Call your local brokerage at 844-662-5638

Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

408 Properties Found [ Edit Search ]
Save This Search
Receive Email Alerts

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...
Show all »
First page 24 of 28 Last
$599,000
$2,427/mo
Monthly Payment:
$2,427
Principal & Interest:
$2,219
HOA Dues:
$208
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Windsong Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size23,512sq ft BuiltN/A On Site256days
Amazing chance to own a huge windsong lot - build your dream home. House and plans also available as a new home lisitng - see MLS
Amazing chance to own a huge windsong lot - build your dream home. House and plans also available as a new home lisitng - see MLS less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
We show you every available listing. Here's how
$2,295,000
$8,710/mo
Monthly Payment:
$8,710
Principal & Interest:
$8,502
HOA Dues:
$208
(Based on a 30 year fixed loan at 3.75% with $459,000 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 5bath 5,500sq ft $417 / sq ft SFR
Lot Size23,512sq ft Built2014 On Site256days
Stunning new one story 5,500 sf house on HUGE private 23,835 sf lot. Open and modern plan by Nasrallah Architectural Group and joint venture build by prestigious IBK... more
Stunning new one story 5,500 sf house on HUGE private 23,835 sf lot. Open and modern plan by Nasrallah Architectural Group and joint venture build by prestigious IBK Construction and Z Properties. Huge living spaces open to gracious outdoor living area and pool with pool cabana and outdoor kitchen. Spacious suites, split plan, no detail will be overlooked - four car garage. Do not miss this opportunity. Please call lisitng agent to schedule appointment to discuss time lines and budget. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$379,000
$1,404/mo
Monthly Payment:
$1,404
Principal & Interest:
$1,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $75,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size12,059sq ft BuiltN/A On Site256days
Opportunity knocks! With inventory at an all-time low you do not want to miss your chance to develop this great lot! Whether you are an investor, builder or plan to occupy -... more
Opportunity knocks! With inventory at an all-time low you do not want to miss your chance to develop this great lot! Whether you are an investor, builder or plan to occupy - build your dream home on this oversized 70x170 lot in winter park! Excellent proximity to everything - walk to the ymca ride your bike to park avenue to enjoy shopping, dining and entertainment or just a short drive to whole foods and so much more! Great schools! Close to i-4, 417 and 408. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,169,900
$4,334/mo
Monthly Payment:
$4,334
Principal & Interest:
$4,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $233,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,860sq ft $303 / sq ft SFR
Lot Size10,295sq ft Built2015 On Site257days
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** Elegant, Classic Italianate home on a lovely, tree lined street. This fantastic new home... more
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** Elegant, Classic Italianate home on a lovely, tree lined street. This fantastic new home has 4 large bedrooms, all en suite, with a generous master down. Formal dining room, study/ flex space and a gorgeous sun room make this plan work for the whole family. The kitchen features a 48" dual fuel range, a 48" built in refrigerator and a large dining island with prep sink. Hand scraped wood floors in all the main living areas, the master bedroom and the sun room as well as an all wood staircase. The homes energy features include LED lighting, radiant barrier insulation, thermal PGT windows and two tankless hot water heaters. There is an over sized, detached 2 car garage with plenty of storage. Call today about this wonderful new home and select your own finishes! less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$5,200,000
$19,265/mo
Monthly Payment:
$19,265
Principal & Interest:
$19,265
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $1,040,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 6,850sq ft $759 / sq ft SFR
Lot Size42,678sq ft Built1999 On Site257days
Enter the private gate to find this sophisticated home with interior design by Betsy Godfrey along the shores of Lake Maitland. Outstanding features adorn this 2006 totally... more
Enter the private gate to find this sophisticated home with interior design by Betsy Godfrey along the shores of Lake Maitland. Outstanding features adorn this 2006 totally remodeled home. The front door opens to this beautiful open floor plan drawing your attention past the Dining Room to a most beautiful view of Lake Maitland. Foyer leads to an attractive Office with fireplace and built in shelves and an open Living Room, currently enjoyed as a Music Room, with piano and seating. Large Family Room with another gas fireplace and a wall of windows overlooks the Pool. Kitchen features double refrigerators, gas cook top, wine refrigeration room, center island and a breakfast area with built in desk. Off the Kitchen is a Guest Suite with full bath. Toward the back of the home is a Gathering Room with a wet bar and more views of the lake. The Master is located downstairs with a large Master Bath and closets. Electric shades can be open or shut with the push of a button. Upstairs hosts three en suite Bedrooms, one currently used as a Media Room. An added bonus is located between two bedrooms and currently used as an Art Studio, also perfect for a writer or convert to a playroom, with a scenic view of the lake. The outside area has a wrap around terrace with a Summer Kitchen off the Family Room and a Gathering Area off the Master with another gas fireplace. Dock includes a covered Boat House with hoist. This home wraps its arms around you when you take a look. Please view the virtual tour. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$375,000
$1,389/mo
Monthly Payment:
$1,389
Principal & Interest:
$1,389
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $75,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,321sq ft $162 / sq ft TWN
Lot Size3,524sq ft Built1998 On Site258days
Open Sun Jan 25, 12pm-3pm
A must see inside!! This four bedroom three bath fee simple townhome will surprise you!! A spacious home offering two master suites, one bedroom & full bath downstairs, hardwood... more
A must see inside!! This four bedroom three bath fee simple townhome will surprise you!! A spacious home offering two master suites, one bedroom & full bath downstairs, hardwood floors, vaulted ceilings and a cozy wood burning, family room fireplace! Unit features a quaint, fenced back yard, inside utility room & one car garage. Steps from rollins college and winter park's farmers market & park avenue. Also available for rent $2500 per month! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,225,000
$4,538/mo
Monthly Payment:
$4,538
Principal & Interest:
$4,538
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $245,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,020sq ft $305 / sq ft SFR
Lot Size9,747sq ft Built2002 On Site259days
Elegant home on a quiet brick street in the heart of Winter Park. Classic Mizner-style, designed by architect Gary Hancock. It has 4,020 square feet and was custom built in... more
Elegant home on a quiet brick street in the heart of Winter Park. Classic Mizner-style, designed by architect Gary Hancock. It has 4,020 square feet and was custom built in 2002. 4 bedrooms, 4.5 bathrooms, office/library, and a room for a home theater. Gracious entryway and foyer. Brazilian cherry floors and beautiful Pella windows and french doors. Both gas fireplaces have unique mantels and surrounds. The large open formal living and dining room, with its high ceiling and Mexican tile floor, is perfect for entertaining. The gourmet kitchen is for a serious chef, with its custom cabinetry, granite counter tops, food preparation island, Sub-Zero refrigerator, Bosch dishwasher and Thermador natural gas stove with 2 ovens. Separate suite for guests, a parent or older child. Decorator window finishes throughout. There are original tile wall mosaics by artist Ralph Young on the front porch and balcony, and the handcrafted gas lights outside add a touch of old world charm. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$1,099,900
$4,075/mo
Monthly Payment:
$4,075
Principal & Interest:
$4,075
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $219,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,658sq ft $301 / sq ft SFR
Lot Size12,300sq ft Built2015 On Site259days
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** Stunning contemporary designed by Way Cool Homes and built by Arlington. The large ,open... more
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** Stunning contemporary designed by Way Cool Homes and built by Arlington. The large ,open great room and kitchen look out onto the beautiful lanai and sparkling pool. Retractable screens and a summer kitchen make your outdoor oasis complete.Custom wood cabinetry, extensive tile and wood, solid surface counters and stainless steel appliances complete the kitchen. A large open balcony off the loft area upstairs is a entertaining delight. This home is in pre construction and the finishes can still be customize to suit your needs. Call today for more information. less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$589,000
$2,182/mo
Monthly Payment:
$2,182
Principal & Interest:
$2,182
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $117,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,335sq ft $177 / sq ft SFR
Lot Size13,752sq ft Built1955 On Site259days
New price! Great 4 bedroom/3 bath, 3300+ sq. Ft. Pool home with tons of space, on a large lot, in a fantastic location! Renovated in 2003, upstairs added with 2 bedrooms... more
New price! Great 4 bedroom/3 bath, 3300+ sq. Ft. Pool home with tons of space, on a large lot, in a fantastic location! Renovated in 2003, upstairs added with 2 bedrooms features large jack 'n jill bath. Two master suites downstairs. Expansive great room with vaulted ceilings, wood burning fireplace that is surrounded by built-in shelves & cabinets. Large florida room with built-in bar looks out on to screened pool. Brand new screen enclosure surrounds the large pool/patio which has mature, lush landscaping providing lots of privacy. Semi-attached workshop is perfect for the handyman in the family or great to store sports equipment, holiday décor, etc...Terrific family & entertaining home! Seller offering a $5000 allowance for paint/renovations with an acceptable offer - call for your showing today! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$969,900
$3,693/mo
Monthly Payment:
$3,693
Principal & Interest:
$3,593
HOA Dues:
$100
(Based on a 30 year fixed loan at 3.75% with $193,980 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,462sq ft $280 / sq ft SFR
Lot Size10,905sq ft Built2004 On Site262days
Stunning five bedroom home with more than 3,400 square feet of exceptional living space in Pennsylvania Place. Gorgeous real hardwood floors throughout. High ceilings and crown... more
Stunning five bedroom home with more than 3,400 square feet of exceptional living space in Pennsylvania Place. Gorgeous real hardwood floors throughout. High ceilings and crown moldings. Formal living room with fireplace and formal dining room-both have generous sunlight. Fifth bedroom is used as a large office on the first floor. Gourmet kitchen with beautiful wood cabinets, granite countertops, stainless steel appliances, large walk in pantry and gas cook top. Eat in area with lots of sunny windows. The downstairs master suite is spectacular with lovely green space views, his and her walk in closets, large master bath with separate shower and tub. The upstairs has three bedroom suites, two full baths, large storage room and a bonus area with an outdoor covered balcony. Pennsylvania Place is wonderful neighborhood with a quiet park, sidewalks and rear entry garages. Walk to Park Avenue, the Winter Park Golf Course, and the Winter Park Village. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$794,900
$2,945/mo
Monthly Payment:
$2,945
Principal & Interest:
$2,945
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $158,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,119sq ft $255 / sq ft SFR
Lot Size8,768sq ft Built2015 On Site267days
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** NEW CONSTRUCTION- Lovely, Traditional Arlington Custom Home. Buy now and choose your own... more
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** NEW CONSTRUCTION- Lovely, Traditional Arlington Custom Home. Buy now and choose your own finishes! The kitchen will feature solid wood cabinetry, A Kitchen Aid 36" gas cooktop, wall oven/microwave combo, 36" French door refrigerator and granite counters. This home has it all - 4 bedrooms, all en suite, a great loft or study area upstairs. The Master bedroom is downstairs as well as a generous laundry, drop off space and a large covered lanai. Energy features include radiant barrier insulation, NEST smart thermostats and thermal windows. All of this on a quaint brick street at fantastic pre construction pricing. The YMCA, shopping, dining and parks- all just a short stroll away. Call today to make an appointment! less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$969,900
$3,593/mo
Monthly Payment:
$3,593
Principal & Interest:
$3,593
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $193,980 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,026sq ft $241 / sq ft SFR
Lot Size15,054sq ft Built1964 On Site270days
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! This BRAND NEW Traditional style home from David Weekley is a coveted one story on a quiet street in a serene and mature pocket of Winter Park. Just completed, this beautifully designed and appointed home has plenty of space with its 5 bedrooms, 5 baths, study, bonus room, covered lanai and plenty of storage. It also boasts the newest David Weekley "Energy Saver" construction science that uses Double Pane/Low-E II Vinyl Windows, Seer 14 A/C system, R-38 blown fiberglass insulation and enough other energy-saving features that together they earn the home the Environments for Living Gold Level designation. Our Energy Saver Homes offer Homebuyers the best in energy-efficiency and are backed by our program's heating and cooling energy usage guarantee. These homes are friendlier to you, the environment and your pocketbook... it's a win-win-win! Your clients won't just love saving money on future energy costs, however; they will also love living among such timeless and elegant upgrades as upgraded flooring throughout; full-overlay, glazed and raised-panel cabinets with crown moulding and beveled knobs in the kitchen, solid surface countertops in the kitchen and bathrooms and electrical pre-wiring for wall mounted interior electronics. This residence is destined to truly enhance the lives of its future owners. less
Listing Provided Courtesy of Weekley Homes Realty Company
Popularity
$599,500
$2,221/mo
Monthly Payment:
$2,221
Principal & Interest:
$2,221
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,900 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,403sq ft $249 / sq ft SFR
Lot Size5,250sq ft Built2014 On Site276days
Builder close out on this brand new construction with water view! This custom one of a kind home is the second of three beautiful new custom homes all side by side with direct... more
Builder close out on this brand new construction with water view! This custom one of a kind home is the second of three beautiful new custom homes all side by side with direct views of lake midget. Everything was finished with high end materials and in a contemporary style. This homes features: wood floors, granite counter tops,10 foot ceilings, 8 foot doors, gas fireplace and range, stainless appliances, crown molding, architectural shingle roof, upgraded tile, upgraded lighting and plumbing fixtures, and more. This home is also green conscious with duel zone a/c, tank less hot water systems and upgraded r40 attic insulation and foamed block walls. When you are not enjoying the views from your amazing master suite's balconies, you can walk to orange ave and park ave for shopping or dining. Please call owner directly and not listing office. Info is in the showing instructions. Builders new home to the left at 920 s kentucky appraised for 655,000 (with upgraded professional appliances per buyers request). Builders new home on the right at 940 kentucky appraised at $660,000. Builder wants to close out the project and is motivated so make an offer. House was designed to be 3 or 4 bedroom and is currently set up as a 3 bedroom with 3 living areas but can be changed easily to the 4 bed / 2 living rooms version if buyer would prefer ( see alt plan pic). Don't wait show it today! less
Listing Provided Courtesy of Global Real Estate Services
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
4bed 2bath 1,774sq ft $152 / sq ft SFR
Lot Size11,692sq ft Built1973 On Site276days
Wonderful four bedroom, Winter Park pool home! Set back at the end of a quiet cul-de-sac, in the lovely community of Dommerich Forest, you couldn’t ask for a better... more
Wonderful four bedroom, Winter Park pool home! Set back at the end of a quiet cul-de-sac, in the lovely community of Dommerich Forest, you couldn’t ask for a better location. Just minutes to nearby shops and dining and zoned for “A rated” Dommerich Elementary, Maitland Middle, and Winter Park High School this home is perfectly located for all your needs. Desirable split-plan layout offers a master suite with private bath as well as three generously sized bedrooms, each with ample closet space. Updated kitchen was designed to be the center of the home and is open to the dining area. Large, tiled living room features French doors, which lead out into the covered lanai with built-in bar and sweeping views of the oversized, screen enclosed pool. Built on more than a quarter acre lot this home offers a fenced-in backyard with mature fruit trees, plenty of shade, and great space for additional gardening. Attached, two-car garage provides an abundant amount of storage space. Priced to sell, don’t’ miss the opportunity to see this home. Call for your showing today! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$7,850,000
$29,083/mo
Monthly Payment:
$29,083
Principal & Interest:
$29,083
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $1,570,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 10,307sq ft $762 / sq ft SFR
Lot Size1.3acre Built2000 On Site278days
The difference is in the details" is the statement Marc-Michaels Interior Design has built their reputation upon since they began creating interiors for discerning clients in... more
The difference is in the details" is the statement Marc-Michaels Interior Design has built their reputation upon since they began creating interiors for discerning clients in 1985. The end result is their personal magnificent estate home. The estate was completed in June of 2000 and takes its name from the eagles which live on the grounds. Palazzo delle Aquile (Italian for "Palace of the Eagles") is situated on the eastern shore of Lake Osceola. Beholding aesthetic views through almost every window of the home, the site is one of Florida's finest lake front properties. Located within a short walk of the Winter Park shopping district and five miles from downtown Orlando, the estate maintains a secluded ambiance, yet is in the "heart of the city." It has easy access to local art and antique districts, dining and cultural attractions. Architectural Digest featured the home in their September 2001 issue that displayed "Interior Designers' Own Homes!" Highlighting the Venetian-Gothic inspired architecture that is present throughout the interior spaces and exterior elevations of the home, the article included eight pages of beautiful photography. A few months later, Architectural Digest in their January 2002 issue named Marc-Michaels to their prestigious list they call their "AD 100" - the world's top 100, most talented interior designer firms. This stunning 5-bedroom, 5-full bath (plus 2-half bath) home includes extraordinary amenities and "layers of luxury" that one has dreams of calling "the ultimate home. less
Listing Provided Courtesy of Winter Park Land Co.
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.
Loading....
Loading
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.

Copyright 2015 Mid Florida Regional MLS. All rights reserved.

Data last updated: Sunday, January 25, 2015 at 6:17 AM