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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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$457,500
$1,695/mo
Monthly Payment:
$1,695
Principal & Interest:
$1,695
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $91,500 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
4bed 3bath 1,887sq ft $242 / sq ft SFR
Lot Size6,876sq ft Built2004 On Site25days
Your Beautiful new home is waiting for you! This home has been readied for its new owner. From the fantastic curb appeal as you pull up, to walking through the door and seeing... more
Your Beautiful new home is waiting for you! This home has been readied for its new owner. From the fantastic curb appeal as you pull up, to walking through the door and seeing all the awesome details that make this home special. Enter into the spacious open living area, continue into the kitchen with top line SS appliances, granite countertops and ample cabinets and storage. The 4th bedroom/office with full bath complete the main floor. The upstairs bedrooms are a split floor plan with the master suite to the front and the others to the back. It is a large master bedroom/bath and is very nicely appointed. The other two bedrooms are to the back and share a connected bath. The laundry is also located upstairs and includes the stackable W/D in place. The garage is detached with a covered walkway, and there is still plenty of fenced in yard for kids and pets. It is priced to sell! less
Listing Provided Courtesy of Keller Williams Advantage Iii
Popularity
We show you every available listing. Here's how
$2,200,000
$8,150/mo
Monthly Payment:
$8,150
Principal & Interest:
$8,150
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $440,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 5,102sq ft $431 / sq ft SFR
Lot Size20,930sq ft Built1954 On Site25days
Amazing chain-of-lakes Home on Lake Osceola, Winter Park. Enjoy breathtaking views from this stunning estate that is situated with a tiered backyard facing north. This one story... more
Amazing chain-of-lakes Home on Lake Osceola, Winter Park. Enjoy breathtaking views from this stunning estate that is situated with a tiered backyard facing north. This one story home has four bedrooms, three full bathrooms, three half baths, den and bonus room. With over 5100 square feet of living space, you will also enjoy the mature landscaped grounds, pool with summer kitchen, dock, and boat house with boat lift. A must see grand dining room with panoramic lake views perfect for entertaining. Gourmet kitchen that opens to the family room. The master, family room and dining room all have gorgeous arched windows with spectacular lake views. All rooms are generously sized. Walk to Park Avenue and experience all the shopping, dining, festivals, movies in the park and so much more! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$230,000
$852/mo
Monthly Payment:
$852
Principal & Interest:
$852
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $46,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,453sq ft $158 / sq ft SFR
Lot Size7,000sq ft Built1949 On Site26days
A cute 3 bedrooms 2 baths split floor plan in a great area of Winter Park minutes from Park Ave and I-4. Hardwood floor in bedrooms and new concrete look in living room. The... more
A cute 3 bedrooms 2 baths split floor plan in a great area of Winter Park minutes from Park Ave and I-4. Hardwood floor in bedrooms and new concrete look in living room. The house was renovated recently but can use additional TLC. A huge back yard zoned for a Duplex in winter park (R-2). Very desirable area of Winter Park for new construction and a hot rental market. Great investment opportunity. less
Listing Provided Courtesy of Not Available
Popularity
$349,000
$1,293/mo
Monthly Payment:
$1,293
Principal & Interest:
$1,293
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,670sq ft $209 / sq ft SFR
Lot Size12,013sq ft Built1958 On Site28days
Open Sun Nov 23, 2pm-4pm
This is a wonderful Key West style home located in the sought after neighborhood of Kenilworth Shores in Winter Park. This 3 bedroom 2 bath home has an open floor plan with... more
This is a wonderful Key West style home located in the sought after neighborhood of Kenilworth Shores in Winter Park. This 3 bedroom 2 bath home has an open floor plan with family room/dining room combo, a wonderful family room overlooking the lush tropical landscape of the backyard with a state of the art in ground pool. Enjoy the weekends lounging around the black bottom pool and the lush landscape surrounding the backyard. Every interior door are solid pine louvre doors to give the home that Key West feel! The backyard also has a gazebo, totally fenced in and lots of room to roam. Conveniently located between Baldwin Park and Winter Parks Park Avenue. Winter Park School district and a great first time home buyer home! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size16,881sq ft BuiltN/A On Site28days
Waterfront lot ready for you to build your dream home on very private Lake Killarney, Winter Park. A cobblestone private drive makes this location even more special with mature... more
Waterfront lot ready for you to build your dream home on very private Lake Killarney, Winter Park. A cobblestone private drive makes this location even more special with mature cypress trees the spectacular views . Nearly 17,000 square feet of land plenty of room to build a spectacular home and pool. Irregular sized lot estimated size 75"X141". Neighborhood has many stately homes and is well established. All the conveniences of in town living with restaurants and shopping, close to I-4 and downtown making it easy to get anywhere quickly, while enjoying the benefit of serene lake living. Skiable lake. Property is considered Orange county for building regulations which is an advantage. Septic, drain field and water meter permitted and installed and ready to go. Call today for more information. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$394,900
$1,546/mo
Monthly Payment:
$1,546
Principal & Interest:
$1,463
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.75% with $78,980 down)
Winter Park, FL 32792
4bed 3bath 2,549sq ft $155 / sq ft SFR
Lot Size7,212sq ft Built2013 On Site28days
***traditional sale*** you must not miss seeing this home. Forget having your home custom built because it has already been done for you. This absolutely gorgeous nearly brand... more
***traditional sale*** you must not miss seeing this home. Forget having your home custom built because it has already been done for you. This absolutely gorgeous nearly brand new 2013 home in this gated community in winter park is a 2549 square feet, two story, 4 bedroom, 3 bath home with a 2 car garage and is waiting for you to call it home!!! It boasts over $60,000 in builder upgrades, stainless steel appliances plus a high efficiency maytag washer and dryer set. Too many upgrades to list here, please see the attached upgrades list. There is a bedroom on the ground floor perfect for guests. The seller is willing to negotiate to pay up to $4,000 towards buyer’s closing costs, pro-rations and pre-paids. Seller can close quickly if needed. less
Listing Provided Courtesy of Real Estate God's Way Llc
Popularity
$220,000
$815/mo
Monthly Payment:
$815
Principal & Interest:
$815
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $44,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,667sq ft $132 / sq ft SFR
Lot Size9,929sq ft Built1963 On Site29days
Great Location! This charming 3 bedroom, 2 bath home is situated on a corner lot with a fenced in back yard for privacy. Home features a covered front porch and side entry... more
Great Location! This charming 3 bedroom, 2 bath home is situated on a corner lot with a fenced in back yard for privacy. Home features a covered front porch and side entry garage with a back door and covered porch also. There is a spacious formal living room/dining room combination great for entertaining. Kitchen has plenty of counter space and a wrap around breakfast bar and dinette area. Home has an inside laundry room for your convenience. Located close to shopping, dining and major highways in the sought after Winter Park Pines neighborhood. Excellent schools! This is a Fannie Mae HomePath property! less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$950,000
$3,519/mo
Monthly Payment:
$3,519
Principal & Interest:
$3,519
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $190,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,995sq ft $317 / sq ft SFR
Lot Size6,534sq ft Built2014 On Site29days
Beautiful, Custom built, one of a kind home. Master Suites upstairs and down. Completion date is end of March 2015. Get in early to choose all of your finishes.
Beautiful, Custom built, one of a kind home. Master Suites upstairs and down. Completion date is end of March 2015. Get in early to choose all of your finishes. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$309,900
$1,169/mo
Monthly Payment:
$1,169
Principal & Interest:
$1,148
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $61,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 4bath 2,206sq ft $140 / sq ft SFR
Lot Size14,753sq ft Built1989 On Site29days
Location , Location , Location A well maintained home in winter park!!! Corner lot with 3 car garage. Screen in porch with a wet bar and a gazebo outside.
Location , Location , Location A well maintained home in winter park!!! Corner lot with 3 car garage. Screen in porch with a wet bar and a gazebo outside. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$724,900
$2,685/mo
Monthly Payment:
$2,685
Principal & Interest:
$2,685
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $144,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,174sq ft $228 / sq ft SFR
Lot Size6,868sq ft Built2014 On Site29days
New Construction Meridian Homes 3 story charmer with lots of space and character. This 4 bedroom 3.5 bath home has nearly 3200 sf and on cobblestone Winter Park street with... more
New Construction Meridian Homes 3 story charmer with lots of space and character. This 4 bedroom 3.5 bath home has nearly 3200 sf and on cobblestone Winter Park street with beautiful trees and landscaping. Open kitchen family, great room layout and open to dining with formal living/office/den space. Covered porch for outdoor living and entertaining and spectacular kitchen with wet bar. Generous island in kitchen seats 6 and designer kitchen with Viking Stainless Appliances, gas stove top, quartz counters, custom tile back splash and so much more. hardwood floors on first floor and stairs, as well as master suite, carpet in secondary beds and tile in wet areas. Mudroom/drop zone and great closets to keep house organized. Inviting cobblestone entry and back covered porch bricked. Professionally landscaped to nestle this home in and make it a private retreat. This home has so much charm with 3rd floor bedroom and loft area situated among the trees with spectacular views. The best There is still time to customize so call today to take a look. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$449,995
$1,801/mo
Monthly Payment:
$1,801
Principal & Interest:
$1,667
HOA Dues:
$134
(Based on a 30 year fixed loan at 3.75% with $89,999 down)
Winter Park, FL 32792
4bed 3bath 2,781sq ft $162 / sq ft SFR
Lot Size7,800sq ft Built2014 On Site30days
Open Sat Nov 22, 11am-5pm
Welcome to your brand new home that will be ready for move in this December! As you drive up to this 4 bedroom, 3 bath, 3 car garage beauty with STONE elevation and PAVER... more
Welcome to your brand new home that will be ready for move in this December! As you drive up to this 4 bedroom, 3 bath, 3 car garage beauty with STONE elevation and PAVER driveway you are sure to be impressed! 2,781 sq ft on one level. You'll love cooking and entertaining in the GOURMET kitchen featuring stainless steel double ovens , granite counter tops, 42" upper cabinets with crown. Relax in this OPEN PLAN giving you the feel of a much larger home. Great Schools. Builder Warranty! Disclaimer: some or all photos are stock photos or rendering of home. less
Listing Provided Courtesy of Taylor Morrison Realty Of Fl I
Popularity
$924,900
$3,426/mo
Monthly Payment:
$3,426
Principal & Interest:
$3,426
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $184,980 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 3,627sq ft $255 / sq ft SFR
Lot Size9,790sq ft Built2014 On Site30days
Incredible Meridian Homes on beautiful street with mature landscaping and perfectly street. This 5 bedroom 4 bath with one half bath home has all the function and great for... more
Incredible Meridian Homes on beautiful street with mature landscaping and perfectly street. This 5 bedroom 4 bath with one half bath home has all the function and great for entertaining. Hardwood floors on first floor, stairs and loft , carpet in secondary bedrooms and custom tile in wet areas. Designer kitchen with custom white and bright cabinetry, Quartz counters, Bosch stainless appliances with double oven and gas stove, walk in closet pantry, mud room/drop zone and oversized laundry and pool bath. Formal living/Office/or den and formal dining, great room overlooks covered porch and swimming pool. Enjoy the great outdoors with very private backyard. 4 bedrooms and loft upstairs, Energy Efficient minded Builders this home has many extras and HERS rating will be obtained after completion. Enjoy YMCA, Phelps park, and to many shops and restaurants. Great school. There is still time to make selections if you act quickly, don't miss the opportunity to customize. Call today. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$895,000
$3,315/mo
Monthly Payment:
$3,315
Principal & Interest:
$3,315
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size20,387sq ft BuiltN/A On Site30days
Fantastic opportunity to build a new dream home at this very charming site. The house is being sold "AS-IS" and WHERE IS. Rare opportunity to find an over sized lot in the City... more
Fantastic opportunity to build a new dream home at this very charming site. The house is being sold "AS-IS" and WHERE IS. Rare opportunity to find an over sized lot in the City of Winter Park. This is for the buyer who wants seclusion and privacy. The value is in the land! Sought after Winter Park schools: Lakemont Elementary, Maitland Middle and Winter Park High School. Enjoy all of the Winter Park amenities and the best Metro Orlando has to offer. This is definitely Central Florida's gem - Winter Park. A property with old Florida charm. You can bring your own builder for this site without any HOA fees or CDC fees. less
Listing Provided Courtesy of City Realty
Popularity
$114,900
$425/mo
Monthly Payment:
$425
Principal & Interest:
$425
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $22,980 down)
Winter Park, FL 32792
2bed 2bath 1,219sq ft $94 / sq ft CND
Lot Size19.0acre Built1970 On Site30days
Best kept secret in Winter Park, with a country like setting, and city convenience to everything! Located in the desirable Four Season's condo's in the very popular 2 Bedroom... more
Best kept secret in Winter Park, with a country like setting, and city convenience to everything! Located in the desirable Four Season's condo's in the very popular 2 Bedroom 1.5 bath Townhouse. You will love all the amenities this complex has to offer which includes, 3 pools, clubhouse, tennis court, shuffleboard, car wash area. Beautiful grounds with resort like living with Cady Way Trails in the rear of complex, shopping, restaurants and banks just across the street, minutes to Park Ave, hospitals and more! The HOA includes water, sewer, garbage, lawn maint. building ext, pest control, on site management & use of all amenities. Large split plan bedrooms upstairs, 1 bath with large closets, kitchen, dining area & sunken living room with half bath downstairs. Enjoy the fall evenings relaxing in your private fenced 16x16 patio and just steps to the laundry area, pet friendly complex. Newer Windows and AC/Heating unit replaced in 2010. Home needs some remodeling and being sold "AS-IS". THIS HOME WILL NOT LAST LONG AND IS PRICED TO SELL!!....HURRY!! less
Listing Provided Courtesy of Weichert Realtors Hallmark Pr
Popularity
$72,900
$508/mo
Monthly Payment:
$508
Principal & Interest:
$270
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $14,580 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $87 / sq ft CND
Lot Size9,439sq ft Built1990 On Site31days
This charming and clean Condo is rented and kept in a good condition. Community is Centrally located next to all Shopping and Restaurants, minutes away from" University of... more
This charming and clean Condo is rented and kept in a good condition. Community is Centrally located next to all Shopping and Restaurants, minutes away from" University of Central Florida" (UCF), "Valencia College" and "Full Sail University". This is not REO Or Short sale. Quick sale, Investors dreams, Won't last long!!! less
Listing Provided Courtesy of Bristol Real Estate, Inc.
Popularity
4 5 6 7 8 9 10 11 12 ... 17 27
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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
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.

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Data last updated: Thursday, November 20, 2014 at 2:11 PM