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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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$349,000
$1,238/mo
Monthly Payment:
$1,238
Principal & Interest:
$1,235
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.38% with $69,800 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,814sq ft $192 / sq ft SFR
Lot SizeN/Asq ft Built1967 On Site20days
Move in ready UPDATED Winter Park 4 bedroom 2 bath home with all the amenities: Neutral color porcelain tile, laminate wood flooring, split plan, master bedroom w/ large walk-in... more
Move in ready UPDATED Winter Park 4 bedroom 2 bath home with all the amenities: Neutral color porcelain tile, laminate wood flooring, split plan, master bedroom w/ large walk-in closet, Sunken living and family room , plantation shutters, pool w/ removable safety enclosures, combination kitchen/ family room, breakfast bar, corian counter tops, security system, 2 car garage and closet pantry. The large dining room has French doors that leads to the oversized screened in brick paved patio, the pool, and spacious fenced back yard. The home is situated among large oak tree lined streets in the Winter Park area. With easy access to Semoran Blvd, Aloma Ave, Colonial Dr, 408 and 417. THIS HOUSE WILL NOT LAST LONG! less
Listing Provided Courtesy of OLDE TOWN BROKERS INC
Popularity
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$299,000
$1,058/mo
Monthly Payment:
$1,058
Principal & Interest:
$1,058
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $59,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,320sq ft $227 / sq ft SFR
Lot Size10,273sq ft Built1955 On Site21days
Opportunity to own a home in the coveted "tree streets" of Winter Park's 32789. Home has completely been re-plumbed within the last year and new hot water heater.Great stone... more
Opportunity to own a home in the coveted "tree streets" of Winter Park's 32789. Home has completely been re-plumbed within the last year and new hot water heater.Great stone functional stone fireplace. Short stoll to Lakemont Elem. and the YMCA. House sits on a large 74x141 corner lot. Great back yard with two out buildings. Surrounded by custom built homes. Come live in a great area for a great price. Move in and live, tear down and rebuild or rent out and land bank. Great opportunity!!! less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$239,900
$850/mo
Monthly Payment:
$850
Principal & Interest:
$849
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.38% with $47,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,761sq ft $136 / sq ft SFR
Lot Size7,875sq ft Built1971 On Site21days
This charming Winter Park 3 bedroom 2 bath home is located in the quiet and well established Winter Woods neighborhood. Conveniently located between 436 and Lake Howell. This... more
This charming Winter Park 3 bedroom 2 bath home is located in the quiet and well established Winter Woods neighborhood. Conveniently located between 436 and Lake Howell. This bright and airy home has been well maintained and offers a split floorplan, separate formal living and dining room with separate family room, crown molding, a master bedroom with two closets and private entrance to screened in porch. The oversized garage has an electric opener, side entry door, utility sink and lots of cabinets for all your storage needs. Roof was replaced in 2011. "A" rated middle and high school. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$285,000
$1,039/mo
Monthly Payment:
$1,039
Principal & Interest:
$1,008
HOA Dues:
$31
(Based on a 30 year fixed loan at 3.38% with $57,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 2,090sq ft $136 / sq ft SFR
Lot Size10,281sq ft Built1982 On Site21days
Open Tue May 31, 3pm-6pm
This three bedroom two bath home is nestled in the custom built home community of Pelican Bay. It boasts a mammoth 30x17 great room with wood burning fireplace and an... more
This three bedroom two bath home is nestled in the custom built home community of Pelican Bay. It boasts a mammoth 30x17 great room with wood burning fireplace and an architecturally placed window which captures the full moon to its best advantage. Adjacent to the great room is a den and a 20x12 eat in kitchen. The master bedroom 24x13 with wood burning fireplace. Master bedroom two is 13x16 and has private access to the guest bath. This property also has a tiled screened patio to relax in. The roof was installed in 2012 and windows 2011 for ease of mind. It is easy access to SR 436, SR 417, and SR 17/92. All these routes give easy access to Winter Park Village, the Orlando International Airport, and Park Ave. This home has deeded access to Lake Florence, a ski lake which is just around the corner from the home with a picnic area, basketball court, and dock. less
Listing Provided Courtesy of KELLER WILLIAMS HERITAGE REALT
Popularity
$959,500
$3,395/mo
Monthly Payment:
$3,395
Principal & Interest:
$3,395
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $191,900 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,300sq ft $291 / sq ft SFR
Lot Size7,920sq ft Built1916 On Site21days
Wow- for the most discriminating buyer- professionally decorated- furnishings can be purchased- Located just two blocks from Park Avenue- 1916 Historic registered home is... more
Wow- for the most discriminating buyer- professionally decorated- furnishings can be purchased- Located just two blocks from Park Avenue- 1916 Historic registered home is absolutely fantastic in its modern amenities- double car garage out back- 3rd floor major bonus room could be a 4th bedroom. Every floor is heart of pine 100 year old wood refinished- turn key home is ready for buyer who wants down town. less
Listing Provided Courtesy of MICHAEL O'SHAUGHNESSY, INC.
Popularity
$239,000
$845/mo
Monthly Payment:
$845
Principal & Interest:
$845
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $47,800 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,545sq ft $155 / sq ft SFR
Lot Size11,790sq ft Built1973 On Site21days
Expect to Be Impressed! Completely Remodeled 4 Bedroom 2 Bath Home. Phenomenal Layout. Updated Kitchen Features Granite Counter-tops, Stainless Steel Appliances, and New... more
Expect to Be Impressed! Completely Remodeled 4 Bedroom 2 Bath Home. Phenomenal Layout. Updated Kitchen Features Granite Counter-tops, Stainless Steel Appliances, and New Cabinetry. Beautiful Master Suite With Stunning Floors And a Master Bath with Stand Up Shower. Spacious Screened in Patio with Multiple Entries From the Home that Looks Out at the Newly Resurfaced In-Ground Pool and Sizable Fenced Backyard. New Windows, Over sized Corner Lot on a QUIET ROAD. Great Location! Come and Take a Look Today. You will not be Disappointed. Owner occupants only days 1-60. Investors welcome after day 60. less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE 2
Popularity
$549,900
$1,963/mo
Monthly Payment:
$1,963
Principal & Interest:
$1,946
HOA Dues:
$17
(Based on a 30 year fixed loan at 3.38% with $109,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,410sq ft $228 / sq ft SFR
Lot Size12,101sq ft Built1972 On Site21days
Active with contract. Back up requested. This fabulous extensively renovated four bedroom home is situated on a picturesque tree-lined street in sought after Quail Hollow. The... more
Active with contract. Back up requested. This fabulous extensively renovated four bedroom home is situated on a picturesque tree-lined street in sought after Quail Hollow. The chefs kitchen is the centerpiece of this home w/ top of the line Miele & Thermador stainless steel appliances including two ovens (one gas & one electric), a 10 deep single bowl Blanco sink & faucet, quartz countertops, European cabinets w/ Blum soft-close drawer systems & a large center island. Formal living & dining are open making this home ideal for family living or entertaining. Spacious family room overlooks the kitchen & has French doors that lead to the 1000 sf screened lanai. The sparkling salt water solar heated pool has been totally renovated & has a newer filter & pump. Popular split bedroom plan has a master suite on one side & 3 additional bedrooms & laundry room on the other. Attached 2 car garage has attic access. Additional amenities include: modern design custom light fixtures throughout, 19 SEER Trane HVAC w/ Clean Effects Filtration System & wood floors. Location is minutes to downtown Winter Parks shopping & restaurants as well as Orlandos business district. This magnificent home will not last. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$1,925,000
$6,812/mo
Monthly Payment:
$6,812
Principal & Interest:
$6,812
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $385,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 5,243sq ft $367 / sq ft SFR
Lot Size21,109sq ft Built2008 On Site21days
Exquisite two story home on one of Winter Parks famed brick streets. A grand foyer welcomes you into this 5 bed, 4.5 bath home. Formal living area with gorgeous views of the... more
Exquisite two story home on one of Winter Parks famed brick streets. A grand foyer welcomes you into this 5 bed, 4.5 bath home. Formal living area with gorgeous views of the backyard & adjacent formal dining room greet you upon entrance. Across the hall from the dining space is a chilled wine room that holds 570+ bottles. A well-appointed & private master suite is also located downstairs. Master bedroom features a lounge area, custom walk-in closet, & white marble bathroom with claw foot tub, dual headed shower, double sink vanity & vanishing entertainment TV mirror. Also, downstairs is guest bedroom & office with shared full bath. A chefs kitchen opens to a casual dinette & family room complete with gas fireplace. The kitchen includes a large island with bar seating, gas appliances, granite counter tops and walk-in pantry. A bonus/media room has custom cabinetry, adjacent bathroom, & includes doors that open the space to the covered porches, summer kitchen & outdoor dining area. The upstairs floor plan consists of 2 bedrooms adjoined by a Jack-and-Jill bath & additional bedroom & full bath. The heated pool & spa sit on almost a half-acre lot, surrounded by covered patio with retractable phantom screens & mature landscaping. A remote controlled gate leads to a 3 car garage with fourth garage door opening to the backyard. The home is backed-up by a full house generator. This custom home located in one of the most desirable areas of Winter Park is minutes from Park Ave, Baldwin Park & Downtown Orlando. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$725,000
$2,565/mo
Monthly Payment:
$2,565
Principal & Interest:
$2,565
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $145,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,608sq ft $278 / sq ft SFR
Lot Size9,440sq ft Built1999 On Site22days
Stunning three bedroom, two and one-half bath home minutes from downtown Winter Park and the Baldwin Park Village Center. Zoned for amazing schools, this home offers a location... more
Stunning three bedroom, two and one-half bath home minutes from downtown Winter Park and the Baldwin Park Village Center. Zoned for amazing schools, this home offers a location that cant be beat; pedestrian friendly community, scenic brick streets, walking distance to the Audubon Park Garden District, and more. Step inside to find a charming home, detailed with crown molding, hardwood floors, formal living and dining rooms, and an open concept kitchen/family room. French doors off the family room open to a delightful courtyard, accented by mature landscaping and gardens. Upstairs are three spacious bedrooms, including the master bedroom which offers a large walk-in closet and spa bath complete with his and her vanities. Detached garage is great for additional storage and convenient side entry into the home. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$249,000
$881/mo
Monthly Payment:
$881
Principal & Interest:
$881
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $49,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
4bed 2bath 1,654sq ft $151 / sq ft SFR
Lot Size8,360sq ft Built1955 On Site22days
Welcome home!!! Location, location, location, 2884 Euston is a bike ride away from the heart of both Winter Park and College Park. You are surrounded with fine dining and rich... more
Welcome home!!! Location, location, location, 2884 Euston is a bike ride away from the heart of both Winter Park and College Park. You are surrounded with fine dining and rich history. Simply put, 2884 Euston is perfection. Every surface in this house was refinished and shines with Glory, its move in ready with everything a buyer could possibly want. This property has an amazing open floor plan that flows seamlessly from room to room. The living room flows into the kitchen and the kitchen opens into the family room. The original hard wood floors in the Living room, kitchen, and three bedrooms were professionally refinished with an espresso stain, they scream elegance. All the finishes are high end, designer, brushed nickel. The layout of this house is an entertainers dream. If you enjoy family gatherings and entertaining, this is the one! The kitchen layout was designed with a chief at heart. Plenty of room to move, yet everything is conveniently within arms reach. The kitchen boasts new shaker style cabinets topped with imported exotic granite. The family room has French doors that open to the spacious screened lanai. Have breakfast outside, drink a cup of coffee while reflecting on the gift of life. The back yard is a place of peace and rest. The mature oaks provide plenty of shade while letting the perfect amount light shine through. Call today to set up a showing!! less
Listing Provided Courtesy of PREMIER REALTY PARTNERS INC
Popularity
$265,000
$975/mo
Monthly Payment:
$975
Principal & Interest:
$937
HOA Dues:
$38
(Based on a 30 year fixed loan at 3.38% with $53,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,659sq ft $160 / sq ft SFR
Lot Size7,603sq ft Built1988 On Site22days
Open concept, move-in ready pool home in Autumn Glen! Split plan, vaulted ceilings, light & bright! Over sized corner lot with mature landscaping. Beautiful wood cabinets and... more
Open concept, move-in ready pool home in Autumn Glen! Split plan, vaulted ceilings, light & bright! Over sized corner lot with mature landscaping. Beautiful wood cabinets and granite counter tops installed last year in kitchen. French doors to lanai & pool from family room & master bedroom. Spacious dining room has built-in window seat. Privacy fenced back yard. Master bath & guest bath also have wood cabinets and granite counter tops. New front door. Freshly painted throughout. Great storage. Home shows pride of ownership. Wood laminate floors throughout most of home. Great Winter Park home - close to shopping, major roads & great Seminole County Schools. Community has beautiful pond with fountain, park, gazebo, play area & tennis courts! less
Listing Provided Courtesy of BHHS FLORIDA REALTY
Popularity
$369,900
$1,309/mo
Monthly Payment:
$1,309
Principal & Interest:
$1,309
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $73,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,404sq ft $263 / sq ft SFR
Lot Size7,294sq ft Built1925 On Site22days
Two bedroom, two bath bungalow with loads of charm. Built in 1925 with the Florida weather in mind, lots of light with plenty of windows. Open kitchen with lots of light,... more
Two bedroom, two bath bungalow with loads of charm. Built in 1925 with the Florida weather in mind, lots of light with plenty of windows. Open kitchen with lots of light, hardwood floors, large bedrooms, enclosed front porch, fireplace, living/dining rooms and wood deck off Master Suite. Detached workshop and laundry. Close to WP Hospital, Park Avenue and Rollins College. Sold As-Is. Room measurements are approximate, confirm for accuracy. less
Listing Provided Courtesy of PARKLAND INTERNATIONAL REALTY
Popularity
$999,000
$3,535/mo
Monthly Payment:
$3,535
Principal & Interest:
$3,535
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $199,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,478sq ft $287 / sq ft SFR
Lot Size10,125sq ft Built2003 On Site22days
Incredible location near happening Park Avenue. Enjoy fine dining, bistros, & shopping for the whole family with out driving across town. This home will not disappoint. From the... more
Incredible location near happening Park Avenue. Enjoy fine dining, bistros, & shopping for the whole family with out driving across town. This home will not disappoint. From the entry through the fine sculpted wooden front door, to the tranquility of the back yard, lanai and pool area. This home boasts the best for entertaining and for private time! Large elegant master bedroom on the first floor, offers separate whirlpool and shower with two vanities.The upstairs has fantastic space 17x24 can be most anything, from a spacious bedroom, game, music room, arts and crafts area or a super large office...endless possibilities. Three additional bedrooms upstairs with one of the rooms having it's own private bath. Plenty of space to roam in this family friendly home. less
Listing Provided Courtesy of ST JOHNS REALTY COMPANY
Popularity
$249,900
$888/mo
Monthly Payment:
$888
Principal & Interest:
$884
HOA Dues:
$4
(Based on a 30 year fixed loan at 3.38% with $49,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,569sq ft $159 / sq ft SFR
Lot Size8,461sq ft Built1964 On Site22days
Fantastic opportunity in a great winter park pines location. This hidden gem offers tons of potential. It already has a desirable open floor plan in the common areas, beautiful... more
Fantastic opportunity in a great winter park pines location. This hidden gem offers tons of potential. It already has a desirable open floor plan in the common areas, beautiful terrazzo floor underneath carpet, and a den/media room that could also be used as a fourth bedroom, home office, or playroom. Large bedrooms with plenty of storage and closet space. Lots of green space including your own private access to the cady way trail from your backyard! Newer hvac (2 years old). The winter park pines community is one of the few communities where the mailman still delivers to your door and the streets are lined with shady trees and sidewalks to enjoy. This inviting neighborhood offers easy access cady way park, pool, and tennis courts, winter park memorial hospital, winter pines golf course, ymca, ward park, showalter fields and full sail (just to name a few). Great restaurants and entertainment near by. Get to rollins college or park ave shopping and dining in just 10 minutes. Dont forget the top rated schools, zoned for glenridge middle and winter park high school. Come unlock the potential, as this house is ready to be called home again! less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$329,000
$1,507/mo
Monthly Payment:
$1,507
Principal & Interest:
$1,164
HOA Dues:
$343
(Based on a 30 year fixed loan at 3.38% with $65,800 down)
Winter Park, FL 32789
2bed 2bath 1,151sq ft $286 / sq ft CND
Lot Size12,797sq ft Built1981 On Site22days
Just reduced-seller motivated! Condo life in the heart of winter park, steps from park avenue! This 2 bedroom 2 bath condominium in luxurious park west is gated and move-in... more
Just reduced-seller motivated! Condo life in the heart of winter park, steps from park avenue! This 2 bedroom 2 bath condominium in luxurious park west is gated and move-in ready! Elegant features such as: gourmet kitchen with stainless steel appliances, 42" custom wood cabinets, large pantry and granite counter-tops. The living room entices you with open space, crown molding, a wood burning fireplace and slider doors to your balcony. Large master bedroom with walk-in closet and slider doors to a second balcony. Both bathrooms have been updated with granite counter-tops and custom cabinetry. This condo also features separate laundry area with washer/dryer and overhead cabinetry! Park west condo boasts some of the greatest amenities such as a building elevator, community pool, clubhouse for entertaining, tennis court, and car wash in a park setting. Assigned garage parking and plenty of guest parking outside. Central park, dining, shopping and other fabulous amenities on park avenue are just steps away. Great investment possibilities. Call today and make this condo your home! less
Listing Provided Courtesy of PLATINUM MVP REALTY
Popularity
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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: Tuesday, May 31, 2016 at 3:14 PM. Properties in listings may have been sold or may no longer be available.