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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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$890,888
$3,300/mo
Monthly Payment:
$3,300
Principal & Interest:
$3,300
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $178,178 down)
Winter Park, FL 32789
Orange County School District
6bed 5bath 3,480sq ft $256 / sq ft SFR
Lot Size9,599sq ft Built2015 On Site105days
New home construction in winter park! To be completed in may! This beautiful custom home features 5 or 6 bedroom's which include both the guest suite and the master bedroom on... more
New home construction in winter park! To be completed in may! This beautiful custom home features 5 or 6 bedroom's which include both the guest suite and the master bedroom on the first floor , 4 and a half bathrooms, the master bath offers a steam shower and a free standing tub. This open floor plan lives even larger with the outdoor patio area and the included pool! If you hurry you could still choose to add your out door kitchen option! The home next door was built by the same builder and is 100% complete. Please take the opportunity to see the beautiful craftsmanship of pathfinder development. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity
Your search results are current and complete. Learn more
$82,500
$515/mo
Monthly Payment:
$515
Principal & Interest:
$305
HOA Dues:
$210
(Based on a 30 year fixed loan at 3.75% with $16,500 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 851sq ft $97 / sq ft CND
Lot Size4,347sq ft Built1969 On Site105days
One of the best locations in Winter Park. Lakeside Manor is one of the best managed and maintained properties in the area. Very low hoa and property taxes. Private boat ramp and... more
One of the best locations in Winter Park. Lakeside Manor is one of the best managed and maintained properties in the area. Very low hoa and property taxes. Private boat ramp and community boat slips available to Lake Killarney. Property located on 2nd floor with great view of the courtyard. Partially furnished. New wooden custom blinds and new windows just installed. less
Listing Provided Courtesy of James Taylor
Popularity
$114,900
$425/mo
Monthly Payment:
$425
Principal & Interest:
$425
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $22,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,440sq ft $80 / sq ft SFR
Lot Size24,839sq ft Built1984 On Site105days
Great location! Excellent income opportunity. This home is located on a secluded large lot, yet close to everything including all of the area colleges. With no HOA and multiple... more
Great location! Excellent income opportunity. This home is located on a secluded large lot, yet close to everything including all of the area colleges. With no HOA and multiple bedrooms, this one could be a money maker! Hurry it won't last long, submit your offer today! less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$120,000
$444/mo
Monthly Payment:
$444
Principal & Interest:
$444
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $24,000 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 660sq ft $182 / sq ft SFR
Lot Size4,839sq ft Built1926 On Site108days
Historic Winter Park bungalow conveniently located near Florida Hospital, restaurants, shopping, within minutes of Winter Park village, Park Avenue, College Park, downtown... more
Historic Winter Park bungalow conveniently located near Florida Hospital, restaurants, shopping, within minutes of Winter Park village, Park Avenue, College Park, downtown Orlando and I-4. Newer roof, windows, exterior doors, hurricane shutters, breaker panel and exterior paint. Newer main bath. Detached garage has been converted into living space and includes a half bath which is pre-plumbed for a shower. less
Listing Provided Courtesy of Exit Real Estate Results
Popularity
$1,319,000
$4,886/mo
Monthly Payment:
$4,886
Principal & Interest:
$4,886
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $263,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,959sq ft $333 / sq ft SFR
Lot Size10,380sq ft Built2015 On Site108days
Unique masterpiece by Woodruff Construction merges classic architecture with modern contemporary finishes and an open great room plan. Modern touches include two 10' tall... more
Unique masterpiece by Woodruff Construction merges classic architecture with modern contemporary finishes and an open great room plan. Modern touches include two 10' tall disappearing glass walls in the Great Room designed to bring the outdoor living space and custom pool within full view. Level 5 Drywall finish throughout, extra large kitchen island with seating, adjoining living/dining space that can host a large dinner party. Great house for entertaining! Guest suite, study and master bedroom on first floor. Two additional bedroom suites and a game room upstairs. Wonderful entertaining home full of luxury touches and professionally designed to maximize today's living. Thermador stainless steel appliance package, granite countertops, huge outdoor kitchen with built-in grill and linear fireplace, Energy Saving features such as double pane Pella wood windows with Low E coating, injected foam in block walls, all interior walls and floors are insulated, 2 Tankless Water Heaters, tile roof, paver driveway, disappearing screens on patio, 4 Bed, 4.5 Bath, Study and Game Room. Must see! Elevation and floor plan for conceptual purposes only and is subject to change without notice. Construction is well under way and is scheduled for completion in April 2015. Buyers still have ability to put their touch on select finishes. less
Listing Provided Courtesy of Woodruff Realty, Inc.
Popularity
$167,400
$620/mo
Monthly Payment:
$620
Principal & Interest:
$620
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,480 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,551sq ft $108 / sq ft SFR
Lot Size7,820sq ft Built1969 On Site108days
This is your chance to own a very nice home in a quiet community in Winter Park. Excellent Schools, 3 bedroom, 2 bathrooms, Great Room, Screened Porch, Split Bedroom Floorplan,... more
This is your chance to own a very nice home in a quiet community in Winter Park. Excellent Schools, 3 bedroom, 2 bathrooms, Great Room, Screened Porch, Split Bedroom Floorplan, Ceramic Tile Flooring, Cul de Sac location. Property is being sold at auction. This property is subject to a 5% buyer's premium pursuant to the Auction Terms & Conditions (minimums may apply). This is a reserve auction and all offers are subject to seller approval. less
Listing Provided Courtesy of Arbor View Real Estate
Popularity
$1,325,000
$4,909/mo
Monthly Payment:
$4,909
Principal & Interest:
$4,909
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $265,000 down)
Winter Park, FL 32789
Orange County School District
4bed 8bath 4,201sq ft $315 / sq ft SFR
Lot Size14,135sq ft Built2005 On Site109days
Upon arrival to this Phil Kean Designs Spanish Style villa, which is just steps away from Park Avenue, mature landscaping mixed with natural oak trees and custom up-lighting... more
Upon arrival to this Phil Kean Designs Spanish Style villa, which is just steps away from Park Avenue, mature landscaping mixed with natural oak trees and custom up-lighting highlight the wonders within. Once you step foot passed the solid wood front door onto the Italian Marble floors, you will realize that you have arrived into something special. You are immediately greeted by an overwhelming sense of warmth generated from rich wood accents, soft tones and a formal living room that you will actually want to spend time in! As you make your way into the home towards the kitchen, you will notice that there is no shortage of beautiful natural light, which is attributed to a wall of French doors covering the entire rear of the home. Once in the kitchen, you will notice solid wood cabinets, chef grade Viking appliances and two tone granite counter top which all come together in a style that has been proven to be timeless. As you look out into the open family room your eyes will be drawn to a curved wall of floor to ceiling windows which give you a panoramic view of the pool and lanai, which truly is the centerpiece of this great home. At the rear corner of the home is your owners retreat, this room is truly your escape from it all... Featuring lush carpet, French doors that lead you back to the pool, Tray ceilings and his/her private bathrooms, you'll really have to dig deep to find an excuse to leave. All secondary bedrooms have en-suite bathrooms and walk in closets. Make your appointment today! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$125,820
$466/mo
Monthly Payment:
$466
Principal & Interest:
$466
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $25,164 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,617sq ft $78 / sq ft TWN
Lot Size4,171sq ft Built1982 On Site109days
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this... more
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing. less
Listing Provided Courtesy of Realhome Svc & Solutions Inc
Popularity
$99,000
$580/mo
Monthly Payment:
$580
Principal & Interest:
$366
HOA Dues:
$214
(Based on a 30 year fixed loan at 3.75% with $19,800 down)
Winter Park, FL 32879
Orange County School District
2bed 1bath 851sq ft $116 / sq ft CND
Lot Size4,347sq ft Built1969 On Site109days
Back on market!Beautifully renovated 2/1 condo in a lakeside community. Includes a brand new kitchen with stainless steel appliances, a walk-in-closet, and the front over looks... more
Back on market!Beautifully renovated 2/1 condo in a lakeside community. Includes a brand new kitchen with stainless steel appliances, a walk-in-closet, and the front over looks the courtyard. A community pool, dock and boat slip can be found in the back of the property. Call today for a showing! less
Listing Provided Courtesy of Warner-quinlan Inc
Popularity
$239,900
$888/mo
Monthly Payment:
$888
Principal & Interest:
$888
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
5bed 3bath 2,236sq ft $107 / sq ft SFR
Lot Size15,679sq ft Built1980 On Site109days
**back on the market** financing fell thru**welcome to your winter park home in wrenwood. Conveniently accessed subdivision from aloma and howell branch entrances. *new plumbing... more
**back on the market** financing fell thru**welcome to your winter park home in wrenwood. Conveniently accessed subdivision from aloma and howell branch entrances. *new plumbing * new electrical panel* remodeled bathrooms* new tile throughout house. Kitchen(custom cabinets, granite counter)lr,dr,fm* new carpet bedrooms* bonus room* new range and dishwasher* interior/extrior painted* french doors*over 2000 sq ft of character for your taste in décor. *established neighborhood* this 4 plus 1 bonus bedroom has all the space needed for a growing family *3 full baths* enjoy many gatherings in your huge island kitchen leading into your dining area and family room gatherings. Relax in your master tub in soothing jets or take that splash into your pool *solar heater*from your master bedroom. Spacious walk in closet in master for all your wardrobe needs. Close to publix, ross, tjmax..Shopping plaza. Just a few of the many convenient stores distant from, major intersection of howell branch rd and semoran-436. *exceptional school district*. Take a look at your new address! less
Listing Provided Courtesy of Home Wise Realty Group, Inc.
Popularity
$1,359,900
$5,038/mo
Monthly Payment:
$5,038
Principal & Interest:
$5,038
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $271,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,650sq ft $373 / sq ft SFR
Lot Size11,250sq ft Built2015 On Site111days
Corner Lot Custom Italian Villa Home, Pre-Sale Priced! Home/Villa boasts approx 3650 sq ft living area with additional 200 sq ft conditioned storage/den and additional 260 sq ft... more
Corner Lot Custom Italian Villa Home, Pre-Sale Priced! Home/Villa boasts approx 3650 sq ft living area with additional 200 sq ft conditioned storage/den and additional 260 sq ft unfinished loft over detached garage. Great-Room plan includes light and airy spaces. 4 bed 4.5 bath, gourmet kitchen, family dining,downstairs master and guest suite,game room,spacious outdoor living w/optional pool & summer kitchen. Oversized 2 car garage and fence enclosure around rear property. Mature landscaping package design included. Kohler plumbing fixtures, Anderson double pane windows, Bosch appliances, Custom designed closets and Custom-made arched top front door. less
Listing Provided Courtesy of Chc Realty
Popularity
$1,075,000
$3,982/mo
Monthly Payment:
$3,982
Principal & Interest:
$3,982
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $215,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,983sq ft $270 / sq ft SFR
Lot Size17,828sq ft Built1988 On Site112days
Welcome to "Villa du Soleil" ~ Stunning 2 story Mediterranean home located in the heart of Winter Park. Welcoming foyer is open to the formal dining room & living room which... more
Welcome to "Villa du Soleil" ~ Stunning 2 story Mediterranean home located in the heart of Winter Park. Welcoming foyer is open to the formal dining room & living room which offers a gorgeous marble facade surrounding the wood burning fireplace, wood floors, elegant chandelier & custom draperies. A set of French doors leads to the spacious family room that offers spectacular access and views of the sparkling pool, vaulted ceilings & built-in entertainment center. Gourmet kitchen features brand new limestone flooring, custom cherry wood cabinets, granite counters, island, gas stove, double oven, wine refrigerator, built-in desk & breakfast nook with French doors leading to the pool. Entertaining is a breeze with a complete service bar. Private master retreat is located upstairs with an amazing walk through closet, coffee bar & screened balcony overlooking the pool and courtyard. Master bath offers dual sinks & soaking tub with separate shower. Cozy office/den with custom built-in desk & bookshelves located upstairs. 3 additional bedrooms with 3 baths are located downstairs one of which can be used as a Master Suite. Fully equipped summer kitchen with gas grill, mini-fridge & bar seating with dedicated full pool bathroom. Courtyard provides the perfect setting to relax outdoors surrounded by lush landscaping. Extra features include three car garage, portico for additional parking, pavered circular drive & gas heated spa. Excellent location, just a stroll to Park Avenue & YMCA with A rated schools. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$3,450,000
$12,781/mo
Monthly Payment:
$12,781
Principal & Interest:
$12,781
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $690,000 down)
Winter Park, FL 32789
Orange County School District
6bed 7bath 6,763sq ft $510 / sq ft SFR
Lot Size30,492sq ft Built1991 On Site112days
Grand lakefront pool home with breathtaking views of Lake Maitland. Situated on a prestigious Winter Park street, this six bedroom, six and one half bath home is within walking... more
Grand lakefront pool home with breathtaking views of Lake Maitland. Situated on a prestigious Winter Park street, this six bedroom, six and one half bath home is within walking distance to downtown Park Ave. The open and welcoming foyer and living room features soaring 26 foot ceilings. The dramatic dining room offers awe-inspiring floor to ceiling glass wall with lake views. Expansive chef's dream kitchen featuring top-of-the-line appliances, granite counters and gigantic island that seats 6, all open to the large breakfast nook. Amazing lake views from almost every room and gorgeous 5" Brazilian Ipe wood floors throughout the main living areas. Glamorous master retreat with custom marble wood burning fireplace, sitting room with French doors leading to the pool and lake, "Wow-effect" closet & bathroom with dual sinks, Jacuzzi tub, separate toilet/bidet room & shower. Secondary bedroom on the master wing currently being used as an exercise/hobby room. Living quarters upstairs including a large playroom/media room with full bathroom; four bedrooms each with en-suite bathroom, walk-in closet and sliding doors leading to the sprawling balcony. Covered lanai and sun drenched pool are the perfect setting for watching sunsets over Lake Maitland. Enjoy boating on the largest lake on the Winter Park Chain from your dock featuring a storage room, two floating docks and electric hoist, and remote controlled boat cover. Too many features to list! Please see attached Feature Sheet for additional features. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$99,900
$370/mo
Monthly Payment:
$370
Principal & Interest:
$370
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $19,980 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size19,425sq ft BuiltN/A On Site125days
Plans for 5 to 6 units, townhomes, condos, apartments. Plans available.
Plans for 5 to 6 units, townhomes, condos, apartments. Plans available. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$64,900
$240/mo
Monthly Payment:
$240
Principal & Interest:
$240
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $12,980 down)
Winter Park, FL 32789
N/Asq ft N/A / sq ft LND
Lot Size4,493sq ft BuiltN/A On Site129days
Lotafun is an amazing opportunity for investment or home building. Surrounded on two sides by commercial property. Great location for zoning commercial. Excellent addition to... more
Lotafun is an amazing opportunity for investment or home building. Surrounded on two sides by commercial property. Great location for zoning commercial. Excellent addition to surrounding properties. Lot is designated to small as-is for residential home build, but possibility for residential property next door selling 25x100 ft plot and building a home in a very desirable area. less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
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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The information being provided by Mid 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 Mid 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 Mid 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 Mid 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.

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Data last updated: Sunday, April 26, 2015 at 7:53 AM