Winter Park FL Real Estate & Homes for Rent

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Beds:
2
Baths:
2.00
Sq.Ft.:
1,059
Status:
Active
MLS#:
O6271089
Type:
Condo
Subdivision:
Wrenwood Condo
Lot size:
0.35 Acres
Year built:
1973
A broker reciprocity listing Courtesy: WATSON REALTY CORP 407-359-2300
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ADDITIONAL INFORMATION

Welcome to this delightful 2-bedroom, 2-bath end-unit condominium, offering the perfect blend of comfort and style! As you enter, you’re greeted by a charming foyer with a convenient coat closet, setting the tone for this spacious and inviting home. The expansive living/dining area is perfect for both everyday living and entertaining guests. A newer sliding glass door leads to a peaceful screened patio, featuring a generously-sized storage closet and offering picturesque views of the serene courtyard. The well-appointed galley kitchen boasts modern appliances, including a newer Frigidaire refrigerator, range, microwave, disposal, and a newer sleek LG dishwasher. The kitchen also features a convenient closet pantry, as well as a stackable washer/dryer for added ease and practicality and plenty of kitchen cabinets. For your peace of mind, the roof was replaced in 2022, home comes equipped with a Nest doorbell, keyless entry, and security cameras at the front and rear of the property. Additionally, the Nest AC thermostat provides enhanced control for year-round comfort. The abundance of storage throughout the home ensures plenty of space for all your needs. This home’s prime location offers easy access to Full Sail University, the University of Central Florida, shopping, dining, and more. Enjoy the community's fantastic amenities, including a sparkling pool and clubhouse, all within a quiet, well-maintained neighborhood. Additional highlights include an abundance of natural light, a meticulously maintained building exterior (with lawn care and termite prevention), and a peaceful atmosphere that serves as a relaxing retreat after a busy day. This home is a true must-see for those seeking modern living in a vibrant, connected community!

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

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 it’s 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. 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

Welcome to this inviting 4-bedroom, 2-bathroom home on an oversized corner lot in the highly sought-after Winter Park area. With a layout designed for both comfort and functionality, this home has everything you need to make it your own. The bright family room flows into an open living and dining area, complete with 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, perfect for gatherings or flexible use.The split floor plan ensures privacy, with three bedrooms and a full bathroom off the main living area. The primary suite, thoughtfully separated for added privacy, features a walk-in closet and an en-suite bathroom with 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, you'll find a charming brick patio for even more outdoor enjoyment, along with a shed and a hookup for a generator. Just minutes away from popular shopping destinations like Publix, Costco, and Target, and only a short 10-minute drive to the renowned Park Avenue, where you can explore Winter Park's best dining, boutiques, and cultural attractions. Commuters and travelers will appreciate the easy 25-minute drive to Orlando Int'l Airport, while students and faculty will love the proximity to UCF, Full Sail University, and Rollins College. Move-in ready and filled with charm, this home is the perfect canvas for creating a space that's uniquely yours. 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

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

Great home that boasts a family-oriented design located in one of the most desirable locations in the Orlando area, Winter Park. Winter Park is an upscale community located just 5 to 10 minutes by car from downtown Orlando. The interior includes three spacious bedrooms, two full bathrooms, and an additional half bath in the utility area, complemented by wood flooring and stainless-steel kitchen appliances. A separate laundry room is also provided, complete with a washer and dryer. On the exterior, you will find a backyard featuring a pavered patio, along with a carport and off-street parking. The property is surrounded by mature landscaping, which enhances privacy. A Wise-Location, the property is conveniently located within walking distance of Winter Park Hospital, Starbucks, and Outback Steakhouse. It is also a short drive from Rollins College, Full Sail University, the VA Hospital, and Baldwin Park. Nearby Cady Park and Trail offer recreational amenities such as ball fields, a swimming pool, and a bike path. The home is zoned for outstanding schools, including Brookshire Elementary, Glenridge Middle, and Winter Park High! This exceptional home presents a wonderful opportunity for moderate renovations, allowing you to create your perfect living environment. Seize the opportunity to make it your 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:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O6271792
Type:
Land
Subdivision:
Kenilworth Shores Sec 06
Lot size:
0.71 Acres
A broker reciprocity listing Courtesy: COMPASS FLORIDA, LLC 813-355-0744
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ADDITIONAL INFORMATION

VACANT - WATERFRONT in desirable Winter Park! This opportunity sits on the picturesque shores of Lake Berry, a 76-acre, private, skiable lake. If you're searching for an oversized lot to build your next dream home, look no further! This expansive lot allows for a net buildable home of nearly 9,200 square feet. The westward-facing lot provides breathtaking sunsets while the lake's tranquil setting makes it a pleasant spot for leisurely activities. Located directly across from the exclusive Windsong community, this prime location is just 2 miles from the iconic Park Avenue.-----New custom home plans available upon request-----

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:
3
Baths:
3.00
Sq.Ft.:
2,145
Status:
Active
MLS#:
O6271235
Type:
Single Family
Subdivision:
Golfside Sec 03
Lot size:
0.25 Acres
Year built:
1978
A broker reciprocity listing Courtesy: LEGACY REALTY & BROKERS LLC 407-887-7779
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Elegant 3-Bedroom, 3-Bathroom Home With New Roof and NO HOA on Winter Park Pines Golf Course! Step into this beautifully updated single-story home, perfectly situated on the scenic Winter Park Pines Golf Course. Offering a seamless blend of modern design and cozy charm, this property boasts 3 spacious bedrooms, each with its own en suite bathroom, ensuring privacy and comfort for all. The heart of the home is the chef’s kitchen, designed to impress with an abundance of quartz countertops, extensive cabinetry, a large island, and ample workspace for culinary creations. Adjacent is the sunken living room, featuring a stunning two-sided fireplace that also warms the cozy family room which is just 3-steps down from the family room creating a perfect space for relaxation or entertainment. The primary suite is a true retreat, offering a spa-like bathroom and generous closet space. The two secondary bedrooms, each with updated en suite baths, provide versatility as work spaces or guest rooms. Additional highlights include a spacious laundry room, a 2-car garage, and thoughtful updates throughout the home. Step outside to enjoy serene golf course views and the tranquility of this sought-after location. Situated near the Cady Way Trail, educational institutions such as Full Sail, Rollins, UCF and only 4.5 miles to Downtown WP, it provides convenient access to daily commutes and leisure! This home offers the perfect combination of style, functionality, and comfort – a true gem on Winter Golfside Community!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,346
Status:
Active
MLS#:
O6267820
Type:
Single Family
Subdivision:
Howell Estates 2nd Add
Lot size:
0.22 Acres
Year built:
1984
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

Step into a home that radiates energy, style, and modern sophistication. A Vibrant Jewel in Winter Park. Fully renovated and bursting with charm, this property is designed to impress and inspire. From the moment you enter, the expansive open floorplan welcomes you with an abundance of natural light streaming through new double-pane windows. Sleek modern tile flooring flows seamlessly, setting the stage for a space that’s as vibrant as it is elegant. The chef’s kitchen is the ultimate centerpiece, featuring white shaker cabinets, bold black stainless steel appliances, an oversized island, and striking quartz countertops with a dramatic waterfall edge. Live where every day feels extraordinary. The open living area offers stunning views of your sparkling, newly resurfaced pool and private backyard retreat. It’s the perfect backdrop for hosting unforgettable gatherings or simply unwinding in peace. The primary suite is your personal oasis, with direct access to the lanai and a spa-like bathroom adorned with marble-style tiles and upscale finishes. Even the guest bathroom exudes sophistication with its thoughtful updates. Step outside to your Florida paradise. The covered lanai and patio create a seamless indoor-outdoor connection, inviting you to soak up the sunshine or enjoy cool evening breezes. The pool glistens as the centerpiece of your vibrant outdoor haven. And with a new roof (2023) and updated plumbing, you can relax knowing your home is built for modern comfort and peace of mind. Located in highly sought-after Winter Park, this home is just minutes from the area’s best shopping, dining, and downtown attractions. Experience the perfect blend of luxury, convenience, and vibrant living.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,020
Status:
Active
MLS#:
O6272625
Type:
Condo
Subdivision:
Winter Park Woods Condo
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: RC REALTY GROUP INC 407-309-9155
View additional info

ADDITIONAL INFORMATION

Great Winter Park location SINGLE UNIT, 1st floor, 2 bedroom, 2 bath well mantain condo with tile flooring. Close to Full Sail University, University of Central Florida,Rollins College,Orlando International Airport, Express Way 408 and 417,Baldwin Park,Downtown Orlando, Restaurants & Shopping. Fantastic Opportunity for Investor. Tenant Occupied

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: INNOVATIVE REALTY, LLC 407-772-5555
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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:
1
Baths:
1.00
Sq.Ft.:
785
Status:
Active
MLS#:
O6270760
Type:
Condo
Subdivision:
Winter Park Woods Condo
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

Charming 1-Bedroom Condo in the Heart of Winter Park! Welcome to 337 Scottsdale Square, a cozy and well-maintained 1-bedroom, 1-bathroom condo located in the heart of Winter Park, FL! This home offers a prime location just minutes from top-rated restaurants, shopping centers, and entertainment. Enjoy the convenience of being near Park Avenue, Rollins College, Full Sail University, and downtown Orlando, making it perfect for school attendees, professionals, or anyone looking for a vibrant community. Inside, you'll find a bright and airy living space, a functional kitchen, and a private balcony to relax and unwind. The community offers great amenities, including a pool and well-kept common areas. Whether you're looking for a new home or an investment opportunity, this condo is a fantastic choice. Don’t miss out—schedule your showing today!

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.:
1,321
Status:
Active
MLS#:
O6268987
Type:
Single Family
Subdivision:
Oakcrest
Lot size:
0.28 Acres
Year built:
1984
A broker reciprocity listing Courtesy: KELLER WILLIAMS ADVANTAGE REAL 407-977-7600
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ADDITIONAL INFORMATION

Nestled in the serene Oakcrest neighborhood, this charming 3-bedroom, 2-bathroom home seamlessly blends comfort and functionality. Step into an inviting open living space, brightened by skylights and enhanced by views of the well-appointed kitchen, featuring stainless steel appliances and recessed lighting. The split floor plan ensures privacy, with two secondary bedrooms and a bathroom on one side, and a spacious primary suite on the other. The Florida room is the perfect flex space, located just off the main living area, offering direct access to the screen enclosed lanai & overlooking the expansive backyard. Outdoors, a covered and screened porch, plus an extended concrete pad provides the perfect spot to grill, entertain, and enjoy Florida living year-round. The oversized, fenced backyard offers endless possibilities for play, gardening, bird watching and a peaceful retreat. Conveniently located near top-rated higher education institutions, medical facilities, vibrant shopping, dining, and entertainment. Recent upgrades, including a 2024 AC unit, 2023 hot water heater, and a 2022 roof ensure modern comfort, while the water softener adds an extra touch of quality. With no HOA, you’ll enjoy the freedom to make this property truly your own. Schedule a private tour today!

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.

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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


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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

    $475,000
    25.3%
    change since last quarter
  • # Active listings

    313
    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
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

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
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

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

Real estate near Winter Park