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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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$3,995,000
$14,138/mo
Monthly Payment:
$14,138
Principal & Interest:
$14,138
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $799,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
5bed 7bath 6,323sq ft $632 / sq ft SFR
Lot Size19,960sq ft Built2008 On Site99days
2008 Parade Home was the recipient of numerous awards, built by renowned architect Phil Kean. This expansive estate boasts an indoor/outdoor lifestyle surrounded by a custom... more
2008 Parade Home was the recipient of numerous awards, built by renowned architect Phil Kean. This expansive estate boasts an indoor/outdoor lifestyle surrounded by a custom concrete wall trimmed with brick offering complete privacy. Stunning Iron gate opens to a custom Mahogany door which leads the way to private casita & pool/lanai area. As you enter the lavish foyer you will be captivated with the level of elegance and opulence. Home boast 5 en-suite, 2 half baths, 2 kitchens, state of the art media room, spa with sauna, custom office, bonus rm, exercise area & balcony. The main kitchen features a mosaic barrel ceiling, ebony rifted oak cabinets, custom coral stone walls & back splash, 2 sub-zero refrig., 2 conv ovens, a pizza oven, natural gas Wolf cook top, ice maker and vegetable steamer. Hidden walk-in pantry, solid sandstone & nickel hood, plus granite counters complete this spectacular kitchen. The 2nd kitchen is fully equipped. The master retreat offers a spa-like bathroom with steam shower, his & her water closets, custom floor to ceiling closet, 2 sided fireplace, sitting room with 80"TV, refrigerator & access to lanai. The interior blends seamlessly to the exterior creating another level for entertaining! Additional amenities: Elevator, Wine Room, Custom heated pool, Automatic screens, Dbl pane Hurd windows, Generator, Solar power for H20, Crestron Audio system with wall panels to control 15 security cameras & Lutron Lighting with ipad's. Gated driveway with 3 garages & capacity for 5 cars. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
Your search results are current and complete. Learn more
$699,900
$2,479/mo
Monthly Payment:
$2,479
Principal & Interest:
$2,476
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.38% with $139,980 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 3,477sq ft $201 / sq ft SFR
Lot Size15,311sq ft Built1958 On Site99days
Check out this great home in Winter Park today! This 2 story home features a first floor master suite and 2 additional bedrooms downstairs. There are 3 rooms upstairs which... more
Check out this great home in Winter Park today! This 2 story home features a first floor master suite and 2 additional bedrooms downstairs. There are 3 rooms upstairs which offers flexibility for any buyer! The renovated kitchen opens to the dining room for easy access. This home is on an over sized lot with plenty of room in the backyard to meet any of your needs! It is conveniently located near Baldwin Park, plenty shopping and restaurants and is zoned for Winter Park schools. Don't miss an opportunity to check out this home today! less
Listing Provided Courtesy of RE/MAX OPTIMA
Popularity
$929,500
$3,397/mo
Monthly Payment:
$3,397
Principal & Interest:
$3,289
HOA Dues:
$108
(Based on a 30 year fixed loan at 3.38% with $185,900 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,462sq ft $268 / sq ft SFR
Lot Size10,905sq ft Built2004 On Site100days
Immaculate, traditional 1 owner home situated on prime lot in charming Pennsylvania Place. Located in the heart of olde Winter Park just blocks from Park Avenue. Built in 2004... more
Immaculate, traditional 1 owner home situated on prime lot in charming Pennsylvania Place. Located in the heart of olde Winter Park just blocks from Park Avenue. Built in 2004 and meticulously maintained & upgraded. Spacious downstairs master suite including gorgeous bath with garden tub, separate shower and 2 custom walk-in closets. Office or additional bedroom + full bath downstairs. Dining room & living room with natural gas fireplace overlook beautiful park like setting off your covered back porch. Huge kitchen with abundant designer cabinetry, stainless appliances, gas cooktop, giant walk in pantry, & breakfast room all open to large family room with built-ins and French doors for entertaining. Upstairs houses 3 additional bedrooms/2 baths plus a bonus room and tons of storage. Additional features include hardwood floors, crown molding, plantation shutters, pavers, wrought iron fencing, 10' ceilings, designer light fixtures, large indoor laundry, rear entry garage, central vacuum, double pane windows, whole house audio system, security system & much more! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$999,000
$3,756/mo
Monthly Payment:
$3,756
Principal & Interest:
$3,535
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.38% with $199,800 down)
Winter Park, FL 32789
Windsong Orange County School District
4bed 5bath 3,138sq ft $318 / sq ft SFR
Lot Size8,056sq ft Built2006 On Site101days
Stunning Jewel of a Home in Winter Park's Windsong Neighborhood. A great deal of attention has been paid to details in this home with high end finishes such as granite counter... more
Stunning Jewel of a Home in Winter Park's Windsong Neighborhood. A great deal of attention has been paid to details in this home with high end finishes such as granite counter tops in the kitchen, bedrooms and laundry room, beautiful hardwood floors, and magnificent bead board ceilings with dark wooden beams. The roomy eat-in kitchen features a separate ice maker, Bosch dishwasher, and Kitchen Aid refrigerator, double ovens, microwave, and gas cook top. The large island is perfect for prep work, or serving. This home features a detached guest suite just a short walk across the charming interior courtyard. The courtyard has a lovely, large wood burning fireplace with a gas starter perfect for entertaining on chilly evenings. The master bedroom is downstairs and has French doors opening to the back patio and private pool. Upstairs are two more bedrooms and a bonus room which could be used as an office or craft room. The home has access to the numerous Windsong amenities as well as close proximity to hospitals, great Winter Park schools, and downtown Winter Park stores & restaurants. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$399,000
$1,412/mo
Monthly Payment:
$1,412
Principal & Interest:
$1,412
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $79,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,520sq ft $263 / sq ft SFR
Lot Size4,483sq ft Built2005 On Site102days
Walk to Rollins, Park Avenue and many charming shops and restaurants while enjoying a private and secluded bungalow style home in the heart of Winter Park. Built in 2005, this... more
Walk to Rollins, Park Avenue and many charming shops and restaurants while enjoying a private and secluded bungalow style home in the heart of Winter Park. Built in 2005, this Craftsman-style home has been meticulously maintained and includes a Chicago brick fireplace, 10 ft. ceilings, extensive use of crown molding, ample nostalgic double pane windows for lots of natural light, spacious closets, a cozy front porch, engineered wood flooring throughout the bottom floor, and carpet upstairs. The downstairs spacious master includes his and her closets, stone tile in the master bath, his and her sinks, a spacious linen closet, and stone tile in the master shower/bath combo. The kitchen features exquisite granite counter tops, walnut solid wood cabinetry, stainless appliances with a huge utility room for the washer and dryer, and room for a cafe table or desk. Open floor plan with a dining room/ family room combo. Upgrades include new AC unit ('14), new Frigidaire refrigerator ('15), and new washer and dryer. Move in ready. Expect to be impressed. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$1,050,000
$3,715/mo
Monthly Payment:
$3,715
Principal & Interest:
$3,715
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $210,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,276sq ft $321 / sq ft SFR
Lot Size10,875sq ft Built2016 On Site103days
Winter Park's newest contemporary home, the Mizell, is walking distance to Park Avenue, Winter Park Hospital, Whole Foods and local restaurants. This transitional designed... more
Winter Park's newest contemporary home, the Mizell, is walking distance to Park Avenue, Winter Park Hospital, Whole Foods and local restaurants. This transitional designed custom built Winter Park home will offer four bedrooms, three & half baths, Sparkling Pool with heated spa, and a two car garage with the master suite on the first floor. The modern design palate combines contemporary elements with classic elegance to blend in harmoniously with the Winter Park community. From the upgraded standing seam metal roof to the natural rock, wood, and glass, the quality construction throughout this home is evident. The extensive use of glass offers ample light for the open interior. Modern living spaces with an open floor plan, volume ceilings, a Chef's kitchen and a spacious master bedroom with private bath & a walk-in closet. Price is subject to change based on buyer's selection of finishes & any upgrades. less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity
$2,475,000
$8,758/mo
Monthly Payment:
$8,758
Principal & Interest:
$8,758
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $495,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 4,530sq ft $546 / sq ft SFR
Lot Size14,043sq ft Built2006 On Site105days
Exceptional custom home by Carmen Dominguez with stunning architectural details throughout. Located only steps from Park Ave & its restaurants & shops, make this an enviable... more
Exceptional custom home by Carmen Dominguez with stunning architectural details throughout. Located only steps from Park Ave & its restaurants & shops, make this an enviable address. The stylish decor throughout begins when you walk in the door & the craftsmanship is evident in the attention to detail in the architectural & design elements like coffered & tongue in groove ceilings, custom cabinetry, custom built-ins & the list goes on. The elegant study with stone fireplace & wall of built-ins offers a great retreat. The spectacular Kitchen features banquette seating, hidden pantry, wet bar, huge center island & many other custom features. Lovely open Family room has vaulted tongue & groove ceilings with wood beams, stone fireplace, built-in media center & wall of doors to Lanai. The spectacular resort style pool, spa & cabana complete this perfect package. Unique aspects of this home include solar heating for pool & water heater, whole house water softener system, Kangen water filtration & reverse osmosis purifier system with mounted dispensers at both kitchen sinks & butlers wet bar, smart house technology including security system with cameras, easy touch control for pool lighting, water feature & spa controls. Other appealing features are soaring ceilings, a second floor media room with balcony, all additional bedrooms are large with en-suite baths & walk in closets, a sensational pool cabana with fireplace & 3 car garage with side entry. This home really has it all! less
Listing Provided Courtesy of OLDE TOWN BROKERS INC
Popularity
$450,000
$1,592/mo
Monthly Payment:
$1,592
Principal & Interest:
$1,592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $90,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,382sq ft $326 / sq ft SFR
Lot Size10,001sq ft Built1952 On Site105days
Winter Park single family home on a brick street. Much bigger than it looks from the outside! 1700 sq. ft., with living room/dining room, separate office/den and two master... more
Winter Park single family home on a brick street. Much bigger than it looks from the outside! 1700 sq. ft., with living room/dining room, separate office/den and two master bedrooms/bathrooms. Private fenced yard, single car garage, washer and drier. Lovely hardwood floors, stainless steel appliances. Great neighborhood, walk to Rollins College, convenient to Full Sail. Located in a neighborhood of multimillion dollar homes. less
Listing Provided Courtesy of LISTSMART
Popularity
$279,900
$990/mo
Monthly Payment:
$990
Principal & Interest:
$990
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $55,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size4,538sq ft BuiltN/A On Site105days
Great investment opportunity! Existing home has no contributory value to listing price.
Great investment opportunity! Existing home has no contributory value to listing price. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$279,900
$990/mo
Monthly Payment:
$990
Principal & Interest:
$990
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $55,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,248sq ft $224 / sq ft SFR
Lot Size4,538sq ft Built1925 On Site105days
Pure potential in Winter Park! Move-in, renovate, tear-down or invest " choice is yours! Corner of Garfield and Virginia 45x100 lot is just 2-blocks from Park Avenue. Existing... more
Pure potential in Winter Park! Move-in, renovate, tear-down or invest " choice is yours! Corner of Garfield and Virginia 45x100 lot is just 2-blocks from Park Avenue. Existing two bed, two bath home is approximately 1,200 SF with a large master bedroom. Lots of new development in the community " location is hard to beat! Easy to show " great investment opportunity. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$279,900
$1,011/mo
Monthly Payment:
$1,011
Principal & Interest:
$990
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.38% with $55,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,811sq ft $155 / sq ft SFR
Lot Size9,901sq ft Built1987 On Site106days
Gorgeous remodeled home. Beautiful backyard with a pond view. House has brand new kitchen cabinets, brand new stainless steel appliances, new flooring in tiles and laminate... more
Gorgeous remodeled home. Beautiful backyard with a pond view. House has brand new kitchen cabinets, brand new stainless steel appliances, new flooring in tiles and laminate wood; brand new tiles in both bathrooms, brand new vanities, new paint inside and out. less
Listing Provided Courtesy of VARONIA REAL ESTATE, LLC
Popularity
$285,285
$1,009/mo
Monthly Payment:
$1,009
Principal & Interest:
$1,009
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $57,057 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,570sq ft $182 / sq ft SFR
Lot Size16,058sq ft Built1959 On Site107days
Winter Park Water Front Home For Sale. Beautiful 1950's Home completely remodeled, new galley style kitchen, new cabinets, granite, tile. New windows throughout. You really... more
Winter Park Water Front Home For Sale. Beautiful 1950's Home completely remodeled, new galley style kitchen, new cabinets, granite, tile. New windows throughout. You really should take a look! Relax and enjoy the sunrise over Lake Suanne every morning while you have your cup of coffee on the huge deck along the back of the home. A covered patio to watch it rain, the backyard is completely fenced and you've got your very own fishing pier. This is REALLY a 'Hidden Gem' just up the street from Park Ave in beautiful Winter Park. No HOA! A Private Lake instead of rear neighbors! Very private fenced back yard. A Must See! less
Listing Provided Courtesy of CAPITAL REALTY GROUP FLORIDA
Popularity
$254,000
$898/mo
Monthly Payment:
$898
Principal & Interest:
$898
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $50,800 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,508sq ft $168 / sq ft SFR
Lot Size7,959sq ft Built1962 On Site107days
Back on the market! Buyer could not attain financing. Excellent value on this classic 4/2 in a well-established winter park pines neighborhood. Step inside to your spacious... more
Back on the market! Buyer could not attain financing. Excellent value on this classic 4/2 in a well-established winter park pines neighborhood. Step inside to your spacious formal living room. Youll appreciate the fireplace on chilly florida evenings! In the heart of the home you have a galley kitchen and large dining space. A family room extends out off the back of the home. This home is a treasure for anyone who enjoys giving spaces a fresh new look. Close to great schools with aloma elementary just a short walk away. Great home for a new or established family. Come add your special touch and make this home sweet home in the wonderful neighborhood of winter park pines! less
Listing Provided Courtesy of MIDTOWN REALTY OF ORLANDO
Popularity
$1,425,000
$5,043/mo
Monthly Payment:
$5,043
Principal & Interest:
$5,043
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $285,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,321sq ft $330 / sq ft SFR
Lot Size28,500sq ft Built1940 On Site108days
Stunning Olde World Masterpiece Estate completely remodeled by Bill Felkel! Walk to Park Ave. 4 bedrooms, 3.5 baths plus 2 offices. Casa Floresta-featured in WP Magazine and... more
Stunning Olde World Masterpiece Estate completely remodeled by Bill Felkel! Walk to Park Ave. 4 bedrooms, 3.5 baths plus 2 offices. Casa Floresta-featured in WP Magazine and Orlando Home & Leisure. Designed by WPs notable architect Harold Hair in 1937. 2010 Parade of Homes Winner! Four lots in the heart of WP. Enter into the picturesque courtyard with sections of reclaimed New Orleans iron and fountain. Cozy living room and wine closet and bar. Plaster walls, wood floors and authentic Spanish Saltillo tile floors (clay from river beds in Mexico). Breathtaking dining room-20 ft cathedral ceilings and wood burning fireplace. Relax in family rooms with handpainted beams reproduced from Knowles Chapel and slate floors with floor to ceiling windows. Well appointed and gracious kitchen. Subzero, Thermador natural gas cooktop, 2 dishwashers. Bosch washer and dryer. Granite counters. Beautiful master bedroom, custom closet and spacious master bath with dual vanities, jetted tub, separate shower. Tranquil Backyard setting with tons of entertaining areas . Saltwater/heated pool with hand painted Mexican tile. Reclaimed Chicago brick pavers. Outdoor living room designed by Tom Lamar. Vintage barrel roof tiles to match home. Hand-painted Mexican tile sink. Hand cast fireplace, stone interior. Wood fired pizza oven. Hand painted tresses (elements of Biltmore Hotel). Chandelier is original to the home. Hand forged iron encasing window, custom iron S-stops on shutters designed from Casa Feliz. Historic meets modern. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$379,900
$1,344/mo
Monthly Payment:
$1,344
Principal & Interest:
$1,344
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $75,980 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 2,016sq ft $188 / sq ft SFR
Lot Size8,028sq ft Built1965 On Site111days
Beautiful home in Winter Park Pines! Open yet defined floor plan lives wonderfully. Fully remodeled kitchen: updated with espresso cabinets, granite counter tops, and stainless... more
Beautiful home in Winter Park Pines! Open yet defined floor plan lives wonderfully. Fully remodeled kitchen: updated with espresso cabinets, granite counter tops, and stainless steel appliances. Huge dining space at the end of the open kitchen. Gorgeous terrazzo floors throughout. Bright, neutral Paint and modern lighting fixtures complete the look. Wood burning fireplace in the living room. Both baths have been updated beautifully. Spacious outdoor area with large ,free form pool. The garage has been converted to a fantastic work space with a large closet- could be a fourth bedroom. There is a large inside laundry with tremendous storage as well. Close by Cady Way Trail and pool. Walk to the Y , all with "A" rated Winter Park schools. This home is meticulously maintained and move in ready! Make your appointment today before its gone. less
Listing Provided Courtesy of COLEDEV REAL ESTATE LLC
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
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Thursday, May 26, 2016 at 6:19 PM. Properties in listings may have been sold or may no longer be available.