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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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$265,000
$981/mo
Monthly Payment:
$981
Principal & Interest:
$981
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,000 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,508sq ft $176 / sq ft SFR
Lot Size7,959sq ft Built1962 On Site4days
Excellent value on this classic 4/2 in a well-established Winter Park neighborhood. Step inside to your spacious formal living room. You’ll appreciate the fireplace on... more
Excellent value on this classic 4/2 in a well-established Winter Park neighborhood. Step inside to your spacious formal living room. You’ll 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! less
Listing Provided Courtesy of MIDTOWN REALTY OF ORLANDO
Popularity
We show you every available listing. Here's how
$76,000
$321/mo
Monthly Payment:
$321
Principal & Interest:
$281
HOA Dues:
$40
(Based on a 30 year fixed loan at 3.75% with $15,200 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,068sq ft $71 / sq ft SFR
Lot Size4,092sq ft Built1981 On Site5days
Short sale. Great winter park villa at a great price. Quaint 2 bedroom, 2 full bath unit with over 1000 square feet. Includes nice fenced-in yard area and small storage unit.... more
Short sale. Great winter park villa at a great price. Quaint 2 bedroom, 2 full bath unit with over 1000 square feet. Includes nice fenced-in yard area and small storage unit. Easy access to highways, bus line, schools, shopping and more. This one will go quickly! less
Listing Provided Courtesy of MY REALTY & MGMT SERVICES INC
Popularity
$159,900
$592/mo
Monthly Payment:
$592
Principal & Interest:
$592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,980 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,565sq ft $102 / sq ft CND
Lot Size973sq ft Built2008 On Site5days
Super investment - newer townhome with single car garage. End unit with screened patio overlooking small pond. Spacious living area with laminate flooring, great kitchen with... more
Super investment - newer townhome with single car garage. End unit with screened patio overlooking small pond. Spacious living area with laminate flooring, great kitchen with solid surface counters and under mount sink and upgraded cabinetry. Dining area off kitchen with French door that opens to screened patio - serene view. Lots of cabinets and counter space! 1/2 bath downstairs. All bedrooms are upstairs. Master bedroom features walk-in closet and bath with dual sinks and spacious shower. Perfect computer niche in upstairs area by bedrooms. Good size secondary bedrooms with hall bath. Single car garage with opener. Currently tenant occupied through Sept. 2016 and tenant desires to stay long term. less
Listing Provided Courtesy of THE CANNON GROUP
Popularity
$184,900
$685/mo
Monthly Payment:
$685
Principal & Interest:
$685
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $36,980 down)
Winter Park, FL 32789
Garden Acres Orange County School District
3bed 1bath 1,256sq ft $147 / sq ft SFR
Lot Size14,383sq ft Built1957 On Site5days
Winter Park near Mead Gardens and Rollins College... 3 bedroom 1 bath home with a large yard. Great investment opportunity or starter home. There are 3 bedrooms and a bonus room... more
Winter Park near Mead Gardens and Rollins College... 3 bedroom 1 bath home with a large yard. Great investment opportunity or starter home. There are 3 bedrooms and a bonus room that is currently being used as a bedroom. Inside laundry area. Living area plus den. Central AC. The home was just replumbed in Nov 2015. Conveniently located in Winter Park to Downtown Orlando, Florida Hospital, Science Center, Museums, the Winter Park Farmers Market, the shops and restaurants on Park Ave and close to I-4. less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity
$194,500
$720/mo
Monthly Payment:
$720
Principal & Interest:
$720
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $38,900 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,367sq ft $142 / sq ft SFR
Lot Size5,336sq ft Built1986 On Site5days
Fully Renovated. This is a must see!! Beautiful, fenced, private backyard with a beautiful pool in a quiet Winter Park neighborhood. New Roof, New Exterior Paint, New Interior... more
Fully Renovated. This is a must see!! Beautiful, fenced, private backyard with a beautiful pool in a quiet Winter Park neighborhood. New Roof, New Exterior Paint, New Interior Paint, New Flooring, New Dishwasher, New Range, New Disposal. less
Listing Provided Courtesy of SAND DOLLAR REALTY GROUP INC
Popularity
$1,425,000
$5,279/mo
Monthly Payment:
$5,279
Principal & Interest:
$5,279
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% 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 Site5days
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 WP’s 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
$245,000
$907/mo
Monthly Payment:
$907
Principal & Interest:
$907
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $49,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 2bath 1,582sq ft $155 / sq ft SFR
Lot Size9,796sq ft Built1969 On Site6days
As you approach this beautifully renovated home on the newly layed brick walkway, you are greet by a cozy porch and an impressive front door. Inside you’ll find a well... more
As you approach this beautifully renovated home on the newly layed brick walkway, you are greet by a cozy porch and an impressive front door. Inside you’ll find a well designed home with formal living and dining rooms, a private breakfast nook attached to the kitchen and inside utility room. The dining room has sliding glass door which opens to an uncovered patio area and the privately fenced yard; perfect for hosting a backyard BBQ. The home features 16” ceramic tiles for easy maintenance, an elegant kitchen with gorgeous granite countertop, mosaic tile backsplash, wood cabinets, upgraded fixtures and stainless steel appliances (including a dual oven range). The bathrooms were not forgotten and sport matching wood cabinets and granite countertops. To top it off, the house is freshly painted inside and out and updated with a new garage door, new roof (Jan 2016), new central air system, and new energy saving windows. What more could you ask for? How about a quiet Winter Park neighborhood with great schools and conveniently located close to local shopping, restaurants, entertainment, grocery stores, medical facilities, Full Sail University, as well as access to major roadways. All measurements and school district information are thought to be accurate but should be verified by buyers/buyers agents. less
Listing Provided Courtesy of KELLER WILLIAMS AT THE PARKS
Popularity
$69,900
$503/mo
Monthly Payment:
$503
Principal & Interest:
$258
HOA Dues:
$245
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,151sq ft $61 / sq ft TWN
Lot Size600sq ft Built1984 On Site6days
Short Sale, final price must be approved by mortgage company. This is a well maintained 3 bedroom townhome with recent new A/C and roof. Water/sewer bill paid by the Condo... more
Short Sale, final price must be approved by mortgage company. This is a well maintained 3 bedroom townhome with recent new A/C and roof. Water/sewer bill paid by the Condo Association, washer/dryer included, all at Pre Foreclosure Pricing !! You will be on Goldenrod in Winter Park and close to everything. less
Listing Provided Courtesy of APPLE REALTY
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 4bath 4,295sq ft $308 / sq ft SFR
Lot Size13,748sq ft Built2008 On Site6days
Welcome home to this custom built four bedroom pool home located on a brick, tree lined street in Winter Park. Quality finishes throughout the house with open family room and... more
Welcome home to this custom built four bedroom pool home located on a brick, tree lined street in Winter Park. Quality finishes throughout the house with open family room and kitchen, separate formal dining room and formal living room with gas fireplace. Travertine and hard wood floors in major living areas. Kitchen complete with gas Wolfe range, breakfast bar, breakfast nook area, granite counter tops and beautiful views of the pool area. Master suite downstairs with large master bath with dual sinks, jacuzzi tub and separate shower. Upstairs complete with spacious bedrooms, bonus area and beautiful wood built-ins off landing area. Enjoy entertaining outdoors with a summer kitchen area, three large covered patios, heated pool and spa, and large fenced yard. This home is priced under appraised value. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$289,000
$1,070/mo
Monthly Payment:
$1,070
Principal & Interest:
$1,070
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $57,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
5bed 3bath 1,917sq ft $151 / sq ft SFR
Lot Size15,107sq ft Built1920 On Site6days
Living/investment opportunity - have the tenants pay your mortgage! Unique property full of charm and character in convenient Winter Park location near I-4 and Fairbanks. This... more
Living/investment opportunity - have the tenants pay your mortgage! Unique property full of charm and character in convenient Winter Park location near I-4 and Fairbanks. This property has a front main house (rents for $1300) plus additional back building with two studio apartments and garage (plus loft storage area). Two studios currently rented at $580 each (water and power included). Main house has three bedrooms, updated bath and updated kitchen with maple cabinets, granite, and stainless appliances (gas stove). In addition to a lovely and roomy screened front porch and wood burning fireplace, the entire home has original red oak floors, woodwork, and hardware. Owner replaced roof, a/c, plumbing, and electrical systems in 2006 as well as installed new energy efficient windows and on-demand electric water heater. Two studio units separated by the garage have updated bathrooms and new hot water heater. Main house has indoor area for stackable washer/dryer; back units have shared washer/dryer which convey with sale. Single electric service and water meter for all three units. Beautiful garden area between the two buildings. One block from Lake Killarney and Killarney Elementary School. Cash or private lender only due to three rentable units on property. less
Listing Provided Courtesy of SPARROW REALTY GROUP LLC
Popularity
$1,350,000
$5,001/mo
Monthly Payment:
$5,001
Principal & Interest:
$5,001
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $270,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 5,169sq ft $261 / sq ft SFR
Lot Size14,677sq ft Built1991 On Site6days
Looking for a one-of-a-kind home in Winter Park? ...Then you have found it here...this Contemporary-Mediterranean home offers amazing attributes and peerless quality inside and... more
Looking for a one-of-a-kind home in Winter Park? ...Then you have found it here...this Contemporary-Mediterranean home offers amazing attributes and peerless quality inside and out. This hidden gem neighborhood in the heart of Winter Park, gives residents quiet, tree-lined streets and walking or biking distance to the world-renowned Park Avenue, great schools and highways. The sellers have spared no expense updating this wonderful home to give it some flair from the ordinary, plus adding some energy-efficient features such as LED lighting, double-paned windows - some with UV treatments - tankless water heater, pool solar heater, and water filtration system. The light and bright open concept family room/kitchen is perfect for any kind of gathering, with updated kitchen, quartz counters, upscale appliances and flooring, and amazing views to the backyard pool, deck and yard, which creates another living space. In addition, this home offers intimate rooms, like a formal living with its own fireplace, large dining room, plus two flex spaces, that could be his/her offices, craft room, fitness room or wine & cigar room. Plus, separate but connected, SPACIOUS TRUE IN-LAW/GUEST SUITE with it's own outside entrance, en suite bath & bedroom. Luxurious master suite is located upstairs, with plenty of room for seating, and the lovely master bath is spa-like. Additional kids or guest bedrooms are also upstairs. The home is amazing, with plenty of room for everyone. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,640sq ft $189 / sq ft SFR
Lot Size2.9acre Built1980 On Site6days
Open Sun Feb 14, 2pm-4pm
Lakefront paradise! Spacious four beds, three baths 2,640 sq. ft. home in a desirable, quiet neighborhood overlooking spring fed Lake Ann. Take your canoe out and enjoy fishing... more
Lakefront paradise! Spacious four beds, three baths 2,640 sq. ft. home in a desirable, quiet neighborhood overlooking spring fed Lake Ann. Take your canoe out and enjoy fishing for bass! Sit dockside to experience stunning sunsets and sunrises. This house is perfect for entertaining, with gorgeous views of the lake from almost every part of the home. The home features built in bookcases in three of the rooms, crown molding, plantation shutters throughout and vaulted ceilings. A fireplace is in the family room along with a separate living room. French doors lead to a large screened in porch, perfect for an inside/outside sitting area. Double pane vinyl clad windows help keep the house on a year round temperate setting. The home also has an Electric Energy Miser and gets credits from Duke Energy back monthly. This home has a very large backyard with an oversized patio that has plenty of room for a pool, mature landscaping and a beautiful weeping willow tree. The property features a solid 1 acre of land, a storage shed and a lake fed sprinkler irrigation system. The garage has room for plenty of storage with a closet and also a workbench with built in cabinets. The house has been inspected for termites in August 2015 and has passed all annual termite inspections. The property also has a new 1.5 horsepower irrigation pump was added in 8/2015. Close to Interlachen Country Club, several shopping and retail area & Howell Branch Park. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$389,900
$1,444/mo
Monthly Payment:
$1,444
Principal & Interest:
$1,444
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $77,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 2,016sq ft $193 / sq ft SFR
Lot Size8,028sq ft Built1965 On Site8days
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 bonus 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
$259,000
$959/mo
Monthly Payment:
$959
Principal & Interest:
$959
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $51,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,344sq ft $193 / sq ft SFR
Lot Size6,749sq ft Built1951 On Site9days
Location location location!!! Just 5 min away from winter park village and major hwy. beautiful move in ready 3/2 winter park home, fully renovated, freshly painted... more
Location location location!!! Just 5 min away from winter park village and major hwy. beautiful move in ready 3/2 winter park home, fully renovated, freshly painted home in and out. A modern kitchen with brand new cabinetry, european handles, solid granite counter tops along with all brand new stainless appliances and travertine floor, the master suite has a walk-in closet and very spacious bedrooms with 12mm laminate flooring and newly upgraded bathrooms wrap is travertine and glass shower door. New flooring throughout, new fixtures, landscaping, and much more. This is a traditional sale so you will get a prompt response on your offer, come and see today! less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$999,000
$3,701/mo
Monthly Payment:
$3,701
Principal & Interest:
$3,701
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,657sq ft $273 / sq ft SFR
Lot Size15,886sq ft Built1986 On Site9days
Open Sun Feb 14, 1pm-4pm
Four bedroom, four and one-half bath pool home tucked away in Lake Virginia Shores. Full of character, this home features dark, wide-plank wood floors, crown molding, and high... more
Four bedroom, four and one-half bath pool home tucked away in Lake Virginia Shores. Full of character, this home features dark, wide-plank wood floors, crown molding, and high beadboard ceilings. Formal living and dining rooms, an open family room with built-in bookshelves and a fireplace, and a large sunroom help make this home perfect for entertaining. Gourmet kitchen has been beautifully updated and shows like a model with white cabinetry, marble counters, subway tile backsplash, and gas appliances. Downstairs bedroom is perfect for a guest suite. Upstairs are two generously sized bedrooms, each with private en suite, and the Master Bedroom. Master bath is luxurious with marble tile, glass shower, and a claw foot tub. Home office, 3-car garage, circular drive, and a spacious lot are all great features. Motivated sellers and easy to show – call today! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
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.
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: Friday, February 12, 2016 at 7:49 PM. Properties in listings may have been sold or may no longer be available.