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Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

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Winter Park Real Estate Overview

Originally founded as a resort destination by affluent New Englanders in the late 1880s, Winter Park is today known for its majestic trees, beautiful parks, brick-lined streets, stunning homes, a private liberal arts college, educational museums, sparkling lakes, and amazing shops. Winter Park is located just 15 minutes from the...
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$1,109,900
$4,112/mo
Monthly Payment:
$4,112
Principal & Interest:
$4,112
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $221,980 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,901sq ft $285 / sq ft SFR
Lot Size11,409sq ft Built1949 On Site24days
Absolutely Beautiful Home located in Winter Park surrounded by Live Oaks and Brick Streets. This home is a perfect blend of modern technology and old world charm. Enjoy a well... more
Absolutely Beautiful Home located in Winter Park surrounded by Live Oaks and Brick Streets. This home is a perfect blend of modern technology and old world charm. Enjoy a well appointed master suite, over sized master bathroom with solid walnut cabinets. The Kitchen is upgraded with swivel pullout pantry cabinets and stainless steel drawer boxes. A hidden pantry is concealed by custom cabinet doors. All flooring is designer carpets, Travertine stone and oakwood whitewashed wood flooring. A spacious outside courtyard area with privacy wall boasts a summer grille and linear fireplace designed for entertaining no matter what time of year. This house is a must see, there are simply too many features to list. Bring your pickiest buyer and expect to be impressed. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
Your search results are current and complete. Learn more
$875,000
$3,241/mo
Monthly Payment:
$3,241
Principal & Interest:
$3,241
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $175,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,478sq ft $252 / sq ft SFR
Lot Size10,125sq ft Built2003 On Site24days
Wonderful traditional home in the heart of Winter Park. This home features Brazilian cherry wood floors, travertine tile, extensive crown molding, plantation shutters and 10'... more
Wonderful traditional home in the heart of Winter Park. This home features Brazilian cherry wood floors, travertine tile, extensive crown molding, plantation shutters and 10' ceilings. Gourmet kitchen with state of the art appliances, 48" gas cook tops, large island with wine cooler. Breakfast nook which overlooks screened pool area as well as family room that has a gas fireplace for cool evenings and French doors leading to pool area. Master suite has 2 California Closets, tray ceilings, French doors, elegant master bath with Whirl pool tub and vanity mirror with built-in TV. Second floor has a master suite also with large dressing room and 2 other large bedrooms. Bonus room is perfect for game room or movie theater. There is a large covered lanai with pool and pool bath. This is the perfect home for entertaining and Florida living. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$312,000
$1,155/mo
Monthly Payment:
$1,155
Principal & Interest:
$1,155
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $62,400 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,650sq ft $189 / sq ft SFR
Lot Size10,400sq ft Built1956 On Site24days
Enjoy classic Winter Park charm in this beautiful 3 bedroom, 2 bath family home located in the heart of a highly sought after community situated conveniently off of Lakemont... more
Enjoy classic Winter Park charm in this beautiful 3 bedroom, 2 bath family home located in the heart of a highly sought after community situated conveniently off of Lakemont Avenue, just minutes away from Park Avenue, Baldwin Park, Fleet Peoples Park, the Winter Park YMCA, Winter Park Hospital, and more! Walking distance from Winter Park High School, this home offers complete convenience at an amazing price. Interior features include hardwood floors throughout, a grand open floor plan, completely renovated kitchen in 2014 with top-notch stainless steel appliances, granite counter tops, center island, and plenty of storage space. Beautifully remodeled bathroom with large stand up shower, bedrooms also have great storage for the era of homes in this location. Custom wood burning fireplace adds extra character in the great room for family and friends to cozy up and enjoy the best of the indoors while outside there is plenty of space to roam both in the front yard and back. Privately fenced oversized back yard includes tons of green space, brand new sod, enough room for a pool if desired. The front entrance includes a lovely porch right outside the front door, perfect for relaxing on a beautiful Florida day. Other amenities include an extra large 2 car garage, new large solar water heater, newer roof and AC. All new windows and doors in 2014 as well as interior and exterior paint, voice activated security system, and much more! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$2,100,000
$9,445/mo
Monthly Payment:
$9,445
Principal & Interest:
$7,780
HOA Dues:
$1,665
(Based on a 30 year fixed loan at 3.75% with $420,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,839sq ft $547 / sq ft CND
Lot Size27,512sq ft Built2008 On Site25days
Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to. Reflecting the classic architecture of Tuscany... more
Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to. Reflecting the classic architecture of Tuscany centuries-old Siena, Villa Siena combines Old World design with the modern comforts of estate luxury. Each unit is superbly appointed with fine finishes including stone and hardwood floors, private balconies and Sub-Zero and Wolf appliances. With only four floors, Villa Siena provides you with the privacy of an intimate setting that is rich in amenities including club room with bar, billiards & card lounge, fitness center and rooftop terrace. Villa Siena is located in the heart of Winter Park, walking distance to world class shopping & dining, Rollins College & the Alford Inn. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity
$199,900
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 2,143sq ft $93 / sq ft SFR
Lot Size9,196sq ft Built1961 On Site25days
Great updated four bedroom , three full bath pool home in Winter Park. This home has many updates, including newer bathrooms, new tile, fixtures... master bathroom has dual... more
Great updated four bedroom , three full bath pool home in Winter Park. This home has many updates, including newer bathrooms, new tile, fixtures... master bathroom has dual sinks, large tub which overlooks the pool, large glass shower and large walk-in closest. Master bedroom has double doors which lead out onto the pool deck.. Second smaller master also has bathroom updated and also has double doors leading out to the pool deck..the second master is great for in-law suite, office space or guest room. Kitchen comes with all appliances, a lot off counter work space, kitchen is open to the dining room, and game/family room. Home has living room, dining room and game room. Game room come complete with wood burning fireplace , bar and pool table. Backyard is completely fenced with in ground pool and deck area.. This property is in great condition and even comes with attached back up generator for the storm season. call today less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$1,200,000
$5,311/mo
Monthly Payment:
$5,311
Principal & Interest:
$4,445
HOA Dues:
$866
(Based on a 30 year fixed loan at 3.75% with $240,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,290sq ft $524 / sq ft CND
Lot Size1.5acre Built2003 On Site25days
Exclusive lakefront condo located on the shores of Lake Virginia! This stunning residence offers pristine pool and lake views from two private patios and includes a deeded,... more
Exclusive lakefront condo located on the shores of Lake Virginia! This stunning residence offers pristine pool and lake views from two private patios and includes a deeded, on-site boat slip. From the secured, gated entry to the impressive architectural exterior this luxury condo has it all. The property boasts 2,290 square feet of spacious living and elegant appointments. The grand marble foyer will welcome you home and lead you to the formal living/dining rooms with pool and lake views. The generously sized kitchen is thoughtfully designed and features solid wood cabinets, granite counter-tops and stainless steel appliances. The kitchen opens to a second living area that can easily include a less formal dining table. The master bedroom has french doors leading to a second private patio also overlooking the lake. It offers a luxurious master bathroom complete with Jacuzzi tub, separate shower, dual vanities, and a large walk-in closet. Two additional size-able bedrooms and two full bathrooms on the other side of the condo provide that sought after split-plan privacy. This residence is conveyed with a vast and private storage area. Located just steps from Park Avenue, enjoy all that our special city has to offer from the convenience of this maintenance-free, plush residence. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,390,000
$5,166/mo
Monthly Payment:
$5,166
Principal & Interest:
$5,149
HOA Dues:
$17
(Based on a 30 year fixed loan at 3.75% with $278,000 down)
Winter Park, FL 32789
Orange County School District
6bed 5bath 4,519sq ft $308 / sq ft SFR
Lot Size13,800sq ft Built2007 On Site25days
This Traditional home located in desired Park Grove steps from Park Avenue is feature rich and loaded with amenities. This warm and inviting custom home was built in 2007. It... more
This Traditional home located in desired Park Grove steps from Park Avenue is feature rich and loaded with amenities. This warm and inviting custom home was built in 2007. It features 6 bedrooms, 4.5 baths, the generous Master suite on the main floor leads to a private patio overlooking the pool. The master bath features travertine, dual shower and sinks, jetted tub and a built-in towel warmer. The master suite also has a huge walk in closet with custom shelving and drawers galore. This home features an Epicurean kitchen with an island, breakfast bar, full walk in pantry, built in desk, all leading to the inviting breakfast room overlooking the pool. The downstairs offers the family room a fireplace, separate formal living and dinning rooms, butlers panty/wet bar with ice maker and bar refrigerator. In addition, the first floor features a private guest/mother in law suite with a full bath. Upstairs is a family oasis with a large den/game room surrounded by 4 bedrooms and 2 full baths, convenient laundry chute to downstairs laundry room offering ample cabinets and built-ins including work stations for homework. An outdoor brick patio flows to large pool deck perfect for entertaining, also a deep pool with a diving board, 2 tank less gas water heaters and countless amenities. Park Grove is in a sought after school district with convenient access to anywhere. It’s a fabulous home in a great neighborhood! less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$549,000
$2,034/mo
Monthly Payment:
$2,034
Principal & Interest:
$2,034
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,800 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 4bath 2,154sq ft $255 / sq ft TWN
Lot Size4,928sq ft Built2000 On Site26days
Price adjustment! Rare 3 bedroom, 3 and 1/2 bath townhome in the heart of winter park! Located near rollins college and park ave and winter park farmers market. This well... more
Price adjustment! Rare 3 bedroom, 3 and 1/2 bath townhome in the heart of winter park! Located near rollins college and park ave and winter park farmers market. This well maintained home has a great open floorplan with 3 upper level bedrooms, all with private full baths and lots of closet space. Walk in closet in masterbedroom. Gourmet kitchen with stainless steel appliances opens to family room with french doors leading to a spacious courtyard perfect for dinner under the stars! Gorgeous hardwood floors throughout the lower level and main living areas. This one is not to be missed! Enjoy the winter park lifestyle! less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$310,000
$1,681/mo
Monthly Payment:
$1,681
Principal & Interest:
$1,148
HOA Dues:
$533
(Based on a 30 year fixed loan at 3.75% with $62,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 950sq ft $326 / sq ft CND
Lot Size24,593sq ft Built1956 On Site28days
A great opportunity to live on Park Avenue! Make this place your very own - a two bedroom, two bath renovated condo in Park Aire, next to some of the most beautiful landmarks of... more
A great opportunity to live on Park Avenue! Make this place your very own - a two bedroom, two bath renovated condo in Park Aire, next to some of the most beautiful landmarks of downtown Winter Park ~ Casa Feliz, St. Margaret Mary and the Winter Park Country Club! This unit is located on the third floor, has a spacious bedroom with a walk-in closet, large windows overlooking the golf course, and access to a patio/porch area perfect for entertaining. Park Aire is situated in a courtyard style with a lawn area and pool, reserved underground parking and a laundry facility. Prime downtown location, stroll to fabulous Park Avenue shops and restaurants, stop by Casa Feliz for their numerous free weekend concerts, or walk to the clubhouse of the Winter Park Country Club to play a round of golf! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$797,500
$3,008/mo
Monthly Payment:
$3,008
Principal & Interest:
$2,954
HOA Dues:
$54
(Based on a 30 year fixed loan at 3.75% with $159,500 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,065sq ft $260 / sq ft SFR
Lot Size1.0acre Built1979 On Site28days
Open Sun Mar 8, 2pm-5pm
A fantastic opportunity to own a lakefront, four bedroom, three & one half bath home in the Vias! Vaulted ceilings and large windows allow relaxing lake vistas from every room!... more
A fantastic opportunity to own a lakefront, four bedroom, three & one half bath home in the Vias! Vaulted ceilings and large windows allow relaxing lake vistas from every room! This home has split bedrooms with two spacious bedrooms downstairs, including a tranquil master suite and office or, if you prefer, two masters. Upstairs, you will find a small library for quiet reading and two bedrooms with a jack and jill updated bath. Downstairs, the spectacular, open floor plan includes a very large family room with dramatic wood burning fireplace. An oversized bonus room is in the back of the house with continuous windows overlooking the yard and lake. This multi-use room could act as an office, playroom or additional entertainment area. The kitchen features eat in table space with a large window to the outside. Dramatic living/dining rooms complete the downstairs. French doors from the dining room and bonus room offer direct access to entertainment space outside. Large indoor laundry room with additional half bath and oversized garage. Nestled in one of the most desirable and private neighborhoods in Winter Park, this home has privacy plus with its expansive yard, lake and cul de sac location. Plenty of room to add a pool here! Rarely does a home come up in this neighborhood. Low HOA membership just once a year. A-rated Winter Park Schools. In addition to the lake adjacent to the property, the home also has deeded access to the Winter Park chain of lakes ramp nearby. Priced to sell! This one will not last! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$949,900
$3,519/mo
Monthly Payment:
$3,519
Principal & Interest:
$3,519
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $189,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,975sq ft $239 / sq ft SFR
Lot Size9,774sq ft Built2014 On Site28days
Perfect family home located on a quiet tree lined cul-de-sac in the heart of Winter Park. Spacious living areas include a formal living room, dining room, and a large eat in... more
Perfect family home located on a quiet tree lined cul-de-sac in the heart of Winter Park. Spacious living areas include a formal living room, dining room, and a large eat in kitchen open to the family that is perfect for entertaining. French doors from the family room lead to a secluded and private backyard with professional landscaping. This desirable floor-plan includes a well-appointed master suite downstairs with generous closets and his and hers vanities. Upstairs there are 3 additional bedrooms plus a large bonus area that can be used as a home office, playroom or additional storage. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$701,600
$2,599/mo
Monthly Payment:
$2,599
Principal & Interest:
$2,599
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $140,320 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,283sq ft $214 / sq ft SFR
Lot Size10,102sq ft Built2007 On Site28days
Absolutely stunning 2 story home in Winter Park with upgraded details and finishes throughout! Corner lot and circular driveway! 4 bedrooms and 3 and 1/2 baths. Wood floors and... more
Absolutely stunning 2 story home in Winter Park with upgraded details and finishes throughout! Corner lot and circular driveway! 4 bedrooms and 3 and 1/2 baths. Wood floors and tile, a dream kitchen with granite counter tops, breakfast bar and upgraded stainless appliances, a formal dining room, an open family room with french doors on either side of the gorgeous see through fireplace! Master bathroom features a garden tub, 2 separate vanities and stand up shower. There are also dual sinks in the spare bathroom and a wet bar in the bonus room upstairs where the french doors open to a lovely balcony on the second floor. Great location near downtown Winter Park and Bladwin Park. Won't last long! Come see it today! less
Listing Provided Courtesy of Allison James Estates & Homes
Popularity
$2,375,000
$8,799/mo
Monthly Payment:
$8,799
Principal & Interest:
$8,799
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $475,000 down)
Winter Park, FL 32789
Orange County School District
6bed 7bath 5,375sq ft $442 / sq ft SFR
Lot Size40,645sq ft Built1991 On Site29days
Open Sun Mar 8, 2pm-5pm
Location doesn't get any better than this! Just within the stone pillars of Winter Park’s prestigious Windsong community, sits this 5,375 SF estate home that is full of... more
Location doesn't get any better than this! Just within the stone pillars of Winter Park’s prestigious Windsong community, sits this 5,375 SF estate home that is full of potential. Built in 1991 the six bedroom, six and one-half bath home has it all and is just in need of the right Visionary to come and renovate this home into a stunning estate. If it’s a project you seek, tear down the existing home and build a one-of-a-kind masterpiece! Located on just under an acre of land, with 196’ feet on Lake Mizell, this home site offers its residents chain of lakes access, stunning views, and evening sunsets. Nestled among majestic oaks and trees lined with hanging moss, the setting is absolutely picture perfect! Plenty of room for expansion. Build up or tear down, the possibilities are endless! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$320,000
$1,461/mo
Monthly Payment:
$1,461
Principal & Interest:
$1,185
HOA Dues:
$276
(Based on a 30 year fixed loan at 3.75% with $64,000 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 1,214sq ft $264 / sq ft CND
Lot Size3.3acre Built1986 On Site29days
Open Sun Mar 8, 2pm-5pm
Fantastic opportunity to own a lakefront condo in Winter Park! This charming two bedroom, two and one-half bath unit has over 1,200 square feet of open living space and features... more
Fantastic opportunity to own a lakefront condo in Winter Park! This charming two bedroom, two and one-half bath unit has over 1,200 square feet of open living space and features a large kitchen with room for dining and a living room with wood burning fireplace. Enjoy the lakefront breeze or an evening sunset from your own private screened-in patio. Double master bedrooms each have a full bath and tons of closet space. Killarney Bay is a small, private community on the shores of Lake Killarney. Amenities include exclusive use of the community dock and pool, and a location that can’t be beat! Walk to the Winter Park Village, the new Trader Joe’s plaza, and many other nearby shops and restaurants. Don’t miss the opportunity to see this home or its stunning view! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,400,000
$5,186/mo
Monthly Payment:
$5,186
Principal & Interest:
$5,186
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $280,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,703sq ft $298 / sq ft SFR
Lot Size39,102sq ft Built1964 On Site29days
Welcome to Winter Park ski-lake living in a magnificent, like-new home close to schools, Park Avenue shopping, and all the amenities of the lifestyle you long to have, whether... more
Welcome to Winter Park ski-lake living in a magnificent, like-new home close to schools, Park Avenue shopping, and all the amenities of the lifestyle you long to have, whether it be filled with entertaining and family or the serenity of Florida's true beauty. With unbounded spaciousness, this home offers such features as boat dock, jet ski garage, secondary bedrooms with walk-in closets and en suite baths, and banks of 8' French doors that allow the crystal blues of lake water and warm oranges of sunsets to fill views from bedrooms and living areas. Other unique features include a glamorously-appointed elevator, custom cabinetry at every turn, three walk-in storage rooms (60 sq ft each), and an oversized walk-in kitchen pantry. Rebuilt in 2000 by PSG and refreshed in 2015, this is your home! less
Listing Provided Courtesy of Stephen Philip Wood
Popularity
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ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
844-662-5638
Content provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid Florida Regional MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid Florida Regional MLS. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid Florida Regional MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

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Data last updated: Thursday, March 5, 2015 at 2:07 PM