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Winter Park 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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$264,900

690 Osceola Avenue #208

Winter Park, FL 32789
Orange County School District
2bed 2bath 1,148sq ft $231 / sq ft CND
Lot Size1.6acre Built1969 On Site35days
Lakefront and walking distance to Park Avenue. This amazing corner unit is beautifully finished and perfect for easy living. The recently remodeled kitchen offers granite... more
Lakefront and walking distance to Park Avenue. This amazing corner unit is beautifully finished and perfect for easy living. The recently remodeled kitchen offers granite countertops, custom cabinetry and stainless steel appliances; opening naturally to the casual living spaces thus creating the ultimate Florida lifestyle. Natural light filters through the glass doors leading out to the oversized balcony with views of Lake Virginia and the canal. Amenities include a fitness center, club room for parties and game day, a boat dock, and boat slips are available to rent. A separate guest apartment provides the perfect suite for friends and family visits. less
Listing Provided Courtesy of Premier Realty Partners Inc
Popularity
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$364,000

4030 Cool Water Court

Winter Park, FL 32792
Goldenrod Orange County School District
4bed 3bath 2,910sq ft $125 / sq ft SFR
Lot Size13,865sq ft Built1979 On Site35days
Exceptional 2 story custom built 4-(5) bedroom 3 bath, plus office,bonus or playroom. Almost 1/3 of an acre! You will be amazed when you see the oversized fenced lot with a... more
Exceptional 2 story custom built 4-(5) bedroom 3 bath, plus office,bonus or playroom. Almost 1/3 of an acre! You will be amazed when you see the oversized fenced lot with a screen enclosed pool boasting a water fall, garden, bridge, and a therapy jet spa. A private oasis awaits you! All baths have been updated, as well as the kitchen and more. laminate wood floors, ceramic tile, bran new microwave, freshly painted interior and exterior.... A very well maintained home in an excellent location convenient to 417,Florida Hospital,UCF,Research Park, Full Sail and Winter Park. Great Schools! Formal living room features a wood burning stone fireplace with very high vaulted ceiling! Formal dining room, open and light updated kitchen with a built in hutch in the eat in area are all open to the family area. French doors from the family room & kitchen open into the 40' large patio area with outdoor fans and a grilling area off the dining room. An abundance of covered living area for your outdoor entertaining. A breath taking pool and spa. The lush landscaping is your own private oasis away from it all. The Full bath down with a shower and bonus/office/playroom can also be the 5th bedroom. The master en-suite 18x17 is amazing with his and her sinks, tub with separate shower and his and her walk in closet. 4 bedrooms and two baths are upstairs . Large bedrooms and extra large closet space. Lots of storage as well as an indoor laundry room. Plenty of parking in the driveway with side entry garage. A must see less
Listing Provided Courtesy of Disalvatore & Associates Inc.
Popularity
$309,000

2913 Lolissa Lane

Winter Park, FL 32789
Orange County School District
4bed 2bath 1,852sq ft $167 / sq ft SFR
Lot Size11,425sq ft Built1968 On Site35days
Start packing because theis home is move-in ready! Tucked under the beautiful shaded trees you will find this gorgeous home located in a peaceful and most desirable neighborhood... more
Start packing because theis home is move-in ready! Tucked under the beautiful shaded trees you will find this gorgeous home located in a peaceful and most desirable neighborhood in the heart of Winter Park. Inside you will find a floor plan boasting 3 bedrooms, 2 bathrooms, and a large bonus room with over 1700 sq feet. Title throughout the house with a skylight. Enjoy the large screen enclosed patio and hours of fun in the extra large pool. Mature trees and almost new fancy fence that add beauty to this large corner lot. 2 car garage, yet you could fit 3 standard size cars. It has easy access to schools area shopping, dining and main roadways. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$52,500

154 Scottsdale Square #154

Winter Park, FL 32792
Orange County School District
2bed 2bath 1,085sq ft $48 / sq ft CND
Lot Size8,564sq ft Built1974 On Site35days
Condo is a two story located on the second floor of the Building. Living room and dining room combination with access to the covered balcony. Kitchen has lots of natural light.... more
Condo is a two story located on the second floor of the Building. Living room and dining room combination with access to the covered balcony. Kitchen has lots of natural light. Two bedrooms upstairs share one full bath. There is a half bath on the first floor for your convenience. Complex offers a community pool. Conveniently located near shopping, dining and major high ways. Also located near Full Sail, Valencia College and UCF. This is a Fannie Mae HomePath property. Purchase this property for as little as 5% down! less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
$95,000

4786 Tangerine Avenue #786

Winter Park, FL 32792
Goldenrod
2bed 2bath 1,281sq ft $74 / sq ft CND
Lot Size13,902sq ft Built1973 On Site36days
Two bedroom two bath condo in the winter park area. Shows like a model home with plenty of upgrades! Large bedrooms, block construction, screened porch with view of courtyard... more
Two bedroom two bath condo in the winter park area. Shows like a model home with plenty of upgrades! Large bedrooms, block construction, screened porch with view of courtyard and upgraded kitchen. less
Listing Provided Courtesy of Devlin Investors & Associates
Popularity
$212,900

2026 Kimbrace Place

Winter Park, FL 32792
Orange County School District
3bed 2bath 1,346sq ft $158 / sq ft SFR
Lot Size8,640sq ft Built1956 On Site36days
With lush landscaping and mature trees in a private yard in Winter Park, this three bedroom, one bath home offers a lot of potential for the right buyer. Relax in front of the... more
With lush landscaping and mature trees in a private yard in Winter Park, this three bedroom, one bath home offers a lot of potential for the right buyer. Relax in front of the large fireplace, create your own backyard retreat, design your dream kitchen. The possibilities are limitless. Located in the sought after Kenilworth Shores subdivision, the home is convenient to schools, parks, medical facilities and amenities. This is a Fannie Mae HomePath property. Purchase this property for as little as 5 % down! This property is approved for HomePath Mortgage Financing. This property is approved for HomePath Renovation Mortgage Financing. Property is under the first look initiative for the first 20 days of the listing period. less
Listing Provided Courtesy of C21/oviedo Realty
Popularity
Immaculate one story pool home in prestigious Windsong. This home has a very large bonus room, beautiful wood floors, high ceilings, a gourmet kitchen, a large master suite, and... more
Immaculate one story pool home in prestigious Windsong. This home has a very large bonus room, beautiful wood floors, high ceilings, a gourmet kitchen, a large master suite, and a fireplace in the family room. The split plan makes for a very open feel. The master bathroom has a soaking tub, a walk in shower, and large walk in closet. The gorgeous eat in kitchen overlooks the family room and the screened pool area. Upgraded appliance package, lovely granite counter tops, and a walk-in pantry. There is a nice office area with a built in desk off the kitchen. The family room is very light and bright with shutters throughout. The additional bedrooms are well appointed. The sparkling screened pool is perfect for a relaxing afternoon. The landscaping is exceptional and there is a spectacular yard. Three car garage. Windsong has sidewalks, two community pools, and a tot lot. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
Beautiful, spacious lot on a brick street. Wonderful opportunity to build. This corner lot is vacant and ready to go. Nice tree lined street and sidewalk are perfect for riding... more
Beautiful, spacious lot on a brick street. Wonderful opportunity to build. This corner lot is vacant and ready to go. Nice tree lined street and sidewalk are perfect for riding bikes! Lovely neighborhood. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this... more
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing. less
Listing Provided Courtesy of Realhome Svc & Solutions Inc
Popularity N/A
Location, Location, Location! Great 3bed/2bath single family home for sale! Winter Park neighborhood! Home needs TLC but has a great potential. Do not miss this opportunity and... more
Location, Location, Location! Great 3bed/2bath single family home for sale! Winter Park neighborhood! Home needs TLC but has a great potential. Do not miss this opportunity and schedule your showing today! less
Listing Provided Courtesy of Goodwill Realty
Popularity
You must see this! One of the last available vacant build able lots in the area! Build your dream home! Right along with your neighbors' million dollar homes ! The lot is... more
You must see this! One of the last available vacant build able lots in the area! Build your dream home! Right along with your neighbors' million dollar homes ! The lot is beautiful, keep as many trees as you want on this great lot , quiet street and close to i-4 , shopping and downtown. You must do a drive by! less
Listing Provided Courtesy of Exit Real Estate Results
Popularity
$1,199,000

101 Virginia Drive

Winter Park, FL 32789
Virginia Heights Orange County School District
6bed 5bath 3,649sq ft $329 / sq ft SFR
Lot Size21,025sq ft Built1982 On Site37days
Beautifully renovated with careful attention to detail, this gracious home is in the heart of Winter Park and has deeded access to Lake Virginia. Almost 1/2 acre of meticulous... more
Beautifully renovated with careful attention to detail, this gracious home is in the heart of Winter Park and has deeded access to Lake Virginia. Almost 1/2 acre of meticulous landscaping with a stunning rear yard and large pool. This home is loaded with charm, including tongue & groove ceilings, mouldings, oak floors, lots of french doors and natural light. Huge kitchen with island with room for large breakfast table, plus a formal dining room. Large master suite with french doors overlooking pool. Master bath has his/her areas with separate sinks, closets, soaking tub plus shower and safe rooms. Adjacent study/bedroom with bath. 4 bedrooms & 3 baths are on opposite wing of house providing plenty of privacy. You will love the 50' porch which spans the length of the back of the house, with tongue & groove ceiling and old Chicago used brick floor which extends out to surround the pool. Complete privacy with winding brick walkways & stone knee walls enhancing the landscaping. You'll love this home! less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
Fantastic home nestled in the brick streets of Winter Park…Light and bright with vaulted ceilings. Beautiful wood floors throughout the downstairs living area, formal... more
Fantastic home nestled in the brick streets of Winter Park…Light and bright with vaulted ceilings. Beautiful wood floors throughout the downstairs living area, formal rooms and downstairs bedrooms. Nice, big eat-in kitchen with prep island and granite countertops opens to the spacious family room with a remodeled entertainment center, wood-burning fireplace as well as French doors leading out to the screened porch. Split bedroom plan with 2 downstairs guest bedrooms; the 5th bedroom would make a great office or play room. The master suite is spacious with granite countertop vanity and jetted tub. Other upgrades include all new carpet, interior painted throughout the living areas and bedrooms plus wonderful new landscaping! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
70'x 137' rectangular homesite in fabulous location between Lakemont Avenue and Temple Drive in desirable Winter Park! Outstanding "A" rated schools! 854 sq. ft., 2BR/1BA... more
70'x 137' rectangular homesite in fabulous location between Lakemont Avenue and Temple Drive in desirable Winter Park! Outstanding "A" rated schools! 854 sq. ft., 2BR/1BA existing home is to be conveyed in "as is, where is" condition. Terrific redevelopment opportunity in neighborhood of much more valuable homes including current active listings in excess of $1,000,000 on the same street! Let me hear from you with any questions or comments! less
Listing Provided Courtesy of Mcdonald Realty Advisors
Popularity
Perfect Winter Park Location! This 4 bedroom 2 bath house is located in the Winter Park Estates and boasts 1,531 square feet of living space. Home has been RENOVATED with bamboo... more
Perfect Winter Park Location! This 4 bedroom 2 bath house is located in the Winter Park Estates and boasts 1,531 square feet of living space. Home has been RENOVATED with bamboo floors, tile in all the wet areas, updated kitchen and baths. Very large screened porch with large backyard with plenty of room for fun. The large closets in the house have all been upgraded. Centrally located near Winter Park retail shopping and restaurants. This home will be sold by auction. Date of first auction Sept 22-25. Tenant on month to month lease. Square footage, room and lot size should be independently verified. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
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Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
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Data last updated: Wednesday, October 1, 2014 at 8:11 PM