Winter Park Homes For Sale, Condos For Sale & Orlando Real Estate

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The City of Gracious Living

Winter Park, Florida, known as the “City of Gracious Living,” boasts all the charm you might hope for in a city suburb. Unlike the name might suggest, the area doesn’t really experience much in the way of “winter weather,” but its nickname surely does it justice. It’s a great area for families, couples or single working folk alike. The art scene has no competition and the healthy Floridian lifestyle runs through the neighborhood’s many parks.

Winter Park Real Estate

The area’s close proximity – only about seven miles – to Downtown Orlando makes it one of Florida’s most desirable neighborhoods. Homes prices range from the most affordable in the $100,000s to multi-million dollar luxury estates. No matter what you’re looking for, you’ll likely find it in Winter Park.

The variety of outdoor spaces makes Winter Park real estate a great investment. Lake Virginia sits at the heart of the region and provides great opportunity for waterfront living – something most Floridians dream of.

From large homes found on the Winter Park Chain of Lakes to smaller homes providing a convenient location, there’s a little bit of everything in Winter Park. The 32789 and 32792 zip codes are known as the most desirable in Winter Park, along with the Windsong community.

Finding Your Dream Home in Winter Park

The 32789 zip code covers a large area of Winter Park with many homes found throughout. Homes throughout this zip code are known as some of the most desirable with many that are waterfront. They sell for an average home price of about $375K.

The 32792 zip code found in Winter Park provides more affordable homes. The average home price throughout this area is only $116K. However, some of the waterfront homes and larger luxury homes can go for more than $1 million.

Found in the center of Winter Park, the Windsong community circles Lake Mizell with access to both Lake Berry and Lake Virgina. Within the community, residents enjoy two community swimming pools, a beautiful clubhouse, and private boat docks to avoid the crowds.

This particular portion of Winter Park also has quite a charming history. The area was established after Charles Hosmer Morse – a Winter Park icon remembered by the Morse Museum – built the Windsong estate in 1904. A bell was hung from one of the trees outside and after all the neighbors followed suit, chimes and bells sung through the area, giving the charming community its name. It’s also very close to the famous Park Avenue found in Winter Park’s downtown area.

Our team has expert advice on all Winter Park real estate! Contact them with all of your Winter Park or Orlando real estate questions.

Living and Working in Winter Park

Winter Park features a very beautiful downtown area with plenty of restaurants, museums and shops. The tree-covered cobblestone streets and popular parks make it a very desirable area in Central Florida. Central Park is the most popular of the parks with plenty of outdoor activities for residents to enjoy along the trendy Park Avenue.

Winter Park is ranked #12 out of 324 of the best suburbs to live in all of Florida. It’s great for raising a family and the public schools are well regarded. The vast numbers of parks create a spacious living environment and nearby colleges encourage students of any grade level to pursue a great Florida education.

The area is also a great suburb for working professionals with jobs based in and around Orlando since commute times aren’t overwhelming. City nightlife is close by, but there are enough things to do in the neighborhood that it’s not necessary to travel outside of the area.

The art scene in Winter Park is incomparable to much of the surrounding area. The list of attractions in the area contains museums like the Cornell Fine Arts Museum and the Winter Park Historical Museum. There are a total of nine museums and art galleries in the area, complimented by the 32 that can be found nearby in Orlando.

Orlando and its surrounding areas – like Winter Park – are known for being a melting pot of cultures. Combine that fact with the close proximity to the ocean and there are sure to be some delectable eateries nearby. Winter Park Fish Company combines a Floridian culture with the freshness the coast has to offer. It gives residents an impeccable dining experience. The menu varies from pink shrimp tacos to raw oysters on the half shell. You can even have your favorites delivered to your beautiful Winter Park home.

Winter Park is a nature lover’s paradise. The neighborhood features over 70 different parks, some of which contain access to the Winter Park chain of lakes. Lake Baldwin Park sits at the northern edge of Lake Baldwin. It’s a great space to take family, friends, and even Fido. In the 23-acre park, dogs are allowed to be off-leash to run through the water, a tolerance most city parks don’t allow. Pack up the whole family for a picnic on the beach or launch your boat off the dock for a day in the water.

Park Avenue is the most popular stretch of shops, restaurants and entertainment found in Winter Park. More than 100 shops are found within 10 blocks, with all kinds of unique boutiques. The area also features many sidewalk cafes, hidden courtyards and Central Park.

Along with Park Avenue, many other shopping and dining options are found throughout the Winter Park Village area. Residents also enjoy easy access to the Charles Hosmer Morse Museum of American Art, which houses the largest collection of Tiffany glass in the world.

Winter Park is well known for the many events held throughout the year, as well. From the Sidewalk Art Festival to the Exotic Car Show, many events provide plenty of fun throughout the year.

Rollins College is found on the shores of Lake Virginia in Winter Park. It’s the oldest institution of higher education found in Florida and one of the top-rated private liberal arts colleges in the entire country. The college is also home to the Cornell Fine Arts Museum and the Bach Festival Choir.

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3434 Seagrape Dr Winter Park, FL 32792

$239,000 - 4Br/2Ba -  for Sale in Eastbrook, Winter Park
New
$239,000
4 Beds
1.5 Baths
1,200 SqFt
Status Active
MLS # O5722168
Property Type Single Family Residence
This Charming house located in the city of Winter Park and very convenient to major streets, Highways and Shopping centers. The wooded lot and huge private pool add to beauty of this property and located in very good school zoning. The list of upgrades: New AC, Roof installed in 2015, Pool been resurfaced in 2014, Screened porch has been rescreened in 2015, Hot water heater 5 years old, Glass Cooktop 3 years old, house painted in 2017 and finally the garbage disposal installed in March 2017.

967 Eastbrook Blvd Winter Park, FL 32792

$199,900 - 3Br/2Ba -  for Sale in Eastbrook Sub, Winter Park
New
$199,900
3 Beds
2 Baths
1,122 SqFt
Status Active
MLS # O5719601
Property Type Single Family Residence
Great 3 bedroom 2 bath home with Single garage in Winter Park School District. Great location close to shopping, Schools, Full Sail, Restaurants, Major Roadways. Nice remodeled kitchen. Large fenced yard. Photos are from when the property was vacant prior to current tenant occupancy.

5230 N Lake Burkett Ln Winter Park, FL 32792

$275,000 - 3Br/3Ba -  for Sale in Trinity Bay Ph 2, Winter Park
New
$275,000
3 Beds
2.5 Baths
1,703 SqFt
Status Active
MLS # O5721737
Property Type Single Family Residence
Super cute 3/2/1 with a 2 car garage home in the perfect location! This home sits on a large, corner lot in a cul-de-sac in the wonderful community of Trinity Bay with private lake access to skiable Lake Burkett. Featuring a front porch, covered and screened back porch and lovely backyard area with a fire pit, fresh interior paint, new irrigation system, new landscaping and a wonderful layout, this home is waiting for you to make it your own! You are welcomed inside by a bright family/dining room with a beautiful brick, wood burning fireplace and a window seat with storage underneath, perfect for an afternoon read or just relaxing! The kitchen features a breakfast nook overlooking the great backyard! Also downstairs is an extra bonus room and half bath. The bonus room can be a play room, additional family room, workout space or even a home office! The garage is a great feature, with washer/dryer hook up, shelving and peg board to maximize storage and functionality. Upstairs, you will find the Master bedroom with en suite bath featuring dual vanity, extra linen closet and great size tiled shower! Two additional bedrooms and a full bath are also upstairs. The possibilities are endless in this home! In a great location, zoned for Top Rated Seminole County schools, close to trail access, 417, UCF, shops, dining and more, this will make the perfect home for you!!

3700 Hawthorne Ln Winter Park, FL 32792

$299,900 - 3Br/2Ba -  for Sale in Garden Lake Estates Unit 1, Winter Park
New
$299,900
3 Beds
2 Baths
1,678 SqFt
Status Active
MLS # O5721837
Property Type Single Family Residence
Great pool home on a large lot with no HOA ! Seminole County Schools ! The back yard is tropical and functional. The gate is wide enough to drive an RV or Boat into the back to store it under the RV/Boat cover. WATER AND ELECTRIC HAVE BEEN RUN TO THE BACK. A new workshop with electric is next to the cover. The yard is spacious enough to run around or play games. A beautiful pool area with a surrounding deck is waiting for you to have a vacation like experience. The spacious interior is well designed. The split plan features a large MBR and Bath on one side an two BR's with a bathroom on the other. It has a very large Family Room that has a built in desk area with granite counters. The kitchen has granite counters and conveniently opens to the Family room on one side and the Dining Room on the other. Cabinet space is plentiful. It is in excellent condition and has been recently painted. This is a great house that you can call Home !

2493 Whitehall Cir Winter Park, FL 32792

$335,000 - 3Br/2Ba -  for Sale in Brookshire Heights 3rd Add, Winter Park
Open House
New
$335,000
3 Beds
2 Baths
1,554 SqFt
Status Active
MLS # O5722134
Property Type Single Family Residence
Cute well maintained 3 bedroom 2 bath home walking distance to Cady Way trail, the new gym replacing the old YMCA, Brookshire Elementary, Winter Park HS and quick bike ride to Glenridge MS, Baldwin Park and Park Ave. Home is in the Brookshire Heights Circles with little street traffic. Home has a wonderful fireplace, oversize 2 car garage with epoxied floor, huge 27x12 screen porch, very large eat-in kitchen plus a separate dining room and very nice wood floors in most of the home. There is very little inventory in the area so call an agent today to set up your showing appointment. This will not last on this hot market very long.

1164 Dodd Rd Winter Park, FL 32792

$400,000 - 5Br/4Ba -  for Sale in Amberwood Unit 3, Winter Park
New
$400,000
5 Beds
3.5 Baths
2,840 SqFt
Status Active
MLS # G5004008
Property Type Single Family Residence
This home is located in the desirable Winter Park area has great potential and no HOA. It offers 5 bedroom with 3.5 Bathrooms with formal living/dining rooms and master bedroom downstairs. The upstairs offers 4 bedrooms and 2 bathrooms. This pool home on oversized lot offers tons of space for growing families. The kitchen, breakfast nook, and family room are all open for enjoying quality time together. Just step right out the back door and go fishing with the family or friends.

2350 Brookshire Ave Winter Park, FL 32792

$360,000 - 3Br/2Ba -  for Sale in Brookshire Heights, Winter Park
New
$360,000
3 Beds
2 Baths
1,371 SqFt
Status Active
MLS # O5721957
Property Type Single Family Residence
Don't miss out on this beautiful Winter Park pool home! Located in a quiet neighborhood close to elementary school, hospital, and bike trail. Newer roof, updated air conditioner, tile & wood laminate floors throughout, new kitchen with granite & stainless steel appliances! Covered screened porch with resurfaced pool & paver decking! Fenced yard with shed for storage too!

2026 Saint George Ave Winter Park, FL 32789

$359,900 - 3Br/3Ba -  for Sale in Orlando Park Rep, Winter Park
New
$359,900
3 Beds
3 Baths
1,838 SqFt
Status Active
MLS # O5722098
Property Type Townhouse
Great three bedroom, three bath townhouse in the heart of Winter Park with lake views in a quiet setting. Located near shopping, dining, schools and Baldwin Park.

1189 N Park Ave Winter Park, FL 32789

$756,000 - 3Br/2Ba -  for Sale in Valencia Terrace, Winter Park
New
$756,000
3 Beds
2 Baths
1,632 SqFt
Status Active
MLS # O5722162
Property Type Single Family Residence
A Winter Park Down-Sizer's Dream! Located on Winter Park's most well know street, Park Avenue, just steps from downtown. This 3 bedroom, 2 bathroom, split floorplan home was completely remodeled in 2016, including a brand new, beautiful kitchen wither stainless steal appliances, tastefully appointed bathrooms, and exquisitely redone hardwood floors. The living areas offer an abundance of natural light, and easy access to the pavered backyard - perfect for entertaining. Don't miss out on seeing this Winter Park gem!

1555 Woodland Ave Winter Park, FL 32789

$999,000 - 4Br/4Ba -  for Sale in Comstock Park, Winter Park
New
$999,000
4 Beds
3.5 Baths
3,264 SqFt
Status Active
MLS # O5721709
Property Type Single Family Residence
Spacious traditional 2 story home on a desirable street in Winter Park. Beautiful four bedrooms, three and a half baths with all bedrooms on second floor. This home was updated approximately 6 years ago and just recently had the second floor back balcony rebuilt. Large rooms, traditional floor plan with ceramic tile throughout 1st floor and hardwood floors on the second floor. First floor has in addition to formal dining and living rooms, family room and kitchen, a sun room/workout room. Second floor boasts a master bedroom, 2nd bedroom en suite and two additional bedrooms and bath. Each bedroom has access to a balcony. There is room on the 2nd floor landing for a play area. The back yard has an open air pool and additional yard for activities. Owner has never lived in home. No seller's disclosure. Very easy to show.

120 Trismen Ter Winter Park, FL 32789

$775,000 - 3Br/2Ba -  for Sale in Osceola Shores Sec 01, Winter Park
New
$775,000
3 Beds
2 Baths
2,251 SqFt
Status Active
MLS # O5722165
Property Type Single Family Residence
Absolutely charming home just across the street from Lake Osceola and just a couple blocks from downtown Winter Park. Situated on a tremendous .48 acre lot. Wonderful hardwood flooring throughout main living areas. Kitchen has been completely redone with new cabinets and counter tops. Wood-burning fireplace in living room. Large bedrooms with a split plan. Walk-in closets. Built-in bookshelves. 2 car garage with extra storage available and a mini split with a/c. Light & Bright! Enjoy walking to the shops and restaurants on the Park Avenue. Property also has lake access! A permit has been closed out for a walk in closet for the master bedroom bringing the total sqft to 2251.

2709 Norris Ave Winter Park, FL 32789

$419,900 - 3Br/3Ba -  for Sale in Parklando 02, Winter Park
New
$419,900
3 Beds
3 Baths
1,907 SqFt
Status Active
MLS # O5722229
Property Type Single Family Residence
This beautifully RENOVATED home is priced to SELL!! Surrounded by million dollar homes this 50's style home is full of surprises when you walk in! Interior features a large open living room with high ceilings and ceramic tile with wood look. The split floorplan offers a Master suite with gorgeous high end bamboo laminate flooring, 2 closets, vanity or desk area and a beautiful master bath with granite dual vanities and gorgeous walk in shower. You can also access the large heated hot tub/spa thru sliders off of the master suite. There is another carpeted bedroom on this side with bath #2 renovated also. This side of the house can be closed off with its own door for added privacy. Third carpeted oversized bedroom on other side of house could be a double master with its own walk-in closet and bathroom. Formal dining area looks out to the screened oversized hot tub. The kitchen is GORGEOUS with high end cabinetry, featuring beautiful lighting, soft close hinges, glass doors & granite. No expense was spared on the appliances...stainless convection double oven, double door fridge, low decibel dishwasher and high end microwave and range hood! Interior laundry room right off of the kitchen is huge with tons of cabinets and a brand new (very expensive) washer/dryer front load set. Door off of laundry leads out to back yard completely fenced and screened enclosed 14x7 heated spa. There is also an additional workshop nicely finished inside with new tile and electric. Would make a great hobby room! GREAT SCHOOLS!

Winter Park Homes For Sale, Condos For Sale & Orlando Real Estate

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