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Winter Park FL Real Estate & Homes For Sale

516 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 516 Properties Displayed
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$3,399,000

110 Osceola Court Winter Park, FL 32789

Beds:
5
Baths:
6.00
Sq.Ft.:
6,713
Status:
Active
MLS#:
O4853377
Type:
Single Family
Subdivision:
Osceola Court
Lot size:
0.38 Acres
Year built:
2004
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
View additional info

Stunning Winter Park Chain-of-Lakes estate. Only a short walk from Park Avenue, this five-bedroom pool home was custom built in 2004 with the finest materials and to the highest of standards and finishes. Brazilian Walnut and natural stone flooring is throughout the entire home. First floor amenities include a formal living room with fireplace, formal dining, a spectacular center-island kitchen overlooking the family room with stone fireplace, paneled library with fireplace and a gorgeous master suite with breath-taking views of Lake Osceola. The second floor features three large bedrooms, three full baths, and laundry. The fourth bedroom, also with a full bath, currently serves as a large playroom. The estate's lower level features large-screen media, billiards, wet bar, and private office. Windows throughout the lower level provide plenty of natural light! Outdoors is like you've never seen before. Gas lamps, a large pool, fountains, English gardens, motor court with three car garage and one of the longest and most beautiful views on the Winter Park Chain. Detailed Features List is available upon request.

$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
View additional info

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.

$2,695,000

7235 University Boulevard WINTER PARK, FL 32792

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
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.

$2,499,500

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
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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.

$2,490,000

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!

$2,399,900

861 Bonita Drive Winter Park, FL 32789

Beds:
6
Baths:
8.00
Sq.Ft.:
6,943
Status:
Active
MLS#:
O5194579
Type:
Single Family
Subdivision:
Comstock Park
Lot size:
0.56 Acres
Year built:
1999
A broker reciprocity listing Listing Provided Courtesy Of: HENIN REALTY
View additional info

Truly Exquisite Tuscan Beauty in the Heart of Winter Park With nearly 7,000 Square Feet of Living Space. This stunning Custom Estate features gorgeous Mediterranean architecture with a European flair.4 CAR GARAGE! This Luxury Retreat places you only minutes from Park Avenue's fine boutiques and bistros. Drive home to an unparalleled curb appeal. Grand circular driveway offers brick pavers and an exquisite stone fountain. Majestic hand carved solid wood double-door which sets the tone of quality products and strong attention to detail featured throughout this beautiful home. Magnificent foyer and an elegant living room separated by cast stone columns. Exotic coral-style Travertine flooring. Vibrant Venetian plaster compliments the walls. The well-equipped gourmet kitchen is a Chef's dream featuring custom cabinetry, GE Monogram natural gas cook top and oversized island with convenient second sink. Family room features stunning wood-beam ceilings, spectacular wood burning stone fireplace, chic bar and high-tech surround sound system. Drift away in the reclining chairs found in the state-of-the-art home theater. Commercial phone system integrated with fiber optic wiring. Entertain around the spectacular heated salt water pool and oversized spa. Detached living quarters over rear garage finished with hardwood flooring and newly renovated full bath. BE PREPARED...Commercial grade generator is ready to weather any storm! Exceptional opportunity for the most discriminating buyer!

$2,399,000

4501 Howell Branch Road Winter Park, FL 32792

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O5213424
Type:
Land
Lot size:
14.2 Acres
A broker reciprocity listing Listing Provided Courtesy Of: STIRLING SOTHEBY'S INT'L RLTY
View additional info

7.5 Acre Lakefront Winter Park Equestrian Estate Located in the heart of the city. Classic 1960's custom 3br/2.5 bath 2,672 square foot Florida pool home Separate Lakefront Mother-in-Law Efficiency Cottage Working farm and boarding facilities includinga 9 stall Tongue & Groove custom center aisle stable, 125' x 250' Turf Riding Arena, Official 66' Round Training Pen, Shaded Paddocks with Run-In Shelters and 12' x 24' Two Stall Concrete Wash Pad. Broadly Expansive and Extremely Private Lake View underGrandfather Oaks 330' Frontage on Crystal Clear, Spring Fed Lake Florence w/private boat ramp White Sand Beach Horse Swimming Area 5 minutes from Trinity Prep, 10 minutes from Park Maitland On-going agricultural operations uniquely qualify this income producing Winter Park estate for taxes of only $2,200 annually. Limited Owner Financing Possible Subdivide into 4 estate home sites without rezoning, or into 30+/- residential lots by rezoning.

$2,399,000

4501 Howell Branch Road Winter Park, FL 32792

Beds:
3
Baths:
3.00
Sq.Ft.:
2,434
Status:
Active
MLS#:
O5213399
Type:
Single Family
Subdivision:
-
Lot size:
14.2 Acres
Year built:
2003
A broker reciprocity listing Listing Provided Courtesy Of: STIRLING SOTHEBY'S INT'L RLTY
View additional info

7.5 Acre Lakefront Winter Park Equestrian Estate Located in the heart of the city. Classic 1960's custom 3br/2.5 bath 2,672 square foot Florida pool home Separate Lakefront Mother-in-Law Efficiency Cottage Working farm and boarding facilities includinga 9 stall Tongue & Groove custom center aisle stable, 125' x 250' Turf Riding Arena, Official 66' Round Training Pen, Shaded Paddocks with Run-In Shelters and 12' x 24' Two Stall Concrete Wash Pad. Broadly Expansive and Extremely Private Lake View underGrandfather Oaks 330' Frontage on Crystal Clear, Spring Fed Lake Florence w/private boat ramp White Sand Beach Horse Swimming Area 5 minutes from Trinity Prep, 10 minutes from Park Maitland On-going agricultural operations uniquely qualify this income producing Winter Park estate for taxes of only $2,200 annually. Limited Owner Financing Possible Subdivide into 4 estate home sites without rezoning, or into 30+/- residential lots by rezoning.

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11 - 20 of 516 Properties Displayed
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
990 N. SR 434, Suite 1132
Altamonte Springs, FL 32714
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