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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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$230,000
$852/mo
Monthly Payment:
$852
Principal & Interest:
$852
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $46,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,451sq ft $159 / sq ft SFR
Lot Size10,312sq ft Built1954 On Site12days
Investor's dream! House on great corner lot in heart of winter park! Suited for tear down or full renovation. Property is under auction terms w/ no buyer's premium -- list price... more
Investor's dream! House on great corner lot in heart of winter park! Suited for tear down or full renovation. Property is under auction terms w/ no buyer's premium -- list price reflects starting bid amount. Bidding will start on april 10th, 2015. Bids to be submitted via vestvue -- sold as-is -- cash offers only! Call for details about how to submit a bid. Rooms sizes are estimates and should be independently verified. less
Listing Provided Courtesy of Investment Homes Direct Llc
Popularity
Your search results are current and complete. Learn more
$788,000
$2,919/mo
Monthly Payment:
$2,919
Principal & Interest:
$2,919
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $157,600 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 2,442sq ft $323 / sq ft SFR
Lot Size7,380sq ft Built1925 On Site12days
This home is a must see! Timeless Winter Park landmark with a new custom built addition that enhances all of the existing architectural elegance. Completion scheduled for late... more
This home is a must see! Timeless Winter Park landmark with a new custom built addition that enhances all of the existing architectural elegance. Completion scheduled for late July. This perfect Mission style home is located on a highly desirable street less than one block from Park Avenue and quick driving distance to the new Whole Foods Market and Winter Park Village. Come see the charm that every nook has in this beautiful home. less
Listing Provided Courtesy of Parkland International Realty
Popularity
$429,900
$1,592/mo
Monthly Payment:
$1,592
Principal & Interest:
$1,592
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $85,980 down)
Winter Park, FL 32789
Orange County School District
5bed 3bath 2,253sq ft $191 / sq ft SFR
Lot Size10,615sq ft Built1960 On Site12days
WOW! Here’s a fantastic opportunity to own a beautiful home in the heart of Winter Park. Spectacularly renovated from top to bottom with custom designer touches, this... more
WOW! Here’s a fantastic opportunity to own a beautiful home in the heart of Winter Park. Spectacularly renovated from top to bottom with custom designer touches, this home is marvelous! The professionally restored terrazzo floors provide a sleek low maintenance surface while retaining the mid-century charm of the home. The open kitchen features custom all-wood cabinets with full extension/soft close drawer hardware; gorgeous Marble countertops with a large combination prep island and bar area, brand new stainless steel appliances, and modern hard wearing bamboo flooring. All bathrooms have been completely updated with new vanities, tops, faucets, hardware, and a custom glass enclosure in the master bedroom. The multi-split floorplan with abundant windows and sliders throughout make the home bright and airy yet the design provides ample privacy both inside the home and out. The HVAC system is brand new with insulated ductwork and the brand new windows feature double pane, insulated, low-e glass which will keep your energy bills low. The home has been completely re-plumbed and includes a new irrigation system, and all new landscape. This was truly a COMPLETE rehab, not just cosmetic. Not to mention the home is just a short walk to Baldwin Park's restaurants and shops and the Lake Baldwin Recreational Park across the street features an upscale playground, boat launch, and dog park. This home is luxury living at its finest. Setup your Viewing Today! less
Listing Provided Courtesy of Bateman Management Group Llc
Popularity
$229,900
$851/mo
Monthly Payment:
$851
Principal & Interest:
$851
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,579sq ft $146 / sq ft SFR
Lot Size8,135sq ft Built1962 On Site13days
Delightful 3 bedroom 2 bath in Winter Park with gardener's touch!! Charming curb appeal with beautiful landscaping and window boxes. Fresh paint, new doors, and great floor... more
Delightful 3 bedroom 2 bath in Winter Park with gardener's touch!! Charming curb appeal with beautiful landscaping and window boxes. Fresh paint, new doors, and great floor plan. Terrazzo flooring throughout this Winter Park home. Kitchen features include tons of cabinets, beveled edge formica counters, large breakfast nook, and new slider doors that access the lush backyard. Bathrooms have been updated with new sinks and toilets. Large living room and separate dining room give multiple options for entertaining a crowd. Enjoy the privacy of the fenced backyard. This location has it all: close to Park Ave, YMCA, Cady Way Park, Shopping and Trails!! Paradise in Winter Park! less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$429,900
$1,678/mo
Monthly Payment:
$1,678
Principal & Interest:
$1,592
HOA Dues:
$86
(Based on a 30 year fixed loan at 3.75% with $85,980 down)
Winter Park, FL 32792
5bed 3bath 2,564sq ft $168 / sq ft SFR
Lot Size7,500sq ft Built2014 On Site13days
Located close to Downtown Winter Park, 417, shopping, & restaurants, this area has it all. Over $40,000 in upgrades throughout, pool with spa, fenced yard, & lot is on the only... more
Located close to Downtown Winter Park, 417, shopping, & restaurants, this area has it all. Over $40,000 in upgrades throughout, pool with spa, fenced yard, & lot is on the only Cul de sac in the community. Oil rubbed bronze handles and fixtures throughout. Recessed lightning throughout home including rear patio. Home is pre-wired for Ethernet, 5 Klipsch speaker surround sound in Bonus room and rear Klipsch ceiling speakers in Family room downstairs. Recessed lighting throughout the home. In-floor power outlet in Family room. Bonus room is pre-wired for home theater (5.1) & has a custom riser built for theater style seating (can be removed). Hardwood floors in downstairs bedroom as well as dining room. 38 x 10 Covered Patio comes standard with recessed lighting, ceiling fans and is pre wired for speakers as well as cable and Ethernet. Home has gutters, ceiling fans in every room, faux wood blinds, overhead ceiling storage in garage. Garage features a dedicated 20amp/110v outlet for Refrigerator as well as rough in plumbing for a water softener. Kitchen has a full size custom pantry cabinet and custom backsplash with upgraded espresso cabinets and under cabinet lighting. GE Stainless Steel Appliances are upgraded to include a Range/Stove, Refrigerator, Dishwasher, and Microwave as well as Garbage disposal. Downstairs features a Nest Thermostat. (Patio Speakers do not convey) Epson Projector, Projection Screen, & Washer and Dryer can be negotiated less
Listing Provided Courtesy of The Sheridan Network.com
Popularity
$1,799,999
$6,668/mo
Monthly Payment:
$6,668
Principal & Interest:
$6,668
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $360,000 down)
Winter Park, FL 32792
Seminole County School District
5bed 6bath 6,001sq ft $300 / sq ft SFR
Lot Size39,528sq ft Built2012 On Site13days
New custom built home on Bear Gully Lake. Private gated entry onto a Pavered drive leads you to the stately two story entrance. Three cameras provide security. The magnificent... more
New custom built home on Bear Gully Lake. Private gated entry onto a Pavered drive leads you to the stately two story entrance. Three cameras provide security. The magnificent open plan provides views of Bear Gully Lake. Travertine or wood flooring is found throughout the home. Upgraded trim package with solid-core doors and crown moulding along with LED ceiling lightening, double-pane windows and custom draperies are found throughout the home. The kitchen is a Chef's dream with Wolf Appliances. The first floor features the Master Suite and a large Guest Suite. Custom ironwork graces the curved staircase leading to the 2nd floor. The large upstairs bedrooms offer privacy to other family members and have 4" Plantation shutters. Every room has a different coffered ceiling. Bedroom five, currently being used as an office, has a travertine floored balcony overlooking the beautiful pool and lake. The lake can be used with both motorized or non-motorized boats for a great play day on the lake. Skiing is allowed. The outdoor areas have accent lighting and a Cabana with an outdoor kitchen, bathroom and outside shower to make the days outside fun and the fireplace provides ambience at night. The lanai and all outdoor ceiling are made of Pecky Cypress. Three efficient AC systems and R19 spray foam insulation make the utility bills for this size home very low. Also: 250 gallon propane tank, 3 tankless H2O heaters. County water and Aqualear Aerobic Treament Septic System. less
Listing Provided Courtesy of Stirling Sotheby's Int'l Rlty
Popularity
$199,900
$743/mo
Monthly Payment:
$743
Principal & Interest:
$740
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 3bath 2,088sq ft $96 / sq ft SFR
Lot Size13,420sq ft Built1968 On Site14days
FOUR bedroom THREE bath split bedroom home with 2088 SQ FT offers plenty of room to roam!! AMAZING .31 acre lot features a sparkling, newly refinished pool PLUS additional... more
FOUR bedroom THREE bath split bedroom home with 2088 SQ FT offers plenty of room to roam!! AMAZING .31 acre lot features a sparkling, newly refinished pool PLUS additional backyard garden! Inside you will find formal living & dining rooms and spacious kitchen with breakfast bar overlooking family room. The 3 way bedroom split plan is perfect for a growing family OR an excellent plan for 1 Bedroom/1 Bath in-law or guest suite. Huge 13 x 8 inside utility room PLUS 15 x 8 workshop PLUS utility shed in back yard! Extras include gas appliances, wood & parquet floors & quiet corner lot on cul-de-sac street! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$349,900
$1,296/mo
Monthly Payment:
$1,296
Principal & Interest:
$1,296
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $69,980 down)
Winter Park, FL 32792
Baldwin Park Orange County School District
4bed 2bath 1,400sq ft $250 / sq ft SFR
Lot Size10,803sq ft Built1959 On Site14days
Location, location, location!!! This well maintained pool home is located in beautiful winter park, just minutes away from shopping, dining, and a+ rated schools. Easy access to... more
Location, location, location!!! This well maintained pool home is located in beautiful winter park, just minutes away from shopping, dining, and a+ rated schools. Easy access to baldwin park, downtown orlando, and major highways. Home as mother in law suite that can be used as a rental unit as well. 2 car attached garage with pool is a rare find in this area, come see this home today. less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$449,000
$1,663/mo
Monthly Payment:
$1,663
Principal & Interest:
$1,663
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,977sq ft $151 / sq ft TWN
Lot Size6,022sq ft Built2009 On Site15days
Left unit is tenant occupied. Downstairs guest bedroom and bath. Formal dining room, open floor plan, French doors. Master retreat with "His and Her" vanities. There is also an... more
Left unit is tenant occupied. Downstairs guest bedroom and bath. Formal dining room, open floor plan, French doors. Master retreat with "His and Her" vanities. There is also an additional large upstairs open area/loft for an Office/Computer/Game Room. Designer lighting, crown moldings, tile roof and upstairs covered secluded balcony with sitting area. Deck overlooking conservation area. Near Downtown Winter Park, Maitland center, shopping, restaurants. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$59,900
$490/mo
Monthly Payment:
$490
Principal & Interest:
$221
HOA Dues:
$269
(Based on a 30 year fixed loan at 3.75% with $11,980 down)
Winter Park, FL 32792
2bed 2bath 1,085sq ft $55 / sq ft CND
Lot Size8,567sq ft Built1974 On Site16days
Great opportunity in a convenient location! 2 bed/1.5 bath two story condo. New paint and carpet. New stainless steel appliances. Large balcony in the back overlooking open... more
Great opportunity in a convenient location! 2 bed/1.5 bath two story condo. New paint and carpet. New stainless steel appliances. Large balcony in the back overlooking open grassy/treed area. Beautiful hardwood staircase. Both bedrooms upstairs. This property is just a block from Full Sail University and a short commute to the University of Central Florida. Shopping, restaurants, public transportation and major highways are all nearby. The community offers a large clubhouse, pool, playground, laundry facility, on-site HOA, and dual tennis courts. less
Listing Provided Courtesy of Re/max Optima
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
Seminole County School District
4bed 3bath 2,264sq ft $139 / sq ft SFR
Lot Size11,348sq ft Built1988 On Site18days
A must see!! Beautiful pool home in desirable winter park. 4 bedroom 2 1/2 bath with great room, laundry room and 2 car garage. House is completely updated. Granite counter... more
A must see!! Beautiful pool home in desirable winter park. 4 bedroom 2 1/2 bath with great room, laundry room and 2 car garage. House is completely updated. Granite counter tops, new stainless steel appliances, new tile and carpet throughout. Includes poolside summer kitchen with gas grill. Fenced yard. Much much more! A+ schools, walking distance to tuskawilla middle school and lake howell high school. less
Listing Provided Courtesy of Condodomain
Popularity
$849,000
$3,145/mo
Monthly Payment:
$3,145
Principal & Interest:
$3,145
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $169,800 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,400sq ft $250 / sq ft SFR
Lot Size11,229sq ft Built1965 On Site18days
Beautiful white brick home, completely rebuilt in 2006, situated on corner lot in very desirable Sylvan Lake Shores. Enjoy the neighborhood park and lake across the street and... more
Beautiful white brick home, completely rebuilt in 2006, situated on corner lot in very desirable Sylvan Lake Shores. Enjoy the neighborhood park and lake across the street and historical houses throughout the neighborhood lined with brick streets and old oak trees. Home has four nicely sized bedrooms plus another playroom/bedroom and upstairs suite including gorgeous office retreat with stunning built-ins/wet bar/fridge, bedroom and bathroom retreat plus lots of storage for files or holiday decor. Two spacious master bedrooms. One is on first floor with his and hers closets. Master bath has separate vanities and soaking tub with huge shower. Wide plank hardwood floors, custom moldings and high ceilings throughout. Well-appointed kitchen with granite counters, bead board woodwork, sunroom overlooking saltwater pool and private backyard. Natural gas on the street and gas stove in the home. Living room has wood burning fireplace. Family room boasts custom built-in bookshelves. You will love the close proximity to excellent Winter Park schools, Whole Foods and Park Avenue. Convenient to downtown and Baldwin Park. Great walking neighborhood and adjacent to the North Shore of Windsong. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$342,000
$1,296/mo
Monthly Payment:
$1,296
Principal & Interest:
$1,267
HOA Dues:
$29
(Based on a 30 year fixed loan at 3.75% with $68,400 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 2,234sq ft $153 / sq ft SFR
Lot Size13,408sq ft Built1985 On Site18days
This lovely home at the end of a Cul-de-sac, is located in the desirable Winter Park subdivision, Pelican Bay! It features 3 bedrooms, 2 baths and office/den! The bright and... more
This lovely home at the end of a Cul-de-sac, is located in the desirable Winter Park subdivision, Pelican Bay! It features 3 bedrooms, 2 baths and office/den! The bright and spacious kitchen overlooks the family room with stainless steel appliances and high-end granite counter tops! Family room has stunning wood burning fireplace and double french doors that open to a beautiful screened in lanai overlooking a sparkling salt-water pool. Additional features include Elfa shelving in bedroom closets, auto retractable screen doors on lanai, Nest thermostat system, security system with IP cameras, water access to Lake Florence with Dock, Vari-flow pool pump and misters in the lanai. Garage has a/c and tiled floor! Great laundry room with granite counters, sink and tons of storage! This is a home you don't want to miss out on! less
Listing Provided Courtesy of Prestige Property Shop Llc
Popularity
$1,395,000
$6,164/mo
Monthly Payment:
$6,164
Principal & Interest:
$5,168
HOA Dues:
$996
(Based on a 30 year fixed loan at 3.75% with $279,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,714sq ft $514 / sq ft CND
Lot Size1.5acre Built2003 On Site18days
Gorgeous top floor lakefront condo with fantastic views of Lake Virginia and surrounding pool area. 3 bedroom/3.5 baths, 2,714 sq ft, with 12 ft ceilings and a versatile floor... more
Gorgeous top floor lakefront condo with fantastic views of Lake Virginia and surrounding pool area. 3 bedroom/3.5 baths, 2,714 sq ft, with 12 ft ceilings and a versatile floor plan. Glamorous master suite, with water view, has Jacuzzi tub, separate vanities, glass shower and walk-in closet. Gourmet kitchen has granite, custom cabinetry, and upgraded stainless appliances. Spacious great room has adjoining dining room and balcony with a spiral stair case leading down to the pool area. Intimate family room has a alcove which could be used as a eat-in dinette or office. Other amenities include wood and travertine flooring, crown molding, surround sound, and Pella low e double pane doors and windows. Two side-by-side underground parking spaces plus climate-controlled storage. Gated entrance and locked building entrance provide a safe lock and leave lifestyle. Well-maintained grounds with mature landscaping. Luxury lakefront living! Just a short stroll to downtown Winter Park and Rollins College. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$295,000
$1,092/mo
Monthly Payment:
$1,092
Principal & Interest:
$1,092
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size1.5acre BuiltN/A On Site18days
1.42 acres
1.42 acres less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
1 2 3 4 5 6 7 8 ... 13 23
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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
Content provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Saturday, April 18, 2015 at 9:23 PM