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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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$165,000
$611/mo
Monthly Payment:
$611
Principal & Interest:
$611
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,000 down)
Winter Park, FL 32792
Seminole County School District
2bed 1bath 920sq ft $179 / sq ft SFR
Lot Size8,803sq ft Built1954 On Site28days
Taken down to the concrete walls and totally rebuilt, this charming “old winter park” bungalow has been completely renovated and is absolutely move in ready!... more
Taken down to the concrete walls and totally rebuilt, this charming “old winter park” bungalow has been completely renovated and is absolutely move in ready! Perfectly located in a wonderful neighborhood, this home is light and bright with 2 bedrooms and 1 bathroom, proudly boasting gleaming hardwood floors throughout. The newly designed kitchen is clean and fresh with all wh;te cabinets, built in wine rack, granite counters, and sleek stainless steel appliances. The bathroom has been tastefully updated with dual sinks, gorgeous granite counter top, and custom tiled shower. A spacious screened porch just off the custom kitchen leads to a large fully fenced backyard. All of the follow additional updates to this home are NEW-> septic system, roof, double pane low E windows, 16 seer HVAC with all new duct work, water heater, R30 mat insulation overhead, R18 filled cinder-blocks for added energy efficiency, sprinkler system, inside laundry room with built in cabinets, ceiling fans, light and plumbing fixtures, and custom tongue and groove front porch ceiling. New, new, new!!! Come and see all this lovely home has to offer! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
We show you every available listing. Here's how
$849,789
$3,148/mo
Monthly Payment:
$3,148
Principal & Interest:
$3,148
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $169,958 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,282sq ft $259 / sq ft SFR
Lot Size15,011sq ft Built1966 On Site29days
This amazing 4 bedroom, 3-1/2 bath light bright pool home is meticulously maintained on a large corner lot in the highly desirable oak-lined streets just north of Park Ave. This... more
This amazing 4 bedroom, 3-1/2 bath light bright pool home is meticulously maintained on a large corner lot in the highly desirable oak-lined streets just north of Park Ave. This stunning home has tons of green space, shaded by mature landscaping & majestic oaks. Floor plan is perfect for entertaining & family living. Spacious living and dining areas have wood floors, french doors & crown molding. Eat-in kitchen has light cabinets, stainless GE appliances & custom granite on the island, desk & butler pantry. Family room features a charming fireplace, tile floors, book nook & custom shelves and cabinets. Upgraded indoor/outdoor speaker system. All living spaces & bedrooms are naturally sunlit with double-pane windows & custom plantation shutters. Step outside the french doors & relax in your covered screened patio with granite counter beverage center & wall-mounted TV. Enjoy hours of outdoor living in the sparkling blue pool, hot shower & large lush private back yard. The 3 bedrooms downstairs are oversized. Upstairs, a spacious master bedroom gives new meaning to the word retreat with vaulted ceiling, seating area & master bath with granite counters. Be thrilled by the grand master closet with custom built-ins. Lastly, a spotless over-sized garage offers a work bench and plenty of storage. Enjoy the short walk or bike ride to Park Avenue restaurants, boutiques, Central Park, Farmers Market golf & racquet clubs, Enzian Theater, museums & playgrounds. Zoned for excellent schools, this home is a must-see! less
Listing Provided Courtesy of Belmont Realty
Popularity
$60,000
$222/mo
Monthly Payment:
$222
Principal & Interest:
$222
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $12,000 down)
Winter Park, FL 32792
2bed 2bath 990sq ft $61 / sq ft CND
Lot Size1.2acre Built1983 On Site30days
This is a Shortsale. 990 square foot condo home has 2 bedrooms and 1.5 bathrooms. It is located at 7443 Glen Oaks Way Winter Park, Florida. This is zoned in Winter Park High... more
This is a Shortsale. 990 square foot condo home has 2 bedrooms and 1.5 bathrooms. It is located at 7443 Glen Oaks Way Winter Park, Florida. This is zoned in Winter Park High school district. less
Listing Provided Courtesy of Broughton Realty Group
Popularity
$749,900
$2,778/mo
Monthly Payment:
$2,778
Principal & Interest:
$2,778
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $149,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,100sq ft $242 / sq ft SFR
Lot Size11,262sq ft Built2000 On Site30days
Gorgous Winter Park home located in Orange County. 4 Bedrooms/4 Bathrooms between upstairs and downstairs. The home is a two story home with steel appliances, beautiful crown... more
Gorgous Winter Park home located in Orange County. 4 Bedrooms/4 Bathrooms between upstairs and downstairs. The home is a two story home with steel appliances, beautiful crown molding throughout the home, luxurious chandeliers, nice hard wood flooring and additional storage space is very convenient. Upstairs is a den which is perfect for office space and/or play room. Unfortunately, the property needs the roof replaced, but besides that, the property has a lot of potential. Come see and make an offer today. less
Listing Provided Courtesy of Re/max Assured
Popularity
$400,000
$1,481/mo
Monthly Payment:
$1,481
Principal & Interest:
$1,481
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $80,000 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
2bed 2bath 1,221sq ft $328 / sq ft SFR
Lot Size8,088sq ft Built1939 On Site30days
Welcome to Oluolu on Lake Killarney. Enjoy this beautiful waterfront property and access to the private lake on Lake Killarney. This home sits in a wonderful location in between... more
Welcome to Oluolu on Lake Killarney. Enjoy this beautiful waterfront property and access to the private lake on Lake Killarney. This home sits in a wonderful location in between Lee Road and Fairbanks ave. You will be minutes to I-4, downtown Winter Park, or downtown Orlando. It's rare that a waterfront property comes available. Why wait to live the life you want to live? less
Listing Provided Courtesy of Property Logic Re
Popularity
$62,500
$431/mo
Monthly Payment:
$431
Principal & Interest:
$231
HOA Dues:
$200
(Based on a 30 year fixed loan at 3.75% with $12,500 down)
Winter Park, FL 32792
2bed 2bath 774sq ft $81 / sq ft CND
Lot Size25,541sq ft Built1983 On Site31days
This comfy 2 bedroom, 2 bathroom condominium with tile floors throughout, is on the ground floor for easy access. It is conveniently located near shopping, restaurants, and... more
This comfy 2 bedroom, 2 bathroom condominium with tile floors throughout, is on the ground floor for easy access. It is conveniently located near shopping, restaurants, and minutes from Full Sail University, UCF, Valencia, and Florida Hospital East. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$123,000
$698/mo
Monthly Payment:
$698
Principal & Interest:
$455
HOA Dues:
$243
(Based on a 30 year fixed loan at 3.75% with $24,600 down)
Winter Park, FL 32792
2bed 2bath 1,457sq ft $84 / sq ft CND
Lot Size2,030sq ft Built1983 On Site32days
Come see this 2 bedroom, 2 bathroom condo. It has a living area with a vaulted ceiling and fireplace all open to dining room. There is hard wood and tile flooring for easy... more
Come see this 2 bedroom, 2 bathroom condo. It has a living area with a vaulted ceiling and fireplace all open to dining room. There is hard wood and tile flooring for easy maintenance. Cedar Wood Village is conveniently located across the street to shopping, and restaurants. The community offers a tennis court and a clubhouse and a pool. This condo features a rear yard with lush landscaping for family gatherings. This is a must see for anyone looking for a condo in Winter Park. less
Listing Provided Courtesy of Exit Realty Central
Popularity
$149,900
$555/mo
Monthly Payment:
$555
Principal & Interest:
$555
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,980 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
1,197sq ft $125 / sq ft MFR
Lot Size8,250sq ft Built1947 On Site32days
Great opportunity to own a move in ready 3 bedroom /2 bath home, which actually is the combination of a 2 bedroom /1 bath main house and 1 bedroom /1 bath rental apartment or... more
Great opportunity to own a move in ready 3 bedroom /2 bath home, which actually is the combination of a 2 bedroom /1 bath main house and 1 bedroom /1 bath rental apartment or in-law suite. Live in the main home and rent out the apartment. Great location, close to College Park and Dubsdread Golf Course. Good schools. Enjoy the back deck with newer hot tub. The main kitchen has newer 42" wood cabinets and includes gas stove and other appliances and the apartment's kitchen also has wood cabinets with all appliances included. Additional laundry room/storage building. Nice size back yard. Ceramic tile, new carpet, new roof and freshly painted inside and out. All room sizes and square footage are approximate and should be verified. This is a must see! less
Listing Provided Courtesy of Venture Home Realty
Popularity
$1,200,000
$4,445/mo
Monthly Payment:
$4,445
Principal & Interest:
$4,445
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $240,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size2.6acre BuiltN/A On Site33days
Approved to be 2 lots. Approved by the City of Winter Park to be split into two, 1.25 lots. Seller financing an option - Rare opportunity to find 2.57 acres of Olde Florida... more
Approved to be 2 lots. Approved by the City of Winter Park to be split into two, 1.25 lots. Seller financing an option - Rare opportunity to find 2.57 acres of Olde Florida charm with 240 ft of lake front on little Lake Sybelia - IN Winter Park city limits. Towering oaks, spanish moss and citrus trees dot the property. Value is in the land but a house and separate studio/guest house on property are ready to put your own touches on, or tear down and build your own lake front dream home - the large mouth bass are literally jumping. This is for the buyer who wants seclusion and privacy - you can't even see most of property or house from Temple Dr. Sought after Winter Park schools - Dommerich Elem, Maitland Middle and Winter Park High. Enjoy the best the metro Orlando area has to offer - CentralFlorida's gem - Winter Park. Your own piece of old Florida charm. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity N/A
$129,500
$692/mo
Monthly Payment:
$692
Principal & Interest:
$479
HOA Dues:
$213
(Based on a 30 year fixed loan at 3.75% with $25,900 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 851sq ft $152 / sq ft CND
Lot Size4,347sq ft Built1969 On Site33days
Lakefront community condo! Just renovated. Great investment or residence opportunity in winter park. Community features lake access to lake killarney, community pool, boat ramp,... more
Lakefront community condo! Just renovated. Great investment or residence opportunity in winter park. Community features lake access to lake killarney, community pool, boat ramp, fishing pier, and bbq grills. Located near resturants and 5 mins from winter park village. Don't miss out on this opportunity. less
Listing Provided Courtesy of Bric Realty
Popularity N/A
$159,000
$589/mo
Monthly Payment:
$589
Principal & Interest:
$589
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,160sq ft $137 / sq ft CND
Lot Size5,612sq ft Built1986 On Site33days
Corner unit with privacy located inside Killarney Bay Condo. Walk to Winter Park Village and the new Trader Joe's. Upstairs condo with high vaulted ceilings and open floor plan.... more
Corner unit with privacy located inside Killarney Bay Condo. Walk to Winter Park Village and the new Trader Joe's. Upstairs condo with high vaulted ceilings and open floor plan. Rear balcony off one of the bedrooms. Newer carpet installed recently. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$1,495,000
$5,538/mo
Monthly Payment:
$5,538
Principal & Interest:
$5,538
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $299,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,219sq ft $354 / sq ft SFR
Lot Size15,152sq ft Built2005 On Site33days
Many custom features have been done to this home by renowned interior designer. Mature landscaping with landscape lighting costing over $100,000. Den with wet bar, wine cooler... more
Many custom features have been done to this home by renowned interior designer. Mature landscaping with landscape lighting costing over $100,000. Den with wet bar, wine cooler and ice maker. Extensive wood paneling in den, dining room and master bathroom. 3 Zones HVAC system. Master bathroom redesigned with glass chicklet tiles. Dual washers and dryers. Real Oak hardwood floors. Bonus room over garage. Whole house surround system. A must see to appreciate all upgrades. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$798,596
$2,958/mo
Monthly Payment:
$2,958
Principal & Interest:
$2,958
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,719 down)
Winter Park, FL 32789
4bed 4bath 2,648sq ft $302 / sq ft SFR
Lot Size5,996sq ft Built2014 On Site33days
Start fresh and Buy New in Winter Park’s oldest area! This new home has the garage in the back with a private gated alley access. Step back into time with the nostalgic... more
Start fresh and Buy New in Winter Park’s oldest area! This new home has the garage in the back with a private gated alley access. Step back into time with the nostalgic exterior style with all the modern materials, processes and energy efficiency. This popular floorplan has an oversized kitchen and island in the heart of the home, connected to the single dining room area, first floor master bedroom The interior design selections have Transitional home appointed with painted white cabinets featuring a quartz Carrera style countertop with a warm gray glass & stone mosaic backsplash in the kitchen. Hand scraped Stonehenge wood flooring blends the comfort and warmth of contemporary design with clean profiles and understated colors of a cool palate. Craftsman trim detail and stained Oak treads on staircase coupled with nickel finishes and lighting throughout. 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… it’s a win-win-win! less
Listing Provided Courtesy of Weekley Homes Realty Company
Popularity
$59,900
$221/mo
Monthly Payment:
$221
Principal & Interest:
$221
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $11,980 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 749sq ft $80 / sq ft CND
Lot Size3,258sq ft Built1984 On Site34days
Complete Remodeled Unit , No Banks Involved . Must see!!!
Complete Remodeled Unit , No Banks Involved . Must see!!! less
Listing Provided Courtesy of Agent Trust Realty Corp
Popularity
$529,900
$1,999/mo
Monthly Payment:
$1,999
Principal & Interest:
$1,963
HOA Dues:
$36
(Based on a 30 year fixed loan at 3.75% with $105,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,205sq ft $240 / sq ft SFR
Lot Size6,236sq ft Built2008 On Site34days
When you walk in the door you are going to feel right at home! This Rex-Tibbs built home welcomes you with warm wood flooring, designer wall treatment in Dining Room, custom... more
When you walk in the door you are going to feel right at home! This Rex-Tibbs built home welcomes you with warm wood flooring, designer wall treatment in Dining Room, custom built in wine closet featuring Old Winter Park Brick and custom iron detailed door. Kitchen overlooks family room and perfect layout for entertaining. Spacious Master Suite downstairs. Custom iron railing leads you upstairs to the bonus/loft space and secondary rooms. This home has poured concrete walls and that means durability/ energy efficiency! Hamilton Place is about a 15 minute walk to Park Avenue for shopping and dining. Everything you need is nearby; fabulous dining and nightlife. Short drive to downtown Orlando and I4. Top rated schools! Love where you live! Call today for your private showing. less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
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ZipRealty helps you find current homes for sale in Georgetown Independent School District. 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
1.941.487.1400
Local service is provided by our preferred broker, Coldwell Banker Residential Real Estate. By logging on to ziprealty.com, you are authorizing ZipRealty to refer you to Coldwell Banker Residential Real Estate for real estate brokerage services, and ZipRealty will receive a referral fee or other valuable consideration for such referral.
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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.

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Data last updated: Saturday, October 25, 2014 at 7:06 PM