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

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Winter Park, FL Description

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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$149,900

1691 Chilean Lane

Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,412sq ft $106 / sq ft SFR
Lot Size7,969sq ft Built1959 On ZipRealty39 days
Charming 3BD/1.5BA Winter Park pool home in highly coveted Seminole School District. Features wood burning fireplace in family room, eat-in kitchen, wood laminate, ceramic tile... more
Charming 3BD/1.5BA Winter Park pool home in highly coveted Seminole School District. Features wood burning fireplace in family room, eat-in kitchen, wood laminate, ceramic tile flooring, Jack and Jill bath. Large screened porch opens to in-ground pool and fenced yard. Newer Heating/AC! less
Listing Provided Courtesy of Keller Williams Heritage Rlty
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$474,900

1751 Blue Ridge Road

Winter Park, FL 32789
Orange County School District
4bed 3bath 3,113sq ft $153 / sq ft SFR
Lot Size13,633sq ft Built1958 On ZipRealty39 days
The tree lined streets welcome you home to this spacious, one story, pool home in sought after Timberlane Shores. Sitting on nearly a third of an acre lot, everything about this... more
The tree lined streets welcome you home to this spacious, one story, pool home in sought after Timberlane Shores. Sitting on nearly a third of an acre lot, everything about this home has generous proportions. This home offers spacious living, dining and family rooms, and large bedrooms too. This Winter Park location is zoned for highly rated schools and is also close to shopping, Park Ave, and Downtown Orlando. Bring your imagination and your contractor. This home is just waiting for you to come and make it your own. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$299,900

1014 Fairway Drive

Winter Park, FL 32792
Golfside Orange County School District
4bed 2bath 2,044sq ft $147 / sq ft SFR
Lot Size10,000sq ft Built1977 On ZipRealty40 days
Be Ready to be Impressed with this Completely Updated & Renovated Home for your Family. This Home Features a Fully Renovated Kitchen with Granite Countertops, Stainless Steel... more
Be Ready to be Impressed with this Completely Updated & Renovated Home for your Family. This Home Features a Fully Renovated Kitchen with Granite Countertops, Stainless Steel Appliances, Master Bedroom, Formal Dinning & Living Room. Other upgrades to be Mentioned are The Decorative millwork, elegantly detailed crown molding, and custom designed features throughout this exceptional home give it tremendous character and charm. Everywhere you look you will find amazing attention to detail and the highest quality craftsmanship. New Ceramic Tile & Laminated Floor Throughout and Beautiful & Renovated Bathrooms, Master Bath Includes Spacious Stand Shower. All secondary Bedrooms are very Spacious for Furniture, Decoration & Toys. . This amazing home is located in the Very Desirable Neighborhood of WINTER PARK PINES which includes top rated schools, central location and so convenient to CADY WAY PARK with miles and miles of scenic bike trails, community pool, tennis courts, playground and the popular WINTER PINES GOLF COURSE. It Won’t Last. less
Listing Provided Courtesy of Outlet Realty
Popularity
$58,900

2929 Antique Oaks Circle #51

Winter Park, FL 32792
1bed 1bath 749sq ft $79 / sq ft CND
Lot Size3,258sq ft Built1984 On ZipRealty41 days
This one bedroom 1 bath ground floor condo is located in the highly desirable Winter Park area. The amenities include community pool, tennis courts, fitness center and car wash... more
This one bedroom 1 bath ground floor condo is located in the highly desirable Winter Park area. The amenities include community pool, tennis courts, fitness center and car wash area. It is also conveniently located close to University of Central Florida and walking distance to Full Sail This is a Fannie Mae HomePath property. Purchase this property for as little as 5% down! This property is approved for HomePath Mortgage Financing and HomePath Renovation Mortgage Financing. less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$629,000

1340 Chestnut Avenue

Winter Park, FL 32789
Orange County School District
4bed 3bath 2,457sq ft $256 / sq ft SFR
Lot Size11,068sq ft Built1963 On ZipRealty41 days
This eclectic mid-century modern home by the design-build team of Sorenson Fletcher -who contributed more to the residential landscape of Winter Park in the 1950s and 1960s than... more
This eclectic mid-century modern home by the design-build team of Sorenson Fletcher -who contributed more to the residential landscape of Winter Park in the 1950s and 1960s than perhaps any builders- reflects a life of clean and uncluttered living featuring a single-story open floor plan with flat roofline, tile fireplace, 2-car carport. It has been updated with the modern conveniences required by 21st century owners while retaining the original "Mad Men" architectural style -all in one of Winter Park's finest brick-street neighborhoods. Immediately upon entering, the terrazzo foyer sets the tone of the house. From there you'll step into the perfect-for-entertaining open floor plan, flooded with natural light. Renovated kitchen with custom cabinets, granite, stainless appliances, wine bar and separate desk/work station. Adjacent laundry/utility room has plenty of room for pantry storage and the convenient half bath. Dining room has floor to ceiling glass on two sides, looking out at the resort-like lush back yard and plunge pool. Four generous bedrooms feature lots of closet space, and two full baths -with an easy solution for creating a third full bath and your true master suite. Dual AC units, energy efficient tankless hot water. Convenient to the YMCA, WP Racquet Club, Whole Foods, Park Ave and SunRail. This home is a 2457 sq ft treasure! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$339,000

2133 Lake

Winter Park, FL 32789
Orange County School District
3bed 2bath 1,866sq ft $182 / sq ft SFR
Lot Size14,029sq ft Built1956 On ZipRealty41 days
Possible lease to purchase !!! Fantastic 1956 country french ranch, in the heart of the winter park growth path. Across the street from lake killarney, and million dollar homes.... more
Possible lease to purchase !!! Fantastic 1956 country french ranch, in the heart of the winter park growth path. Across the street from lake killarney, and million dollar homes. Grandfather oak trees line the street, in this quaint neighborhood ! Perfect access to i-4 and downtown orlando, but away from all the congestion . With this private, over sized back yard, a perfect place to entertain, a piece of heaven is just waiting for new owners. Featuring 6 sets of new masterpiece sliding doors , new anderson windows throughout, new a/c, new fridge, cooktop, & microwave...And new manufactured wood floors throughout. New vanities in reconditioned bathrooms. And even a huge workshop with power and a/c out back ! Hurry ! As winter park homes like this, are hard to find ! less
Listing Provided Courtesy of Coral Shores Realty Inc
Popularity
$1,950,000

610 Genius Drive

Winter Park, FL 32789
Orange County School District
5bed 6bath 5,500sq ft $355 / sq ft SFR
Lot Size15,751sq ft Built2006 On ZipRealty42 days
Stunning French Provincial, five bedroom estate in prestigious Windsong. This elegant two story home has gorgeous Australian pine floors and crown molding throughout. Welcoming... more
Stunning French Provincial, five bedroom estate in prestigious Windsong. This elegant two story home has gorgeous Australian pine floors and crown molding throughout. Welcoming foyer is open to the formal dining and living room with French doors that overlook the pool and a beautiful fireplace. Gourmet kitchen with custom cabinets, granite counters, integrated refrigerator, double oven, island with gas cooktop and breakfast bar, and built-in desk all overlooking the spacious family room. The large master retreat with French doors overlooking the pool area and a lavish master bath with dual sinks, jetted tub, separate shower and walk-in closet. Also, this home has a first floor guest suite with full bath, and a sophisticated office with custom tasteful built-ins and seating area. There are three large bedrooms, each with it's own spacious closet, a bonus room and open loft all on the second floor. Fabulous fenced backyard features covered lanai, outdoor grill and sparking pool and spa. Professionally landscaped by Keller outdoor and meticulously maintained. Windsong is one of Winter Park's most exclusive neighborhoods and features two community pools, water park and access to the Winter Park chain of lakes. Excellent schools and just minutes to Park Avenue and downtown Orlando! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
Don’t miss this amazing opportunity to live in Central Florida’s most sought after city, Winter Park! This 3 Bed—2Bath home is located in the Orwin Manor... more
Don’t miss this amazing opportunity to live in Central Florida’s most sought after city, Winter Park! This 3 Bed—2Bath home is located in the Orwin Manor district of Winter Park, just minutes from the Florida Hospital, Park Ave and Downtown Orlando. This home has been completely remodeled inside and out including a brand new kitchen with stainless steel appliances, new wood floors and carpet throughout the home, new interior paint throughout, a brand new roof, completely re-done landscaping, and new exterior paint. Upon entering the home you are greeted by a small stair case leading to the main floor with an enormous family room, master bedroom, kitchen and dining room. Off of the kitchen and dining room are sliding doors that lead you to the new outside deck, perfect for family BBQ’s and entertaining guest. The first floor of the home contains another large bedroom and full bath with French doors and access to the screened in lanai and back yard. The home is conveniently located near I-4 and in a very good school zone! This home is a must see and will not last long at this price. Call today for more information! less
Listing Provided Courtesy of Fusilier Realty Group
Popularity
Winter park lakefront gem!!!!!!!!!!!! Do not miss your opportunity to own this amazing lakefront property in winter park! Minutes from park ave, rollins college and a wonderful... more
Winter park lakefront gem!!!!!!!!!!!! Do not miss your opportunity to own this amazing lakefront property in winter park! Minutes from park ave, rollins college and a wonderful variety of shops and restaurants. This home exhibits a myriad of antique features including original hardwood floors, original trim work, crown molding, doors and best of all a true florida basement. This home also features an updated kitchen, remodeled bathrooms, newer ac system, recently added covered and screened back porch and much more. With a little work, this home could be an antique show stopper!!!!! The basement has all new wood and travertine flooring and set up for a home theater! In addition it features a circular drive and an oversized lakefront lot on lake sylvan! This home is sure to please anyone whom appreciates this early century charm! less
Listing Provided Courtesy of Metro City Realty
Popularity
Traditional 2-story 4 bed/4 bath pool home, with over 3,400 sq. ft., on a large (85 x 137) corner lot in olde Winter Park. Elegant foyer with detailed molding/millwork welcomes... more
Traditional 2-story 4 bed/4 bath pool home, with over 3,400 sq. ft., on a large (85 x 137) corner lot in olde Winter Park. Elegant foyer with detailed molding/millwork welcomes you into the home. Formal dining room has coffered ceiling and wood floors. Cozy living room has French doors leading out to the pool and room for a piano. Open kitchen/family room combo includes center island with attached dinette table, newer stainless appliances (’13), granite counters, and porcelain tile floor opening to covered patio. Wall of built-ins in family room offers ample storage. Adjoining breakfast room can also be used as an office or mud room. Downstairs master features volume ceilings and custom walk-in closet. Master bath has double sinks, walk-in shower and garden tub. Upstairs are 2 bedrooms with adjoining Jack-n-Jill bath and large walk-in closets; separate guest bed and bath; and bonus area perfect for a kid’s retreat. Flooring consists of wood and tile in living areas and carpet in bedrooms. Pool with fountain provides a quiet back yard retreat. Recent improvements include: new exterior paint (’14), new pool pump/Polaris (’13), pool refinished (’12), well for irrigation installed (’09), and pavers (’09). Close to downtown WP, hospital, restaurants, and YMCA. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
Wonderful Mid-Century 1950's bungalow with a beautifully landscaped front yard nestled on a quaint Winter Park street. Recently improved with new engineered wood floors... more
Wonderful Mid-Century 1950's bungalow with a beautifully landscaped front yard nestled on a quaint Winter Park street. Recently improved with new engineered wood floors throughout, an open kitchen with stainless steel appliances and granite counters, newer windows and remodeled baths ~ all updated in the past 5 years along with the roof. Brand new A/C system with new ductwork is one year old. Great split floor plan including a formal dining room with a built-in buffet and a spacious master suite with separate closets and private bath. Enjoy the charming brick paver patio overlooking the fenced backyard with storage shed (grandfathered-in by the city). Backyard has room for a pool! Great location close to A+ schools, the Winter Park Hospital, Whole Foods and more! Ride your bike to Park Avenue or Rollins College! less
Listing Provided Courtesy of Not Available
Popularity
Wonderful Lake Sylvan lakefront home with spectacular views. Step into the entrance foyer and notice the real wood hardwood floors. Home office with window facing the lake. Take... more
Wonderful Lake Sylvan lakefront home with spectacular views. Step into the entrance foyer and notice the real wood hardwood floors. Home office with window facing the lake. Take 3 steps down into the vaulted beamed 13' high ceiling with working fireplace. Very large eat in updated kitchen with lake views, The Florida room is a great place to read the morning paper or rest after work while looking at the light shimmering off the water. Master Suite has a 8' x 8' closet, separate tub and shower. Metal black fenced in rear yard. Circular driveway allows for easy in and out access. Walk to Whole Foods, Outback Steak House or Starbucks. Very private and quiet. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$249,900

101 Ranch Road

Winter Park, FL 32792
Seminole County School District
4bed 4bath 2,699sq ft $93 / sq ft SFR
Lot Size31,035sq ft Built1972 On ZipRealty45 days
Corner lot Pool Home! You could not ask for more! Charm and just plenty to create with! Split floor plan with just the right amount of rooms and space that one might just want... more
Corner lot Pool Home! You could not ask for more! Charm and just plenty to create with! Split floor plan with just the right amount of rooms and space that one might just want to call home and then be so proud of owning a nice home in Winter Park! This is a Fannie Mae HomePath property. This property is approved for HomePath Renovation Mortgage Financing. less
Listing Provided Courtesy of T Real Estate Inc.
Popularity
Private and spacious! home built for entertaining! Large rooms, good flow, plenty of parking. Currently a 3/3, it was built to easily become a 6/4 at minimal... more
Private and spacious! home built for entertaining! Large rooms, good flow, plenty of parking. Currently a 3/3, it was built to easily become a 6/4 at minimal cost. Two wood burning fire places, one in family room and one in master bedroom, which also has a sitting area in front of the fireplace. Master also has large bathroom with bidet., and built in space heaters for cold mornings when you don’t want to heat the whole house 7 skylights keep things bright. Extremely private and spacious, planned for pool and spa. All furniture included, except piano. It even includes the two vehicles! oversize porch has a wet bar with fridge. backs up to a natural wooded area, has deeded access to skiable lake florence. the large family room is great for entertaining. Wood floors complete the living and dining room. A/c has been redone, and the house is replumbed. The architectural shingled roof is 7 years old. 3 ½ car garage plus a circular drive elsewhere on the lot. Parking for 17 cars if needed. attic is fully lit and portion of attic is usable. many phone jacks intercom system. central vac system. less
Listing Provided Courtesy of Prudential Results Realty
Popularity
Well kept 4 bdrm 21/2 bath pool home located in beautiful Winter Park on a conservation area comes with open floor plan, large master bdrm, fla room w/ wood burning fireplace,... more
Well kept 4 bdrm 21/2 bath pool home located in beautiful Winter Park on a conservation area comes with open floor plan, large master bdrm, fla room w/ wood burning fireplace, living room/dining combo. A Must See!!! less
Listing Provided Courtesy of Weichert Realtors Hallmark Pr
Popularity
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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.
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Data last updated: Thursday, August 21, 2014 at 2:28 PM