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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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$339,500
$1,257/mo
Monthly Payment:
$1,257
Principal & Interest:
$1,257
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $67,900 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 1,388sq ft $245 / sq ft SFR
Lot Size7,380sq ft Built1925 On Site215days
The perfect Winter Park bungalow on brick street. Only one mile to shopping district on Park Avenue. Beautiful wood floors. Kitchen and bath have been updated. Detached two car... more
The perfect Winter Park bungalow on brick street. Only one mile to shopping district on Park Avenue. Beautiful wood floors. Kitchen and bath have been updated. Detached two car garage. Wooded, landscaped lot. Cute! Cute! Cute! Must See!! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
Your search results are current and complete. Learn more
$674,900
$2,533/mo
Monthly Payment:
$2,533
Principal & Interest:
$2,500
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.75% with $134,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,622sq ft $257 / sq ft SFR
Lot Size1.1acre Built1986 On Site215days
Traditional floor plans are back in vogue! Get on this PREMIER SKI LAKE in Winter Park for less than $700K!! You won't find a more peaceful, scenic, and PRIVATE lake at this... more
Traditional floor plans are back in vogue! Get on this PREMIER SKI LAKE in Winter Park for less than $700K!! You won't find a more peaceful, scenic, and PRIVATE lake at this price. Located on 1.1 acres on a cul-de-sac, this home features all NEW BRAZILIAN BELLAWOOD KOA HARDWOOD floors in dining room, living room, family room, & elegant foyer. The kitchen has been totally remodeled with GRANITE countertops, STAINLESS STEEL appliances, travertine floors & travertine backsplash, dual undermount sink, undermount cabinet lighting, beautiful CHERRY CABINETS. The kitchen has an eat-in dining area that overlooks the resort style pool, spacious backyard, and beautiful Bear Gully Lake. No expense was spared in the pool area...you will enjoy the beautiful stone pool deck, large pool, heated spa and waterfall overlooking the lake. This home features two wood burning fireplaces for those cozy "winter" nights...one in the family room and one in the master bedroom. The master bedroom has a magnificent view of the lake and an entrance to the large enclosed Florida Room off the back of the home from which you can relax and watch the wildlife or the occasional boat pass by. Bear Gully Bay is a small secluded and private subdivision..this home is located on a private lot with conservation in front and the lake in back. UPGRADES IN 2012 INCLUDE: two NEW Trane A/C's, NEW plumbing, NEW ROOF -2011, NEW interior & exterior paint, NEW knock down ceilings, NEW granite counters in bathrooms, NEW tile in master bath. MOVE-IN READY! less
Listing Provided Courtesy of Valence Realty Group
Popularity
$225,000
$855/mo
Monthly Payment:
$855
Principal & Interest:
$833
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 1,906sq ft $118 / sq ft SFR
Lot Size5,439sq ft Built1987 On Site216days
Welcome to the exclusive community of Hyde Park. Upon entering this 4 Bedroom, 2 Bath home your eyes will be drawn towards the volume ceilings, majestic wood-burning brick... more
Welcome to the exclusive community of Hyde Park. Upon entering this 4 Bedroom, 2 Bath home your eyes will be drawn towards the volume ceilings, majestic wood-burning brick fireplace & open floorplan! Updated kitchen cabinetry with granite countertops. Eat-in kitchen area is perfect for family gatherings. Roof replaced in 2005. Master Bedroom suite is located downstairs & boasts walk-in closet, dual sinks & garden tub with separate shower. 15'x09' loft area is perfect for hanging out & playing video games. All other bedrooms are spacious & accommodating. Community amenities include: tennis court, playground & basketball court. Home is near schools, restaurants, hospitals & shopping! less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$379,000
$1,404/mo
Monthly Payment:
$1,404
Principal & Interest:
$1,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $75,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,344sq ft $282 / sq ft SFR
Lot Size3.8acre Built1976 On Site217days
Owner financing! A dream comes true for an unique opportunity for persons with a great vision, a block home 1/1 with a manufacture home 3/2 sitting on a 3.83 acres of land, in... more
Owner financing! A dream comes true for an unique opportunity for persons with a great vision, a block home 1/1 with a manufacture home 3/2 sitting on a 3.83 acres of land, in the heart of winter park. 0.30 miles to target, 0.4 miles to central florida greene way 417. 5.7 miles to university central florida (ucf). Fabulous location for your housing project! less
Listing Provided Courtesy of Evergreen Properties Usa, Inc.
Popularity
$315,000
$1,167/mo
Monthly Payment:
$1,167
Principal & Interest:
$1,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,945sq ft $162 / sq ft SFR
Lot Size9,252sq ft Built1958 On Site217days
Walk into this beautiful newly remodeled home. The kitchen remarkable when you walk into this home. Designer kitchen cabinets, granite counter tops and brand new stainless steel... more
Walk into this beautiful newly remodeled home. The kitchen remarkable when you walk into this home. Designer kitchen cabinets, granite counter tops and brand new stainless steel appliances. This kitchen is brand new and never been used. It is open to the living room which gives it an open feeling and perfect for entertaining. The home has brand new custom designed bathrooms and new flooring through out. Another great advantage is brand new windows through out which is great for insulation. The home has a large front yard and a brand new enclosed fence in the back yard. Come see this home the beauty speaks for it self. All this home needs is your personal touch to call it home. less
Listing Provided Courtesy of Stonebridge Real Estate Group
Popularity
$1,135,000
$4,205/mo
Monthly Payment:
$4,205
Principal & Interest:
$4,205
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $227,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,249sq ft $267 / sq ft SFR
Lot Size12,543sq ft Built2008 On Site218days
An elegant classic home in Olde Winter Park! Located on a quiet street between Lake Osceola and N. Phelps Ave., this 5 bedroom, 4/2 bath pool home boasts high-end finishes and... more
An elegant classic home in Olde Winter Park! Located on a quiet street between Lake Osceola and N. Phelps Ave., this 5 bedroom, 4/2 bath pool home boasts high-end finishes and fixtures throughout. Beautiful wood floors, crown molding and upscale lighting fixtures complement this well-appointed home. There is a spectacular gourmet kitchen with a large granite island and high-end KitchenAid appliances, including an 8 burner gas stove with pot filler, 2 ovens, and a wine refrigerator. Open to the kitchen is a large family room with surround sound, a fireplace and French doors opening to the covered lanai and pool area. There is a screen-enclosed, heated salt water pool and spa, outdoor shower, half bath and a fabulous summer kitchen, perfect for entertaining or just relaxing. The large master suite is downstairs with a luxurious master bath featuring a Kohler whirlpool tub, a spa shower, travertine flooring, granite counters and a spacious walk-in closet with custom dark wood built-ins. In addition to the 5 bedrooms there is a home office on the first level with rich wood cabinetry and ceiling detail. Upstairs are the 4 additional bedrooms which are all spacious with plenty of storage in the roomy closets. The large central landing area upstairs has cabinetry with sink and KitchenAid mini fridge. The home has the added feature of natural gas service to the property. Convenient to excellent schools, parks, the YMCA, WPH as well as upscale dining and boutiques in downtown Winter Park! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$599,000
$2,427/mo
Monthly Payment:
$2,427
Principal & Interest:
$2,219
HOA Dues:
$208
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Windsong Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size23,512sq ft BuiltN/A On Site222days
Amazing chance to own a huge windsong lot - build your dream home. House and plans also available as a new home lisitng - see MLS
Amazing chance to own a huge windsong lot - build your dream home. House and plans also available as a new home lisitng - see MLS less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$2,295,000
$8,710/mo
Monthly Payment:
$8,710
Principal & Interest:
$8,502
HOA Dues:
$208
(Based on a 30 year fixed loan at 3.75% with $459,000 down)
Winter Park, FL 32789
Windsong Orange County School District
5bed 5bath 5,500sq ft $417 / sq ft SFR
Lot Size23,512sq ft Built2014 On Site222days
Stunning new one story 5,500 sf house on HUGE private 23,835 sf lot. Open and modern plan by Nasrallah Architectural Group and joint venture build by prestigious IBK... more
Stunning new one story 5,500 sf house on HUGE private 23,835 sf lot. Open and modern plan by Nasrallah Architectural Group and joint venture build by prestigious IBK Construction and Z Properties. Huge living spaces open to gracious outdoor living area and pool with pool cabana and outdoor kitchen. Spacious suites, split plan, no detail will be overlooked - four car garage. Do not miss this opportunity. Please call lisitng agent to schedule appointment to discuss time lines and budget. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$379,000
$1,404/mo
Monthly Payment:
$1,404
Principal & Interest:
$1,404
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $75,800 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size12,059sq ft BuiltN/A On Site222days
Opportunity knocks! With inventory at an all-time low you do not want to miss your chance to develop this great lot! Whether you are an investor, builder or plan to occupy -... more
Opportunity knocks! With inventory at an all-time low you do not want to miss your chance to develop this great lot! Whether you are an investor, builder or plan to occupy - build your dream home on this oversized 70x170 lot in winter park! Excellent proximity to everything - walk to the ymca ride your bike to park avenue to enjoy shopping, dining and entertainment or just a short drive to whole foods and so much more! Great schools! Close to i-4, 417 and 408. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,169,900
$4,334/mo
Monthly Payment:
$4,334
Principal & Interest:
$4,334
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $233,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,860sq ft $303 / sq ft SFR
Lot Size10,295sq ft Built2015 On Site223days
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** Elegant, Classic Italianate home on a lovely, tree lined street. This fantastic new home... more
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** Elegant, Classic Italianate home on a lovely, tree lined street. This fantastic new home has 4 large bedrooms, all en suite, with a generous master down. Formal dining room, study/ flex space and a gorgeous sun room make this plan work for the whole family. The kitchen features a 48" dual fuel range, a 48" built in refrigerator and a large dining island with prep sink. Hand scraped wood floors in all the main living areas, the master bedroom and the sun room as well as an all wood staircase. The homes energy features include LED lighting, radiant barrier insulation, thermal PGT windows and two tankless hot water heaters. There is an over sized, detached 2 car garage with plenty of storage. Call today about this wonderful new home and select your own finishes! less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$5,200,000
$19,265/mo
Monthly Payment:
$19,265
Principal & Interest:
$19,265
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $1,040,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 6,850sq ft $759 / sq ft SFR
Lot Size42,678sq ft Built1999 On Site223days
Enter the private gate to find this sophisticated contemporary home along the shores of Lake Maitland. Outstanding features adorn this 2006 totally remodeled home. The front... more
Enter the private gate to find this sophisticated contemporary home along the shores of Lake Maitland. Outstanding features adorn this 2006 totally remodeled home. The front door opens to this beautiful open floor plan drawing your attention past the Dining Room to a most beautiful view of Lake Maitland. Foyer leads to an attractive Office with fireplace and built in shelves and an open Living Room, currently enjoyed as a Music Room, with piano and seating. Large Family Room with another gas fireplace and a wall of windows overlooks the Pool. Kitchen features double refrigerators, gas cook top, wine refrigeration room, center island and a breakfast area with built in desk. Off the Kitchen is a Guest Suite with full bath. Toward the back of the home is a Gathering Room with a wet bar and more views of the lake. The Master is located downstairs with a large Master Bath and closets. Electric shades can be open or shut with the push of a button. Upstairs hosts three en suite Bedrooms, one currently used as a Media Room. An added bonus is located between two bedrooms and currently used as an Art Studio, also perfect for a writer or convert to a playroom, with a scenic view of the lake. The outside area has a wrap around terrace with a Summer Kitchen off the Family Room and a Gathering Area off the Master with another gas fireplace. Dock includes a covered Boat House with hoist. Please view the virtual tour for more details. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$380,000
$1,407/mo
Monthly Payment:
$1,407
Principal & Interest:
$1,407
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $76,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,321sq ft $164 / sq ft TWN
Lot Size3,524sq ft Built1998 On Site224days
A must see inside!! This four bedroom three bath fee simple townhome will surprise you!! A spacious home offering two master suites, one bedroom & full bath downstairs, hardwood... more
A must see inside!! This four bedroom three bath fee simple townhome will surprise you!! A spacious home offering two master suites, one bedroom & full bath downstairs, hardwood floors, vaulted ceilings and a cozy wood burning, family room fireplace! Unit features a quaint, fenced back yard, inside utility room & one car garage. Steps from rollins college and winter park's farmers market & park avenue. Also available for rent $2500 per month! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,225,000
$4,538/mo
Monthly Payment:
$4,538
Principal & Interest:
$4,538
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $245,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,020sq ft $305 / sq ft SFR
Lot Size9,747sq ft Built2002 On Site225days
Elegant home on a quiet brick street in the heart of Winter Park. Classic Mizner-style, designed by architect Gary Hancock. It has 4,020 square feet and was custom built in... more
Elegant home on a quiet brick street in the heart of Winter Park. Classic Mizner-style, designed by architect Gary Hancock. It has 4,020 square feet and was custom built in 2002. 4 bedrooms, 4.5 bathrooms, office/library, and a room for a home theater. Gracious entryway and foyer. Brazilian cherry floors and beautiful Pella windows and french doors. Both gas fireplaces have unique mantels and surrounds. The large open formal living and dining room, with its high ceiling and Mexican tile floor, is perfect for entertaining. The gourmet kitchen is for a serious chef, with its custom cabinetry, granite counter tops, food preparation island, Sub-Zero refrigerator, Bosch dishwasher and Thermador natural gas stove with 2 ovens. Separate suite for guests, a parent or older child. Decorator window finishes throughout. There are original tile wall mosaics by artist Ralph Young on the front porch and balcony, and the handcrafted gas lights outside add a touch of old world charm. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$1,099,900
$4,075/mo
Monthly Payment:
$4,075
Principal & Interest:
$4,075
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $219,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,658sq ft $301 / sq ft SFR
Lot Size12,300sq ft Built2015 On Site225days
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** Stunning contemporary designed by Way Cool Homes and built by Arlington. The large ,open... more
***Click the virtual tour icon on top left to watch the fly thru rendering video!!*** Stunning contemporary designed by Way Cool Homes and built by Arlington. The large ,open great room and kitchen look out onto the beautiful lanai and sparkling pool. Retractable screens and a summer kitchen make your outdoor oasis complete.Custom wood cabinetry, extensive tile and wood, solid surface counters and stainless steel appliances complete the kitchen. A large open balcony off the loft area upstairs is a entertaining delight. This home is in pre construction and the finishes can still be customize to suit your needs. Call today for more information. less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$595,000
$2,204/mo
Monthly Payment:
$2,204
Principal & Interest:
$2,204
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 3,335sq ft $178 / sq ft SFR
Lot Size13,752sq ft Built1955 On Site225days
New price! Great 4 bedroom/3 bath, 3300+ sq. Ft. Pool home with tons of space, on a large lot, in a fantastic location! Renovated in 2003, upstairs added with 2 bedrooms... more
New price! Great 4 bedroom/3 bath, 3300+ sq. Ft. Pool home with tons of space, on a large lot, in a fantastic location! Renovated in 2003, upstairs added with 2 bedrooms features large jack 'n jill bath. Two master suites downstairs. Expansive great room with vaulted ceilings, wood burning fireplace that is surrounded by built-in shelves & cabinets. Large florida room with built-in bar looks out on to screened pool. Brand new screen enclosure surrounds the large pool/patio which has mature, lush landscaping providing lots of privacy. Semi-attached workshop is perfect for the handyman in the family or great to store sports equipment, holiday décor, etc...Terrific family & entertaining home! Seller offering a $5000 allowance for paint/renovations with an acceptable offer - call for your showing today! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
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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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: Monday, December 22, 2014 at 6:17 AM