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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503 Kilshore Ln Winter Park, FL 32789

$330,000 - 2Br/1Ba -  for Sale in None, Winter Park
New
$330,000
2 Beds
1 Bath
1,125 SqFt
Status Active
MLS # O5746718
Property Type Single Family Residence
LOCATION! LOCATION! LOCATION! Home well positioned on large 0.28 acre lot in 32789. Gorgeous two bedroom home right in the heart of Winter Park , that just had a new roof put on.. At just a ten minute drive from Orlando, this home is in a very convenient location for anyone who wants to be in and out of the city whenever they'd like. Beautiful interior, with original wood flooring throughout. Tile in the spacious open kitchen that opens into the living room, giving this home a wide-open layout. Enjoy, the peaceful, secluded feeling when lounging on the deck in the generous backyard during warm summer nights. Selling as-is, it makes a great opportunity for a homeowner who wants to make it their own, an investor renovation, or builder lot.

1433 Sarazens Pl Winter Park, FL 32792

$1,449,000 - 5Br/6Ba -  for Sale in Brs Reserve, Winter Park
New
$1,449,000
5 Beds
5.5 Baths
3,954 SqFt
Status Active
MLS # O5746793
Property Type Single Family Residence
Pre-construction; ONLY TWO HOME-SITES REMAINING IN THE RESERVE AT INTERLACHEN. Stunning new Element Custom home is ideally located in the gated Reserve at Interlachen. This new Contemporary style home combines the finest materials and finishes. Upon entering an open stairway highlights the two story volume foyer. The study is private and set apart. This open floor plan affords the opportunity for modern living, yielding spaces that allow the family to gather. Abundant natural light defines the family areas featuring hardwood flooring, beamed ceilings, and a rear wall of glass opening to the covered lanai. The gourmet kitchen utilizes function and form with Thermadore appliances, quartz countertops, a huge walk in pantry, and custom built cabinetry. Impeccable and stylish with an emphasis on Florida indoor/outdoor living the large covered lanai with summer kitchen is complete with grill and fridge, overlooking the contemporary pool. The glass and natural light are carried through to the exceptionally pristine master suite and luxurious master bath including his and hers quartz vanities, a vessel tub, and walk in shower. The upstairs flex space is great for gaming and studying. Secondary bedrooms are large and ensuite. Energy saving and organic with low E double-paned windows, tankless hot water heaters, spray foam insulation and many building features to enhance living enjoyment.

1899 Shadyhill Ter Winter Park, FL 32792

$280,000 - 3Br/2Ba -  for Sale in Autumn Glen, Winter Park
New
$280,000
3 Beds
2 Baths
1,788 SqFt
Status Active
MLS # O5746716
Property Type Single Family Residence
Centrally located to everything in Winter Park and only a mile away from OVIEDO! This desirable SINGLE STORY HOME in the Autumn Glen community offers privacy with *WATER VIEWS and NO REAR NEIGHBORS**! This ideal floor plan showcases HIGH CEILINGS, BUILT-IN SHELVES, WOOD-BURNING FIREPLACE, and abundant windows allowing NATURAL LIGHT to shine in. The family chef will love the kitchen with plenty of cabinets & counter space, STAINLESS STEEL APPLIANCES, and a CLOSET PANTRY. CASUAL BREAKFAST NOOK features SLIDING DOORS while the LIVING AREA offers FRENCH DOORS, both leading to the SCREENED LANAI. Relax in the PRIVATE MASTER SUITE with VAULTED CEILINGS, ACCESS to the LANAI, plus a MASTER BATH boasting DUAL SINKS, a GARDEN TUB, and a separate shower. Gather with guests and enjoy family cookouts in the EXTENSIVE SCREENED LANAI! Plus enjoy beautiful sunsets in your very own backyard oasis with beautiful WATER VIEWS. This home is located in the Autumn Glen community, offering access to a park, playground, 2 tennis courts, and walking paths with beautiful water views. Conveniently located to Oviedo, Tuskawilla, and Winter Springs - plus enjoy easy access to 417, UCF, Full Sail University, Waterford Lakes Town Center. Less than 2 miles away from Red Bug Lake Park, offering soccer fields, tennis courts, fishing, playgrounds, and picnic areas. Minutes from shopping, dining, and entertainment with easy access to HWY 417 and 436. Come home to this established community in close proximity to everything you need!

2533 Leeward Way Winter Park, FL 32792

$209,900 - 3Br/2Ba -  for Sale in Windward Square Sec 2, Winter Park
New
$209,900
3 Beds
2 Baths
1,467 SqFt
Status Active
MLS # O5746807
Property Type Townhouse
Welcome to this 3 bedroom 2 bath town home in Winter Park. Expect to be impressed. Completely renovated, from top to bottom. This unit comes with a covered carport. Enter through the gated courtyard with new pavers. The exterior has been updated with fresh landscaping, new front door, and new paint. Once inside, you're greeted by an open floor plan, porcelain tile entry with tile inset in foyer, laminate floors, 5 inch baseboards, and new light fixtures throughout. The kitchen boats light and bright cabinets, granite counter tops, center island, and stainless steel appliances. The living room/great room overlooks the screen enclosed patio, exterior storage closet, and private fenced backyard. The master suite has been redesigned for a private bath with double sinks and a walk in shower. All bedrooms are spacious and have plenty of closet space. Washer and dryer are inside the unit. Make your appointment today to see this updated beauty! Windward Square has low HOA dues of $74/month that includes lawn maintenance and a community pool.

3104 Water Edge Pt Winter Park, FL 32792

$319,000 - 4Br/2Ba -  for Sale in Lost Creek, Winter Park
New
$319,000
4 Beds
2 Baths
1,991 SqFt
Status Active
MLS # O5746389
Property Type Single Family Residence
Beautiful corner conservation lot nestled on dead-end street in popular Lost Creek. Private sanctuary on almost half an acre tucked far back in subdivision, surrounded by mature trees and extensive landscaping. Contemporary floor plan features vaulted ceilings, multiple windows and lots of natural light. Entire interior of home freshly painted. Four nice-sized bedrooms and two full baths. Large master bath includes separate shower, garden bath and dual sinks. Huge walk-in master suite closet. Chefs will delight in the bright, roomy kitchen with abundant cabinets and plenty of counter space. Adjoining family room with sliders leads to oversized screened porch and wooded views. What a great home to relax, unwind and enjoy sounds of nature. Excellent Seminole County school system. Low HOA dues. Make sure you see this one today!

2411 Dominica Run Winter Park, FL 32792

$192,900 - 3Br/2Ba -  for Sale in Windward Square Sec 1, Winter Park
New
$192,900
3 Beds
2 Baths
1,467 SqFt
Status Active
MLS # O5746611
Property Type Townhouse
Location, location, location... If you are looking for a clean and move in ready home in the Seminole County side of Winter Park, this is it! This charming 3/2 one story townhome is super clean and ready for new owners. You will be pleased to hear you have a 2 car covered carport area with this unit! Front porch/courtyard area greets you as you when you come home. Your split floor plan offers a very large master en-suite with sliders to the covered and screened lanai. Other features of the master are a spacious walk in closet, separate dressing area and bath features a walk in shower. Family room is amazing with natural light and vaulted ceilings. You have a wood burning fireplace and sliders to the covered/screened lanai. Dining Room can hold a large table and chairs for plenty of seating. Kitchen offers ample storage and closet pantry. Secondary rooms are oversized and one plenty of space for furnishings. Interior laundry for your included washer and dryer. The screened lanai is huge and offers 2 storage closets and a manageable back yard space with a new composite deck. This is perfect for a pet or a small garden space. Privacy fence is newer and shed is included. Community features 2 community pools, tennis and shuffle board area as well as a rec center. You are minutes to downtown Winter Park, Altamonte Springs and downtown Orlando. Shopping centers and fitness centers in the area and the 417 is less than a 10 minute drive. Great Seminole County Schools! Call today for a private showing.

1760 Via Contessa Winter Park, FL 32789

$895,000 - 5Br/6Ba -  for Sale in Lugano Terrace, Winter Park
New
$895,000
5 Beds
5.5 Baths
3,163 SqFt
Status Active
MLS # O5745643
Property Type Single Family Residence
Very Charming 5 Bedrooms, 5.5 Baths...Master plus Two Bedrooms 3.5 Baths Downstairs.....2 Bedrooms 2 Baths in the New Upstairs. 13; Kitchen with Viking Range and Refrigerator, Granite Counter Tops, .....Fireplace in the Living Room Which Opens to the Dining Area. 13; Two Patios and Circular Drive. Renovated and added to in 2007.

1000 Bungalow Ave Winter Park, FL 32789

$259,000 - 2Br/1Ba -  for Sale in Bungalow Park, Winter Park
New
$259,000
2 Beds
1 Bath
884 SqFt
Status Active
MLS # O5745857
Property Type Single Family Residence
Come see this lovely home in Winter Park. Located in a highly desirable area, this home is settled on nearly 5500 square feet land that is easy to maintain. With 2 bedrooms and 1 baths, this location is perfect for new families or anyone looking for a nice home to call their own. 13; 13; Lovingly maintained, you 8217;ll really appreciate all this home has to offer when you pull into the driveway. The house is cozy and designed for a small family. A detached garage has been added which offers additional storage. 13; 13; As delightful as this home is, you will truly fall in love with the location. This part of Winter Park is highly walkable and is centrally located to parks, schools, golf along with easy highway access. You can walk to Rollins College in 10 minutes or to Foxtail Coffee for your morning brew in less than 5 minutes. 13; 13; On top of all this, you could turn this home into a rental property and take advantage of strong rental rates in Winter Park. This wonderful home is just waiting for you. Schedule your showing today.

418 Gilbert Rd Winter Park, FL 32792

$329,000 - 4Br/2Ba -  for Sale in Winter Park Pines, Winter Park
New
$329,000
4 Beds
2 Baths
1,880 SqFt
Status Active
MLS # O5746165
Property Type Single Family Residence
Nice family home in highly desired Winter Park Pines. Good sized rooms, with a big open back yard and beautiful quiet tree lined streets all 13; near by Cady Way Pool, walking trail, and playground. Not to mention the shopping and Restaurants of the bricked streets of downtown 13; Winter Park. The house needs updating but is priced accordingly. Seller can accommodate a quick closing, act fast and you will be calling Winter Park your home.

706 S Ranger Blvd Winter Park, FL 32792

$449,000 - 4Br/2Ba -  for Sale in Winter Park Pines, Winter Park
New
$449,000
4 Beds
2 Baths
2,494 SqFt
Status Active
MLS # O5746261
Property Type Single Family Residence
This NEWLY RENOVATED POOL HOME in coveted Winter Park Pines has an amazing FLOOR PLAN and offer's the buyer a tremendous amount of value! Recent renovations include NEWLY DESIGNED MASTER SUITE! NEW FLOORING THROUGHOUT, NEW PAINT INSIDE AND OUT. The Master suite include's two large his and her closets, a large upscale bath with his and her's vanity, private commode, glass enclosed shower, glass subway tile and tub. With the kitchen at the center, features custom cabinets, granite counter tops and stainless steel appliances. This an entertainer 8217;s dream come true. The split bedroom plan maximizes the enjoyment of the openness in the GREAT ROOM that leads to the patio and pool as well as the generous, playful rear yard. A utility shed allows plenty of room for your pool toys and lawn and gardening needs. Zoned for some of the most in-demand schools in the county and just a short walk or bike ride to the Cady Way fitness trail, park and pool, its location is also convenient to Winter Park 8217;s world famous Park Avenue shops and restaurants, Baldwin Park 8217;s shopping and dining, Rollins College and Full Sail University. This home will check all your boxes. Once you arrive at the home you will find its curb appeal will impress you with its newly landscaped lawn, fresh paint, and a pop of color on the front door and shutters! Once inside you will immediately feel welcomed. Come see this beauty TODAY!

2862 Kings Deer Rd Winter Park, FL 32792

$379,999 - 3Br/2Ba -  for Sale in Winter Park Pines, Winter Park
Open House
$379,999
3 Beds
2 Baths
1,667 SqFt
Status Active
MLS # O5746024
Property Type Single Family Residence
Welcome to 2862 Kings Deer Road in the sought after Winter Park Pines neighborhood. This home features 3 bedrooms and 2 bathrooms. You will immediately notice the large corner lot as you arrive. There is a spacious formal living and dining room combination that is great for entertaining friends and family. The kitchen has plenty of counter space and a wrap around breakfast bar and dinette area. The bathrooms have been updated with beautiful finishes. You even have a separate office near the kitchen. Within the neighborhood you will find the Winter Pines Golf Club, as well as the Cady Way Pool and Ward Park operated by the City of Winter Park, featuring picnic tables, tennis courts, baseball/softball fields, soccer fields, playgrounds, a bike trail, and one Olympic-sized pool. Minutes from Baldwin Park and Park Avenue where you will find great dining, shopping and entertainment. Schedule your private showing today. Thank you!

2607 Lafayette Ave Winter Park, FL 32789

$749,000
4 Beds
3.5 Baths
2,700 SqFt
Status Active
MLS # O5746035
Property Type Single Family Residence
Welcome to your beautiful New Winter Park Home on Lafayette Ave. This Custom Built home boasts 4 spacious bedrooms with 3.5 bathrooms and a master suite downstairs spanning 2700 sf. Entertaining in this kitchen is an effortless affair. The bar top island is a great place to gather flowing from the dining to the living room with a wet-bar included! The kitchen features all GE Stainless Steel Appliances, Shaker Style Cabinetry and Quartz Countertops, all wrapped in a classic-style beveled edge backsplash overlooking a beautiful fenced backyard. Your split level floor plan gives you and your guests plenty of options when it comes to the best place to be while entertaining. The upstairs loft space with a Large walk-out Balcony is a nice retreat with 3 bedrooms and 2 full baths available. Living in Winter Park offers all the charm of small-town feel along with all the conveniences of a big town living. Live within minutes from the award-winning restaurants and places to shop. Highly sought-after A+ schools, chain of lakes, and Rollins College are some of the amazing benefits of being a resident of Winter Park.

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

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