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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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$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 Site25days
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
Your search results are current and complete. Learn more
$1,295,000
$4,582/mo
Monthly Payment:
$4,582
Principal & Interest:
$4,582
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $259,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,328sq ft $299 / sq ft SFR
Lot Size10,899sq ft Built1976 On Site26days
Elegant "VIA BELLA home nestled on one of WINTER PARKs most sought-after streets. Traditional brick architecture and pedestrian access to Lake Osceola comes with this classic... more
Elegant "VIA BELLA home nestled on one of WINTER PARKs most sought-after streets. Traditional brick architecture and pedestrian access to Lake Osceola comes with this classic home. Lush and mature landscaping creates complete privacy. Florida outdoor living with entertainment areas, pool bath, summer kitchen and tropical pool with terraced flagstone pool deck. This home is for entertaining! Gorgeous kitchen with gourmet appliances, custom cabinets, Carrara marble counter tops and a farmhouse sink. Olde world charm brick archway that takes you from the kitchen into a breakfast nook w/ beautiful natural lighting that overlooks the pool. The spacious formal dining room flows into a living room with a fireplace, tongue/groove ceilings, and glass doors that open out to the outdoor patio. Lower level has well-appointed stately office/ study with a wood-burning fireplace, tongue & groove wood ceiling and French doors leading out to the summer kitchen. Spacious Master bedroom, new master bath, enormous 204 SF walk-in closet, French doors open to a private screened patio off the Master Suite, and 12x12 flex room that is perfect for an art studio or workout room. Second bedroom has vaulted ceilings that flow into a 15X15 sitting area with tons of storage/closet space. This home is equipped with a whole house generator and is on well irrigation. This elegant Winter Park home has been extensively renovated. Walking distance to PARK AVE boutiques and restaurants. Home was appraised in March 2015 for $1,470,000. less
Listing Provided Courtesy of PHIL KEAN REAL ESTATE LLC
Popularity
$299,900
$1,061/mo
Monthly Payment:
$1,061
Principal & Interest:
$1,061
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $59,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,216sq ft $247 / sq ft CND
Lot Size2,504sq ft Built1983 On Site27days
Located in Winter Park, close to Rollins College and Park Avenue, this ground floor 2 bedroom 2 bath split plan condo is a true find. Light bright and airy, the living area is... more
Located in Winter Park, close to Rollins College and Park Avenue, this ground floor 2 bedroom 2 bath split plan condo is a true find. Light bright and airy, the living area is open and framed with 4 sets of sliding glass doors. A wood burning fireplace warms the few cold days we have in Florida. Through the sliding glass doors, you can see the back yard with a wooden deck, benches, and planters. The kitchen has lots of cabinets, glass tile back splash, closet pantry, and all appliances. There is an eat-in area in the kitchen as well. An attached one car garage bay includes the washer/dryer hookup, water heater, and storage area. There are only four units in Azalea Lane Condos and the Association is run by the Owners. The buildings are scheduled to be pressure washed, caulked, and painted. less
Listing Provided Courtesy of PARKLAND INTERNATIONAL REALTY
Popularity
$275,000
$1,249/mo
Monthly Payment:
$1,249
Principal & Interest:
$973
HOA Dues:
$276
(Based on a 30 year fixed loan at 3.38% with $55,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,214sq ft $227 / sq ft CND
Lot Size5,861sq ft Built1986 On Site27days
Amazing 2 BR/2BA condo steps from Lake Killarney. This condo is on the first floor next to the dock and the pool and is the most desirable in the complex. Roll over and look out... more
Amazing 2 BR/2BA condo steps from Lake Killarney. This condo is on the first floor next to the dock and the pool and is the most desirable in the complex. Roll over and look out over the lake from the master bedroom.You can't ask for a better location across from the Winter Park Village. Enclosed Florida room with new windows in 2008. Owner installed water softner and purification system. Wood laminate floors throughout. Don't be afraid to make an offer. less
Listing Provided Courtesy of CMTG REAL ESTATE GROUP
Popularity
$52,900
$187/mo
Monthly Payment:
$187
Principal & Interest:
$187
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $10,580 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 756sq ft $70 / sq ft CND
Lot Size8,509sq ft Built1974 On Site28days
Waiting for your personal touch! Located in the desirable community of winter park and accessible to roads, shops and parks. This charming starter home has a nice open layout... more
Waiting for your personal touch! Located in the desirable community of winter park and accessible to roads, shops and parks. This charming starter home has a nice open layout for entertaining and a spacious master bedroom. It is off to the races for you to get your offer submitted before everyone else! Call us now! This is a fannie mae homepath property! less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE 2
Popularity
$85,000
$594/mo
Monthly Payment:
$594
Principal & Interest:
$300
HOA Dues:
$294
(Based on a 30 year fixed loan at 3.38% with $17,000 down)
Winter Park, FL 32792
Orange County School District
2bed 4bath 1,018sq ft $83 / sq ft CND
Lot Size4,228sq ft Built1984 On Site28days
Amazing condo in desirable Winter Park, located on the first floor! There are many upgrades! Freshly painted large 2 bedroom/2 full bath that features large open floor plan,... more
Amazing condo in desirable Winter Park, located on the first floor! There are many upgrades! Freshly painted large 2 bedroom/2 full bath that features large open floor plan, ceramic tile flooring in the entry, kitchen and baths, Brand New Laminate Wood Floors. Updated kitchen appliances including a washer and dryer, both bathrooms renovated. shaded screened patio with a beautiful view of mature landscaping. Master suite features a walk-in master closet. Newer outside A/C. Whether you are looking for a primary residence, a 2nd home, or an investment property, Parkview Village is where you want to be! Fabulous quiet condominium community offers the ultimate in convenient living with a sparkling swimming pool, in-ground spa, BBQ area, playground, community clubhouse and a car wash area. Just across the street from Full Sail University, close proximity to UCF, Rollins and Valencia, Restaurants, Shopping and major highways!!. Water is included in monthly HOA! Tenant occupied, see Realtor Remarks. less
Listing Provided Courtesy of REAL LIVING CASA FINA REALTY
Popularity
$899,000
$3,181/mo
Monthly Payment:
$3,181
Principal & Interest:
$3,181
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $179,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,717sq ft $242 / sq ft SFR
Lot Size11,374sq ft Built2007 On Site28days
Grown-up traditional with an open floor plan of how we love to live today. Hardwood floors almost everywhere, tall ceilings, columns and extensive woodwork and trim. Large Great... more
Grown-up traditional with an open floor plan of how we love to live today. Hardwood floors almost everywhere, tall ceilings, columns and extensive woodwork and trim. Large Great room is graced with a gas fireplace with a custom marble mantle and surround, with detailed wrought iron work. Great room is all open to the Dining area and spectacular Chef's Kitchen with rich warm wood cabinets, granite counters and a huge eat at, center island. High end appliances include Sub-Zero refrigerator, Dacor gas 5 burner cook-top, Thermador ovens/warming drawer and Fisher-Paykel double drawer dishwasher. Amazing home office has custom built-in cabinetry with LED under cabinet lighting and double desk. 2 bedrooms are located on the main level, each with a bath. Upstairs floor is an entire Master wing, encompassing the Master bedroom with a breakfast balcony, luxurious Master bath, separate home theater, a closet the size of a large bedroom and a ladies study, craft or exercise room! The exterior features a covered rear paver patio that is perfect for entertaining, lovely tropical pool with a swim out platform and a separate rear fenced area, for your own garden and with a storage shed. Energy efficient home with spray foam insulation and LED lighting. Best of all the public schools and within short distance to the YMCA and Phelps Park. Convenient to Winter Park Hospital, shopping and restaurants. less
Listing Provided Courtesy of PARKLAND INTERNATIONAL REALTY
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
3bed 3bath 2,651sq ft $330 / sq ft SFR
Lot Size8,070sq ft Built2005 On Site29days
Exquisitely updated Mediterranean home in the heart of Winter Park that has all the current upgrades for your most discriminating buyer. Renovated in 2015, this home bodes 3... more
Exquisitely updated Mediterranean home in the heart of Winter Park that has all the current upgrades for your most discriminating buyer. Renovated in 2015, this home bodes 3 bedrooms, 2.5 baths, office/living room with hidden temperature controlled storage/wine room, separate dining room, and a chefs kitchen open to the large gathering room overlooking the resort style pool. Interior features include gorgeous hardwood floors, 10 ceilings, beautiful molding throughout, and LED lighting. The newly renovated kitchen comes equipped with new stainless appliances, custom cabinetry, and granite countertops. Upstairs you will find the lavish master retreat inclusive of an oversized (12x13) custom walk-in closet, and a beautiful bathroom with walk-in shower and separate soaker tub. Other features include gas fireplace, plantation shutters, surround sound, and tankless water heaters. Outdoor living areas include a covered porch with tongue & groove ceilings, multiple seating areas, and gas fire features next to the luxurious pool. Above the 2 car garage is a large air-conditioned flex room perfect for exercise equipment, music room, additional office, or storage. Perfectly located with easy access to YMCA, UCF, Florida Hospital, Rollins College, and just minutes from the Park Avenue Retail District. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$124,900
$442/mo
Monthly Payment:
$442
Principal & Interest:
$442
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $24,980 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size3.3acre BuiltN/A On Site29days
Unbelieveable! Over 3 acres of vacant land in sought-after winter park!! This property is loaded with gorgeous oak trees in a serene setting close to everything. Part of this... more
Unbelieveable! Over 3 acres of vacant land in sought-after winter park!! This property is loaded with gorgeous oak trees in a serene setting close to everything. Part of this property is deemed as wetlands, however, there is over a 1/2 acre that is completely buildable per the county. This property is being sold in conjunction with lot 2g which is 1.1 acre. Buy them both and build custom dream homes! less
Listing Provided Courtesy of PROFITABLE PROPERTIES
Popularity
$99,000
$350/mo
Monthly Payment:
$350
Principal & Interest:
$350
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $19,800 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size1.1acre BuiltN/A On Site29days
WOW! Amazing opportunity to own over an acre of beautiful property with a Winter Park address!! Peaceful and quiet lot located close to everything and across from half million... more
WOW! Amazing opportunity to own over an acre of beautiful property with a Winter Park address!! Peaceful and quiet lot located close to everything and across from half million dollar homes. Build a custom home on this gorgeous lot which is cleared and ready to go. There is NO HOA here and it may be possible to get a variance to build more than one house on the property. Note that this is lot G and the contiguous Lot D with over 3 acres is also for sale. Possibilities galore!! Please respect the neighbors. There is a 15 foot right-of-way road easement the runs down the west side of the lot and then cuts across the north 15 feet of Lot C. The dirt road currently only extends as far as Lot C, so please park there and walk to this lot. less
Listing Provided Courtesy of PROFITABLE PROPERTIES
Popularity
$115,000
$406/mo
Monthly Payment:
$406
Principal & Interest:
$406
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $23,000 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,119sq ft $103 / sq ft CND
Lot SizeN/Asq ft Built1970 On Site29days
New lower price- priced to sell quickly. Enjoy this 2/2 in the heart of winter park. Close to schools, parks, cady way trail, and park ave. Super clean kitchen and baths, newer... more
New lower price- priced to sell quickly. Enjoy this 2/2 in the heart of winter park. Close to schools, parks, cady way trail, and park ave. Super clean kitchen and baths, newer washer/dryer! Huge masterbedroom walk-in closet. Carport locate our your front door...Quiet second floor location...No one above you. Lots of storage space. Conveniently located to downtown winter park. Embrace all that winter park has to offer....Own the lifestyle you deserve! Live in a coveted location at a price that affords you the right to enjoy the fine necessities of life. Dine al fresco with friends in baldwin park. Great schools! (brookshire elem., glenridge middle and winter park high) close to rollins college, full sail and ucf. Stroll through boutiques on park avenue. Take in a weekend afternoon at one of the art museums just minutes from your front door. Four seasons condo assn makes living easy. They are responsible for the following: lawn care and landscaping, roofs, tennis courts, 3 pools, trash removal, common area lighting, building insurance, pest control, water and sewer, water supply and waste pipes, owners' clubhouse, on-site property manager, on- site maintenance staff, and much more. less
Listing Provided Courtesy of WINTER PARK REAL ESTATE CO LLC
Popularity
$375,000
$1,327/mo
Monthly Payment:
$1,327
Principal & Interest:
$1,327
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $75,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size7,918sq ft BuiltN/A On Site30days
Walking distance to Park Ave. New construction in happening now all around this area. Million dollar + homes surrounding this property
Walking distance to Park Ave. New construction in happening now all around this area. Million dollar + homes surrounding this property less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$1,450,000
$5,131/mo
Monthly Payment:
$5,131
Principal & Interest:
$5,131
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $290,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
5bed 4bath 4,545sq ft $319 / sq ft SFR
Lot Size13,634sq ft Built1986 On Site31days
One of a kind dream home on one of the most desirable paved brick streets in Winter Park. 30 foot ceilings, oversized lot, walking distance to Park Ave and a block away from... more
One of a kind dream home on one of the most desirable paved brick streets in Winter Park. 30 foot ceilings, oversized lot, walking distance to Park Ave and a block away from access to a huge private neighborhood park on Lake Virginia with an incredible view overlooking Rollins College (with private dock for neighborhood use only). Home was completely updated in 2014 including all new plumbing, AC units (able to control with phone), tankless hot water heater, brand new kitchen (cabinets, granite, and appliances), gorgeous wood flooring and carpet, brick driveway, and complete new landscaping in front and back including brand new saline pool and hot tub. The back yard also includes a newly built covered seating area with grill area and tv. VIEW THE REAL WALK-THRU VIDEO VIA V-TOUR LINK. less
Listing Provided Courtesy of MILLENNIUM HOMES REALTY
Popularity
$379,000
$1,374/mo
Monthly Payment:
$1,374
Principal & Interest:
$1,341
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.38% with $75,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,936sq ft $196 / sq ft SFR
Lot Size6,758sq ft Built1980 On Site31days
Wonderful two bedroom, two bath (+office) one story home located in the well-established neighborhood of Waterbridge. Many updates throughout: granite counters in the kitchen... more
Wonderful two bedroom, two bath (+office) one story home located in the well-established neighborhood of Waterbridge. Many updates throughout: granite counters in the kitchen with newer appliances, plantation shutters, fresh interior paint, new carpet (March 2016), new GE electric panel (March 2016), and newer hot water heater and A/C. Fenced backyard showcases a beautiful floral garden and offers complete privacy. Two side patios allow for shaded patio seating or grilling. The living room has views of the backyard, volume ceilings and a wood-burning fireplace surrounded by built-ins. The master suite has a cathedral ceiling, views to the backyard garden and a large walk-in closet with closet system. The spacious master bath has a large vanity and a separate shower and soaking tub. An office/den has French doors and a wet-bar. The two-car attached garage has extra space for a work bench and additional storage. Waterbridge is located near Grade A schools (walking distance to Glenridge Middle), convenient to downtown Winter Park, Baldwin Park, the Winter Park Hospital and more. Priced below appraisal! Appraisal done in January 2016. less
Listing Provided Courtesy of PHIL KEAN REAL ESTATE LLC
Popularity
$1,329,000
$4,703/mo
Monthly Payment:
$4,703
Principal & Interest:
$4,703
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $265,800 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,966sq ft $335 / sq ft SFR
Lot Size10,312sq ft Built2016 On Site32days
Under Construction New Modern style home designed by Davila Homes Construction. This bright open-floor plan is just minutes to downtown Winter Park, the famous Park Avenue and... more
Under Construction New Modern style home designed by Davila Homes Construction. This bright open-floor plan is just minutes to downtown Winter Park, the famous Park Avenue and Winter Park Village. The modern interiors were designed with clean lines, oversized iron front door, glass doors and windows to bring the outside in feeling. The first floor master suite has contemporary features, oversized walk-in closet, freestanding bath tub, and walk-in shower. This modern masterpiece also includes a formal dining room, flex space that can be used as an office/playroom/living room, 5 bedrooms, 4.5 bathrooms, gourmet kitchen, quartz counter-tops throughout, Sub Zero/Wolf Appliance Package, guest suite, over the top laundry room downstairs and upstairs, entertaining space upstairs with full bar setup, tankless water heater, hardwood floors in all bedrooms and Italian porcelain tile throughout. The great room overlooks the expansive outdoor living space that includes a contemporary design swimming pool, summer kitchen, fire pit area and covered lanai. This location is prime: 15 minutes commute Downtown Orlando, 30 minutes from Disney World, 10 minutes to the new Florida Hospital. less
Listing Provided Courtesy of NOVA REAL ESTATE SERVICES INC
Popularity
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Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232

844.662.5638
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Monday, May 2, 2016 at 12:59 PM. Properties in listings may have been sold or may no longer be available.