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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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$699,900
$2,593/mo
Monthly Payment:
$2,593
Principal & Interest:
$2,593
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $139,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,122sq ft $224 / sq ft SFR
Lot Size9,019sq ft Built1960 On Site215days
Hurry in for this special offer! Seller to pay $15,000 towards buyers closing costs if closing occurs on or before December 30, 2014! This BRAND NEW traditional style home from... more
Hurry in for this special offer! Seller to pay $15,000 towards buyers closing costs if closing occurs on or before December 30, 2014! This BRAND NEW traditional style home from David Weekley Homes is a coveted two story on a quiet street in a serene and mature pocket of Winter Park. Planned for completion in 2014, this beautifully designed and appointed home has plenty of space with its four bedrooms, three baths, half bath, study, bonus room, covered lanai and plenty of storage. Your clients will love living among such timeless and elegant upgrades as upgraded flooring throughout; full-overlay, glazed and raised-panel cabinets with crown moulding and beveled knobs in the kitchen, solid surface counter tops in the kitchen and bathrooms and electrical pre-wiring for wall mounted interior electronics. 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! This residence is destined to truly enhance the lives of its future owners. less
Listing Provided Courtesy of Weekley Homes Realty Company
Popularity
We show you every available listing. Here's how
$279,999
$1,037/mo
Monthly Payment:
$1,037
Principal & Interest:
$1,037
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $56,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,774sq ft $158 / sq ft SFR
Lot Size11,692sq ft Built1973 On Site215days
Wonderful four bedroom, Winter Park pool home! Set back at the end of a quiet cul-de-sac, in the lovely community of Dommerich Forrest, you couldn’t ask for a better... more
Wonderful four bedroom, Winter Park pool home! Set back at the end of a quiet cul-de-sac, in the lovely community of Dommerich Forrest, you couldn’t ask for a better location. Just minutes to nearby shops and dining and zoned for “A rated” Dommerich Elementary, Maitland Middle, and Winter Park High School this home is perfectly located for all your needs. Desirable split-plan layout offers a master suite with private bath as well as three generously sized bedrooms, each with ample closet space. Updated kitchen was designed to be the center of the home and is open to the dining area. Large, tiled living room features French doors, which lead out into the covered lanai with built-in bar and sweeping views of the oversized, screen enclosed pool. Built on more than a quarter acre lot this home offers a fenced-in backyard with mature fruit trees, plenty of shade, and great space for additional gardening. Attached, two-car garage provides an abundant amount of storage space. Priced to sell, don’t’ miss the opportunity to see this home. Call for your showing today! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$7,850,000
$29,083/mo
Monthly Payment:
$29,083
Principal & Interest:
$29,083
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $1,570,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 10,307sq ft $762 / sq ft SFR
Lot Size1.3acre Built2000 On Site217days
The difference is in the details" is the statement Marc-Michaels Interior Design has built their reputation upon since they began creating interiors for discerning clients in... more
The difference is in the details" is the statement Marc-Michaels Interior Design has built their reputation upon since they began creating interiors for discerning clients in 1985. The end result is their personal magnificent estate home. The estate was completed in June of 2000 and takes its name from the eagles which live on the grounds. Palazzo delle Aquile (Italian for "Palace of the Eagles") is situated on the eastern shore of Lake Osceola. Beholding aesthetic views through almost every window of the home, the site is one of Florida's finest lake front properties. Located within a short walk of the Winter Park shopping district and five miles from downtown Orlando, the estate maintains a secluded ambiance, yet is in the "heart of the city." It has easy access to local art and antique districts, dining and cultural attractions. Architectural Digest featured the home in their September 2001 issue that displayed "Interior Designers' Own Homes!" Highlighting the Venetian-Gothic inspired architecture that is present throughout the interior spaces and exterior elevations of the home, the article included eight pages of beautiful photography. A few months later, Architectural Digest in their January 2002 issue named Marc-Michaels to their prestigious list they call their "AD 100" - the world's top 100, most talented interior designer firms. This stunning 5-bedroom, 5-full bath (plus 2-half bath) home includes extraordinary amenities and "layers of luxury" that one has dreams of calling "the ultimate home. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$417,274
$1,629/mo
Monthly Payment:
$1,629
Principal & Interest:
$1,545
HOA Dues:
$84
(Based on a 30 year fixed loan at 3.75% with $83,455 down)
Winter Park, FL 32792
4bed 4bath 3,201sq ft $130 / sq ft SFR
Lot Size5,748sq ft Built2014 On Site217days
Brand new home in gated community in desirable Winter Park! 4 bedroom, 3.5 bath, 2 car garage home with game room is a must see. Kitchen features Granite countertops, upgraded... more
Brand new home in gated community in desirable Winter Park! 4 bedroom, 3.5 bath, 2 car garage home with game room is a must see. Kitchen features Granite countertops, upgraded cabinets and stainless steel appliances. Laundry room conveniently located upstairs. Front and rear covered lanais. less
Listing Provided Courtesy of Ryland Homes Of Florida Realty
Popularity
$6,495,000
$24,063/mo
Monthly Payment:
$24,063
Principal & Interest:
$24,063
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $1,299,000 down)
Winter Park, FL 32789
Orange County School District
7bed 11bath 10,455sq ft $621 / sq ft SFR
Lot Size38,720sq ft Built2012 On Site218days
Magnificent Tuscan Mediterranean lakefront estate in premier setting on Lake Maitland - Chain of 6 Lakes... This home takes full advantage of panoramic elevated sunset views... more
Magnificent Tuscan Mediterranean lakefront estate in premier setting on Lake Maitland - Chain of 6 Lakes... This home takes full advantage of panoramic elevated sunset views across Lake Maitland from most every room. This new ultra sophisticated residence has a bright/open floor plan with transitional modern interiors. There is extensive use of elegant casement windows and French doors flooding light in all the living spaces. The original home was a 1920's Gamble Rogers and recently been tirelessly refurbished entirely, equipped and finished to the highest level of standards, both in craftsmanship & materials. The spacious, elegant public areas of this home set just the right tone for fabulous evenings and entertaining. The chef's island kitchen is a highlight of this property with a breakfast room along curved bay of windows and absolutely stunning cabinetry and design. Another impressive room is the lounge with custom dark wood built ins, theater surround and fully equipped bar. The fabulous master retreat is breathtaking with sitting area, his/her baths, dressing areas/closets and private terrace with the ultimate property & lake views... The outdoor lifestyle is no less impressive with expansive lawn & gardens, lavish use of stone/travertine terraces, grand sized classic pool & spa & boathouse. The grounds around this imposing residence are exquisitely manicured with the ultimate in privacy. NOTE: proposed plans/rendering attached to increase from 2 to 3 or 4 garages... less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$324,900
$1,203/mo
Monthly Payment:
$1,203
Principal & Interest:
$1,203
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $64,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,628sq ft $200 / sq ft SFR
Lot Size11,499sq ft Built1956 On Site219days
Charming 3/2 pool home on a large (100 x 115) corner lot. Split floor plan with spacious master suite with 2 closets and additional sink/vanity area. Master bath with Jacuzzi... more
Charming 3/2 pool home on a large (100 x 115) corner lot. Split floor plan with spacious master suite with 2 closets and additional sink/vanity area. Master bath with Jacuzzi tub. Updated bathrooms with glass block. Kitchen, with gas cook top and breakfast bar that opens to family and dining area. Other amenities include stone wood-burning fireplace, French glass doors, Spanish tile, berber carpeting and double pane windows. Private fenced back yard with mature landscaping, open patio and oversized pool. Nice storage room off 2-car carport, perfect for yard tools and pool supplies. Just minutes to Park Ave, hospital, restaurants and fabulous Top-rated schools. Click Virtual Tour link for additional home photos. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$629,000
$2,330/mo
Monthly Payment:
$2,330
Principal & Interest:
$2,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $125,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,214sq ft $284 / sq ft SFR
Lot Size10,730sq ft Built1954 On Site223days
Welcome to this terrific pool home in the Park Grove area! Gorgeous wood floors throughout the formal rooms and all the bedrooms. This 4 bed/3 bath has a split bedroom plan... more
Welcome to this terrific pool home in the Park Grove area! Gorgeous wood floors throughout the formal rooms and all the bedrooms. This 4 bed/3 bath has a split bedroom plan layout. Lovely trim work and plantation shutters. Double pane windows throughout. Beautifully renovated eat-in kitchen with granite countertops and stainless steel appliances is open to the spacious family room. Both overlook the wonderful screened-in pool which was just resurfaced along with brand new trim tile installed. As well, the pool deck was refinished too. All of which is completely fenced in with a nice side yard, perfect for a garden or play area. This property offers a tremendous location and is so close to downtown Park Avenue! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$799,000
$2,960/mo
Monthly Payment:
$2,960
Principal & Interest:
$2,960
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 2,300sq ft $347 / sq ft CND
Lot Size2,565sq ft Built1960 On Site224days
Wow Honey, we can have the life style of our dreams... live on the lake and walk to Park Avenue. Lock up and travel as we will!" Rare penthouse in Whispering Waters with the... more
Wow Honey, we can have the life style of our dreams... live on the lake and walk to Park Avenue. Lock up and travel as we will!" Rare penthouse in Whispering Waters with the most amazing and calm views to the east and north over Lake Osceola in the heart of Winter Park. Lightly remodeled to move right in or customize as you wish. At this list price, you can't overspend here. Gas fireplace with tumbled marble surround and wood mantle. Light and bright kitchen with light marble counter-tops, Sub Zero refrigerator and gas stove. Interior laundry. Spacious Master bedroom with large walk-in closet and huge bath with jetted tub. Storm shutters for all east side glass doors. This unit comes with a covered BOAT SLIP, large storage room and one car spot in the gated under complex garage. Complex is 55+, solid financially and an incredible place to live. Whispering Waters amenities include an elevator to right outside your door, a sparkling pool, on site manager and lovely lakefront patio with umbrella tables. Fees include all the usual PLUS your water, power and gas! Heated sq ft is approximate and not warranted. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$2,250,000
$8,336/mo
Monthly Payment:
$8,336
Principal & Interest:
$8,336
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $450,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,769sq ft $597 / sq ft CND
Lot Size27,512sq ft Built2008 On Site224days
This is one of six floor plans available to purchase at Villa Siena. Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops,... more
This is one of six floor plans available to purchase at Villa Siena. Villa Siena is located in the Historic Downtown section of Winter Park, Florida. Walk to Park Avenue shops, restaurants and parks. In this premier 1st floor location the floor plan takes advantage of a calm garden view. Unit has gas Wolf cooking and Sub-Zero refrigeration. Top quality materials are used throughout. Common areas include expansive club room which includes a large bar area, pool area and party room. The building and unit are fabulous and bright. Attention to detail can be seen throughout the property. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity N/A
$1,625,000
$6,068/mo
Monthly Payment:
$6,068
Principal & Interest:
$6,020
HOA Dues:
$48
(Based on a 30 year fixed loan at 3.75% with $325,000 down)
Winter Park, FL 32789
Orange County School District
6bed 7bath 5,954sq ft $273 / sq ft SFR
Lot Size17,171sq ft Built2006 On Site225days
Custom built family home on quiet brick cul-de-sac street. Winter Park school district. Deeded access to WP Chain of Lakes with ramp and park. Open plan for entertaining,... more
Custom built family home on quiet brick cul-de-sac street. Winter Park school district. Deeded access to WP Chain of Lakes with ramp and park. Open plan for entertaining, generous room sizes, layered crown moldings, volume ceilings, built-ins, theater and surround sound, decorator lighting, 5 fireplaces, mahogany French doors, plantation shutters, solid Brazilian cherry floors, 2 tankless water heaters, central vac throughout .. Two master suites one down & one up, four bedrooms suites upstairs plus bonus media room with wet bar. Chef's kitchen featuring gorgeous hand crafted cabinetry, granite countertops with Viking appliances, generous island for food prep, 2 dishwashers, 2 sinks with disposals, 48" built in refrigerator, 6 burner gas range, 2 gas ovens with convection, warming drawer, wine bar, large walk in pantry, eat in bar with space for 5, separate sit down kitchen opens to wonderful spacious gathering room, elegant living and dining rooms, home office, exercise room that can be used as a nursery, bonus/flex rooms, great storage.. Tremendous outdoor living, a large private fenced yard, multiple covered porches, putting green, brick and travertine patios, saltwater pool with fountain features, separate patio with fireplace, , circular cobblestone driveway, oversize 4 car garage, lush landscape, with towering oaks, generator for whole house, oversize lot, walking distance to WPRC, City of WP playground. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$1,249,999
$4,788/mo
Monthly Payment:
$4,788
Principal & Interest:
$4,631
HOA Dues:
$157
(Based on a 30 year fixed loan at 3.75% with $250,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 5bath 4,998sq ft $250 / sq ft SFR
Lot Size20,120sq ft Built2009 On Site230days
Beautiful Mediterranean-inspired Winter Park home, recently complete in 2009, sits on a rare, private, half acre, corner lot. Small, infill neighborhood gives the street a... more
Beautiful Mediterranean-inspired Winter Park home, recently complete in 2009, sits on a rare, private, half acre, corner lot. Small, infill neighborhood gives the street a "gated community feel". Exterior features old world custom stucco, tiled roof, andlow maintenance, drought tolerant zoysia grass. It is surrounded by several 60 year-old oak trees that canopy over the oversized front circular paver driveway and oversized rear paver driver. The open pool features a 50'x 38' travertine pool deck, 41'x 21' pool, oversized 7'x 8' gas heated spa, with raised water features and two gas burning fire bowls. Each lanai and verandah is approximately 16'x16' fully covered and connecting. The verandah features a gas fireplace, with a Cabana for outdoor grilling.Both the lanai and verandah feature travertine flooring, with remote controlled motorized screened archways that extend the indoor/outdoor living area. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$188,500
$973/mo
Monthly Payment:
$973
Principal & Interest:
$698
HOA Dues:
$275
(Based on a 30 year fixed loan at 3.75% with $37,700 down)
Winter Park, FL 32789
Orange County School District
1bed 1bath 539sq ft $350 / sq ft CND
Lot Size24,593sq ft Built1956 On Site230days
This one bedroom, one bath studio offers tree tops views overlooking beautiful Winter Park golf course, and walking distance to historic downtown Park Ave. Features include a... more
This one bedroom, one bath studio offers tree tops views overlooking beautiful Winter Park golf course, and walking distance to historic downtown Park Ave. Features include a fairly new renovated kitchen, mahogany floors and quarry tile, crown moulding, built in cabinets, and bookshelves, AC replaced approx 2 years ago, and oversized windows that stream natural light through out. Located on Park Ave in Winter Park allow you to walk to all restaurants, shops, night life and entertainment, the Morse Museum,sidewalk and Art show. Turn key opportunity. less
Listing Provided Courtesy of Century 21 Metro Lifestyles
Popularity
$5,850,000
$21,673/mo
Monthly Payment:
$21,673
Principal & Interest:
$21,673
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $1,170,000 down)
Winter Park, FL 32789
Orange County School District
6bed 9bath 10,190sq ft $574 / sq ft SFR
Lot Size1.0acre Built2000 On Site233days
Premier lakefront estate in the heart of the Vias on Lake Maitland and built by Charles Clayton Construction... 1st time offered for sale! This Winter Park Chain of Lakes estate... more
Premier lakefront estate in the heart of the Vias on Lake Maitland and built by Charles Clayton Construction... 1st time offered for sale! This Winter Park Chain of Lakes estate takes advantage of the elevated topography. Inspired by the magnificent transitional estate homes of the Northeast, this home boasts panoramic views of Lake Maitland with 120' of water frontage on over an acre lot. There are 5 en suite bedrooms, 8 baths in the main house, plus a detached 1 bedroom/1 bath full guest apartment over the three car garage. Downstairs commences with a grand entry overlooking the lake thru an impressive 2-story living & music room, guest suite, gentleman's library, dining room, butler's pantry, and an elegant chef's kitchen open to the gathering room and breakfast room with 2-story beamed ceilings. Upstairs is highlighted by an expansive private master retreat with luxurious bath & dressing area, along with a wonderful "tree-top" sitting room to enjoy the elevated views of the lake. Additionally, you will find 3 more bedroom suites, large bonus room, and laundry room. Outdoor living spaces include a 2-story screened in sitting room, multiple covered lanais around the pool area, summer kitchen, and a beautiful winding path down to a boat house with storage room. There are top quality finishes inside and out including Pella windows & doors, oak hardwood floors, extensive trim & detailed craftsmanship, and Monier tile roof. Walking distance to the WP Racquet Club and Park Avenue! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,350,000
$5,001/mo
Monthly Payment:
$5,001
Principal & Interest:
$5,001
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $270,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 3,927sq ft $344 / sq ft SFR
Lot Size14,014sq ft Built2005 On Site237days
This Stunning Custom Mediterranean home is the epitome of luxury Winter Park living. Owners will love the convenience of walking to Park Avenue to enjoy fine dining, spectacular... more
This Stunning Custom Mediterranean home is the epitome of luxury Winter Park living. Owners will love the convenience of walking to Park Avenue to enjoy fine dining, spectacular shopping, or a simple glass of wine with friends. Every inch of this amazingresidence is filled with architectural details, from exquisite faux finishes in every room to Fine Arts light fixtures throughout the home. The reception is magnified by a beautiful wrought iron staircase and rich marble floors. The chef in the family will love the 700-bottle temperature controlled wine cellar with a custom door, custom Madison cherry cabinetry, copper sinks and a spacious island with a separate prep sink. The kitchen also includes 2 Fisher Paykel dishwasher drawers, a Miele built in coffee center, Dual Subzero refrigerators with 4 Subzero freezer drawers, a Wolf Range with 6 burners, a grill, and a double oven. The courtyard is timelessly designed with travertine marble pavers, a salt water, self-cleaning pool and spa, and soothing water features to melt away the stresses of a long day at the office. This incredible home has been featured in many magazines. less
Listing Provided Courtesy of Regal R.e. Professionals Llc
Popularity
$1,050,000
$3,890/mo
Monthly Payment:
$3,890
Principal & Interest:
$3,890
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $210,000 down)
Winter Park, FL 32789
Orange County School District
4bed 7bath 5,127sq ft $205 / sq ft SFR
Lot Size17,097sq ft Built2007 On Site238days
All you could ask for...and more!! An incredible 4 Bedroom, 5.2 bath custom built home crafted with every detail you may be looking for. A Gourmet kitchen features granite, a... more
All you could ask for...and more!! An incredible 4 Bedroom, 5.2 bath custom built home crafted with every detail you may be looking for. A Gourmet kitchen features granite, a six-burner gas range, walk-in pantry, butler's pantry and two under the counterwine refrigerators. Your family and guests will enjoy the large breakfast area. The first floor offers a spacious family room with fireplace and beamed ceilings. Two French doors open to a lovely and secluded back yard featuring a large patio, lagoon style pool and hot tub. The second floor master suite is spacious and features a sitting room, two walk-in closets and luxurious master bath with spa tub and walk in shower. Each of the other three bedrooms upstairs offer a full bath. Also located upstairs isa large laundry room, and a 13x7 refrigerated wine cellar. Celebrate the days end on the balcony or take a walk to Park Avenue, just 15 minutes away!! In addition, there is an office, summer kitchen on the lanai and a three car garage. Plus, a gate in front of the home for added security. Hurry in...this magnificent home will not last long on the market! less
Listing Provided Courtesy of Stockworth Realty Group
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
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: Tuesday, November 25, 2014 at 7:55 PM