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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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$250,000
$926/mo
Monthly Payment:
$926
Principal & Interest:
$926
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $50,000 down)
Winter Park, FL 32792
Orange County School District
2,110sq ft $118 / sq ft MFR
Lot Size11,459sq ft Built1985 On Site28days
Good rental area, Great property. 3 bed /2bath each side with single car garage and back porch for each. Tenants tend to stay long term. Great oversized tile throughout main... more
Good rental area, Great property. 3 bed /2bath each side with single car garage and back porch for each. Tenants tend to stay long term. Great oversized tile throughout main living areas. Carpet in bedrooms. Walk-in closet, great natural light, sky lights in main living areas, conveniently located near shopping: target/Winn Dixie/Publix/Costco, many restaurants and venues. Minutes from down town Orlando, and easy access to major roadways. Great access to UCF and Full Sail schools. Have had great qualified prospects for tenancies who have kept the property interior well. Enjoy morning coffee from covered porch while enjoying the peaceful wildlife views on the pond. This is a no brainer!! Come, See, Buy! less
Listing Provided Courtesy of Realty Group Specialists, Llc
Popularity
We show you every available listing. Here's how
$185,900
$688/mo
Monthly Payment:
$688
Principal & Interest:
$688
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,180 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,865sq ft $100 / sq ft SFR
Lot Size10,208sq ft Built1981 On Site28days
Charming 2 bedroom, 2 bath home located in Howell Estates. Home features and open floor plan with plenty of natural light. The main living space has laminate flooring... more
Charming 2 bedroom, 2 bath home located in Howell Estates. Home features and open floor plan with plenty of natural light. The main living space has laminate flooring throughout, with ceramic tile in the kitchen and baths. Very spacious living room is great for entertaining. The kitchen has plenty of counter space and breakfast counter. All bedrooms also have laminate flooring. Home features an enclosed Florida Room with ceramic tile and access to the private fenced backyard. Great curb appeal with a side entry garage. Conveniently located near schools, shopping and major highways. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$62,000
$467/mo
Monthly Payment:
$467
Principal & Interest:
$229
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $12,400 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $74 / sq ft CND
Lot Size9,439sq ft Built1990 On Site28days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$63,900
$516/mo
Monthly Payment:
$516
Principal & Interest:
$236
HOA Dues:
$280
(Based on a 30 year fixed loan at 3.75% with $12,780 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 802sq ft $80 / sq ft CND
Lot Size25,541sq ft Built1983 On Site28days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$62,000
$467/mo
Monthly Payment:
$467
Principal & Interest:
$229
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $12,400 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 840sq ft $74 / sq ft CND
Lot Size9,439sq ft Built1990 On Site28days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$2,195,000
$8,132/mo
Monthly Payment:
$8,132
Principal & Interest:
$8,132
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $439,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 6,242sq ft $352 / sq ft SFR
Lot Size18,258sq ft Built2013 On Site28days
Meticulously constructed 4 Bedroom 5 full & 1 half bath 6242 square foot "NEW ORLEANS' style pool home is situated on a beautiful oversized lot on a quiet street just steps away... more
Meticulously constructed 4 Bedroom 5 full & 1 half bath 6242 square foot "NEW ORLEANS' style pool home is situated on a beautiful oversized lot on a quiet street just steps away from Lake Maitland. First floor Master Suite w/ fireplace, kitchenette w/ Thermador refrigerator, dishwasher & sink, huge walk in closet & separate laundry room. Master bath has separate vanities, a soaking tub, large walk in shower & fireplace. Gourmet kitchen w/ top of the line commercial style stainless steel appliances, custom cabinetry, granite and marble counter tops & walk in pantry. Billiard/Game room has a fireplace, wet bar w/ wine refrigerator, Thermador refrigerator/freezer & dishwasher. Additional amenities include: Bevolo light fixtures, antique Chinese elm reclaimed wood floors, fabulous ceiling details throughout, extensive custom millwork & built ins, Windsor double insulated energy efficient windows, 2 covered porches & 2 covered balconies, 3 gas fireplaces, ICF (insulated concrete form) construction, Baldwin Estate hardware, Kohler plumbing fixtures, Elevator & 3 laundry rooms. This amazing home is loaded w/ upgrades & extras. Great attention has been paid to the architectural detail & style and should be viewed in person to truly appreciate the quality throughout. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$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
Seminole County School District
3bed 2bath 1,262sq ft $135 / sq ft SFR
Lot Size9,062sq ft Built1984 On Site28days
Nice Winter Park Pool Home for sale. Fenced yard with a patio that overlooks the pool. Split plan bedrooms. Great price for this quiet neighborhood in Winter Park.
Nice Winter Park Pool Home for sale. Fenced yard with a patio that overlooks the pool. Split plan bedrooms. Great price for this quiet neighborhood in Winter Park. less
Listing Provided Courtesy of Florida Home Realty & Invest
Popularity
$995,000
$3,686/mo
Monthly Payment:
$3,686
Principal & Interest:
$3,686
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,194sq ft $237 / sq ft SFR
Lot Size12,276sq ft Built1930 On Site28days
Be prepared to be Charmed by this 1930’s Olde Winter Park home with two apartment-guest cottage (included in square feet). The main residence has been meticulously... more
Be prepared to be Charmed by this 1930’s Olde Winter Park home with two apartment-guest cottage (included in square feet). The main residence has been meticulously renovated, highlighting attention to every detail & craftsmanship, combining a modern flair with period character. This exquisite residence has 3 bedrooms, 3 bathrooms, 3,170 SF, formal living room w/brick fireplace, dining room, office, sun room. A spacious kitchen ideal for entertaining, is light, bright & open to the family room. It features a large eating island with exotic granite counter tops, a breakfast bar, stainless steel appliances, double ovens, a wet bar, under cabinet lighting and glass cabinets to display your best china. Upstairs, the Master Suite has wood floors, an impressive dressing room complete with chandelier and built-in closets. The Master bathroom has double sinks and a walk-in shower. The large second bedroom being used as a den, has wood floors and a sun room/sitting area. The separate Guest house is ready for the next visionary transformation and has two apartments, each with 1 Bedroom & 1 bath, sunny porch, and kitchens with gas stove. The upstairs apartment is currently leased from month to month. The private lush backyard features tropical landscaping and Gazebo with hot tub. Walk to Park Ave, fine shopping & dining, Rollins College, WP Library and the Alfond Inn. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$625,000
$2,448/mo
Monthly Payment:
$2,448
Principal & Interest:
$2,315
HOA Dues:
$133
(Based on a 30 year fixed loan at 3.75% with $125,000 down)
Winter Park, FL 32792
Seminole County School District
5bed 5bath 3,815sq ft $164 / sq ft SFR
Lot Size17,242sq ft Built1993 On Site29days
This immaculate four-bedroom residence nestled in inside the gates of Bear Gully Community. Enjoy a spacious master bedroom with beautiful view of pool with large master bath... more
This immaculate four-bedroom residence nestled in inside the gates of Bear Gully Community. Enjoy a spacious master bedroom with beautiful view of pool with large master bath and walk-in closet with lots of storage space. The Family Room opens to the kitchen to complete the ease of living and quality of life that this floor plan offers. Upgraded hard wood flooring, high ceilings are ones of the many upgrades of this home. Amenities in the community include a tennis courts and a playground. Minutes to highways, shopping, and restaurants. less
Listing Provided Courtesy of One Stop Service Realty Inc
Popularity
$1,190,000
$4,408/mo
Monthly Payment:
$4,408
Principal & Interest:
$4,408
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $238,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,619sq ft $329 / sq ft SFR
Lot Size10,200sq ft Built2015 On Site30days
Hurry in for this brand new traditional french style home from david weekley. Come enjoy this spacious 2 story home in the heart of winter park. This beautifully designed and... more
Hurry in for this brand new traditional french style home from david weekley. Come enjoy this spacious 2 story home in the heart of winter park. This beautifully designed and appointed home has plenty of space with its 5 bedrooms, 4.5 baths, study, bonus room, covered lanai and plenty of storage space. It also boasts the newest david weekley "energy saver" construction science that used double pane/low-e ii vinyl windows, seer 14 a/c system, r-38 blown fiberglass insulation and many other energy-saving features. You will enjoy living among such timeless and elegant upgrades as distressed hardwood flooring that extends throughout the main living spaces and into the owners retreat; full overlay, glazed and raised panel cabinets with crown moulding and beveled knobs in the kitchen and bathrooms and electrical pre-wiring for wall mounted interior electronics. This home is destined to truly enhance the lives of its future owners. 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! less
Listing Provided Courtesy of Weekley Homes Realty Company
Popularity
$48,500
$404/mo
Monthly Payment:
$404
Principal & Interest:
$179
HOA Dues:
$225
(Based on a 30 year fixed loan at 3.75% with $9,700 down)
Winter Park, FL 32792
2bed 3bath 1,031sq ft $47 / sq ft CND
Lot Size31,041sq ft Built1983 On Site31days
Great for a starter home or an investor. Property is ready to be renovated. This property has 2 good size upstairs bedrooms for privacy. Each bedroom has their own bathroom... more
Great for a starter home or an investor. Property is ready to be renovated. This property has 2 good size upstairs bedrooms for privacy. Each bedroom has their own bathroom upstairs along with a ½ bath downstairs. The first floor has a living room/dining room along with a kitchen with an eat-in area that has a view of the fenced in patio area. Relax and enjoy the community pool and playground. Located in Winter Park Community of Hidden Oaks in the established Goldenrod Road area of East Orlando. Provides easy access to shopping, dining, major access roads, and schools. Convenient to Full Sail or the University of Central Florida. less
Listing Provided Courtesy of Lighthouse Property Grp Inc
Popularity
$149,999
$555/mo
Monthly Payment:
$555
Principal & Interest:
$555
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $30,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,920sq ft $78 / sq ft SFR
Lot Size9,112sq ft Built1981 On Site31days
This home is located at 423 OLOLU DRIVE, WINTER PARK, FL. It has 3 bedrooms, 2.0 full bathrooms, and approximately 1920 square feet. This is a rehab opportunity in the amazing... more
This home is located at 423 OLOLU DRIVE, WINTER PARK, FL. It has 3 bedrooms, 2.0 full bathrooms, and approximately 1920 square feet. This is a rehab opportunity in the amazing Winter park area.This property is ready for you to customize it to your own liking! Conveniently located near major roads as well as all of the shopping and dining Winter Park has to offer. Property sold As IS. Property is sold for land value. less
Listing Provided Courtesy of Exit Realty Central
Popularity
$285,000
$1,055/mo
Monthly Payment:
$1,055
Principal & Interest:
$1,055
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $57,000 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 2,500sq ft $114 / sq ft SFR
Lot Size8,999sq ft Built1970 On Site31days
Open Sun Mar 29, 2pm-5pm
Move right in to this mid-century modern, updated and spacious home. All new doors and windows. Granite, stainless-steel, sparkling terrazzo, and gorgeous new lighting. Freshly... more
Move right in to this mid-century modern, updated and spacious home. All new doors and windows. Granite, stainless-steel, sparkling terrazzo, and gorgeous new lighting. Freshly painted. Laundry room off kitchen doubles as large pantry! Huge master bedroom has two large walk-in closets, stained concrete floor also in bath w/ spa tub w/ shower. New landscaping and irrigation system. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$349,000
$1,293/mo
Monthly Payment:
$1,293
Principal & Interest:
$1,293
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,341sq ft $260 / sq ft SFR
Lot Size8,649sq ft Built1948 On Site31days
Great Winter Park lot to build new. Some Interior updating has occurred over the years. Great Potential. Check out the Schools. This street is being rebuilt with... more
Great Winter Park lot to build new. Some Interior updating has occurred over the years. Great Potential. Check out the Schools. This street is being rebuilt with beautiful big homes. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$499,000
$1,973/mo
Monthly Payment:
$1,973
Principal & Interest:
$1,848
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
4bed 4bath 2,604sq ft $192 / sq ft TWN
Lot Size12,509sq ft Built2014 On Site32days
Open Sun Mar 29, 2pm-4pm
Newly built, bright and open contemporary four bedroom, three and a half bathroom townhome in Winter Park. Open living and dining room floor plan. Built with the finest... more
Newly built, bright and open contemporary four bedroom, three and a half bathroom townhome in Winter Park. Open living and dining room floor plan. Built with the finest materials - metal roof, all concrete block (first, second floors and demising walls), level 5 drywall, upgraded stainless steel LG appliances, magnificent porcelain tile on the first floor and gorgeous hardwood floors upstairs. This spacious, modern townhome, designed by Mark Nasrallah, is a must have, not to mention just steps to Park Avenue! 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
Content provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Sunday, March 29, 2015 at 8:47 PM