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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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$975,000
$3,737/mo
Monthly Payment:
$3,737
Principal & Interest:
$3,612
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $195,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,308sq ft $226 / sq ft SFR
Lot Size10,607sq ft Built2002 On Site22days
Open Sun Feb 14, 2pm-4pm Agent Insights
An elegant home in the gated enclave of Winter Park Place! This home has exquisite features throughout - a dramatic entry with travertine and marble detail flooring leading to... more
An elegant home in the gated enclave of Winter Park Place! This home has exquisite features throughout - a dramatic entry with travertine and marble detail flooring leading to the formal living room, beautiful hardwood floors in all living areas and bedrooms, surround sound, plantation shutters, crown molding, high ceilings and 2 custom gas fireplaces. The open kitchen features an island with prep sink, granite counters, natural gas cooktop, KitchenAid fridge, large pantry, kitchen bar, desk and breakfast nook. It overlooks a fabulous family room with fireplace, built-ins and French doors. A well-equipped butler's pantry leads to the formal dining room. Relax in the expansive master suite that boasts a cozy fireplace, vaulted ceiling, French doors, 2 walk-in closets and a sitting area. The luxurious bath has travertine flooring, granite counters, spa tub, walk-in shower, large water closet and dual sinks with an extra vanity. A grand staircase with custom iron railing leads you upstairs to the landing area and 3 spacious bedrooms, 2 bathrooms and large bonus room with a large closet - suitable as a play room, theatre room or work space. There are 2 balconies off the bedrooms. Downstairs, the large covered lanai overlooks a lush back garden. On a secluded cul-de-sac, there's just 11 homes in this private gated community. Easy walking distance to East End Market and shops. Great WP schools, Fla. Hosp., Lake Highland Prep and upscale Park Ave. nearby! *Pool rendering and pricing available upon request. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
We show you every available listing. Here's how
$1,375,000
$5,094/mo
Monthly Payment:
$5,094
Principal & Interest:
$5,094
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $275,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,328sq ft $318 / sq ft SFR
Lot Size11,757sq ft Built1976 On Site23days
Gorgeous ‘via’ pool home and meticulously maintained located on private cul-de-sac in the heart of winter park. Traditional solid brick architecture. Platted... more
Gorgeous ‘via’ pool home and meticulously maintained located on private cul-de-sac in the heart of winter park. Traditional solid brick architecture. Platted pedestrian access to lake osceola comes with this impeccable home. Mature landscaped backyard created complete privacy w/ pool, covered entertainment areas, pool bath & summer kitchen. Upon entering this classic entertaining home is the family room that leads into the newly remodled kitchen with gourmet appliances, custom cabinets, marble tops and farmhouse sink. Brick arch from kitchen takes you into breakfast room w/ amazing natural light and overlooks pool. Large formal dining room flows into great room with fireplace, tongue/groove ceilings, glass doors open out to patio. Lower level study has well-appointed stained wood ceiling/shutters/fan, wood burning fireplace w/ french doors that lead to patio. Spacious master suite w/fabulous new bathroom, enormous 204 square foot walk-in closet, french door private screened patio off the master suite, and 12x12 flex room perfect for anything your heart desires. Gracious vaulted bedroom suite that flows into 15x15 bonus room with tons of storage/closet space. This home has you covered on a power outage with a whole house generator and is on a well irrigation, savings galore on water bills. Chicago brick circular drive will welcome you home! Extensively renovated prestigious ‘via’ home within minutes to park ave boutiques and one of a kind restaurants. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$129,900
$481/mo
Monthly Payment:
$481
Principal & Interest:
$481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $25,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
2bed 3bath 1,236sq ft $105 / sq ft CND
Lot SizeN/Asq ft Built1985 On Site23days
Open Sun Feb 14, 12pm-3pm
Winter park living, quiet and care free! This town home style condominium has 2 bedrooms and 2.5 baths. The first floor is spacious kitchen/nook/living room combination with... more
Winter park living, quiet and care free! This town home style condominium has 2 bedrooms and 2.5 baths. The first floor is spacious kitchen/nook/living room combination with tiled floors & corner wood burning fireplace. Sliding doors lead onto the private enclosed porch overlooking lush landscaping and towering oak trees. The updated kitchen with wood cabinets, granite countertop, breakfast bar with pendant light fixtures overlooks the breakfast nook & living room. Range, refrigerator & microwave included. The new kitchen was designed for easy addition of your dishwasher. The second story bedrooms feature vaulted ceilings and nice closet space. Each has their own private baths which provide for 2 master suites. 1 car garage with door opener has washer/dryer hook up. Indoor & outdoor this well maintained quiet neighborhood is near to downtown winter park. Close to great shopping & dining, full sail, ucf, highway 436 and highway 417. This one is a must see! less
Listing Provided Courtesy of WATSON REALTY CORP
Popularity
$85,000
$601/mo
Monthly Payment:
$601
Principal & Interest:
$314
HOA Dues:
$287
(Based on a 30 year fixed loan at 3.75% with $17,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,018sq ft $83 / sq ft CND
Lot Size4,228sq ft Built1984 On Site24days
Beautiful 2 Bedroom 2 Bath Condominium – Spectacularly Renovated 2nd Floor unit with Granite, Ceramic Tile, Paint, and New AC. Corner Unit bringing in light on multiple... more
Beautiful 2 Bedroom 2 Bath Condominium – Spectacularly Renovated 2nd Floor unit with Granite, Ceramic Tile, Paint, and New AC. Corner Unit bringing in light on multiple sides, Vaulted Ceilings, and Private Screened Balcony! Wonderful Central Location within Highly Desired Winter Park. Kitchen with Upgraded Maple Cabinets, Beautiful Granite Counters, Stainless Appliances, New Backsplash, and Breakfast Bar overlooking the Family room. Upgraded Fixtures, Ceiling Fans, and Ceramic Tile throughout main areas! Bathrooms remodeled with Gorgeous Tile Showers. All Appliances and Washer/Dryer are included and located within the unit! Community amenities including Pool, Heated Spa, and Playground. Walking distance to Full Sail, UCF – University of Central Florida is 7 miles away. Lake Baldwin and Cady Way Jogging-Biking Path Close by. Short drive to Winter Park - Park Ave Boutiques and Restaurants along with Great Baldwin Park Restaurants and Shopping. Move in Condition! Traditional/Normal Seller will respond quickly. Attention Investors – Tenant Lease currently in Place and willing to stay. Act now! – this is a Special one and won’t last! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$200,000
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $40,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,656sq ft $121 / sq ft SFR
Lot Size8,775sq ft Built1960 On Site25days
Open Sat Feb 13, 11am-5pm Agent Insights
Price Just Reduced!! Beautifully fully renovated 3/2 pool home with A TON of Updated Features! This home has BRAND NEW laminate wood floors throughout and BRAND NEW carpet in... more
Price Just Reduced!! Beautifully fully renovated 3/2 pool home with A TON of Updated Features! This home has BRAND NEW laminate wood floors throughout and BRAND NEW carpet in the bedrooms. Has BRAND NEW Stainless Steel appliances, BRAND NEW Wood Cabinets and BRAND NEW Granite countertops. Has TWO separate spacious living areas, one of which includes an updated Slate Fire Place! Fenced in backyard, inside laundry room, NEW roof, NEW sod and NEW paint inside and out! EVERYTHING NEW!! This house is in superb condition and move in ready!!!!! less
Listing Provided Courtesy of BHHS FLORIDA REALTY
Popularity
$419,000
$1,552/mo
Monthly Payment:
$1,552
Principal & Interest:
$1,552
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $83,800 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 2,439sq ft $172 / sq ft SFR
Lot Size10,615sq ft Built1960 On Site25days
Open Sat Feb 13, 12pm-3pm
New, new, new inside and out! Spectacular renovated from top to bottom with customer designer touches in the heart of winter park.Across from baldwin park with lake view,... more
New, new, new inside and out! Spectacular renovated from top to bottom with customer designer touches in the heart of winter park.Across from baldwin park with lake view, upscale playground,boat launch and dog park. Custom all wood cabinets with marble tops, center island for prepping and including stainless steel appliances. New ac. Windows and doors. Two master suites. All baths updated with new design and fixtures. This is is a great home for entertaining both inside and out. Ready for quick occupancy. less
Listing Provided Courtesy of XREALTY.NET LLC
Popularity
$65,000
$501/mo
Monthly Payment:
$501
Principal & Interest:
$240
HOA Dues:
$261
(Based on a 30 year fixed loan at 3.75% with $13,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,020sq ft $64 / sq ft CND
Lot Size8,617sq ft Built1974 On Site25days
Great Winter Park location. Ground floor 2 bed 2 bath condo. Tile flooring throughout. Spacious rooms. Covered patio. Community features include 2 pools, tennis court... more
Great Winter Park location. Ground floor 2 bed 2 bath condo. Tile flooring throughout. Spacious rooms. Covered patio. Community features include 2 pools, tennis court and playground. Short drive to Park Avenue, Baldwin Park and Full Sail less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$379,700
$1,406/mo
Monthly Payment:
$1,406
Principal & Interest:
$1,406
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $75,940 down)
Winter Park, FL 32792
Seminole County School District
4bed 5bath 2,507sq ft $151 / sq ft SFR
Lot Size29,911sq ft Built1969 On Site25days
Winter Park Pool Home with "A" rated Seminole County School. This spacious "Spanish Hacienda" single story home offers 4 bedrooms, 2 baths, and 2 half baths with 2,915 square... more
Winter Park Pool Home with "A" rated Seminole County School. This spacious "Spanish Hacienda" single story home offers 4 bedrooms, 2 baths, and 2 half baths with 2,915 square feet of air-conditioned living area. Stand-outs Stand-outs include but not limited to almost 30,000 sq. ft. of land, oversized 3 car garage. hurricane shutters on back patio, crystal clear swimming pool, and mature landscaping with fruit trees and oak tress. All bathrooms have been updated. Opening to the Great room allowing for entertaining in the fully equipped kitchen of Kenmore appliances. All major items (roof, AC, electrical, plumbing, irrigation well pump, pool pump, water heater) have been replaced within the last 5 years, so move right in without the worries of replacements. Centrally located with convenient access to the necessary major roads for quick trips to downtown Winter Park, the International airport, and Interstate 4 for all the attractions. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$300,000
$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 $60,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,931sq ft $155 / sq ft SFR
Lot Size11,211sq ft Built1970 On Site25days
3 bedroom, 2 bathroom home with large study easily converted to 4th bedroom. This home is located in the sought after Brookshire Elementary school district and is walking... more
3 bedroom, 2 bathroom home with large study easily converted to 4th bedroom. This home is located in the sought after Brookshire Elementary school district and is walking distance to Brookshire and Winter Park High. This very functional floor plan needs a few updates but will make for a wonderful home. Gas fireplace in the living room. The house has a newer long-life metal roof and room for a pool in the back yard of this huge .26 acre corner lot. That's a lotta' lot! This would also make for a perfect location for new construction as builders have been quietly buying up homes in the neighborhood for future new construction. Now is the time to make your move before the builders price many buyers out of this neighborhood as they did across Lakemont Ave over recent years. less
Listing Provided Courtesy of SEYBOLD BROKERS & ASSOCIATES
Popularity
$249,700
$925/mo
Monthly Payment:
$925
Principal & Interest:
$925
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $49,940 down)
Winter Park, FL 32792
Orange County School District
2,586sq ft $97 / sq ft MFR
Lot Size8,999sq ft Built1970 On Site26days
Spacious 4 bedroom, 3 bathroom home, 2,506 sq/ft living space, with 2 en-suites. Currently leased to great tenants, current lease thru April & requesting another year at... more
Spacious 4 bedroom, 3 bathroom home, 2,506 sq/ft living space, with 2 en-suites. Currently leased to great tenants, current lease thru April & requesting another year at $2,000./month. Newer granite counters, Stainless-steel appliances, A/C system, hot-water heater, doors, screen doors, windows, new landscaping and irrigation system. Sparkling terrazzo, and gorgeous new lighting/chandeliers. Huge master bedroom has two large walk-in closets, bath w/ spa tub and shower, & double-door entry. Large laundry/pantry just off the kitchen. Walk to Starbucks, Whole Foods, and Publix shopping center. This spacious Winter Park home is convenient to Rollins College, Full Sail Univ., UCF, Park Avenue shopping & restaurants, Interlachen Country Club and more! Desirable Winter Park school district. $$$Currently rented until April, 2016, at $2,000./month. Current tenants wish to renew lease for another year. Tenants currently direct-deposit full rent payments into owner's bank account, very timely$$$ less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$249,000
$922/mo
Monthly Payment:
$922
Principal & Interest:
$922
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $49,800 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,586sq ft $96 / sq ft SFR
Lot Size8,999sq ft Built1970 On Site26days
Need more space? Looking for great schools? Then this home is your next address! Spacious 4 bedroom, 3 bathroom home, 2,506 sq/ft living space, with 2 en-suites. Updated/newer... more
Need more space? Looking for great schools? Then this home is your next address! Spacious 4 bedroom, 3 bathroom home, 2,506 sq/ft living space, with 2 en-suites. Updated/newer granite counters, Stainless-steel appliances, A/C system, hot-water heater, doors, screen doors, windows, new landscaping and irrigation system. Sparkling terrazzo, and gorgeous new lighting/chandeliers. Huge master bedroom has two large walk-in closets, bath w/ spa tub and shower. Double-door entry to master bedroom. Large laundry/pantry just off the kitchen. Walk to Starbucks, Whole Foods, and Publix shopping center. This spacious Winter Park home is convenient to Rollins College, UCF, Full Sail University, Park Avenue shopping & restaurants, and more! Desirable Winter Park school district. less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$3,188,000
$11,811/mo
Monthly Payment:
$11,811
Principal & Interest:
$11,811
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $637,600 down)
Winter Park, FL 32789
Orange County School District
6bed 7bath 6,378sq ft $500 / sq ft SFR
Lot Size25,674sq ft Built1982 On Site26days
Cole Porter's "I Love Paris in the Springtime" resonates in this exquisite French Chateau in the heart of Winter Park. Impeccable care was given when the owners completely... more
Cole Porter's "I Love Paris in the Springtime" resonates in this exquisite French Chateau in the heart of Winter Park. Impeccable care was given when the owners completely restored this estate. From the granite cobblestone motor court, your guests will be greeted as they enter beneath a hand forged grand French inspired copper dome entrance into a formal foyer with Carrera marble flooring inlaid with onyx. This home features five generous bedrooms, three gas fireplaces, four full bathrooms, two half bathrooms, pool cabana with full bathroom and steam sauna, PLUS a separate two bedroom, one bath attached apartment with full kitchen located over the carriage house style three car garage. A grand staircase leads to the five bedrooms including an oversized master retreat with sitting room, luxurious bathroom with marble countertops, gas fireplace and three private master suite balconies. The main floor includes a private sound proof office and conference room, formal den, formal living and dining rooms, large family room and an oversized gourmet kitchen and breakfast room that spans the entire back of the home. The Parisian styled gourmet kitchen with butler's pantry, granite, two subzero refrigerators, pro-grade appliances and large center island overlooks the pool and back garden area. French water fountain, 32 gas lamps, and French gates imported from Paris open to a beautifully landscaped courtyard in addition to a massive private back yard and pool. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$370,000
$1,370/mo
Monthly Payment:
$1,370
Principal & Interest:
$1,370
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $74,000 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,927sq ft $192 / sq ft TWN
Lot Size9,093sq ft Built2014 On Site26days
Stylish and conveniently located 1,927 sq ft three bedroom, two and one half bath front unit townhome with an office downstairs in a highly desirable area of Winter Park!... more
Stylish and conveniently located 1,927 sq ft three bedroom, two and one half bath front unit townhome with an office downstairs in a highly desirable area of Winter Park! Townhome features ceramic tile & wood laminate flooring throughout, downstairs utility room, 2nd floor sun deck/terrace perfect for a Jacuzzi, outside entertaining or observing the night sky, cement patio on 1st floor, 42" high European style kitchen cabinets with granite counter-tops, stainless steel appliances and community green spaces. NO HOA! Min. expenses for common area maintenance will be shared among all owners. Enjoy living near Cady Way and Ward Parks, top rated Winter Park schools, Winter Park Hospital, Whole Foods, YMCA and all of the local venues near Aloma and Lakemont Avenue. Near Rollins, UCF and Full Sail University. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$365,000
$1,352/mo
Monthly Payment:
$1,352
Principal & Interest:
$1,352
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $73,000 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,820sq ft $201 / sq ft TWN
Lot Size9,093sq ft Built2014 On Site26days
Stylish and conveniently located 1,820 sq ft three bedroom, two and one half bath back unit townhome in an established and highly desirable area of Winter Park! Townhome... more
Stylish and conveniently located 1,820 sq ft three bedroom, two and one half bath back unit townhome in an established and highly desirable area of Winter Park! Townhome features ceramic tile & wood laminate flooring throughout, downstairs utility room, 2nd floor sun deck/terrace perfect for a Jacuzzi, outside entertaining or observing the night sky, cement patio on 1st floor, 42" high European style kitchen cabinets with granite counter-tops, stainless steel appliances and community green spaces. NO HOA! Min. expenses for common area maintenance will be shared among all owners. Enjoy living near Cady Way and Ward Parks, top rated Winter Park schools, Winter Park Hospital, Whole Foods, YMCA and all of the local venues near Aloma and Lakemont Avenue. Near Rollins, UCF and Full Sail University. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$257,500
$955/mo
Monthly Payment:
$955
Principal & Interest:
$954
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $51,500 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,850sq ft $139 / sq ft SFR
Lot Size8,900sq ft Built1969 On Site26days
Welcome home to your new 3/2 property that is designed to please. This house is located in a well established neighborhood and is close to shopping and major universities. Home... more
Welcome home to your new 3/2 property that is designed to please. This house is located in a well established neighborhood and is close to shopping and major universities. Home has a large open kitchen with granite counter top and island plus it opens up to family room with fireplace. House is tastefully done with many updates, interior french doors to living and family room and crown moldings throughout the home. Lots of living space with huge family room and a Florida room under A/C. House has fenced private back yard surrounding the patio and is great for entertaining. HVAC unit replaced in August 2012. Home features a remodeled master bathroom with dual sinks, glass shower & travertine throughout, master bedroom with his and her closet plus a bonus shoe closet. The 2nd bathroom is also completely renovated with new tub. Make it yours today! less
Listing Provided Courtesy of REALTY AND COMPANY INT., LLC
Popularity
2 3 4 5 6 7 8 9 10 ... 15 25
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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: Saturday, February 13, 2016 at 1:43 PM. Properties in listings may have been sold or may no longer be available.