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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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$174,900

1162 Village Forest Place

Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,269sq ft $138 / sq ft SFR
Lot Size9,910sq ft Built1985 On Site58days
Price Dropped! If you see this house, you'll love it. Dream kitchen! Wonderful pool. Turnkey home with huge renovations already accomplished. Beautiful Home, which has been... more
Price Dropped! If you see this house, you'll love it. Dream kitchen! Wonderful pool. Turnkey home with huge renovations already accomplished. Beautiful Home, which has been re-built and remodeled this year. Entire home is wired with high tech, automatic lighting. Owner is international lighting specialist and has the best in this home. Be warned that if you come to see this house, you'll never want to leave. less
Listing Provided Courtesy of Cosmopolitan Home Realty Llc
Popularity
We show you up to 30% more homes than other sites. Learn more.
$2,499,000

2219 Azalea Place

Winter Park, FL 32789
Orange County School District
6bed 8bath 6,684sq ft $374 / sq ft SFR
Lot Size23,363sq ft Built2007 On Site58days
Enjoy the Winter Park lifestyle in this gorgeous custom Lakefront home built by Liberty Development. Feels like new! Situated on the lagoon that feeds into Lake Maitland.... more
Enjoy the Winter Park lifestyle in this gorgeous custom Lakefront home built by Liberty Development. Feels like new! Situated on the lagoon that feeds into Lake Maitland. Beautiful foyer entrance looking into the formal living room with luxurious floor toceiling fireplace and huge window overlooking pool and lake. Formal dining area with architectural columns and arches. Two wine cellars located off the foyer. Stunning staircase with rich hardwood flooring, iron railings, beautiful chandelier and wood ceiling. Gourmet kitchen with huge island, overlooking spacious family room, great for entertaining with wood beams plus large window looking out to spectacular water views and beautiful sunsets. Two master suites, one upstairs with a Juliet balcony and one downstairs, both with wonderful lake views. Six total bedrooms, six full baths and two half baths plus office located downstairs. Huge loft area with access to spacious balcony with great views. Bonus room adjoins the loft area with wet bar. Exercise room located on the third floor, could be used as a media room. Three car garage and a roof top spa with serene panoramic views of the lake! This spectacular home also features a Summer kitchen, pool and boathouse. Large lot on a quiet street. Walk or boat to the Winter Park Racquet Club. less
Listing Provided Courtesy of Keller Williams Heritage Rlty
Popularity
$879,900

2402.5 Temple Drive

Winter Park, FL 32789
Orange County School District
4bed 5bath 3,250sq ft $271 / sq ft SFR
Lot Size17,777sq ft Built2015 On Site59days
This beautiful ,traditional 2 story is located on a large, oversized lot. New construction by Arlington Homes in the Winter Park school district. The kitchen features, granite,... more
This beautiful ,traditional 2 story is located on a large, oversized lot. New construction by Arlington Homes in the Winter Park school district. The kitchen features, granite, Kitchen Aid built in wall oven and microwave, 36" professional cooktop and a 36" French door refrigerator. Solid wood custom cabinetry and a large pantry make this kitchen a cooks dream! There is a large open great room and a master downstairs. 3 en-suite bedrooms and a loft give the whole family space and privacy. The builder did not forget energy efficiency as well. Radiant barrier insulation, Low E windows, tankless water heaters and NEST thermostats keep the energy bills low. The exterior features a lovely covered outdoor living area and plenty of room for a pool in the future. A 3 car garage completes the picture making this a fantastic new home for your family. Act now and select your own finishes! less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
$400,000

1300 Serena Drive

Winter Park, FL 32789
Orange County School District
3bed 2bath 2,342sq ft $171 / sq ft SFR
Lot Size7,015sq ft Built1982 On Site59days
Winter Park living at its best in this beautifully remodeled 3 bedroom 2 bathroom single family home. Located in the beautiful Waterbridge neighborhood. Enjoy your open floor... more
Winter Park living at its best in this beautifully remodeled 3 bedroom 2 bathroom single family home. Located in the beautiful Waterbridge neighborhood. Enjoy your open floor plan with an all new kitchen with stainless steel appliances, spacious granite countertops, with a breakfast bar all connecting to the family room. The formal living area is inviting for a wonderful adult space with a wood burning fire place, bay windows, vaulted ceilings, and french doors that lead off to a private patio that's ideal for extension to your living area. This family friendly community has A rated schools. Close distance to both downtown Winter Park, downtown Orlando, and abuts to Baldwin Park. less
Listing Provided Courtesy of Property Logic Re
Popularity N/A
$645,000

312 Santiago Drive

Winter Park, FL 32789
Orange County School District
4bed 4bath 3,754sq ft $172 / sq ft SFR
Lot Size18,045sq ft Built1971 On Site60days
Fantastic family home in the highly desirable Sevilla neighborhood. Original owner has lovingly maintained the home through the years. Spacious rooms great for entertaining... more
Fantastic family home in the highly desirable Sevilla neighborhood. Original owner has lovingly maintained the home through the years. Spacious rooms great for entertaining include very large separate living room, dining room, and family room, along with enormous Florida Room with custom built-in bar that seats 8. Features include plantation shutters throughout the entire home, chair rail, wood burning fireplace, copper gutters & flashings, and Tennessee flagstone floors. Master bath with his/her vanities and oversized shower, dressing room and two walk-in closets. Home also has tons of storage, a large inside laundry room, and oversized 2 car garage with ½ bath. Oversized lot at 0.41 acre provides plenty of space for a pool to be added. Great location convenient to Park Avenue and “A” rated schools. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$149,900

7120 Knottypine Avenue

Winter Park, FL 32792
Orange County School District
4bed 3bath 1,627sq ft $92 / sq ft SFR
Lot Size7,476sq ft Built1980 On Site60days
Great 4 bedroom 3 bath home in Winter Park! The home features tile floors throughout and a spacious kitchen. The exterior of the home features an screened patio as well as an... more
Great 4 bedroom 3 bath home in Winter Park! The home features tile floors throughout and a spacious kitchen. The exterior of the home features an screened patio as well as an open patio that would be great for grilling. The seller is offering up to 3% closing costs and up to a $500 allowable for a home warranty plan. If exact room sizes are important they should be independently verified. This home was eligible under the Freddie Mac First Look Initiative through 07/21/2014. less
Listing Provided Courtesy of Morehouse Realty, Inc
Popularity
Charming two story 4/3.5 home with in-law apartment located in the heart of winter park. Features include wood floors, tile, gas fireplace in the living room, french doors, 2... more
Charming two story 4/3.5 home with in-law apartment located in the heart of winter park. Features include wood floors, tile, gas fireplace in the living room, french doors, 2 car garage, and much more! Nestled amongst towering trees and lake midgett with it's beautiful fountain on a quaint brick street. Located near rollins college and park ave. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
Range Priced - Owner(s) of record will consider offers between $650,000 and $800,000, with $800,000 being considered full list price. Pre-construction. Your opportunity to own a... more
Range Priced - Owner(s) of record will consider offers between $650,000 and $800,000, with $800,000 being considered full list price. Pre-construction. Your opportunity to own a brand new home designed and built by the 2013 National Custom Home Builder of the Year. Four bedroom, three bath Contemporary home on a Winter Park brick street. Call today to schedule an appointment to discuss time-line and budget. less
Listing Provided Courtesy of Not Available
Popularity
$875,000

907 Moss Lane

Winter Park, FL 32789
Orange County School District
3bed 3bath 2,540sq ft $344 / sq ft SFR
Lot Size8,437sq ft Built2003 On Site61days
Open Sun Sep 21, 12pm-3pm
This handsomely appointed Rex-Tibbs Mediterranean is just what you’ve been waiting for. A true entertainer’s delight, the open floor plan flows seamlessly in this... more
This handsomely appointed Rex-Tibbs Mediterranean is just what you’ve been waiting for. A true entertainer’s delight, the open floor plan flows seamlessly in this 2,540 square foot light and bright home. No detail has been overlooked. Hardwood flooring, plantation shutters and crown molding can be found throughout the entire house. French doors open from the expansive first floor living area and master suite to the salt-water pool surrounded by red brick pavers and a yard full of immaculately maintained landscaping. The gourmet kitchen features granite and wood countertops and has been recently updated with new appliances, a chef’s dream. A wooden staircase with wrought-iron banisters leads upstairs to the two additional bedrooms, one containing a small balcony overlooking the pavered front patio area and providing views of the mature oak trees of Moss Lane. Zoned for Dommerich Elementary, Maitland Middle and Winter Park High School. Deeded lake access with a prime location near Lake Maitland and The Winter Park Racquet Club as well as a short distance from downtown Winter Park make this home a real gem that must be seen! UPDATE: New interior paint in select rooms! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
One of the original Winter Park Spanish Mediterranean estate homes built in 1930 to the Sinclair Oil family and noted in Winter Park history. This home has been renovated within... more
One of the original Winter Park Spanish Mediterranean estate homes built in 1930 to the Sinclair Oil family and noted in Winter Park history. This home has been renovated within its original design, authentic to every detail. Situated on Lake Osceola and part of the Winter Park chain of lakes it cannot be matched. Inside you will notice cypress woodwork, original tile, plaster walls, and all the details you would expect. Large rooms with expansive lake views including a large Master Suite downstairs. Upstairs four additional bedrooms all with privacy and views of the lake as well. Kitchen and bathrooms all renovated with today's modern requirements including a whole house generator system. Large yard with a large swimming pool and dock for your enjoyment of Lake Osceola. Call today for your private showing. less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$177,900

5006 Tangerine Avenue

Winter Park, FL 32792
Goldenrod Seminole County School District
4bed 2bath 1,778sq ft $100 / sq ft SFR
Lot Size10,315sq ft Built1972 On Site61days
You can't go wrong with purchasing this 4 bedroom, 2 bath pool home in Wrenwood Heights. Needs some updating but has some great potential. This home features separate formal... more
You can't go wrong with purchasing this 4 bedroom, 2 bath pool home in Wrenwood Heights. Needs some updating but has some great potential. This home features separate formal living and dining rooms, a combination kitchen and family room with wood-burning stone front fireplace, a nicely finished florida room and a lot of space for the family! less
Listing Provided Courtesy of Metro Brokers Realty
Popularity
Open house 9/7/14 12-2****** don't miss out on your chance to own in the desired brookshire community. This 3/2 ranch home is zoned for "a" schools, close proximity to... more
Open house 9/7/14 12-2****** don't miss out on your chance to own in the desired brookshire community. This 3/2 ranch home is zoned for "a" schools, close proximity to cady way biking/walking trail, showalter track and field, and close to downtown winter park (park ave.) featuring shops, quaint restaurants, churches, sun rail and central park. . This home also offers a private fenced back yard made to entertain with a pool, hot tub, and covered patio! Call today to schedule a private tour. less
Listing Provided Courtesy of Warner-quinlan Inc
Popularity
***stop***look***live here**** great opportunity for first time buyer to own a home. This block construction 3 bedroom 2 bathroom home is located in a small quite... more
***stop***look***live here**** great opportunity for first time buyer to own a home. This block construction 3 bedroom 2 bathroom home is located in a small quite community in east winter park. Home sits on a corner lot, has tons of potential, a/c system update within the last two years. Winter park schools! Full sail university & ucf are within minutes of this home. Easy access to the 417 & 408. If you are looking for a home to make your own, look no further, this is the one! less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
One of a kind and Rare remodeled pool home in the Dommerich Elementary school district. Live right in the heart of Winter Park/Maitland with the feeling of seclusion in this... more
One of a kind and Rare remodeled pool home in the Dommerich Elementary school district. Live right in the heart of Winter Park/Maitland with the feeling of seclusion in this move in ready home. New kitchen with Stainless Steel Kitchen Aid appliances and Marble counter tops. Brand new Bathrooms with master having double headed shower and full vanity lights. New porcelain tile and Engineered Wood flooring. Plumbing has all been redone. New roof over the 3 Car Garage!! 3 Car garage has tool storage room. Blinds on all windows. French and sliding glass doors lead out to a tropic paradise pool patio. Tall 5" baseboards throughout the house. This is a one of a kind remodeled pool home in Winter Park with all the great schools and it won't last long!! less
Listing Provided Courtesy of Southeast International Realty
Popularity
$599,000

1516 Minnesota Avenue

Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 1bath 1,092sq ft $549 / sq ft SFR
Lot Size21,003sq ft Built1960 On Site63days
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1516 Minnesota is 3 lots with 150FF x... more
Total of 6 lots already assembled with development potential in Winter Park. Future rezoning from R2 may allow mixed use opportunity. 1516 Minnesota is 3 lots with 150FF x 140'deep with a 3/1 home providing $1000/mo income, 12mo lease started 4/01/14. Only being sold together with 1518 Minnesota Ave MLS# O5308267 also 3 lots with 150FF x 140'deep with a 3/2 home providing $1150/mo income,12month lease started 5/01/14 plus 1/1cottage providing $650/mo income. Purchase this 300x140 (.96Ac) property with $2800/mo income today, hold for appreciation or future higher density development opportunity. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
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Coldwell Banker Residential Real Estate
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Data last updated: Saturday, September 20, 2014 at 2:10 PM