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Winter Park FL Real Estate & Homes For Sale

549 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 549 Properties Displayed
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$2,399,000

4501 Howell Branch Rd 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 including a 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 under Grandfather 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 Rd 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 including a 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 under Grandfather 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.

$2,250,000

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

Beds:
3
Baths:
4.00
Sq.Ft.:
3,769
Status:
NEW LISTING
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

$2,200,000

797 Pinetree Rd Winter Park, FL 32789

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
O5206347
Type:
Land
Subdivision:
Sicilian Shores Rep
Lot size:
0.94 Acres
A broker reciprocity listing Listing Provided Courtesy Of: COLDWELL BANKER RESIDENTIAL RE
View additional info

Almost an acre on Lake Maitland! On the Vias! No other lot with this much buildable square feet under 2.5 available for sale. Remodel this home or tear own the present home and start from scratch to build your dream home near the Winter Park Racquet Club. Investors Welcome, owner financing available.

$2,200,000

797 Pinetree Rd Winter Park, FL 32789

Beds:
4
Baths:
5.00
Sq.Ft.:
5,136
Status:
Active
MLS#:
O5206509
Type:
Single Family
Subdivision:
Sicilian Shores Rep
Lot size:
0.94 Acres
Year built:
1970
A broker reciprocity listing Listing Provided Courtesy Of: COLDWELL BANKER RESIDENTIAL RE
View additional info

Updated Lakefront Photos. Almost a full acre on Lake Maitland. In the Vias. Immediate occupancy available. Remodel this home or start from scratch to build your dream home near the Winter Park Racquet Club. Investors Welcome. Owner financing available.

$2,199,000

1099 N Park Ave 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 motor court 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

1253 Harding St Winter Park, FL 32789

Beds:
5
Baths:
7.00
Sq.Ft.:
5,518
Status:
Active
MLS#:
O5205665
Type:
Single Family
Subdivision:
Kronenberger J
Lot size:
0.38 Acres
Year built:
2008
A broker reciprocity listing Listing Provided Courtesy Of: FANNIE HILLMAN & ASSOCIATES
View additional info

This superb New Orleans-style, 5-bedroom pool home on a quiet Winter Park brick street has it all. From the first floor master bedroom suite overlooking a secluded backyard and pool area to the private full bath and porch that adjoins each bedroom suite, this luxury masterpiece from Bates Driscoll builders is full of custom accents including hardwood floors and crown molding throughout. The gourmet kitchen, tailored to the satisfaction of the home's restaurant pro original owner, features commercial-grade stainless appliances including a large 6 burner gas stove, granite countertops, a large island, butler's pantry, wine cooler and separate eat-in area. This 5518 sq. ft. gem includes 5 full baths, two half baths, laundry rooms on both floors. Enjoy outdoor living at its best at a covered outdoor fireplace cabana, poolside seating area. Great both for families and entertaining, this home is just a one block walk from Kraft Azalea Gardens and Lake Maitland.

$2,095,000

1800 Via Amalfi Winter Park, FL 32789

Beds:
5
Baths:
7.00
Sq.Ft.:
7,530
Status:
Active
MLS#:
O5204933
Type:
Single Family
Subdivision:
Sicilian Shores
Lot size:
0.52 Acres
Year built:
2011
A broker reciprocity listing Listing Provided Courtesy Of: KELLY PRICE & COMPANY LLC
View additional info

Magnificent Italian-Inspired Tuscan Farm House Design home in the Premier Via's of Winter Park! Sophisticated floor plan offers a dramatic floating Grand Staircase topped with silver flaked dome and magnificent chandelier welcome you as you enter the two story foyer. Elegant dining room with tray ceiling and wood doors overlooking the sunny patio and backyard. Huge open kitchen with tons of beautiful wood cabinets, top-of-the-line stainless steel appliances, beautiful tiled backsplash and imported granite counters overlook the Olde World breakfast nook with brick and wood beamed ceiling and herringbone floor. Fantastic family room with floor-to-ceiling stone fireplace and beautiful wood mantle. Downstairs master retreat offers a sitting area with French doors leading to the lanai. Well-appointed master bath features his and her vanities, jetted tub, etched glass windows and his and her walk-in closets with organizers. Second floor offers 4 en suite bedrooms, a bonus room and study area. Additional special features of this home include: Fully equipped service bar for entertaining, Bali imported Teak columns in family room, 23' ceilings throughout first floor, oversized laundry room with pet care station, 3 stone fireplaces, Italian Travertine floors, Hand Hewned Walnut floors, Knotty Alder doors throughout, all custom cabinetry, 4 zoned A/C, Clay Tiled Roof, Groin ceilings, faux finishes and niches throughout, game room, media room, separate office, wired for sound system, 3 car garage.

$1,995,000

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

Beds:
12
Baths:
9.00
Sq.Ft.:
7,968
Status:
NEW LISTING
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 549 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
Email Us | Visit our Real Estate Website

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