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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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$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
4bed 5bath 3,250sq ft $285 / sq ft SFR
Lot Size17,777sq ft Built2015 On Site222days
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** This beautiful ,traditional 2 story is located on a large, oversized lot. New construction... more
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** This beautiful ,traditional 2 story is located on a large, oversized lot. New construction by Arlington Homes in the Winter Park school district. The kitchen features, granite, Kitchen Aid built in wall oven and microwave, 36" professional cooktop and a 36" French door refrigerator. Solid wood custom cabinetry and a large pantry make this kitchen a cooks dream! There is a large open great room and a master downstairs. 3 en-suite bedrooms and a loft give the whole family space and privacy. The builder did not forget energy efficiency as well. Radiant barrier insulation, Low E windows, tankless water heaters and NEST thermostats keep the energy bills low. The exterior features a lovely covered outdoor living area and plenty of room for a pool in the future. A 3 car garage completes the picture making this a fantastic new home for your family. Act now and select your own finishes! less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
Your search results are current and complete. Learn more
$529,900
$1,963/mo
Monthly Payment:
$1,963
Principal & Interest:
$1,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,861sq ft $185 / sq ft SFR
Lot Size7,750sq ft Built1925 On Site224days
Charming two story 4/3.5 home with in-law apartment located in the heart of winter park. Features include wood floors, tile, gas fireplace in the living room, french doors, 2... more
Charming two story 4/3.5 home with in-law apartment located in the heart of winter park. Features include wood floors, tile, gas fireplace in the living room, french doors, 2 car garage, and much more! Nestled amongst towering trees and lake midgett with it's beautiful fountain on a quaint brick street. Located near rollins college and park ave. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$829,000
$3,071/mo
Monthly Payment:
$3,071
Principal & Interest:
$3,071
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,540sq ft $326 / sq ft SFR
Lot Size8,437sq ft Built2003 On Site224days
New price!!! This handsomely appointed rex-tibbs mediterranean is just what you’ve been waiting for. A true entertainer’s delight, the open floor plan flows... more
New price!!! This handsomely appointed rex-tibbs mediterranean is just what you’ve been waiting for. A true entertainer’s delight, the open floor plan flows seamlessly in this 2,540 square foot light and bright home. No detail has been overlooked. Hardwood flooring, plantation shutters and crown molding can be found throughout the entire house. French doors open from the expansive first floor living area and master suite to the salt-water pool surrounded by red brick pavers and a yard full of immaculately maintained landscaping. The gourmet kitchen features granite and wood countertops and has been recently updated with new appliances, a chef’s dream. A wooden staircase with wrought-iron banisters leads upstairs to the two additional bedrooms, one containing a small balcony overlooking the pavered front patio area and providing views of the mature oak trees of moss lane. Zoned for dommerich elementary, maitland middle and winter park high school. Deeded lake access with a prime location near lake maitland and the winter park racquet club as well as a short distance from downtown winter park make this home a real gem that must be seen! Update: new interior paint in select rooms! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$2,950,000
$10,929/mo
Monthly Payment:
$10,929
Principal & Interest:
$10,929
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $590,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 5,409sq ft $545 / sq ft SFR
Lot Size33,479sq ft Built1930 On Site224days
One of the original Winter Park Spanish Mediterranean estate homes built in 1930 to the Sinclair Oil family and noted in Winter Park history. This home has been renovated within... more
One of the original Winter Park Spanish Mediterranean estate homes built in 1930 to the Sinclair Oil family and noted in Winter Park history. This home has been renovated within its original design, authentic to every detail. Situated on Lake Osceola and part of the Winter Park chain of lakes it cannot be matched. Inside you will notice cypress woodwork, original tile, plaster walls, and all the details you would expect. Large rooms with expansive lake views including a large Master Suite downstairs. Upstairs four additional bedrooms all with privacy and views of the lake as well. Kitchen and bathrooms all renovated with today's modern requirements including a whole house generator system. Large yard with a large swimming pool and dock for your enjoyment of Lake Osceola. Call today for your private showing. less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$163,500
$605/mo
Monthly Payment:
$605
Principal & Interest:
$605
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $32,700 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,778sq ft $92 / sq ft SFR
Lot Size10,315sq ft Built1972 On Site224days
You can't go wrong with purchasing this 4 bedroom, 2 bath pool home in Wrenwood Heights. Needs some updating but has some great potential. This home features separate formal... more
You can't go wrong with purchasing this 4 bedroom, 2 bath pool home in Wrenwood Heights. Needs some updating but has some great potential. This home features separate formal living and dining rooms, a combination kitchen and family room with wood-burning stone front fireplace, a nicely finished florida room and a lot of space for the family! less
Listing Provided Courtesy of Metro Brokers Realty
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 1bath 1,092sq ft $549 / sq ft SFR
Lot Size21,003sq ft Built1960 On Site226days
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1516 Minnesota is 3 lots with 150FF x... more
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1516 Minnesota is 3 lots with 150FF x 140'deep with a 3/1 home providing $1000/mo income, 12mo lease started 4/01/14. Only being sold together with 1518 Minnesota Ave MLS# O5308267 also 3 lots with 150FF x 140'deep with a 3/2 home providing $1150/mo income,12month lease started 5/01/14 plus 1/1cottage providing $650/mo income. Purchase this 300x140 (.96Ac) property with $2800/mo income today, hold for appreciation or future higher density development opportunity. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity N/A
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
4bed 3bath 1,701sq ft $352 / sq ft SFR
Lot Size20,863sq ft Built1953 On Site226days
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1518 Minnesota is 3 lots with 150FF x... more
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1518 Minnesota is 3 lots with 150FF x 140'deep with a 3/2 home providing $1150/mo income,12month lease started 5/01/14 + 1/1cottage providing $650/mo income. Only being sold together with 1516 Minnesota Ave MLS#O5308266 also 3 lots with 150FF x 140'deep with a 3/1 home providing $1000/mo income, 12mo lease started 4/01/14. Purchase this 300x140 (.96Ac) property with $2800/mo income today, hold for appreciation or future higher density development opportunity. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity N/A
$829,000
$3,071/mo
Monthly Payment:
$3,071
Principal & Interest:
$3,071
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,800 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 3,595sq ft $231 / sq ft SFR
Lot Size14,280sq ft Built1957 On Site229days
Wonderful Home in a tucked-away area in the heart of Winter Park. Main House with 3 Bedrooms 3.5 Baths and Office/Study connected to Master Downstairs.......then GUEST/IN-LAW... more
Wonderful Home in a tucked-away area in the heart of Winter Park. Main House with 3 Bedrooms 3.5 Baths and Office/Study connected to Master Downstairs.......then GUEST/IN-LAW HOUSE w/Living Room, Bedroom, Bath, and Complete Kitchen. All very Spacious Rooms...Gourmet Kitchen opening to Family Room opening to Dining Room...all overlooking the Beautiful Screened Pool. Two Fireplaces...one in the Family Room, one in the Living Room. 2BR 2 Baths upstairs. High end appliances: Sub-Zero Refrigerator, Wolf Gas Range/Convection Oven and Bosch Dishwasher. 3-Car Garage...one with a full Bath. LAKE OSCEOLA ACCESS ACROSS THE STREET. Beautiful Landscaping/Trees. Family Room and Kitchen TVs plus Surround Sound stay. RENOVATED IN 2003 and 2006! Now it can be Yours!! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$998,000
$3,697/mo
Monthly Payment:
$3,697
Principal & Interest:
$3,697
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,600 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 3,767sq ft $265 / sq ft SFR
Lot Size12,059sq ft Built2014 On Site230days
The moment you walk in the front door of an Osprey Custom Home, you're drawn by the innovative, open floor plans. We encourage you to customize your home and put your personal... more
The moment you walk in the front door of an Osprey Custom Home, you're drawn by the innovative, open floor plans. We encourage you to customize your home and put your personal touch on it. Our experience allows us to offer creative suggestions that can significantly enhance the comfort and value of your new home. This home combines the timeless elegance of an estate with the amenities that today's luxury buyers expect. Please see a list of exterior appointments, energy saving features and technology, interior appointments, gourmet kitchen features, and luxury master suite features attached to Matrix. Floor plans and survey are also attached to Matrix. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity N/A
$255,500
$981/mo
Monthly Payment:
$981
Principal & Interest:
$946
HOA Dues:
$35
(Based on a 30 year fixed loan at 3.75% with $51,100 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,806sq ft $141 / sq ft SFR
Lot Size8,983sq ft Built2002 On Site244days
Back on the market! Buyer could not secure financing, so his loss is your gain. Appraisal complete and seller ready to move! That means a great opportunity for you to own &... more
Back on the market! Buyer could not secure financing, so his loss is your gain. Appraisal complete and seller ready to move! That means a great opportunity for you to own & enjoy this spacious & super clean 3bd + office/2ba pool home on cul-de-sac in quiet one street subdivision. Located just minutes from shopping, restaurants, full sail, ucf, major roads & more! You will not be disappointed. Call now see it today! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$269,500
$998/mo
Monthly Payment:
$998
Principal & Interest:
$998
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,900 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size15,075sq ft BuiltN/A On Site245days
Vacant Land for sale in beautiful Winter Park, Florida. Build your dream home. This is a rare find. Property has a lake view of Lake Killarney. The property is conveniently... more
Vacant Land for sale in beautiful Winter Park, Florida. Build your dream home. This is a rare find. Property has a lake view of Lake Killarney. The property is conveniently located near I-4 and Lee Rd with easy access to Winter Park Village and the new Ravaudage Development, as well as to the historic Winter Park area. Close to downtown Orlando and all Orlando attractions. Lot Size: 15,074 sq ft/0.35 acre Property has deeded lake privileges. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$2,395,000
$9,094/mo
Monthly Payment:
$9,094
Principal & Interest:
$8,873
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $479,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 6,175sq ft $388 / sq ft SFR
Lot Size20,639sq ft Built2005 On Site256days
Spectacular, private estate in prestigious Windsong! Built in 2005 & featuring five bedrooms, five & two-half baths, this home boasts 6,175 SF of neoclassical inspired interior... more
Spectacular, private estate in prestigious Windsong! Built in 2005 & featuring five bedrooms, five & two-half baths, this home boasts 6,175 SF of neoclassical inspired interior details. Grand two-story entry with stone columns invites guests into formal living & dining areas. Polished marble flooring, high ceilings, & magnificent wrought-iron staircase, combined with Illuminating natural light give this formal living area a palatial feel. Luxury continues throughout the home & into the designer kitchen, where solid wood cabinetry with hand-carved trimming, glass doors, granite countertops, & top-of-the-line chef’s appliances make this kitchen truly inspiring. Second living room off kitchen, has gas fireplace & built-in cabinetry with walk-thru to breakfast area & wet bar. Executive office, with floor to ceiling bookshelves & tray ceiling, maintain a studious environment for the professional in this home. Extravagant, downstairs master suite features lavish, two-story, solid-wood closet. Master bath leaves little to be desired with its jetted tub, large walk-in shower, & double vanities. Upstairs provides the perfect retreat for entertaining. Billiard room, with full bar overlooks downstairs living area, & home theater makes movie night at home a cinematic event. Three of the four upstairs bedrooms are generously sized & offer full bath, walk-in closets, & walk-out balcony. Resort style pool & spa, gazebo with summer kitchen, & covered patio exemplify outdoor living at its finest. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$529,000
$1,959/mo
Monthly Payment:
$1,959
Principal & Interest:
$1,959
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,800 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 3,079sq ft $172 / sq ft SFR
Lot Size9,066sq ft Built1959 On Site257days
Fantastic Family Home! 5 bedrooms, 2 car garage, updated thru out. Beautiful kitchen with stainless steel appliances and granite counter tops. Bathrooms are updated as well.... more
Fantastic Family Home! 5 bedrooms, 2 car garage, updated thru out. Beautiful kitchen with stainless steel appliances and granite counter tops. Bathrooms are updated as well. Crown molding thru out. Wonderful real wood flooring. Master upstairs has an additional space being used as an office. Back yard is private and has plenty of room for a pool if buyer needed. Winter Park Schools! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$995,000
$3,686/mo
Monthly Payment:
$3,686
Principal & Interest:
$3,686
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,000 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 3,756sq ft $265 / sq ft SFR
Lot Size11,239sq ft Built2006 On Site257days
Have you been searching for a unique Winter Park residence that offers you luxury living without the restrictions of a Homeowner's Association? Built in 2006, this expansive yet... more
Have you been searching for a unique Winter Park residence that offers you luxury living without the restrictions of a Homeowner's Association? Built in 2006, this expansive yet intimate villa will remind you of a castle. Boasting over 3,700 square feet, this property offers four bedrooms with two and a half bathrooms. You'll notice no detail has been spared, from arched doorways, Brazilian rosewood floors, back-lit tray ceilings, to a Venetian plaster wall treatment. This custom-built beauty offers a versatile floor plan with numerous bonus rooms, including a "man cave" with a coffered wood ceiling, and a study on the first floor. Tuscan half-columns flank the family room, which offers views of the sparkling Gothic-style pool and outdoor kitchen area. Functional and beautiful, the gourmet kitchen offers an abundance of space, a butcher block island, contrasting wood cabinets, stainless steel and gas appliances, and a walk-in pantry. The Master Suite includes plenty of space for oversized bedroom furniture and more! As you make your way into the Master Bathroom, you'll find that it boasts travertine tile, double sinks, a garden tub, walk-in shower and a large walk-in closet. Upstairs you will find plenty of closet space within each of the bedrooms. The study could easily be converted into a fifth bedroom. Located on a coveted corner lot across from Marvin Smiley Park, you'll enjoy park views and added privacy. Close to Florida Hospital and Park Avenue this location cannot be beat! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$914,691
$3,388/mo
Monthly Payment:
$3,388
Principal & Interest:
$3,388
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $182,938 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,084sq ft $297 / sq ft SFR
Lot Size9,884sq ft Built2014 On Site258days
Take advantage of our $10,000 Home Discount! And we’ll pay $7,500 towards your closing costs when you use our preferred lander and Title Company! But hurry, home must... more
Take advantage of our $10,000 Home Discount! And we’ll pay $7,500 towards your closing costs when you use our preferred lander and Title Company! But hurry, home must close on or before March 31, 2015! Come home to this brand new energy efficient home in the heart of Winter Park! A side-entry garage increases the appeal of the front exterior style. An open floor plan with large lanai make this home great for entertaining. Stainless Steel GE Monogram appliances make the kitchen ready for a gourmet meal. Gorgeous hardwood flooring stretches across the living areas, kitchen, and stairs into the upstairs retreat area. Relax in the spa-like master bath featuring a free-standing tub and rain showerhead in the shower. Home to be ready Spring/Summer 2015! Set your appointment to see today! less
Listing Provided Courtesy of Weekley Homes Realty Company
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
Content provided and owned by Coldwell Banker Residential Real Estate.
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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: Monday, March 2, 2015 at 2:12 PM