Winter Park FL Real Estate & Homes for Rent

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Beds:
4
Baths:
2.00
Sq.Ft.:
1,906
Status:
Active
MLS#:
O6270808
Type:
Single Family
Subdivision:
Arrowhead Cove
Lot size:
0.27 Acres
Year built:
1972
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

*Must see in person!** Have you been dreaming of cul-de-sac life? Take a long look at this better-than-new home. The many improvements are too lengthy to fit in this description, so please reach out for a full list of updates and to schedule a tour! This is the last home sitting at the end of a beautiful street where pride in ownership abounds all around. Nestled between Lake Nan and Lake Waunatta, open the brand new windows and sliding glass doors to catch lake breezes. Well kept by one owner from 1972 to 2024, this home combines the charm and fortitude of years gone by with the ease and style of contemporary living through brand new features like cozy wood look tile floors, elegant kitchen, great bathrooms, and so much more. The home is zoned for sought after Lakemont Elementary, Maitland Middle, and Winter Park High School. The floor plan is excellent for many lifestyles with the kitchen open to a large living space, with additional formal/flex living space separate. A 4th bedroom overlooking the front yard would make a great office, den, or playroom. The stunning kitchen has classy cream cabinetry, quartz counters with waterfall island, under-cabinet dimmable lighting, warm gold accents, and jazzy high end appliances. Every light fixture has been replaced and paired with Kasa smart switches to control from your phone or iPad. Entry smart keypad lock, Wifi enabled thermostat, app-enabled garage door opener, and some appliances having remote connectivity make living in this home easy. No wall has gone untouched with fresh ceiling and wall texture and coats of beautiful creamy paint. The exterior is also in great shape with a lovely inviting color palette and sky blue accents. The 2-car garage floor is freshly epoxied with extra workspace. Mature landscaping is visible through every window and can be watered by a well-fed irrigation system. The primary suite has its own bathroom with large vanity and curbless shower entry. There’s also a massive 7x12 walk-in closet to make your Instagram organizational dreams come true. Two additional bedrooms on one side of the home are large with wonderful natural light. With Florida’s unique homeowners insurance challenges, it’s super important to look at the big four points of the home you’re buying. Roof: Set apart by a doubly fortified deck with brand new shingles in 2024. Electrical: Every single wire is brand new, along with panels. Plumbing: Water supply lines have been replaced and a new 50-gallon water heater added. HVAC: The Lennox unit is 2019 and operates beautifully. Reach out with any questions and to schedule a private tour!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,710
Status:
Active
MLS#:
O6274389
Type:
Single Family
Subdivision:
Winter Woods Unit 01
Lot size:
0.22 Acres
Year built:
1969
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-696-8000
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to this inviting 4-bedroom, 2-bathroom home on an oversized corner lot in the highly sought-after Winter Park area! With NO HOA, you have the freedom to bring your boats, RVs, and outdoor toys, making this home perfect for those who crave both comfort and convenience. Step inside to a thoughtfully designed layout that blends functionality and warmth. The bright family room flows seamlessly into an open living and dining area, highlighted by a cozy wood-burning fireplace. At the heart of the home, the updated kitchen features light, neutral finishes and connects to an additional dining space—ideal for gatherings or flexible use. The split floor plan offers privacy, with three bedrooms and a full bathroom off the main living area, while the primary suite is tucked away with a walk-in closet and en-suite bathroom featuring a convenient walk-in shower. Large windows throughout the main living areas let in plenty of natural light and provide views of the fully enclosed patio, which looks out to the spacious fenced backyard. Off to the side, a charming brick patio provides even more outdoor enjoyment, along with a shed and generator hookup. Prime Location! Just minutes from Publix, Costco, and Target, plus a short 10-minute drive to Park Avenue, where you can explore Winter Park’s best dining, boutiques, and cultural attractions. Commuters will love the easy 25-minute drive to Orlando Int’l Airport, and students will appreciate the close proximity to UCF, Full Sail University, and Rollins College. With a 2023 ROOF, UPDATED ELECTRICAL, and a HOME WARRANTY already in place - this home is MOVE-IN READY providing you with Peace of Mind! The perfect blend of space, convenience, and flexibility—a true must-see. Schedule your private showing today!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,105
Status:
Active
MLS#:
O6269754
Type:
Condo
Subdivision:
Parkview Village
Lot size:
0.1 Acres
Year built:
1984
A broker reciprocity listing Courtesy: FLORIDA REALTY INVESTMENTS 407-207-2220
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ADDITIONAL INFORMATION

Welcome to Winter Park Living! This spacious 2nd-floor, 2-bedroom condo features soaring high ceilings, fresh paint, and a serene screened porch with views of lush, mature landscaping. The large master suite offers a walk-in closet and ensuite bath, while the second bedroom includes double closets for ample storage. Enjoy the convenience of an inside utility room with a washer and dryer included. Located near a playground, tennis courts, and community amenities like a pool, hot tub, gazebo, and clubhouse, this condo provides a relaxing lifestyle just minutes from Full Sail University, UCF, Rollins College, and Valencia College. Perfectly positioned off SR 436 for easy access to shopping, dining, entertainment, and a quick commute to Orlando International Airport. Don’t miss this incredible opportunity!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,964
Status:
Active
MLS#:
O6271629
Type:
Townhouse
Subdivision:
Enclave At Hawks Crest
Lot size:
0.06 Acres
Year built:
2019
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
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ADDITIONAL INFORMATION

PRICE IMPROVEMENT!! Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood! This spacious 3 bedroom, 2.5 bathroom home offers an added BONUS of an additional office/den/guest room. Upon walking through the bright and airy foyer, you will be greeted into the expanse and open area of the kitchen, living room and dining room. The well appointed kitchen features white, shaker-style cabinets, granite countertops, stainless appliances and the extra touch of a custom tiled backsplash and island wall. In addition to the dining room, the breakfast bar offers plenty of seating for 4. On the second floor, the 15'x15' primary bedroom offers a walk-in closet and ensuite bathroom, featuring granite double sink countertops, glass enclosed shower and separate water closet. The 2 additional bedrooms both feature walk-in closets and a Jack and Jill bathroom with granite countertops and a tub/shower combination. A full laundry room with the washer and dryer included is also located on the second floor. The large 2-car garage offers a painted floor and BUILT-IN storage racks. The sliding doors from the dining room lead you to an extended lanai area. 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 beautiful home—schedule your showing today! ROOF - 2020, HVAC - 2020, PLUMBING - 2020, ELECTRIC - 2020

Beds:
3
Baths:
2.00
Sq.Ft.:
1,520
Status:
Active
MLS#:
O6271152
Type:
Single Family
Subdivision:
Kenilworth Shores Sec 01
Lot size:
0.21 Acres
Year built:
1955
A broker reciprocity listing Courtesy: MARK SPAIN REAL ESTATE 855-299-7653
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ADDITIONAL INFORMATION

Centrally located residence that features a family-friendly layout located in one of the most sought-after areas of the Orlando region, Winter Park. This upscale community is conveniently located just 5 to 10 minutes by car from downtown Orlando. The interior boasts three generously sized bedrooms, two full bathrooms, and an additional half bath in the utility area, all enhanced by elegant wood flooring and modern stainless-steel kitchen appliances. A dedicated laundry room is also included next to the Carport, equipped with a washer and dryer. Externally, the property offers a backyard with a pavered patio, a carport, and off-street parking. The home is enveloped by mature landscaping, which provides an added sense of privacy. Its prime location allows for easy walking access to Winter Park Hospital, Starbucks, and Outback Steakhouse. Additionally, it is a short drive from Rollins College, Full Sail University, the VA Hospital, and Baldwin Park. Nearby Cady Park and Trail provide recreational facilities, including ball fields, a swimming pool, and a bike path. The home is zoned for excellent schools, such as Brookshire Elementary, Glenridge Middle, and Winter Park High. This outstanding property offers a fantastic opportunity for moderate renovations, enabling you to customize it to your ideal living space. Take advantage of this great opportunity to make it your very own today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,664
Status:
Active
MLS#:
O6272155
Type:
Single Family
Subdivision:
Garden Lake Estates Unit 1
Lot size:
0.24 Acres
Year built:
1979
A broker reciprocity listing Courtesy: FOLIO REALTY LLC 407-917-0241
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ADDITIONAL INFORMATION

Renovated Winter Park home offering 3 bedrooms 2 baths with 1646 sq feet. Nice size lot .24 acre, fenced with a large open pool featuring brand new pool equipment & newly screened patio. 2024 Updates include: NEW Roof, Luxury vinyl flooring, 5 1/4 in. baseboards, popcorn ceilings removed & retextured, Full Kitchen renovation with SS appliances, Soft close cabinets & Quartz counter tops. Fresh paint, New interior doors. Electric updates with new Decora switches, & LED light fixtures. New Ceiling Fans with remote controls in every room. The Living room is anchored with a stone wood burning Fireplace with Custom Built-ins which flows to the dining room. Both bathrooms updated with Porcelain tile, new vanities & fixtures. Water Heater 2021, AC 2016 completely serviced. Gorgeous natural light throughout. New Garage Door opener with Keypad. The Shed in the backyard offers additional storage. No HOA! Highly desirable area with easy access to shopping & main roads.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,835
Status:
Active
MLS#:
O6270141
Type:
Single Family
Subdivision:
Kenilworth Shores Sec 07
Lot size:
0.21 Acres
Year built:
1957
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

*** WONDERFUL WINTER PARK ***LOCATION, LOCATION, LOCATION!!! This Fantastic 4 Bedroom 3 Bath Home is Welcoming for Everyone. From the moment you enter this Fabulous home you will know you have made the right choice. The Beautiful Wood Floors are predominant in the Home. The Large Kitchen with Quartz Counters and Stainless Steel Applicance will please Chefs of every level. The Wood Burning Fireplace w/ Saltillo Tile Hearth is the Focal Point of the Huge Living Area and the Light Bright Florida Room is a Bonus in this Spacious Floor Plan. The Master Suite has a Remodeled Bath and Private door leading to the 100 Square Foot Screened Patio. In addition, there is a Studio/Work Shop on the nearly 1/4 Acre property. Close to Winter Park High, Glenridge Middle, Brookshire Elem, WP Hospital, Cady Way Park, Winter Park Golf Course, Shopping and Restaurants. All of this and Much, Much More! WELCOME HOME !!!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,611
Status:
Active
MLS#:
O6272477
Type:
Condo
Subdivision:
Whisperwood Condo
Lot size:
6.71 Acres
Year built:
1974
A broker reciprocity listing Courtesy: CMI REALTY 407-731-0215
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ADDITIONAL INFORMATION

Charming 2-Bed, 2.5-Bath, 1,611 Sqft Townhome in Prime Winter Park Location This spacious two-story townhome offers the perfect blend of comfort and convenience in a prime Winter Park location. The bright living and dining area features tile flooring, while the modern kitchen boasts stainless steel appliances, granite countertops, ample cabinetry, and a cozy breakfast nook with access to a private, fenced courtyard—ideal for outdoor gatherings or quiet mornings. Upstairs, the master suite includes a walk-in closet, ensuite bathroom, and a private balcony. Additional perks include an inside utility closet, covered carport, and access to a community pool and clubhouse. Minutes from Full Sail, UCF, and Downtown Orlando, with easy access to major roads, this home is perfect for first-time buyers or investors. Walking into your dream home is easy—schedule your showing today! Buyer agents are welcome.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,148
Status:
Active
MLS#:
O6271165
Type:
Condo
Subdivision:
Lake Virginia Condo
Lot size:
1.56 Acres
Year built:
1969
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY 407-644-3295
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ADDITIONAL INFORMATION

Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the perfect blend of contemporary design and convenient urban living, just minutes (less than a mile) from the charming shops, restaurants and cultural attractions of Winter Park's renowned Park Avenue. This two-bedroom, two-bath condominium has a private screened balcony with sliding doors off the family room and primary suite, offering a peaceful retreat for enjoying the Florida sunshine and picturesque views of the Fern Canal. As you enter the unit off the courtyard, you will enjoy the newly painted interior with hardwood floors in the dining room and kitchen. The kitchen boasts granite countertops, stone backsplash, a new refrigerator, double oven, microwave, double stainless steel sink and ample cabinets for storage. The generously sized primary suite features a walk-in closet and en-suite bath with shower. This unit also features an in-unit laundry with stackable washer/dryer for ultimate convenience. Lake Virginia condominiums offer a one-bedroom guest suite that can be reserved and rented for the night. Amenities include but are not limited to the following: lake access to Lake Virginia, pool with jacuzzi, private dock (boat slips are available via waiting list per HOA approval at an extra fee), fitness center, ground-floor covered parking (one assigned space per unit), recently updated clubhouse with kitchen, outdoor gas grill and fire pit, sauna room, storage racks for canoes, kayaks or paddleboards, a gated pet run for those dog lovers out there, plus water, trash, city sewer and basic cable. With easy access to major highways and just a short drive to downtown Orlando/attractions, this property is a must-see. Whether you're looking for a stylish home or a low-maintenance vacation property, 690 Osceola Avenue, Unit 209 offers everything you need to enjoy the best of Winter Park living. Don’t miss the opportunity to make this exceptional condominium your new home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,250
Status:
Active
MLS#:
V4940331
Type:
Condo
Subdivision:
Winter Park Woods Condo
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

CASH ONLY. Desirable Winter Park Location with highly rated schools! Down the street Full Sail University, close to famous Park Ave, Rollins College, short drive to UCF and International Airport. Leased until 07/31/2025 to Long term tenant paying $1700 a month willing to stay. This spacious well maintained property features an amazing open floor plan with a full bedroom and bathroom downstairs, access to 2 balconies through sliding doors on each level and 2 bedrooms with a full bathroom upstairs for convenience and privacy. HOA fee covers water and sewer. Photos taken prior to tenant’s move in date! MLS Info is intended to be correct but is not guaranteed and all information must be verified by buyers.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O6271345
Type:
Land
Subdivision:
Aloma
Lot size:
0.19 Acres
A broker reciprocity listing Courtesy: HOMEVEST REALTY 407-897-5400
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ADDITIONAL INFORMATION

Fantastic City of Winter Park Location! 8400 square foot lot in the City of Winter Park - "maximum floor area ratio and building coverage shall be 45 percent." Zoned O-2 Professional Office. Perfect for Medical Office/s. Adjacent to Advent Health, Crosby Wellness Center, and Ward Park - a 66.4 acre sports complex. Current improvements include - 2 onsite stormwater retention ponds, existing parking lot, sewage connection. Plans available for a 1785 square foot building. 1 adjacent lot on Dundee with structure currently for sale.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,827
Status:
Active
MLS#:
O6271121
Type:
Single Family
Subdivision:
Casa Aloma
Lot size:
0.2 Acres
Year built:
1969
A broker reciprocity listing Courtesy: REAL ESTATE FIRM OF ORLANDO 407-581-5550
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ADDITIONAL INFORMATION

Located in the highly sought-after Casa Aloma community, this charming 1960s home offers the perfect blend of comfort, style, and convenience. Situated within a one-mile radius of all that Winter Park has to offer, this well-maintained home truly stands out in terms of location, location, location! The open floor plan is ideal for entertaining, with a spacious living room providing ample space for the whole family. The kitchen is a chef's dream, featuring stainless steel appliances, a gas stove, and a kitchen island that serves as a perfect spot for casual meals or as a serving area for family gatherings. A formal sitting room or secondary living area is conveniently located just off the kitchen, with sliding doors leading to the screened patio. The screened-in patio is perfect for unwinding after a long day, offering a relaxing space to enjoy Florida's rainy evenings. Don't forget to check out the built-in gas grill—great for outdoor cooking! The formal dining room provides an elegant space for holiday dinners or dinner parties throughout the year, with sliders leading to the patio for easy access to outdoor dining. The abundance of windows and sliders throughout the home ensures a bright, airy feel, while also showcasing the large backyard. The master bedroom is a standout feature, offering generous space and excellent closet storage. The recently updated master bath includes new flooring and a modern shower. In addition to the master suite, there are three more spacious bedrooms and a fully updated hall bath. Additional features and upgrades include Gas water heater roughly (2018) Fencing (2016) Windows and sliders (2016) Roof (2011). The backyard has a huge avocado tree as well for you lovers of avocado! This home is just minutes from shopping, top-rated schools, parks, and entertainment, including the iconic Park Avenue and Maitland shopping areas. Winter Park offers everything you need, and this home is the perfect place to enjoy it all. Don’t miss out—this move-in-ready gem is waiting for you! Schedule your showing today and make this beautiful home yours!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,738
Status:
Active
MLS#:
O6265989
Type:
Single Family
Subdivision:
Golfside Sec 03
Lot size:
0.23 Acres
Year built:
1978
A broker reciprocity listing Courtesy: TURN-KEY MOVES REALTY 407-796-2221
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ADDITIONAL INFORMATION

Welcome to this beautiful, single-family home in the Golfside Community in Winter Park! This stunning 3-bedroom, 2-bathroom residence offers a living space of 1,738 square feet. When you enter the home, you step right into the family room. To the right of it, you can find the dining room/living room combo, all with stunning light fixtures. The living room as well as the family room provide access through sliding doors to the covered back patio. From there you step right into the wide open back yard, all perfect for hosting family and friends. Off to the wide open living space, you step right into the kitchen. The kitchen features an island, a full set of stainless steel appliances, stunning stone counter tops & plenty of cabinet space. To the left of the family room, you have a hallway that leads to the 3 bedrooms and 2 bathrooms. The primary bedroom ensuite bathroom is very spacious. The home also features: beautiful wood-look tile in common living areas, extra storage closets, a laundry room & a 2-car garage. Further, this home boasts several updates: BRAND-NEW Carpet in bedrooms; FRESH Interior Paint. The home is located right by the Winter Pines Golf Club, and it is conveniently located near major highways I-4 & SR-417 for easy access to shopping, dining, & entertainment. You'll be just a short drive away from popular attractions like theme parks, downtown Orlando, International Airport and beautiful beaches. You will surely LOVE to call this place your home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,647
Status:
Active
MLS#:
O6270271
Type:
Single Family
Subdivision:
Autumn Glen Ph 3
Lot size:
0.2 Acres
Year built:
1988
A broker reciprocity listing Courtesy: KROLL REALTY GROUP 407-339-6930
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Nestled on a lushly landscaped corner lot, this beautiful Winter Park, FL homes offers a serene retreat with picturesque pond views. This thoughtfully designed home features engineered hardwood flooring throughout and new French-style doors with built-in blinds in the living, family room, and primary bedroom. Vaulted ceilings and three solar tube skylights bathe the interior in natural light, while 5 1/4-inch baseboards add a touch of elegance throughout. The kitchen is a chef’s delight, boasting newer stainless steel appliances, shaker-style cabinets with soft-close doors, granite counters, and a convenient closet pantry. The family room invites cozy evenings with its built-in features and a beautiful wood-burning fireplace. The split floor plan ensures privacy, with the primary suite with double doors to the expanded lanai, a walk-in closet with custom cabinetry, and a spa-like ensuite complete with dual vanities, and a deluxe sized walk-in shower with seamless glass enclosure. Bedrooms 2 and 3 are on the other side of the home share a well-sized remodeled bathroom. The massive enclosed expanded Lanai/Florida Room is the perfect space for indoor/outdoor entertaining with enough room for endless possibilities. Additional highlights include an inside laundry room with storage shelving with laundry tub, a beautifully landscaped backyard featuring a pergola, pavered outdoor seating area, and calming pond views. Practical upgrades include double-paned windows, a roof replacement in 2021, newer A/C unit installed in 2017, and replumbed in 2002. Located in the Autumn Glen community found in sought-after Winter Park. The community includes tennis courts, park, and playground. This is your opportunity to own your dream home that includes tranquility along with convenience, while offering access to top-rated Seminole County schools, and perfectly located near plenty of dining and shopping options.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,302
Status:
Active
MLS#:
O6270093
Type:
Single Family
Subdivision:
Lawndale
Lot size:
0.2 Acres
Year built:
2008
A broker reciprocity listing Courtesy: ALL REAL ESTATE & INVESTMENTS 407-917-8206
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ADDITIONAL INFORMATION

Welcome home to this stunning and unique tri-level home that that offers a bright and open floor plan with no HOA or dues! As you step inside, you'll immediately be impressed by the abundance of natural light and beautiful wood floors that flow throughout the downstairs living areas. The spacious kitchen, featuring granite countertops, stainless appliances, and ample counter space is open to a light-filled dining area, making it ideal for both everyday living and entertaining. One bedroom and a full bath are conveniently located downstairs, offering privacy and flexibility for various living needs. The master suite is a true retreat with a walk-in closet, dual sinks, and an oversized shower for a luxurious experience. A second en-suite is also located upstairs. In addition to the main living spaces, there is a separate living/bonus room with a balcony, perfect for a home theater, bar, or additional living space tailored to your lifestyle. Outside, you will enjoy the freshly landscaped yard, fully fenced, with pavered drive and walkway, complemented by a charming covered front porch entry. The side entry two-car garage is attached, ensuring easy access and convenience. Situated just minutes from downtown Winter Park, College Park, and downtown Orlando, this home offers proximity to all the best dining, shopping, and entertainment the area has to offer. This exceptional home combines style, functionality, and location in one perfect package!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,713
Status:
Active
MLS#:
O6268855
Type:
Single Family
Subdivision:
Wrenwood Unit 3 4th Add
Lot size:
0.33 Acres
Year built:
1981
A broker reciprocity listing Courtesy: EXP REALTY LLC 888-883-8509
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ADDITIONAL INFORMATION

Location, Location, Location!! NO HOA!! Welcome home to this charming and spacious 3 bedroom property sitting on an Oversized Corner lot in a quiet family friendly neighborhood of the highly desirable Winter Park! The Roof, HVAC and Water Heater were replaced in 2019 for added reassurance. As you enter the spacious driveway of this tranquil property, you are greeted by the well maintained landscape and curb appeal of the luscious grass and palm trees with the convenience of a built in basketball hoop in front of the oversized 2 car garage. As you walk up the tiled floor underneath the extended front porch towards the double doors, you'll notice the shade and space it provides for your outdoor furniture and decor. Upon entering this gorgeous oasis, you'll be greeted by natural lighting, along with a bonus den in addition to the family room and formal dining room looking out onto the private pool area. The kitchen is equipped with quartz countertops, plenty of prep space and cabinetry for added storage and entertaining, your necessary appliances, backsplash and stunning light fixtures for added style. Equipped with a split floor plan and ceiling fans all throughout for proper airflow circulation, as well as a skylight in the family room next to the sliding glass doors leading out into your private screened in pool area with an extended lanai for added shading, and a tiled floor for easy cleanup. Cool off from the sun and dip into your spacious pool in privacy with a fully fenced in backyard just outside of the screened enclosure for endless opportunities to create your desired private oasis. The master bedroom closet has built in drawers and compartments for your clothes, shoes and accessories for added convenience with plenty of space for a king size bed. The master bathroom has a private door leading out unto the pool area for easy access to the shower after a nice swim. Enjoy access to highly desired TOP-Rated Seminole County schools, and within close commute to top colleges like Full Sail University, Rollins College, and UCF. Very close proximity to SR 436, world class local restaurants, parks, boutique shopping, hospitals, YMCA, Downtown, Orlando Science Center and Museum of Art, Leu Gardens, Farmer's Market, and much more! Don't miss the opportunity to invest in not just a gorgeous home, but also the lifestyle of this charming town!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,735
Status:
Active
MLS#:
O6259041
Type:
Single Family
Subdivision:
Winter Park Pines
Lot size:
0.19 Acres
Year built:
1965
A broker reciprocity listing Courtesy: BHHS FLORIDA REALTY 407-406-5300
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Location, Location, Location! Don’t miss this opportunity to own a charming single-story home in the well-established Winter Park Pines neighborhood, known for its great schools and quiet streets. The exterior boasts tidy landscaping and an inviting front porch. Step inside to discover a spacious and bright living room, highlighted by an attractive brick feature wall which separates this area from the hallway leading to three bedrooms and two bathrooms. On the left is a dining room that can easily be converted into an office, playroom, or anything you desire. The large kitchen and adjacent family room, adorned with original terrazzo flooring and built-in features, bring warmth with another brick feature wall. These rooms flow seamlessly out to a large, screened porch and fenced yard with direct access to the serene Cady Way Trail. The home also includes a 2-car garage, an inside laundry room complete with a washer and dryer, and an attached storage shed perfect for bikes or other equipment. This home is a perfect canvas for your personal touch, with fresh interior paint, a roof installed in 2018, a new air conditioner in 2022, and a brand-new electrical system in 2024. Winter Park Pines offers an excellent voluntary community association with no required HOA fees. The optional $60 per year ensures the upkeep of the community signage and common area landscaping, the distribution of the bi-monthly "Needles from the Pines" newsletter, special neighborhood events, and more.

Beds:
7
Baths:
11.00
Sq.Ft.:
11,255
Status:
Active
MLS#:
O6269585
Type:
Single Family
Subdivision:
Windsong-preserve Point
Lot size:
1.63 Acres
Year built:
2009
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY 407-644-3295
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ADDITIONAL INFORMATION

Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm, and privacy that is rarely found in Winter Park. The home features 7 spacious bedrooms and 9 full and 2 half baths. Entertain in the all-glass conservatory, dedicated theater room with motorized seating, and a fully equipped game room. Modern conveniences throughout including gas-powered generators, an elevator and dumbwaiter. Two above-garage apartments provide ideal accommodations for guests and family. Outdoors, enjoy an expansive covered lanai, infinity edge pool and spa, boat dock with jet ski lift, and a summer kitchen complete with wood burning fireplace, gas grill, refrigerator and icemaker, all overlooking the beautifully landscaped yard and lake. With its own private gated entrance, this home is a one-of-a-kind opportunity to enjoy all of the amenities that Winter Park and Windsong have to offer.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,804
Status:
Active
MLS#:
O6269464
Type:
Single Family
Subdivision:
Winter Park Pines
Lot size:
0.21 Acres
Year built:
1968
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO 407-622-2122
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. New Price Reduction now $799,000!!! Great Community! Step into a home where luxury, style, and functionality come together seamlessly! This stunning 2,804-square-foot pool home offers five bedrooms, three bathrooms, and an array of beautifully designed spaces that cater to both relaxation and entertaining. Every corner of this property has been thoughtfully upgraded, making it move-in ready and ideal for creating unforgettable memories. Inside, you’ll find 2,200 square feet of pristine porcelain tile that adds a modern, sleek touch to the home, while the sunroom is graced with slate flooring, bringing a warm, earthy vibe to the space. The split-bedroom layout ensures maximum privacy, with the luxurious primary suite serving as your personal retreat. The en-suite bathroom is outfitted with granite countertops, a double-sink vanity, and a spa-like shower with multi-head fixtures, making every morning feel like a visit to the spa. Bedrooms two and three are connected by a convenient Jack-and-Jill bathroom featuring a charming pedestal sink and a combined tub and shower. Bedrooms four and five offer the flexibility to function as additional sleeping quarters, a home office, or a creative space. The third bathroom shines with a separate soaking tub and a multi-head shower, creating another haven for relaxation. The heart of the home is the gourmet kitchen, where cooking becomes an experience. Here, you’ll find granite countertops, a full stainless steel appliance package, including double ovens, a Bosch cooktop, a built-in microwave, and a brand-new dishwasher. Adjacent to the kitchen are a formal dining room, a cozy family room, and a formal living room, offering plenty of space to host and entertain guests. Step outside to discover your very own backyard paradise. The centerpiece is the large saltwater pool measuring an impressive 41 by 28 feet. Surrounding the pool are shellstone pavers and low-maintenance artificial turf, added in 2024. The pool area comes alive at night with pool party lights strung above, creating the perfect ambiance for evening gatherings. An outdoor kitchen makes al fresco dining a breeze, while the fully enclosed 6.5-foot cinder block wall ensures privacy. Practical upgrades abound, including a 2017 shingle roof, refinished pool and pavers, and a remodeled garage with epoxy-coated flooring and a 36-foot-wide driveway, spacious enough for four cars side by side. From the fresh, modern interiors to the resort-style outdoor spaces, this home is a true masterpiece that combines timeless upgrades with everyday convenience. Don’t miss the opportunity to make it yours!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,037
Status:
Active
MLS#:
O6270007
Type:
Condo
Subdivision:
Winter Park Villas Condo
Lot size:
0.11 Acres
Year built:
1981
A broker reciprocity listing Courtesy: RE/MAX EXCLUSIVE COLLECTION 407-447-2829
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ADDITIONAL INFORMATION

Welcome to this 2-bedroom, 2-bathroom condo located in the desirable winter Park Villas community. Well-maintained with a fireplace. Plenty of natural light. The kitchen features newer cabinets and a breakfast bar. The master bedroom has generous space, a walk-in closet, and an en-suite bathroom. Community amenities such as a swimming pool, tennis courts and clubhouse. Centrally located in Winter Park, minutes away from shopping, dining, entertainment, and top rated schools including Full Sail University.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,161
Status:
Active
MLS#:
O6269989
Type:
Condo
Subdivision:
Hidden Oaks Condo Ph 05
Year built:
1983
A broker reciprocity listing Courtesy: OUTLET REALTY 407-353-5518
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ADDITIONAL INFORMATION

Great location, perfect for first time buyers. This cozy corner unit features 3 bedrooms and 2 bathrooms upstairs, a half bath downstairs for guests, and a spacious great room for living and dining. The convenient eat-in kitchen leads to a fenced-in private patio. Community amenities include a sparkling community pool and playground. The HOA includes water, trash, landscaping, roof, and exterior maintenance. Roof was replaced 2022. New range and microwave. Easy access to shopping, dining, and top-grade public schools. Short commute to Full Sail University, UCF, and Valencia Community College, this property is waiting for you!

Beds:
5
Baths:
4.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
O6270087
Type:
Single Family
Subdivision:
Winter Park
Lot size:
0.15 Acres
Year built:
2018
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

From the boutique address at 433 Carolina Ave, take a stroll down to historic Hannibal Square or to the New England gourmet corridor. On Saturday's mornings, have your breakfast at the Winter Park farmers market and by sunset, enjoy Park Avenue or Winter Park Village. Back home, feel comfortable, extremely comfortable in this casual-chic custom designed home. After a welcoming foyer, a kitchen-bar opens to a large and bright great room fitting dining and living areas. It continues to the back covered veranda and back yard. Still on the first floor, you have a guest suite and an office, conveniently located by the entry door. Up the stairs, a large family room, capable of gathering all the family. In the large master suite balcony, you may have your first coffee in the morning, listening to the early birds. The two other rooms also have balconies to the front of the house. All rooms have closets with shelves, to accommodate your needs. Enjoy finishes like wood floors, large mirrors in bathrooms, quartz counters, crown molding, wide windows and more. This beautiful and modern home is ready for its new residents. It is absolutely gorgeous! Come and visit us. Welcome Home!

Beds:
2
Baths:
1.00
Sq.Ft.:
881
Status:
Active
MLS#:
O6269709
Type:
Condo
Subdivision:
Waterfall Cove
Lot size:
0.41 Acres
Year built:
1966
A broker reciprocity listing Courtesy: RE/MAX ASSURED 800-393-8600
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ADDITIONAL INFORMATION

Fantastic 2 bedroom, 1 bathroom unit in the centrally located Waterfall Cove community in Winter Park, close to all of the action with tons of shopping, restaurants and all major roadways. The 2/1 has NEW PAINT & NEW CARPET and is ready for its new owner. Whether an owner occupant or investor this unit has so much to offer with a spacious open living/dining room combo, galley kitchen, large bedrooms, and its own washer/dryer. The community features a park-like setting with community pool, playground, clubhouse and so much more. Do not miss your chance to call this one your own! Schedule your private tour today!!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
O6269197
Type:
Single Family
Subdivision:
Eastbrook Sub
Lot size:
0.19 Acres
Year built:
1959
A broker reciprocity listing Courtesy: RE/MAX ASSURED 800-393-8600
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ADDITIONAL INFORMATION

Welcome to your dream home at 992 Carnation Dr., a stunning three-bedroom, two-bath residence located in the heart of Winter Park. This inviting home features a bright and airy open floor plan, perfect for modern living and entertaining. The updated kitchen boasts contemporary finishes and ample storage, with stainless steel appliances. Each bedroom offers generous space, ensuring comfort for the entire family. In 2015, this home underwent a complete renovation, updated plumbing, a modern breaker panel, and an energy-efficient AC system. The electrical wiring has been upgraded with copper wires for added safety. Most recently, less than a year ago, beautiful waterproof plank floors were installed throughout the home, enhancing its contemporary appeal. The roof is less than 10 years old, adding to the home’s value and durability! Enjoy the convenience of an indoor laundry room equipped with a washer and dryer. The oversized lot is fully fenced with attractive vinyl fencing, providing privacy and security for your loved ones. The carport offers additional convenience and protection for your vehicles. The exterior of the home has been freshly painted. Situated in a desirable neighborhood known for its top-rated schools and optional HOA fees, this home is perfect for families seeking a vibrant community. Don't miss out on this exceptional opportunity to own a piece of Winter Park paradise!

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O6270448
Type:
Land
Subdivision:
Justamere Camp Rep
Lot size:
0.17 Acres
A broker reciprocity listing Courtesy: COLDWELL BANKER RESIDENTIAL RE 407-647-1211
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ADDITIONAL INFORMATION

Who wouldn’t want to live on a street called LOTAFUN? This is your opportunity to build your dream home on a quiet street with convenient access to Winter Park, Maitland and Orlando as well as Interstate 4 either from Lee Road or Fairbanks Avenue. This beautiful vacant lot has 75-feet of frontage and is 100-feet deep. This has a Winter Park address but is located in Orange County. An established tree canopy lines both sides of the road for a soothing drive home. The lot is already fenced on all four sides. There are a variety of mature trees on the property. Take a look at the schematics in “attachments” as samples of what a local Custom Home Builder, Brannon Construction, could build for you on this lot.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, AndreaD.Conner@Xome.com, 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067

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Winter Park Real Estate

Winter Park is located in Florida. 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 Map

Winter Park Real Estate Market Conditions

  • Median sales price

    $468,000
    25.3%
    change since last quarter
  • # Active listings

    349
    30-day change

Winter Park Schools and Demographics

Education near Winter Park, FL

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

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
Hillcrest Elementary School PK - 05 463 14.5 32803
Killarney Elementary School KG - 05 444 14.8 32789
Lake Sybelia Elementary School PK - 05 600 13.3 32751
Orlando Science Elementary Charter KG - 05 482 15.1 32804

Middle Schools near Winter Park, FL

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

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

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
Orlando Science Middle High Charter School 06 - 12 555 15.4 32804
Silver Star Center 06 - 12 25 2.5 32804

Real estate near Winter Park