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Winter Park FL Real Estate & Homes For Sale

530 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.


1 - 10 of 530 Properties Displayed
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Open House:

-

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Beds:
1
n/a
Baths:
1
1 Full
Sq.Ft.:
727
727 - 727
n/a
Status:
NEW LISTING
MLS#:
O5364646
Type:
Condo
Subdivision:
Four Seasons Condo
Lot size:
19.03 Acres
Lot size range:
19.03 - 19.03 Acres
Year built:
1970
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 205 W Fairbanks Ave Winter Park FL 32789 407-644-1234 Meg Dolan 321-948-0701 meg@fanniehillman.com
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Great first floor one bedroom, one bath condo at the Four Seasons Condos in Winter Park. This unit has lots of storage including large master walk-in closet, hall closet and storage room adjacent to the covered, screened porch. The kitchen has been updated with porcelain tile , butcher block wood counter tops and new stainless steel appliances. The Four Seasons Condos are conveniently located near shops and restaurants, Rollins College, Fullsail, Cady Way Trail, Winter Park Hospital, art museums and downtown Winter Park/ Park Ave. The community features include 3 pools, tennis court, shuffle board, a clubhouse room, full-time property manager, and ground maintenance staff. Zoned for sought after Winter Park schools and the Four Seasons Condos are eligible for FHA financing.

Open House:

-

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Beds:
4
n/a
Baths:
3
3 Full
Sq.Ft.:
2609
2609 - 2609
n/a
Status:
NEW LISTING
MLS#:
O5364612
Type:
Single Family
Subdivision:
Lot size:
0.37 Acres
Lot size range:
0.37 - 0.37 Acres
Year built:
1994
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: PREMIER PROPERTY GROUP III 315 E New England Ave #31 Orlando FL 32804 407-412-9898 Cristian Michaels 407-412-9898 cristianmichaels@gmail.com www.downtownandtheparks.com
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RESIDENCE HAS BEEN REPAINTED AND NEW RECARPETED THROUGHOUT.

Open House:

-

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Beds:
n/a
Baths:
Sq.Ft.:
-
n/a
Status:
NEW LISTING
MLS#:
O5363736
Type:
Multi-Family
Subdivision:
Thomas M Henkels Add
Lot size:
0.28 Acres
Lot size range:
0.28 - 0.28 Acres
Year built:
1930
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: WINTER PARK LAND CO. 122 Park Ave S Winter Park FL 32789 407-644-2900 Pamela Stewart 407-923-2999 pamelastewart@yahoo.com
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Fabulous renovated home and two rental apartments, close to Rollins, Park Ave. The main residence has been meticulously renovated, with every attention to detail. Combining a modern flair with period character. This exquisite residence has a spacious modern kitchen, with exotic granite counter tops, a breakfast bar, stainless steel appliances, double ovens, a wet bar, under cabinet lighting and glass cabinets. 3 bed, 3 bath, 3,170 SF, living room w/brick fireplace, dining room, office, sun room and sleeping porch. The upstairs Master Suite has wood floors, a dressing room and built-in closets. The Master bathroom has double sinks and a walk-in shower. The separate 2 story apartment building has a 1 car garage and two, 1 Bedroom & 1 bath, rental units, each with kitchens and gas stoves. The upstairs apartment is currently leased from month to month. The private backyard features tropical landscaping and Gazebo with hot tub. Walk to Park Ave, fine shopping & dining, Rollins College, WP Library and the Alfond Inn.

Open House:

-

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Beds:
3
n/a
Baths:
2
2 Full
Sq.Ft.:
1704
1704 - 1704
n/a
Status:
NEW LISTING
MLS#:
O5364573
Type:
Single Family
Subdivision:
Dixie Terrace
Lot size:
0.17 Acres
Lot size range:
0.17 - 0.17 Acres
Year built:
1954
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: OLDE TOWN BROKERS INC 11 N Summerlin Ave Orlando FL 32801 407-425-5069 Andrew Davenport 407-425-5069 andrewlloyddavenport@yahoo.com
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Traditional Ranch style home just off Park Avenue & Pennsylvania Avenue in Olde Winter Park. Features include gas heating/ac equipment, gas hot water heater, fully equipped kitchen with electric range, Oak hardwood floors, open front porch, split floor plan, mini blinds, washer/dryer hook-ups, family room with French doors to rear deck, one car garage with opener, lawn care included in rent, owner may take small pet, pet fee required. Owner requires renter's insurance with liability.

Open House:

-

More Open House Info >

Beds:
4
n/a
Baths:
2
2 Full
Sq.Ft.:
2025
2025 - 2025
n/a
Status:
NEW LISTING
MLS#:
O5364485
Type:
Single Family
Subdivision:
Howell Forest
Lot size:
0.25 Acres
Lot size range:
0.25 - 0.25 Acres
Year built:
1968
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: SOUTHERN HERITAGE REALTY, INC 34 E Plant St Winter Garden FL 34787 407-877-6928 Christine Clark-Weber 407-877-6928 soheritagerealty@cs.com
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Winter Park pool home updated kitchen with Corian counter tops, stainless steel appliances, wood floors, fireplace large open pool, fenced yard, oversized two car garage, formal living, dining and family room, split bedroom plan with larger bedrooms, one bedroom is an office/sound proof music room set up in the walk-in closet. Great Winter Park schools!

Open House:

-

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Beds:
n/a
Baths:
Sq.Ft.:
-
n/a
Status:
NEW LISTING
MLS#:
O5364487
Type:
Office
Subdivision:
Lot size:
0.19 Acres
Lot size range:
0.19 - 0.19 Acres
Year built:
1953
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: WINTER PARK LAND CO. 122 Park Ave S Winter Park FL 32789 407-644-2900 Pitt Warner 407-644-2900 Pwarner@winterparkland.com
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Stop paying rent! Free-standing office on N. Park Ave., Winter Park. Inside city limits. Plenty of parking, very good condition, great for business owner. One owner for over 35 years. Easy access to 17-92, I-4, Winter Park or Maitland SunRail stations. Owner is ready to sell. Call today.

Open House:

-

More Open House Info >

Beds:
4
n/a
Baths:
4
3 Full/1 Half
Sq.Ft.:
3053
3053 - 3053
n/a
Status:
NEW LISTING
MLS#:
O5364491
Type:
Single Family
Subdivision:
Brookshire Heights
Lot size:
0.21 Acres
Lot size range:
0.21 - 0.21 Acres
Year built:
1958
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 205 W Fairbanks Ave Winter Park FL 32789 407-644-1234 Sandra Chitty sandrachittyorlando@gmail.com
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Quality, Style, Sophistication and Location!!! These are only a few of the great features of this special home. Renovated and enlarged, this home has it all. Three bedrooms, all en-suite, plus a nursery, a designated office and very large living areas combine to make a spacious and gracious residence buyers will love! The architectural finishes are of the highest quality with crown molding and detailed trim in every room. The kitchen is a chef's dream with gorgeous custom cabinetry, granite, and top of the line appliances, all new within the past three years. The kitchen opens to the very spacious family room and has a large island that serves as a perfect divider. There is a beautiful downstairs master bedroom and bath, both with luxurious finishes. Upstairs, the two bedrooms and nursery are separated with a lovely loft, which adds a flexible space allowing multiple uses. The home sits on a large lot, almost 1/4 acre, with a delightful covered wrap-around patio with a high-end travertine marble floor. a wonderful school district makes this such a desirable location. The home is just a few minutes from Park Avenue and all it offers! Don't miss the opportunity !

Open House:

-

More Open House Info >

Beds:
5
n/a
Baths:
5
4 Full/1 Half
Sq.Ft.:
3815
3815 - 3815
n/a
Status:
NEW LISTING
MLS#:
O5364179
Type:
Single Family
Subdivision:
Bear Gully Pointe
Lot size:
0.4 Acres
Lot size range:
0.4 - 0.4 Acres
Year built:
1993
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: ONE STOP SERVICE REALTY INC 800 N Ferncreek Ave Orlando FL 32803 407-739-6379 Bella Cho 407-739-6379 bellacho@yahoo.com
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This immaculate four-bedroom residence nestled in inside the gates of Bear Gully Community. Enjoy a spacious master bedroom with beautiful view of pool with large master bath and walk-in closet with lots of storage space. The Family Room opens to the kitchen to complete the ease of living and quality of life that this floor plan offers. Upgraded hard wood flooring, high ceilings are ones of the many upgrades of this home. Amenities in the community include a tennis courts and a playground. Minutes to highways, shopping, and restaurants.

Open House:

-

More Open House Info >

Beds:
2
n/a
Baths:
2
2 Full
Sq.Ft.:
1020
1020 - 1020
n/a
Status:
NEW LISTING
MLS#:
O5364601
Type:
Condo
Subdivision:
Winter Park Woods Condo
Lot size:
0.06 Acres
Lot size range:
0.06 - 0.06 Acres
Year built:
1974
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: CONNECT REALTY.COM INC 11555 Lake Underhill Rd STE B Orlando FL 32825 407-382-0003 Rich Harger, Sr 407-581-7500 connectrealtyoffers@gmail.com
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Nestled among thriving shops, highways and restaurant you will find this affordable Winter Park Woods Condo. This 2 bedroom 2 bath upstairs end unit overlooks the garden and community pool. You have a kitchen with a breakfast bar opening up into a spacious living – dining room combination with sliders leading out to a large covered patio with storage closet and washer/dryer hook-up. The community features a large clubhouse, a great pool, tennis courts, a playground plus on-site HOA management. Convenient to bus lines, Full Sail, UCF, the Airport and lovely downtown Winter Park. This is a Fannie Mae HomePath property. First Time Buyers, complete the HomePath Ready Buyer homeownership course, attach certificate to offer and request up to 3% closing cost assistance. Restrictions apply.

Open House:

-

More Open House Info >

Beds:
3
n/a
Baths:
3
2 Full/1 Half
Sq.Ft.:
2401
2401 - 2401
n/a
Status:
NEW LISTING
MLS#:
O5364357
Type:
Single Family
Subdivision:
Waterbridge
Lot size:
0.16 Acres
Lot size range:
0.16 - 0.16 Acres
Year built:
1982
Contact:
Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL) Inquire About This Property, md@bchflorida.com, 352-729-7325 (REAL)
A broker reciprocity listing Courtesy: RE/MAX TOWN & COUNTRY REALTY 1315 Tuskawilla Rd Ste 101 Winter Springs FL 32708 407-695-2066 Laura Leigh Wood 407-695-2066 lauraleighwood@gmail.com www.OrlandoHomeSalesOnline.com
View additional info

A great opportunity to own a home in one of the most desirable neighborhoods in Winter Park! This 3/2 home is located on a cul-de-sac and close to some of the best shopping and dining in the area. Please note, Bank of America, N.A. associates, household members and business partners are prohibited from purchasing REO properties, either owned or serviced by the Bank, whether directly or indirectly.

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1 - 10 of 530 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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