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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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$969,000
$4,544/mo
Monthly Payment:
$4,544
Principal & Interest:
$3,590
HOA Dues:
$954
(Based on a 30 year fixed loan at 3.75% with $193,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,964sq ft $493 / sq ft CND
Lot Size2,562sq ft Built1960 On Site141days
Gutted to the studs, this ground floor, meticulously crafted, 2 bedroom/2 bath condo is perfection. Renovation was completed in 2013 by Nu Design Builders. Serene and... more
Gutted to the studs, this ground floor, meticulously crafted, 2 bedroom/2 bath condo is perfection. Renovation was completed in 2013 by Nu Design Builders. Serene and sophisticated, the open floor plan provides natural light and flexibility. Kitchen, dining and family rooms enjoy expansive view of Lake Osceola. Gourmet kitchen has Thermador appliances, quartzite, natural stone counters, tile backsplash and breakfast bar. Laundry room, located off the kitchen, has a wall of shelving and additional storage. Master bedroom has custom designed walk-in closet and adjoining office nook. Adjoining patio area offers water views and lake breezes. Master bath has dual-headed travertine shower, two sinks, marble countertop and travertine flooring. Secondary bedroom has two closets and sitting area overlooking the pond. Additional amenities include walnut wood flooring throughout living areas, custom cabinetry, crown molding, recessed lighting, and surround sound and security system. Other new features: windows, A/C and ductwork, electrical, insulation and plumbing. This downtown Winter Park condo, in a 55+ community, is a short walk to restaurants, shopping, churches and Rollins College. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
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$2,568,000
$9,741/mo
Monthly Payment:
$9,741
Principal & Interest:
$9,514
HOA Dues:
$227
(Based on a 30 year fixed loan at 3.75% with $513,600 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 6,757sq ft $380 / sq ft SFR
Lot Size20,097sq ft Built2006 On Site141days
This quality home custom built by Cahill is a masterpiece! Just under 7,000 sq ft of living space and a total of 9,730 sq ft including air conditioned 3 car garage and lanai... more
This quality home custom built by Cahill is a masterpiece! Just under 7,000 sq ft of living space and a total of 9,730 sq ft including air conditioned 3 car garage and lanai with summer kitchen. Finely crafted with top of the line finishes including tray ceilings, beamed ceilings, crown molding, 8' cypress doors, Anderson thermo windows, automatic blinds, hand tumbled marble, light cream travertine stone and walnut wood floors. 2 stair cases, Library with custom built-ins, State of the art Audio Theater room with wet bar and automatic projector screen and blinds.A stunning first floor Master Suite with hand painted ceiling, morning kitchen and enormous custom closets. Gourmet Kitchen with arched brick ceiling is a Chef's paradise featuring granite counters, two Sub Zero refrigerators, Wolf oven and gas cooktop, Miele steamer oven, warming drawer, and coffee system, and U-line wine cooler.Custom Walkin pantry with loads of shelving. Kitchen opens to large Family Room with Fireplace and stunning custom built salt water aquarium which overlooks terrace, pool, and heated Jacuzzi with privacy wall. Well equipped summer kitchen with cozy fireplace, ice maker, and GE Monogram gas grill. Far too many impressive features to mention in this palatial home. Enjoy all the Fantastic amenities of the Windsong Community including water access to Winter Park chain of lakes, clubhouse with outside summer kitchen and swimming pool overlooking the lake. boating kayaking, playground in pristine condition. A Rated Schools. less
Listing Provided Courtesy of Grace Realty, Inc.
Popularity
$299,900
$1,111/mo
Monthly Payment:
$1,111
Principal & Interest:
$1,111
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,963sq ft $153 / sq ft SFR
Lot Size9,361sq ft Built1963 On Site142days
Larger open floor plan with separate living and family rooms. Oversize screen porch. Large circular driveway for easy in and out with plenty of parking. Newer kitchen with... more
Larger open floor plan with separate living and family rooms. Oversize screen porch. Large circular driveway for easy in and out with plenty of parking. Newer kitchen with granite tops. Master has two walk in closets. less
Listing Provided Courtesy of Wamsley Residential Realty Com
Popularity
$199,990
$779/mo
Monthly Payment:
$779
Principal & Interest:
$740
HOA Dues:
$39
(Based on a 30 year fixed loan at 3.75% with $39,998 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,307sq ft $153 / sq ft SFR
Lot Size9,112sq ft Built1986 On Site142days
Why settle?! Enjoy the Central Florida weather in this fabulous Pool home! This POOL home shows like a builder's model! Come see this beautifully well kept 1 story single family... more
Why settle?! Enjoy the Central Florida weather in this fabulous Pool home! This POOL home shows like a builder's model! Come see this beautifully well kept 1 story single family pool home in desirable Country Lane in Winter Park. Access to Lake Florence and Tennis courts! The rear patio is huge, fenced and the sparkling pool creates the perfect Oasis! Enjoy your beautiful Florida days and nights in the great patio space. Interior features gorgeous tile and high grade wood laminate floors, convenient eat-in kitchen with stainless steel appliances and so much more. Large master bedroom with a walk in closet and a master bath with an oversized shower! Get creative with the awesome atrium space that comes off of the master bedroom! The modern open floor plan lends itself to any accommodation you can imagine! Schedule a viewing today! less
Listing Provided Courtesy of Ecos Realty Llc
Popularity
$525,000
$2,695/mo
Monthly Payment:
$2,695
Principal & Interest:
$1,945
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $105,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,418sq ft $370 / sq ft CND
Lot Size3.3acre Built1921 On Site144days
Traditional and elegant, this third floor two bedroom, two bath condominium is light, bright, and spacious. Located in the Historic Alabama the unit offers a great open floor... more
Traditional and elegant, this third floor two bedroom, two bath condominium is light, bright, and spacious. Located in the Historic Alabama the unit offers a great open floor plan with views of Lake Maitland. Completely renovated in 2012, the residence emanates high end finishes and designer touches throughout. Upon entering the front door the customer will be impressed with the beautiful parquet hardwood floors, extensive mill work, built in cabinetry, recessed lighting, window treatments, large inside laundry room , and much more. Attention to detail is evident in every room. A spacious gourmet kitchen features marble counter tops, gorgeous 42” wood cabinetry, quality appliances, closet pantry, and breakfast bar. A large master bedroom suite will afford the new owner an abundance of closet space and warm ambient light. The tastefully finished master bath features marble tile from floor to ceiling throughout, walk in closet, and ample lighting. Building amenities include a secured lobby entrance, boat docks which may be rented yearly, a community pool & clubhouse, as well as covered parking. Located on five acres in the Via's of Olde Winter Park, the Alabama faces Lake Maitland where the community dock is located . Enjoy the close proximity of Park Avenue where fine dining and shopping await. No rentals are permitted in the building. Small to medium size pets are allowed. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$85,900
$318/mo
Monthly Payment:
$318
Principal & Interest:
$318
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $17,180 down)
Winter Park, FL 32792
Seminole County School District
2bed 1bath 925sq ft $93 / sq ft SFR
Lot Size9,499sq ft Built1954 On Site144days
Back on the market - this house wants you! Bring your designer talents & cutify this sweet little winter park starter! This one has good bones and a huge shady back yard, with... more
Back on the market - this house wants you! Bring your designer talents & cutify this sweet little winter park starter! This one has good bones and a huge shady back yard, with tons of room for anything you can imagine - add a pool, a green house, a studio, a 2nd story or an entire new wing! Mostly original, with 2 bedrooms/1 bath, some hardwood floors & inside laundry room. Great location within 1/4 mile of major shopping & 1/2 mile from nearby well-rated winter park schools, restaurants, lakes & parks. Less than 4 miles from full sail university & rollins college, 11 miles from university of central florida. Bring your imagination & make this cutie shine! This is a fannie mae homepath property. All information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. less
Listing Provided Courtesy of Profitable Properties
Popularity
$705,000
$2,611/mo
Monthly Payment:
$2,611
Principal & Interest:
$2,611
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $141,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,743sq ft $257 / sq ft SFR
Lot Size15,160sq ft Built1966 On Site145days
This beautiful well maintained home with its split floor plan and open feel allows for great entertainment. The large living room open to the dinning room gives you great views... more
This beautiful well maintained home with its split floor plan and open feel allows for great entertainment. The large living room open to the dinning room gives you great views of both the front yard and backyard with the large windows and sliding glass doors. The kitchen, recently updated with new cabinets and granite countertops has a view to the back porch, pool and is open to the family room. The large master suite is private and opens to the pool. The bath features his & her vanities, a standalone shower and a jacuzzi. The other two bedrooms are sized great and share a full bath. Additional highlights include gas fire place, original parquet wood floors, utility room and plenty of closet space. Walking distance to Park Avenue, Rollins College, The Alfond Inn, Winter Park Library and Winter Park SunRail station. less
Listing Provided Courtesy of Joel C Roycik Real Estate Llc
Popularity
$225,000
$833/mo
Monthly Payment:
$833
Principal & Interest:
$833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,889sq ft $119 / sq ft SFR
Lot Size9,090sq ft Built1953 On Site145days
Just reduced! Seller says sell! Location, location, location! Looking for a house you can make a home? If you are looking for a project this is the one for you. This 3 bedroom,... more
Just reduced! Seller says sell! Location, location, location! Looking for a house you can make a home? If you are looking for a project this is the one for you. This 3 bedroom, 2 bath home with pool needs remodeling. Bring your ideas for renovating and make it your dream home. New a/c and roof in 2011. Or you can build your dream home on this lot that is larger than most in the area. Near leu gardens, baldwin park and just minutes from park avenue in winter park and downtown orlando. Excellent school district. Home is sold "as-is"---- come see for yourself and bring your creative mind. Motivated seller! less
Listing Provided Courtesy of Uptown Realty Group
Popularity
$1,450,000
$5,372/mo
Monthly Payment:
$5,372
Principal & Interest:
$5,372
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $290,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 4,231sq ft $343 / sq ft SFR
Lot Size14,128sq ft Built2015 On Site148days
This spacious 5 bedroom executive home will be located on a quiet brick lined street in the heart of Winter Park. At 4231 sq. ft. this home boasts a master suite plus guest... more
This spacious 5 bedroom executive home will be located on a quiet brick lined street in the heart of Winter Park. At 4231 sq. ft. this home boasts a master suite plus guest suite on the first floor, with 3 full bedrooms and baths plus bonus space on the second. The home also features a luxury kitchen with gas range, built in appliances and double islands that open to a large gathering area with gas fireplace. Perfect for entertaining, the kitchen and gathering area open up to a large covered lanai complete with outdoor kitchen, and sparkling pool. Additional features include outdoor entertaining area with fireplace, professional landscaping and hardwood floors throughout. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity N/A
$176,000
$652/mo
Monthly Payment:
$652
Principal & Interest:
$652
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,200 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,715sq ft $103 / sq ft SFR
Lot Size10,450sq ft Built1968 On Site148days
This is in an area of excellent Seminole County schools, near major transportation arteries, many shopping choices, the University of Central Florida and Full Sail University,... more
This is in an area of excellent Seminole County schools, near major transportation arteries, many shopping choices, the University of Central Florida and Full Sail University, Located within a established Winter Park Area, In close proximity to Aloma Ave. Oversized Corner Lot with mature landscaping. Fenced Rear Yard with screened enclosed pool, Spacious Living/Dining Room Combo, Galley Kitchen with rich brick backsplash opening to Family Room. Master bedroom has small kitchenette opening to pool area and could be used as a Mother-Law Suite. BUYER IS RESPONSIBLE FOR ACTIVATING UTILITIES FOR HOME INSPECTIONS. SQ footage, Room and Lot sizes should be Independently verified. ALL submitted offers will not be addressed until the property has been listed on MLS for 3 days. less
Listing Provided Courtesy of Chiodo Realty Group Inc
Popularity
$635,000
$2,392/mo
Monthly Payment:
$2,392
Principal & Interest:
$2,352
HOA Dues:
$40
(Based on a 30 year fixed loan at 3.75% with $127,000 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 2,800sq ft $227 / sq ft SFR
Lot Size18,734sq ft Built1976 On Site148days
Open Sun Mar 1, 2pm-4pm
Wonderful five bedroom, three bath pool home in the highly sought neighborhood of Sevilla in Winter Park. Upon entering you will be greeted by the foyer as it opens to one of... more
Wonderful five bedroom, three bath pool home in the highly sought neighborhood of Sevilla in Winter Park. Upon entering you will be greeted by the foyer as it opens to one of the two spacious family rooms. The kitchen has been updated with new cabinets, granite counters and high ceilings. It opens to the second family room featuring a red bricked wood burning fireplace and French doors leading to the spacious screened porch. This home also features a highly functional three-way split floor plan - perfect for guests. The master suite is private on one side of the home and includes his and hers closets, a large updated bath with double sinks and step-in shower and a secluded screened patio off the bath with in-ground heated spa. Three bedrooms off the family room share an updated bath with lots of counter space and double sinks. The fifth bedroom is also secluded and perfect for guests or a home office. The over-sized indoor laundry room is just off the garage and the perfect place to unload the days bags and backpacks. This is a rare find in Winter Park and is priced to sell. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$695,000
$2,574/mo
Monthly Payment:
$2,574
Principal & Interest:
$2,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,867sq ft $242 / sq ft SFR
Lot Size6,042sq ft Built2015 On Site151days
Pre-construction - design/build. Your opportunity to own a waycool homes by phil kean contemporary home in winter park. Phil kean design group is the 2013 national custom home... more
Pre-construction - design/build. Your opportunity to own a waycool homes by phil kean contemporary home in winter park. Phil kean design group is the 2013 national custom home builder of the year. Buyer is not limited to plan/renderings shown, and meet with the design team to select plan and finishes. Call today to set up a meeting with phil kean design group. Purchase price subject to change based on buyer's selections of finishes. less
Listing Provided Courtesy of Waycool Real Estate
Popularity
$315,000
$1,167/mo
Monthly Payment:
$1,167
Principal & Interest:
$1,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,264sq ft $139 / sq ft SFR
Lot Size11,348sq ft Built1988 On Site152days
A must see!! Beautiful pool home in desirable winter park. A+ schools, walking distance to tuskawilla middle school and lake howell high school. 4 bedroom 2 1/2 bath with den,... more
A must see!! Beautiful pool home in desirable winter park. A+ schools, walking distance to tuskawilla middle school and lake howell high school. 4 bedroom 2 1/2 bath with den, laundry room and 2 car garage. Fenced yard. House is completely updated. Granite counter tops, new tile and carpet throughout. Includes poolside summer kitchen with gas grill. Much much more! less
Listing Provided Courtesy of Condodomain
Popularity
$824,000
$3,052/mo
Monthly Payment:
$3,052
Principal & Interest:
$3,052
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $164,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,282sq ft $251 / sq ft SFR
Lot Size15,011sq ft Built1966 On Site154days
This amazing 4 bedroom, 3-1/2 bath light bright pool home is meticulously maintained on a large corner lot in the highly desirable oak-lined streets just north of Park Ave. This... more
This amazing 4 bedroom, 3-1/2 bath light bright pool home is meticulously maintained on a large corner lot in the highly desirable oak-lined streets just north of Park Ave. This stunning home has tons of green space, shaded by mature landscaping & majestic oaks. Floor plan is perfect for entertaining & family living. Spacious living and dining areas have wood floors, french doors & crown molding. Eat-in kitchen has light cabinets, stainless GE appliances & custom granite on the island, desk & butler pantry. Family room features a charming fireplace, tile floors, book nook & custom shelves and cabinets. Upgraded indoor/outdoor speaker system. All living spaces & bedrooms are naturally sunlit with double-pane windows & custom plantation shutters. Step outside the french doors & relax in your covered screened patio with granite counter beverage center & wall-mounted TV. Enjoy hours of outdoor living in the sparkling blue pool, hot shower & large lush private back yard. The 3 bedrooms downstairs are oversized. Upstairs, a spacious master bedroom gives new meaning to the word retreat with vaulted ceiling, seating area & master bath with granite counters. Be thrilled by the grand master closet with custom built-ins. Lastly, a spotless over-sized garage offers a work bench and plenty of storage. Enjoy the short walk or bike ride to Park Avenue restaurants, boutiques, Central Park, Farmers Market golf & racquet clubs, Enzian Theater, museums & playgrounds. Zoned for excellent schools, this home is a must-see! less
Listing Provided Courtesy of Belmont Realty
Popularity
$49,000
$181/mo
Monthly Payment:
$181
Principal & Interest:
$181
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $9,800 down)
Winter Park, FL 32792
2bed 2bath 990sq ft $49 / sq ft CND
Lot Size1.2acre Built1983 On Site155days
This is a Shortsale. 990 square foot condo home has 2 bedrooms and 1.5 bathrooms. It is located at 7443 Glen Oaks Way Winter Park, Florida. This is zoned in Winter Park High... more
This is a Shortsale. 990 square foot condo home has 2 bedrooms and 1.5 bathrooms. It is located at 7443 Glen Oaks Way Winter Park, Florida. This is zoned in Winter Park High school district. less
Listing Provided Courtesy of Broughton Realty Group
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.

Copyright 2015 Mid Florida Regional MLS. All rights reserved.

Data last updated: Friday, February 27, 2015 at 2:19 PM