint Andrews Boulevard Unit 1807, Winter Park

$2,000,000

32789 Zip Code

Rare opportunity to own 8.43 acres on Lake Killarney in Winter Park where you can build your dream home on 1.13 acres. This property is located near the south end of Lake Killarney. Lake Killarney is a 236 acre lake located in the corridor of Winter Park. You will find Rollin's College and Park Avenue shopping located within 2 miles of the property. Easy access to Fairbanks and I-4.

1925 Killarney Drive, Winter Park

$112,500

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Location!! Location!! Location!! This is an Investor's Dream as it is currently leased and cash flowing with a LONG-TERM tenant who has been in the property for over 5 years!! This 1/1 unit is located on the 2nd Floor, perfect for students and professionals looking to be in the heart of Winter Park. The Colonies is conveniently located near all of the local Colleges; Full Sail, UCF, Barry University, Keiser University, and Valencia College. Short drive to Downtown Orlando with tons of shopping, dining and entertainment options. This unit is priced to SELL!! Call for additional information and to schedule your appointment today!!!

7429 Daniel Webster Drive Unit D, Winter Park

$84,000

1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Location!! Location!! Location!! This is an Investor's Dream as it is currently leased and cash flowing with a LONG-TERM tenant who has been in the property for over 25 years!! Studio unit located on the 1st Floor, perfect for students and professionals looking to be in the heart of Winter Park. The Colonies is conveniently located near all of the local Colleges; Full Sail, UCF, Barry University, Keiser University, and Valencia College. Short drive to Downtown Orlando with tons of shopping, dining and entertainment options. This unit is priced to SELL!! Call for additional information and to schedule your appointment today!!!

7309 Daniel Webster Drive Unit B, Winter Park

$116,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Welcome to your dream home in the heart of the enchanting Winter Park, Orlando area! Step into this meticulously maintained 1 bed, 1 bath condominium that effortlessly combines comfort and style. The community boasts delightful amenities, including a sparkling pool, a playground for the little ones, and even a charming dog park for your furry friends. The kitchen is a culinary haven with its modern appliances, offering a perfect blend of functionality and aesthetics. Imagine preparing meals in this inviting space, whether you're a seasoned chef or just enjoy the pleasure of a beautifully designed kitchen. Located near major universities, this condominium is an ideal haven for professionals. Dive into the vibrant academic atmosphere while enjoying easy access to a myriad of entertainment options and shopping centers. Whether you're seeking a cozy retreat or an investment opportunity, this condominium promises a lifestyle of convenience and sophistication. Don't miss the chance to make this Winter Park gem your own – schedule a viewing today and step into a world of comfort and convenience!

3035 George Mason Avenue Unit 18, Winter Park

$215,000

2 Beds ⋅ 1.5 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Cash-only opportunity! This condo is conveniently located near shops, restaurants, Cady way trail, Winter Park Hospital, Full Sail and downtown Winter Park. This community has 3 pools, shuffle board courts, tennis courts, club house and is just a minutes all to Ward Park full of tennis courts, baseball fields, basketball courts, playgrounds and walking trails. This fixer-upper has good bones and stainless steel appliances, with a newer HVAC system and sliding door. Requires a new electric panel, drywall repairs, flooring, and plumbing. Ideal for a handyman looking to make their mark. Four Seasons HOA, requires a board approval. Application is $100. Contact agent for the lockbox code!

200 Saint Andrews Boulevard Unit 1807, Winter Park

$109,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. LOCATION, CONDITION, & PRICE! This move-in ready condo has it ALL! Located just minutes from downtown Winter Park, this charming one bedroom, one bathroom condo provides quick access to UCF, Valencia, Full Sail, Airport, plus local shops & food. Step inside to a large open living space with sliding doors that opens onto an extended back patio that provide tons of natural light. The adjacent dining room features built-ins and opens to a well-appointed kitchen. A spacious bedroom with plenty of closet space completes the floorplan. Neutral paint and ceramic tile throughout living space. Stackable washer/dryer are included! Enjoy the large community pool and clubhouse. Whether you are an investor, student, or first time homeowner, this well maintained condo is the perfect property! Call today to schedule your private showing!

3041 George Mason Avenue Unit 15, Winter Park

$75,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

This cozy studio, 1 bathroom condo, is a comfortable space that's perfect for solo living or for couples. The open-plan living area features plenty of natural light, with a patio that adds a lot of natural light. The kitchen is well-equipped, making meal prep a breeze, and the bedroom offers a peaceful retreat at the end of a long day with an open floor plan. Perfect first home. This community offers fantastic amenities, including a refreshing pool and a convenient small dog park. With its prime location near shopping, dining, UCF Schools, downtown Orlando, and entertainment options. Come me today to schedule a viewing and see all that Winter Park has to offer!

3035 George Mason Avenue Unit B, Winter Park

$285,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

This well maintained condo has high ceilings and lots of character! The baseboards and crown molding are oversized, the roofs are new and the buildings are freshly painted and roads resurfaced. The water heater, AC, range, front door and screen door are new. There is a lovely screened back porch with storage as well. The Condo fees cover master insurance, ground maintenance, and exterior maintenance. Shopping and medical care is in close proximity and it is just minutes from downtown Park Avenue, Winter Park, Rollins College, Full Sail University, and easy access to the Orlando International Airport.

2515 Tahoe Circle Unit 2515, Winter Park

$113,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Welcome to your ideal real estate investment! Nestled within the The Colonies Condo in picturesque Winter Park, this charming 1 bedroom, 1 bath condo presents an outstanding chance to own a turnkey rental property in one of Florida's most sought-after locations. This condo presents an exceptional investment opportunity for both seasoned investors and first-time buyers looking to capitalize on the robust rental market in Winter Park. The prime location, coupled with the unit's fully furnished status, positions it as a turnkey rental property. The appeal of Winter Park's cultural attractions, dining, shopping, and proximity to major highways ensures a steady stream of potential renters seeking a slice of this vibrant community. Don't miss out on the chance to own a piece of Winter Park's real estate gem! Whether you're looking to invest, reside, or a bit of both, this fully furnished 1 bedroom condo in The Colonies Condo offers a winning combination of style, convenience, and rental potential. Contact us today to schedule a viewing and seize this exceptional investment opportunity before it's gone!

3075 Aaron Burr Avenue Unit 8, Winter Park

$116,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

This charming 1 bedroom, 1 bathroom condo is located in the Winter Park area, making it the perfect choice for Investors, home pretty close to downtown Winter Park, you'll never be far from all the shopping, dining, and entertainment options you could want. The open plan living area features plenty of natural light, and the bedroom offers a peaceful retreat at the end of a long day. The complex features beautiful landscaping and a tranquil atmosphere that's perfect for unwinding after a busy day. And with on-site amenities and ample parking, Don't miss out on the chance to make this charming condominium your own. Contact us today to schedule a viewing!

7421 Daniel Webster Drive Unit A, Winter Park

$275,000

3 Beds ⋅ 2.5 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code

Welcome to Whisperwood! This recently renovated 3 bedroom, 2.5 bathroom, 2-story condo makes the perfect home. Located just minutes away from Target and Winter Park’s restaurants, this property offers a sought-after lifestyle that combines convenience with modern living. Step inside and prepare to be amazed by the open concept floor-plan. The spacious living area boasts abundant natural light and is perfect for entertaining guests or simply enjoying a cozy evening at home. The primary bedroom is a sanctuary in itself with private views. As a Winter Park resident, you will appreciate the excellent location and proximity to the world-renowned University of Central Florida, Full Sail University and a few miles from Rollins College! Easy access to 408,417, and 436. This newly renovated condominium will not disappoint with a new roof (less than a year old) and newer applianced included with the property! Schedule a showing today.

7463 Canford Court Unit 15, Winter Park

$169,900

3 Beds ⋅ 2 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Welcome to this stunning 3-bedroom, 2-full bath 1st floor condo nestled within the highly sought after Colonies community. Step inside and be captivated by the spacious and well-designed layout that offers both functionality and style. The heart of this home is its generously sized living area, bathed in natural light, and adorned with newer laminate flooring (2021) that seamlessly combines aesthetics and easy maintenance. The kitchen comes equipped with modern appliances including a microwave and dishwasher (both 2021) that cater to your every need with ample counter space for meal prepping. Relaxation finds new meaning with the primary bedroom, complete with an en-suite full bathroom for added privacy. Two additional well-appointed bedrooms offer flexibility for guest rooms, home offices, or creative spaces. Indulge in the luxury of an expansive covered screened patio where you can enjoy a morning cup of coffee or host gatherings with friends and family. The outdoor space is the perfect retreat. Notable upgrades abound in this condo, including a newer AC coil (2019) ensuring optimal comfort during Florida's warmest days. The AC fan and capacitor were replaced in 2023, guaranteeing efficient cooling. Additional updates include: new water heater, electrical panel and outlets (2023). Situated in an enviable location, this condo is only minutes away from the renowned UCF, Full Sail University, and the charming Downtown Winter Park. Access to major highways makes commuting a breeze, while the community pool offers relaxation and recreation right at your doorstep. Don't miss this opportunity to own a piece of paradise in the Colonies. Schedule a viewing today and experience the epitome of comfortable and convenient living.

7340 Daniel Webster Drive Unit 7, Winter Park

$240,000

2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Whether it’s your next home or your next investment, welcome to 'Four Seasons Condominiums' located in historic Winter Park, Florida! This 2 bed, 2 bath cozy condo boasts 987 sqft of expansive spaces, with all appliances conveying, including your laundry with washer and dryer. The unit possesses a vast amount of closets and storage space, including your kitchen cabinetry and granite countertops. Relax on your screened in back patio facing the vibrant courtyard, have some fun on the shuffleboard and tennis courts, or take a dip in one of the THREE large pools available to residents. The community also offers three laundry facilities, a fitness center, and a guest suite. Every path you take in this community is accompanied by attractive vegetation and landscaping. LOCATION is PRIME. Bike, walk, or run the local Cady Way Trail and park systems! Partake in all the activities, restaurants, shops, and more Park Avenue and Downtown Winter Park have to offer mere minutes away. You are also a short distance to The Wellness Center and AdventHealth Winter Park Hospital. Zoned for top-rated Orange County Public Schools including Winter Park High School. Schedule your private viewing today!

200 Saint Andrews Boulevard Unit 1902, Winter Park

$106,000

1 Beds ⋅ 1 Baths ⋅ Colonies SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Charming 1 bedroom/1 bathroom condo very well maintained and recently upgraded in 2020 (new plumbing, recent floors, new AC unit, wall repainted, new electric wiring + electric panel and new stove) located in Winter Park close to Goldenrod Road. Large living/dining combo with wood laminate floors and ceiling fan. Kitchen offers good counter space, plenty of storage, refrigerator, microwave and stove. Master suite has a recent carpet, 2 closets and updated bathroom with tub/shower combo and tile floors. Laundry hookup for washer available and laundromat in front of the building available. Balcony off the living area offers nice views of the grounds. Community pool available. Located near shopping, dining, doctors, fitness centers, day care, gas stations, and major roadways (15mns from UCF). This condo is perfect for investors or first time home buyer. CASH ONLY

7417 Daniel Webster Drive Unit 2, Winter Park

$270,000

2 Beds ⋅ 1.5 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome Home to 'Four Seasons Condominiums' located in historic Winter Park, Florida! This 2 story, 2 bedroom 2 bathroom condo offers over 1,200 sqft of large expansive spaces, brand NEW stainless steel kitchen appliances with extended warranty, screened in back porch/patio, and NEW tile throughout the ground floor. Additional upgrades include new toilets, sinks, and vanities in the bathrooms, recessed LED lighting on the ground floor, and GFCI outlets. The well-appointed kitchen boasts sleek countertops, modern appliances, and plenty of storage space for all your culinary needs. Whether you're a seasoned chef or an occasional cook, this kitchen is sure to impress. The unit comprises generously sized bedrooms, offering privacy, tranquility and versatility, fit for accommodating various living arrangements or serving as a home office or guest rooms. Additional entry and exit stairway leading to back side of the unit and building off the main area of the second floor. Established community with mature landscaping and vegetation. Sunbath or lounge in the community pool or schedule your daily or weekly competitions at the tennis or shuffleboard courts. Bike, walk, or run the local surrounding trail and park systems! Meander to Park Avenue in downtown Winter Park or Baldwin Park and enjoy five star dining from local Chefs, shopping, and monthly community events. Easy accessibility to Rollins College, UCF, and Full Sail University. Zoned for top-rated Orange County Public Schools including Winter Park High School. Schedule your private viewing today!

200 Saint Andrews Boulevard Unit 1703, Winter Park

$195,000

1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Welcome to 200 St. Andrews Blvd in Winter Park, FL! This charming condo offers comfortable and convenient living with its desirable features and prime location. With 1 bedroom and 1 bathroom, this unit spans 835 square feet, providing an ideal space for cozy living. Step inside, and you'll be greeted by newly installed vinyl flooring that adds a touch of modern elegance to the entire unit. The updated kitchen features tile flooring and is equipped with stainless steel appliances, perfect for preparing meals in style. The condo has been freshly painted and showcases new light fixtures throughout, creating a bright and inviting ambiance. Every corner of this unit has been thoughtfully cared for, making it move-in ready for its new owners. One of the highlights of this property is its view overlooking the community pool. Imagine lounging on your balcony or patio, enjoying the serene atmosphere and the convenience of easy access to the pool area. This well-maintained community is located right next to Winter Park Pines, providing a desirable neighborhood setting. Enjoy the benefits of a peaceful and friendly community, with well-manicured grounds and a welcoming atmosphere. For added convenience, this condo includes a washer and dryer, eliminating the need for laundromats or shared facilities. Everything you need for comfortable living is right at your fingertips. Priced at $195,000, this property offers an excellent opportunity for homeownership or investment. With its vacant status, it's ready for you to move in and start enjoying the Winter Park lifestyle. Don't miss out on this super cute condo in a well-cared-for community. Schedule your showing today and experience the charm and convenience of 200 St. Andrews Blvd in Winter Park, FL.

200 Saint Andrews Boulevard Unit 103, Winter Park

$225,000

1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code

This wonderful 1 bed 1 bath condo is located in desirable Four Seasons Condominiums in heart of historic Winter Park. This location is amazing! Just across the street is beautiful Ward Park, Cady Way Trail, and Babe Ruth field. You are close to tons of restaurants, shops, parks, trails, and more. This home offers updated open kitchen with Calcutta Quartz countertops that also run up as backsplash and new stainless steel appliances. New luxury vinyl plank flooring throughout. Fresh coat of paint. Knockdown on ceilings. New hardware and fixtures. The master has a large walk-in closet that has washer/dryer hookup available if you'd like to put washer/dryer in the unit. Most units do not have washer/dryer inside as you'd have to use the complex washer/dryers. The community offers mature landscaping and great amenities including tennis, shuffleboard, pool, clubhouse, and fitness center. Come see this home today, you'll love what it has to offer!

200 Saint Andrews Boulevard Unit 712, Winter Park

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