Winter Park FL Homes for Rent

Sort Results:
26–50 of 294 properties displayed
Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 12    Prev | Next
Type:
Condo
Sq.Ft.:
1,020
Status:
Active
Beds:
2
Lot size:
0.2 Acres
Year built:
1974
Baths:
2.00
MLS#:
O6263923
Subdivision:
Winter Park Woods Condo

ADDITIONAL INFORMATION

Great 2 bedroom condo in a excellent location. The unit has ceramic tile throughout and a new AC. The kitchen has dark brown cabinets and there is a separate laundry room with a washer and dryer. The community has tennis courts, community pool, and a playground. Conveniently located near UCF and other colleges and universities. Schedule a viewing today!

Type:
Condo
Sq.Ft.:
1,133
Status:
Active
Beds:
2
Lot size:
0.19 Acres
Year built:
1985
Baths:
3.00
MLS#:
A4631908
Subdivision:
Sandalwood Creek Condo Ph 10

ADDITIONAL INFORMATION

Presenting a gorgeous, completely renovated condo with a townhome feel, available in highly desirable Winter Park. This two-story home boasts new everything...beautiful hardwood and ceramic tile downstairs and in the bathrooms, new carpet upstairs, fresh paint, brand new countertops throughout, remodeled bathrooms, new stainless steel appliances, and high end fixtures and faucets! There's a large open living space downstairs with a fully appointed kitchen which includes a large window, a pantry, and plenty of counterspace, plus a butcherblock bartop. A sparkling half bath is conveniently located on the first floor too. Relax on the nice screened back patio steps from the pool. Upstairs, there are two separate Primary suites, perfect for roommates or a family. Each bedroom includes its own private bathroom, a large closet with brand new louvered doors, and a big, bright window. The new Maytag washer and dryer are included and perfectly situated upstairs between the bedrooms. Don't forget about the huge community pool you can enjoy as well. The new roof was replaced in 2021. This home is zoned for top rated Dommerich Elementary, Maitland Middle and Winter Park High School. With a great location near downtown Winter Park, downtown Maitland and easy access to shopping and the Sunrail, this lovely home will not last long. Schedule your private showing by appt!

Type:
Single Family
Sq.Ft.:
1,150
Status:
Active
Beds:
2
Lot size:
0.16 Acres
Year built:
1952
Baths:
1.00
MLS#:
O6263021
Subdivision:
Dubsdread Heights

ADDITIONAL INFORMATION

Charming 2-bedroom, 1-bathroom single-family home located in the desirable Winter Park area! This beautifully maintained property offers 1,150 sq ft of living space, master closet (9 by 8.5ft) and features several recent updates, including brand-new bamboo hardwood floors throughout the interior. The spacious, fenced-in backyard is perfect for outdoor living, with a new wood decking patio for relaxing or entertaining. Enjoy peace of mind with a newer AC condenser and air handler, along with new kitchen appliances and fresh exterior paint. Additional highlights include a well-maintained septic system with regular pump service every 2 years, public water utilities, and an encapsulated crawl space with a dehumidifier, French drain, and sump pump for added moisture control. The roof is set to be replaced within the next 30-60 days, ensuring long-term durability. This home combines comfort and functionality in a prime Winter Park location—don’t miss out on the opportunity to make it yours!

Type:
Single Family
Sq.Ft.:
2,310
Status:
Active
Beds:
3
Lot size:
0.33 Acres
Year built:
1938
Baths:
2.00
MLS#:
O6263168
Subdivision:
Osceola Summit

ADDITIONAL INFORMATION

425 Alberta Drive is a Gamble Rogers-designed lakefront home with a boathouse built in 1938 that has not been registered historical and is being sold as is. Bring your builder to build your future home. The home itself has lots of character if you want to take on a project but the value is in the lot. Spectacular views, location is wonderful with brick street, mature landscaping and the backyard faces west for great sunsets. Take your boat through the chain of lakes and enjoy the boating lifestyle. Close to downtown Park Avenue with all the shops and dining.

Type:
Single Family
Sq.Ft.:
6,338
Status:
Active
Beds:
5
Lot size:
0.58 Acres
Year built:
2023
Baths:
7.00
MLS#:
O6263091
Subdivision:
Tuscania

ADDITIONAL INFORMATION

Nestled in the esteemed The Vias area and near the WPRC, resides a home signifying the essence of sophistication and luxury. Situated on a secluded street, it occupies an approximately 0.58-acre lot with an expansive backyard landscape that is truly captivating. This exquisite home encompasses five bedrooms and six-and-a-half bathrooms with a four-car garage. An indomitable presence is seen in its immense and grand pivoting iron door which directs you to a double-height foyer and great room separated by a glass-railing catwalk. The property boasts exclusive features like a formal dining room endowed with a glass-encased wine display as well as an intimate den/office safeguarded by private entrance doors. The airy master bedroom is adorned with sliding doors that open up to reveal a private lanai overlooking the pool area; one cannot overlook its distinctively vast his-and-hers walk-in closets complemented by a spa-like luxurious bathroom suite. A state-of-the-art kitchen featuring gold Calacatta Quartz countertops/backsplash matched alongside an oversized walk-in pantry, creating everyday usability flanked with indulgence! Two separate upper and lower level laundry rooms serve this expansive open floor plan a win-win situation for convenience! Adding exceptional charm to this stunning home is a family room equipped with zero corner sliding doors opening up towards the summer kitchen leading onto a large covered patio encased in travertine pavers-- making it your personal haven for enhancing entertainment moods. Venturing upstairs via an elegant Quartz staircase leads you to an additional four en-suite bedrooms (each with walk-in closets). Complementing your leisure needs flawlessly are a comfy lounge space and fun-filled game room with a wet bar setup; creating a direct pathway onto a sprawling balcony exhibiting glass railings overlooking backyards - commanding mesmerizing views of your saltwater gas-heated pool and cozy gas firepit with a seating area for social gatherings! A dedicated full-bath pool with a steam shower. Home gets fully enveloped using high-quality materials fashioned from Large Porcelain format tiles, European tiles, Travertine pavers, and Swiss-origin WPL catering to its strength quotient. Tor uniquely detailed outlook, the property also offers a detached additional building that has been thoughtfully renovated to deliver an extra 600 sq ft of living space - not part of the main house size calculation (6475 sq ft). With 1 bedroom, 1 full bath, a fully functional kitchen circumvented by a living area, and a covered/tiled porch; it makes for a rare addition delivering discernible usefulness. Think creativity! Convert it into a guest house, in-law suite, gym space, professional office setup, or even a hobby room - multiple endless usage options make its possession a valued choice! The home is available now and move-in ready! Get one step closer to owning the realization of your dream dwelling experience!

Type:
Single Family
Sq.Ft.:
2,786
Status:
Active
Beds:
4
Lot size:
0.35 Acres
Year built:
1960
Baths:
3.00
MLS#:
O6262593
Subdivision:
Kenilworth Shores Sec 06

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, located in the desirable heart of Winter Park. This charming single-story home boasts 4 bedrooms, 3 baths, and a generous 2786 sq. ft. of living space on a sprawling, elevated 15,161 sq. ft. corner lot. The spacious and open floor plan features soaring beams in many rooms, adding to the home's character and warmth. The living and dining area is bright and welcoming with hardwood floors and three sets of windows, flowing seamlessly into the family room. The updated kitchen includes newer (2020) stainless steel appliances, granite countertops, and a cozy breakfast nook with a picturesque view of the pool and backyard. The family room, with its hardwood floors, floor-to-ceiling windows, soaring beams, and charming brick wood-burning fireplace, offers a perfect spot to relax and entertain. On the left side of the home, you'll find two spacious bedrooms and two full bathrooms, including the primary suite. The right side houses two additional bedrooms, one bathroom, a laundry area, and a stairwell leading to the oversized garage. The backyard is an entertainer's dream with a covered patio featuring a vaulted wood ceiling and Chicago brick flooring. The pool is a highlight during the summer months, offering a refreshing retreat. Additional updates include a new HVAC system (2024), updated plumbing, newer windows in most of the house, vinyl fencing, and a new roof scheduled for early 2025. This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants.

Type:
Single Family
Sq.Ft.:
1,516
Status:
Active
Beds:
3
Lot size:
0.17 Acres
Year built:
1966
Baths:
2.00
MLS#:
G5090195
Subdivision:
Eastbrook Sub Unit 8

ADDITIONAL INFORMATION

Welcome home! This beautifully remodeled and completely updated property located in Winter Park, has 1,516 square feet of open living, complete with a living room, eat-in kitchen, and family room. The living area is enhanced with a custom built-in electric fireplace framed by a beautiful wood mantle, creating a warm and inviting atmosphere. A BRAND NEW ROOF was installed in Nov/2024. Updated windows throughout, BRAND NEW LVP flooring. BRAND NEW kitchen cabinets and QUARTZ COUNTERTOPS with BRAND NEW FRIGIDAIRE KITCHEN APPLIANCE PACKAGE. Updated bathrooms with tile floors and new vanities. BRAND NEW TANKLESS ELECTRIC HOT WATER HEATER. Spacious 2 car garage with NEW EPOXY FLOORING, dedicated laundry space with additional cabinetry and plenty of storage as well. Located in the highly desirable neighborhood of Eastbrooke, this 3-bedroom, 2-bathroom block home is completely move-in-ready. Sitting on a large corner lot with privacy fence and a beautiful paver patio, complete with city lights, that’s perfect for entertaining friends and family and also spacious enough for pets. This property is a must-see! Hurry, call now for your private showing. This home will not last long!

Type:
Condo
Sq.Ft.:
1,267
Status:
Active
Beds:
2
Lot size:
10.07 Acres
Year built:
1974
Baths:
2.00
MLS#:
TB8327713
Subdivision:
Colonies

ADDITIONAL INFORMATION

Discover 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. 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!

Type:
Single Family
Sq.Ft.:
1,669
Status:
Active
Beds:
3
Lot size:
0.19 Acres
Year built:
1973
Baths:
2.00
MLS#:
O6262737
Subdivision:
Winter Woods Unit 05

ADDITIONAL INFORMATION

UPDATED 3 BED, 2 BATH HOME IN ESTABLISHED WINTER PARK NEIGHBORHOOD! This lovely 1,669 sq ft home has a nice open floor plan with large windows in the formal living room letting in the natural sunlight. Great features include a newer roof, ceramic tile and wood flooring, crown molding, ceiling fans throughout. Kitchen has appliances & an eat-at breakfast bar that overlooks eating space in the kitchen. Formal dining room offers extra space for entertaining. Large family room has sliding glass doors that lead out to the large, fenced back yard with mature tropical landscaping. Master bedroom has a walk-in closet & master bath has a walk-in shower. Second bathroom has bathtub with shower. Other two bedrooms have nice sized closets. Indoor utility room. 2-car garage & plumbing redone in kitchen. Convenient to 426/Aloma, 417, 50/Colonial, Park Ave., airport, shopping and restaurants. MUST SEE!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.16 Acres
Baths:
MLS#:
O6255431
Subdivision:
Greens/pk

ADDITIONAL INFORMATION

Vacant lot just one block from Park Avenue. Perfect opportunity for you to build your dream home with FG Schaub Custom Homes or you can choose from the plan that they have permitted and ready to go. Lot is 104.25 x 105.

Type:
Single Family
Sq.Ft.:
2,122
Status:
Active
Beds:
4
Lot size:
0.25 Acres
Year built:
1979
Baths:
2.00
MLS#:
O6262359
Subdivision:
Lake Waunatta Woods

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to this stunning property where elegance meets comfort. The neutral color paint scheme and fresh interior paint provide a modern and clean feel. The living room is graced with a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream, equipped with stainless steel appliances. The primary bedroom boasts double closets, offering ample storage space. The exterior of the property is just as impressive with a covered patio, perfect for outdoor dining or relaxation. The fenced-in backyard ensures privacy and features a private in-ground pool, providing endless opportunities for summer fun. This property is a true gem, offering a blend of comfort and luxury. Don't miss out on this exceptional property.

Type:
Single Family
Sq.Ft.:
2,201
Status:
Active
Beds:
3
Lot size:
0.17 Acres
Year built:
1925
Baths:
2.00
MLS#:
O6262227
Subdivision:
Sylvan Lake Shores

ADDITIONAL INFORMATION

Discover the timeless allure of this enchanting 3 bedroom 1.5 bath home, built in 1925 and nestled in the heart of historic Winter Park. Located on one of the area's iconic brick-paved streets and surrounded by majestic oak trees, this beautifully landscaped property is a RARE find. The home's classic design features, original oak floors, original glass windows, stained glass windows, a cozy wood-burning fireplace, and an abundance of natural light blending vintage charm with practical functionality. The kitchen and foyer boast slate floors, adding a touch of sophistication to the home's timeless appeal. The interior is enhanced by two sets of French doors leading to the screened side porch and two more sets of French doors opening onto the outside deck, creating a seamless connection between indoor and outdoor living spaces. A rare gem, the basement offers built-in bookcases, closet space and plenty of storage. It also has endless possibilities as on office, library, playroom or additional living area. Outdoor spaces abound, including a welcoming back deck which allows access to the basement, and a screened side porch, perfect for relaxing or entertaining. The detached one car garage adds convenience and storage. Updates include: Replumbed 2024, Hot water heater 2024, Electrical panels 2024, Oak floors polished 2024, Interior paint 2024, Exterior paint 2022, Roof 2020, Garage roof 2024. With its warm character, beautifully maintained landscaping, brick driveway and unbeatable location, this delightful property captures the essence of Winter Park living at its finest.

Type:
Condo
Sq.Ft.:
1,049
Status:
Active
Beds:
2
Lot size:
0.03 Acres
Year built:
1969
Baths:
2.00
MLS#:
O6258942
Subdivision:
Golfside Villas Condo

ADDITIONAL INFORMATION

Charming 2-Bedroom, 2-Bathroom Condo in Golfside Villas – Ideal Location in Winter Park, FL Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the highly desirable Golfside Villas community in Winter Park, Florida. Offering a perfect blend of modern comfort and an unbeatable location, this condo is the ideal choice for those looking for a low-maintenance lifestyle with easy access to nearby attractions, shopping, and dining. This condo features an open-concept living and dining area filled with natural light, creating a bright and inviting atmosphere perfect for both relaxing and entertaining. The fully equipped kitchen boasts sleek stainless steel appliances, stunning granite countertops, and plenty of cabinet space—ideal for cooking and meal prep. The spacious master suite includes an ensuite bathroom, providing a private retreat, while the second bedroom offers flexibility for guests, family, or as a home office. Both bathrooms are updated with stylish fixtures, blending comfort and functionality. Enjoy the convenience of in-unit laundry, making day-to-day living even easier. Step outside to your private balcony, offering a peaceful view of the surrounding area—perfect for relaxing after a long day. One of the standout features of this property is its location—within walking distance to Full Sail University and just minutes from the University of Central Florida (UCF). You’ll also enjoy proximity to Winter Park’s charming shops, cafes, and restaurants, with easy access to major highways and downtown Orlando. This condo is an exceptional find for anyone looking for a stylish, comfortable home with incredible convenience. Whether you’re a student, faculty member, or simply seeking a low-maintenance home in a vibrant area, this property has it all. Schedule a tour today and discover everything this Winter Park gem has to offer!

Type:
Townhouse
Sq.Ft.:
2,245
Status:
Active
Beds:
3
Lot size:
0.04 Acres
Year built:
2024
Baths:
4.00
MLS#:
O6261261
Subdivision:
Mondrian/winter Park Twnhms

ADDITIONAL INFORMATION

Unparalleled Luxury Living: Modern townhomes on Lake Killarney where contemporary design meets lakeside tranquility! We are thrilled to announce that only a few new construction units remain, and this is the LAST corner unit available for this highly sought-after floor plan. Experience waterfront luxury living at Mondrian Winter Park, an exclusive collection of 30 contemporary townhomes situated on the serene shores of Lake Killarney. Each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This brand-new contemporary townhome with charming brownstone elements is a sophisticated residence boasting a unique layout, featuring the main living space on the second level for ultimate convenience and privacy. Revel in the seamless flow of the modern kitchen, dining room, and great room. A stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, beautifully appointed bath with designer tile, a frameless glass shower, and private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedrooms with en suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking lake views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury. Act now before this incredible opportunity slips away --- your dream home awaits!

Type:
Condo
Sq.Ft.:
1,230
Status:
Active
Beds:
3
Lot size:
0.02 Acres
Year built:
1988
Baths:
2.00
MLS#:
O6262270
Subdivision:
Goldenrod Villas Condo

ADDITIONAL INFORMATION

Excellent opportunity to live in this quiet Winter Park neighborhood of Goldenrod Villas. Nestled in the back of the community, this 3 bedrooms/2 bathroom single story unit has over 1200 square feet. Wonderful open floor plan with a living/dining room that leads through sliding glass doors to a screened in porch with storage closet plus a small back patio. Both bathrooms were updated in 2024 with new shower tile. Whole house was replumbed in 2024. This community provides residents and their guests with access to a beautiful pool and includes two parking spaces adjacent to the front of your unit. Minutes to UCF, Full Sail, and 417. Welcome Home!

Type:
Single Family
Sq.Ft.:
3,252
Status:
Active
Beds:
4
Lot size:
0.17 Acres
Baths:
5.00
MLS#:
O6262839
Subdivision:
Roclair

ADDITIONAL INFORMATION

Under Construction. New Construction In College Park! Fantastic College Park location! Walk or bike to all the wonderful things on the "Drive". This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Bosch appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features matte black faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Make an appointment to see this beautiful home today.

Type:
Condo
Sq.Ft.:
1,085
Status:
Active
Beds:
2
Lot size:
0.07 Acres
Year built:
1974
Baths:
2.00
MLS#:
O6261570
Subdivision:
Winter Park Woods Condo

ADDITIONAL INFORMATION

Great location!! Discover the charm of this beautifully maintained condo at 126 Scottsdale Square, nestled in a serene and convenient Orlando community. This condo boasts 3 bedrooms and 2 bathrooms thoughtfully designed with a spacious layout perfect for comfortable living. From the bright and open living area to the modern kitchen with upgraded appliances. Every detail has been tailored for style and functionality. Located in the heart of Orlando, this property offers unparalleled convenience with easy access to major highways, shopping centers, dining, and entertainment. Enjoy the best of both worlds—peaceful living within a vibrant city. Whether you're commuting to work or exploring local attractions, this location puts you at the center of it all. Perfect for families, professionals, or investors, this home offers incredible value and potential. Don’t miss the opportunity to make 126 Scottsdale Square your own. Schedule a showing today and experience everything this property has hidden within.

Type:
Single Family
Sq.Ft.:
1,380
Status:
Active
Beds:
3
Lot size:
0.29 Acres
Year built:
1962
Baths:
2.00
MLS#:
O6259616
Subdivision:
Eastbrook Sub Unit 05

ADDITIONAL INFORMATION

Three bedroom/2 bath pool home located in a much sought after neighborhood in Winter Park. Many recent updates including luxury vinyl flooring. Centrally located to all major highways, shopping, Altamonte Springs, and downtown Orlando. Ready for immediate move in. Schedule your showing today!

Type:
Office
Sq.Ft.:
940
Status:
Active
Beds:
n/a
Lot size:
0.02 Acres
Year built:
1956
Baths:
MLS#:
O6263393

ADDITIONAL INFORMATION

• 3rd floor 940SF private office condo with lots of natural light • Fully renovated Sep. 2024, including floors, paint, ceiling tiles, vanities • One block off Park Avenue • 2 large offices, conf. room, open work space, break room, PRIVATE toilet • Two separate entrances with the ability to split and lease half the space • Ideal space for attorney, real estate, insurance, accounting office • Condo dues include utilities and HVAC maintenance • $449,000, bring all offers!

Type:
Single Family
Sq.Ft.:
1,592
Status:
Active
Beds:
3
Lot size:
0.16 Acres
Year built:
1985
Baths:
2.00
MLS#:
G5089688
Subdivision:
Country Lane

ADDITIONAL INFORMATION

Winter Park pool home! Fantastic remodel in great neighborhood! Master suite leads to pool oasis in large, fenced back yard. New AC and plumbing (2022) and newer roof. Beautiful LVT flooring throughout. Sparkling new upgraded kitchen (brand new appliances) with open floor plan kitchen/dining area with corner fireplace! Large open Living room with atrium. Fresh interior and exterior paint. Lovely walkable neighborhood with playground, tennis courts and lakefront dock for fishing. More photos on the way!

Type:
Single Family
Sq.Ft.:
3,898
Status:
Active
Beds:
5
Lot size:
1.65 Acres
Year built:
1954
Baths:
4.00
MLS#:
O6259891
Subdivision:
Acreage & Unrec

ADDITIONAL INFORMATION

Presenting a stunning one-of-a-kind lakefront luxury home with a garage apartment and a basement! This completely remodeled dream home is move in ready with all of the important upgrades already completed for you. The brand new roof was installed in 2022 along with all new LeafGuard gutters, the exterior was re-painted with a fresh modern color palette and the entire interior was just freshly painted. The complete renovation of the gourmet kitchen includes fabulous sandstone flooring, which is also found in the massive primary bathroom. This spacious light filled interior with high end fixtures and features throughout, provides stunning views of skiable Lake Howell. The expansive living spaces in the main house include a split plan with a large private primary bedroom and en-suite spa inspired bathroom, 2 additional generous sized bedrooms with a gorgeous remodeled bathroom perfectly situated in between, a massive living room with an elegant fireplace, a formal dining room, a huge chef's kitchen with a large eating area, another flex space which makes a great family room, and an updated interior laundry room with a conveniently located half bath. The attached over-sized 2 car garage leads to the rarely found basement, which has an additional storage room. Above the 3 car detached air-conditioned garage, you will find a renovated 2 bedroom apartment with a separate entrance, its own air conditioner and water heater, a beautiful full bathroom, a lovely kitchen, and walk-in closets. The property itself sits on almost 2 acres with a massive renovated composite back deck with unobstructed views of the tranquil lake and plenty of room for outdoor seating along with a modern firepit. The extra long boat dock includes built-in benches, an electric lift for your large ski boat and another lift perfect for a jet ski. A separate matching storage shed is also included. This unique property seamlessly blends modern luxury with serene lakefront living. With no HOA and this abundance of land, the possibilities are endless...add an ADU, rent out the garage apartment or use it as a separate office for a tax write-off, convert the basement into a theater room or a wine cellar, or utilize the air-conditioned 3 car garage as a home gym, a workshop or storage for antique cars! Whether you're looking for a vacation getaway or a forever home, this is a rare opportunity you won't want to miss. Schedule your private showing today!

Type:
Single Family
Sq.Ft.:
1,765
Status:
Active
Beds:
4
Lot size:
0.21 Acres
Year built:
1963
Baths:
2.00
MLS#:
O6260883
Subdivision:
Eastbrook Sub Unit 06 2nd Rep

ADDITIONAL INFORMATION

Welcome to 1621 Puritan Ave, a beautifully renovated pool home in the desirable Winter Park area on the Seminole side. This stunning property offers the perfect blend of tranquility and urban convenience, with easy access to Downtown Winter Park, Downtown Orlando, top-rated schools, and major highways via the 417. Recent updates include a new roof (2023), pool resurfacing (2023), and air conditioning system (2019), ensuring modern comfort and peace of mind. Inside, the home features a spacious layout with a dedicated office space, perfect for remote work or study, and an open flow between the living, dining, and kitchen areas. Outside, the private backyard oasis boasts a sparkling pool, ideal for relaxation or entertaining. Don’t miss this opportunity to enjoy peaceful living while staying close to everything in Winter Park.

Type:
Single Family
Sq.Ft.:
1,146
Status:
Active
Beds:
2
Lot size:
0.17 Acres
Year built:
1925
Baths:
1.00
MLS#:
O6260675
Subdivision:
College Place Rep

ADDITIONAL INFORMATION

FIRST TIME OFFERING! Charming Bungalow in the heart of Winter Park. 50’ x 150’ lot offers limitless possibilities! Convenient to Rollins College, Park Avenue and all that this special community has to offer. Just down the street, you'll find Lake Virginia, where residents of Antonette Avenue are included in access to a private dock accessing the Winter Park Chain of Lakes, offering opportunities for boating, fishing, and enjoying all of the natural beauty of the area. Sure to attract a lot of attention (as homes in this area don’t come up for sale often) seize the opportunity to make it your own!

Type:
Condo
Sq.Ft.:
1,156
Status:
Active
Beds:
2
Lot size:
0.61 Acres
Year built:
1972
Baths:
2.00
MLS#:
O6257076
Subdivision:
Andalucia Apts

ADDITIONAL INFORMATION

This stunning, completely renovated condo is just blocks from Park Avenue and has been entirely gutted and redone with top-of-the-line finishes and appliances. Every detail has been carefully considered, including new walls, ceilings, floors, doors, plumbing, and wiring. The custom renovation features a beautiful foyer entry, widened hallways, gorgeous hardwood floors, crown molding, double-insulated windows and sliding doors, and light-filled living spaces with breathtaking treetop views. The gourmet kitchen boasts quartz counters, a mother-of-pearl backsplash, Bosch stainless steel appliances, including an induction cooktop, double ovens with convection/microwave, and an eat-in counter area that opens seamlessly to the living and dining spaces. The dining room includes a striking wall of built-ins for storage with elegant lighting. The owner’s suite offers two closets with built-in organizers and a lovely bath featuring quartz counters, double lavatories, under-cabinet lighting, and a glass-front shower with a hexagonal tile feature wall. There is also a laundry closet in the owner’s suite. The well-designed second bedroom includes a wall of built-ins with wardrobe storage and an easily accessible queen-size Murphy bed. Newer HVAC (2020), a Rheem water heater (2016), and an Ecobee Wi-Fi-enabled smart thermostat (2024). Located in the charming Andalucia complex, which consists of only 20 units, this condo offers access to a lovely covered patio downstairs, an elevator, courtyard, and a community laundry room. The community also provides a private storage room for this unit. The roof was replaced in 2024. The exterior was painted, and new gates were installed in 2018. One covered parking space is included. Additional guest parking is available in the rear. The condo fee covers water, sewer, Spectrum WiFi and cable TV, landscaping and exterior maintenance, garbage, insurance on the exterior building, and reserves. Please note: No pets or rentals allowed. Designer interior furnishings package available for purchase if desired. Call today for your private viewing of this unique, one-of-a-kind unit.

Type:
Single Family
Sq.Ft.:
4,564
Status:
Active
Beds:
4
Lot size:
0.36 Acres
Year built:
2024
Baths:
5.00
MLS#:
O6260493
Subdivision:
Winter Park

ADDITIONAL INFORMATION

Introducing a stunning modern European-style home, blending contemporary design with timeless elegance. This property offers luxurious finishes, open-concept living spaces, Located in the heart of Historic Winter Park, Florida, this exceptional property offers top-of-the-line amenities, perfect for those who appreciate Luxury living. Features:• 4,564 sq ft of living space • 4 Bedrooms, 4 Bathrooms, 1 Half Bath • Custom Built CostaRica One Tree Solid Piece – A 16-foot tall, one-of-a-kind steel masterpiece featured prominently in the design • Italian Porcelain Floors throughout • All-Glass Windows with impact-resistant, top-of-the-line glass by Techno Glass• Chef’s Kitchen featuring: • Custom 1-inch thick Italian Quartz countertops• Imported Italian cabinetry • Extended island perfect for entertaining • Wolf Appliances and Sub-Zero Refrigerator • Two Master Suites: One on the first level and another upstairs, each with private luxury baths and walk-in custom closets • Private Balconies for each bedroom. HOME IS ALL CONCRETE steel framing !! offering stunning views and tranquility • Corner Lot situated on one of Winter Park’s most exclusive streets, Via Tuscany—a private and serene location that offers privacy and charm. This home is perfectly positioned just 6 minutes from Interlachen Country Club, a historic private course where you can enjoy exclusive access to the Winter Park Golf Course—a scenic 9-hole, par-35 walking course established in 1914. Short drive to downtown Orlando, Winter Park offers a serene escape with easy accessibility, Known for its unique blend of charm, history, and cultural offerings, Winter Park is a standout destination in Central Florida.One of its key highlights is the iconic Park Avenue. This vibrant street, lined with cobblestone and historic architecture, features boutique shops, art galleries, upscale restaurants, and cozy cafes. It’s a favorite spot for both residents and visitors and serves as the hub for community events like the annual Winter Park Sidewalk Art Festival, which draws artists and attendees from across the country. Cultural attractions further enrich Winter Park’s appeal. Rollins College, renowned for its stunning campus, adds depth to the local arts and culture scene with performances, lectures, and art exhibitions. The Charles Hosmer Morse Museum of American Art is another must-see, housing the world’s largest collection of works by Louis Comfort Tiffany, including breathtaking stained-glass pieces. Other local art and history museums add to the area’s vibrant cultural fabric. For nature enthusiasts, Winter Park offers scenic beauty and outdoor activities. The Chain of Lakes provides opportunities for boat tours, kayaking, and paddle boarding, with the Winter Park Scenic Boat Tour being a favorite way to explore the area’s natural charm. Food lovers will also find plenty to enjoy in Winter Park. The town boasts a thriving dining scene, ranging from fine dining establishments to casual eateries serving international cuisine and farm-to-table options. Winter Park effortlessly combines the energy of a cultural hub with the warmth of a tight-knit community, making it an attractive place to visit or call home for individuals and families alike. This home offers the ideal balance of luxury, privacy, and exclusivity in one of Winter Park’s most coveted locations. Don’t miss out on this exceptional opportunity! schedule your private showing today!!

Refine Property Search
Page 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 of 12    Prev | Next
26–50 of 294 properties displayed
Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2024, My Florida Regional MLS DBA Stellar MLS.



Winter Park Real Estate

The median home value in Winter Park, FL is $499,000. This is higher than the county median home value of $369,000. The national median home value is $338,100. The average price of homes sold in Winter Park, FL is $499,000. Approximately 59.56% of Winter Park homes are owned, compared to 29.54% rented, while 10.9% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winter Park real estate agent to arrange a tour today!

Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% of the households containing married families with children. The county average for households married with children is 31.51%.

The median household income in Winter Park, Florida is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park is 45.3 years.

Winter Park Weather

The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.

Winter Park Real Estate Market Conditions

  • Median sales price

    $499,000
    25.3% change since last quarter
  • # Active listings

    294
    30-day change

Winter Park Schools and Demographics

Education near Winter Park, FL

Metric City County
High School Graduates 96.78 89.47
College Degree - 2 year 9.01 11.45
College Degree - 4 year 62.48 35.7
Graduate Degree 17.77 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Aloma Elementary School PK - 05 528 15.5 32792
Aspire Academy Charter KG - 05 111 8.5 32804
Audubon Park Elementary School PK - 05 1,182 14.8 32814
Brookshire Elementary School PK - 05 632 12.9 32792
Dommerich Elementary School PK - 05 603 15.1 32751
Eastbrook Elementary School PK - 05 809 14.2 32792
Fern Creek Elementary School PK - 05 326 12.1 32803
Hillcrest Elementary School PK - 05 463 14.5 32803
Hungerford Elementary School PK - 05 283 13.5 32751
Killarney Elementary School KG - 05 444 14.8 32789
Lake Silver Elementary School PK - 05 688 12.3 32804
Lake Sybelia Elementary School PK - 05 600 13.3 32751
Lakemont Elementary School KG - 05 656 14.6 32792
Orlando Science Elementary Charter KG - 05 482 15.1 32804
Princeton Elementary School PK - 05 488 13.2 32804

Middle Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Glenridge Middle School 06 - 08 1,415 18.4 32814
Maitland Middle School 06 - 08 909 18.9 32751
Robert E Lee Middle 06 - 08 1,034 17.2 32804

High Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
Edgewater High School 09 - 12 1,782 20 32804
Lake Howell High School 09 - 12 2,229 19.1 32792
Winter Park High School 09 - 12 3,069 18.7 32792
Workforce Advantage Academy Charter 09 - 12 238 47.6 32803

Ungraded Schools near Winter Park, FL

School Grades Students P/T Ratio ZIP
* Aloma High Charter School 09 - 12 510 42.5 32792
* Winter Park Education Center 11 - 12 0 32789
Broward Science Charter School UG - UG 0 32804
Central Florida Leadership Academy Charter 06 - 12 189 15.8 32803
Gateway 06 - 12 63 3.7 32804
Hospital Homebound PK - 12 229 4 32804
La Amistad School KG - 12 48 9.6 32751
Orlando Science Middle High Charter School 06 - 12 555 15.4 32804
Pace Center for Girls 06 - 12 34 6.8 32803
Silver Star Center 06 - 12 25 2.5 32804
Winter Park Tech AE - AE 0 32789

Demographics near Winter Park, FL

Metric City County
Neighborhood Type Suburban
Population 29,672 1,409,949
Population Density 3,393 1,562
Median Age 45.3 35.7
People per Household 2.3 2.9
Median Household Income 88,688 65,784
Average Income per Capita 67,032 33,498