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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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$1,509,000
$6,870/mo
Monthly Payment:
$6,870
Principal & Interest:
$5,590
HOA Dues:
$1,280
(Based on a 30 year fixed loan at 3.75% with $301,800 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,291sq ft $659 / sq ft CND
Lot Size13,765sq ft Built2008 On Site23days
This classic style residence invites you in with warm accents and designer lighting. The large, open kitchen with an included wine refrigerator is perfect for entertaining. The... more
This classic style residence invites you in with warm accents and designer lighting. The large, open kitchen with an included wine refrigerator is perfect for entertaining. The french doors that line the walls of the living room create a Manhattan-like ambiance with the charm of Winter Park. The master bedroom is fully equipped with a grand his/her bathroom including a walk-closet efficiently designed and ready for use. This residence exudes a luxury lifestyle with all the qualities of home. less
Listing Provided Courtesy of Taylor & Mathis Orlando
Popularity N/A
Your search results are current and complete. Learn more
$189,900
$703/mo
Monthly Payment:
$703
Principal & Interest:
$703
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 2bath 1,696sq ft $112 / sq ft SFR
Lot Size11,705sq ft Built1960 On Site23days
Wow, great corner lot in Eastbrook with POOL! New carpet, new roof in 2013. Bonus room, could be 5th Bedroom.
Wow, great corner lot in Eastbrook with POOL! New carpet, new roof in 2013. Bonus room, could be 5th Bedroom. less
Listing Provided Courtesy of Northam Realty, Llc
Popularity
$1,544,236
$7,001/mo
Monthly Payment:
$7,001
Principal & Interest:
$5,721
HOA Dues:
$1,280
(Based on a 30 year fixed loan at 3.75% with $308,847 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,450sq ft $630 / sq ft CND
Lot Size13,765sq ft Built2008 On Site23days
The Landmark is the finest, most prestigious condominium residence nestled among the high profile streets of downtown Winter Park steps from Park Avenue. The aesthetically... more
The Landmark is the finest, most prestigious condominium residence nestled among the high profile streets of downtown Winter Park steps from Park Avenue. The aesthetically pleasing and award-winning architectural design presents a European, old world style throughout each detail. This spacious second floor luxury condo has unparalleled views of downtown activity in Winter Park. The kitchen is ready to be adorned with cabinets and personal accents to create a masterpiece for the chef. This residence gives you the opportunity to create a family room, an additional 3rd bedroom, den or even an executive office. It is open, bright and ready to come alive! less
Listing Provided Courtesy of Taylor & Mathis Orlando
Popularity N/A
$239,900
$888/mo
Monthly Payment:
$888
Principal & Interest:
$888
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,508sq ft $159 / sq ft SFR
Lot Size37,592sq ft Built1975 On Site25days
Move in condition. Total re-hab, new roof and updated. No hoa! Pride of ownership shows in this beautifully maintained 3/2. Country living with city conveniences. Winter park... more
Move in condition. Total re-hab, new roof and updated. No hoa! Pride of ownership shows in this beautifully maintained 3/2. Country living with city conveniences. Winter park location with almost an acre of land. Bring the family, animals and toys. Plenty of room for parking boat, rv, etc. Completely fenced for security and privacy. Newer paint, roof, a/c, hot water heater, plumbing to name a few. Large ceramic tile throughout. Open floor plan. This split plan enjoys large master bedroom with walk-in shower. Large kitchen opens to living room. Kitchen displays wood cabinets, tiled backsplash and ceramic counter tops. All appliances included. Oversized utility room. Brick pavers on large rear patio overlooking shaded rear yard. Utility shed for outdoor storage. In an area of exquisite million dollar homes. Excellent winter park schools. Minutes to shopping, 417, 17/92 and 436. Home warranty offered. Selling in as-is condition. less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$149,000
$552/mo
Monthly Payment:
$552
Principal & Interest:
$552
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,800 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,497sq ft $100 / sq ft SFR
Lot Size11,715sq ft Built1973 On Site26days
Short Sale. Nice home in a nice neighborhood.
Short Sale. Nice home in a nice neighborhood. less
Listing Provided Courtesy of Olde Town Brokers Inc
Popularity
$54,900
$533/mo
Monthly Payment:
$533
Principal & Interest:
$203
HOA Dues:
$330
(Based on a 30 year fixed loan at 3.75% with $10,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,300sq ft $42 / sq ft CND
Lot Size8,564sq ft Built1974 On Site26days
Excellent OPPORTUNITY for investors or first time buyers. Spacious two story with a 3 bedroom 2 bath large family room with high ceilings, corner unit, washer/dryer hook up,... more
Excellent OPPORTUNITY for investors or first time buyers. Spacious two story with a 3 bedroom 2 bath large family room with high ceilings, corner unit, washer/dryer hook up, private balcony area with a view of the community pool. Property is walking distance to Full Sail and just a short commute to UCF and Valencia. less
Listing Provided Courtesy of Mighty Realty Inc
Popularity
$1,675,000
$7,485/mo
Monthly Payment:
$7,485
Principal & Interest:
$6,205
HOA Dues:
$1,280
(Based on a 30 year fixed loan at 3.75% with $335,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,143sq ft $782 / sq ft CND
Lot Size13,765sq ft Built2008 On Site26days
Welcome home to an exclusive residence detailing all the amenities of luxurious living. Located in the heart of charming downtown Winter Park, just steps off beautiful Park... more
Welcome home to an exclusive residence detailing all the amenities of luxurious living. Located in the heart of charming downtown Winter Park, just steps off beautiful Park Avenue with its many fine bars, boutiques, shops, fine restaurants, wine rooms and sidewalk cafes.This Penthouse condominium is full of surprises and elegant touches of handcrafted architecture and design. The warm and inviting Chef's kitchen is perfect when entertaining guests as it sits adjacent to a spacious living and dining area. As you sit admiring the views of the illuminating gas fireplace, the glass lined walls display peaceful tree-lined images boasting the ambiance of serenity. The private Master Bedroom is designed with a unique his and her bathroom. A shower dressed in glass is shared by two separate private vanity areas. Not only will you witness the awe-inspiring views from the full length balcony, you have the privilege of the panoramic sights from the private roof-top terrace. The quality and charm is unmistakable in this fully dressed Penthouse Suite. less
Listing Provided Courtesy of Taylor & Mathis Orlando
Popularity N/A
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 2,943sq ft $204 / sq ft SFR
Lot Size9,165sq ft Built1986 On Site26days
The location is incomparable as it is uniquely located directly on the Winter Park golf course. This character home boasts five bedrooms, three and one-half baths, wood burning... more
The location is incomparable as it is uniquely located directly on the Winter Park golf course. This character home boasts five bedrooms, three and one-half baths, wood burning fireplace and two car garage. Downstairs master suite overlooks golf course and has a claw foot bath tub. Upstairs features four bedrooms plus a bonus room. Enjoy watching golfers play from the wrap around porch. Great opportunity to build your dream home or renovate existing home and be one of the only homes on the golf course. This lot is approx 76 X 120 , .21 acres, 9156 square feet. Ask listing agent for more details regarding the adjacent land as it is not part of this parcel. Property currently has a long term tenant and term is flexible although current owner has committed to tenant through June 1, 2016. less
Listing Provided Courtesy of Kelly Price & Company Llc
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
Virginia Heights Orange County School District
3bed 3bath 3,355sq ft $358 / sq ft SFR
Lot Size8,384sq ft Built2016 On Site26days
The opportunity to own a Winter Park home designed and built by multiple-award winning National Custom Home Builder of the Year (2013), Phil Kean Designs. This two-story design... more
The opportunity to own a Winter Park home designed and built by multiple-award winning National Custom Home Builder of the Year (2013), Phil Kean Designs. This two-story design offers 3 bedrooms, 2.5 baths, wonderful outdoor living spaces, a 3-car garage and pool views from every room. The first floor features an open floor concept with an expansive great room, an open dining room and a smartly designed kitchen with an island and large walk-in pantry. Walls of glass doors open to the outdoor living space and pool areas. The second floor features the master suite with two private balconies, two additional bedrooms and a spacious 29x19 bonus room...perfect for a family room, theater room or flex space. Buyer is not limited to the plan or renderings shown, and price is based on buyer's selections of finishes. Located in a great Winter Park neighborhood with excellent schools. Close to fine restaurants and shops on Park Avenue and Baldwin Park, and an easy commute to downtown Orlando. Renderings may showcase options & features that are not included in the base price. less
Listing Provided Courtesy of Waycool Real Estate
Popularity
$589,900
$2,218/mo
Monthly Payment:
$2,218
Principal & Interest:
$2,185
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.75% with $117,980 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 3,092sq ft $191 / sq ft SFR
Lot Size16,281sq ft Built1980 On Site26days
Located on cul de sac in beautiful Waterbridge subdivision next to Windsong easement. Unusually spacious and private backyard with large, open, rectangular, in-ground pool and... more
Located on cul de sac in beautiful Waterbridge subdivision next to Windsong easement. Unusually spacious and private backyard with large, open, rectangular, in-ground pool and large backyard. 9 rooms have pool view. Schools: Brookshire, Glenridge Middle, WP HS. Master BR suite includes study and double walk-in closets. Master bath includes extra vanity/dressing area. Cathedral ceiling in living and family rooms. Ceramic tile in foyer, and family room as well as kitchen / breakfast room. less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$2,500,000
$9,262/mo
Monthly Payment:
$9,262
Principal & Interest:
$9,262
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $500,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 5,194sq ft $481 / sq ft SFR
Lot Size24,227sq ft Built2009 On Site26days
A rare find dream home in an absolutely great location. Impeccable craftsmanship, luxurious comfort, privacy and unsurpassed elegancy is what makes this home perfect for a... more
A rare find dream home in an absolutely great location. Impeccable craftsmanship, luxurious comfort, privacy and unsurpassed elegancy is what makes this home perfect for a family. This rare find Rustic-Italian Tuscany Style home includes/ features a grand entry with a breathtaking view of the lake. Beautiful rounded staircase leading to second floor suites. Gourmet kitchen with two dish washers, professional chef's stove, huge hidden pantry with additional two refrigerators, with beautiful traditional style cabinets and granite counter tops. Loaded with countless details from tray ceiling, niches, hardwood floors, travertine, granite, wood trim, beams, and entertainment centers. Owner Suite on the main floor and second master suite both include Jacuzzi, built in closets, and a private balcony on the second floor suite. Second floor features family room with built in bar area, and additional laundry room. Numerous Elegant Architectural Details include: 4 private Balconies, 2 Covered Patios with Summer-kitchen and Gas fireplace, Salt Water Pool/Spa, and steam room. Private covered boat dock that includes boat and jet ski lift. Enjoy fantastic panoramic views of ski - Lake Killarney and breathtaking sunset views from almost every room in your house. Conveniently located to Winter Park Village Plaza, Park Avenue, Farmers Market, Rollins, Winter Park Country Club, I-4, Downtown Orlando. less
Listing Provided Courtesy of Re/max Select
Popularity
$310,000
$1,343/mo
Monthly Payment:
$1,343
Principal & Interest:
$1,148
HOA Dues:
$195
(Based on a 30 year fixed loan at 3.75% with $62,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,599sq ft $194 / sq ft TWN
Lot Size2,030sq ft Built2006 On Site26days
Welcome home to this move-in ready, 3 bedroom end unit townhouse in the desirable community of townhomes at harper place in winter park! A light and bright open floor plan that... more
Welcome home to this move-in ready, 3 bedroom end unit townhouse in the desirable community of townhomes at harper place in winter park! A light and bright open floor plan that features gorgeous cherry hardwood throughout the downstairs, a gourmet style eat-in kitchen with granite counter tops, cherry cabinets, stainless appliances with gas range, and built-in wine refrigerator with custom made hutch! Enjoy watching the sunrise from the second story balcony of the master suite or entertaining friends in the evening on your private fenced and tiled patio courtyard. Extras include an attached 2 car garage, crown molding, blinds throughout, indoor laundry, dual sinks and walk-in closet in the master and many more! The community is conveniently located just a short distance from the amazing shops and restaurants of downtown winter park, the florida hospital complex and downtown orlando. Come enjoy low maintenance living and make your appointment today! less
Listing Provided Courtesy of All Real Estate & Investments
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 1,800sq ft $158 / sq ft SFR
Lot Size10,357sq ft Built1964 On Site26days
Beautiful Pool home in one of Winter Park's most popular neighborhoods! This house has it all, 4 bedrooms, 3 baths and a 2 car garage. The 3rd bath is a convenient pool bath.... more
Beautiful Pool home in one of Winter Park's most popular neighborhoods! This house has it all, 4 bedrooms, 3 baths and a 2 car garage. The 3rd bath is a convenient pool bath. Big storage shed/workshop and it's an easy walk to the elementary school. It's on a cul-de-sac and has a big yard. You'll love saving money every month with the solar powered hot water. This is the one you've been waiting for. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
$254,000
$944/mo
Monthly Payment:
$944
Principal & Interest:
$941
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $50,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,685sq ft $151 / sq ft SFR
Lot Size8,634sq ft Built1966 On Site26days
Well maintained 3 bedroom 2 bath home in Winter Park Pines. Nice floor plan with separate formal living room, formal dining room. The kitchen and family room look out over the... more
Well maintained 3 bedroom 2 bath home in Winter Park Pines. Nice floor plan with separate formal living room, formal dining room. The kitchen and family room look out over the 24x12 screened in porch and back yard. The kitchen has a pass-through window to the porch. Large inside laundry room off of the kitchen. Gas hot water heater (bottled gas) The back yard offers lots of shade with all of the trees. The roof is approx 2 years old and the ac is 3 years old. It appears that there is Terrazzo under the existing flooring. The Winter Pines Golf course is located at the end of Ranger Blvd. Cady way trail for walking and biking is located just a few steps away. Great Winter Park Schools. Just minutes away from Publix and Whole Foods for groceries and Starbucks. Very convenient to shopping and dining. Walking distance to bus service. Easy access to major highways and the airport. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity N/A
$2,400,000
$8,891/mo
Monthly Payment:
$8,891
Principal & Interest:
$8,891
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $480,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 5,706sq ft $421 / sq ft SFR
Lot Size23,958sq ft Built1999 On Site27days
Located on one of Central Florida's most sought after streets---PARK AVE. Timeless classic elegance best describes this beautiful two story brick estate. Built with meticulous... more
Located on one of Central Florida's most sought after streets---PARK AVE. Timeless classic elegance best describes this beautiful two story brick estate. Built with meticulous detail and classic finishes such as hardwood floors, extensive ceiling details, leaded glass, detailed gas fireplaces, and custom built-ins in almost every room. The grand foyer welcomes guests with a graceful sweeping staircase and both formal living and dining rooms. The secluded master suite occupies the left wing of the home on the first floor and boasts a fireplace, luxurious master bath, dressing room, and a surprise hidden coffee bar. The kitchens oversize island, breakfast nook and family room all flow together for casual family time. Large French doors open to the covered lanai featuring a summer kitchen and bar area for entertaining poolside in a very private outdoor setting. Just off the kitchen is a spacious butler's pantry and wine closet. Head down the hallway to another large self-contained suite. This can serve as an in-law suite, billiard room, or executive home office. Upstairs you will find oversized bedrooms with private baths, large walk in closets, and access to the second story open-air balconies. There is a second set of stairs that offers direct access to the kitchen and family room. Bring the cars and toys-- this home has a large motor court with 4-car garages and a private gated side entry. This is a luxury home that will appeal to all generations for years to come. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
4 5 6 7 8 9 10 11 12 ... 17 27
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 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.

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Data last updated: Tuesday, May 26, 2015 at 2:25 PM