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

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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...
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$1,049,000
$4,011/mo
Monthly Payment:
$4,011
Principal & Interest:
$3,886
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $209,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,308sq ft $244 / sq ft SFR
Lot Size10,607sq ft Built2002 On Site46days
Fabulous four bedroom home with over 4,300 square feet of spacious living area. Home is located within the only gated community in Winter Park. Designed by award winning... more
Fabulous four bedroom home with over 4,300 square feet of spacious living area. Home is located within the only gated community in Winter Park. Designed by award winning architects, Slocum-Platts, this Showcase home features real oak and travertine floors throughout. Grand foyer, with soaring ceiling and a gorgeous staircase, welcomes you into the home. Spacious living areas, including formal living and dining room, have been tastefully decorated with crown molding, custom built-ins, French doors, and plantation shutters. Stunning kitchen offers a walk-in pantry, wood cabinets, granite countertops, gas cooktop and stainless steel appliances. Downstairs master suite is a retreat in and of itself with a gas fireplace and comfortable lounge with views of the meticulously landscaped yard. Master bath with his and her vanities, jetted tub, and glass shower is perfect for a little relaxation. Three oversized guest rooms upstairs and an adjacent 25x15’ game room is perfect for use a media room, game room, or home office. Brick paved, covered lanai with wood beam ceilings and a second story sun deck take advantage of the home’s outdoor beauty. Located in a highly sought after school district and just minutes from downtown Orlando and Winter Park, this home is truly a must see! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
We show you every available listing. Here's how
$1,000,000
$3,704/mo
Monthly Payment:
$3,704
Principal & Interest:
$3,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $200,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,700sq ft $370 / sq ft SFR
Lot Size10,118sq ft Built1980 On Site46days
California contemporary architecture in the "Via's" of Olde Winter Park. This one of a kind home was completely renovated in 2006. Downstairs Master suite and two bedrooms... more
California contemporary architecture in the "Via's" of Olde Winter Park. This one of a kind home was completely renovated in 2006. Downstairs Master suite and two bedrooms upstairs. Open floor plan for entertaining and huge windows for you to enjoy wonderful views and lots of natural light. Huge gourmet kitchen with exquisite imported granite from Madagascar, wine cooler & stainless appliances. The exterior features private pool, courtyards, balconies! Detached bedroom suite and/or family room plus two-car garage. less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$389,900
$1,444/mo
Monthly Payment:
$1,444
Principal & Interest:
$1,444
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $77,980 down)
Winter Park, FL 32792
Golfside Orange County School District
4bed 2bath 2,048sq ft $190 / sq ft SFR
Lot Size12,187sq ft Built1978 On Site46days
Fantastic home completely renovated and remodeled in the much sought after Greenview At Winter Green community of Winter Park. Beautiful oak canopied streets lead to this... more
Fantastic home completely renovated and remodeled in the much sought after Greenview At Winter Green community of Winter Park. Beautiful oak canopied streets lead to this stunning, move-in ready home located on one of the largest lots in the neighborhood. Unique open floor plan with two wood burning fire places, in the living room and in the den. Featuring New enlarged kitchen with all wood cabinets, Crown molding, Granite counter tops, Tiled backsplash, New Whirlpool Stainless Steel Appliances include French door refrigerator, Self cleaning smooth top range, Over the range microwave, Dishwasher, and disposal. New Bathrooms with tall, all wood cabinets, granite counter tops, new faucets and light fixtures. New Architectural shingled roof with 30 year warranty, New plumbing, New floors, New six panel doors, textured ceilings thru out the house, indoor laundry room. Fourth bedroom has French doors and would make a great office. A-rated Winter Park Schools are within walking or biking distance. Stay healthy by walking, biking, or jogging on the Cady Way Trail that runs thru the neighborhood. Includes transferable one year home warranty. Close to all of the great restaurants and shops on Winter Park's famed Park Ave. Also, close to Winter Park Hospital, Rollins College, UCF, and many cultural activities and museums. less
Listing Provided Courtesy of Pozo Real Estate Investments
Popularity
$42,000
$377/mo
Monthly Payment:
$377
Principal & Interest:
$155
HOA Dues:
$222
(Based on a 30 year fixed loan at 3.75% with $8,400 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 756sq ft $56 / sq ft CND
Lot Size2,531sq ft Built1974 On Site47days
First-floor condo with community pool, playground and tennis courts, convenient to ucf, full sail, orlando intl airport and 436 and 408! This condo features ceramic tile... more
First-floor condo with community pool, playground and tennis courts, convenient to ucf, full sail, orlando intl airport and 436 and 408! This condo features ceramic tile throughout. Sliding glass doors off of the large living room opens to the patio. Kitchen overlooks the dining area. Community also has laundry facility, is near bus line and convenient to ucf, full sail, airport, 436, university and 408. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$295,000
$1,192/mo
Monthly Payment:
$1,192
Principal & Interest:
$1,092
HOA Dues:
$100
(Based on a 30 year fixed loan at 3.75% with $59,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,647sq ft $179 / sq ft TWN
Lot Size2,010sq ft Built1996 On Site47days
Winter Park Town home with a double car garage located within minutes to Park Avenue shopping, grocery shopping and restaurants. This town home is light and bright and features... more
Winter Park Town home with a double car garage located within minutes to Park Avenue shopping, grocery shopping and restaurants. This town home is light and bright and features an open floor plan with dual master suites and a separate office with access to a canopied balcony. Large windows in the great room brings the outside to the inside and features custom made window coverings The owner installed crown molding, bookcases and wiring for surround sound and television. The kitchen features wood cabinets, pantry, jennaire gas range and oven, stainless steel Bosch dishwasher, stainless steel refrigerator, garden window and granite counter tops. There are 8' French doors off the living room leading to your L shaped patio and sitting area. Upstairs master bedroom features a large walkin closet and double doors leading you to the bathroom featuring a large jetted tub, dual sinks and separate shower. A large office/den with access to a patio with a retractable awning. Sprinkler system, security system, ceiling fans and vaulted ceilings. Don't miss seeing this home today. less
Listing Provided Courtesy of Cathy S. Marino Realty, Inc.
Popularity
$129,900
$481/mo
Monthly Payment:
$481
Principal & Interest:
$481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $25,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size1.2acre BuiltN/A On Site47days
One of a kind Lakefront lot close to Winter Park and University of Central Florida. Sits at the end of a dead end paved street and offers total privacy. Build your... more
One of a kind Lakefront lot close to Winter Park and University of Central Florida. Sits at the end of a dead end paved street and offers total privacy. Build your dream home today and enjoy those lakefront memories. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$549,000
$2,034/mo
Monthly Payment:
$2,034
Principal & Interest:
$2,034
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,768sq ft $198 / sq ft SFR
Lot Size6,755sq ft Built1986 On Site48days
This unrivaled Winter Park Charmer is sure to wow you. From the moment you drive down this private quiet street facing beautiful Lake Killarney. Completely updated from top to... more
This unrivaled Winter Park Charmer is sure to wow you. From the moment you drive down this private quiet street facing beautiful Lake Killarney. Completely updated from top to bottom. Outstanding lake views make you feel like you're on a vacation. Exclusive gated entry 3 bedrooms plus office/study and 3 full baths. Large pool that was just resurfaced 2013. Newer roof 2005, 2 Trane AC units 2009, entire home replumbed 2014, hot water heater 2013. 2 car garage, irrigation system, security system, pavers. All hardwood flooring and tile thru-out. tray ceilings, crown moulding, wainscotting, chair rail. Downstairs has new double pane security glass & hurricane proof glass, and french doors. Back covered porch w/pavers & fenced yard. Utility shed tons of exquisite architectural features such as built in china cabinets, wine closet, butler pantry, wrought iron gates, ceiling beams. Granite in bath and kitchen, stainless appliances, 2 fireplaces, and so much more. Ready for you to move right in today. Prime location just minutes to Florida Hospital, Downtown, Park Avenue and New Trader Joe's. Easy access to I-4. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,109,900
$4,112/mo
Monthly Payment:
$4,112
Principal & Interest:
$4,112
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $221,980 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,901sq ft $285 / sq ft SFR
Lot Size11,409sq ft Built1949 On Site49days
Absolutely Beautiful Home located in Winter Park surrounded by Live Oaks and Brick Streets. This home is a perfect blend of modern technology and old world charm. Enjoy a well... more
Absolutely Beautiful Home located in Winter Park surrounded by Live Oaks and Brick Streets. This home is a perfect blend of modern technology and old world charm. Enjoy a well appointed master suite, over sized master bathroom with solid walnut cabinets. The Kitchen is upgraded with swivel pullout pantry cabinets and stainless steel drawer boxes. A hidden pantry is concealed by custom cabinet doors. All flooring is designer carpets, Travertine stone and oakwood whitewashed wood flooring. A spacious outside courtyard area with privacy wall boasts a summer grille and linear fireplace designed for entertaining no matter what time of year. This house is a must see, there are simply too many features to list. Bring your pickiest buyer and expect to be impressed. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$875,000
$3,241/mo
Monthly Payment:
$3,241
Principal & Interest:
$3,241
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $175,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,478sq ft $252 / sq ft SFR
Lot Size10,125sq ft Built2003 On Site49days
Wonderful traditional home in the heart of Winter Park. This home features Brazilian cherry wood floors, travertine tile, extensive crown molding, plantation shutters and 10'... more
Wonderful traditional home in the heart of Winter Park. This home features Brazilian cherry wood floors, travertine tile, extensive crown molding, plantation shutters and 10' ceilings. Gourmet kitchen with state of the art appliances, 48" gas cook tops, large island with wine cooler. Breakfast nook which overlooks screened pool area as well as family room that has a gas fireplace for cool evenings and French doors leading to pool area. Master suite has 2 California Closets, tray ceilings, French doors, elegant master bath with Whirl pool tub and vanity mirror with built-in TV. Second floor has a master suite also with large dressing room and 2 other large bedrooms. Bonus room is perfect for game room or movie theater. There is a large covered lanai with pool and pool bath. This is the perfect home for entertaining and Florida living. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$34,900
$364/mo
Monthly Payment:
$364
Principal & Interest:
$129
HOA Dues:
$235
(Based on a 30 year fixed loan at 3.75% with $6,980 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 756sq ft $46 / sq ft CND
Lot Size8,509sq ft Built1974 On Site49days
This is NOT a Short Sale or REO, quick closing available! This spacious second floor end unit is ready for a new owner. This property is a mere block from Full Sail University... more
This is NOT a Short Sale or REO, quick closing available! This spacious second floor end unit is ready for a new owner. This property is a mere block from Full Sail University and a short commute to the University of Central Florida. Shopping, restaurants, public transportation and major highways are closely located. The community offers a large clubhouse, pool, playground and dual tennis courts. Call about this great investment opportunity today! less
Listing Provided Courtesy of Berger Realty & Investments
Popularity
$2,100,000
$9,445/mo
Monthly Payment:
$9,445
Principal & Interest:
$7,780
HOA Dues:
$1,665
(Based on a 30 year fixed loan at 3.75% with $420,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,839sq ft $547 / sq ft CND
Lot Size27,512sq ft Built2008 On Site50days
Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to. Reflecting the classic architecture of Tuscany... more
Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to. Reflecting the classic architecture of Tuscany centuries-old Siena, Villa Siena combines Old World design with the modern comforts of estate luxury. Each unit is superbly appointed with fine finishes including stone and hardwood floors, private balconies and Sub-Zero and Wolf appliances. With only four floors, Villa Siena provides you with the privacy of an intimate setting that is rich in amenities including club room with bar, billiards & card lounge, fitness center and rooftop terrace. Villa Siena is located in the heart of Winter Park, walking distance to world class shopping & dining, Rollins College & the Alford Inn. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity
$199,900
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 3bath 2,143sq ft $93 / sq ft SFR
Lot Size9,196sq ft Built1961 On Site50days
Great updated four bedroom , three full bath pool home in Winter Park. This home has many updates, including newer bathrooms, new tile, fixtures... master bathroom has dual... more
Great updated four bedroom , three full bath pool home in Winter Park. This home has many updates, including newer bathrooms, new tile, fixtures... master bathroom has dual sinks, large tub which overlooks the pool, large glass shower and large walk-in closest. Master bedroom has double doors which lead out onto the pool deck.. Second smaller master also has bathroom updated and also has double doors leading out to the pool deck..the second master is great for in-law suite, office space or guest room. Kitchen comes with all appliances, a lot off counter work space, kitchen is open to the dining room, and game/family room. Home has living room, dining room and game room. Game room come complete with wood burning fireplace , bar and pool table. Backyard is completely fenced with in ground pool and deck area.. This property is in great condition and even comes with attached back up generator for the storm season. call today less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$1,200,000
$5,311/mo
Monthly Payment:
$5,311
Principal & Interest:
$4,445
HOA Dues:
$866
(Based on a 30 year fixed loan at 3.75% with $240,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,290sq ft $524 / sq ft CND
Lot Size1.5acre Built2003 On Site50days
Exclusive lakefront condo located on the shores of Lake Virginia! This stunning residence offers pristine pool and lake views from two private patios and includes a deeded,... more
Exclusive lakefront condo located on the shores of Lake Virginia! This stunning residence offers pristine pool and lake views from two private patios and includes a deeded, on-site boat slip. From the secured, gated entry to the impressive architectural exterior this luxury condo has it all. The property boasts 2,290 square feet of spacious living and elegant appointments. The grand marble foyer will welcome you home and lead you to the formal living/dining rooms with pool and lake views. The generously sized kitchen is thoughtfully designed and features solid wood cabinets, granite counter-tops and stainless steel appliances. The kitchen opens to a second living area that can easily include a less formal dining table. The master bedroom has french doors leading to a second private patio also overlooking the lake. It offers a luxurious master bathroom complete with Jacuzzi tub, separate shower, dual vanities, and a large walk-in closet. Two additional size-able bedrooms and two full bathrooms on the other side of the condo provide that sought after split-plan privacy. This residence is conveyed with a vast and private storage area. Located just steps from Park Avenue, enjoy all that our special city has to offer from the convenience of this maintenance-free, plush residence. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,390,000
$5,166/mo
Monthly Payment:
$5,166
Principal & Interest:
$5,149
HOA Dues:
$17
(Based on a 30 year fixed loan at 3.75% with $278,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,386sq ft $317 / sq ft SFR
Lot Size13,800sq ft Built2007 On Site50days
This Traditional home located in desired Park Grove steps from Park Avenue is feature rich and loaded with amenities. This warm and inviting home built by Bates Custom Homes in... more
This Traditional home located in desired Park Grove steps from Park Avenue is feature rich and loaded with amenities. This warm and inviting home built by Bates Custom Homes in 2007 features 5 bedrooms, 4.5 baths. The generous Master suite on the main floor leads to a private patio overlooking the pool. The master bath features travertine, dual shower and sinks, jetted tub and a built-in towel warmer. The master suite also has a huge walk in closet with custom shelving and drawers galore. This home features an Epicurean kitchen with an island, breakfast bar, full walk in pantry, built in desk, all leading to the inviting breakfast room overlooking the pool. The downstairs offers the family room a fireplace, separate formal living and dinning rooms, butlers panty/wet bar with ice maker and bar refrigerator. In addition, the first floor features a private guest/mother in law suite with a full bath. Upstairs is a family oasis with a large den/game room surrounded by 4 bedrooms and 2 full baths, convenient laundry chute to downstairs laundry room offering ample cabinets and built-ins including work stations for homework. An outdoor brick patio flows to large pool deck perfect for entertaining, also a deep pool with a diving board, 2 tank less gas water heaters and countless amenities. Park Grove is in a sought after school district with convenient access to anywhere. It’s a fabulous home in a great neighborhood! less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$375,000
$1,875/mo
Monthly Payment:
$1,875
Principal & Interest:
$1,389
HOA Dues:
$486
(Based on a 30 year fixed loan at 3.75% with $75,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,143sq ft $328 / sq ft CND
Lot Size1,235sq ft Built1971 On Site50days
Lovely 2 bedroom, 2 bath first floor unit at The Clositers. Totally redone to very high standards. Truly move in condition. Walk to the pool. Less than 150 yards from the Alfond... more
Lovely 2 bedroom, 2 bath first floor unit at The Clositers. Totally redone to very high standards. Truly move in condition. Walk to the pool. Less than 150 yards from the Alfond Hotel. 1 block to the center of Park Avenue and the new Sun Rail Station. Boat slips available for residents. Live life the way you always wanted to. Walk to Park Avenue daily, enjoy fine food or just a cup of coffee. Workout room, Party room, pool and putting green, Covered parking. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity N/A
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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
Content provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Monday, March 30, 2015 at 1:21 PM