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Winter Park FL Real Estate & Homes For Sale

515 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.


21 - 30 of 515 Properties Displayed
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$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
View additional info

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
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.

$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
View additional info

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.

$2,295,000

1741 Lookout Landing Circle Winter Park, FL 32789

Beds:
5
Baths:
5.00
Sq.Ft.:
5,500
Status:
Active
MLS#:
O5228046
Type:
Single Family
Subdivision:
Windsong-Lookounit Landing 1S>
Lot size:
0.54 Acres
Year built:
2014
A broker reciprocity listing Listing Provided Courtesy Of: COLDWELL BANKER RESIDENTIAL RE
View additional info

Stunning new one story 5,500 sf house on HUGE private 23,835 sf lot. Open and modern plan by Nasrallah Architectural Group and joint venture build by prestigious IBK Construction and Z Properties. Huge living spaces open to gracious outdoor living area and pool with pool cabana and outdoor kitchen. Spacious suites, split plan, no detail will be overlooked - four car garage. Do not miss this opportunity. Please call lisitng agent to schedule appointment to discuss time lines and budget.

$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.

$2,095,000

1760 Via Venetia Winter Park, FL 32789

Beds:
4
Baths:
6.00
Sq.Ft.:
5,965
Status:
Active
MLS#:
O5225844
Type:
Single Family
Subdivision:
Sicilian Shores 2ND Rep
Lot size:
0.42 Acres
Year built:
2013
A broker reciprocity listing Listing Provided Courtesy Of: COLDWELL BANKER RESIDENTIAL RE
View additional info

Meticulously constructed 4 Bedroom 5 full & 1 half bath 5965 square foot "NEW ORLEANS' style pool home is situated on a beautiful oversized lot on a quiet street just steps away from Lake Maitland. First floor Master Suite w/ fireplace, kitchenette w/ Thermador refrigerator, dishwasher & sink, huge walk in closet & separate laundry room. Master bath has separate vanities, a soaking tub, large walk in shower & fireplace. Gourmet kitchen w/ top of the line commercial style stainless steel appliances, custom cabinetry, granite and marble counter tops & walk in pantry. Billiard/Game room has a fireplace, wet bar w/ wine refrigerator, Thermador refrigerator/freezer & dishwasher. Additional amenities include: Bevolo light fixtures, antique Chinese elm reclaimed wood floors, fabulous ceiling details throughout, extensive custom millwork & built ins, Windsor double insulated energy efficient windows, 2 covered porches & 2 covered balconies, 3 gas fireplaces, ICF (insulated concrete form) construction, Baldwin Estate hardware, Kohler plumbing fixtures, Elevator & 3 laundry rooms. This amazing home is loaded w/ upgrades & extras. Great attention has been paid to the architectural detail & style and should be viewed in person to truly appreciate the quality throughout.

$1,995,000

125 S Interlachen Avenue UNIT 1-5 Winter Park, FL 32789

Beds:
12
Baths:
9.00
Sq.Ft.:
7,968
Status:
Active
MLS#:
O5222399
Type:
Condo
Subdivision:
Ye Olde Bric Condo
Lot size:
0.35 Acres
Year built:
1978
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
View additional info

For Sale or Development opportunity -- Trophy location in the heart of Winter Park. One block from the Park Avenue's upscale shops and fine dining restaurants. A short walk to Rollins College, Central Park, the Farmer's Market, Charles Hosmer Morse Museum, the Winter Park Golf Course and much more. The existing property is a two story, five unit condo building at 100% occupancy. The five existing units were completely renovated in 2008/2009. Make the choice to pursue cosmetic improvements to posh appointments and enjoy premium rents and with great upside potential. A new owner will take full advantage of rising market rental rates. Units vary in size and layout. The City has approved this Multifamily (High Density R-4) District site for development of a new luxury condominium project spanning four stories, six units and totaling 23,500 square feet. There is no other multi-family development site this close to Park Avenue available. Additional information available upon request. To schedule a personal viewing appointment, proof of funds or pre-approval letter will be necessary.

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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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