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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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$69,900
$496/mo
Monthly Payment:
$496
Principal & Interest:
$258
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 840sq ft $83 / sq ft CND
Lot Size9,439sq ft Built1990 On Site7days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
We show you every available listing. Here's how
$69,900
$496/mo
Monthly Payment:
$496
Principal & Interest:
$258
HOA Dues:
$238
(Based on a 30 year fixed loan at 3.75% with $13,980 down)
Winter Park, FL 32792
2bed 2bath 840sq ft $83 / sq ft CND
Lot Size9,439sq ft Built1990 On Site7days
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools.
Nice 2Bd / 2Bth Condo near Shopping Centers and Schools. less
Listing Provided Courtesy of Deconova International Realty
Popularity
$995,000
$3,686/mo
Monthly Payment:
$3,686
Principal & Interest:
$3,686
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $199,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,452sq ft $288 / sq ft SFR
Lot Size15,480sq ft Built1945 On Site7days
This charming single story Mediterranean style home overlooks Lake Knowles with a view of the beautiful sunsets. Enter into a large foyer which flows to the formal living room... more
This charming single story Mediterranean style home overlooks Lake Knowles with a view of the beautiful sunsets. Enter into a large foyer which flows to the formal living room with a fireplace, an amazing dining room and family room with a second fireplace. There is crown molding, large windows, and beautiful wood floors. The spacious kitchen with solid wood cabinets and granite, opens to the breakfast and family rooms. There are four bedrooms (one currently being used as an office) and four full baths. The backyard covered patio overlooks a brick courtyard with mature landscaping. The charm of both the interior and exterior make this beautiful home so desirable. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$75,900
$281/mo
Monthly Payment:
$281
Principal & Interest:
$281
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $15,180 down)
Winter Park, FL 32792
3bed 3bath 1,151sq ft $66 / sq ft CND
Lot Size38,648sq ft Built1983 On Site7days
Check out this immaculate, renovated 3 bdrm/2 1/2 bath two story condo in hidden oaks community of winter park! End unit for privacy. Large living/dining room with ceramic tile... more
Check out this immaculate, renovated 3 bdrm/2 1/2 bath two story condo in hidden oaks community of winter park! End unit for privacy. Large living/dining room with ceramic tile flooring and wet bar. Kitchen w/ceramic tile, upgraded cabinetry and dinette area. Inside utility w/washer/dryer included. Sliding glass door to fenced patio area with exterior storage room. Half bath downstairs. Three bedrooms and two full baths upstairs. Assigned parking. Community pool and convenient access to full sail, ucf, shopping and restaurants. This unit is truly move-in condition and shows great!!!! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$1,950,000
$7,445/mo
Monthly Payment:
$7,445
Principal & Interest:
$7,224
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $390,000 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 5,293sq ft $368 / sq ft SFR
Lot Size17,369sq ft Built2007 On Site7days
Exquisite Mediterranean Estate in Windsong! Custom built in 2007, this fabulous home offers 5,293 square feet of luxurious living space and features a downstairs master retreat,... more
Exquisite Mediterranean Estate in Windsong! Custom built in 2007, this fabulous home offers 5,293 square feet of luxurious living space and features a downstairs master retreat, four guest bedrooms, and an office and bonus room. Step into the grand foyer through the solid wood doors and immediately find yourself mesmerized by the hand painted ceilings and stunning views of the pool and spa. Stone floors flow seamlessly throughout the downstairs’ living areas and lead you into the home’s gourmet kitchen with an oversized granite island, six-burner gas range, built-in double ovens, and a fantastic eat-in breakfast nook. Family room off the kitchen is open and bright with floor to ceiling glass doors overlooking the covered lanai. Find comfort and relaxation in the master suite, complete with a true master bath offering his and her vanities, a jetted tub, and an overly spacious master closet. Upstairs are two generously sized guest suites and a bonus/game room with French doors that open to a walk-out balcony. Covered deck with wood beam ceilings is the perfect place to entertain. Enjoy barbecues with the summer kitchen or curl up on cool nights by the outdoor fireplace. Located in one of Winter Park’s most exclusive communities, Windsong provides its residents with amenities like no other. Take advantage of two community pools, water parks, playgrounds, fishing pier, and chain-of-lake access. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$194,500
$970/mo
Monthly Payment:
$970
Principal & Interest:
$720
HOA Dues:
$250
(Based on a 30 year fixed loan at 3.75% with $38,900 down)
Winter Park, FL 32792
3bed 3bath 1,837sq ft $106 / sq ft TWN
Lot Size1,088sq ft Built2007 On Site7days
Fha approved townhome in winter park school district. Large 3 bedroom 2.5 bath waterfront townhome in highly sought after winter park school district with almost 1900 sq ft and... more
Fha approved townhome in winter park school district. Large 3 bedroom 2.5 bath waterfront townhome in highly sought after winter park school district with almost 1900 sq ft and 1-car garage located in the gated community of via lago. Community is nestled perfectly between the heart of winter park and downtown orlando and features a putting green and playground. This perfectly planned floor plan showcases a den/library off the front that leads into the large open kitchen, family room and formal dining room. Kitchen is equipped with corian countertops, upgraded cabinets, and stainless steel appliances. Enjoy a relaxing morning coffee or evening dinner on your screened in patio that overlooks a large peaceful pond. Conveniently located half bath downstairs for your guests with all three bedrooms and two additional bathrooms upstairs. Master bedroom is generous in size and features a great bathroom suite with soaking tub and separate shower stall. The master walk in closet is so large you would think it was another bedroom. Two additional bedrooms are down the hallway that share the second full bathroom. Don't miss out on this move in ready home. Schedule your showing today! less
Listing Provided Courtesy of Uown Real Estate
Popularity
$2,399,900
$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 $479,980 down)
Winter Park, FL 32789
Orange County School District
6bed 8bath 6,943sq ft $346 / sq ft SFR
Lot Size24,555sq ft Built1999 On Site8days
Truly exquisite Tuscan beauty in the heart of Winter Park with nearly 7,000 sq. ft. of living space. Live only minutes from Park Avenue's fine boutiques and bistros. This... more
Truly exquisite Tuscan beauty in the heart of Winter Park with nearly 7,000 sq. ft. of living space. Live only minutes from Park Avenue's fine boutiques and bistros. This stunning custom estate features gorgeous Mediterranean architecture with a European flair. Featuring 5 luxury suites, each with private bath and private walk in closet. 6th bedroom provided in detached living quarters above rear garage finished with hard wood flooring and newly renovated private bath. Drive home to an unparalleled curb appeal. Grand circular driveway offers brick pavers and an exquisite stone fountain. Majestic hand carved solid wood double-door which sets the tone of quality products and strong attention to detail featured throughout this beautiful home. Magnificent foyer and an elegant living room separated by cast stone columns. Exotic coral-style Travertine flooring. Baroque Venetian plaster compliments the walls. Well-equipped gourmet kitchen featuring custom cabinetry, GE Monogram natural gas cook top, and oversized island with convenient second sink. Family room features stunning wood-beam ceilings, spectacular wood burning stone fireplace, chic bar and high-tech surround sound system. Drift away in the reclining chairs found in the state-of-the-art home theatre. Commercial phone system integrated with fiber optic wiring. Entertain around the spectacular heated salt water pool and oversized spa. Commercial grade generator is ready to weather any storm! Exceptional opportunity for the most discriminating buyer! less
Listing Provided Courtesy of Henin Realty
Popularity
$1,345,000
$4,983/mo
Monthly Payment:
$4,983
Principal & Interest:
$4,983
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $269,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,510sq ft $298 / sq ft SFR
Lot Size15,749sq ft Built1926 On Site8days
1920's Modern Mediterranean in premier setting on oversized corner lot overlooking Lake Chelton and surrounded by majestic oaks and beautiful brick streets! This elegant 4... more
1920's Modern Mediterranean in premier setting on oversized corner lot overlooking Lake Chelton and surrounded by majestic oaks and beautiful brick streets! This elegant 4 bedroom home is bright & open sitting up high overlooking Lake Chelton wonderfully remodeled & preserved to maintain its historic charm and character! Original hardwood floors and Italian tile enhance the downstairs living areas, including the formal living and dining rooms, and breakfast nook. Designer island kitchen with gas appliances, custom cabinetry, and granite counter tops open to large family room with French doors to lanai... Also a fabulous sunroom with floor to ceiling glass arc windows offering panoramic views of the lake and a peaceful environment to relax in... Separate, outdoor screened patio is an extension of the indoor living space and continues the arc window design and Mexican tile flooring and great character... Upstairs master bedroom is oversized with sitting area, and French doors that open onto a walk-out terrace. Master bathroom is adorned with marble vanities and a marble Jacuzzi tub, walk-in shower, and expansive closet. Two additional guest suites, each with their own bath, and generous 4th bedroom suite/bonus room with wood burning fireplace complete the upstairs. Lastly, there is a detached two garage with covered walkway and a unique "hard to find" unfinished 2nd floor that could easily be converted into a guest apartment with full bath. Located in one of Winter Park's most picturesque neighborhoods. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,895,000
$7,020/mo
Monthly Payment:
$7,020
Principal & Interest:
$7,020
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $379,000 down)
Winter Park, FL 32789
Orange County School District
5bed 7bath 4,872sq ft $389 / sq ft SFR
Lot Size18,088sq ft Built1994 On Site8days
Custom built, original-owner canal home on Alabama Drive, one of the most beautiful tree lined streets in downtown Winter Park. Hand crafted by Peatross & Huber, the floor plan,... more
Custom built, original-owner canal home on Alabama Drive, one of the most beautiful tree lined streets in downtown Winter Park. Hand crafted by Peatross & Huber, the floor plan, amenities and attention to detail are timeless. Enter into grand foyer with vaulted ceilings and marble floors, flanked by elegant dining room with built in niches, and living room with double-sided gas fireplace. The downstairs boasts a luxurious master suite with pool view, a separate guest suite, and an office with wood beams, wood floors, and a magnificent set of etched glass French doors. Kitchen opens onto family room and has double ovens, Subzero refrigerator, an island, and butler’s pantry. There is also an indoor sunporch, as well as an outdoor screened porch with brick walls that feels like the best of coastal living! 3 Bedrooms + 3 baths upstairs plus bonus area. Features include crown molding, French doors, tray ceilings, hardwood floors, custom built-ins, and abundant storage. Pool area is lovely with outdoor grill and pergola, and home sits on almost a half-acre. Boat house included in sale but sold AS IS. The best location in town, easy walk to Park Avenue, and “A” rated Winter Park schools. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$45,000
$166/mo
Monthly Payment:
$166
Principal & Interest:
$166
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $9,000 down)
Winter Park, FL 32789
Orange County School District
3bed 1bath 1,031sq ft $44 / sq ft SFR
Lot Size5,255sq ft Built1949 On Site8days
Hurry to see this three bedroom one bath home consisting of 1,031 square feet of living space and was built in 1949. This property is being sold as is and is subject to hud... more
Hurry to see this three bedroom one bath home consisting of 1,031 square feet of living space and was built in 1949. This property is being sold as is and is subject to hud guidelines 24 cfr 206.125. **** we have received multiple offers on this listing. The seller has requested that all highest and best offers be submitted no later than 3:00 on 11/19/2014. *** less
Listing Provided Courtesy of Exit Real Estate Results
Popularity
$165,500
$613/mo
Monthly Payment:
$613
Principal & Interest:
$613
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,100 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 3bath 1,992sq ft $83 / sq ft SFR
Lot Size13,472sq ft Built1960 On Site8days
This 3bed 2.5 bath Pool Home in Winter Park can Be Yours Right Away !! Seller has been transferred and is motivated ! This House offers additional space and rooms that can... more
This 3bed 2.5 bath Pool Home in Winter Park can Be Yours Right Away !! Seller has been transferred and is motivated ! This House offers additional space and rooms that can easily be upgraded tol bedrooms if needed. The Large Back yard has an Older pool which is in great condition and is longer and deeper then most you will see on the market today Schedule your showing today !! less
Listing Provided Courtesy of Charles Rutenberg Realty
Popularity
$275,000
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,398sq ft $197 / sq ft SFR
Lot Size9,360sq ft Built1970 On Site8days
Home in excellent condition with both bathrooms recently renovated. This is a great location with excellent high rated schools, convenient to major roads, downtown Winter Park,... more
Home in excellent condition with both bathrooms recently renovated. This is a great location with excellent high rated schools, convenient to major roads, downtown Winter Park, shopping, dining, UCF, Rollins College & Full Sail. Call today for an appointment to see this lovely home! less
Listing Provided Courtesy of Keller Williams Classic Ii
Popularity
$300,000
$1,112/mo
Monthly Payment:
$1,112
Principal & Interest:
$1,111
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $60,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,776sq ft $169 / sq ft SFR
Lot Size9,030sq ft Built1969 On Site10days
Fully renovated! Just move in and enjoy! All new appliances, granite counter tops throughout. Tile and wood flooring. All bedrooms are on the second floor. This is a great... more
Fully renovated! Just move in and enjoy! All new appliances, granite counter tops throughout. Tile and wood flooring. All bedrooms are on the second floor. This is a great location with excellent high rated schools, convenient to major roads, downtown winter park, shopping, dining, ucf, rollins college & full sail. Call today for an appointment to see this lovely home! less
Listing Provided Courtesy of Keller Williams Classic Ii
Popularity
$46,900
$455/mo
Monthly Payment:
$455
Principal & Interest:
$173
HOA Dues:
$282
(Based on a 30 year fixed loan at 3.75% with $9,380 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,085sq ft $43 / sq ft CND
Lot Size8,569sq ft Built1974 On Site10days
Enjoy a spacious, private and quiet townhouse in central Orlando, near all shops, malls, parks, and schools. Walk to Full Sail University or Aveda Institute. Enjoy the various... more
Enjoy a spacious, private and quiet townhouse in central Orlando, near all shops, malls, parks, and schools. Walk to Full Sail University or Aveda Institute. Enjoy the various parks of Baldwin and Winter Park. Priced right for a smart investment or affordable living in a great neighborhood. Property is sold AS IS. less
Listing Provided Courtesy of West Volusia Properties, Inc.
Popularity
$89,040
$557/mo
Monthly Payment:
$557
Principal & Interest:
$329
HOA Dues:
$228
(Based on a 30 year fixed loan at 3.75% with $17,808 down)
Winter Park, FL 32792
2bed 2bath 1,058sq ft $84 / sq ft CND
Lot Size12,549sq ft Built1973 On Site11days
Upgraded Kitchen & Bath in beautiful condo community of Wrenwood of Winter Park. Screened in Patio faces the courtyard and grounds are nicely maintained. Enjoy the lifestyle,... more
Upgraded Kitchen & Bath in beautiful condo community of Wrenwood of Winter Park. Screened in Patio faces the courtyard and grounds are nicely maintained. Enjoy the lifestyle, Community has a pool and fitness center for their residents. BANK OWNED PROPERTY SOLD "AS IS" WITHOUT REPAIR OR WARRANTY. LISTING AGENT HAS NO KNOWLEDGE OF PROPERTY HISTORY, NO DISCLOSURES OR ASSOCIATION DOCS SUPPLIED. BUYER/BUYER'S AGENT IS RESPONSIBLE FOR VERIFYING HOA INFO & FEES, IF ANY, COMMUNITY RULES, SQ FT, LOT SIZE, ROOM DIMENSIONS AND TAXES. THIS PROPERTY IS UNDER AUCTION TERMS. AT CLOSING, IT IS SUBJECT TO A WEB TECH FEE AND MAY ALSO BE SUBJECT TO A BUYER'S PREMIUM PURSUANT TO THE TERMS & CONDITIONS.SELLER WILL NOT ALLOW WATER TO BE ACTIVATED/TURNED ON FOR ANY REASON. BUYER IS RESPONSIBLE FOR ACTIVATING/TURNING ON OTHER UTILITIES. less
Listing Provided Courtesy of Carrington Real Estate Service
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: Sunday, November 23, 2014 at 8:39 PM