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Winter Park FL Real Estate & Homes For Sale

515 Properties Found

The median home value in Winter Park, FL is $226,800. This is higher than the county median home value of $111,200. The national median home value is $152,300. The average price of homes sold in Winter Park, FL is $226,800. Approximately 58.04% of Winter Park homes are owned, compared to 31.7% rented, while 10.26% 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.


21 - 30 of 515 Properties Displayed
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$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
View additional info

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.

$2,400,000

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
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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!

$2,400,000

466 Henkel Circle Winter Park, FL 32789

Beds:
4
Baths:
5.00
Sq.Ft.:
4,416
Status:
Active
MLS#:
O5176309
Type:
Single Family
Subdivision:
Henkel T M Add To Winter Park
Lot size:
1.7 Acres
Year built:
2000
A broker reciprocity listing Listing Provided Courtesy Of: COLDWELL BANKER RESIDENTIAL RE
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BEAUTIFUL LAKEFRONT ESTATE WITHIN WALKING DISTANCE TO PARK AVENUE! SITUATED IN A PRIVATE SETTING ON THE SHORES OF LAKE MIZELL. THIS LOVELY HOME FEATURES 4 BEDROOMS, AN OFFICE, A BONUS ROOM, AND 5 FULL BATHROOMS. A GRANITE BAR WITH WINE COOLER AND REFIGERATOR IS LOCATED BETWEEN THE LIVING ROOM AND DINING ROOM. QUALITY FINISHES THROUGHOUT SUCH AS CHERRY WOOD FLOORS, HIGH CEILINGS, EXTENSIVE CROWN MOULDING, DRAMATIC STAIRWAY, BEAUTIFUL BUILT-INS, EXPANSIVE ISLAND KITCHEN WITH GRANITE COUNTERTOPS AND SS APPLIANCES. LAKEVIEWS TO BE ENJOYED FROM THE LIVING ROOM, DINING ROOM, KITCHEN, MASTER, MASTER BATH AND TWO OF THE BEDROOMS. THE MASTER BEDROOM IS A TRUE OASIS WITH A LOVELY STONE GAS FIREPLACE, TWO BALCONIES WITH ONE OVERLOOKING THE FRONT OF THE PROPERTY AND THE OTHER OVERLOOKING THE LAKE. THE EXQUISITE MASTER BATH ALSO LOOKS OVER THE LAKE. ALL SECONDARY BEDROOMS ARE SUITES INCLUDING THE ONE UPSTAIRS NEXT TO A LARGE BONUS ROOM AND KITCHENETTE. CLOSETS GALORE PLUS A 3 CAR GARAGE. STEP OUT BACK TO THE SERENE SETTING WITH A FABULOUS POOL, SPA AND LUSH LAWN DOWN TO THE TREE-LINED SHORELINE OF LAKE MIZELL.

$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
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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.

$2,395,000

318 Genius Drive Winter Park, FL 32789

Beds:
5
Baths:
7.00
Sq.Ft.:
6,175
Status:
Active
MLS#:
O5302303
Type:
Single Family
Subdivision:
Windsong Lakeside Sec 02 43/71
Lot size:
0.47 Acres
Year built:
2005
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
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Spectacular, private estate in prestigious Windsong! Built in 2005 & featuring five bedrooms, five & two-half baths, this home boasts 6,175 SF of neoclassical inspired interior details. Grand two-story entry with stone columns invites guests into formal living & dining areas. Polished marble flooring, high ceilings, & magnificent wrought-iron staircase, combined with Illuminating natural light give this formal living area a palatial feel. Luxury continues throughout the home & into the designer kitchen, where solid wood cabinetry with hand-carved trimming, glass doors, granite countertops, & top-of-the-line chef’s appliances make this kitchen truly inspiring. Second living room off kitchen, has gas fireplace & built-in cabinetry with walk-thru to breakfast area & wet bar. Executive office, with floor to ceiling bookshelves & tray ceiling, maintain a studious environment for the professional in this home. Extravagant, downstairs master suite features lavish, two-story, solid-wood closet. Master bath leaves little to be desired with its jetted tub, large walk-in shower, & double vanities. Upstairs provides the perfect retreat for entertaining. Billiard room, with full bar overlooks downstairs living area, & home theater makes movie night at home a cinematic event. Three of the four upstairs bedrooms are generously sized & offer full bath, walk-in closets, & walk-out balcony. Resort style pool & spa, gazebo with summer kitchen, & covered patio exemplify outdoor living at its finest.

$2,250,000

315 E New England Avenue UNIT 4 Winter Park, FL 32789

Beds:
3
Baths:
4.00
Sq.Ft.:
3,769
Status:
Active
MLS#:
O5222229
Type:
Condo
Subdivision:
Villa Siena
Lot size:
0.63 Acres
Year built:
2008
A broker reciprocity listing Listing Provided Courtesy Of: RE/MAX PARK AVENUE
View additional info

This is one of six floor plans available to purchase at Villa Siena. Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops, restaurants and parks. In this premier 1st floor location the floor plan takes advantage of a calm garden view. Unit has gas Wolf cooking and Sub-Zero refrigeration. Top quality materials are used throughout. Common areas include expansive club room which includes a large bar area, pool area and party room. The building and unit are fabulous and bright. Attention to detail can be seen throughout the property.

$2,200,000

7332 Omega St St Winter Park, FL 32792

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
G4705898
Type:
Business Opportunities
Lot size:
1.45 Acres
A broker reciprocity listing Listing Provided Courtesy Of: TRAVIS SAWCHUK COMMERCIAL 1ST
View additional info

THREE LOTS TOGETHER GIVE ONE GREAT LOCATION NEXT TO THE INTERSECTION OF ALOMA AND UNIVERSITY. PERFECT FOR A FULL SERVICE, GAS STATION. LARGE RETAIL PLAZA. OR EVEN AN INDUSTRIAL MANUFACTURING AND SALES. SELLERS MOTIVATED AND CAN LEASE BACK UNTIL NEW CONSTRUCTION BEGINES

$2,199,000

1099 N Park Avenue Winter Park, FL 32789

Beds:
5
Baths:
7.00
Sq.Ft.:
5,706
Status:
Active
MLS#:
O5153496
Type:
Single Family
Subdivision:
Morseland Gardens
Lot size:
0.55 Acres
Year built:
1999
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
View additional info

Stunning two-story brick estate located in the heart of Winter Park on one of the most prestigious streets. Antique European front doors welcome you to this stately five bedroom home with downstairs master suite & additional mini-master on the first floor. High ceilings & gorgeous wood floors are found throughout the home. Formal living room features gas fireplace with antique Italian marble & built-in cabinets/shelves. Large elegant dining room has wonderful views of Park Avenue & leads into butler's pantry & wine closet. A gourmet kitchen overlooks family room & breakfast nook ~ all with pool views & includes top-of-the-line appliances including six-burner gas range with flat grill & impressive hood, built-in double oven, refrigerator, microwave, warming drawer & island. Spacious family room displays fireplace with a gorgeous antique wood carved floor-to-ceiling mantle. The grand first floor master suite features a fireplace, substantial master bath & sophisticated walk-in closet. Additional first floor mini-master is an option for guests & in-laws that prefer to be on the ground floor. Second story with hardwood floors offers two bedrooms each with its own bathroom & walk-in closet. There is also a third bedroom plus office/den area. Spectacular motorcourt has beautiful wrought iron work on hundred year old European gates, two additional gates lead to pool area & four car garage. Extras include a secondary staircase & abundance of storage. Gorgeous sparkling pool & spa.

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21 - 30 of 515 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 - A Berkshire Hathaway Affiliate
990 N. SR 434, Suite 1132
Altamonte Springs, FL 32714
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