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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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$1,349,000

1745 Lookout Landing Circle

Winter Park, FL 32789
Windsong Orange County School District
3bed 3bath 3,638sq ft $371 / sq ft SFR
Lot Size18,619sq ft Built2006 On Site22days
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
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$350,000

1720 Edwin Boulevard

Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size12,618sq ft BuiltN/A On Site22days
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
$129,900

2344 High Street

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,110sq ft $117 / sq ft SFR
Lot Size14,065sq ft Built1971 On Site23days
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
$139,000

Driver Avenue

Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,500sq ft BuiltN/A On Site23days
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
$1,250,000

101 Virginia Drive

Winter Park, FL 32789
Virginia Heights Orange County School District
6bed 5bath 3,649sq ft $343 / sq ft SFR
Lot Size21,025sq ft Built1982 On Site23days
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
$699,000

190 Cortland Avenue

Winter Park, FL 32789
Orange County School District
5bed 3bath 2,790sq ft $251 / sq ft SFR
Lot Size12,452sq ft Built1992 On Site23days
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
$183,000

729 Carvell Drive

Winter Park, FL 32792
Orange County School District
4bed 2bath 1,531sq ft $120 / sq ft SFR
Lot Size11,548sq ft Built1973 On Site24days
Open Sun Sep 21, 2am-4pm
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. Square footage, room and lot size should be independently verified. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
This exquisite “Coastal” style 5 bed/ 4.1 bath pool home meticulously constructed by Austin Homes focuses on casual living w/ top quality natural & low maintenance... more
This exquisite “Coastal” style 5 bed/ 4.1 bath pool home meticulously constructed by Austin Homes focuses on casual living w/ top quality natural & low maintenance materials. From the moment you enter this exquisite home you will notice the large open spaces filled w/ filtered light. The soft colors & natural earth tones mixed w/ grays, blues & greens - colors found in nature & at the beach - create a relaxed & comfortable environment prefect for family gatherings & casual entertaining. Fabulous great room w/ 17’ vaulted wood beam ceiling & cozy fireplace overlook the gourmet kitchen w/ Wolf & Sub Zero stainless steel appliances & large island w/ peninsula for casual dining. First floor also features a spacious master retreat & guest suite w/ private patio as well as formal dining & living, laundry & powder bath. Second floor has 3 bedrooms, 2 baths, bonus room, air conditioned playroom/storage & 2nd laundry. Fabulous lanai & summer kitchen w/ vaulted ceilings & fireplace overlook the sparkling pool w/ fountains & private back yard. Additional amenities include: custom cabinetry, top of the line plumbing fixtures, granite counter tops, 7 ¼” hardwood floors, level 5 smooth finish on interior walls & ceilings, gas fireplaces & appliances & more (feature sheet attached). less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
This property is currently leased on a month to month basis. Tenant can stay longterm or move out at closing! This 2 bedrooms, 2 bathrooms condominium won't last long! Updated... more
This property is currently leased on a month to month basis. Tenant can stay longterm or move out at closing! This 2 bedrooms, 2 bathrooms condominium won't last long! Updated bathroom, walk-in closet in the master bedroom and ceramic tile throughout. Washer unit and a/c coils with outside a/c unit replaced last year. Has the amenity of a community pool with a pond/green view. It's located in a quiet community with a variety of restaurants and shops nearby. Just minutes from 3 major universities; UCF, Full Sail and Valencia. Zoned for A-rated schools. This is a great investment you don't want to pass up! less
Listing Provided Courtesy of Tailored Realty Group
Popularity
Classic brick home nestled in the heart of Winter Park close to the YMCA, Winter Park Racquet Club, playing fields and parks. This 4 bedroom 3.5 bath home was built with your... more
Classic brick home nestled in the heart of Winter Park close to the YMCA, Winter Park Racquet Club, playing fields and parks. This 4 bedroom 3.5 bath home was built with your family in mind. It features a 3 way split plan offering a large master retreat. Soaring ceilings, wet bar and access to a park are just a few of this homes fabulous features. Wood floors in most of the living areas and an open family room/kitchen plan with a wood burning fireplace make this home a must see. The tree lined street and top schools in the district make this a home highly desirable. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
Elegant Custom Spanish Mediterranean four bedroom three and one-half bath home located on prime old brick street and corner lot. This gorgeous home is nestled among towering... more
Elegant Custom Spanish Mediterranean four bedroom three and one-half bath home located on prime old brick street and corner lot. This gorgeous home is nestled among towering oaks and was constructed with the highest level of quality finishes. Every gourmet chef desires a kitchen like this, natural gas stove, granite counter tops, custom wood cabinets, moldings and top-of-the-line appliances. This home was made for entertaining as the kitchen opens to a very large family room or entertain in the separate formal rooms. Spacious downstairs master bedroom and bath with separate his & hers closets. Featuring travertine, Brazilian Hickory wood and carpet flooring, high ceilings and attention to detail. Two natural gas fireplaces, one in the living room and one in the amazing upstairs outdoor covered porch. At treetop level, this vast covered porch also features a grand summer kitchen and grill. This home has it all; location, splendid features and plans for a pool. Walk to the Racquet Club, Lake Knowles and Phelps Park. Amazing luxury at a great price. Located in a top school district. Pool plans available. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
This is the split bedroom plan that helped make Winter Park Pines famous! The Owners' suite is on the back right, and the 3 secondary bedrooms are on the back left, with the... more
This is the split bedroom plan that helped make Winter Park Pines famous! The Owners' suite is on the back right, and the 3 secondary bedrooms are on the back left, with the Florida room/lanai between, focusing on the pool. All bedrooms are large, most with walk-in closets, with both a 'jack and jill' bath and a pool-access hall bath, plus owners' suite bath. You enter the home through a foyer with a large living room to the left, dining room to the right, and straight ahead you are greeted by the open kitchen and family room with pool views and Florida room pass through. You'll enjoy the big breakfast bar and gas water heater. Interior paint and carpet are brand new. The corner lot offers a side-entry garage, and Sandwell Drive is a low-traffic street that ends in the next block. You already know about the top rated Winter Park schools, Cady Way Trail, nearby Little League, soccer, tennis, football, community pool, parks, and Winter Pines Golf Course only a block away. This area offers a marvelous family lifestyle with optional HOA at around $35 per year. This is one of only 8 homes in the Pines within the City limits of Winter Park. Seller is a licensed California real estate agent. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$154,900

309 Lake Fair Lane

Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 2bath 1,752sq ft $88 / sq ft SFR
Lot Size10,136sq ft Built1957 On Site25days
Lots of potential with this 3 beds, 2 baths home for your buyer. Home has lots of charm and potential and is blank canvas needing your designer touches to make it perfect.... more
Lots of potential with this 3 beds, 2 baths home for your buyer. Home has lots of charm and potential and is blank canvas needing your designer touches to make it perfect. Buyers to pay Doc Stamps on the Deed. *Investor offers will NOT be entertained until 20 days after listing date. This property is eligible under the Freddie Mac First Look initiative through 09/13/2014. less
Listing Provided Courtesy of Millenium Realty Group
Popularity
Luxury living at The Residences in downtown Winter Park! First floor, three bedroom, three and one-half bath condo located in the heart of downtown. Private walk-up entrance... more
Luxury living at The Residences in downtown Winter Park! First floor, three bedroom, three and one-half bath condo located in the heart of downtown. Private walk-up entrance along with a private elevator entrance within the building. Relax on the covered patios overlooking the beautifully landscaped side yard. The home features a formal living room with full wet bar, a formal dining room with a temperature controlled wine closet, and a wonderfully spacious family room with a wall of glass cabinetry. The master suite offers his/hers closets and his/hers baths. The kitchen overlooks the breakfast room and has top-of-the-line appliances. The impeccable details include decorative ceiling trim, gorgeous chandeliers, crown molding, hardwood floors, and much more. The third bedroom is currently an office and has three walls of floor-to-ceiling bookshelves. The Residences offers 24-hour concierge, a game room, community room, a roof-top pool overlooking Winter Park, and is just steps from the Alfond Inn and Park Avenue shops and restaurants. This unit has two reserved parking spaces in the underground, secured parking garage along with a storage unit. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
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Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
1.844.662.5638
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Data last updated: Thursday, September 18, 2014 at 6:14 AM