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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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$425,000
$1,574/mo
Monthly Payment:
$1,574
Principal & Interest:
$1,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,764sq ft $241 / sq ft SFR
Lot Size8,723sq ft Built1953 On Site14days
Exceptionally renovated mid-century Winter Park bungalow with a modern twist. Spacious 2/2 with over 1750 SF and high-end finishes will be sure to impress! Over $100K in updates... more
Exceptionally renovated mid-century Winter Park bungalow with a modern twist. Spacious 2/2 with over 1750 SF and high-end finishes will be sure to impress! Over $100K in updates and upgrades. New HVAC with Nest thermostat, new plumbing, updated electrical with LED recessed lighting and landscape lighting and new windows. And the list goes on! Gorgeous kitchen with Carrara marble tops, GE Profile stainless appliances and dark wood cabinets. Both bathrooms completely updated with same stylish sensibility. Gorgeous oak hardwoods, wood burning fireplace and terrazzo are just a few of the original details that add warmth and character. Interior designer touches include Legrand Adorne switches and outlets and George Kovacs light fixtures and fans. Outside features a large 13x34 terrace, private fenced backyard, extensive landscaping, new gutters and irrigation system. Transferable termite bond. Nothing is ordinary about this home and it must be seen to truly appreciate! Schedule a private showing today. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
Your search results are current and complete. Learn more
$875,000
$3,241/mo
Monthly Payment:
$3,241
Principal & Interest:
$3,241
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $175,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,478sq ft $252 / sq ft SFR
Lot Size10,125sq ft Built2003 On Site15days
Elegant Custom Built Home in Winter Park within walking distance from Park Avenue which is famous for its restaurants and shopping. This home is situated on a one way mature... more
Elegant Custom Built Home in Winter Park within walking distance from Park Avenue which is famous for its restaurants and shopping. This home is situated on a one way mature tree lined boulevard. The home features Brazilian Cherry wood floor in the formal areas,Tiled Travertine,crown molding, Elegant Powder Room, Plantation Shutters. The Gourmet Kitchen has a Island and with state of the art appliances, including 48' Gas Range, Granite counter tops dishwasher, wine cooler. Dinette/ Breakfast Nook adjoins kitchen and family room and overlooks screened pool area. The Family Room has a gas fireplace with french doors leading to the screen Lanai & Pool area. Master suite has 2 California Closets with built in cabinetry, coffered ceilings, french doors, beautiful large master bath with spa, separate shower, his and hers vanity counters ,vanity mirror with built-in TV. The split level second floor is unique and has a 2nd master suite with large walk in dressing room, ensuite bathroom, followed by 2 other large bedrooms and bathroom. The Bonus Room would make for an excellent Media/Game Room or Movie Theater. The outdoor at the rear of the home includes a large covered lanai with pool/spa and pool bath with and offers maximum privacy. The front drive way offers a large drive way with mature landscaping leading to the adjoined double garage with excellent built in storage areas.This custom home is elegant, and suitable for any family with its close proximity to great shopping,restaurants and schools. less
Listing Provided Courtesy of Spectrum Global Realty, Inc
Popularity
$749,500
$2,776/mo
Monthly Payment:
$2,776
Principal & Interest:
$2,776
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $149,900 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,743sq ft $273 / sq ft SFR
Lot Size15,160sq ft Built1966 On Site15days
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 Not Available
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 32789
Orange County School District
3bed 1bath 1,889sq ft $130 / sq ft SFR
Lot Size9,090sq ft Built1953 On Site15days
Don't miss this opportunity to build your "Custom Home" in a great Winter Park location or renovate the existing one. This 3 bedroom, 2 bath home with pool needs repairs and/or... more
Don't miss this opportunity to build your "Custom Home" in a great Winter Park location or renovate the existing one. This 3 bedroom, 2 bath home with pool needs repairs and/or renovations. New A/C and roof in 2011. Near Leu Gardens, Baldwin Park and just minutes from Park Avenue in Winter Park and Downtown Orlando. Home is Sold "As-Is"----much of the value is in the land. Come see for yourself. less
Listing Provided Courtesy of Nextage Uptown Realty
Popularity
$69,900
$258/mo
Monthly Payment:
$258
Principal & Interest:
$258
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 953sq ft $73 / sq ft CND
Lot Size940sq ft Built1973 On Site17days
Location, location, location!! This condo is situated in desirable winter park and is so convenient to shopping, restaurants, universities and colleges!! You have your choice of... more
Location, location, location!! This condo is situated in desirable winter park and is so convenient to shopping, restaurants, universities and colleges!! You have your choice of two community pools to relax in and a tennis court to play on! Stop by and take a look today! less
Listing Provided Courtesy of Re/max Optima
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
5bed 4bath 3,936sq ft $343 / sq ft SFR
Lot Size11,246sq ft Built2015 On Site18days
New construction from LunDev Homes! Great floorplan, great location, and great schools! This five bedroom, three and one-half bath home has all the space your family needs! The... more
New construction from LunDev Homes! Great floorplan, great location, and great schools! This five bedroom, three and one-half bath home has all the space your family needs! The open kitchen/family room combo features a breakfast nook, spacious pantry, large center island with maple cabinetry, granite countertops, and Thermador stainless steel appliances. The downstairs master suite has a large walk-in his/hers closets, double vanities with granite countertops, free standing tub and Moen bath/shower fixtures. The second floor has four large bedrooms all with 2 jack-n-jill baths. A common loft area is great for everyone to share. Hardwood flooring is in the living spaces, tile flooring in the bathrooms and utility room, carpet in all the bedrooms and loft. Energy efficient features and appliances throughout. This home is near Park Avenue, the Winter Park Village and all that Winter Park has to offer. Make this brand new home your own in this quiet neighborhood! less
Listing Provided Courtesy of Keller Williams At The Parks
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 Site18days
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
$275,000
$1,021/mo
Monthly Payment:
$1,021
Principal & Interest:
$1,018
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,700sq ft $162 / sq ft SFR
Lot Size8,246sq ft Built1963 On Site18days
This beautiful, updated, 4 bedroom, 2 bath home in Winter Park has TONS of character, is light and bright and is located in the sought-after neighborhood of Winter Park Pines.... more
This beautiful, updated, 4 bedroom, 2 bath home in Winter Park has TONS of character, is light and bright and is located in the sought-after neighborhood of Winter Park Pines. The gourmet kitchen has been recently updated with new counter tops and new 42" glass front cabinets. All the appliances, including the washer and the dryer, are included. The family room and dining room combo provides plenty of space for entertaining family and friends, and the large, fenced in yard is a blank canvas waiting for your creative touch. The newer windows, newer AC and newer roof means that this home is more energy efficient than most. There are plantation shutters on most of the windows and crown molding in the main living areas. The cozy wood burning fireplace in the living room is framed by two new picture windows, and the original terrazzo and wood floors add a special 60s flair that compliments the newer upgrades. The spacious master suite includes his and her closets and an upgraded master bath with a glass shower. The upgraded guest bath and secondary bedrooms are spacious with plenty of natural light. Enjoy walking the Cady Way Trail, located just steps from your front door. There are great shops and restaurants located within walking distance, and Park Ave, Phelps Park and A rated schools are just a short bike ride away. Make your appointment for a private showing today! less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$930,000
$3,445/mo
Monthly Payment:
$3,445
Principal & Interest:
$3,445
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $186,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 3,402sq ft $273 / sq ft SFR
Lot Size29,111sq ft Built1941 On Site18days
Build your dream home on this over 29,000 sq.ft. corner lot on one of Winter Park’s most beautiful brick streets. This lot is 150 x 200 and only one house off of Lake... more
Build your dream home on this over 29,000 sq.ft. corner lot on one of Winter Park’s most beautiful brick streets. This lot is 150 x 200 and only one house off of Lake Sue. This gorgeous property sits up on a hill and you can enjoy a “peek a boo” view of the lake. The kitchen in the house was completely new 4 years ago with top of the line cabinets and granite. Some of the cabinets and countertops could be reused. A beautiful pool was installed in 1999 at the back of the lot. Lots this big do not come along very often in Winter Park so don’t miss out. Convenient location to downtown Orlando, Rollins College and Park Avenue. Winter Park “A” Schools less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$191,000
$707/mo
Monthly Payment:
$707
Principal & Interest:
$707
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $38,200 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,715sq ft $111 / sq ft SFR
Lot Size10,450sq ft Built1968 On Site18days
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
$260,000
$963/mo
Monthly Payment:
$963
Principal & Interest:
$963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $52,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,827sq ft $142 / sq ft SFR
Lot Size7,620sq ft Built1952 On Site18days
This 3 bedroom, 2 and a half bath Winter Park home could easily be a 4 bedroom with split master bedrooms. Potential 4th bedroom has a master bath and just needs a closet.... more
This 3 bedroom, 2 and a half bath Winter Park home could easily be a 4 bedroom with split master bedrooms. Potential 4th bedroom has a master bath and just needs a closet. Updated kitchen opens to living and dining room. French doors lead to the covered patio and fenced in yard. Separate bonus room off the living room can be used as a media room or home office. House has newer A/C, plumbing and fresh exterior paint. Desirable schools, Audubon, Glenridge and Winter Park. Located right in the Audubon Park Garden District near the East End Market. Walking distance to shopping, restaurants and entertainment. Conveniently located close to Baldwin Park, downtown Orlando and major highways. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$629,900
$2,333/mo
Monthly Payment:
$2,333
Principal & Interest:
$2,333
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $125,980 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,343sq ft $269 / sq ft SFR
Lot Size14,210sq ft Built1948 On Site19days
Stylish home in the heart of Winter Park. Covered front porch and original hardwood floors help to make this four bedroom, three bath home a true charmer. Living/dining room... more
Stylish home in the heart of Winter Park. Covered front porch and original hardwood floors help to make this four bedroom, three bath home a true charmer. Living/dining room combination serves as a grand entertaining space with high vaulted ceilings and wood burning fireplace. Master bedroom features French doors that overlook the pool area, a large walk-in closet, and glass tile shower. Second guest bedroom offers its own private en suite while the hall bath has been elegantly updated. White cabinetry with glass doors and black granite counters give the kitchen a contemporary feel. Outside find your own little piece of heaven with the Chicago brick deck, wood trellis, and sparkling salt water pool. Pavered walkways among the backyard’s shaded oak trees and flower gardens enhance this home’s tranquility. Enjoy living in the heart of Winter Park where you are just minutes from Park Avenue, and nearby parks, restaurants and dining. Call today and schedule your showing! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$124,900
$462/mo
Monthly Payment:
$462
Principal & Interest:
$462
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $24,980 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
2bed 1bath 794sq ft $157 / sq ft SFR
Lot Size6,999sq ft Built1954 On Site19days
Great home in central metro Orlando area close to I-4 and Florida Hospital. This 2 bedroom 1 bath bungalow has been updated with new laminate wood floors, new wood blinds, new... more
Great home in central metro Orlando area close to I-4 and Florida Hospital. This 2 bedroom 1 bath bungalow has been updated with new laminate wood floors, new wood blinds, new roof, new refrigerator and freshly painted interior/exterior. Enjoy the large lot and close proximity to Winter Park Shopping and Downtown Orlando. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$269,000
$996/mo
Monthly Payment:
$996
Principal & Interest:
$996
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size6,845sq ft BuiltN/A On Site19days
Vacant land - go to site.
Vacant land - go to site. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$39,900
$447/mo
Monthly Payment:
$447
Principal & Interest:
$147
HOA Dues:
$300
(Based on a 30 year fixed loan at 3.75% with $7,980 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 953sq ft $42 / sq ft CND
Lot Size940sq ft Built1973 On Site19days
Two bedroom, two bath ground floor corner unit condo with over 900 sq.ft. of living space. Living room/dining room combo, walk-in closets, large bedrooms, master bath is shower... more
Two bedroom, two bath ground floor corner unit condo with over 900 sq.ft. of living space. Living room/dining room combo, walk-in closets, large bedrooms, master bath is shower only, open porch overlooks the pool and tennis courts, clubhouse. less
Listing Provided Courtesy of Re/max Central 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
1.941.487.1400
Local service is provided by our preferred broker, Coldwell Banker Residential Real Estate. By logging on to ziprealty.com, you are authorizing ZipRealty to refer you to Coldwell Banker Residential Real Estate for real estate brokerage services, and ZipRealty will receive a referral fee or other valuable consideration for such referral.
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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.

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Data last updated: Sunday, October 19, 2014 at 7:59 PM