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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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$139,600
$517/mo
Monthly Payment:
$517
Principal & Interest:
$517
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $27,920 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,534sq ft $91 / sq ft SFR
Lot Size9,744sq ft Built1972 On Site9days
This 3 bedroom 2 bath pool home is in need of some TLC. Bring your imagination and make this your perfect home. The open floor plan allows for lots of natural light into the... more
This 3 bedroom 2 bath pool home is in need of some TLC. Bring your imagination and make this your perfect home. The open floor plan allows for lots of natural light into the living room. The large kitchen offers an island with plenty of storage and cabinets throughout. The screened porch leads out to the open pool and yard. Great for entertaining family and friends. Property is sold through auction. Please contact the listing agent for bidding instructions. See Realtor remarks. less
Listing Provided Courtesy of Allison James Estates & Homes
Popularity
Your search results are current and complete. Learn more
$1,000,000
$3,704/mo
Monthly Payment:
$3,704
Principal & Interest:
$3,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $200,000 down)
Winter Park, FL 32789
Orange County School District
6,115sq ft $164 / sq ft MFR
Lot Size23,061sq ft Built2007 On Site9days
This "Investment Opportunity" includes both units and adjacent lot. Each unit can be purchased separately for $449,000 per unit. Unit 2605 has 4 bedrooms, 3 baths & 3,138 SF.... more
This "Investment Opportunity" includes both units and adjacent lot. Each unit can be purchased separately for $449,000 per unit. Unit 2605 has 4 bedrooms, 3 baths & 3,138 SF. Unit 2607 has 4 bedrooms, 3 baths & 2,977 SF (Total under/air SF for both units is 6,115 SF.) All high-end finishes throughout. Granite counters, wood & Travertine Floors, Stainless Steel appliances. Each unit has a 2 car garage. Taxes are for both units and vacant lots. Both units are tenant occupied. Minutes from downtown Winter Park, Park Ave, shopping, restaurants, Movies, Banks, YMCA, Wholefoods, Parks, Golf & Major highways. less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$545,000
$2,019/mo
Monthly Payment:
$2,019
Principal & Interest:
$2,019
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,627sq ft $207 / sq ft SFR
Lot Size6,750sq ft Built2010 On Site10days
Open Sun Apr 19, 1pm-4pm
Looking for a charming Bungalow with all the bells and whistles of new construction? Welcome to Canterbury!! The original home was stripped down to a few exterior concrete block... more
Looking for a charming Bungalow with all the bells and whistles of new construction? Welcome to Canterbury!! The original home was stripped down to a few exterior concrete block walls and transformed into a beautiful 2-Story home in 2010 with 4 beds, 3 baths, an office, and an open floorplan with 9+ foot ceilings! The downstairs master suite includes his & her walk-in closets, double sinks with white quartz counters, and a separate water closet. The master bathroom is wrapped in Carerra marble with spa pebble flooring…stunning! The chef’s kitchen is surrounded by the large family room, with wrap-around windows, and the dining area. The downstairs entertaining area is topped off with a built-in wet bar (6x6) and a dual temperature wine refrigerator. The kitchen includes 28 solid wood cabinets & drawers, a two-toned center island with prep-sink, eat-in bar, and sleek granite counters. Kitchen storage galore! High end stainless appliances, include GE Monogram and Bosch , a 5 gas burner stove, convection oven/microwave, and a wooden paneled refrigerator. Just a few fabulous amenities… natural gas tankless water heater, hand scraped, stained bamboo floors throughout (NO CARPET!), crown molding, canned lighting, tray ceilings, French doors, custom built-in closets, plantation shutters, wood beams & a rod iron banister. Upstairs includes: 3 bedrooms, 1 bath, a bonus area, and the indoor laundry area. Relax on your front covered porch or evenings under the pergola of lights on the back brick patio. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$2,899,000
$10,740/mo
Monthly Payment:
$10,740
Principal & Interest:
$10,740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $579,800 down)
Winter Park, FL 32789
Orange County School District
6bed 6bath 6,378sq ft $455 / sq ft SFR
Lot Size25,674sq ft Built1982 On Site10days
Cole Porter's "I Love Paris in the Springtime" resonates in this exquisite French Chateau in the heart of Winter Park. Impeccable care was given when the owners completely... more
Cole Porter's "I Love Paris in the Springtime" resonates in this exquisite French Chateau in the heart of Winter Park. Impeccable care was given when the owners completely restored this estate. From the granite cobblestone motor court, your guests will be greeted as they enter beneath a hand forged grand French inspired copper dome entrance into a formal foyer with Carrera marble flooring inlaid with onyx. This home features five generous bedrooms, three gas fireplaces, four full bathrooms, two half bathrooms, pool cabana with full bathroom and steam sauna, PLUS a separate two bedroom, one bath attached apartment with full kitchen located over the carriage house style three car garage. A grand staircase leads to the five bedrooms including an oversized master retreat with sitting room, luxurious bathroom with marble countertops, gas fireplace and three private master suite balconies. The main floor includes a private sound proof office and conference room, formal den, formal living and dining rooms, large family room and an oversized gourmet kitchen and breakfast room that spans the entire back of the home. The Parisian styled gourmet kitchen with butler's pantry, granite, two subzero refrigerators, pro-grade appliances and large center island overlooks the pool and back garden area. French water fountain, 32 gas lamps, and French gates imported from Paris open to a beautifully landscaped courtyard in addition to a massive private back yard and pool. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$269,900
$1,035/mo
Monthly Payment:
$1,035
Principal & Interest:
$999
HOA Dues:
$36
(Based on a 30 year fixed loan at 3.75% with $53,980 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 2,033sq ft $133 / sq ft SFR
Lot Size8,069sq ft Built1987 On Site10days
Updated Move in Ready Pool Home in Winter Park! This Fantastic Home Features Formal Living Room with Triple Slider Access to the Pool. Formal Dining Room. Updated and Upgraded... more
Updated Move in Ready Pool Home in Winter Park! This Fantastic Home Features Formal Living Room with Triple Slider Access to the Pool. Formal Dining Room. Updated and Upgraded Open Kitchen with Custom Wood Cabinets that Feature Leaded Glass Accent Doors. Granite Counter Tops, Top of the Line Kenmore Elite Stainless Steel appliances. Wood Burning Fireplace in Family Room, Built In Entertainment Area and will Fit a Large Screen T.V. Spacious Bedrooms and Split Floor Plan. Larger Master Bedroom with Spacious Master Bath. Custom Tiled Shower, Jacuzzi Garden Tub. Custom Built In Shelving in Master Closet and 2nd and 3rd Bedrooms. Upgraded Lighting and Fans. Covered Porch is ideal for Entertaining and Pool Parties. Your Backyard is Privacy Enclosed with Vinyl Fencing. All Windows are Double Pane Gas Filled High Efficiency and Feature Top down! less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$625,000
$2,315/mo
Monthly Payment:
$2,315
Principal & Interest:
$2,315
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $125,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 1,869sq ft $334 / sq ft SFR
Lot Size7,302sq ft Built1940 On Site10days
This 1940 Bungalow is situated on one of the most beautiful and desirable tree lined streets in Winter Park. Lush landscaping leads you into this 4 bedroom 3 bath home. Two... more
This 1940 Bungalow is situated on one of the most beautiful and desirable tree lined streets in Winter Park. Lush landscaping leads you into this 4 bedroom 3 bath home. Two bedrooms feature their own on suite full bath. Enjoy your beautiful back yard while relaxing on your large deck with family and friends. Conveniently located to all your shopping, dinning and entertainment needs. This home is a must see. less
Listing Provided Courtesy of The K Co
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
Orange County School District
4bed 2bath 1,945sq ft $162 / sq ft SFR
Lot Size9,252sq ft Built1958 On Site10days
Located in beautiful Brookshire Heights in Winter park, this remodeled 4 bedroom 2 bath home is perfect for you. While keeping the charm and character of the area neighborhood... more
Located in beautiful Brookshire Heights in Winter park, this remodeled 4 bedroom 2 bath home is perfect for you. While keeping the charm and character of the area neighborhood in this established community, the renovations boast a large open kitchen with high end solid cabinets, soft close drawers, huge granite counters, and brand new stainless steel appliances. From the family room, new french doors with blinds in between panes open up to the shaded patio area perfect for relaxing. All new lighting, flooring, new paint, through out the house with all new bathrooms, and large windows throughout the house that embrace the nature lighting. Outside is a well maintained lush lawn, with a wide drive way, and new 2 car garage with "hidden laundry room." Close to the Historic District, you can enjoy shopping and dining on Park avenue. Of course this home is zoned for all A schools, including Brookshire Elementary, Glennridge Middle, and Winter Park High School. Great Parks, lots to do in this established community, this home is waiting for you! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$219,900
$814/mo
Monthly Payment:
$814
Principal & Interest:
$814
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,980 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 753sq ft $292 / sq ft SFR
Lot Size6,959sq ft Built1947 On Site10days
Open Sun Apr 19, 1pm-3pm
Absolutely darling! Updated 2 bed/1 bath bungalow in “red hot” location of Corrine Corridor. Walk to East End Market, restaurants and shops. Everything you need... more
Absolutely darling! Updated 2 bed/1 bath bungalow in “red hot” location of Corrine Corridor. Walk to East End Market, restaurants and shops. Everything you need and nothing you don’t…for modern urban living in Winter Park. High ceilings, ceramic and laminate flooring. Updated kitchen with stainless appliances and granite tops, open to living area. Light bright open plan – great for socializing and entertaining. Visit with neighbors on front deck or grill on back patio. Separate utility room with storage and laundry. Room for expansion in large backyard. Don’t miss this great opportunity! less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$155,000
$574/mo
Monthly Payment:
$574
Principal & Interest:
$574
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,140sq ft $136 / sq ft CND
Lot Size4,764sq ft Built1986 On Site10days
Desirable Ground Floor 2/2 Condo end unit - Spacious living and dining areas with wood burining fireplace. Kitchen has breakfast bar and closet pantry. Master suite has walk-in... more
Desirable Ground Floor 2/2 Condo end unit - Spacious living and dining areas with wood burining fireplace. Kitchen has breakfast bar and closet pantry. Master suite has walk-in closet and sliding doors open to private patio. Inside laundry with storage closet. Screened porch with sliders off quest bedroom. Enjoy the Florida weather with 2 patios plus screened porch! Community pool, dock and more. Walking distance to the new Trader Joe's and Winter Park Village. Nearby the newly renovated Publix Market. Minutes to shopping and major roadways. less
Listing Provided Courtesy of Greater Orlando Realty Usa Inc
Popularity
$985,000
$3,649/mo
Monthly Payment:
$3,649
Principal & Interest:
$3,649
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $197,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,161sq ft $237 / sq ft SFR
Lot Size16,136sq ft Built1965 On Site11days
Charming Cape Cod Revival renovated home with 5 bdrms/3 full baths/2 half baths on an expansive lot in prime Via location. This property is ideally located on a secluded cul de... more
Charming Cape Cod Revival renovated home with 5 bdrms/3 full baths/2 half baths on an expansive lot in prime Via location. This property is ideally located on a secluded cul de sac with towering trees in a wonderful area of Winter Park. Walking distance to Winter Park Racquet Club & minutes from downtown Park Ave/WP restaurants & shops. Features spacious Living & Dining rooms for formal entertaining with wood floors, crown molding & plantation shutters. The Kitchen hosts GE Stainless appliances, wine refrigerator with built in wine rack, snack bar counter plus eat in breakfast area. The Family room offers a built in media center, travertine mosaic tile & stone fireplace, surround sound & French doors out to spacious Lanai. Lanai has brick paver flooring, bead board composite ceiling & designer fans. Enormous Master has a separate sitting/exercise/office area & a gorgeous bath. One of the best features of the home is the detached home office/media room or playroom with wonderful wood floors, crown molding & inset lighting. The enormous backyard offers plenty of room to add a pool & outdoor summer kitchen & cabana, if desired. Don't miss the opportunity to live in this wonderful home in the very desirable WP School District! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$449,900
$1,666/mo
Monthly Payment:
$1,666
Principal & Interest:
$1,666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,817sq ft $248 / sq ft SFR
Lot Size6,750sq ft Built1926 On Site11days
Stunning renovation in Historic Orwin Manor in Winter Park! Minutes from Park Avenue in Winter Park, Florida Hospital, Ivanhoe Village, College Park and Winter Park's restaurant... more
Stunning renovation in Historic Orwin Manor in Winter Park! Minutes from Park Avenue in Winter Park, Florida Hospital, Ivanhoe Village, College Park and Winter Park's restaurant row on 17-92. Kitchen and baths have all been updated. Narrow oak floors that shine, crown molding, wood burning fireplace and high ceilings. Kitchen has granite counter tops, stainless steel appliances and gorgeous cherry cabinets. Natural gas stove and hot water heater. All new electrical wiring in 2003. Master bath has two pedestal sinks and a nice tiled shower. All new tile in both upstairs baths. This home is perfect for entertaining with an open floor plan, French doors leading out to a beautifully landscaped back yard and wood deck. Cozy den for T.V. watching and office downstairs both have slate floors.The charming Orwin Manor neighborhood is the perfect location for anyone working in downtown Orlando or Winter Park. Jump on I-4 conveniently or avoid it all together with I-4 construction set to start this summer. Minutes from Loch Haven Park, Orlando Science Center, Dr. Philips Performing Arts Center and Amway Arena. This home is individually listed on the Register of Historic Places in the City of Winter Park. Outside of home painted in 2011. Wood deck re-stained in 2015. A pleasure to show. less
Listing Provided Courtesy of Sutton & Sutton Realty, Inc.
Popularity
$744,900
$2,759/mo
Monthly Payment:
$2,759
Principal & Interest:
$2,759
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $148,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,532sq ft $294 / sq ft SFR
Lot Size6,872sq ft Built2015 On Site11days
Stunning new custom home on tree lined brick street! This contemporary beauty features a huge kitchen with 36" gas professional range, drawer microwave, massive island, quartz... more
Stunning new custom home on tree lined brick street! This contemporary beauty features a huge kitchen with 36" gas professional range, drawer microwave, massive island, quartz counter tops and large windows looking into the back yard. Living room has a gas fireplace and sliding doors to covered back porch. There is also a full guest suite on the first floor. Upstairs features a second living area and incredible master suite. Master suite has big walk in closet, spa like bath and a glass railing balcony. This home should be complete in 30 days but don't wait as this owner/ builders amazing homes sell in weeks of hitting the market. Agents- please do not call la, call owner directly for questions, showing or to make an offer. Sorry for the amateur pictures as they do not do this house justice and you must see it in person. Professional pictures to be done when complete. less
Listing Provided Courtesy of Global Real Estate Services
Popularity
$75,000
$587/mo
Monthly Payment:
$587
Principal & Interest:
$277
HOA Dues:
$310
(Based on a 30 year fixed loan at 3.75% with $15,000 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 793sq ft $95 / sq ft CND
Lot Size19.0acre Built1970 On Site11days
Nicely FURNISHED, or unfurnished if buyer desires, 1 Bedroom, 1 bath, upstairs unit overlooking the pool. Light & bright with open kitchen, breakfast bar & breakfast nook,... more
Nicely FURNISHED, or unfurnished if buyer desires, 1 Bedroom, 1 bath, upstairs unit overlooking the pool. Light & bright with open kitchen, breakfast bar & breakfast nook, updated appliances, large walk-in closet and Screened Patio. Immediate occupancy! Walk to Wholefoods, shopping, restaurants and banks. (desk in bedroom does not convey). less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$394,200
$1,460/mo
Monthly Payment:
$1,460
Principal & Interest:
$1,460
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $78,840 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
2bed 2bath 1,487sq ft $265 / sq ft SFR
Lot Size30,729sq ft Built1951 On Site11days
Awesome opportunity for this lakefront home on lake killarney with your own boat house. This is located close to everything, fine dining and shopping and convenient to major... more
Awesome opportunity for this lakefront home on lake killarney with your own boat house. This is located close to everything, fine dining and shopping and convenient to major roadways. Call your agent today!!! less
Listing Provided Courtesy of Real Estate Professionals Se
Popularity
$1,150,000
$4,260/mo
Monthly Payment:
$4,260
Principal & Interest:
$4,260
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $230,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,572sq ft $322 / sq ft SFR
Lot Size9,651sq ft Built2014 On Site12days
Exquisite custom built home in Winter Park. This two-story floor plan offers a very versatile floor plan with an oversized master suite and spacious secondary bedrooms each with... more
Exquisite custom built home in Winter Park. This two-story floor plan offers a very versatile floor plan with an oversized master suite and spacious secondary bedrooms each with private bathrooms and walk-in closets. The master bedroom features coffered ceilings, electric fireplace, and built-in book case. Master bath includes Jacuzzi tub, dual sinks, and walk-in shower with luxury spa shower heads. The beautiful gourmet kitchen is well appointed with custom wood cabinetry, granite counter tops, large walk-in pantry, and GE Café Series appliances with five burner propane cook top and convection oven. Enjoy peaceful evenings in your very own wine room with custom cabinetry, built-in sink, and wine refrigerator. You will enjoy entertaining in the serene outdoor living space which includes a saltwater pool and spa with solar and propane heating, brick paver pool deck, outdoor shower and spacious patio with electric fireplace. Energy efficient features throughout the home. If you are looking for a luxurious new construction home in Winter Park, look no further than this one of a kind home. Taxes are an estimate for 2015, 2014 taxes were not for the current new home. less
Listing Provided Courtesy of Re/max Platinum Realty
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
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