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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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$200,000
$707/mo
Monthly Payment:
$707
Principal & Interest:
$707
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $40,000 down)

861 W Webster Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 1bath 1,064sq ft $188 / sq ft SFR
Lot Size8,100sq ft Built1949 On Site2days
Wonderful location at the corner of W Webster and N Denning Dr in Winter Park. Close to shopping, restaurants and all the amenities Winter Park has to offer.
Wonderful location at the corner of W Webster and N Denning Dr in Winter Park. Close to shopping, restaurants and all the amenities Winter Park has to offer. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
Your search results are current and complete. Learn more
$229,900
$813/mo
Monthly Payment:
$813
Principal & Interest:
$813
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $45,980 down)

920 Carvell Drive NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
4bed 2bath 1,996sq ft $115 / sq ft SFR
Lot Size11,353sq ft Built1966 On Site2days
Loved and well maintained roomy floor plan with easy flow. Updated kitchen is open to family room with all wood cabinets, solid surface counters, tiled backsplash and breakfast... more
Loved and well maintained roomy floor plan with easy flow. Updated kitchen is open to family room with all wood cabinets, solid surface counters, tiled backsplash and breakfast bar. Family room offers flexible multi-use space. Formal living room and dining room have ceramic tile and all bedrooms have laminate. Inside laundry is 13x7 with lots of storage shelving and convenience. 1-car attached garage with outside additional concrete pad. Front driveway accommodates 2 car parking. Large fenced backyard and separate fenced playset w/swings/slide. Location in Winter Park and highly rated schools. Near downtown Winter Park and 436 for easy access to employment centers, shopping, restaurants, services. Owner relocating, this one wont last long. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity
$294,900
$1,043/mo
Monthly Payment:
$1,043
Principal & Interest:
$1,043
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $58,980 down)

1845 Albert Lee Parkway NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
3bed 2bath 1,445sq ft $204 / sq ft SFR
Lot Size8,250sq ft Built1958 On Site2days
Beautiful move in ready Winter Park home on a quiet street with large yard. Large open floor plan with lots of natural light. Updated plumbing, electrical, roof and AC. New... more
Beautiful move in ready Winter Park home on a quiet street with large yard. Large open floor plan with lots of natural light. Updated plumbing, electrical, roof and AC. New flooring, cabinets, tile, and paint throughout. Stone fireplace and marble master bath. less
Listing Provided Courtesy of CHARLES E HAWTHORNE, JR
Popularity
$234,900
$867/mo
Monthly Payment:
$867
Principal & Interest:
$831
HOA Dues:
$36
(Based on a 30 year fixed loan at 3.38% with $46,980 down)

3984 Waterview Loop NEW Added to the site in the last 3 days

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,919sq ft $122 / sq ft SFR
Lot Size6,035sq ft Built1990 On Site3days
Very nicely maintained home in quiet neighborhood. Kitchen remodeled with granite counters and solid wood cabinets. Ceramic tile throughout. Bonus den/office. Oversized... more
Very nicely maintained home in quiet neighborhood. Kitchen remodeled with granite counters and solid wood cabinets. Ceramic tile throughout. Bonus den/office. Oversized screened-in lanai. Fenced in low-maintenance yard. The neighborhood includes a park and playground, pond, and tennis courts. Close to shopping, major roads and schools. less
Listing Provided Courtesy of PREMIER SOTHEBY'S INT'L REALTY
Popularity
$4,800,000
$16,987/mo
Monthly Payment:
$16,987
Principal & Interest:
$16,987
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $960,000 down)

2040 Venetian Way NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
6bed 8bath 7,677sq ft $625 / sq ft SFR
Lot Size1.2acre Built2002 On Site3days
Elegant Mediterranean Lakefront with over an acre of land in the heart of Winter Park With 227ft. of lakefront, the view is one of the most breathtaking on the Winter Park... more
Elegant Mediterranean Lakefront with over an acre of land in the heart of Winter Park With 227ft. of lakefront, the view is one of the most breathtaking on the Winter Park Chain. This 6 bedroom/7 1/2 bath, pool home was designed by Slocum Platts Architects and built by Maroon Fine Homes. Lake views from almost every room in the home. All of the ceilings in the main living areas are coffered and uniquely designed using Ipe and Pecky Cypress wood in the family and billiard rooms. The kitchen is gourmet featuring double ovens, warming drawer, two dishwashers, gas cooktop, granite countertops, custom cabinetry, butlers pantry and a hidden pantry, opening up to the cozy family room and breakfast nook. Beautiful Brazilian Walnut hardwood floors and travertine in main living areas. The downstairs features a secondary master bedroom, billiard room with bar, theatre and a laundry room. Upstairs you will find the master bedroom with an expansive balcony overlooking the lake, an office, 3 bedrooms that are all en suite and a secondary laundry room. There is a 1 bedroom/1 bath guest suite located over the 5 car garage. The backyard is truly an oasis featuring a 12 x 77ft covered patio, with a summer kitchen and gas fire pit. Beyond the 50ft. swimming pool and Jacuzzi is a beautiful backyard with plenty of room for the kids and dogs. The boathouse is equipped with boat lift and storage. Other great features include crown molding, surround sound throughout. Walking distance to WP Racquet Club & "A" rated schools. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$2,095,000
$7,414/mo
Monthly Payment:
$7,414
Principal & Interest:
$7,414
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $419,000 down)

300 S Interlachen Avenue #401 NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
4bed 5bath 4,090sq ft $512 / sq ft CND
Lot Size17,514sq ft Built2005 On Site3days
Sophisticated, New York Style living at the Residences in Winter Park. This recently updated end unit with north west exposure features stunning views of Downtown Winter Park,... more
Sophisticated, New York Style living at the Residences in Winter Park. This recently updated end unit with north west exposure features stunning views of Downtown Winter Park, Lake Virginia and the City of Orlando skyline. This Chic 4,000 sq. ft home has an open floor plan, that supports comfort and ultimate condo living. The Gourmet kitchen has everything today's Chef desires. Designer stainless steel appliances, include a Sub Zero Refrigerator, DBL ovens, In line refrigeration system and a Gas 6 burner cook top w/hood. The kitchen also boasts Granite Counter tops, and a stainless steel farmers sink with touch free hardware. The adjoining gathering area supports today's social lifestyle with it's Wet Bar, Dual Ice Machines, Wine Cooler and Beverage chiller. Guests will love to spend time on the over sized walk out balcony. The sumptuous Master Suite features the latest in Spa Shower Technology. Over sized waik-in closet and private walk-out balcony. The Residences includes 24 hour Concierge service, card access, private elevator lobbies, 2 parking spaces in the secured under ground parking garage, and roof top pool and spa. The Residences at Winter Park is the ultimate in sophisticated, maintenance free living. Located next door to the world renowned Alfond Inn, and just one block from Park Ave.,Residents enjoy the best of all worlds. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity
$1,495,000
$5,290/mo
Monthly Payment:
$5,290
Principal & Interest:
$5,290
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $299,000 down)
Winter Park, FL 32789
Orange County School District
6bed 5bath 4,320sq ft $346 / sq ft SFR
Lot Size14,986sq ft Built2010 On Site4days
Walk to Park Avenue!!! This Contemporary Winter Park home sits on a large corner lot. This newly built home was completed just 6 years ago. The circular drive offers your guests... more
Walk to Park Avenue!!! This Contemporary Winter Park home sits on a large corner lot. This newly built home was completed just 6 years ago. The circular drive offers your guests a short walk to the front marble steps leading to the columned entry. The foyer features a medallion natural stone mosaic. To the right is a generously sized family room with tasteful bookshelves and a vaulted ceiling. The 8 feet French Door wall looks out onto an open terrace with a bubbling vessel fountain, from Crete. The office is located behind the family room with a built-in desk and bookshelves. Opposite the family room, the master bedroom is down the hallway. It features warm wood flooring with volume ceilings and french doors. The master bath has two copper vanities with a designer tile shower and natural light from above. The open gourmet kitchen features a large island with Jerusalem tile as a border. The back side of the island is a breakfast bar and features solid wood cabinetry. The built-in wolf convection and wolf microwave are a nice touch to this upscale area. There is a walk-in keeping room that has a separate refrigerator and freezer as well as additional storage. Up the stairs are two more generous sized bedrooms with a full bath and designer tile. The covered back of the home features a gas grill, lighting and bar sink. The pool area has an expansive entertaining area. The paver deck offers multiple levels and has a heated spa and water feature. This home is an entertaining masterpiece, come see it today!! less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$229,900
$813/mo
Monthly Payment:
$813
Principal & Interest:
$813
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $45,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,545sq ft $149 / sq ft SFR
Lot Size12,761sq ft Built1965 On Site4days
A must-see, remodeled 3 bedroom/2 bath pool home located in most desirable, A+ rated Winter Park School district. The generous 1/3 acre 2 corner lot gives you plenty of "elbow... more
A must-see, remodeled 3 bedroom/2 bath pool home located in most desirable, A+ rated Winter Park School district. The generous 1/3 acre 2 corner lot gives you plenty of "elbow room" with no neighbors on three sides, plus a fenced back yard for privacy to the rear. Kitchen is open to family room and boasts solid cherry, ceiling height cabinetry, granite counter tops and custom tile back splash. Main living areas feature tile flooring, laid on the diagonal. Bathrooms are clean and bright with a glass shower enclosure in the master bath. New A/C and heating system with dual returns keeps the home comfortable year round. Enclosed, tiled porch overlooks the pool with expanded cool deck for entertaining. The 2 car garage offers lots of extra storage! Come see this home today! less
Listing Provided Courtesy of KELLER WILLIAMS WINTER PARK
Popularity
$379,900
$1,344/mo
Monthly Payment:
$1,344
Principal & Interest:
$1,344
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $75,980 down)
Winter Park, FL 32792
Orange County School District
4bed 3bath 1,854sq ft $205 / sq ft SFR
Lot Size8,745sq ft Built1966 On Site4days
Location, location, location!!! Must see this gorgesous remodeled 4/2.5ba home in the heart of winter park!! The new kitchen features wood cabinetry, granite and new stainless... more
Location, location, location!!! Must see this gorgesous remodeled 4/2.5ba home in the heart of winter park!! The new kitchen features wood cabinetry, granite and new stainless steel appliances. The open floor plan is great for entertaining. This home has new flooring, interior/exterior paint, ac , doors, and lighting throughout and much more. All 3 bathrooms have been updated as well. The a-rated winter park schools are all near by. Also near by is cady way park which has a large pool, tennis courts, and the cady way bike trail. Winter park pines golf course is only a short drive. You will love this location which is close to shops, dining, hospital, ymca, rollins, park ave and downtown. less
Listing Provided Courtesy of SAND DOLLAR REALTY GROUP INC
Popularity
$150,000
$782/mo
Monthly Payment:
$782
Principal & Interest:
$530
HOA Dues:
$252
(Based on a 30 year fixed loan at 3.38% with $30,000 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,316sq ft $114 / sq ft CND
Lot Size2,113sq ft Built1981 On Site5days
Welcome to Winter Park! The pickiest buyer will adore this adorable and updated 2/2 condo in the Cedarwood Village development. Beautiful bamboo flooring, completely renovated... more
Welcome to Winter Park! The pickiest buyer will adore this adorable and updated 2/2 condo in the Cedarwood Village development. Beautiful bamboo flooring, completely renovated kitchen in 2012 with Silestone counter tops with subway tile backsplash, soft close drawers and cabinets, and stainless steel appliances. The high ceilings and skylights give this condo a spacious and bright feel. The enclosed Florida room is air conditioned and perfect for a home office or workout room. The Cedarwood Village development has multiple tennis courts, a lovely pool and an updated clubhouse for the happy residents to use and this unit is located just steps from these amazing amenities. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$975,000
$3,583/mo
Monthly Payment:
$3,583
Principal & Interest:
$3,450
HOA Dues:
$133
(Based on a 30 year fixed loan at 3.38% with $195,000 down)
Winter Park, FL 32792
Seminole County School District
6bed 7bath 5,424sq ft $180 / sq ft SFR
Lot Size24,174sq ft Built1996 On Site5days
Elegant, Enormous and Entertaining mecca describes this Bear Gully Pointe home. Expect to be impressed upon entry into the 2 story foyer naturally illuminated with the abundance... more
Elegant, Enormous and Entertaining mecca describes this Bear Gully Pointe home. Expect to be impressed upon entry into the 2 story foyer naturally illuminated with the abundance of windows. This solid built home features custom crown moldings and casing trims alongside the multiple wet/snack bars. Beautiful updated kitchen has a unique large Carrera marble topped center island that is illuminated from underneath. This kitchen delivers the gourmet Chef's dream with natural gas cook top alongside GE Monagram and Subzero appliances which includes a wine fridge and ice maker. Spacious kitchen allows a 10 chair table with adjacent oversized family room with custom built-in cabinetry and gas fireplace. The home centers around the heated pool with multiple door entryways onto the 2 story screen lanai enclosure. Water splash features and fountains with the gas heated spa will delight pool users. Outside wet bar with mature tropical lush landscaping makes the perfect setting for entertaining large parties. There's a separate mother-n-law suite complete with mini-kitchenette/full bath off pool deck. Formal living and dining rooms along with 2 BRs complete downstairs. Upstairs offers an office, bonus room, MBR and 2 BRs with double assess points to the balcony overlooking the pool area. Huge MBR offers a sitting area along with 2 balconies. This is Winter Park's best gated community located 3 minutes to Trinity Preparatory School with easy access to 417 expy makes downtown/Lake Nona commutes a breeze. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$187,900
$711/mo
Monthly Payment:
$711
Principal & Interest:
$664
HOA Dues:
$47
(Based on a 30 year fixed loan at 3.38% with $37,580 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 3bath 1,397sq ft $135 / sq ft SFR
Lot Size6,359sq ft Built1991 On Site5days
Financing didn't go through, so here is your second chance. If you would like to live in winter park then you should see this beautiful house. Conveniently located just minutes... more
Financing didn't go through, so here is your second chance. If you would like to live in winter park then you should see this beautiful house. Conveniently located just minutes to shopping, dining and good schools. Master suite with a walk-in closet and full bathroom is located downstairs. Also there is a half bathroom on the first floor. Two bedrooms and a full bathroom are upstairs. Kitchen is fully equipped with all necessary appliances. There is a breakfast nook and a dinette. Sliding door between kitchen and a screened, closed porch and another sliding door between a master suite and a porch. One car garage with a door opener. There is a storage unit attached to the house. This community offers a swimming pool, mature landscaping, and a walking trail around the lake. Original owners. The house is well maintained and ready to move in. less
Listing Provided Courtesy of LA ROSA REALTY, LLC
Popularity
$246,500
$894/mo
Monthly Payment:
$894
Principal & Interest:
$872
HOA Dues:
$22
(Based on a 30 year fixed loan at 3.38% with $49,300 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,673sq ft $147 / sq ft SFR
Lot Size7,389sq ft Built1987 On Site5days
Don't miss your opportunity to own this amazing Winter Park home. This home has been fully updated and well taken care off. The kitchen has all new appliances, granite... more
Don't miss your opportunity to own this amazing Winter Park home. This home has been fully updated and well taken care off. The kitchen has all new appliances, granite countertops, soft close cabinets and the floor throughout the kitchen and living room is top of the line engineered wood. Step out through the double french doors from either the living room or kitchen to a spacious screened patio, perfect for entertaining or relaxing with the family. Out back, the pool has been completely resurfaced and painted and ready for the hot Florida summers. To the side of the home is a gated play area perfect for little ones to run around and be safe. The play area is shaded by your own citrus tree. You can also step out through the back gate directly to the neighborhood play area just steps away from your home. This is an opportunity you don't want to miss.. Call and make your appointment now, this home won't last long!! less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE III
Popularity
$149,900
$530/mo
Monthly Payment:
$530
Principal & Interest:
$530
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $29,980 down)
Winter Park, FL 32789
Orange County School District
3bed 1bath 1,086sq ft $138 / sq ft SFR
Lot Size10,214sq ft Built1953 On Site5days
Diamond-in-the-rough!! Location, location, location.....This "Mid-Century", Florida home is the Fixer-Upper where you can tailor your home to your exact taste and needs. The... more
Diamond-in-the-rough!! Location, location, location.....This "Mid-Century", Florida home is the Fixer-Upper where you can tailor your home to your exact taste and needs. The neighborhood consists of mostly contemporary single family homes with good appeal and quality. Easy access to schools, shopping and entertainment. This 3bedroom-1bath home is situated on large lot, and offers decorator niches, arched door ways, split bedroom plan, and a Bonus room off kitchen perfect for Dining Room or TV/Office/Sitting room. Property is being Sold As-Is. less
Listing Provided Courtesy of FLORIDA HOME TEAM REALTY
Popularity
$224,900
$795/mo
Monthly Payment:
$795
Principal & Interest:
$795
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $44,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,636sq ft $137 / sq ft SFR
Lot Size9,327sq ft Built1986 On Site6days
Beautiful 3BR, 2BA ranch in popular Winter Park. Fenced backyard with huge pool, screened enclosure and a covered 32 x 17 patio. Pool is solar heated and has three jets to... more
Beautiful 3BR, 2BA ranch in popular Winter Park. Fenced backyard with huge pool, screened enclosure and a covered 32 x 17 patio. Pool is solar heated and has three jets to create your own private rain shower. Inside features new carpeting, vaulted ceilings, upgraded dimmers on every light switch, ceiling fans and more. Two car garage has a garage door opener and a handy wet sink. Mature landscaping with 3 zone sprinkler system surrounds the home. Conveniently located minutes from 417, UCF, Interlachen country club an Eastbrook elementary. less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE RLTY
Popularity
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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
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Saturday, May 28, 2016 at 7:56 PM. Properties in listings may have been sold or may no longer be available.