Winter Park FL Homes for Rent

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Type:
Single Family
Sq.Ft.:
1,785
Status:
Active
Beds:
3
Lot size:
0.23 Acres
Year built:
1965
Baths:
2.00
MLS#:
O6252283
Subdivision:
Georgetown Estates

ADDITIONAL INFORMATION

This 3 bedroom, 2 bathroom, block POOL home boasts a highly desirable Winter Park address, & has been lovingly cared for by its current owner for nearly 50 years. Fall in love from the moment you pull up, as the home boasts beautiful curb appeal on the outside & a charming interior. Recent upgrades include a renovated kitchen (2022), NEW ROOF (2020), NEW garage door (2020), NEW laminate flooring (2024) & 4 NEW Anderson Windows. Interior features include crown molding throughout, plantation shutters, chair railing molding, built-ins & a wood burning fireplace. For all the mid century lovers out there, you will find the original terrazzo flooring underneath the current floor (except in the fireplace room)! The layout is ideal, with a generously sized living room, formal dining room, which is conveniently located next to the remodeled kitchen and dining nook. All three bedrooms & 2 full bathrooms are conveniently stacked on one side of the home, privately tucked away from the living areas. The back porch has been enclosed for additional square footage and could be used as a tv room, playroom, office, or whatever you desire, truly the possibilities are endless! The backyard is an oasis, private & fully fenced, with an open air swimming pool, a porch swing, a natural gas grill (conveys with the home!) and a shed that has electricity. Zoned for Lakemont Elementary, Maitland Middle & Winter Park High School, and just 3 miles from Park Avenue, 1 mile from Full Sail University & 7 miles from the University of Central Florida, the location is truly ideal! This home is ready for new owners to come in & start building beautiful memories of their own. Don't delay! Schedule your showing today.

Type:
Townhouse
Sq.Ft.:
1,284
Status:
Active
Beds:
3
Lot size:
0.09 Acres
Year built:
1979
Baths:
2.00
MLS#:
OM688672
Subdivision:
Windward Square Sec 1

ADDITIONAL INFORMATION

Welcome to your meticulously maintained 3-bedroom, 2-bath townhome in the heart of Winter Park! This stunning residence boasts two covered parking spaces and one uncovered parking space which allows room for guests. Step inside to discover a warm and inviting living space with tile floors throughout for easy upkeep. The home seamlessly flows with not one, but three private outdoor areas, perfect for relaxation and entertaining. At the center of the home, you’ll find a serene zen atrium that's screened in, inviting you to unwind in your own peaceful oasis. The tiled screened-in back porch provides a lovely space to enjoy your morning coffee while overlooking the beautifully landscaped, fenced-in backyard, complete with a charming fountain that adds a touch of tranquility. Additionally, a private front porch off the breakfast nook offers another delightful spot to savor the fresh air and is a perfect place for barbequing. Tons of storage space as well, including linen closets, a hall closet, along with a storage shed off the back porch. Upgrades include: newly installed generator hookup so you can keep your essentials plugged in, the home was fully replumbed along with a new water heater within the last 3 years, freshly painted exterior, the HVAC is only 5 years old, brand new Fridge and Washing machine 2024, Dishwasher 2017, Roof 2015 and the roof was recently soft washed for regular maintenance and upkeep. Located in a quiet, well-maintained community, you'll enjoy access to fantastic amenities, including a sparkling pool and tennis courts. With proximity to Disney, the Orlando International Airport and other popular attractions, this home perfectly combines comfort, style, and convenience. Don’t miss the chance to make this townhome your new sanctuary!

Type:
Mixed Use
Sq.Ft.:
2,636
Status:
Active
Beds:
n/a
Lot size:
0.25 Acres
Year built:
1957
Baths:
MLS#:
O6252807

ADDITIONAL INFORMATION

Prime commercial opportunity in the heart of Winter Park! This fully renovated, one-story, duplex-style building offers two separate office suites, each with its own entrance, perfect for a welcoming reception area. Each suite includes three private offices, a spacious meeting room, bathrooms, and a kitchenette, providing a flexible and functional layout for various professional needs. Located close to I-4 in the exclusive Winter Park area, this property boasts an unbeatable location—you truly can’t ask for more! With low maintenance, no HOA, and 11 dedicated parking spaces, it’s designed for convenience and ease. Occupy one suite and rent the other, or convert it into a full investment property. Stylish finishes and high-quality materials throughout make this a standout choice. Don’t miss out on this exceptional Winter Park gem!

Type:
Townhouse
Sq.Ft.:
2,016
Status:
Active
Beds:
3
Lot size:
0.04 Acres
Year built:
2018
Baths:
4.00
MLS#:
O6248830
Subdivision:
Mondrian/winter Park Twnhms

ADDITIONAL INFORMATION

Step inside this newly staged model home! Discover an incredible opportunity to own a solid concrete block construction townhome in the desirable Winter Park community, now available at entry-level pricing! This spacious three-bedroom, three-and-a-half-bath residence offers remarkable value and potential for those looking to invest in a quality home. While the pricing reflects the potential need for improvement, particularly to the main-level wood floors due to minor damage from previous rental use, this townhome is ready for your personal touch. As you enter, you'll be greeted by a grand foyer and a convenient half bath, ideal for entertaining guests. The open-concept kitchen seamlessly connects to the sophisticated dining area and inviting great room, creating the perfect environment for family gatherings and social events. Enjoy culinary delights with stylish white cabinetry, silestone countertops, and a top-of-the-line KitchenAid appliance package, including a natural gas range. The expansive floor-to-ceiling storefront glass floods the interior with natural light and offers stunning views of the surroundings. Step outside to enjoy picturesque sidewalks within the community or relax in the tranquil ambiance of your private, fully fenced backyard. Upstairs, you'll find three luxurious bedrooms, each with its own en suite bath, ensuring ultimate privacy. The primary suite features a spacious walk-in closet with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Unwind on the large balcony with your morning coffee or evening relaxation and appreciate the convenience of a second-floor laundry room. The generous two-car garage is equipped with an EV charging plug, catering to eco-friendly living. This is a unique chance to secure a well-built townhome at an attractive price point. Don’t miss out on this exceptional value—schedule a viewing today and discover the potential that awaits in this Winter Park townhome!

Type:
Condo
Sq.Ft.:
787
Status:
Active
Beds:
1
Lot size:
0.13 Acres
Year built:
1964
Baths:
1.00
MLS#:
O6253203
Subdivision:
Winter Park Gardens Condo

ADDITIONAL INFORMATION

This 1 Bedroom 1 bathroom condo with a peaceful pond view, is located in Winter Park Gardens. This Vibrant 55+ community offers beautifully landscaped grounds, lighted paths, community pool, and a clubhouse where residents enjoy social activities. The prime location provides easy access to a variety of amenities and attractions minutes away from Park Avenue with shops, restaurants, and cultural events. The nearby Azalea Tennis Center and Mead Botanical Gardens offer further enriching experiences. Embrace the serene and active lifestyle this community provides, with the added convenience of being close to Downtown Orlando, Baldwin Park, major highways and convenient to MCO or the Sanford/Orlando Airport. You will have an assigned parking space with plenty of additional parking spaces for guests. This property is a must-see to truly appreciate its charm and amenities.

Type:
Single Family
Sq.Ft.:
1,000
Status:
Active
Beds:
3
Lot size:
0.19 Acres
Year built:
1959
Baths:
2.00
MLS#:
O6254779
Subdivision:
Eastbrook Sub

ADDITIONAL INFORMATION

***HOME LOCATED IN TOP RATED SCHOOL SYSTEM***OVERSIZED LOT***OPTIONAL HOA***Welcome to this beautiful 3 bedroom, 2 bathroom ranch style home, located in a desirable school system. Situated on a sprawling 0.19 acre lot, this home is both charming and functional. Step inside, and be greeted by the open floor plan with the living room, dining room seamlessly flow into the kitchen. Throughout the home, laminate and tile flooring is seen, offering an elegant and upgraded style to the house. The kitchen is equip with stainless steel appliances and full of natural light with a window over the sink and a sliding glass door in the dining room, leading out to the backyard. Walk past the living room and enjoy the primary bedroom with ensuite bathroom, two additional bedrooms, and 1 additional bathroom. Step outside and enjoy your own private outdoor oasis with an oversized fenced in backyard. An oversized gate on the fence always for toys to be parked in the backyard such as kayaks. An outdoor pool could easily be added to this oversized backyard, making this home truly feel like a slice of paradise. Don't wait, schedule your showing today and jump on this amazing opportunity to live in a top rated school system with a beautiful home situated on an oversized lot!

Type:
Single Family
Sq.Ft.:
1,467
Status:
Active
Beds:
3
Lot size:
0.21 Acres
Year built:
1976
Baths:
2.00
MLS#:
O6252765
Subdivision:
Wrenwood Heights Unit 2

ADDITIONAL INFORMATION

Welcome to your beautifully updated Winter Park home! This inviting property features an expansive, open living area with modern laminate flooring throughout—no carpet here! The kitchen is complete with sleek stone countertops, updated cabinetry, and contemporary light fixtures. Both the primary and guest bathrooms have been tastefully updated within the past 5 years, featuring new tile work and stylish vanities. Step outside to a completely fenced-in backyard, perfect for privacy and outdoor enjoyment. Key upgrades include a new roof and HVAC system installed in 2018, ensuring peace of mind and energy efficiency. Centrally located, this home is a short drive from local shops and restaurants, downtown Winter Park, the 417 and is about 25 minutes from both the Orlando and Sanford airports.

Type:
Townhouse
Sq.Ft.:
1,907
Status:
Active
Beds:
3
Lot size:
0.04 Acres
Year built:
2023
Baths:
3.00
MLS#:
O6252450
Subdivision:
Grayson Square

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to Winter Park! This beautiful 3-bedroom, 2½-bathroom townhome is like-new and part of the new construction in Grayson Square, now freshly painted for your arrival. Property Highlights: Spacious open gathering room, perfect for entertaining. Covered lanai in the back. Well-appointed kitchen with top-of-the-line stainless steel appliances and a large quartz countertop. Ample storage throughout. Owner’s suite with a spacious walk-in closet. Luxurious ensuite bathroom with a frameless glass-door shower and quartz countertop with double sinks. Washer and dryer included. Community Features: Gated access for added security. Resort-style pool with cabana. High-speed 1GB fiber optic internet. 75 streaming cable and music channels. Location: Minutes away from downtown Winter Park, off Howell Branch Road. Close to major routes: 436, 434, and 417. Nearby Starbucks, Publix, and Walmart. Access to quality Seminole County Schools. 15 min to famous shopping and dining on Park Ave. Don't miss out on this incredible opportunity to make Grayson Square your new home in beautiful Winter Park! HABLO ESPAÑOL.

Type:
Single Family
Sq.Ft.:
1,844
Status:
Active
Beds:
3
Lot size:
0.14 Acres
Year built:
1954
Baths:
4.00
MLS#:
O6250529
Subdivision:
Magnolia Gardens Sub

ADDITIONAL INFORMATION

Pre-Construction. To be built. Discover a unique opportunity to enjoy modern design and quality craftsmanship with this pre-construction contemporary bungalow by the renowned Barefoot Brothers, celebrated for their superior work throughout Winter Park. In collaboration with architect David Crabtree of Hive Workshop, this custom-designed residence is ideally positioned to take advantage of all the attractions Winter Park has to offer—just minutes from Park Avenue, Winter Park Golf Course, and an array of dining and shopping options. This distinctive property provides a rare chance to enjoy proximity to desirable amenities while also offering significant versatility for both personal and income-generating use. The open floor plan in the main residence includes two bedrooms, each with en-suite baths, a half bath, and a dedicated laundry room. Vaulted ceilings with exposed beams and collar ties enhance the airy feel, while quartz countertops, polished concrete flooring, and premium wood cabinetry deliver sophisticated, high-quality finishes. Designed with style and functionality in mind, the gourmet kitchen is equipped with high-end appliances, built-in cabinetry, and shelving, centered around an expansive island ideal for entertaining. Generous natural light floods the home through floor-to-ceiling windows, creating a warm, open atmosphere. Outside, the sleek metal roof and vertical wood slat accents add architectural interest, while an oversized, floating wooden front porch with exposed beams provides ample space for seating and offers a welcoming, shaded retreat. An expansive back porch further enhances the options for outdoor relaxation or entertaining. Thoughtfully designed for privacy, the property features a sliding entry gate at the rear driveway and lush bamboo along both sides, with sea grape hedges framing the wood-fenced front and backyards to create a serene, tropical retreat. Gravel walkways encircle the home, complemented by a paver driveway at the rear, a gravel parking pad, and a paver pad in the front for low-maintenance, elegant outdoor space. Adding to its appeal, the property offers dual street-facing entry points, enhancing convenience for guests and providing easy access from both the front and rear of the home. Beyond the main residence, a two-car garage with a private apartment above offers exceptional flexibility, whether for extended family, rental income, or even a home office. The apartment includes a full bedroom, bath, partial kitchen, living area, laundry room, and a walk-in closet, while the extra-deep garage with built-in storage offers ample room for vehicles, equipment, or collections. This setup presents an ideal "house hack" opportunity, accommodating multiple uses, including potential income from a garage apartment or additional space for storage or a hobby enthusiast’s collection. With construction already underway, there’s still time to customize finishes, materials, and layouts to suit your personal preferences. This property provides a rare blend of convenience, flexibility, and modern style in a rapidly evolving area—an ideal canvas for your lifestyle, whether you’re seeking a primary residence, an investment opportunity, or a versatile retreat close to Winter Park’s best attractions. Don’t miss the chance to partner with a premier builder to create a home that meets your unique needs.

Type:
Single Family
Sq.Ft.:
4,600
Status:
Active
Beds:
4
Lot size:
1.1 Acres
Year built:
1969
Baths:
5.00
MLS#:
O6251960
Subdivision:
Forest Hills

ADDITIONAL INFORMATION

Discover this exquisite lakefront property located in the heart of Winter Park! Nestled on over an acre with more than 125 feet of water frontage, this home offers breathtaking views and absolutely stunning sunsets. As you step through the front door, you’re greeted by captivating lake views that flow from front to back. The spacious foyer leads to a charming living room, complete with a brick wood-burning fireplace. This area seamlessly transitions into the Florida room, an entertainer’s paradise featuring a wet bar, seating area and pool table, with easy access to a full bathroom that is equipped with a steamer shower. Open the French doors to reveal a tranquil outdoor oasis, where mature landscaping ensures privacy for the heated spa, creating a resort-like atmosphere in your own backyard. The heart of the home is a state-of-the-art chef's kitchen, boasting a large island, oversized GE refrigerator, Thermador dual ovens, elegant custom cabinetry, granite countertops, and a cozy breakfast nook. The spacious formal dining and living rooms offer beautiful lake views and lead out to a tranquil front terrace. For those who work from home, a private office on the main floor with a lake view provides an ideal and serene workspace. The large family room is perfect for everyday gatherings and is conveniently located next to a half bath. Upstairs, the primary suite overlooks the lake and features a walk-in closet and ensuite bathroom with a standalone Jacuzzi tub and separate shower. Two additional bedrooms share a full bath, while a generous fourth bedroom serves as a secondary primary suite with its own ensuite and walk-in closet. The property includes a paver circular driveway leading to a side-entry two-car garage. Cross the brick paved road to a sprawling lakefront lawn, leading to a private boat dock with a lift, perfect for enjoying all the water activities. Located on Lake Sue, a private ski lake, this home is just minutes from Park Avenue's shopping and dining, Downtown Orlando, Baldwin Park, playgrounds, parks and excellent public schools. Don’t miss the opportunity to make this stunning lakefront home your own!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
0.2 Acres
Baths:
MLS#:
O6252039
Subdivision:
Winter Park

ADDITIONAL INFORMATION

Great opportunity to build your dream home in the heart of Winter Park! Lot is located within a great school district and just minutes away from high-end shopping and restaurants on Park Ave, Hannibal Square, Winter Park Farmer’s Market, and the Winter Park Village! Value is in the land. The lot size is 8752 sq ft 50 x 175 .20 acres.

Type:
Single Family
Sq.Ft.:
2,762
Status:
Active
Beds:
4
Lot size:
0.31 Acres
Year built:
1960
Baths:
4.00
MLS#:
O6251187
Subdivision:
Timberlane Shores

ADDITIONAL INFORMATION

Welcome home to this beautiful home located in the highly desirable Timberlane Shores. Situated on almost 1/3 of an acre, this corner lot home has endless possibilities. The 4- bedroom, 3.5 bath home has over 2700 sq feet of living space, including separate guest quarters that consist of 2 bedrooms and 1 shared bath, perfect for extended family, teens, or simply to have privacy for guests. As you enter the home, you will notice the large open concept that includes both dining and living space. The gourmet kitchen features white quartz countertops, 42-inch espresso cabinets, stainless steel appliances, and a large island that can accommodate 3 barstools. The master bedroom has an ensuite bath with a large walk-in shower, marble tile and textured subway tile in a tub/shower combo. The secondary bedroom in the main part of the home functions as a second master bedroom and also has an ensuite bathroom. A very private and serene patio area from which to watch the birds and hear tranquil sounds of nature, can be found through the living room sliders. The home’s 2-car garage is spacious and offers a tremendous amount of storage. This unique home is surrounded by multi-million-dollar homes, so there is also the opportunity to tear this down and build a brand-new home on the lot. Close to downtown and Winter Park Village and Park Avenue is less than 2 miles away. Beautiful parks, walking/bike trail and dog park are within walking distance. You don’t want to miss this one!

Type:
Land
Sq.Ft.:
n/a
Status:
Active
Beds:
n/a
Lot size:
1.32 Acres
Baths:
MLS#:
TB8314502

ADDITIONAL INFORMATION

1.32-Acre Multifamily Development opportunity in the Winter Park area! This land is surrounded by apartment complexes and businesses. There is currently a livable residence on this property, which can be leased during the planning and permitting phases of new construction. According to current information from orange county Zoning, The new "Orange Code" zoning for this property will be T5.2 which the lot can also be used for multi-dwelling residential, commercial, industrial, lodging, Educational institutions and more, It is expected to be implemented in Winter Park, Orlando sometime in Spring 2025

Type:
Other
Sq.Ft.:
1,660
Status:
Active
Beds:
2
Lot size:
0.08 Acres
Year built:
1999
Baths:
3.00
MLS#:
TB8314450
Subdivision:
Seville Park

ADDITIONAL INFORMATION

Nestled in Winter Park on a brick paved street this beautiful and deceptively large 2 bedroom residence with over 1600sqft of living space. Includes 2 masters, 2.5 bathrooms, a large recreation/study bonus area, full kitchen with accessories, and laundry. Lovely secluded garden. Attached 1 car garage with driveway parking for 2. Walk to your favorite Park Ave restaurants, stores, and coffee shops. Minutes from farmers market. Winter Park High school district and close to Rollins College. Call today to schedule a viewing.

Type:
Single Family
Sq.Ft.:
3,215
Status:
Active
Beds:
4
Lot size:
0.19 Acres
Year built:
2013
Baths:
4.00
MLS#:
O6252394
Subdivision:
Enclave At Aloma

ADDITIONAL INFORMATION

Beautiful Winter Park Home Looking for New Owner! **Seller Financing is Available** Conveniently located gated community. Spacious and Open Floor Plan. Private fenced back yard that backs to conservation. Lots of Upgrades, Crown Molding on entire 1st floor, flooring is engineered hardwood throughout including bedrooms, tile in the baths, carpet in the bonus room for sound control. Large kitchen with quartz countertops that opens into large family room, Formal Living and Dining, Den/Office, and Half Bath on first floor. The large bedrooms are on the second floor with a split plan. The Primary suite includes a spacious bath and walk in closet. Bedrooms 2 & 3 have an attached shared bath and include an activity desk in the hallway. The 4th bedroom is off the bonus area and adjoins the 3rd bath. The large upstairs bonus area for everyone to enjoy. See the Photos, 3D Virtual Walk through, and Floor Plans. Move in Ready – You can be in for the Holidays!!

Type:
Condo
Sq.Ft.:
1,374
Status:
Active
Beds:
3
Lot size:
0.15 Acres
Year built:
1986
Baths:
3.00
MLS#:
O6251997
Subdivision:
Winter Park Pines Condo

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. **WATCH 3D TOUR and REAL Walkthrough VIDEO!** Welcome to this exquisite two-story villa-style condominium in Winter Park! Situated at 543 Warrenton Rd, this 3-bedroom, 3-bath home with a little less than 1,400 SqFt provides the perfect combination of comfort and convenience. Nestled in a serene neighborhood adorned with majestic, towering trees. NEW ROOF, mostly all NEW FLOORING. Upon entering, you will be welcomed by a spacious living area featuring a charming BRICK corner FIREPLACE and HIGH CEILINGS with 2 SKYLIGHT WINDOWS. The 1st FLOOR boasts a PRIMARY BEDROOM with an en-suite bathroom with a shower, complete with DUAL SINKS and a generous size closet. The kitchen is bright and airy, offering ample space for cooking and entertaining + a convenient BREAKFAST BAR. STAINLESS STEEL appliances and a large sliding door that lets the beautiful sunlight in. Step outside to enjoy the front private COURTYARD and fenced-in REAR PATIO , NO REAR NEIGHBORS. The washer and dryer are located in the 2nd bathroom on the 1st floor. The second and third bedrooms are located upstairs and share a 3rd bathroom with a TUB and shower combo. Additional amenities include a one-car garage with guest parking for added convenience. Conveniently located near all the essentials, including Publix/Walmart/Walgreens/Home Depot (5 minutes), Downtown Winter Park (10 minutes), Winter Park Golf Course (3 minutes), Full Sail University (1min), Baldwin Park (7 minutes), 408 and 417 highways (less than 10 minutes away), UCF (15mins) and Downtown Orlando (14 minutes). This unit is in pristine condition and ready for immediate occupancy. Please be aware that rentals are only allowed on a 10% max neighborhood capacity basis meaning there may be a wait list. At the moment the property must be occupied by the owner. Don't let this amazing opportunity pass you by!

Type:
Single Family
Sq.Ft.:
1,899
Status:
Active
Beds:
4
Lot size:
0.21 Acres
Year built:
1958
Baths:
2.00
MLS#:
O6250674
Subdivision:
Fairbanks Shores 5th Add

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to this charming ranch-style home located in the heart of Winter Park—and best of all, NO HOA! Nestled on a spacious corner lot, this property offers a CIRCULAR DRIVEWAY for easy access and ample parking. Inside, you’ll find an updated kitchen with beautiful GRANITE countertops, perfect for hosting or enjoying family meals. Both bathrooms have been tastefully renovated for modern comfort. Cozy up by the WOOD BURNING FIREPLACE or enjoy the Florida lifestyle on the SCREENED-IN PORCH overlooking the FENCED-IN backyard—great for pets, and/or outdoor entertaining. There’s also a hot tub with a brand-new motor for the ultimate relaxation. Major updates like a RE-ROOF(2016) and septic drain field (2016) add value and peace of mind. This home is ready to provide a blend of comfort, convenience, and modern updates, all with the freedom of no HOA restrictions. Plus, it includes a 2 car OVERSIZED GRAGE for extra storage or workshop space. Don't miss the chance to make this Winter Park gem your own!

Type:
Single Family
Sq.Ft.:
1,235
Status:
Active
Beds:
4
Lot size:
0.18 Acres
Year built:
1959
Baths:
2.00
MLS#:
O6249574
Subdivision:
Eastbrook Sub Unit 03

ADDITIONAL INFORMATION

Welcome to 3483 Seagrape Dr in Winter Park, FL—a fully renovated single-story gem that combines modern design with an unbeatable location. This home exudes charm from the moment you arrive, featuring a bold green exterior complemented by a striking yellow front door and fresh landscaping with red mulch and lush greenery. Step inside to discover an open and inviting interior, enhanced by brand-new vinyl flooring that flows seamlessly throughout the living spaces. Bathed in natural light, the home showcases soft white walls, and contemporary lighting, creating a bright and welcoming atmosphere. The updated kitchen is a focal point, boasting white cabinetry, sleek stainless steel appliances, and a stylish wood-accented countertop, perfect for cooking and entertaining. Adjacent to the kitchen is a spacious dining area that can accommodate a large table, making it ideal for gatherings. The generous living area opens up to an expansive enclosed porch, adding extra living space for year-round enjoyment while overlooking a private, fenced backyard. This property presents a prime opportunity for both homeowners and investors, given its close proximity to UCF, Full Sail University, and the vibrant Park Avenue scene. Whether you're looking to live in the home and rent an independent room or leverage it for Airbnb, the layout offers great flexibility. Additionally, with no HOA restrictions and the seller offering concessions to assist with buyers’ closing costs, this home truly stands out as an exceptional investment. Don’t miss your chance to own this move-in-ready property, where modern upgrades meet income-generating potential in a desirable Winter Park location.

Type:
Townhouse
Sq.Ft.:
1,755
Status:
Active
Beds:
3
Lot size:
0.07 Acres
Year built:
2020
Baths:
3.00
MLS#:
O6251457
Subdivision:
Enclave At Hawks Crest

ADDITIONAL INFORMATION

Welcome to this beautifully updated 3-bedroom, 2.5-bathroom gem! Built in 2020 and located in highly sought after Hawks Crest, a private gated community, this home offers luxury, comfort and every modern convenience. This home has been taken from builder grade to custom upgrades though out! You'll enter through a bright and airy foyer and be greeted by a spacious living area adorned with crown molding and LED recessed lighting, creating an inviting atmosphere. The kitchen is a chef’s dream, equipped with brand new stainless steel appliances, including a Samsung oven with an air fryer, and a Samsung Bespoke dishwasher and microwave and LG refrigerator. Enjoy the added benefit of a reverse osmosis filtration system for clean drinking water right at your fingertips. Upstairs you will find the spacious primary bedroom with ensuite, two additional bedrooms and a hall bath. The expansive primary bedroom features an en-suite bathroom with new custom sliding shower doors and a separate private water closet for added privacy. Custom closets throughout the home, along with tailored shelving in the laundry room and pantry, provide ample storage solutions. Step outside to the back patio, where you can take in the views of the serene nature conservation area with a cup of coffee to start the perfect day or a glass of wine to unwind. The extended driveway and garage storage rack hanging system add to the home’s practicality and maximizes space and organization. This gated community offers fantastic amenities, including a resort-style pool, playground, parks, and picnic areas, all with low monthly HOA fees (which include cable and internet). Perfectly situated just a 2-minute walk from the new Park Maitland Preschool and a 5-minute drive to Trinity Prep, one of Central Florida's premier private middle/high school. Also near the entrance of the community is Foxtail Coffee, Kelly’s Homemade Ice Cream, and Ravenous Pig restaurant. You will find this community is centrally located, as you are just 10 minutes from the thriving downtown Winter Park and easy access to all major highways. Don't miss your chance to own this immaculate home—schedule your showing today! ROOF - 2020, HVAC - 2020, PLUMBING - 2020, ELECTRIC - 2020

Type:
Condo
Sq.Ft.:
803
Status:
Active
Beds:
1
Lot size:
10.07 Acres
Year built:
1974
Baths:
1.00
MLS#:
S5114398
Subdivision:
Colonies

ADDITIONAL INFORMATION

Completely remodeled, come enjoy this amazing 1 bedroom 1 bathroom condo in winter park. Close to UCF, Full Sail University and centrally located to shopping malls, major highways, restaurants and theme parks. Just 11 minutes from Orlando international Airport. COMPLETELY REMODELED BRAND NEW A/C, NEW FLOORS, NEW BASEBOARDS, NEW VANITY, NEW TOILET, NEW PAINTING, NEW APPLIANCES, WASHER AND DRYER INCLUDED, NEW KITCHEN COUNTERTOP, NEW CABINETS. If you are looking for something affordable and a completely remodeled place to call home, this is it...or if you are looking to add a new apartment to your portfolio this apartment can be rented for $1450/ month. Make your appointment quick this apartment is ready to move in.

Type:
Condo
Sq.Ft.:
927
Status:
Active
Beds:
2
Lot size:
0.02 Acres
Year built:
1973
Baths:
2.00
MLS#:
O6251967
Subdivision:
Stratford A Winter Park Condo

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Introducing a charming 2-bedroom, 2-bathroom condominium for sale in the desirable Stratford at Winter Park community. This residence combines comfort and convenience, featuring a tiled foyer, kitchen, and bathrooms. The entire unit has been updated with new carpeting and fresh paint, creating a fresh and inviting atmosphere. The kitchen features white cabinetry, and there is additional dining space in a cozy breakfast nook. The expansive living room opens to a private balcony that provides stunning views of the beautifully landscaped interior courtyard and swimming pool. Both bedrooms boast large closets, with the master bedroom featuring an upgraded tiled shower in the ensuite bathroom. BRAND NEW A/C SYSTEM! UPGRADED ELECTRICAL PANEL! BRAND NEW CARPETING AND PAINT! Enjoy the convenience of included water service and recreational facilities, allowing you more time to savor the community amenities. The well-maintained Stratford community offers residents access to ample parking, two swimming pools, lighted tennis courts, a fitness room, a car wash area, and a clubhouse. Included in your HOA dues is water service; internet service with Spectrum; and a laundry with 2 washers and 2 dryers at no charge. This condo is ideally located just 5 minutes from the chic Park Avenue, close to downtown Winter Park, Rollins College, UCF, and Full Sail University. A variety of local eateries and stores are conveniently located just a short walk away. This property not only provides a comfortable living space but also offers a vibrant lifestyle in one of Winter Park’s most sought-after communities. Whether you’re a first-time homebuyer or looking to downsize, this condo presents a perfect opportunity to own a piece of Winter Park charm. Schedule your viewing today and come see why this should be your next home!

Type:
Single Family
Sq.Ft.:
1,823
Status:
Active
Beds:
4
Lot size:
0.23 Acres
Year built:
1983
Baths:
2.00
MLS#:
O6257053
Subdivision:
Bel Aire Pines

ADDITIONAL INFORMATION

Welcome Home to 3237 Black Pine Avenue in Winter Park, Florida. This 4 bedroom and 2 bath home has a NEW roof, NEW windows, updated electrical panel, and is nestled in a cute little neighborhood with an optional HOA! Immediately upon entering the home your eyes will be drawn to the attention to detail throughout the beautifully updated kitchen with concrete counters and porcelain tiles laid in herringbone pattern. The cutting board countertop island is ideally setup with power, storage, and room for kitchen seating. There is plenty of room to stretch out in the adjacent living room and family room on either side of the kitchen, and a split bedroom layout. Zoned for Winter Park High School, and a short drive to highways 408, 417, I-4, Downtown Orlando, theme parks, beaches, and all that Central Florida has to offer.

Type:
Single Family
Sq.Ft.:
2,228
Status:
Active
Beds:
3
Lot size:
0.27 Acres
Year built:
1950
Baths:
3.00
MLS#:
O6250903
Subdivision:
Glencoe Sub

ADDITIONAL INFORMATION

Discover this beautifully updated two-story home in the desirable 32789 ZIP code! This move-in-ready single-family residence features 3 bedrooms, 2.5 baths, a versatile office/nursery upstairs, and offers ample space with 2,228 sq. ft. of living area (2,718 sq. ft. total). Enjoy the expansive fenced backyard, perfect for outdoor gatherings, and relax on the charming front porch swing adorned with new stone accents. Recent upgrades include all-new ceiling fans and light fixtures, a new garage door, and a 2024 roof for the garage. The main roof was replaced in 2018, providing peace of mind. This home has no HOA restrictions and is on public water and septic. Key features include a newly poured driveway, a new irrigation system, and pest control through Massey. The air ducts have been professionally cleaned and sanitized, and all electrical outlets have been upgraded to GFCI. Inside, the renovated kitchen boasts modern cabinets, countertops, and new appliances. Both bathrooms have also been updated with new cabinets and countertops, offering a fresh, contemporary feel. Located within a minute walking distance to Lake Killarney and with lovely views from the front yard, this home offers easy access to restaurants on Park Avenue and Winter Park Village. Conveniently situated for quick commutes to I-4 and other toll roads, this is the perfect blend of comfort and convenience. Don’t miss your chance to call this stunning property home—schedule your showing today!

Type:
Condo
Sq.Ft.:
1,037
Status:
Active
Beds:
2
Year built:
1981
Baths:
2.00
MLS#:
O6244402
Subdivision:
Winter Park Villas Condo

ADDITIONAL INFORMATION

Excellent opportunity to own a Single Story condo with a courtyard AND backyard! Close to Full Sail, as well as local shopping, dining, and attractions. Less than 12 miles to the Orlando International Airport, 16 miles to Universal Studios, 23 miles to Disney, 48 miles to New Smyrna Beach and less than an hour to Cape Canaveral! With a great open floorplan, updated kitchen with granite counters, spacious bedrooms and plenty of storage... this condo offers an affordable and easy-maintenance lifestyle. The HOA takes care of the roof and all exterior building maintenance, plus includes water/trash/sewer and community amenities such as a beautiful pond with walking trail, pet cleanup stations, tennis courts and a fabulous swimming pool!

Type:
Single Family
Sq.Ft.:
1,964
Status:
Active
Beds:
4
Lot size:
0.25 Acres
Year built:
1968
Baths:
2.00
MLS#:
O6250720
Subdivision:
Winter Park Pines

ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to Winter Park! This beautifully maintained 4-bedroom, 2-bathroom home is nestled on a quiet, low-traffic street in the highly sought-after Winter Park Pines neighborhood. Boasting a NEW ROOF and an ideal floor plan, the home features a spacious driveway leading to a welcoming front entry with double doors that open into the heart of the home. Inside, the kitchen overlooks the patio and inviting pool area, perfect for entertaining or relaxing. Natural light fills the open living spaces, including a cozy family room with a fireplace. The master suite provides private access to the patio and pool area, while the additional three bedrooms are located on the opposite side of the house, ensuring privacy for all. Outside, the backyard offers endless potential, with a pool and large patio space ready to be transformed into your own outdoor oasis. Surrounded by mature landscaping, the property creates a serene and inviting atmosphere. This home has been lovingly cared for over the years, and it's a rare opportunity to own a well-loved property that you can transform to meet your unique needs and desires. Conveniently close to Winter Park amenities, including dining, shopping, UCF, Rollins College full sail University, and Orlando International Airport. The home is also in a top-rated school district and near Winter Park Pines Golf Club, Cady Way Pool and Park, and the Cady Way Trail for those who enjoy an active outdoor lifestyle. Not much comes up for sale in this desirable neighborhood, so schedule your showing today!

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067

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 $480,000. 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 $480,000. 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

    $480,000
    25.3% change since last quarter
  • # Active listings

    340
    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