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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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$169,900
$629/mo
Monthly Payment:
$629
Principal & Interest:
$629
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,368sq ft $124 / sq ft SFR
Lot Size11,934sq ft Built1964 On Site10days
This is the ONE you have been looking for! It has it all. Immaculate 3/2 home on a 1/4 acre quiet corner lot. Updated kitchen with stainless
This is the ONE you have been looking for! It has it all. Immaculate 3/2 home on a 1/4 acre quiet corner lot. Updated kitchen with stainless less
Listing Provided Courtesy of Homevest Realty
Popularity
We show you every available listing. Here's how
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,472sq ft $202 / sq ft SFR
Lot Size13,000sq ft Built1947 On Site10days
*Click the Virtual Tour link to walk through this home in 3D!* Orwin Manor STUNNER. This spacious 3 bed, 2 bath home has the upgrades and amenities you have been asking for.... more
*Click the Virtual Tour link to walk through this home in 3D!* Orwin Manor STUNNER. This spacious 3 bed, 2 bath home has the upgrades and amenities you have been asking for. Almost everything was renovated within the last 2 years. The first thing that will strike you is the incredibly OPEN FLOOR PLAN. The kitchen is remarkable, with granite countertops, double built-in ovens, stainless appliances, and ample counter space. All three bedrooms are HUGE by downtown standards. The master bath looks like a spa, with garden tub, separate open shower, and plentiful built-in cabinetry. The very large screened lanai overlooks the ENORMOUS backyard, with wooden deck, paver area and plenty of open grass. Surround sound speakers throughout most of the house. Two-car garage. Double lot. New AC units. Newly insulated attic. Tucked away in an ideal part of Orwin Manor, away from high-traffic areas. 32789 zip code. Most furniture is negotiable. less
Listing Provided Courtesy of Uown Real Estate
Popularity
$75,500
$279/mo
Monthly Payment:
$279
Principal & Interest:
$279
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $15,100 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,018sq ft $74 / sq ft CND
Lot Size4,228sq ft Built1984 On Site11days
Quick closing on this adorable Freshly painted large 2 bedroom/2 full bath condo that features large open floor plan, ceramic tile flooring in the entry, kitchen and baths,... more
Quick closing on this adorable Freshly painted large 2 bedroom/2 full bath condo that features large open floor plan, ceramic tile flooring in the entry, kitchen and baths, Brand New Laminate Wood Floors that will knock your socks off! Updated kitchen appliances including a washer and dryer, both bathrooms renovated and nicely decorated, shaded relaxing screened patio with a beautiful view of mature landscaping. Master suite features a walk-in master closets! 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 lovely swimming pool, in-ground spa, playground, community clubhouse and a car wash area. Just across the street from Full Sail University, close proximity to UCF, Rollins and Valencia, Restaurants and major highways and shopping!! Priced to sell fast. less
Listing Provided Courtesy of Easy Street Realty Florida,inc
Popularity
$265,000
$981/mo
Monthly Payment:
$981
Principal & Interest:
$981
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,903sq ft $139 / sq ft SFR
Lot Size9,009sq ft Built1960 On Site11days
Open Sun Oct 19, 2pm-5pm
One of Tanglewood’s most picturesque streets. Lush landscaping and great curb side appeal! Remodeled Winter Park home featuring huge chef’s kitchen with large... more
One of Tanglewood’s most picturesque streets. Lush landscaping and great curb side appeal! Remodeled Winter Park home featuring huge chef’s kitchen with large eat-in island, Caesar stone countertops and wood and travertine floors. Cook with gas and stainless steel appliances. Beautiful bay window in front of the house and living room lets in tons of light. Open floor plan with many windows. Enclosed Florida room gives additional living space. Open up French doors and it is great flow for entertaining. Adjoining expansive covered paved outside patio. Still lots of yard space for pool, sports, or for pets. Oversized master bedroom with sitting area. Large walk-in master closet. Completely remodeled travertine bathrooms. Hydro tub in bathroom. Nicely sized bedrooms with wood floors. New roof in 2004, brand new AC, new plumbing in bathrooms, energy saving windows, gutters, sophisticated security system. Lots of fans to keep home cool. Must see this home! Lot 77x117. Convenient to Park Avenue, shopping, Whole Foods, Publix and public, private and parochial schools. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$205,000
$798/mo
Monthly Payment:
$798
Principal & Interest:
$759
HOA Dues:
$39
(Based on a 30 year fixed loan at 3.75% with $41,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,307sq ft $157 / sq ft SFR
Lot Size9,112sq ft Built1986 On Site11days
Open Sun Oct 19, 10am-2pm
This pool home shows like a model home! Come see this beautifully well kept 1 story single family pool home in desirable Winter Park. Access to Lake Florence and Tennis courts!... more
This pool home shows like a model home! Come see this beautifully well kept 1 story single family pool home in desirable Winter Park. Access to Lake Florence and Tennis courts! The rear patio is huge, fenced and the sparkling pool creates the perfect oasis. Enjoy your beautiful Florida days and nights in the great patio space. Interior features gorgeous tile and high grade wood laminate floors, convenient eat-in kitchen and so much more. Large master bedroom with a walk in closet and a master bath with an oversized shower! Get creative with the awesome atrium space! Open floor plan lends itself to any accommodation. Schedule a showing today as this unique opportunity will not last very long. less
Listing Provided Courtesy of Ecos Realty Llc
Popularity
$239,900
$888/mo
Monthly Payment:
$888
Principal & Interest:
$888
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,684sq ft $142 / sq ft SFR
Lot Size15,697sq ft Built1960 On Site11days
Excellent location for your buyers to customize and make this home their own. Large acreage of the lot and central location for enjoying all the best that Winter Park has to... more
Excellent location for your buyers to customize and make this home their own. Large acreage of the lot and central location for enjoying all the best that Winter Park has to offer. Buyers to pay Doc Stamps on the Deed. *Investor offers will NOT be entertained until 20 days after listing date. This property is eligible under the Freddie Mac First Look initiative through 10/29/2014. less
Listing Provided Courtesy of Millenium Realty Group
Popularity
$575,000
$2,130/mo
Monthly Payment:
$2,130
Principal & Interest:
$2,130
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $115,000 down)
Winter Park, FL 32789
4bed 3bath 2,579sq ft $223 / sq ft SFR
Lot Size6,750sq ft Built2014 On Site11days
Brand new construction! To be completed within 14 days. Wonderful "orwin manor area". this contemporary style home features: 10'ceilings throughout,wood... more
Brand new construction! To be completed within 14 days. Wonderful "orwin manor area". this contemporary style home features: 10'ceilings throughout,wood floors, quartz counter tops, 8' doors, gas fireplace,range, 2 efficient on-demand tankless gas water heaters, stainless appliances, crown molding, architectural shingle roof, upgraded tile, upgraded lighting and plumbing fixtures and an all glass/aluminum garage door. enjoy entertaining with the open floor plan featuring designer kitchen with sit down island seating and dinning nook, formal dinning room and a spacious family room with a natural gas fireplace looking out to a 20 x 12 covered lanai. First floor master bedroom with his and her closets, separate shower with rain and wall plumbing fixtures and floating double vanity with granite counter tops. You will love the material selections in this home. be the first to see this home to make it your own. less
Listing Provided Courtesy of Classic Homes
Popularity
$275,000
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 2,087sq ft $132 / sq ft SFR
Lot Size18,315sq ft Built1959 On Site11days
Completely Remodeled (2008) Home in sought after Winter Park Estates. New AC and AC Ducts throughout the Entire Home, New Roof and R19 Insulation. New Kitchen Cabinets with Self... more
Completely Remodeled (2008) Home in sought after Winter Park Estates. New AC and AC Ducts throughout the Entire Home, New Roof and R19 Insulation. New Kitchen Cabinets with Self Closing Drawers and Granite Countertops. Beautiful Vaulted Cypress Ceiling in Family Room with a Stunning Built-In Entertainment Center (72 in TV Stays). All New Doors, Trim, Baseboards, Double Pane French Doors, Fiberglass Front Door and Crown Molding throughout. Tile in all Living Areas, Red Wood Flooring in All Bedrooms and Office. Both Showers were Completed with Travertine. Granite Countertops in All Bathrooms and Laundry Room. Outdoor Living: Large 19 x 40 Covered Patio with Pavers. All Good Rated Schools and Just minutes to Shopping and Restaurants! less
Listing Provided Courtesy of Keller Williams Classic Realty
Popularity
$69,900
$483/mo
Monthly Payment:
$483
Principal & Interest:
$258
HOA Dues:
$225
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
2bed 3bath 1,031sq ft $68 / sq ft TWN
Lot Size31,698sq ft Built1983 On Site12days
This 2 bedroom townhome offers private bathrooms in each bedroom, laminate flooring in the living areas and on the stairs as well as ceramic tile flooring in the kitchen and on... more
This 2 bedroom townhome offers private bathrooms in each bedroom, laminate flooring in the living areas and on the stairs as well as ceramic tile flooring in the kitchen and on the private, fenced back patio. Add your own touches and finishes and make this unit your own. Located in the established Goldenrod Road area of East Orlando, this unit provides easy access to shopping, dining, major access roads and schools. Relax and enjoy the community pool and playground as well. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of C21/oviedo Realty
Popularity
$395,000
$1,463/mo
Monthly Payment:
$1,463
Principal & Interest:
$1,463
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,000 down)
Winter Park, FL 32792
Orange County School District
5bed 3bath 2,600sq ft $152 / sq ft SFR
Lot Size11,183sq ft Built1957 On Site12days
Gorgeous, completely renovated 5 bedroom 3 full bath home. Rarely available 3 blocks from Winter Park High School. Minutes to Cady Way Park. All new roof, electric, plumbing,... more
Gorgeous, completely renovated 5 bedroom 3 full bath home. Rarely available 3 blocks from Winter Park High School. Minutes to Cady Way Park. All new roof, electric, plumbing, floors, paint, lighting, landscaping, windows, kitchen is Victorian Creme Cabinets with Designer slide in range and bathrooms are all new and gorgeous Master shower is huge and has 2 shower heads and built in seat. Come see your dream home with your dream space. Completely open floor plan means you can have Formal Living room, Formal Dining room, Study, Office, playroom, huge family room any way you want to use it! There are also 2 Master bedrooms and an irrigation well. This is a beauty in a great neighborhood. Big homes like this, near Winter park High, come around very rarely so don't wait. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$850,000
$3,149/mo
Monthly Payment:
$3,149
Principal & Interest:
$3,149
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $170,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 3bath 3,430sq ft $248 / sq ft SFR
Lot Size8,385sq ft Built2015 On Site13days
Pre-construction. Stunning WayCool Homes by Phil Kean Contemporary home. Breath-taking curb appeal. Three bedroom (plus office), three bath two-story home - brand new for you.... more
Pre-construction. Stunning WayCool Homes by Phil Kean Contemporary home. Breath-taking curb appeal. Three bedroom (plus office), three bath two-story home - brand new for you. It's not too late to choose your finishes, and meet with Phil Kean Design Group to make this home fit your needs. Phil Kean Designs is the 2013 National Custom Home Builder of the Year. less
Listing Provided Courtesy of Not Available
Popularity
$100,000
$370/mo
Monthly Payment:
$370
Principal & Interest:
$370
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $20,000 down)
Winter Park, FL 32792
Seminole County School District
2bed 1bath 925sq ft $108 / sq ft SFR
Lot Size9,499sq ft Built1954 On Site13days
This house wants you! Bring your designer talents & cutify this sweet little winter park starter! This one has good bones and a huge shady back yard, with tons of room for... more
This house wants you! Bring your designer talents & cutify this sweet little winter park starter! This one has good bones and a huge shady back yard, with tons of room for anything you can imagine - add a pool, a green house, a studio, a 2nd story or an entire new wing! Mostly original, with 2 bedrooms/1 bath, some hardwood floors & inside laundry room. Great location within 1/4 mile of major shopping & 1/2 mile from nearby well-rated winter park schools, restaurants, lakes & parks. Less than 4 miles from full sail university & rollins college, 11 miles from university of central florida. Bring your imagination & make this cutie shine! This is a fannie mae homepath property. All information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. less
Listing Provided Courtesy of Profitable Properties
Popularity
$525,000
$2,695/mo
Monthly Payment:
$2,695
Principal & Interest:
$1,945
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $105,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,418sq ft $370 / sq ft CND
Lot Size3.3acre Built1921 On Site13days
Traditional and elegant, this third floor two bedroom, two bath condominium is light, bright, and spacious. Located in the Historic Alabama the unit offers a great open floor... more
Traditional and elegant, this third floor two bedroom, two bath condominium is light, bright, and spacious. Located in the Historic Alabama the unit offers a great open floor plan with views of Lake Maitland. Completely renovated in 2012, the residence emanates high end finishes and designer touches throughout. Upon entering the front door the customer will be impressed with the beautiful parquet hardwood floors, extensive mill work, built in cabinetry, recessed lighting, window treatments, large inside laundry room , and much more. Attention to detail is evident in every room. A spacious gourmet kitchen features marble counter tops, gorgeous 42” wood cabinetry, quality appliances, closet pantry, and breakfast bar. A large master bedroom suite will afford the new owner an abundance of closet space and warm ambient light. The tastefully finished master bath features marble tile from floor to ceiling throughout, walk in closet, and ample lighting. Building amenities include a secured lobby entrance, boat docks which may be rented yearly, a community pool & clubhouse, as well as covered parking. Located on five acres in the Via's of Olde Winter Park, the Alabama faces Lake Maitland where the community dock is located . Enjoy the close proximity of Park Avenue where fine dining and shopping await. No rentals are permitted in the building. Small to medium size pets are allowed. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$189,000
$700/mo
Monthly Payment:
$700
Principal & Interest:
$700
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,692sq ft $112 / sq ft SFR
Lot Size13,888sq ft Built1989 On Site13days
Short sale! Great family friendly neighborhood, 3bed/2bath split plan with formal living and dining. A/c system is 1 year old and has a 10 year parts and labor warranty. House... more
Short sale! Great family friendly neighborhood, 3bed/2bath split plan with formal living and dining. A/c system is 1 year old and has a 10 year parts and labor warranty. House has been replumbed and roof was replaced in 2005. Fantastic 1/3 of acre back yard with lots of room for kids to play. Has an above ground pool and play gym, great for family get togethers. Master shower remodeled. Stainless steel dishwasher & stove. In highly sought after winter park, close to a- rated schools. Shopping just around the corner. Come make this your home. less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$425,000
$1,574/mo
Monthly Payment:
$1,574
Principal & Interest:
$1,574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,764sq ft $241 / sq ft SFR
Lot Size8,723sq ft Built1953 On Site13days
Open Sun Oct 19, 2pm-4pm
Exceptionally renovated mid-century Winter Park bungalow with a modern twist. Spacious 2/2 with over 1750 SF and high-end finishes will be sure to impress! Over $100K in updates... more
Exceptionally renovated mid-century Winter Park bungalow with a modern twist. Spacious 2/2 with over 1750 SF and high-end finishes will be sure to impress! Over $100K in updates and upgrades. New HVAC with Nest thermostat, new plumbing, updated electrical with LED recessed lighting and landscape lighting and new windows. And the list goes on! Gorgeous kitchen with Carrara marble tops, GE Profile stainless appliances and dark wood cabinets. Both bathrooms completely updated with same stylish sensibility. Gorgeous oak hardwoods, wood burning fireplace and terrazzo are just a few of the original details that add warmth and character. Interior designer touches include Legrand Adorne switches and outlets and George Kovacs light fixtures and fans. Outside features a large 13x34 terrace, private fenced backyard, extensive landscaping, new gutters and irrigation system. Transferable termite bond. Nothing is ordinary about this home and it must be seen to truly appreciate! Schedule a private showing today. less
Listing Provided Courtesy of Keller Williams At The Parks
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
1.941.487.1400
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The information being provided by Mid Florida Regional MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid Florida Regional MLS. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid Florida Regional MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Mid Florida Regional MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Copyright 2014 Mid Florida Regional MLS. All rights reserved.

Data last updated: Sunday, October 19, 2014 at 6:22 PM