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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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$449,900
$1,592/mo
Monthly Payment:
$1,592
Principal & Interest:
$1,592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $89,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 2,486sq ft $181 / sq ft SFR
Lot Size5,165sq ft Built1948 On Site40days
Pure potential! Two bedroom, two bath home on lake wilbar in winter park. Double masters, one upstairs and one down. If you're looking for a fixer upper this is the house for... more
Pure potential! Two bedroom, two bath home on lake wilbar in winter park. Double masters, one upstairs and one down. If you're looking for a fixer upper this is the house for you. Great location, great schools. Brick streets, nearby parks, and a short bike ride to park avenue shops and restaurants. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
We show you every available listing. Here's how
$649,900
$2,299/mo
Monthly Payment:
$2,299
Principal & Interest:
$2,299
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $129,980 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,756sq ft $236 / sq ft SFR
Lot Size7,000sq ft Built2005 On Site41days
Attention Winter Park and College Park lovers...Less than a block from the renovated Dubsdread Golf course sits this three bedroom, three bath, plus bonus room custom built... more
Attention Winter Park and College Park lovers...Less than a block from the renovated Dubsdread Golf course sits this three bedroom, three bath, plus bonus room custom built Mediterranean home. 21st century show piece. High end finishes throughout including marble flooring upon entry & vaulted foyer. Living room boasts real wood floors and a lovely view of the private dip pool with lion head fountains. Soapstone countertops in the kitchen and master bath, granite in the guest baths, GE Profile appliances, built in china cabinet in kitchen, energy efficient windows throughout, oversized baseboards, crown molding, drop down lighted ceiling in master, custom built ins for your bonus room/ office, very large shower in master with separate tub and polished travertine sink, and so many more designer touches. Additional bonuses: technology ready smart box, underground power, owned security system, zoned HVAC system w/ 2 units, new modern spray in foam insulation in attic and between blocks, pool has propane gas system, electronic gate with electronic pad for secure entry to detached 2 car garage and back yard, lovely Koi pond, 3 balconies overlooking the pool, impressive well landscaped yard, mature grapefruit tree and many giant palms upon entry. So many of the lovely details of this home must be seen in person to do them justice including vaulted ceiling above bonus vanity room. Adjoining oversized lot also available for sale by same owner. Sellers are currently using lot for garden &extra parking. less
Listing Provided Courtesy of OLDE TOWN BROKERS INC
Popularity
$650,000
$2,300/mo
Monthly Payment:
$2,300
Principal & Interest:
$2,300
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $130,000 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 1,921sq ft $338 / sq ft SFR
Lot Size5,188sq ft Built2008 On Site41days
Truly inspiring and stunning this two bedroom, two and one-half bath home is straight out of a magazine. Gorgeous hardwood floors, a designer kitchen, customized breakfast nook,... more
Truly inspiring and stunning this two bedroom, two and one-half bath home is straight out of a magazine. Gorgeous hardwood floors, a designer kitchen, customized breakfast nook, and crystal chandeliers " the home is impeccable! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$1,485,000
$5,255/mo
Monthly Payment:
$5,255
Principal & Interest:
$5,255
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $297,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,018sq ft $492 / sq ft SFR
Lot Size12,169sq ft Built2015 On Site42days
This award winning, eco-friendly, mid-century modern pool home is truly unique for Winter Park. Accolades for the home include being the recipient of the 2015 "Indoor/Outdoor... more
This award winning, eco-friendly, mid-century modern pool home is truly unique for Winter Park. Accolades for the home include being the recipient of the 2015 "Indoor/Outdoor Flow" award from the Parade of Homes Orlando and being deemed the 2015 Central Florida Green Builders Project of the Year. Designed by Michael Wenrich Architects and built by E2 homes, this energy-efficient, LEED H certified, single-story home has four bedrooms, three and a half baths and offers spacious indoor/outdoor living areas. There is an impressive master suite featuring dual walk-in closets, soaking tub, and a state-of-the-art steam shower. Highlighting the interior living areas are the homes walnut wood floors and built-in accents, which include a wet bar with cocktail dispenser, chefs kitchen and high-end appliances. Easily as impressive is the homes outdoor living area, which includes a summer kitchen, outdoor fire feature, and retractable screen amplifying the homes spacious feel. The home also features an ENERGY STAR Indoor Air Package and a HERS index of 61, electric car charging station in the garage, and energy star appliances and windows. This one of a kind Winter Park home should not be missed- not only for its forward approach to energy efficient living, but also its refined style and beauty. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$995,000
$3,521/mo
Monthly Payment:
$3,521
Principal & Interest:
$3,521
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $199,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,904sq ft $255 / sq ft SFR
Lot Size9,618sq ft Built2003 On Site42days
Gorgeous traditional home w/ elegant finishes, extensive moldings, wainscoting, French doors, and more 4 or 5 Bedrooms with spacious Master suite down overlooking pool area and... more
Gorgeous traditional home w/ elegant finishes, extensive moldings, wainscoting, French doors, and more 4 or 5 Bedrooms with spacious Master suite down overlooking pool area and 3 bedroom suites up along with 2 bonus rooms: game/media room plus oversized flex room other features include hardwood flooring, a beautiful wood burning or gas brick fireplace, 2 laundry rooms, built-ins, wet bar, butler pantry, cherry cabinets, etc bright-open floor plan with large island kitchen, breakfast room open to family/gathering room separate formal dining room and home office/study as well Outdoor lifestyle includes a sparkling pool w/ paver deck, covered lanai, and wonderful well landscaped private back yard this custom one owner builders home is located on a quiet newly developed street within walking distance to Phelps Park, playground & YMCA less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$1,100,000
$3,892/mo
Monthly Payment:
$3,892
Principal & Interest:
$3,892
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $220,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,500sq ft $314 / sq ft SFR
Lot Size14,324sq ft Built2016 On Site42days
Construction to be Complete in Two Weeks!! This custom built 4 bedroom 3 full bath is almost complete. When you enter the contemporary circular drive with its Cement and Stone... more
Construction to be Complete in Two Weeks!! This custom built 4 bedroom 3 full bath is almost complete. When you enter the contemporary circular drive with its Cement and Stone accents the Stacked Stone Front Columns Welcome you. The stylish front elevation will delight with covered portico and stone entry. The open floor plan is expansive with natural stone flooring, high ceilings and all LED lighting. The kitchen has a carera marble top island and a solid quartz countertop with designer back-splash. The chef's Full Viking appointed kitchen includes a 6 burner gas cook-top (with pot-filler), built in wine cooler, ice maker, dishwasher and professional refrigerator. The long bar will accommodate many of your appetizers or a few of your friends for gatherings. With two windows from the kitchen over-looking the pool area natural light abounds. The split floor plan includes two bedrooms and bath on one side, and the master on the other. There is a 4th bedroom with full bath located off the dining area that can serve as an office or in-law suite. Your master retreat features a generous 18x21 bedroom. The oversized windows and 8 foot sliding glass door leads to the covered lanai and pool area. The master bath features a free-standing designer tub with European fixtures as well as a custom multi-headed shower. The two master closets have designer touches with many options for shoes, accessories and the like. This Winter Park Estate will not last long.... Come See It Today!! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$875,000
$3,096/mo
Monthly Payment:
$3,096
Principal & Interest:
$3,096
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $175,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,218sq ft $207 / sq ft SFR
Lot Size15,075sq ft Built2016 On Site42days
Pre-construction. To be built. Exquisite Winter park custom pool home. Builder has a number of floor plans and style homes for this site and can even help with a fully custom to... more
Pre-construction. To be built. Exquisite Winter park custom pool home. Builder has a number of floor plans and style homes for this site and can even help with a fully custom to meet your needs. Drive the lot and if interested please set up a time for a design meeting. Short distance to upscale dining and shopping, yet enjoy the quiet established community on the shores of lake Killarney. The best of both worlds! less
Listing Provided Courtesy of RE/MAX SHOWCASE
Popularity
$995,000
$3,521/mo
Monthly Payment:
$3,521
Principal & Interest:
$3,521
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $199,000 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,637sq ft $274 / sq ft SFR
Lot Size11,342sq ft Built2006 On Site43days
Click on the amazing 3D interactive tour link to preview this spectacular home! This exquisite custom Mediterranean home located on one of Olde Winter Park's "Tree Streets"... more
Click on the amazing 3D interactive tour link to preview this spectacular home! This exquisite custom Mediterranean home located on one of Olde Winter Park's "Tree Streets" features a gourmet kitchen with an extra vegetable sink in the island, 5 burner natural gas range, stainless steel appliances including range hood and wine refrigerator in the butlers pantry, and a double sided gas fireplace as seen from both the family room and formal living room. Other features include surround sound speakers, plantation shutters, travertine flooring throughout downstairs living areas, a spacious downstairs master bedroom with a huge spa-like bathroom with Jacuzzi tub and his and hers walk-in closets. 4 large bedrooms upstairs including a "Jack and Jill" bedroom layout. Tray ceilings, crown molding and custom built in features in the family room and 5th bedroom reflect the superior quality of this custom built home. Pavers on the driveway and the lanai/pool deck area as well as the tongue and groove ceilings above the spacious lanai extends the quality of the home to the outer areas and completes the feel of luxury that this home exudes. Take a dip in the open pool, or relax in the heated spa while enjoying the beautiful Florida weather. The exterior of this home was repainted in 2015, Nest thermostats were added to increase the energy efficiency of the home, and carpets were replaced within the past two years. The large back yard is completely fenced with easy to maintain vinyl fencing. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$1,090,000
$3,897/mo
Monthly Payment:
$3,897
Principal & Interest:
$3,857
HOA Dues:
$40
(Based on a 30 year fixed loan at 3.38% with $218,000 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 3,940sq ft $277 / sq ft SFR
Lot Size18,789sq ft Built1982 On Site44days
Escape to this luxury nature retreat in convenient location! 100+ feet on Howell Creek overlooking Mead Gardens conservation park in established Sevilla. Modern meets comfort in... more
Escape to this luxury nature retreat in convenient location! 100+ feet on Howell Creek overlooking Mead Gardens conservation park in established Sevilla. Modern meets comfort in this stunning renovation; 5 bed " 3 way split plan " 3 bath, pool home. Brazilian hardwood floors, custom designed details/cabinetry, window treatments, built in speakers and tons of natural light throughout. Gourmet kitchen, S&W cabinetry, Quartz counters, Electrolux stainless appliances; convention oven/warming oven; super quiet Bosch dishwasher PLUS huge walk in pantry. Open family room, soaring ceilings with custom designed FP, rough cut marble & indirect lighting; French doors to pool area. Huge master suite with bonus room " office, nursery, exercise " with lovely views. Soothing spa-like master bath; jetted tub, shower, dual sinks. Guest room with full bath/pool access. North wing; Jack & Jill bath adjoins 2 large bedrooms with closets w/organizers, built in desks. 5th bedroom/bonus room is incredible sunny & bright flex space. Large Pebble Tec pool & paver deck, custom design railing for optimal privacy and views, outdoor shower, covered area for entertaining. Bring your camera and binoculars for bird watching and exotic flora & fauna! Circular drive for guests, 3 car oversized garage, storage galore. Impeccably maintained, move in condition. less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$499,000
$1,765/mo
Monthly Payment:
$1,765
Principal & Interest:
$1,765
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $99,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,737sq ft $287 / sq ft TWN
Lot Size5,227sq ft Built2015 On Site44days
Pre-Construction. To be built. Designed by Phil Kean, an internationally recognized, and award-winning Architect. This modern townhome is located in desirable Winter Park.... more
Pre-Construction. To be built. Designed by Phil Kean, an internationally recognized, and award-winning Architect. This modern townhome is located in desirable Winter Park. Immediately upon walking through the front door you are greeted by a stunning courtyard with plenty of space to relax. You will continue to enjoy the view of the courtyard while inside as the first floor living area has an abundance of floor to ceiling windows. High level finishes throughout the two story townhome which includes three upper level bedrooms, two full baths, one half bath, and a two car garage. This townhouse is located minutes to Park Avenue and Downtown Orlando that offer premier dining, shopping and entertainment. Convenient access to I4. Floor Plan available. Pre-construction pricing. less
Listing Provided Courtesy of BHHS FLORIDA REALTY
Popularity
$1,800,000
$6,548/mo
Monthly Payment:
$6,548
Principal & Interest:
$6,370
HOA Dues:
$178
(Based on a 30 year fixed loan at 3.38% with $360,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,778sq ft $476 / sq ft CND
Lot Size21,602sq ft Built2008 On Site46days
Central Florida's most distinctive, historic and established in-town living experiences. Welcome your guest directly from your own front door located on Virginia Avenue. Sit on... more
Central Florida's most distinctive, historic and established in-town living experiences. Welcome your guest directly from your own front door located on Virginia Avenue. Sit on your corner covered porch to read the morning paper or enjoy dinner alfresco. This is the largest and only town home that has a covered porch and direct street access to your very own private garage, with all of the finishes and fixtures of a brand new, modern-day building. Luxurious finishes are coupled with high-end appliances and fixtures in this two store, 3 bed, 3 1/2 bath unit. Open floor plan with a large kitchen and dining room. The master bedroom with enormous walk-in closet. The finishes include Pella windows and doors, Kohler fixtures, Sub-Zero, Wolf and Bosch appliances, Trane air conditioning and other quality components that luxury Buyers demand. Crown molding, granite counter tops in the kitchen and all baths, walk-in closets in every bedroom, over sized walk-in shower and garden bath in the second master suite, attached garage with direct access to the street and a private entry to the unit are also included. The Douglas Grand location is irreplaceable, one block from Park Avenue shopping district, across the street from Central Park, one block from Hannibal Square and walking distance to hundreds of retailers, restaurants and wine bars - a true city-living experience in Central Florida's most unique town - Winter Park. Home is elevator ready, hurricane proof windows, exterior cameras. less
Listing Provided Courtesy of FLORIDA ONE REAL ESTATE LLC
Popularity
$349,900
$1,242/mo
Monthly Payment:
$1,242
Principal & Interest:
$1,238
HOA Dues:
$4
(Based on a 30 year fixed loan at 3.38% with $69,980 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,394sq ft $146 / sq ft SFR
Lot Size11,581sq ft Built1969 On Site47days
Winter park pines remodeled 4 bedroom 3 bath split bedroom home. The home features a tile roof and double pane windows. Wood floors throughout the house except the florida room... more
Winter park pines remodeled 4 bedroom 3 bath split bedroom home. The home features a tile roof and double pane windows. Wood floors throughout the house except the florida room is tile floors. Crown molding and new baseboards. The kitchen has been remodeled with lots of cabinet space, granite counter tops, an island, stainless steel appliances. New owner can install a gas stove. The house has been rewired. All new faucets and shower heads. All led lighting. Electric fireplace in family room. New ac unit. Tankless water heater. New water softener. Large 13x7 air conditioned laundry room. Enjoy the "park like" setting in the back yard, complete with gazebo with a fountain and fish pond plus a variety of plants. Cady way trail is just down the street for walking and biking and the winter pines golf course is at the end of ranger. A few minutes drive to park ave in winter park. less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity
$346,500
$1,956/mo
Monthly Payment:
$1,956
Principal & Interest:
$1,226
HOA Dues:
$730
(Based on a 30 year fixed loan at 3.38% with $69,300 down)
Winter Park, FL 32789
2bed 2bath 1,148sq ft $302 / sq ft CND
Lot Size1.6acre Built1969 On Site47days
Completely renovated two bedroom, two bath unit at Lake Virginia Condos. Top floor, end unit has gorgeous views of both Lake Virginia AND the canal and a screened-enclosed... more
Completely renovated two bedroom, two bath unit at Lake Virginia Condos. Top floor, end unit has gorgeous views of both Lake Virginia AND the canal and a screened-enclosed balcony that provides the perfect space to relax and take in the scenic beauty. Elegantly decorated, the home has been updated to showcase hardwood floors in both the master and guest bedroom, stone flooring throughout the living areas, remodeled bathrooms, and a gorgeous kitchen complete with granite counters, custom solid cabinetry, and newer appliances. Dry bar with built-in wine refrigerator just off the dining room is great for entertainment and additional storage. Located right around the corner from Park Avenue, Lake Virginia Condominiums offers residents a short walking distance to nearby shops and restaurants, a community pool, assigned parking, and chain-of-lake access. With panoramic views and a modern interior, this home is by far one of the best units in the building. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$2,848,000
$10,079/mo
Monthly Payment:
$10,079
Principal & Interest:
$10,079
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $569,600 down)
Winter Park, FL 32789
Orange County School District
3bed 5bath 4,160sq ft $685 / sq ft TWN
Lot Size15,232sq ft Built2016 On Site47days
Pre-construction, to be built. Only two residences remain! Your opportunity to own unprecedented luxury in the most exclusive area of Winter Park has arrived. South Interlachen... more
Pre-construction, to be built. Only two residences remain! Your opportunity to own unprecedented luxury in the most exclusive area of Winter Park has arrived. South Interlachen Place is around the corner from world famous Park Avenue, across the street from the Alfond Inn, and just a stones throw from the Winter Park Chain of Lakes. Comprised of six exquisitely appointed townhouses, South Interlachen Place is being built with premium level specifications; a standard of luxury usually only found in cosmopolitan world-class destinations. Award winning architect, Randall Slocum of Slocum Platts Architects, placed privacy as his top priority in creating the design for South Interlachen Place. Every fee-simple residence has a private two-car garage, private elevator to all levels, and lush, mature landscaping defining the entrances. A truly unique aspect of the design is the extraordinarily large and private roof top terrace for each individual residence providing both covered and open areas for outdoor dining and entertaining; each with a fireplace and powder bath. The residences are designed with "universal" features throughout; allowing for invisible accessibility that can respond to changing life styles. Each townhouse embraces smart technology for entertainment, lighting, energy management and security. There is just too much more to list here. Live in one of the most beautiful Winter Park residences in a truly exceptional downtown location - live at South Interlachen Place. less
Listing Provided Courtesy of REGAL R.E. PROFESSIONALS LLC
Popularity
$725,000
$2,565/mo
Monthly Payment:
$2,565
Principal & Interest:
$2,565
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $145,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,289sq ft $220 / sq ft SFR
Lot Size11,226sq ft Built2004 On Site47days
Stunning custom designed four bedroom, three and one half bath home located on one of the most quiet streets in Winter Park! Amazing floor plan with more than 2,900 square feet... more
Stunning custom designed four bedroom, three and one half bath home located on one of the most quiet streets in Winter Park! Amazing floor plan with more than 2,900 square feet of living space showcases a formal dining room, a spacious kitchen overlooking the light and bright family room, a private master suite, a first floor office/den and a second story bonus room! This house has it all! Finishes include hardwood flooring, crown molding, high ceilings and plantation shutters. The kitchen offers stainless appliances, granite countertops, a breakfast area and bar stool seating. Adjacent butler's pantry leads into the separate formal dining room. Downstairs master bedroom is generous in size with a walk in closet, soaking tub with separate shower and a dual sink vanity. A home office/den completes the home's first floor. Three additional bedrooms and a bonus room are located on the second story. Enjoy looking out over the beautiful neighborhood from the upstairs front balcony. A two-car garage is set back in the rear of the property with ample storage space. Minutes from Park Avenue, walk thru some of Winter Parks charming neighborhoods to your favorite shops and restaurants. Call to schedule your showing today! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
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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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Data last updated: Tuesday, May 24, 2016 at 8:01 PM. Properties in listings may have been sold or may no longer be available.