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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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$425,000
$1,504/mo
Monthly Payment:
$1,504
Principal & Interest:
$1,504
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $85,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,959sq ft $217 / sq ft SFR
Lot Size12,528sq ft Built1965 On Site7days
Meticulously maintained home! Quaint, winter park 32789 neighborhood zoned for dommmerich, maitland, winter park high! Brick pavered driveway & mature landscaping welcome you to... more
Meticulously maintained home! Quaint, winter park 32789 neighborhood zoned for dommmerich, maitland, winter park high! Brick pavered driveway & mature landscaping welcome you to this lovely home! Beautiful, original hardwood floors throughout! Updated kitchen with large granite island overlooking family room with brick fireplace. Light & bright formal living room leads to oversized screened patio. .29 acre lot boasts your new sparkling pool with brick deck & patio plus plenty of space for a swing set or garden! 2 car garage!! Welcome home!! less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
We show you every available listing. Here's how
$539,000
$2,041/mo
Monthly Payment:
$2,041
Principal & Interest:
$1,907
HOA Dues:
$134
(Based on a 30 year fixed loan at 3.38% with $107,800 down)
Winter Park, FL 32792
5bed 4bath 3,950sq ft $136 / sq ft SFR
Lot Size9,685sq ft Built2015 On Site7days
Beautiful, practically new 5 bedroom home in Winter Park! This immaculate, pond front home is less than a year old and boasts upgrades throughout! Youll be immediately impressed... more
Beautiful, practically new 5 bedroom home in Winter Park! This immaculate, pond front home is less than a year old and boasts upgrades throughout! Youll be immediately impressed by the spacious, open floor plan and the soaring 18 ft. ceilings in the foyer and family room. The gourmet eat-in kitchen features upgraded granite, stainless steel gas appliances, and an oversized island large enough to accommodate counter seating. Tray ceilings adorn the formal dining and living rooms, and French doors lead into your home office. The first floor Master suite features water views, an oversized bathroom with his and her vanities, a garden tub, and an extra-large shower, and a huge walk-in closet. Crown molding and designer lighting fixtures throughout add an element of sophistication. On the second story you'll find a game room, four additional bedrooms (one of which is currently being used as a media room), and two additional full baths. The large back yard is fully fenced and big enough to accommodate a pool with lawn leftover, and the screened in lanai is the perfect place to relax at the end of the day while watching the sunset. With two tankless water heaters, gas appliances, dual A/C units, and state-of-the-art insulation, youll enjoy extremely low utility bills in this energy-efficient home! Eden Point is a new gated community, close to the 417, dining, and shopping, and zoned for all A rated Seminole county schools. This is a beautiful home in a prime location " come take a look today! less
Listing Provided Courtesy of ALL REAL ESTATE & INVESTMENTS
Popularity
$235,000
$831/mo
Monthly Payment:
$831
Principal & Interest:
$831
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $47,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,858sq ft $126 / sq ft SFR
Lot Size7,563sq ft Built1956 On Site7days
New roof, new hvac, updated electric, updated plumbing, new fence. Come see this spacious and very well cared for property in winter park. Quiet neighborhood. Close to... more
New roof, new hvac, updated electric, updated plumbing, new fence. Come see this spacious and very well cared for property in winter park. Quiet neighborhood. Close to everything winter park has to offer. Come turn this house into your home! less
Listing Provided Courtesy of KELLER WILLIAMS AT THE PARKS
Popularity
$204,900
$990/mo
Monthly Payment:
$990
Principal & Interest:
$725
HOA Dues:
$265
(Based on a 30 year fixed loan at 3.38% with $40,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 3bath 1,837sq ft $112 / sq ft TWN
Lot Size1,082sq ft Built2007 On Site7days
Beautiful Townhouse in a gated community. Desirable Winter Park Schools, A bike ride to Full Sail, and UCF is only 6 miles away. It is right in the center of everything! Baldwin... more
Beautiful Townhouse in a gated community. Desirable Winter Park Schools, A bike ride to Full Sail, and UCF is only 6 miles away. It is right in the center of everything! Baldwin Park, Downtown, Restaurants and shopping. Easy access to all major roads and highways. Newly updated landscaping throughout the community Once inside, you will find 18" ceramic tile on the lower level. All bedrooms have large 5.25" Crown molding. Master has a HUGE walk in closet. The second bedroom has bamboo flooring. Kitchen and both full baths have solid wood cabinets. Kitchen also has solid surface counter tops, GE Profile Fridge, GE Range, GE Microwave and Dishwasher. Newer water heater (less than 2 yrs) Dual Zone AC unit (upper/lower) 24 hour gated entrance and exit with security cameras,(Can be viewed via the web by all owners.) There is also a play area and putting green. Don't wait! Call for your preview today! less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity
$55,000
$194/mo
Monthly Payment:
$194
Principal & Interest:
$194
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $11,000 down)
Winter Park, FL 32792
1bed 1bath 786sq ft $70 / sq ft CND
Lot Size10.1acre Built1974 On Site9days
1/1 Condo near UCF and Full Sail. Great shopping and restaurants near by! Great for an investment property or first time home buyer. Spacious interior. Balcony for entertaining.... more
1/1 Condo near UCF and Full Sail. Great shopping and restaurants near by! Great for an investment property or first time home buyer. Spacious interior. Balcony for entertaining. Pool in community. Minutes from downtown. Don't miss this opportunity! less
Listing Provided Courtesy of BRENNAN REAL ESTATE GROUP LLC
Popularity
$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
Orange County School District
3bed 3bath 1,914sq ft $340 / sq ft SFR
Lot Size5,554sq ft Built2004 On Site9days
This is your opportunity to live within 3 blocks of Park Avenue and Hannibal Square! This Charleston-Inspired home has 3 bedrooms, 3 bathrooms and a sunroom in the MAIN-HOUSE... more
This is your opportunity to live within 3 blocks of Park Avenue and Hannibal Square! This Charleston-Inspired home has 3 bedrooms, 3 bathrooms and a sunroom in the MAIN-HOUSE and CARRIAGE HOUSE which works well as a guest room or separate office. The exterior is lusciously landscaped with JASMINE-lined fence, OLD CHICAGO BRICK walkways, an exterior FIREPLACE surrounded by artificial zoysia-turf, and a SUMMER KITCHEN complete with a sink, ELECTROLUX WINE COOLER, and kegerator. The downstairs consists of a large kitchen overlooking the family room and dining area, along with a full bathroom and separate laundry room. The kitchen has 42 white cabinets, STAINLESS STEEL appliances, GRANITE COUNTERTOPS, DOUBLE SINKS, and under-mount lighting. The downstairs has real WOOD FLOORS throughout, crown moulding, 8 baseboards, and 2 sets of FRENCH DOORS overlooking the courtyard-esque backyard that is FLORIDA LIVING at its finest. Upstairs you will find 3 full bedrooms and 2 full bathrooms with a SUNROOM off the master suite. You can access the carriage house from stairs on the interior of the garage. Additional features include, BRAND NEW A/C (3 zones), fully fenced yard, driplines run for easy watering of flower pots and plant beds, GATED DRIVEWAY, and front row parking to every event WINTER PARK has to offer! Act quickly, this wont last long! less
Listing Provided Courtesy of CORE GROUP REAL ESTATE LLC
Popularity
$849,000
$3,004/mo
Monthly Payment:
$3,004
Principal & Interest:
$3,004
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $169,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,225sq ft $263 / sq ft SFR
Lot Size15,457sq ft Built1979 On Site9days
Extraordinary opportunity to own in the Heart of Winter Park! Located on a quiet cul-de-sac, behind the corner of New York and Park Avenue, this fantastic home comes with a... more
Extraordinary opportunity to own in the Heart of Winter Park! Located on a quiet cul-de-sac, behind the corner of New York and Park Avenue, this fantastic home comes with a prominent address, neighbored by magnificent lakefront estates and brand new, multi-million dollar construction. Step inside to find a desirable, three-way split floor-plan offering a downstairs master retreat, a guest suite, and two upstairs bedrooms. Hand-scraped natural oak floors and vaulted, wood beam ceilings evoke a comfortable sense of home. Beautiful, custom designed kitchen is the center of the home, and features stainless steel appliances, a double oven, French doors leading to lanai, butlers pantry for additional storage and counter space. Master bedroom offers his and her baths, separate walk-in closets and French doors that open to the office/den with half bath. Over-sized, screened-in pool and covered patio are peaceful and relaxing, while the fenced backyard provides privacy and room for gardening. Enjoy short walks to Park Avenues shops and restaurants, Hannibal Square, and the Winter Park Golf Course. Timing is perfect to purchase this gorgeous home that capitalizes on the surrounding neighborhoods revitalization and some of Winter Parks most exciting new development. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$1,350,000
$4,777/mo
Monthly Payment:
$4,777
Principal & Interest:
$4,777
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $270,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,316sq ft $313 / sq ft SFR
Lot Size14,888sq ft Built1992 On Site9days
Elegant Executive Pool Home Located in Olde Winter Parks Prestigious and Highly Desirable Via's. Majestic Oak Trees Line the Brick Street Leading Into The Circular Driveway.... more
Elegant Executive Pool Home Located in Olde Winter Parks Prestigious and Highly Desirable Via's. Majestic Oak Trees Line the Brick Street Leading Into The Circular Driveway. Gleaming Pine Floors Greet You As You Enter through The Front Door and A Dazzling Crystal Chandler In The Family room With Charming Fireplace and Dramatic 2-Story Ceiling Demands Awe. Kitchen Is A Gourmet Chef's Delight With Granite Counter Tops and Highest Of Quality Line Of Appliances: Subzero, Wolf, Miele and Dacor. Plenty of Beautiful Wood Cabinet Storage. Relax & Enjoy The Florida Room Overlooking the Sparkling Pool & Over Sized Lushly Landscaped Fenced Yard. Spacious Master Suite With Stunning Master Bath. Home Is Exquisitely Appointed Through Out. Homes Offers Outstanding Features: Whole House Generator, Exercise Room/Office In Lower Area, French Doors, Custom Built In Cabinetry In Designated Office, Termite Bond, Plantation Shutters. Minutes To Charming Winter Park Boutiques & Restaurant & Close To The Winter Park Racquet Club. Excellent Schools! less
Listing Provided Courtesy of PREMIUM PROPERTIES R.E SERVICE
Popularity
$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
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size13,500sq ft BuiltN/A On Site9days
Home with massive 90 X 151 ft. lot abutting sought-after Windsong neighborhood. Whether you want to demolish the existing home and build a custom masterpiece or take advantage... more
Home with massive 90 X 151 ft. lot abutting sought-after Windsong neighborhood. Whether you want to demolish the existing home and build a custom masterpiece or take advantage of the existing cinder block and cypress footprint and favorable setbacks, this is the property for you. This 3,523+ s.f. home, which is need of significant TLC, boasts 4 bedrooms, 3.5 bathrooms, kitchen, breakfast room, formal dining, formal living, library, family room with brick wood-burning fireplace, study, and workroom. The master suite is unbelievably large and boasts a huge closet (with a cedar-lined seasonal storage area). The existing pool has been resurfaced within the last 10 years. Mature trees and a spacious yard distinguish this property from others in the area. This property is being sold AS-IS. less
Listing Provided Courtesy of PALMANO GROUP RE BROKERAGE LLC
Popularity
$52,000
$184/mo
Monthly Payment:
$184
Principal & Interest:
$184
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $10,400 down)
Winter Park, FL 32792
1bed 1bath 809sq ft $64 / sq ft CND
Lot Size10.1acre Built1974 On Site9days
IF your looking for an amazing rental property with good schools you have found it. Schedule a showing today.
IF your looking for an amazing rental property with good schools you have found it. Schedule a showing today. less
Listing Provided Courtesy of BRENNAN REAL ESTATE GROUP LLC
Popularity
$3,475,000
$12,297/mo
Monthly Payment:
$12,297
Principal & Interest:
$12,297
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $695,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,002sq ft $868 / sq ft SFR
Lot Size37,860sq ft Built1957 On Site9days
This is a wonderful opportunity to own a gorgeous and sophisticated Winter Park lakefront estate with 287 of frontage on Lake Osceola. Located on a point of land at the end of a... more
This is a wonderful opportunity to own a gorgeous and sophisticated Winter Park lakefront estate with 287 of frontage on Lake Osceola. Located on a point of land at the end of a cul-de-sac, this unique property takes advantage of the panoramic 180 degree lake views from almost every room in the home. As you approach this one-level home via the tree-lined Chicago brick driveway, you know you are getting ready to experience something special. Interior features include beautiful oak hardwood floors, vaulted ceilings, extensive wanes coting and molding throughout, flexible open floor plan with great spaces for entertaining, wood burning fireplace, and wet bar. The eat-in island kitchen has granite countertops, beautiful tile floors, and great views of the lake. The master retreat has a very large walk-in closet and beautiful master bathroom with marble tile, dual vanities, walk-in shower, and separate tub. The beautifully manicured grounds have multiple areas for entertaining friends or relaxing with family lakeside. There is a 2 level boathouse with covered boatlift, storage room, and rooftop deck. This is a spectacular one-of-a-kind Winter Park lakefront estate perfectly located just minutes from the Park Avenue retail district and all that Winter Park has to offer. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$204,000
$721/mo
Monthly Payment:
$721
Principal & Interest:
$721
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $40,800 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,936sq ft $105 / sq ft SFR
Lot Size13,199sq ft Built1960 On Site9days
This almost 2000 Sq.Ft. Pool home is situated on a corner where street dead ends at the home. On the north side is a pond view and buffer. Living room offers slanted vaulted... more
This almost 2000 Sq.Ft. Pool home is situated on a corner where street dead ends at the home. On the north side is a pond view and buffer. Living room offers slanted vaulted ceiling with narrow windows reflecting its history. Kitchen is huge for those family & neighborhood gathering centers also reflecting from the late 50's & 60's. This home has the bones, just bring your imagination to update for today's version. It has terrazzo floors visible in some rooms, carpet just overlays in others. Kitchen is 20x15 for a family room combo or super sized working kitchen. Access off the kitchen and dining room are sliders to the screened porch and walled-in open & large swimming Pool. (motor & equipment 2 years old and resurfaced 4 yrs ago). Deep enough to dive and still has a diving board. The lot is approx 1/3 acre with a side entry 3-car carport, additional concrete parking pad and a shed. it has a separate laundry room and workshop off the kitchen. 2nd bathroom has extra large vanity and storage. The home is being sold "as is". Heat/A/C replaced 1/3/2013, Reroof 10/2003. An outstanding location near downtown Winter Park, Full Sail University, Rollins College & UCF. Fantastic local Winter Park highly rated schools. Close to YMCA, shopping, restaurants, entertainment. Close to Hwy 436 and employment centers. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity
$69,900
$390/mo
Monthly Payment:
$390
Principal & Interest:
$247
HOA Dues:
$143
(Based on a 30 year fixed loan at 3.38% with $13,980 down)
Winter Park, FL 32792
1bed 1bath 753sq ft $93 / sq ft CND
Lot Size12,160sq ft Built1973 On Site10days
Your new condo is waiting for you! This spacious 1 bedroom condo is a one floor end unit. There is a covered front entry with open courtyard view out the back. There is laminate... more
Your new condo is waiting for you! This spacious 1 bedroom condo is a one floor end unit. There is a covered front entry with open courtyard view out the back. There is laminate flooring throughout the main living room/dining room area as well as in the bedroom. The kitchen has tile flooring with a closet pantry. Just off the kitchen is the inside laundry area. The condominium community features a community pool and includes water service. There is plenty of open parking. Conveniently located close to dining, shopping and major highways! This is a Fannie Mae HomePath property! less
Listing Provided Courtesy of RE/MAX TOWN & COUNTRY REALTY
Popularity
$230,000
$813/mo
Monthly Payment:
$813
Principal & Interest:
$813
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $46,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,844sq ft $125 / sq ft SFR
Lot Size12,764sq ft Built1978 On Site10days
Classic winter park home. Original owner and the 1st home built in wrenwood. Fantastic 3 bedroom 2 bath home with formal living room, dining room and family room. Spacious... more
Classic winter park home. Original owner and the 1st home built in wrenwood. Fantastic 3 bedroom 2 bath home with formal living room, dining room and family room. Spacious master bedroom with two closets, vanity area and master bath with step in shower. Split bedrooms and the guest bedrooms also large in size. Cozy kitchen with newer refrigerator and breakfast bar. Glass enclosed florida room overlooks large backyard. Post hurricane roof and a/c. Sprinkler system on well. This home just needs a little work to bring it back to its original glory. Huge corner lot with mature landscaping and great seminole county schools. less
Listing Provided Courtesy of RE/MAX TOWN & COUNTRY REALTY
Popularity
$185,000
$654/mo
Monthly Payment:
$654
Principal & Interest:
$654
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $37,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,381sq ft $134 / sq ft SFR
Lot Size11,900sq ft Built1957 On Site10days
Short sale.3/2 great winter park neighborhood with excellent seminole county schools! Walking distance to downtown winter park & ymca. Spaceious living area w/fireplace, bonus... more
Short sale.3/2 great winter park neighborhood with excellent seminole county schools! Walking distance to downtown winter park & ymca. Spaceious living area w/fireplace, bonus office space.Large backyard,screened porch. less
Listing Provided Courtesy of RE/MAX OPTIMA
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: Wednesday, May 4, 2016 at 2:03 PM. Properties in listings may have been sold or may no longer be available.