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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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$199,533
$994/mo
Monthly Payment:
$994
Principal & Interest:
$739
HOA Dues:
$255
(Based on a 30 year fixed loan at 3.75% with $39,907 down)
Winter Park, FL 32807
3bed 3bath 1,837sq ft $109 / sq ft TWN
Lot Size1,082sq ft Built2008 On Site22days
This beautiful FHA approved Winter Park townhome in gated community has all the upgrades. Features Stainless Steel Appliances, 42 inch Cherry Cabinets, Granite Countertops,... more
This beautiful FHA approved Winter Park townhome in gated community has all the upgrades. Features Stainless Steel Appliances, 42 inch Cherry Cabinets, Granite Countertops, Undermount Stainless Steel Sink in Kitchen, Tile in the Living Room & Great Room,2 inch Faux Wood blinds, pre wired surround sound, and alarm system. The home sits adjacent from the community park and playground with putting green. This unit features a one car attached garage with electronic keypad, private lanai and the low maintenance lifestyle that allows you to enjoy all the surrounding amenities instead of the hassles of lawn or exterior upkeep. Highly sought after area offering excellent Winter Park school system. Just beyond the gates is some of the best shopping and dining in Central Florida with downtown Winter Park and Baldwin Park just minutes away. Close proximity to UCF, FullSail and Rollins College! less
Listing Provided Courtesy of Elite Investors Realty Llc
Popularity
We show you every available listing. Here's how
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size9,165sq ft BuiltN/A On Site22days
The location is incomparable as it is uniquely located directly on the Winter Park golf course. This character home boasts five bedrooms, three and one-half baths, wood burning... more
The location is incomparable as it is uniquely located directly on the Winter Park golf course. This character home boasts five bedrooms, three and one-half baths, wood burning fireplace and two car garage. Downstairs master suite overlooks golf course and has a claw foot bath tub. Upstairs features four bedrooms plus a bonus room. Enjoy watching golfers play from the wrap around porch. Great opportunity to build your dream home or renovate existing home and be one of the only homes on the golf course. This lot is approx 76 X 120, .21 acres, 9156 square feet. Ask listing agent for more details regarding the adjacent land as it is not part of this parcel. Property currently has a long term tenant and term is flexible although current owner has committed to tenant through June 1, 2016. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity N/A
$989,000
$3,664/mo
Monthly Payment:
$3,664
Principal & Interest:
$3,664
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $197,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,536sq ft $280 / sq ft SFR
Lot Size9,309sq ft Built2015 On Site22days
This contemporary masterpiece is truly a sight to see. Situated on a brick lined street in Olde Winter Park, this custom home is filled with the finest appointments. The grand... more
This contemporary masterpiece is truly a sight to see. Situated on a brick lined street in Olde Winter Park, this custom home is filled with the finest appointments. The grand foyer sets the stage for an open and airy ambiance. There is broad mix of materials, brought together to offer studied details, including stacked stone wall and open, custom wood staircase. Large gathering area features unique gas fireplace, with ambient lighting. Surround and hearth with exotic silver screen honed marble slab. Elegant French doors open to spacious lanai. Spacious kitchen with every amenity, features large island with exotic granite countertops, and custom wood cabinetry. Stainless Bosch appliances - top of the line. Adjacent dining area, with timeless contemporary touches throughout. Luxurious first floor master, with large walk in closet. Private bathroom and suite. Bath features cool contemporary lines and fixtures. Spacious shower, separate soaking tub, and duel vanities with marble flooring and countertops. Second floor entertainment retreat, ideal for theatre room, child's play area, or second living room. Three spacious guest suites, each with ample closet space, & luxury baths. Outdoor living oasis, complete with stainless gas grill, limestone flooring, and media entertainment ready. Sparkling state of the art pool with self-cleaning function, LED color changing pool light and outdoor shower. 2 car garage. Winter Park schools, great location, just minutes to Park Avenue. less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$349,900
$1,319/mo
Monthly Payment:
$1,319
Principal & Interest:
$1,296
HOA Dues:
$23
(Based on a 30 year fixed loan at 3.75% with $69,980 down)
Winter Park, FL 32792
Seminole County School District
5bed 3bath 3,003sq ft $117 / sq ft SFR
Lot Size22,483sq ft Built1984 On Site22days
With over $175,000 in renovations and updating and sitting on a 1/2 acre, this 5 bedroom home is MOVE IN READY! Walk in to an idyllically unique floorplan that offers a generous... more
With over $175,000 in renovations and updating and sitting on a 1/2 acre, this 5 bedroom home is MOVE IN READY! Walk in to an idyllically unique floorplan that offers a generous amount of natural lighting coming from the many skylights and floor-to-ceiling windows. REMODELED Master bedroom and bath downstairs with attached office/nursery. 3 additional bedrooms upstairs and a BONUS ROOM/5th bedroom down! The kitchen is a culinary dream; GRANITE countertops, new STAINLESS appliances, ample storage, immense counter space,AND built-in WINE FRIDGE. Perfect backyard with tall trees, a large CUSTOM pool with picturesque tropical landscaping, 16x12 storage SHED/WORKSHOP and a layout that that gives you a sense of seclusion. Ample storage in and out, even enough room to store a boat! * Fresh exterior paint and AC's replaced 3 years ago* Winter park address without Winter Park price! Minutes to Park Ave, downtown Orlando and all the popular retail stores making shopping convenient. And for the foodies you will find over 40 restaurants located within a 2 mile radius. Great home, great location, perfect for anyone looking for a move-in ready home. less
Listing Provided Courtesy of Exit Real Estate Results
Popularity
$349,900
$1,296/mo
Monthly Payment:
$1,296
Principal & Interest:
$1,296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,980 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,164sq ft $162 / sq ft SFR
Lot Size10,680sq ft Built1967 On Site23days
Welcome home to this renovated 4/3 home in desirable Winter Park Pines neighborhood! With this home’s spacious split floor plan, you find plenty of space for family and... more
Welcome home to this renovated 4/3 home in desirable Winter Park Pines neighborhood! With this home’s spacious split floor plan, you find plenty of space for family and guests. The kitchen boasts ample storage, a breakfast bar and granite countertops. Other features of this home include hardwood floors throughout all living spaces, built in bookshelves and crown moulding. An oversized bedroom could be utilized as a bedroom/playroom, large office/media room or could be renovated back to the original 5th bedroom. Three sets of french doors lead to the backyard and a beautiful pool oasis complete with arches, perfect for entertaining. With such a convenient location, you can Walk or bike to Cady Way Trail or to Winter Park Pines Golf Course. With a convenient location, walk in closets, and storage in every nook, this is the perfect home for you! less
Listing Provided Courtesy of Buckeye Realty Llc
Popularity N/A
$1,495,000
$5,538/mo
Monthly Payment:
$5,538
Principal & Interest:
$5,538
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $299,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,894sq ft $517 / sq ft SFR
Lot Size3.3acre Built1999 On Site23days
1200 ft Driveway. Gated property. 3 ACRES NESTLED BETWEEN 2 LAKES IN WINTER PARK! PARADISE. PERFECT FOR CELEBRITY OR ATHLETE OR ANYONE ELSE WHO DESIRES PRIVACY, NATURE AND... more
1200 ft Driveway. Gated property. 3 ACRES NESTLED BETWEEN 2 LAKES IN WINTER PARK! PARADISE. PERFECT FOR CELEBRITY OR ATHLETE OR ANYONE ELSE WHO DESIRES PRIVACY, NATURE AND CONVENIENCE. You feel like you are out in the country when you are actually in Winter Park city limits. Only minutes to downtown Orlando, the RDV center in Maitland and Park Avenue in Winter Park. It is impossible to really describe the peacefulness this property brings day in and day out. Your journey home begins along a 1200 foot gravel drive through woods and over a small creek, passing by your private gated entrance. The property is snuggled between Lake Bell to the east (beautiful sunrises) and Lake Wilderness to the west (awesome sunsets). The property boasts over 1,000 feet of combined lake frontage and approximately 3 acres. There is an outstanding oversized pool designed to look like a Florida swimming hole. Solar for those cooler winter days. For nature lovers, you find otters, hawks, osprey, and heron to name a few. Large field for plenty of room to play. Not often is there a chance to buy such a unique property...that chance is now. Family room has 2 walls of sliders for great views. Kitchen has quality cabinets, custom built center island double ovens & gas cooktop with hand crafted wood and stone hood. Breakfast nook has stone fireplace and mitered glass window overlooking pool. less
Listing Provided Courtesy of Lakefront Realty, Inc.
Popularity
$1,095,000
$4,056/mo
Monthly Payment:
$4,056
Principal & Interest:
$4,056
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $219,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,149sq ft $264 / sq ft SFR
Lot Size19,750sq ft Built1990 On Site23days
Modern Mediterranean on beautiful, quiet brick street with fabulous landscaping, circular drive on a wonderful oversized 125x157.5 LOT this is primarily a one story home...... more
Modern Mediterranean on beautiful, quiet brick street with fabulous landscaping, circular drive on a wonderful oversized 125x157.5 LOT this is primarily a one story home... excellent condition, well maintained and has a bright open floor plan with high architectural ceilings... a more transitional style with neutral colors, hardwood floors, extensive windows & French doors perfect for entertaining. Beautiful newer island kitchen with upgraded appliances and granite counters w/ fireplace open to family room with direct views to pool area and large, picturesque private backyard... split floor plan with private master suite that has recently remodeled bath/dressing area, office/den and 2 more separate bedroom suites on 1st floor. 4th bedroom suite is only room upstairs. Grand entry with open living & dining rooms that are both generous size as well... There is an expansive outdoor living area with generous lanai and screened pool area for year round enjoyment. other features: surround sound, tank less water heater, natural gas service, 3 AC systems, newer plumbing & more. Tropical landscaping and oversized backyard... also a newer tile roof and 3 garages (2 garages presently utilized as air conditioned bonus room and not incl in 4,149 SF living area in MLS). Premier neighborhood with newer construction activity, multi-million $ non-lakefront homes & lakefront estates.. Enjoy the convenience to WP Hospital, YMCA, Phelps Park and ICC (Interlachen Country Club) as well as access to Chain of Lakes! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$675,000
$2,500/mo
Monthly Payment:
$2,500
Principal & Interest:
$2,500
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $135,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,340sq ft $288 / sq ft SFR
Lot Size8,004sq ft Built1941 On Site23days
Timeless Winter Park bungalow displays the charm of 1940’s combined with the updates of today. The 2 DWELLING PROPERTIES have so much to offer while being so close to... more
Timeless Winter Park bungalow displays the charm of 1940’s combined with the updates of today. The 2 DWELLING PROPERTIES have so much to offer while being so close to Park Ave. The main living quarters, with 1,780sqft, has 3 beds/2 beds, a den/office, and a sun room. DOWNSTAIRS master bedroom includes custom shelving for his and her closets. The detached 1 Bed/1 Bath RENTAL APARTMENT is located above the oversized two car garage with 560 ft.². The bright apartment can fit so many needs: rental, guest quarters, private office, or retreat…with 1 large bedroom, walk-in closet, washer and dryer, and open kitchen to the family room. They historical home has had many renovations and updates over the years. Kitchen includes granite counter , SS refrigerator, and eat in dinette area, overlooking the private backyard. Wood floors and crown molding flow through the entire home. Enjoy the cozy sun room, wrapped in windows, with a gas fireplace and French door to the side patio. Relax on the back Trex deck, watch the Koi pond /fountain, or swim in the pool. The oversized 2 car garage includes a rear 3rd garage door to access tools in the workbench area. Located behind Rollins College this home is a short distance to Park Avenue. See the real virtual tour for more photos. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity N/A
$1,349,000
$5,218/mo
Monthly Payment:
$5,218
Principal & Interest:
$4,997
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $269,800 down)
Winter Park, FL 32789
Windsong Orange County School District
4bed 3bath 3,638sq ft $371 / sq ft SFR
Lot Size18,619sq ft Built2006 On Site23days
Elegant Modern Mediterranean "one story" home in Windsong that shows in "like new" condition... This home offers a more transitional style with neutral colors, high ceilings,... more
Elegant Modern Mediterranean "one story" home in Windsong that shows in "like new" condition... This home offers a more transitional style with neutral colors, high ceilings, extensive windows & French doors, along with a bright-open floor plan perfect for entertaining... Beautiful island kitchen with upgraded appliances and granite counters & desk area open to family room with direct views to pool area and wonderful large, private backyard... split floor plan with gracious master suite with sitting area and oversized closet/dressing area... Grand entry with open living & dining rooms that are both generous size overlooking pool area as well... There is an expansive outdoor living area with generous lanai and screened pool area for year round enjoyment & entertaining... The landscaping is lush and tropical affording a private tranquil setting in the oversized backyard... also a 3 car garage. This home is in mint condition and extremely well maintained... Enjoy all the Windsong amenities including 2 community pools, a water park, playground, fishing pier, boardwalks, walking trails, chain of lakes access & more! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,869sq ft $213 / sq ft SFR
Lot Size8,400sq ft Built1946 On Site24days
Memories await you in this bungalow style private oasis pool home in Historic Orwin Manor in Winter Park! Pull up to this corner lot and notice the abundant mature landscaping... more
Memories await you in this bungalow style private oasis pool home in Historic Orwin Manor in Winter Park! Pull up to this corner lot and notice the abundant mature landscaping and 2 car garage. Step inside and let the rich hardwood floors guide you to exceptional views throughout this 1946 gem of a home. Admire the living room gas fireplace with detailed mantle. Soaring ceilings give an open feel and numerous custom built-ins provide for an opportunity to display your most prized collectables. Each bedroom has its own glass walled sitting room, one of which has its own wood burning fireplace. Feel like you are at your own private resort in a backyard perfect for entertaining poolside. Great location with quick access to I4 and local streets as an option to easily get you to Winter Park, Maitland and downtown Orlando. less
Listing Provided Courtesy of Overmyer Group Real Estate Llc
Popularity
$134,900
$499/mo
Monthly Payment:
$499
Principal & Interest:
$499
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $26,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 1bath 1,134sq ft $119 / sq ft SFR
Lot Size10,200sq ft Built1954 On Site24days
HomeSteps Home! Offered As-Is, seller will make no repairs. Property condition will limit traditional financing options. This property is eligible under the Freddie Mac First... more
HomeSteps Home! Offered As-Is, seller will make no repairs. Property condition will limit traditional financing options. This property is eligible under the Freddie Mac First Look Initiative through 5-25-2015. less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$649,000
$2,404/mo
Monthly Payment:
$2,404
Principal & Interest:
$2,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $129,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,500sq ft $260 / sq ft SFR
Lot Size9,999sq ft Built1956 On Site24days
Charming, open, bright, airy and "happy" home in a quiet street in the Via's. This home has a split plan and has been renovated in recent years. Perfect size in every... more
Charming, open, bright, airy and "happy" home in a quiet street in the Via's. This home has a split plan and has been renovated in recent years. Perfect size in every aspect....yard, house, pool, etc. All in one level with views of the pool from several rooms. Fabulous new master and bath, wood floors, french doors that open to the very attractive covered lanai overlooking the heated pool with fountain and trellis. Great storage throughout. Neighborhood that cannot be beat with friendly neighbors and houses that are all beautifully maintained. Deeded access one block away to the "Chain of Lakes". Close to the Winter Park Racquet Club, convenient to downtown Winter Park, YMCA. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$620,990
$2,435/mo
Monthly Payment:
$2,435
Principal & Interest:
$2,300
HOA Dues:
$135
(Based on a 30 year fixed loan at 3.75% with $124,198 down)
Winter Park, FL 32792
6bed 4bath 5,111sq ft $122 / sq ft SFR
Lot Size9,000sq ft Built2015 On Site24days
Brand New Energy-Efficient home ready for move in May 2015! This Del Rio features a spacious kitchen with large center island, granite countertops, walk in pantry and eat in... more
Brand New Energy-Efficient home ready for move in May 2015! This Del Rio features a spacious kitchen with large center island, granite countertops, walk in pantry and eat in breakfast nook all open to the welcoming Family room. Enjoy family dinners in the formal Dining room and coffee and dessert in the Living room. The secluded first floor master suite, complete with huge walk-in closet and spa-like master bath with soaking tub and separate shower and his and hers vanities. The additional bedrooms each have walk in closets for that much needed extra storage space. Enjoy family fun nights in the Game room and highly sought after Media room. lake, boat dock and Seminole community parks as well as A-rated schools minutes away. For added convenience the laundry room is located on the second floor as well. Love life living at Lakeside with Known for their energy efficient features, our homes help you live a healthier & quieter lifestyle while saving you thousands of dollars on your utility bills. less
Listing Provided Courtesy of Meritage Homes Of Fl Realty
Popularity
$150,000
$555/mo
Monthly Payment:
$555
Principal & Interest:
$555
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $30,000 down)
Winter Park, FL 32792
Orange County School District
2bed 1bath 912sq ft $164 / sq ft SFR
Lot Size8,301sq ft Built1958 On Site24days
2 bed/1 bath single family home in sought after Winter Park, FL. Room sizes are approximate and are to be confirmed by buyer. Tenant in place. Minimum 24-48 hr. notice... more
2 bed/1 bath single family home in sought after Winter Park, FL. Room sizes are approximate and are to be confirmed by buyer. Tenant in place. Minimum 24-48 hr. notice required. This property is a Diamond in the Rough and does need some work. less
Listing Provided Courtesy of Gagnon Re Investments Llc
Popularity
$1,185,000
$4,390/mo
Monthly Payment:
$4,390
Principal & Interest:
$4,390
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $237,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,661sq ft $324 / sq ft SFR
Lot Size9,565sq ft Built2010 On Site24days
Built by Feely Developments in 2010 this spacious Mediterranean home features a private master quarters downstairs, an array of social areas on both levels and large windows to... more
Built by Feely Developments in 2010 this spacious Mediterranean home features a private master quarters downstairs, an array of social areas on both levels and large windows to let the light enter each purposefully designed space. This home is a short walk to the restaurants on Park Avenue and an easy drive to the new Whole Foods Marketplace. less
Listing Provided Courtesy of Parkland International Realty
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
Website provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid-Florida Regional Multiple Listing Service 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 Multiple Listing Service. 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 Multiple Listing Service. 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.

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Data last updated: Thursday, May 28, 2015 at 8:14 PM