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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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$44,000
$163/mo
Monthly Payment:
$163
Principal & Interest:
$163
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $8,800 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 881sq ft $50 / sq ft CND
Lot Size17,764sq ft Built1966 On Site23days
Nice 2 Bedroom 1 Bathroom Condo Located in the Waterfall Coves Community. Open floor plan with a combo living/dining room. Kitchen has plenty of cabinet space and includes a... more
Nice 2 Bedroom 1 Bathroom Condo Located in the Waterfall Coves Community. Open floor plan with a combo living/dining room. Kitchen has plenty of cabinet space and includes a full set of appliances including the refrigerator, range, dishwasher and microwave. Condo also features blinds, ceiling fans and light fixtures. Exterior patio provides a great space to cookout or simply relax with friends and family. Call to schedule a showing today! less
Listing Provided Courtesy of Mighty Realty Inc
Popularity
Your search results are current and complete. Learn more
$199,000
$1,013/mo
Monthly Payment:
$1,013
Principal & Interest:
$737
HOA Dues:
$276
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32789
Orange County School District
2bed 3bath 1,536sq ft $130 / sq ft TWN
Lot Size4,646sq ft Built1986 On Site24days
Open Sun May 10, 1pm-4pm
Great town home with private rear screened porch. both bedrooms have in suite bathrooms. Wood burning fireplace in living room, separate dining room or make it into an office.... more
Great town home with private rear screened porch. both bedrooms have in suite bathrooms. Wood burning fireplace in living room, separate dining room or make it into an office. 1st floor has half bathroom and laundry room. Washer and Dryer included. Block construction adds to the quietness of the complex. No one living above or below. Only 1 block to the Winter Park Village, Shoppes, restaurants, Publix Grocery store. Starbucks across the street. Only 1 mile to Park Avenue. less
Listing Provided Courtesy of Florida One Real Estate Llc
Popularity
$199,000
$882/mo
Monthly Payment:
$882
Principal & Interest:
$737
HOA Dues:
$145
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,628sq ft $122 / sq ft TWN
Lot Size1,964sq ft Built2004 On Site24days
Beautiful 2 story townhouse in Winter Park, Lovely decorated. Fabulous location backs to a wall and views a pond & fountain in front. Corner townhouse, very private, furnished... more
Beautiful 2 story townhouse in Winter Park, Lovely decorated. Fabulous location backs to a wall and views a pond & fountain in front. Corner townhouse, very private, furnished nicely. Gated community. less
Listing Provided Courtesy of Non-mfrmls Office
Popularity
$239,000
$885/mo
Monthly Payment:
$885
Principal & Interest:
$885
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,274sq ft $188 / sq ft SFR
Lot Size6,686sq ft Built1948 On Site24days
Charming and totally remodeled two bedroom, two bathroom home located in the heart of Winter Park and the historic district of Orwin Manor. Tons of natural light! The open floor... more
Charming and totally remodeled two bedroom, two bathroom home located in the heart of Winter Park and the historic district of Orwin Manor. Tons of natural light! The open floor plan has beautiful cherry wood floors and double insulated argon gas windows throughout. Kitchen features include granite countertops, natural slate backsplash, wood cabinets, Kenmore stainless steel appliances and eat-in space. The expansive master bedroom has a walk in closet, several windows that fill the room with natural light, and French doors leading out to the back patio. The fenced back yard has a patio area perfect for entertaining, as well as bamboo trees. Motion sensor lights and irrigation system. Conveniently located near Park Avenue, Winter Park Village, I-4, Florida Hospital, restaurants, parks and more! New roof and plumbing 2007-2008. New electrical panel, wiring, plumbing, hot water heater and AC! Cable and phone lines replaced and all bathrooms remodeled. Great turn key house! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$750,000
$2,778/mo
Monthly Payment:
$2,778
Principal & Interest:
$2,778
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $150,000 down)
Winter Park, FL 32789
N/Asq ft N/A / sq ft LND
Lot Size15,000sq ft BuiltN/A On Site25days
This is a 15,000 sq ft vacant land parcel zoned C - 3 commercial within the city limits of Winter Park, Fla. There are two additional parcels available that can take this... more
This is a 15,000 sq ft vacant land parcel zoned C - 3 commercial within the city limits of Winter Park, Fla. There are two additional parcels available that can take this property from 15,000 sq ft to 22,500 sq ft or up to 37,500 sq ft. less
Listing Provided Courtesy of The Sydgan Corp
Popularity
$899,000
$3,330/mo
Monthly Payment:
$3,330
Principal & Interest:
$3,330
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,084sq ft $292 / sq ft SFR
Lot Size9,567sq ft Built2015 On Site25days
Hurry in for this brand new contemporary cottage style home from david weekley. Come enjoy this spacious 2 story home in the heart of winter park. This beautifully designed and... more
Hurry in for this brand new contemporary cottage style home from david weekley. Come enjoy this spacious 2 story home in the heart of winter park. This beautifully designed and appointed home has plenty of space with its 4 bedrooms, 3.5 baths, study, bonus room, covered lanai, pool and plenty of storage space. It also boasts the newest david weekley "energy saver" construction science that used double pane/low-e ii vinyl windows, seer 14 a/c system, r-38 blown fiberglass insulation and many other energy-saving features. You will enjoy living among such timeless and elegant upgrades as distressed hardwood flooring that extends throughout the main living spaces and into the owners retreat; full overlay, glazed and raised panel cabinets with crown moulding and beveled knobs in the kitchen and bathrooms and electrical pre-wiring for wall mounted interior electronics. This home is destined to truly enhance the lives of its future owners. Our energy saver homes offer homebuyers the best in energy-efficiency and are backed by our program's heating and cooling energy usage guarantee. These homes are friendlier to you, the environment and your pocketbook! less
Listing Provided Courtesy of Weekley Homes Realty Company
Popularity
$389,000
$1,441/mo
Monthly Payment:
$1,441
Principal & Interest:
$1,441
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $77,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,175sq ft $331 / sq ft SFR
Lot Size11,714sq ft Built1949 On Site25days
Charming 3 bedroom situated in sought after Winter Park school district. Quiet tree lined street adorned with natures best. Breezy front porch and freshly painted interior... more
Charming 3 bedroom situated in sought after Winter Park school district. Quiet tree lined street adorned with natures best. Breezy front porch and freshly painted interior boasting light colors embraces peaceful relaxation. The delightful dining room offers extra seating for gatherings. Beautiful wood floors and tile throughout. The kitchen offers loads of storage and counter space. Big shady backyard perfect for summer fun. Recent roof Sept 2014, new a/c 2015. less
Listing Provided Courtesy of Maingate Real Estate
Popularity
$1,400,000
$5,186/mo
Monthly Payment:
$5,186
Principal & Interest:
$5,186
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $280,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 4,036sq ft $347 / sq ft SFR
Lot Size11,834sq ft Built2015 On Site26days
Lund Dev Parade of Homes 2015 entry is truly special). This custom home is like no other and nestled in on a quiet tree lined brick street in Old Winter Park, with Lake Virginia... more
Lund Dev Parade of Homes 2015 entry is truly special). This custom home is like no other and nestled in on a quiet tree lined brick street in Old Winter Park, with Lake Virginia a short walk at end of street. Large rooms for entertaining include a formal dining room, bright open gathering room with gas fireplace and custom kitchen with incredible island, space for eat-in table, with built in appliances, exotic granite, custom tile, designer lighting, walk in pantry and butlers pantry. French doors at the rear of the home lead to a large covered lanai overlooking a professionally landscaped back yard and sparkling pool with fountain features and pavered. The master suite is spacious with a showcase master bathroom that offers his and hers vanities, marble floors and counters, seamless glass enclosure shower, porcelain free standing tub with modern flair, his and hers closet space. A home office with private entrance. Finishes are exquisite with built-ins, designer lighting making each room unique. Energy efficient features throughout. A very special home, conveniently located to Downtown, Winter Park and great schools. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$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 Site26days
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
$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 Site26days
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
$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 Site27days
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
$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 Site27days
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 Site27days
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
$209,900
$777/mo
Monthly Payment:
$777
Principal & Interest:
$777
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $41,980 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 811sq ft $259 / sq ft SFR
Lot Size6,959sq ft Built1947 On Site27days
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
$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 Site28days
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
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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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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: Wednesday, May 6, 2015 at 7:35 AM