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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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$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,108sq ft $284 / sq ft SFR
Lot Size13,059sq ft Built1948 On Site38days
A charming California inspired bungalow with plantation shutters on the quiet brick street of desirable Glencoe Road. Three bedrooms and three baths in a three way split plan,... more
A charming California inspired bungalow with plantation shutters on the quiet brick street of desirable Glencoe Road. Three bedrooms and three baths in a three way split plan, this fabulous all updated Winter Park home with hard wood floors throughout shows like a model. Enter the bright and airy foyer with skylight which flows into a chic and expansive living room. The kitchen features granite counter tops, lovely crown molding, Kitchen Aid stainless steel appliances with wine bar, and gas range. Following is an enormous family room with voluminous ceilings overlooking a huge fenced yard and gorgeous screened pool with fiber optic lighting. You’ll love the spacious indoor laundry room with plenty of storage. This is an outstanding home. Expect to be impressed with this unique beauty. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
We show you every available listing. Here's how
$895,000
$3,315/mo
Monthly Payment:
$3,315
Principal & Interest:
$3,315
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,222sq ft $278 / sq ft SFR
Lot Size13,013sq ft Built1998 On Site38days
Open Sun Nov 23, 2pm-4pm
Elegant four bedroom, three and one-half-bath home in the heart of the Vias. Designed and built by custom home builder Keith Groninger, this stunning traditional home boasts... more
Elegant four bedroom, three and one-half-bath home in the heart of the Vias. Designed and built by custom home builder Keith Groninger, this stunning traditional home boasts over 3,200 SF of comfortable living space and offers high ceilings, arched entries, and wood flooring throughout the downstairs living area. Large eat-in kitchen is open to the family room and features wood cabinetry with granite counters. French doors lead off the formal living and family rooms and open up to a covered lanai and screened-in pool. Living room showcases a marble encased fireplace with built-in bookshelves. Downstairs master suite is luxurious with a master bath that includes his and her vanities, walk-in shower, jetted tub, and an oversized closet. Downstairs also includes a separate guest room, a full bath, an office/den, and formal dining. Upstairs, find two more bedrooms, which share a Jack and Jill bath, and two finished storage areas, which could easily be converted into an additional bonus room(s). Set back from the road, this home exudes curb appeal with a brick exterior, lantern entry, shutters, and mature Magnolia trees. Located in the heart of the Vias, one of Winter Park’s most sought after neighborhoods, and zoned for A-rated schools, this home won’t last! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$199,900
$740/mo
Monthly Payment:
$740
Principal & Interest:
$740
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,377sq ft $145 / sq ft SFR
Lot Size7,688sq ft Built1956 On Site38days
Beautifully remodeled Winter Park home in an excellent location! 1.4 miles from Winter Park Village, 4.5 miles from Downtown Orlando! Great neighborhood! New flooring along with... more
Beautifully remodeled Winter Park home in an excellent location! 1.4 miles from Winter Park Village, 4.5 miles from Downtown Orlando! Great neighborhood! New flooring along with resurfaced original hardwood, new paint inside and out with texturing, recessed lighting, new bathrooms with fixtures. The remodeled kitchen is a must-see! less
Listing Provided Courtesy of Coldwell Banker Res Re.
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 32789
Orange County School District
2bed 2bath 1,148sq ft $200 / sq ft CND
Lot Size1.6acre Built1969 On Site38days
Great price on this great Winter park condo. Lake Virginia Condos recently finished a complete renovation on the exterior and both lobbies. Unit has a view of Lake Osceola from... more
Great price on this great Winter park condo. Lake Virginia Condos recently finished a complete renovation on the exterior and both lobbies. Unit has a view of Lake Osceola from Master bedroom window and the property sits directly on Lake Virginia with lakeside pool and dock (boat slips available for rent). The well appointed club room available for parties has a wonderful view of the lake also. Easy show! less
Listing Provided Courtesy of Hewitt Residential, Llc
Popularity
$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 Site38days
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
$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 Site39days
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 Site39days
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
$225,000
$833/mo
Monthly Payment:
$833
Principal & Interest:
$833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,272sq ft $177 / sq ft SFR
Lot Size9,252sq ft Built1958 On Site39days
Classic Mid-Century ranch with loads of potential! This 3 bedroom 1.5 bath features new A/C and Terrazzo floors throughout with vaulted ceilings. Large Florida room overlooking... more
Classic Mid-Century ranch with loads of potential! This 3 bedroom 1.5 bath features new A/C and Terrazzo floors throughout with vaulted ceilings. Large Florida room overlooking a beautiful, picturesque Oak tree with mature landscaping. Oversized 2-car carport with extra storage. Great location – walking distance to Brookshire Elementary & Cady Way Trail. Just a few minutes’ drive for shopping, dining, Baldwin Park & Park Avenue. A must see! less
Listing Provided Courtesy of Fannie Hillman & Associates
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 Site39days
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 Site39days
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 Site39days
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 Site40days
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 Site40days
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 Site40days
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 Site40days
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
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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
Local service is provided by our preferred broker, Coldwell Banker Residential Real Estate. By logging on to ziprealty.com, you are authorizing ZipRealty to refer you to Coldwell Banker Residential Real Estate for real estate brokerage services, and ZipRealty will receive a referral fee or other valuable consideration for such referral.
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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: Sunday, November 23, 2014 at 1:40 PM