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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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$549,000
$2,034/mo
Monthly Payment:
$2,034
Principal & Interest:
$2,034
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,720sq ft $202 / sq ft SFR
Lot Size8,397sq ft Built2002 On Site113days
*** Deeded Access to Lake Osceola *** Beautiful Marble and rich Wood Floors welcome you to this 4 Bedroom, 4 Bath home with Office. The entire house brags of such upgrades as... more
*** Deeded Access to Lake Osceola *** Beautiful Marble and rich Wood Floors welcome you to this 4 Bedroom, 4 Bath home with Office. The entire house brags of such upgrades as Granite, Hand Laid Tile and gorgeous Lighting Fixtures throughout. The Kitchen and Breakfast area with its Stainless Steel Appliances, Designer Cabinets & Granite Counter Tops overlooks the beautiful backyard. The Master Suite has French Doors which lead to a Deck where one can sit and enjoy their morning coffee. The Master Bath has both a beautiful Tub to relax in as well as a Shower and two separate Vanities. Entertaining your thing? You will love this Outdoor Kitchen and Patio. All of this and a short jaunt to Park Avenue! Welcome Home!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
We show you every available listing. Here's how
$349,900
$1,296/mo
Monthly Payment:
$1,296
Principal & Interest:
$1,296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,980 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,963sq ft BuiltN/A On Site114days
Great Location in the City of Winter Park.......large lot.......in Prime area.
Great Location in the City of Winter Park.......large lot.......in Prime area. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity N/A
$3,300,000
$12,226/mo
Monthly Payment:
$12,226
Principal & Interest:
$12,226
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $660,000 down)
Winter Park, FL 32789
Orange County School District
6bed 6bath 5,100sq ft $647 / sq ft SFR
Lot Size16,439sq ft Built2016 On Site114days
Waterfront, arlington homes contemporary masterpiece will be nestled among some of the most distinguished homes in winter park. The builder/owner is working on a contemporary... more
Waterfront, arlington homes contemporary masterpiece will be nestled among some of the most distinguished homes in winter park. The builder/owner is working on a contemporary design that will satisfy the most discriminating buyers. The new, modern home design will offer the best of indoor-outdoor living with features such as: walls of glass, natural textures, natural stones, and many energy efficient materials. You can expect large sweeping lake views, large outdoor living areas with an emphasis on a connection between nature and modern comfort. This masterpiece will sit on the bank of lake mizell which is just a short stroll to park ave, the alfond, and rollins college. All pictures are intended as mere examples of what could be built on this waterfont lot. No picture is accurate or shall depict the exact home intended for this lot. Estimated home size shall be 5100 sq/ft and designed for a specific buyer. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$349,900
$1,296/mo
Monthly Payment:
$1,296
Principal & Interest:
$1,296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,522sq ft $230 / sq ft SFR
Lot Size10,963sq ft Built1958 On Site114days
While an interesting Elevation..........the value is in the Land....1/4 acre... in Prime Location
While an interesting Elevation..........the value is in the Land....1/4 acre... in Prime Location less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$259,000
$980/mo
Monthly Payment:
$980
Principal & Interest:
$959
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $51,800 down)
Winter Park, FL 32792
Seminole County School District
5bed 2bath 2,642sq ft $98 / sq ft SFR
Lot Size19,815sq ft Built1989 On Site114days
Traditional sale!!!! Seller is very motivated!!!! Outstanding spacious home on a cul de sac, with a large driveway and lawn. Home has 5 bedrooms, and two bathrooms, with plenty... more
Traditional sale!!!! Seller is very motivated!!!! Outstanding spacious home on a cul de sac, with a large driveway and lawn. Home has 5 bedrooms, and two bathrooms, with plenty of space for a large family. **garage has been converted to a bedroom.** master bedroom has a bathroom, with a large garden bathtub and separate shower, with a double sink vanity. One of the bedrooms close to the foyer has double french doors, which can be used as an office/den. Spacious open floor plan, with plenty of windows for natural lighting. Brand new roof done in 2013. Living room has an inviting wood burning fireplace. Eat in kitchen. Separate laundry room. Fire alarm through-out the house. Garage has been converted with permits. Charming wood patio outside, overlooking a big fenced in yard, with mature trees. House has plenty of potential, great for entertaining! less
Listing Provided Courtesy of Arvia Realty Llc
Popularity
$525,000
$1,945/mo
Monthly Payment:
$1,945
Principal & Interest:
$1,945
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,420sq ft $217 / sq ft SFR
Lot Size14,363sq ft Built1957 On Site115days
Lakefront vistas, brick flooring, wall to wall stone inlaid wood-burning fireplace, expansive screened porch and a paddle boat. This four bedroom, two bath home is a unique... more
Lakefront vistas, brick flooring, wall to wall stone inlaid wood-burning fireplace, expansive screened porch and a paddle boat. This four bedroom, two bath home is a unique blend of rustic Florida and lakefront bliss on Lake Forest which is a non-motorized spring fed lake. This type of home doesn't come along very often and the moment you step in the front door, you will fall in love. Features include terra cotta and brick flooring in living areas, carpet in bedrooms, open kitchen to breakfast room with views of the lake, and wood beam ceilings. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$75,000
$277/mo
Monthly Payment:
$277
Principal & Interest:
$277
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $15,000 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 793sq ft $95 / sq ft CND
Lot Size19.0acre Built1970 On Site115days
Rare Find- spacious 2nd floor 1/1 in Winter Park. Gorgeous garden views. All appliances stay, 3 comm. pools, tennis courts, home warranty. Near shopping, parks, hospital and... more
Rare Find- spacious 2nd floor 1/1 in Winter Park. Gorgeous garden views. All appliances stay, 3 comm. pools, tennis courts, home warranty. Near shopping, parks, hospital and colleges. Pet friendly. GREAT FIND!!!Fours Seasons was created and tailored with you in mind, combining traditional grace with friendliness and quiet city charm that says ' home'. inside this wonderful condo, you will quickly notice the details. Formal dining room, spacious floorplan, greats views, lots of closets and storage space to name a few. Four Seasons is located in one of Winter Parks most convenient neighborhoods, and best kept secret, located only minutes from downtown Orlando. Parks entertainment, fine dining, and great shopping are also nearby, as well as Rollins College. Join you neighbors for a talk down by the pool or just relax in the excitement of living in beautiful Winter Park. HOME WARRANTY INCLUDED less
Listing Provided Courtesy of Winter Park Real Estate Co Llc
Popularity
$489,500
$1,813/mo
Monthly Payment:
$1,813
Principal & Interest:
$1,813
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $97,900 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 1,805sq ft $271 / sq ft SFR
Lot Size6,519sq ft Built1980 On Site117days
Looking for a cozy, high-end Winter Park Home or Condo? LOOK NO FURTHER! This CUSTOM EXECUTIVE home will give you the privacy you are looking for with NO HOA! This NEWLY UPDATED... more
Looking for a cozy, high-end Winter Park Home or Condo? LOOK NO FURTHER! This CUSTOM EXECUTIVE home will give you the privacy you are looking for with NO HOA! This NEWLY UPDATED 2BR, 2.5BA with den, 1,805 sq. ft. home features a 2 car Garage, 10 ft. ceilings, 6 inch Crown Molding, and Plantation Shutters throughout. From the moment you enter through the Custom Front Door into the foyer, you will be enticed by the long wainscoted hallway with Italian Marble flooring. Beautifully laid out for entertaining, this house delivers both formal living and dining rooms. The open concept family room/kitchen combo looks out through over-sized sliding glass doors onto a large, screened in back patio. The Kitchen features a Sub-Zero refrigerator, solid wood cabinets and center island. Other improvements include: NEW ROOF 2015 – NEW WINDOWS 2012 - NEW IRRIGATION 2015 – NEW ELECTRICAL PANEL 2015 – NEW PRIVACY FENCE 2015 – FRESH PAINT & BERBER CARPET 2015. Situated on a brick street in one of the most desired areas of Winter Park, excellent top rated schools, and conveniently located to Park Avenue, Rollins, Downtown Orlando, UCF, I-4 and 417. Must see to truly appreciate all of the detail that has been put into this home! less
Listing Provided Courtesy of Re/max Park Avenue
Popularity
$2,195,000
$8,132/mo
Monthly Payment:
$8,132
Principal & Interest:
$8,132
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $439,000 down)
Winter Park, FL 32789
Orange County School District
6bed 8bath 6,943sq ft $316 / sq ft SFR
Lot Size25,880sq ft Built1999 On Site117days
Gorgeous Winter Park Estate on tree lined brick street in the heart of town. This stunning custom home has a Mediterranean flair with a beautiful pool are and a full guest... more
Gorgeous Winter Park Estate on tree lined brick street in the heart of town. This stunning custom home has a Mediterranean flair with a beautiful pool are and a full guest apartment. Five luxury suites~each with private bath and private walk in closet. The sixth bedroom is a detached suite that is finished with hard wood flooring and newly renovated private bath. There is a circular driveway with brick pavers and an exquisite stone fountain-plenty of parking. Majestic hand carved solid wood double-door which sets the tone of quality products and strong attention to detail featured throughout this luxury home. Magnificent foyer. Formal living room with cast stone columns. Exotic coral-style Travertine flooring. Venetian plaster compliments the walls. The perfect gourmet kitchen features custom cabinetry, natural gas cook top, and spacious island with cook's second sink. The large family room has wood-beam ceilings, spectacular wood burning stone fireplace, chic bar and high-tech surround sound system. State-of-the-art home theatre. Spectacular heated salt water pool and oversized spa. Excellent location with strong schools. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,365,000
$5,279/mo
Monthly Payment:
$5,279
Principal & Interest:
$5,057
HOA Dues:
$222
(Based on a 30 year fixed loan at 3.75% with $273,000 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 4bath 4,406sq ft $310 / sq ft SFR
Lot Size24,379sq ft Built2008 On Site118days
WINDSONG Custom Built Beauty on distinguished Preserve Point Drive. Secluded .5+ acre lot is the perfect setting for this 5 Bedroom PLUS Library/Study boasting 17'ceilings, 9'... more
WINDSONG Custom Built Beauty on distinguished Preserve Point Drive. Secluded .5+ acre lot is the perfect setting for this 5 Bedroom PLUS Library/Study boasting 17'ceilings, 9' doors, travertine & wide plank hardwood floors throughout the downstairs. Elegant first floor Master Suite complete with rustic wood beams, onyx tub, & his/ hers vanities and walk-in closets. Gourmet kitchen with beautiful breakfast bar & butler pantry overlooks large family room with gas fireplace. Heated, screened, saltwater pool PLUS huge backyard perfect for entertaining! Extras include: FOUR CAR GARAGE, emergency gas generator, safe room, surround sound & upstairs bonus room!! FABULOUS WINDSONG amenities include: Winter park Chain of Lakes access, FUN family pool with splash pad, PLUS a serene Community pool, clubhouse & dock on Lake Mizell! WELCOME HOME! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,395,000
$5,168/mo
Monthly Payment:
$5,168
Principal & Interest:
$5,168
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $279,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,998sq ft $349 / sq ft SFR
Lot Size14,000sq ft Built2003 On Site120days
Traditional Mediterranean with transitional design is a Winter Park masterpiece offering elegance and simplicity for the ultimate Florida lifestyle. This custom Bates Driscoll... more
Traditional Mediterranean with transitional design is a Winter Park masterpiece offering elegance and simplicity for the ultimate Florida lifestyle. This custom Bates Driscoll home was designed by architect Gary Hancock and is perfectly nestled on a quiet street aligned with canopied trees. Beautiful formal rooms welcome as you enter. The kitchen is a chef’s delight with a prep island with a gas cooktop, double built-in ovens, warming drawer, two sinks and large walk-in pantry; As well, it is wonderfully open to the family room, lanai, pool and yard. Gorgeous wood floors throughout all the living areas. Large downstairs guest bedroom with adjacent full bath. Stunning master bedroom suite offers his-and-hers’ vanities, craw foot tub, and spacious walk-in closet. Three additional bedrooms with two large baths, bonus room with balcony access and laundry room are also on the second floor. The home’s outdoor layout provides exceptional entertaining with pool, outdoor shower and immaculate grounds. less
Listing Provided Courtesy of Fannie Hillman & Associates
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 32790
Seminole County School District
3bed 2bath 1,845sq ft $133 / sq ft SFR
Lot Size8,400sq ft Built1971 On Site120days
Fantastic pool home in Winter Woods! Desirable floor plan with over 1,800 square feet of living space, offering three bedrooms, a den, two full baths and screened patio. Ceramic... more
Fantastic pool home in Winter Woods! Desirable floor plan with over 1,800 square feet of living space, offering three bedrooms, a den, two full baths and screened patio. Ceramic tile and laminate wood flooring give the home a fresh, clean look. Kitchen has been tastefully updated with new cabinetry, solid counter-tops, newer appliances and a pass-thru window with views of the pool. Master bedroom has private bath with walk-in shower. Secondary bedrooms each have ample closet space and share a hall bath with double sinks. Full-size, indoor laundry room off the family room also has access to the attached two-car garage. Tucked away on a quiet cul-de-sac you’ll forget that this home is conveniently located to nearby shops, dining, and major highways. Call and schedule your showing today! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$3,495,000
$12,948/mo
Monthly Payment:
$12,948
Principal & Interest:
$12,948
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $699,000 down)
Winter Park, FL 32789
Orange County School District
5bed 8bath 8,990sq ft $389 / sq ft SFR
Lot Size33,139sq ft Built2010 On Site121days
Spanish Mediterranean style with fabulous courtyard design perfect for entertaining, this home is in “like new” condition w/ bright, modern-transitional interiors... more
Spanish Mediterranean style with fabulous courtyard design perfect for entertaining, this home is in “like new” condition w/ bright, modern-transitional interiors with gracious room sizes along with the finest of finishes & detail. Features include exquisite light fixtures, exotic granite/marble counters, incredible custom olde world doors, hand crafted cabinetry, elegant walnut & antique pine hardwood floors, wonderful chef’s open island kitchen with butler's pantry, wine cabinet, desk work station & separate breakfast room overlooking courtyard and pool… elegant generous formal dining & living rooms, gas fireplaces, gentlemen's library… and expansive master suite with sitting area, his & her separate dressing areas w/ terrific closets, shoe closet and lavish “spa like” bath. Bright and open custom floor plan provides great spaces for entertaining large parties or intimate evenings inside or out. 2 additional 1st floor bedroom suites including guest suite detached from the main residence “casita” offering you and your guest plenty of privacy. Upstairs enjoys the 2 additional secondary bedroom suites, a media rm w/ theater, multiple balconies overlooking the courtyard and "resort style" pool & heated spa. This home is designed for outdoor living area with summer kitchen, multiple lanais and terraces, extensive gorgeous iron work, outside shower, swim up seats built into the luxurious pool and more... Truly a special estate property on oversized lot in a sought after premier Via’s setting! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$699,000
$2,589/mo
Monthly Payment:
$2,589
Principal & Interest:
$2,589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,932sq ft $238 / sq ft SFR
Lot Size13,389sq ft Built1969 On Site121days
Walk to park avenue from this wonderful home in sought after park north. This 4 bedroom 2.5 bath pool home features formal living and dining rooms and a cozy family room with... more
Walk to park avenue from this wonderful home in sought after park north. This 4 bedroom 2.5 bath pool home features formal living and dining rooms and a cozy family room with wood burning fireplace right off the eat in kitchen. Laundry is easier in the oversized indoor laundry room. The master suite has a sitting room with french doors leading to the pool area. Many updates have been done including new tile roof (6yrs), newer heating and air systems (2yrs), pool equipment (3yrs), and newer gas water heater (6yrs). You will love entertaining and grilling out on the expansive covered patio overlooking the pristine pool and lovely backyard. Winter park "a" schools! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$190,000
$703/mo
Monthly Payment:
$703
Principal & Interest:
$703
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $38,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
1,974sq ft $96 / sq ft MFR
Lot Size16,287sq ft Built1981 On Site121days
If you're an investor looking for a rental property, look no further! This duplex is conveniently located nearby everyday conveniences; like major roadways or stores. A new roof... more
If you're an investor looking for a rental property, look no further! This duplex is conveniently located nearby everyday conveniences; like major roadways or stores. A new roof has just been installed! One side is a 3/2 with a two car garage! The other side is a 2/1 with a one car garage. Both sides are tenant occupied. Call me to schedule your showing appointment today! 12-24 hour notice needed. less
Listing Provided Courtesy of Bhhs Results Realty
Popularity
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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The information being provided by Mid-Florida Regional Multiple Listing Service 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 Multiple Listing Service. 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 Multiple Listing Service. 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 Multiple Listing Service and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Copyright 2015 Mid-Florida Regional Multiple Listing Service. All rights reserved.

Data last updated: Wednesday, July 1, 2015 at 11:25 AM