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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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$789,000
$3,144/mo
Monthly Payment:
$3,144
Principal & Interest:
$2,923
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $157,800 down)
Winter Park, FL 32789
Baldwin Park Orange County School District
3bed 4bath 3,043sq ft $259 / sq ft SFR
Lot Size6,294sq ft Built2003 On Site43days
Pristine windsong villa! This picture perfect home is both luxurious and low maintenance. A column-lined foyer with a stunning vaulted ceiling leads into the beautiful living... more
Pristine windsong villa! This picture perfect home is both luxurious and low maintenance. A column-lined foyer with a stunning vaulted ceiling leads into the beautiful living and dining area. Gorgeous travertine floors downstairs, hardwoods upstairs, incredible trim-work, thick mouldings and high ceilings. The spacious well-equipped kitchen with black granite and warm mahogany cabinetry has a 6-burner gas range and hood, stainless appliances, island, built-in desk, counter seating for four and a breakfast area. The kitchen opens onto the family room with detailed built-ins, a pass-through gas fireplace and wet bar with wine storage and icemaker. The stately master has a trey ceiling, two balconies and a gas fireplace. Fabulous master bath with separate vanities, jetted tub and walk-in closet. Two additional bedrooms upstairs with tasteful interior baths, an office with custom built-ins and a large laundry room. French doors throughout the main level open to a summer kitchen and key-west style heated dip pool. Room in the private backyard for pets, a garden or swing-set! Two 2014 trane hvacs with digital thermostats and a 2014 hot water heater. Windsong amenities include parks, two community pools, a playground and chain-of-lakes access with boat rentals for residents. Welcome to luxury with excellent value! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
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$250,000
$926/mo
Monthly Payment:
$926
Principal & Interest:
$926
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $50,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,881sq ft $133 / sq ft SFR
Lot Size6,750sq ft Built1950 On Site44days
Outstanding opportunity to buy 1880 square foot, 3 bedroom 2 bath home in charming Orwin Manor. Roof and AC replaced within the past 2 years! Huge kitchen with eat-in nook and... more
Outstanding opportunity to buy 1880 square foot, 3 bedroom 2 bath home in charming Orwin Manor. Roof and AC replaced within the past 2 years! Huge kitchen with eat-in nook and breakfast bar. Solid 1950's construction with plaster walls. Extras include quaint back yard and one car garage. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$225,000
$835/mo
Monthly Payment:
$835
Principal & Interest:
$833
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,002sq ft $112 / sq ft SFR
Lot Size8,891sq ft Built1974 On Site44days
This 4 bedroom, 3 bathroom home has been updated and well maintained by its current owners for over 18 years! The main house includes 3 bedrooms and 2 bathrooms with a living... more
This 4 bedroom, 3 bathroom home has been updated and well maintained by its current owners for over 18 years! The main house includes 3 bedrooms and 2 bathrooms with a living room, dining room, family room, kitchen and laundry room. The 4th bedroom and 3rd bathroom make up the studio apartment which is complete with a kitchen. Perfect for a mother-in-law suite. Solar panels on the roof are used to heat the hot water and save money on your electric bill. The entire home was re-plumbed a few years ago. Don't miss your chance to make an offer on this unique property! less
Listing Provided Courtesy of Global Realty International
Popularity
$269,000
$996/mo
Monthly Payment:
$996
Principal & Interest:
$996
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,417sq ft $190 / sq ft SFR
Lot Size7,500sq ft Built1953 On Site44days
Nice starter home with great original, real, hardwood floors. New or updated recently: Air conditioning; insulation in attic; roof and roof vents; electrical boxes; sewer to... more
Nice starter home with great original, real, hardwood floors. New or updated recently: Air conditioning; insulation in attic; roof and roof vents; electrical boxes; sewer to street; sprinkler system; windows. Upgraded kitchen. Large back yard with room for pool or outdoor entertaining. One car garage. Half bath is in garage. One way street....quite area! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$685,000
$3,917/mo
Monthly Payment:
$3,917
Principal & Interest:
$2,537
HOA Dues:
$1,380
(Based on a 30 year fixed loan at 3.75% with $137,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,296sq ft $298 / sq ft CND
Lot Size1.6acre Built1969 On Site44days
This 4 bedroom -- 4 bath canal view condo provides your buyer a unique opportunity to reside on the shoreline of Lake Virginia in the Heart of Olde Winter Park for under one... more
This 4 bedroom -- 4 bath canal view condo provides your buyer a unique opportunity to reside on the shoreline of Lake Virginia in the Heart of Olde Winter Park for under one million dollars. 2300 Square feet of open space featuring an oversized Gourmet kitchen with an abundance of wood cabinetry, ample counter space, stainless steel Jenn Aire appliances, custom glass range hood, dual drawer dishwasher, granite counter tops, wine cooler, designer lighting, and breakfast bar. The kitchen opens up to a formal dining room enhanced with built in cabinetry, and an expansive great room area with access to outdoor and enclosed balcony space, showcasing the great oak trees on the property. Featuring split plan, the unit offers two master suites, four full baths, and an abundance of closet space. This unique product affords the resident generous space for guests and entertaining. Building amenities include Winter Park Chain of Lakes access, boat slips (based upon availability), gorgeous lake front pool area, sauna, hot tub, clubroom, fitness center, and a rentable guest suite. The optimal location along with the now completed renovation makes this the new "Hot Spot" in Winter Park. Become a part of the new LVC and Winter Park lifestyle experience of local dining, boutique shopping, and entertainment on the Avenue. Lake Virginia Condominiums offers convenient access to Downtown Orlando, OIA, and the attractions. SELLER FINANCING AVAILABLE WITH 20% DOWN @ 6% FOR 5 YEARS. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$65,000
$240/mo
Monthly Payment:
$240
Principal & Interest:
$240
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $13,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
2bed 1bath 968sq ft $67 / sq ft SFR
Lot Size4,462sq ft Built1985 On Site44days
Great opportunity to own a townhome/duplex with no hoa fees!!!! Easy access to east orlando, maitland, casselberry and downtown orlando. Unit is on great shape, freshly painted.... more
Great opportunity to own a townhome/duplex with no hoa fees!!!! Easy access to east orlando, maitland, casselberry and downtown orlando. Unit is on great shape, freshly painted. Patio furniture conveys. Private fenced with yard with garden. less
Listing Provided Courtesy of Weichert Realtors Hallmark Pro
Popularity
$209,000
$776/mo
Monthly Payment:
$776
Principal & Interest:
$774
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.75% with $41,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,713sq ft $122 / sq ft SFR
Lot Size8,158sq ft Built1981 On Site45days
Winter Park address with "A" rated Seminole Country Schools, it doesn't get any better than that!!! Located in a prime location near all of the action off Red Bug Lake Road.... more
Winter Park address with "A" rated Seminole Country Schools, it doesn't get any better than that!!! Located in a prime location near all of the action off Red Bug Lake Road. This home as had several upgrades recently including new carpet, painted inside and out including wood trim. Also a new A/C unit and hot water heater. The back porch has also been remodeled. Don't miss out on your chance to live in the hottest area in Central Florida! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$888,160
$3,290/mo
Monthly Payment:
$3,290
Principal & Interest:
$3,290
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $177,632 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,416sq ft $260 / sq ft SFR
Lot Size9,599sq ft Built2014 On Site45days
Beautiful Custom pool home in the heart of Winter Park. Come and experience this amazing 4 bedroom 3.5 bath pool home. This home features two bedrooms on the first floor with... more
Beautiful Custom pool home in the heart of Winter Park. Come and experience this amazing 4 bedroom 3.5 bath pool home. This home features two bedrooms on the first floor with one of them being the Master Bedroom. The master suite will make you think you are in a private spa with its custom free standing tub. The kitchen is the center of this beautiful home and it features granite counter tops, wood cabinetry, stainless steel Energy Star appliances and lots of space. In addition this home features custom base boards/ crown moldings and solid wood doors. In addition to all of this there is spacious covered lanai that open up to a custom pool. This home has it all and it has it on the day you call this beautiful house your home. Also, you are in walking distance to the YMCA, Lakemont Elementary. less
Listing Provided Courtesy of Real Living Good Neighbor Rlty
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 32789
Orange County School District
4bed 2bath 1,762sq ft $156 / sq ft SFR
Lot Size8,721sq ft Built1974 On Site45days
This 4 Bedroom, 2 bath pool home is located in the sought after Winter Park, Dommerich School District. The tastefully updated home is situated on a quaint street at the end of... more
This 4 Bedroom, 2 bath pool home is located in the sought after Winter Park, Dommerich School District. The tastefully updated home is situated on a quaint street at the end of a cul-de-sac, relieving you of the concern of drive-thru traffic congesting your beautiful neighborhood. The distinctive flagstone exterior will add to a stunning curb appeal. This exquisite home, in a great subdivision, in a superb school district allures you with a leaded glass door for your entry way. You will find beautiful honey oak laminate installed in all the main living areas. The kitchen has been updated with modern cabinetry accented with a bit-tile backsplash, newer counter tops, double sinks and opens directly to the family room which is perfect for those family gatherings. You will have the morning sunlight gleaming in through the French Doors of the formal dining room which give direct access to glistening pool and patio area. The screened in pool, which sits adjacent to the 23x9 covered lanai, gives you four entrances to the pool area. This outdoor setting is ideal for relaxing, entertaining, or just fun. The master bedroom bath features an updated espresso marble top vanity. The master shower has also been retiled. The other 3 bedrooms have newer carpet and ceiling fans while the master has laminate. This split plan home, with an inside utility room, a two car garage, grants you the opportunity for fine Winter Park living in a quality neighborhood. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$119,900
$687/mo
Monthly Payment:
$687
Principal & Interest:
$444
HOA Dues:
$243
(Based on a 30 year fixed loan at 3.75% with $23,980 down)
Winter Park, FL 32792
2bed 3bath 1,295sq ft $93 / sq ft CND
Lot Size2,466sq ft Built1985 On Site45days
Spacious townhome in a great location. Well maintained 2/2 home with wood burning fireplace, wet bar, eat-in kitchen, vaulted ceilings. The home has been recently upgraded to... more
Spacious townhome in a great location. Well maintained 2/2 home with wood burning fireplace, wet bar, eat-in kitchen, vaulted ceilings. The home has been recently upgraded to include new interior paint, all new cabinets and granite counter tops in the kitchen, bedrooms, and wet bar. The kitchen features stainless steel appliances. Bedrooms have wood floors. Long private back porch with access from the bedroom or great room (French doors). The community has tennis courts, pool, and clubhouse. Easy access to Winter Park, major roads, UCF, and the airport. less
Listing Provided Courtesy of Empowre Realty Llc
Popularity
$165,000
$611/mo
Monthly Payment:
$611
Principal & Interest:
$611
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,635sq ft $101 / sq ft SFR
Lot Size7,878sq ft Built1974 On Site46days
This wonderful 3 bedroom 2 bath pool home located in Winter Park is a MUST SEE. This home has been updated and MOVE IN READY. The entire interior has newly fresh paint. New tile... more
This wonderful 3 bedroom 2 bath pool home located in Winter Park is a MUST SEE. This home has been updated and MOVE IN READY. The entire interior has newly fresh paint. New tile throughout the house with open floor plan offers plenty space to entertain your family. Enjoy this beautiful home with fences and several tropical fruit trees in the back yard. The location is proximate to grocery stores, banks, and other businesses. All stainless steel appliances stay in the kitchen as well as washer and dryer. New roof was replaced in 2006. Motivated seller, seller will entertain all reasonable offers, quick response!!! less
Listing Provided Courtesy of Homes In Florida Real Estate
Popularity
$199,900
$776/mo
Monthly Payment:
$776
Principal & Interest:
$740
HOA Dues:
$36
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,546sq ft $129 / sq ft SFR
Lot Size5,888sq ft Built1987 On Site46days
Move-in ready and available for a quick close! Beautiful home in good condition located in a charming subdivision. This wonderful home has updated kitchen & bathrooms which... more
Move-in ready and available for a quick close! Beautiful home in good condition located in a charming subdivision. This wonderful home has updated kitchen & bathrooms which compliment a very functional floor plan with an eat in kitchen, living room/dining area combined to make one large room, perfect for entertaining! Master bedroom downstairs with a huge walk-in closet! Mature landscaping adds to the feeling of privacy to be enjoyed on the rear screened porch or paver patio. less
Listing Provided Courtesy of Cfrp Realty Llc
Popularity
$869,900
$3,222/mo
Monthly Payment:
$3,222
Principal & Interest:
$3,222
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $173,980 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,167sq ft $275 / sq ft SFR
Lot Size13,544sq ft Built2000 On Site46days
This Lovely, well appointed Traditional home is located in the Heart of Winter Park! Light and Bright this Professionally decorated home has Plantation Shutters and Crown... more
This Lovely, well appointed Traditional home is located in the Heart of Winter Park! Light and Bright this Professionally decorated home has Plantation Shutters and Crown Moulding throughout, Cherry cabinets in kitchen and baths, Sablestone counters, beautiful wallpaper, 10 ft ceilings, and spacious indoor laundry room. The formal living and dining rooms flow nicely to the kitchen and family room and out to a very spacious 37x11 screened porch. The kitchen has a closet pantry, built-in desk plus, and an eat-in area that adjoins the family room. French doors and custom built cabinetry are just a few wonderful features of the family room. This split bedroom plan offers a downstairs luxurious master suite with two walk-in closets and his and her baths with a walk through shower and garden tub. Two of the four additional bedrooms are on the other side of the home with a bath to share. Upstairs has two bedrooms both with 11x4 alcoves and a large jack and jill bath with a shower and linen closet. The home is situated on an oversized, beautfully landscaped lot. Circular drive invites you into the home and an additional driveway leads to the attached two car garage. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$725,000
$2,686/mo
Monthly Payment:
$2,686
Principal & Interest:
$2,686
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $145,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,335sq ft $310 / sq ft SFR
Lot Size22,960sq ft Built1957 On Site47days
This stunning 3 bedroom 3 bath home sits on one of the only rare DOUBLE LOTS left in Winter Park. It is able to be sub divided per the city, making it an outstanding investment... more
This stunning 3 bedroom 3 bath home sits on one of the only rare DOUBLE LOTS left in Winter Park. It is able to be sub divided per the city, making it an outstanding investment for any buyer! The home is set amongst the Mature Trees and Brick streets of the sought after Lake Chelton neighborhood. The size of the property is not the only thing you will love about this home. The home has been renovated with more than excellent finishes including newly refinished original hardwood floors, Carrera Marble, Granite, gorgeous exposed dark wood-beam ceilings in the family room and breakfast rooms, solid wood shutters, built-ins and many more stylish upgrades you will need to see. The kitchen, bright, light and open boasts of white custom cabinetry, light granite countertops and LG stainless steel appliances. The Master Suite bathroom is adorned with Carrera marble, double sink vanities and custom Carrera marble tub and shower. In the living area the charming wood burning fireplace and built-ins give the home stunning character with french doors that open out onto the Brick Patio overlooking the Enormous, Lush Green landscaped backyard. "A" rated schools. This is an Exceptional Opportunity for any buyer. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$155,500
$576/mo
Monthly Payment:
$576
Principal & Interest:
$576
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $31,100 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,730sq ft $90 / sq ft SFR
Lot Size7,000sq ft Built1938 On Site47days
Not a short sale or bank owned. Sold "as is" property is in need of rehab and has lots of potentials! Accessibly located near i-4, florida hospital, dubsdread golf course and... more
Not a short sale or bank owned. Sold "as is" property is in need of rehab and has lots of potentials! Accessibly located near i-4, florida hospital, dubsdread golf course and minutes to downtown orlando. Calling all investors and 1st time home buyers, a must see 2 story, 1 car garage, 4 beds, 2 full baths, 1730 sq. Built in 1938 fixer upper home in winter park--submit your highest and best offer! Do not miss this astounding opportunity to purchase a home on the north side of the dubsdread golf community; this home will not last long! less
Listing Provided Courtesy of Greater Orlando Realty, Llc
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
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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: Thursday, November 27, 2014 at 7:56 PM