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Winter Park FL Real Estate & Homes For Sale

520 Properties Found

The median home value in Winter Park, FL is $297,100. This is higher than the county median home value of $149,700. The national median home value is $170,100. The average price of homes sold in Winter Park, FL is $297,100. Approximately 55.69% of Winter Park homes are owned, compared to 32.84% rented, while 11.47% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winter Park real estate agent to arrange a tour today!
Learn more about Winter Park Real Estate.


11 - 20 of 520 Properties Displayed
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$2,995,000

405 Lakewood Drive Winter Park, FL 32789

Beds:
4
Baths:
3.00
Sq.Ft.:
4,208
Status:
Active
MLS#:
O5197207
Type:
Single Family
Subdivision:
Osceola Shores
Lot size:
1.21 Acres
Year built:
2008
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
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Exquisite, custom designed lakefront estate on the Winter Park Chain of Lakes. Inspired by Anglo-Caribbean architecture, this stunning four bedroom, three bath home combines indoor/outdoor living and inspires elegance beneath its cathedral ceilings and exposed trusses. Designer gourmet kitchen features custom cabinetry with Carrara Marble counter tops, Viking Professional appliances, Sub-Zero refrigerator, dual dishwashers, and a large walk-in pantry with felt lined silver sideboard and full china cabinet. Private staircase leads to master retreat with breathtaking lake views, large sitting area, and his and her dressing rooms. Master bath is adorned in Akdo marble mosaic tiles and appointed with walk-in shower and soaking tub. Guest suite with full bath is located downstairs, with two additional bedrooms and full bath on second floor. Travertine tile and Brazilian Walnut floors are installed throughout the home and exterior entertainment areas where an outdoor kitchen and fireplace add to the tranquil surroundings of lakefront living. No expense was spared in the design and creation of this magnificent home. Professional landscaping, paved motor court, oversized 3-car garage, privacy gate, security system, pre-engineered elevator capabilities, and original designer touches throughout make this home one-of-a-kind and a truly uplifting place to call home.

$2,995,000

511 W Canton Avenue Winter Park, FL 32789

Beds:
5
Baths:
8.00
Sq.Ft.:
8,410
Status:
Active
MLS#:
O5192956
Type:
Single Family
Subdivision:
Town Of Winter Park
Lot size:
0.86 Acres
Year built:
2013
A broker reciprocity listing Listing Provided Courtesy Of: FANNIE HILLMAN & ASSOCIATES
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Prepare to be amazed! Contemporary Mark Nasrallah masterpiece in the Heart of Winter Park is the ultimate in privacy and security. This home is unique in countless respects. Among its many features this residence offers today's buyer a home office, agrand auto garage for the luxury car collector RV or boat enthusiast with space for up to 19 cars! In addition, there is high quality security for the traveling homeowner, an opportunity to purchase the adjacent 50 Ft. by 250 Ft. lot, an exquisite and dramatic front elevation with a paver driveway featuring graphite slate accents, and a 50 year metal roof. A resort style interior courtyard designed by the famed landscape architect Scott Redmon can be enjoyed from all interior rooms. Both the main living areas of the home as well as the Master Suite have beautiful 32"X32" porcelain tile. The remaining bedrooms have bamboo wood flooring. Automatic shades are built into all bedrooms and are remote controlled. Stunning tongue and groove ceilings rise from 10'to13' throughout the home with grand views of the pool and spa. An exceptional gourmet kitchen is commercial grade with 72 cubic feet of refrigeration and 72 cubic feet of freezer space within the butler's pantry. Extraordinary kitchen cabinetry is by Hanssem. The kitchen is further equipped with a 60" gas range and a stand alone convection oven. Bedrooms are spacious and lovely with a Master Suite having 32'X32' of opulent living space and expansive closets. Owner financing is available.

$2,950,000

699 Osceola Avenue Winter Park, FL 32789

Beds:
5
Baths:
4.00
Sq.Ft.:
5,409
Status:
Active
MLS#:
O5308629
Type:
Single Family
Subdivision:
Town Of Winter Park
Lot size:
0.77 Acres
Year built:
1930
A broker reciprocity listing Listing Provided Courtesy Of: BHHS FLORIDA REALTY
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One of the original Winter Park Spanish Mediterranean estate homes built in 1930 to the Sinclair Oil family and noted in Winter Park history. This home has been renovated within its original design, authentic to every detail. Situated on Lake Osceola and part of the Winter Park chain of lakes it cannot be matched. Inside you will notice cypress woodwork, original tile, plaster walls, and all the details you would expect. Large rooms with expansive lake views including a large Master Suite downstairs. Upstairs four additional bedrooms all with privacy and views of the lake as well. Kitchen and bathrooms all renovated with today's modern requirements including a whole house generator system. Large yard with a large swimming pool and dock for your enjoyment of Lake Osceola. Call today for your private showing.

$2,900,000

847 Old England Avenue Winter Park, FL 32789

Beds:
4
Baths:
6.00
Sq.Ft.:
7,308
Status:
Active
MLS#:
O5169149
Type:
Single Family
Subdivision:
Golfview Terr
Lot size:
0.65 Acres
Year built:
2001
A broker reciprocity listing Listing Provided Courtesy Of: FANNIE HILLMAN & ASSOCIATES
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Walk to Park Avenue from one of Winter Park's crown jewels built by Maroon Fine Homes in 2001. Over 7300 square feet of perfection including 2 downstairs master suites, wonderful garden house, beautiful pool, large double lot, brand new gourmet kitchen.Gorgeous details in all rooms, Weathershield wood custom windows, eight Trane AC's, 3 separate water systems, central vac, Baldwin brass throughout home, Koehler top of line fixtures, conventionally framed using TJI's for all ceiling joists & rafters. 10' ceilings downstairs and 9' ceilings upstairs plus 9" baseboards.

$2,850,000

1167 Preserve Point Drive Winter Park, FL 32789

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O5204823
Type:
Land
Subdivision:
Windsong Preserve Point
Lot size:
1.62 Acres
A broker reciprocity listing Listing Provided Courtesy Of: CENTURY 21 CARIOTI
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THINKING ABOUT BUILDING YOUR DREAM HOUSE? THERE IS NO BETTER PLACE! LOCATED IN DESIRABLE WINTER PARK, THIS LOT ABUTTS LAKE VIRGINIA. NEAR SHOPPING. A-RATED SCHOOLS. BEAUTIFUL LAKE BALDWIN IS JUST WALKING DISTANCE AWAY. CALL TODAY!

$2,695,000

7235 University Boulevard WINTER PARK, FL 32792

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
O5314467
Type:
Business Opportunities
Lot size:
2.34 Acres
A broker reciprocity listing Listing Provided Courtesy Of: SAAB REALTY GROUP INC
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Great neighborhood, high traffic, high retail area. C-store/gas station and land for sale. Well established, up to date, and fully functioning. Motivated seller. Spacious and clean C-store, located on 2.34 acres, with a food truck and Uhaul on property. Open 24 hr.

$2,599,900

117 Genius Drive Winter Park, FL 32789

Beds:
6
Baths:
7.00
Sq.Ft.:
5,377
Status:
Active
MLS#:
O5172272
Type:
Single Family
Subdivision:
Ardmore/Windsong
Lot size:
0.93 Acres
Year built:
1991
A broker reciprocity listing Listing Provided Courtesy Of: KELLER WILLIAMS HERITAGE RLTY
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Winter Park lake front living at its finest. Elegant lake front estate on triple lot with private clay tennis court! Located in the sought-after Windsong Northshore area, this fabulous home is surrounded by grandfather oaks on a brick- lined street with tranquil pond and fountain across the street. This two story Palm Beach style home on 1 acre w/196' of lake frontage is equipped with a clay hydro tennis court, oversized pool, covered dock w/electric hoist. The prime Winter Park location on a quiet street just minutes from Park Avenue shops and restaurants. The next homeowner will love the private tennis court. Huge bay windows grace the master and living rooms with marble fireplaces, allowing panoramic views and sunsets on Lake Mizell. Wrought Iron spiral exterior staircase leads from pool to second floor balcony. Two bedrooms downstairs en-suite would make perfect nanny quarters or in-law suite. Fabulous unique bamboo style gourmet kitchen w/gas range and double ovens, built-in fridge w/separate large casual eating area overlooking lake. Built-in bookshelves in library/computer room. Several bedrooms have built-in furniture. This is truly a "one of a kind " Winter Park chain of lakes residence.

$2,499,500

531 Lake Front Boulevard Winter Park, FL 32789

Beds:
4
Baths:
6.00
Sq.Ft.:
5,194
Status:
Active
MLS#:
O5232055
Type:
Single Family
Subdivision:
Lords
Lot size:
0.56 Acres
Year built:
2009
A broker reciprocity listing Listing Provided Courtesy Of: RE/MAX SELECT
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A rare find dream home in an absolutely great location. Impeccable craftsmanship, luxurious comfort, privacy and unsurpassed elegancy is what makes this home perfect for a family. This rare find Rustic-Italian Tuscany Style home includes/ features a grand entry with a breathtaking view of the lake. Beautiful rounded staircase leading to second floor suites. Gourmet kitchen with two dish washers, professional chef's stove, huge hidden pantry with additional two refrigerators, with beautiful traditional style cabinets and granite counter tops. Loaded with countless details from tray ceiling, niches, hardwood floors, travertine, granite, wood trim, beams, and entertainment centers. Owner Suite on the main floor and second master suite both include Jacuzzi, built in closets, and a private balcony on the second floor suite. Second floor features family room with built in bar area, and additional laundry room. Numerous Elegant Architectural Details include: 4 private Balconies, 2 Covered Patios with Summer-kitchen and Gas fireplace, Salt Water Pool/Spa, and steam room. Private covered boat dock that includes boat and jet ski lift. Enjoy fantastic panoramic views of ski - Lake Killarney and breathtaking sunset views from almost every room in your house. Conveniently located to Winter Park Village Plaza, Park Avenue, Farmers Market, Rollins, Winter Park Country Club, I-4, Downtown Orlando.

$2,499,000

2219 Azalea Place Winter Park, FL 32789

Beds:
6
Baths:
8.00
Sq.Ft.:
6,684
Status:
Active
MLS#:
O5308505
Type:
Single Family
Subdivision:
Azalea Place
Lot size:
0.54 Acres
Year built:
2007
A broker reciprocity listing Listing Provided Courtesy Of: KELLER WILLIAMS HERITAGE RLTY
View additional info

Enjoy the Winter Park lifestyle in this gorgeous custom Lakefront home built by Liberty Development. Feels like new! Situated on the lagoon that feeds into Lake Maitland. Beautiful foyer entrance looking into the formal living room with luxurious floor toceiling fireplace and huge window overlooking pool and lake. Formal dining area with architectural columns and arches. Two wine cellars located off the foyer. Stunning staircase with rich hardwood flooring, iron railings, beautiful chandelier and wood ceiling. Gourmet kitchen with huge island, overlooking spacious family room, great for entertaining with wood beams plus large window looking out to spectacular water views and beautiful sunsets. Two master suites, one upstairs with a Juliet balcony and one downstairs, both with wonderful lake views. Six total bedrooms, six full baths and two half baths plus office located downstairs. Huge loft area with access to spacious balcony with great views. Bonus room adjoins the loft area with wet bar. Exercise room located on the third floor, could be used as a media room. Three car garage and a roof top spa with serene panoramic views of the lake! This spectacular home also features a Summer kitchen, pool and boathouse. Large lot on a quiet street. Walk or boat to the Winter Park Racquet Club.

$2,400,000

1200 Via Lugano Winter Park, FL 32789

Beds:
5
Baths:
7.00
Sq.Ft.:
5,028
Status:
Active
MLS#:
O5232121
Type:
Single Family
Subdivision:
Woodmere Terr Rep
Lot size:
0.46 Acres
Year built:
2000
A broker reciprocity listing Listing Provided Courtesy Of: FANNIE HILLMAN & ASSOCIATES
View additional info

ELEGANT TUSCAN MEDITERANEAN IN THE HEART OF THE "VIA'S"! THIS MAGNIFICENT HOME BOASTS QUALITY THOROUGHOUT. BEAUTIFUL FEATURES INCLUDE ; 5 BEDROOMS/5 FULL BATHS/2 HALF BATHS, GORGEOUS HARDWOOD FLOORS, EXTENSIVE CROWN MOULDING, CUSTOM BUILT-IN ENTERTAINMENT CENTERS, GOURMET KITCHEN, , 4 GAS FIREPLACES, 3 NEW A/C UNITS, MOTHER IN LAW SUITE WITH KITCHENETTE, A 3 CAR GARAGE. DOWNSTAIRS FEATURES FORMAL LIVIING & DINING ROOMS, FAMILY ROOM, BEAUTIFUL MASTER SUITE OVERLOOKING THE POOL, HANDSOME LIBRARY/OFFICE AND A PUB/BAR PERFECT FOR FRIENDS & FAMILY GATHERINGS... UPSTAIRS YOU WILL FIND 3 BEDROOMS/2BATHS AND A GREAT BONUS ROOM. BEAUTIFUL FRENCH DOORS OPEN FROM MOST ROOMS TO THE BEAUTIFUL COVERED LANAI. THE BACKYARD IS A PRIVATE OASIS FEATURING A SALT WATER POOL, CABANA WITH GAS FIREPLACE, EXERCISE ROOM, SAUNA ROOM AND SUMMER KITCHEN. YOU WILL TRULY FEEL LIKE YOU ARE ON VACATION. WALK TO THE WINTER PARK RACQUET CLUB! WINTER PARK "A" SCHOOLS!

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.
Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2011, My Florida Regional MLS

Winter Park FL Real Estate Listings Provided By:

Real Living Good Neighbor Realty - A Berkshire Hathaway Affiliate
990 N. SR 434, Suite 1132
Altamonte Springs, FL 32714
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