Call your local brokerage at 844.662.5638

Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

441 Properties Found [ Edit Search ]
Favorite this property Click the heart icon to add this property to your favorites list Save This Search
Receive Email Alerts

Winter Park Real Estate Overview

Originally founded as a resort destination by affluent New Englanders in the late 1880s, Winter Park is today known for its majestic trees, beautiful parks, brick-lined streets, stunning homes, a private liberal arts college, educational museums, sparkling lakes, and amazing shops. Winter Park is located just 15 minutes from the...
Show all »
First page 9 of 30 Last
$769,900
$2,724/mo
Monthly Payment:
$2,724
Principal & Interest:
$2,724
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $153,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,532sq ft $304 / sq ft SFR
Lot Size6,845sq ft Built2015 On Site24days
Open Sat May 28, 1pm-3pm
Click the tour link above to walk through this home in 3D. New Custom Modern 4 Bed 3.5 Bath Home in Winter Park. The Master Bedroom is located on the second floor with plenty of... more
Click the tour link above to walk through this home in 3D. New Custom Modern 4 Bed 3.5 Bath Home in Winter Park. The Master Bedroom is located on the second floor with plenty of closet space, and a Master Bath that features a freestanding pedestal tub and over sized shower with upgraded fixtures. Hardwood floors, 10 foot ceilings, with 8 foot doors throughout. The first floor bedroom, which has its own bathroom and walk in closet can be used as a second Master, Office, or Sitting Room. The heart of the home, where you will enjoy the gourmet kitchen with a huge window letting the natural light in. Solid wood cabinets, dual quartz counter tops, and custom tile work makes this kitchen a show stopper. The home is equipped with a 36 gas stove, dishwasher, microwave drawer, and refrigerator to aid the gourmet cook of the family. The family room has a gas fireplace which is tiled to the ceiling. Whether your taste is modern or classic traditional you can easily transform this space into your own. The formal dining room is in its own space with beautiful lighting, and a Butlers Pantry with a beverage refrigerator. The second floor as two bedrooms and a shared bathroom. The retreat space is perfect for additional seating, television, or play area. Tongue and groove ceilings on both the front porch and the back lanai. The fenced yard is perfect for a pool, and plans are available upon request. Winter Park is known for it schools, its shopping, and dining. less
Listing Provided Courtesy of MAINFRAME REAL ESTATE
Popularity
Your search results are current and complete. Learn more
$54,900
$400/mo
Monthly Payment:
$400
Principal & Interest:
$194
HOA Dues:
$206
(Based on a 30 year fixed loan at 3.38% with $10,980 down)
Winter Park, FL 32792
1bed 1bath 776sq ft $71 / sq ft CND
Lot Size6.0acre Built1969 On Site24days
Spotless 1 bedroom 1 bath condo in sought after Golfside Villas in Winter Park. Unit has fresh paint and new bright white Frigidaire appliances, and new ceiling fans. Brand new... more
Spotless 1 bedroom 1 bath condo in sought after Golfside Villas in Winter Park. Unit has fresh paint and new bright white Frigidaire appliances, and new ceiling fans. Brand new central air/heat will be installed on 5/7/16. A great investment property as this community is next to Full Sail University and minutes to UCF. Call today for your private showing! less
Listing Provided Courtesy of CREEGAN PROPERTY GROUP
Popularity
$219,900
$778/mo
Monthly Payment:
$778
Principal & Interest:
$778
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $43,980 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 1,026sq ft $214 / sq ft SFR
Lot Size6,001sq ft Built1940 On Site24days
6,000 square foot lot in an exciting area of Winter Park's new and dynamic West Side. Adjacent to new homes in the $700,000 range and in the same block as David Weekley's new... more
6,000 square foot lot in an exciting area of Winter Park's new and dynamic West Side. Adjacent to new homes in the $700,000 range and in the same block as David Weekley's new Park West at the Village. What a great location! Walking distance to Winter Park Village and the new Whole Foods. Close to Hannibal Square and its shopping and dining. Easy access to I4. Wonderful schools. This is a great opportunity to build an urban dream home in a location that is second to none for convenience, schools and amenities! Relaxed front setbacks due to neighboring structures and advantageous rear setbacks due to R3 zoning at rear of property. Structure is in rough condition and would require extensive renovation, but it does have bead board walls and ceilings. If torn down, existing structure will provide impact fee mitigation. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$209,000
$1,104/mo
Monthly Payment:
$1,104
Principal & Interest:
$739
HOA Dues:
$365
(Based on a 30 year fixed loan at 3.38% with $41,800 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 798sq ft $262 / sq ft CND
Lot SizeN/Asq ft Built1981 On Site25days
Light, bright and full of delight! This charming two bedroom, one bath penthouse is just steps from the many restaurants, shops, churches, train depot and post office that make... more
Light, bright and full of delight! This charming two bedroom, one bath penthouse is just steps from the many restaurants, shops, churches, train depot and post office that make up the core of Winter Park! Park Avenue is three blocks east while the Winter Park Village is just two blocks to the west! Coming soon nearby are Whole Foods and Nordstrom Rack. To the south, only three blocks to Hannibal Square! The Village Condominiums are right in the center of Winter Park's core. Granite countertops, wood floors, and spacious master bedroom with walk-in closet and washer/dryer in unit. Gorgeous patios, deck and lush, mature landscaping in the backyard make outdoor time very enjoyable, comfortable and uplifting. Upgrades include plantation shutters, new front door, exterior and interior painted surfaces, ceiling fans and exterior lighting. It has a very cozy feel. With updates galore, you're bound to love this easy living, low maintenance and convenient condo! Fall out of bed in the heart of Winter Park! You will enjoy a move-in ready, upgraded property in this amazing location at such a low price! There are only two penthouse units so don't miss this opportunity. This is a very well maintained property that has very strong reserves and is well-run. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$290,000
$1,026/mo
Monthly Payment:
$1,026
Principal & Interest:
$1,026
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $58,000 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 1,624sq ft $179 / sq ft TWN
Lot Size4,105sq ft Built1984 On Site25days
Open Sat May 28, 10am-1pm
**New to the Market** This Gorgeous Mediterranean style Townhome is a MUST SEE! Private views overlooking the Howell Creek conservation area while still conveniently located in... more
**New to the Market** This Gorgeous Mediterranean style Townhome is a MUST SEE! Private views overlooking the Howell Creek conservation area while still conveniently located in Winter Park, near Park Ave, I-4 & Horatio. Highlights include: New roof, newly painted interior, new carpet in bedrooms, high ceilings, hardwood floors, wood burning fireplace, private garage and a large private screened porch with hot tub and a deck overlooking the picturesque views of the conservation area. Also, there is a Koi pond included adding even more tranquility to this beauty. It only gets better from there! Zoned for Winter Park Top rated schools and No HOA fees, which sets it apart! less
Listing Provided Courtesy of EMPIRE NETWORK REALTY
Popularity
$119,000
$493/mo
Monthly Payment:
$493
Principal & Interest:
$421
HOA Dues:
$72
(Based on a 30 year fixed loan at 3.38% with $23,800 down)
Winter Park, FL 32792
2bed 2bath 1,020sq ft $117 / sq ft CND
Lot Size3,744sq ft Built1979 On Site25days
Taking backup offers / charming town-home made for easy living...Located in the winter park area,,,,close to shops, restaurants and full sail university...A open floor plan and... more
Taking backup offers / charming town-home made for easy living...Located in the winter park area,,,,close to shops, restaurants and full sail university...A open floor plan and lots of natural light, combines 2 bedrooms and 2 baths with a specious living/ dinning area under a vaulted ceiling...A cozy kitchen with counter and space for stools, faces the living area for comfortable family gatherings..Every room is freshly painted and has wood laminate and tiles though-out...The spacious master bedroom, has a large walk-in closet - and a sliding door leading out to the back oasis. The private backyard is fenced and perfect for bbq's and family picnics...This beautiful home is move in ready for families who want a well designed peaceful place to call home!!! less
Listing Provided Courtesy of MARCILLO REAL ESTATE LLC
Popularity
$89,995
$578/mo
Monthly Payment:
$578
Principal & Interest:
$318
HOA Dues:
$260
(Based on a 30 year fixed loan at 3.38% with $17,999 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,020sq ft $88 / sq ft CND
Lot SizeN/Asq ft Built1974 On Site25days
Just remodeled condo. Brand new appliances, tiles and laminated floors. Washer and dryer included. Close to University Blvd, Cotsco Wholesale, Full Sail University, Rollins... more
Just remodeled condo. Brand new appliances, tiles and laminated floors. Washer and dryer included. Close to University Blvd, Cotsco Wholesale, Full Sail University, Rollins College and shopping malls. Short distance to Downtown Orlando and Winter Park , water and external insurance are include in the HOA fees.Come and see this beauty today, it won't last long. less
Listing Provided Courtesy of ALL SEASONS REALTY
Popularity
$11,900,000
$42,113/mo
Monthly Payment:
$42,113
Principal & Interest:
$42,113
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $2,380,000 down)
Winter Park, FL 32789
Orange County School District
7bed 12bath 17,649sq ft $674 / sq ft SFR
Lot Size2.1acre Built2000 On Site26days
Welcome to The Winter Park Lakeview Estate, a two-acre, contemporary paradise with panoramic views of Lake Maitland on the Winter Park Chain. Designed by NBA star Horace Grant,... more
Welcome to The Winter Park Lakeview Estate, a two-acre, contemporary paradise with panoramic views of Lake Maitland on the Winter Park Chain. Designed by NBA star Horace Grant, expanded by Alan Ginsburg, and featured in the Wall Street Journal, this iconic estate is just a short walk to trendy Park Avenue bistros and shops. Glass walls span the rear of the home overlooking the pools waterfall and sweeping lake views, sitting on 140-feet of lake frontage. A grand entrance greets you with a dramatic marble foyer, a beautiful Chihuly chandelier and a curved open staircase. Designed for entertaining, the first floor includes a gourmet kitchen, game room with bar, theater, gym, detached guest suite, and family room with fireplace, bar and sliding glass walls, which open to a screened lanai offering summer kitchen with grill, wet bar and bath. Nearby, a newly added expansive ballroom accommodates 200 guests with wet bar and service kitchen. An elevator showcasing original Chihuly glass grants access to the second level with five bedrooms and the master retreat. A private balcony and staircase provides ultimate privacy for the owners quarters. The pool deck was designed for large gatherings and features terraced gardens, spa, heated infinity-edge pool and a summer kitchen. Marble steps lead to a boathouse, covered dock and lift, and sitting areas overlooking Lake Maitland. This beautiful estate was built in 2000 and maintained to perfection by four full-time house and maintenance managers. less
Listing Provided Courtesy of STOCKWORTH REALTY GROUP
Popularity
$775,000
$2,742/mo
Monthly Payment:
$2,742
Principal & Interest:
$2,742
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $155,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,432sq ft $319 / sq ft SFR
Lot Size36,559sq ft Built1957 On Site26days
Beautiful custom remodel (completed 2013)on lake bell in a quiet enclave winter park neighborhood this home shows like a model and lives like a million dollar plus lakefront.... more
Beautiful custom remodel (completed 2013)on lake bell in a quiet enclave winter park neighborhood this home shows like a model and lives like a million dollar plus lakefront. Gorgeous views of the pool and lake from nearly all the rooms in the house. The kitchen and great room have a wall of sliding glass doors that open to a huge porch that becomes outdoor living space and has a fully equipped summer kitchen that rivals any you've ever seen with it's own dishwasher, ice maker, sink, stainless steel cooktop, grill and hood. Enjoy boating, skiing and paddleboarding on this quiet lake. Conveniently located near i-4, the new whole foods, winter park village and lots of new restaurants and shops under development. This one is a must see! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$749,000
$2,650/mo
Monthly Payment:
$2,650
Principal & Interest:
$2,650
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $149,800 down)
Winter Park, FL 32792
Orange County School District
5bed 5bath 3,165sq ft $237 / sq ft SFR
Lot Size9,096sq ft Built2016 On Site26days
You can have it all in beautiful Winter Park! This beautiful new construction home is located on one of Winter Parks most desirable streets. Stepping into a David Weekley home,... more
You can have it all in beautiful Winter Park! This beautiful new construction home is located on one of Winter Parks most desirable streets. Stepping into a David Weekley home, you can feel the difference. It's not a coincidence that our homes tend to look and live better than the rest. It is a principle that we have been formulating for over forty years called LifeDesign. This open floor-plan boasts a spacious kitchen with an adjoining Family Room and Dining Room-perfect for entertaining family and friends. The first level also features a private study and guest suite. Tucked away from the rest of the home, Home-buyers will find a luxurious Owner's Retreat that features a serene master bath with dual vanities, soaking tub and an elegant shower. Three additional bedrooms, two bathrooms, and a spacious Children's Retreat await you at the top of the stairs. This home is a perfect reflection of your needs and how you use it- all the more reason it should be able to grow and change over time with your family. The perfect blend of form and function...LifeDesign. It's what sets David Weekley Homes apart from the rest. less
Listing Provided Courtesy of WEEKLEY HOMES REALTY COMPANY
Popularity
$257,000
$909/mo
Monthly Payment:
$909
Principal & Interest:
$909
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $51,400 down)
Winter Park, FL 32789
Fairview Shores
3bed 2bath 1,492sq ft $172 / sq ft SFR
Lot Size7,000sq ft Built1952 On Site27days
*** seller will contribute $1500 toward buyer's closing costs. Would you like to live in the most sought-after area in orlando? This charming and completely upgraded 3 bedrooms... more
*** seller will contribute $1500 toward buyer's closing costs. Would you like to live in the most sought-after area in orlando? This charming and completely upgraded 3 bedrooms and 2 bathrooms pool home at college park is the house for you. Enjoy the open floor plan with dark laminate flooring in the naturally lit living room with its vaulted ceiling. The kitchen is elegantly remodeled with beautiful cabinetry, stainless steel appliances and marble/ granite counter tops. To top this, the kitchen features a wine refrigerator for you convenience. The bathrooms were also remodeled last year. This gorgeous house offers plenty of room for entertainment whether it is in front of the wood burning fireplace in the family room or oversized screened patio which overlooks the backyard with its serene blue pool and splendid landscaping. To enjoy some outdoor shade, a lovely gazebo is ready for you at the far end of the yard. Don't miss on this great opportunity. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$599,000
$2,119/mo
Monthly Payment:
$2,119
Principal & Interest:
$2,119
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $119,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,770sq ft $338 / sq ft SFR
Lot Size10,114sq ft Built1958 On Site28days
Beautiful three bedroom, two bath home in the Vias. Charming character, hardwood floors, crown molding, wood burning fireplace, and more! Private, fenced backyard, is the... more
Beautiful three bedroom, two bath home in the Vias. Charming character, hardwood floors, crown molding, wood burning fireplace, and more! Private, fenced backyard, is the perfect place for relaxing and enjoying the outdoors. In ground pool and an outdoor fireplace compliment the homes open patios. Inside youll be hard-pressed to find a home with more authentic character. Formal living and dining rooms are spacious and the second living/family room with French doors overlooks the beautiful pool and backyard. Master bedroom has a full bath while the two guest rooms share a hall bath. New roof in 2015. Located in one of Winter Parks most desirable neighborhoods, the Vias offer picturesque streets, A-rated public schools, and are just a short bike ride to many nearby parks and trails as well as Park Avenue, the Racquet Club, and the Winter Park Golf Course. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$189,899
$672/mo
Monthly Payment:
$672
Principal & Interest:
$672
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $37,980 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
2bed 1bath 845sq ft $225 / sq ft SFR
Lot Size6,901sq ft Built1956 On Site29days
Enjoy living on a great street in a vibrant area! Charming two bedroom, one bath home is within walking distance to several surrounding businesses and restaurants! Near SunRail,... more
Enjoy living on a great street in a vibrant area! Charming two bedroom, one bath home is within walking distance to several surrounding businesses and restaurants! Near SunRail, Mills Avenue restaurants, College Park, Parke House Academy, museums and theaters. This home features a large living room and a nice sized sunroom overlooking a large backyard with storage shed in the back. The screened in porch is the perfect place to read and have a morning coffee. Recent updates include, new roof with a five year warranty, new water heater, double pane insulated windows, new attic insulation, and freshly painted exterior and interior. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$1,389,000
$4,915/mo
Monthly Payment:
$4,915
Principal & Interest:
$4,915
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $277,800 down)
Winter Park, FL 32789
Orange County School District
5bed 8bath 4,841sq ft $287 / sq ft SFR
Lot Size10,514sq ft Built2007 On Site29days
This fabulous home is situated on a large corner lot in the Vias & offers convenient Winter Park chain of lakes access. Built in 2007 with all the modern amenities, warmth &... more
This fabulous home is situated on a large corner lot in the Vias & offers convenient Winter Park chain of lakes access. Built in 2007 with all the modern amenities, warmth & character you would expect. Exceptional quality & craftsmanship throughout as well as an open floor plan perfect for family living or entertaining. The master retreat & study are downstairs as well as formal dining. The gourmet kitchen is spacious w/ custom cabinetry & Viking stainless steel appliances. The family room has fabulous two-story ceilings. Upstairs are four large bedroom suites w/ walk-in closets & a bonus room. Addl amenities include: 2 fireplaces, 2 laundry rooms, outdoor security cameras connected to indoor TVs, a pool cabana for guests that could be turned into a third car garage, circular driveway, oversized parking pad & much more. Additionally, there is 700 SqFt. of unfinished heated & cooled attic space which is not included in the square footage. The spacious patio area features a covered lanai, salt water pool & outdoor grill. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$399,000
$1,906/mo
Monthly Payment:
$1,906
Principal & Interest:
$1,412
HOA Dues:
$494
(Based on a 30 year fixed loan at 3.38% with $79,800 down)
Winter Park, FL 32789
2bed 2bath 1,529sq ft $261 / sq ft CND
Lot SizeN/Asq ft Built2006 On Site29days
Seller motivated! Take advantage of this fantastic opportunity to live adjacent to central park and within a one block stroll from the shops and restaurants of park avenue.... more
Seller motivated! Take advantage of this fantastic opportunity to live adjacent to central park and within a one block stroll from the shops and restaurants of park avenue. Enjoy the maintenance free lifestyle of condo living in this beautifully renovated two bedroom, two bath unit featuring an open floor plan, wood floors and spacious kitchen with granite counter tops and stainless steel appliances. The expansive master suite includes an oversized bathroom with his and her vanities with two walk-in closets. Inside utility with washer and dryer included. The unit is located within the newest building of the highly desirable gated park west community. This unit comes with covered parking and an assigned parking space. Community amenities include an electronic gate, pool, clubhouse and tennis courts. Expect to be impressed - call today to schedule a showing. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
5 6 7 8 9 10 11 12 13 ... 18 28
ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232

844.662.5638
Website provided and owned by Coldwell Banker Residential Real Estate.
 
Follow Us On
Loading....
Loading
The information being provided by My Florida Regional MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of My Florida Regional MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by My Florida Regional MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Copyright 2016 My Florida Regional MLS. All rights reserved.

Data last updated: Friday, May 27, 2016 at 6:41 PM. Properties in listings may have been sold or may no longer be available.