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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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$1,375,000
$5,094/mo
Monthly Payment:
$5,094
Principal & Interest:
$5,094
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $275,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 5,511sq ft $250 / sq ft SFR
Lot Size22,599sq ft Built1970 On Site7days
Exceptional 5500 sq ft 5 bedrooms 5.5 baths custom home carefully renovated and re-crafted with entertainment in mind and provides comfort and elegance!! No expense spared!... more
Exceptional 5500 sq ft 5 bedrooms 5.5 baths custom home carefully renovated and re-crafted with entertainment in mind and provides comfort and elegance!! No expense spared! Situated on a 1/2 acre home-site with 195 ft of frontage on howell creek and views to bonnie burn park. Quality finishes include: wood, natural stone, & marble flooring; anderson low-e windows, full masonry fireplace, 2 stairways, extensive use of crown moldings and mill work throughout the home! First floor with open formals & family room with views to the chef`s kitchen showcased by granite counter tops, large working island, ss appliances, double ovens & lots of storage! Walk-in pantry. The home also features 2 separate laundry rooms located on 1st & 2nd floor. Dinette with wet bar and wine cooler with open views looking out onto your back yard and creek. 3 bedrooms & 3 baths on 1st floor with 2 patios, great for your evening wine & cheese. The 2 car garage has a separate work shop & storage area along with a porch that can be accessed from the kitchen too. The 3,000 sq ft upstairs is highlighted by the 1,000 sq ft master suite with 16 ft high ceiling, transom windows, french doors opening to a private covered balcony. In the master you will find a california closet with sitting area, huge walk-in shower with body spray system, jetted tub, separate vanities and laundry room. The 2nd floor also includes another large bedroom with adjoining bath and a bonus room for home office or gym. Click to see the walk-thru video tour. less
Listing Provided Courtesy of Bhhs Results Realty
Popularity
We show you every available listing. Here's how
$69,900
$408/mo
Monthly Payment:
$408
Principal & Interest:
$258
HOA Dues:
$150
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
Seminole County School District
2bed 3bath 1,652sq ft $42 / sq ft CND
Lot Size1,525sq ft Built1984 On Site9days
2 bed 2 bath condo. This property is a part of Freddie Mac’s First Look Program. Freddie Mac will only consider owner occupant buyers and second home buyers through July... more
2 bed 2 bath condo. This property is a part of Freddie Mac’s First Look Program. Freddie Mac will only consider owner occupant buyers and second home buyers through July 16, 2015. No investor offers will be considered until after the 20th day on the market. All information including square footage, land area and HOA fees to be verified by the buyer. less
Listing Provided Courtesy of Croft Real Estate Service Llc
Popularity
$224,900
$833/mo
Monthly Payment:
$833
Principal & Interest:
$833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $44,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,482sq ft $152 / sq ft SFR
Lot Size10,011sq ft Built1966 On Site9days
Beautifully updated, well-maintained and truly "move-in-ready" 3/2 home located in one of Winter Parks most sought-after communities and school districts. Upgrades include a new... more
Beautifully updated, well-maintained and truly "move-in-ready" 3/2 home located in one of Winter Parks most sought-after communities and school districts. Upgrades include a new roof (2015), double-pane windows, double insulation in the attic, porcelain tile throughout main living areas, new carpet in all bedrooms, new exterior and interior paint and so much more. You will enjoy the open floor plan and abundance of natural lighting which makes this home's nearly 1,500 sq./ft. feel so much bigger. Nestled in a peaceful and well-established neighborhood, you will be within minutes of shopping, entertainment and some of the finest restaurants that Central Florida has to offer. Demand is high for this neighborhood and homes of this quality. So, be sure to schedule a showing quickly as this one will not last long!! less
Listing Provided Courtesy of Iq Realty Inc
Popularity
$175,000
$687/mo
Monthly Payment:
$687
Principal & Interest:
$648
HOA Dues:
$39
(Based on a 30 year fixed loan at 3.75% with $35,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,534sq ft $114 / sq ft SFR
Lot Size4,892sq ft Built1986 On Site10days
Many great memories in this well-loved and lived-in home! Living room has lots of good light and is open to the dining room allowing for easy entertaining. The exterior has been... more
Many great memories in this well-loved and lived-in home! Living room has lots of good light and is open to the dining room allowing for easy entertaining. The exterior has been freshly painted with a cheerful, happy color and the interior is waiting for your personal touches. 4th bedroom is off the master bedroom and would make a perfect nursery or office. Roof was replaced in 2007 and the home has been replumbed. Enclosed sun room gives you additional living space or head out to the large back yard for gatherings and BBQ’s! Country Lane is a very desirable, established neighborhood with its own private boat dock, lake lot, tennis courts and playground. Centrally located with easy access to the 417 and minutes from Full Sail, Valencia Community College, Rollins and UCF. less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$1,189,900
$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 $237,980 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,700sq ft $322 / sq ft SFR
Lot Size9,655sq ft Built2015 On Site10days
This spacious 5 bedroom home is located on a quiet tree lined street in the heart of Winter Park. At 3700 sq. ft. this home boasts a huge master suite plus a possible guest... more
This spacious 5 bedroom home is located on a quiet tree lined street in the heart of Winter Park. At 3700 sq. ft. this home boasts a huge master suite plus a possible guest suite on the first floor. The first floor has beautiful hardwood flooring throughout. The master bath is appointed with dual sinks, tub, and separate shower stall. This home also features a luxury kitchen with gas range, built in appliances and gorgeous granite island. Conveniently located, the large dining room is connected to the kitchen. Perfect for entertaining, the kitchen and gathering area open up to a covered lanai and sparkling pool. An extra room on the first floor is perfect for an office, den, or formal living or dining area. Upstairs you will find a bonus space/loft area as well as four additional bedrooms with two baths. Highly acclaimed Winter Park schools, walking distance to the YMCA, and just minutes from shopping and dining on Park Avenue! less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$347,500
$1,287/mo
Monthly Payment:
$1,287
Principal & Interest:
$1,287
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,500 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,898sq ft $183 / sq ft SFR
Lot Size7,532sq ft Built1955 On Site10days
Bring all offers! Super cool, mid-century charmer in top location needs new owner now! Light and bright open plan with volume ceilings; perfect fir art installation or furniture... more
Bring all offers! Super cool, mid-century charmer in top location needs new owner now! Light and bright open plan with volume ceilings; perfect fir art installation or furniture arrangements. Hard wood & stone granite tile floors. Fireplace in stacked stone wall in great room. Updated chef's kitchen with granite counters, custom cabinetry and lighting, stainless appliances and large island for eating & entertaining. Walk-in pantry and indoor laundry facility. 3 bed / 3 bath split plan or 2 bed / 2 bath plus office den/guest suite provides option for living spaces. Newly renovated exterior space provides lovely backyard with patio for outdoor entertaining with lush landscape front and back. Brand new a/c and new roof. Walk to ymca, phelps park, lakemont elementary! Freshly painted and ready for move in this summer! less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$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
N/Asq ft N/A / sq ft LND
Lot Size1.1acre BuiltN/A On Site10days
Value is in the land
Value is in the land less
Listing Provided Courtesy of Source Realty Inc
Popularity N/A
$570,000
$2,111/mo
Monthly Payment:
$2,111
Principal & Interest:
$2,111
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $114,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 3bath 2,486sq ft $229 / sq ft TWN
Lot Size5,258sq ft Built2002 On Site10days
Open Sun Jul 12, 2pm-4pm
Beautiful three bedroom, three bathroom townhome in prestigious Winter Park. From the moment you walk through the double front doors, you are welcomed by a bright and open floor... more
Beautiful three bedroom, three bathroom townhome in prestigious Winter Park. From the moment you walk through the double front doors, you are welcomed by a bright and open floor plan with plantation shutters throughout the home. The high ceilings and crown molding create a splendid atmosphere for both comfort and entertainment. The gourmet kitchen features an island, 42" custom cabinets, stainless steel appliances, granite counter tops, and under cabinet lighting. Located just off the kitchen is a large den/bonus room with custom built cabinetry, a full bath, the dining and living room combo with a wood burning fireplace, and two doors to the outdoor patio area. The wood staircase leads you to the an additional bonus area with a custom built-in desk. The master suite includes two walk-in closets and luxurious master bath with dual sinks, garden tub, and walk-in shower. Nestled in the heart of College Quarter, this home is perfectly located to enjoy all the shops and restaurants of Park Avenue, Rollins College, the Winter Park Public Library, and Farmer's Market. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$319,000
$1,181/mo
Monthly Payment:
$1,181
Principal & Interest:
$1,181
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 3,304sq ft $97 / sq ft SFR
Lot Size9,177sq ft Built1951 On Site10days
This spacious and sparkling home welcomes you with a completely renovated open kitchen, complete with stainless appliances, granite counters, travertine backsplash, and a wine... more
This spacious and sparkling home welcomes you with a completely renovated open kitchen, complete with stainless appliances, granite counters, travertine backsplash, and a wine cooler to keep prepared for entertaining. An open bar overlooks the living room, and all downstairs living areas are tiled. There is a dining room with a featured tile and marble inlay. Upstairs there master suite features vaulted ceilings and a bath with twin sinks, shower, and a jetted tub. For more living flexibility, there is a detached guest house in back, the bottom floor has a full kitchen, and upstairs is a bedroom or play area. Main house is 2312 sq ft; and 2 story guest house is 992 sq ft. The back building also accommodates a workshop on the side. Quick responses to questions, so come see this move in ready home! less
Listing Provided Courtesy of Savvy Properties Llc
Popularity
$849,000
$3,145/mo
Monthly Payment:
$3,145
Principal & Interest:
$3,145
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $169,800 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,480sq ft $244 / sq ft SFR
Lot Size9,599sq ft Built2015 On Site11days
Brand new custom home on tree lined street in sought-after winter park. Exquisitely appointed gourmet kitchen with tons of counter space, huge granite island with prep sink,... more
Brand new custom home on tree lined street in sought-after winter park. Exquisitely appointed gourmet kitchen with tons of counter space, huge granite island with prep sink, elegant cabinetry, and stainless steel appliances including double oven. Large open living area with stunning hardwood floors that encourages entertaining. Beautiful master bedroom on first floor as well as guest suite. Enjoy a master bath with dual sinks, soaking tub, and large separate shower stall with rain head. Additional rooms downstairs include a study along with a formal sitting area with built in wine cooler. Second floor includes large bonus room, 3 bedrooms, and 2 bathrooms. Step out back to your private oasis with pool and access to bathroom. Highly acclaimed winter park schools, walking distance to ymca, and just minutes from park avenue. less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$465,000
$1,722/mo
Monthly Payment:
$1,722
Principal & Interest:
$1,722
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $93,000 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 2,031sq ft $229 / sq ft SFR
Lot Size7,000sq ft Built1991 On Site11days
Hard to find, newer construction, professional home in incredible central location. High end home, featuring 2 master suites; 1 up and 1 down, with spacious and flexible... more
Hard to find, newer construction, professional home in incredible central location. High end home, featuring 2 master suites; 1 up and 1 down, with spacious and flexible entertaining space. Bonus room that could be an office, exercise, nursery or den and library on loft. Custom built library overlooking the living area. Granite counter tops and beautiful Merano Chandelier in kitchen with new stainless steel Kitchen Aid Refrigerator, Convection Microwave and Range. Kitchen French doors open to patio and pool area. Bamboo flooring throughout with imported newel post from church in Ireland at the top of the stairs. Master bath renovated with new jet tub, glass wall, shower door and grab bars. Gorgeous exterior with landscaping pavers driveway, pool deck, and walkway. Secluded pool and gardens will transport you. This home was decorated by a local interior decorator, lightly lived in and in immaculate condition. Walk to Florida Hospital, Loch Haven Park & Museums, Restaurants & Shopping. Won't last long! less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$899,000
$3,330/mo
Monthly Payment:
$3,330
Principal & Interest:
$3,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,800 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,064sq ft $293 / sq ft SFR
Lot Size17,079sq ft Built1956 On Site11days
This pristine three bedroom, three and one half bathroom pool home is nestled in the heart of beautiful Winter Park. Meticulously landscaped and maintained, this renovated home... more
This pristine three bedroom, three and one half bathroom pool home is nestled in the heart of beautiful Winter Park. Meticulously landscaped and maintained, this renovated home sits on a sought-after oversized lot and welcomes you immediately as you pull into the driveway. Upon entering, you will notice little touches, such as crown molding, stunning hardwood floors throughout, and gorgeous plantation shutters. Formal living room, just off the entry, is bright and open and includes a lovely wood-burning fireplace. As you enter the family room, you will immediately notice tons of natural light streaming through the wall-to-wall windows. Gourmet kitchen has been completely remodeled, showcasing slate floors, stainless steel appliances, granite countertops, and spacious eat-in area with wine bar, just perfect for entertaining. Master suite is expansive, with room enough for a private seating area, and includes double sinks, as well as French door access to your own serene pool oasis. Home also features a second master suite, plus an additional bed and bath, as well as an office with pool views. Once you step out to your private patio and tropical pool area, complete with lush palm trees, waterfall, spa, and brick privacy wall, you will experience your very own resort-style slice of paradise. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$179,900
$702/mo
Monthly Payment:
$702
Principal & Interest:
$666
HOA Dues:
$36
(Based on a 30 year fixed loan at 3.75% with $35,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,368sq ft $132 / sq ft SFR
Lot Size5,158sq ft Built1987 On Site11days
Love a Winter Park address? Are you looking for Seminole County schools, gorgeous ceramic tile flooring, open kitchen and soaring volume ceilings? This Autumn Glen subdivision,... more
Love a Winter Park address? Are you looking for Seminole County schools, gorgeous ceramic tile flooring, open kitchen and soaring volume ceilings? This Autumn Glen subdivision, 3 bedroom/2 bath sweetheart MIGHT BE YOUR NEXT HOME! Super subdivision, within 1/2 mile of major shopping, restaurants, Red Bug Lake Park and well rated schools. Privacy fenced back yard, Dining Room PLUS breakfast nook, big soaking tub in the master bath & HUGE walk-in closet! 2 car garage, roomy screened porch has serene views of your shady backyard - enjoy your morning coffee & commune with the cardinals. Prior owners made some updates but there's still room for "your" special touches to make this gem a true diamond! Autumn Glen offers tennis courts, a playground and pond front park areas. COME LOOK US OVER - there's no time like NOW! **This is a Fannie Mae HomePath Property. “First Time Buyers, complete the HomePath Ready Buyer homeownership course on the HomePath website. Attach certificate to offer and request up to 3% closing cost assistance. Check the HomePath website for more details or ask your Realtor. Restrictions apply.” 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
$729,900
$2,704/mo
Monthly Payment:
$2,704
Principal & Interest:
$2,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $145,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 2,534sq ft $288 / sq ft SFR
Lot Size11,546sq ft Built1960 On Site11days
Fully Updated Winter Park Gem - Split master suite, 2nd and 3rd bedrooms. Oversize 2 car garage. Open floor plan perfect for entertaining. Large open kitchen with cherry... more
Fully Updated Winter Park Gem - Split master suite, 2nd and 3rd bedrooms. Oversize 2 car garage. Open floor plan perfect for entertaining. Large open kitchen with cherry cabinets, granite countertops, and GE Monogram appliances - gas range, microwave-speed cook, wine cooler. Hardwood and travertine flooring throughout home. Updated bathrooms with quartz/granite countertops. TECO gas service with tankless gas water heater. Large laundry room with stacked Whirlpool washer & dryer. Mature landscaping and olde Chicago brick patio. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$435,000
$1,736/mo
Monthly Payment:
$1,736
Principal & Interest:
$1,611
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $87,000 down)
Winter Park, FL 32789
3bed 3bath 1,758sq ft $247 / sq ft TWN
Lot Size12,509sq ft Built2014 On Site11days
This spacious, beautiful contemporary townhome, designed by Mark Nasrallah is a must have... just steps to Park Avenue! Built with the finest materials...metal roof,... more
This spacious, beautiful contemporary townhome, designed by Mark Nasrallah is a must have... just steps to Park Avenue! Built with the finest materials...metal roof, all concrete block (first, second floors and demising walls), level 5 drywall, upgraded stainless steel LG appliances, custom cabinets, beautiful porcelain tile on the first floor and magnificent hardwood on the second floor. less
Listing Provided Courtesy of Deeb Family Homes 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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The information being provided by Mid-Florida Regional Multiple Listing Service 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 Multiple Listing Service. 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 Multiple Listing Service. 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 Multiple Listing Service and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

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Data last updated: Sunday, July 5, 2015 at 7:15 PM