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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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$364,900
$1,351/mo
Monthly Payment:
$1,351
Principal & Interest:
$1,351
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $72,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,492sq ft $245 / sq ft SFR
Lot Size9,905sq ft Built1954 On Site150days
Charming 3/2.5 Home Located in Winter Park. Beautifully landscaped, corner lot! Lovely entry way thru a Dutch door, into a Spacious living room area & dinning room, Parquet... more
Charming 3/2.5 Home Located in Winter Park. Beautifully landscaped, corner lot! Lovely entry way thru a Dutch door, into a Spacious living room area & dinning room, Parquet flooring & Flat ceiling thru- out. Tile Kitchen, Appliances included, 2 Pantries. 2 Nice sized Bedrooms, with Closet Space to the Ceiling. New Windows! Dinning room, with Bay Window! Thru garage you will find a Laundry room with a Full bathroom, Including shower. Relaxing Fenced in back yard!! This Home is clean and well maintained, Newer Trane AC unit and recently re-plumbed 3 years ago!! This home Much much more!! Come see this Charming Beauty today!! Call us to schedule a viewing!! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity
We show you every available listing. Here's how
$259,000
$1,649/mo
Monthly Payment:
$1,649
Principal & Interest:
$959
HOA Dues:
$690
(Based on a 30 year fixed loan at 3.75% with $51,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,148sq ft $226 / sq ft CND
Lot Size1.6acre Built1969 On Site150days
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
$287,370
$1,064/mo
Monthly Payment:
$1,064
Principal & Interest:
$1,064
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $57,474 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,852sq ft $155 / sq ft SFR
Lot Size11,425sq ft Built1968 On Site150days
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
$325,000
$1,204/mo
Monthly Payment:
$1,204
Principal & Interest:
$1,204
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $65,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size12,618sq ft BuiltN/A On Site151days
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
$1,349,000
$5,218/mo
Monthly Payment:
$5,218
Principal & Interest:
$4,997
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $269,800 down)
Winter Park, FL 32789
Windsong Orange County School District
4bed 3bath 3,638sq ft $371 / sq ft SFR
Lot Size18,619sq ft Built2006 On Site151days
Immaculate one story pool home in prestigious Windsong. Home features beautiful wood floors, high ceilings, a gourmet kitchen, a large master suite, and a fireplace in the... more
Immaculate one story pool home in prestigious Windsong. Home features 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. Enjoy the exclusive amenities Windsong has offer, including two community pools, a water park, fishing pier, chain of lake access, walking trails and more! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$139,000
$514/mo
Monthly Payment:
$514
Principal & Interest:
$514
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $27,800 down)
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 Site152days
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
$1,795,000
$10,035/mo
Monthly Payment:
$10,035
Principal & Interest:
$6,650
HOA Dues:
$3,385
(Based on a 30 year fixed loan at 3.75% with $359,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 4,310sq ft $416 / sq ft CND
Lot SizeN/Asq ft Built2005 On Site154days
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
$145,000
$541/mo
Monthly Payment:
$541
Principal & Interest:
$537
HOA Dues:
$4
(Based on a 30 year fixed loan at 3.75% with $29,000 down)
Winter Park, FL 32792
Orange County School District
3bed 3bath 1,964sq ft $74 / sq ft SFR
Lot Size7,697sq ft Built1983 On Site154days
Must see! This is a great home features, formal living and dining areas, remodeled Kitchen with granite counter tops, ceramic title flooring thru cut. Garage was converted into... more
Must see! This is a great home features, formal living and dining areas, remodeled Kitchen with granite counter tops, ceramic title flooring thru cut. Garage was converted into mother in law suit with extra bedroom and bathroom. The huge fence backyard and cover porch provides great privacy and plenty of room to enjoy the grate Florida climate. HOA is voluntary. less
Listing Provided Courtesy of Agent Trust Realty Corporation
Popularity
$189,900
$703/mo
Monthly Payment:
$703
Principal & Interest:
$703
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $37,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 2,029sq ft $94 / sq ft SFR
Lot Size7,473sq ft Built1981 On Site154days
One of the largest homes in Bel Aire Pines. Well maintained and nicely upgraded! The kitchen has been nicely upgraded with refaced cabinets and granite countertops and features... more
One of the largest homes in Bel Aire Pines. Well maintained and nicely upgraded! The kitchen has been nicely upgraded with refaced cabinets and granite countertops and features an eat-in area. There is a huge bonus/florida room addition under air added in 1996 with knock down ceilings, skylights, built-in desk area/cabinets with pull outs and cultured marble countertops! Trim and baseboards thruout have been upgraded to cultured marble. Roof and skylights were replaced in 2005 and AC was replaced in 2006. Master bedroom is oversized with a huge walk-in closet. Master bath was remodeled and a garden bath with jets, double vanity and new shower all added done in cultured marble. Secondary bath was remodeled in cultured marble also! This home used to be 4 bedrooms but was converted to 3 bedrooms so that master and secondary bedroom could have walk-in closets and expanded in size. Ceiling fans are wired thruout the home and there is also an alarm system. This is a very nice block construction home with an open floor plan and features a 2-car garage with opener. Homes in Bel Aire Pines sell very quickly so set your appt. today to see this lovely home! Currently zoned for WINTER PARK HS! less
Listing Provided Courtesy of Premium Properties R.e Service
Popularity
$1,050,000
$4,015/mo
Monthly Payment:
$4,015
Principal & Interest:
$3,890
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $210,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,308sq ft $244 / sq ft SFR
Lot Size10,607sq ft Built2002 On Site156days
*** price reduced****** be first to see this very extraordinary home. The only gated community in winter park*** winter park place*** this is a unique development with... more
*** price reduced****** be first to see this very extraordinary home. The only gated community in winter park*** winter park place*** this is a unique development with distinctively styled homes which are close to schools, shopping,the airport, downtown orlando, and park avenue. This classic home is an architecturally designed home with outstanding design and custom finish work . The park like setting leads to a grand entrance of beautifully hand crafted wood and iron front doors which welcome you into a dramatic foyer featuring a floating stair case. There are sanded wood floors and travertine tile floors throughout. This home has a butler pantry, inside utility room ,mud room,and wood shutters throughout. The kitchen features custom cabinets , beautiful granite counters , a gas cook top, and a commercial size refrigerator . The open and bright living room is large with plenty of space for the piano. The flex room 25x15, is located on the 2nd level and is prewired and ready to be movie room. The flex room also boasts of high ceilings, beautiful wood floors, and storage bays. The back yard is enclosed with walls , fences, and high shrubs which makes privacy the key. This lot adjoins a community green space that adds privacy in a park like setting . less
Listing Provided Courtesy of Penny Brokers Inc
Popularity
$309,900
$1,898/mo
Monthly Payment:
$1,898
Principal & Interest:
$1,148
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $61,980 down)
Winter Park, FL 32789
2bed 3bath 1,608sq ft $193 / sq ft CND
Lot Size3.3acre Built1915 On Site157days
Condo is located in a great neighborhood, needs a few repairs and TLC, but it has a lot of potential. Come see and make an offer today.
Condo is located in a great neighborhood, needs a few repairs and TLC, but it has a lot of potential. Come see and make an offer today. less
Listing Provided Courtesy of Re/max Assured
Popularity
$1,199,000
$4,442/mo
Monthly Payment:
$4,442
Principal & Interest:
$4,442
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $239,800 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 3,913sq ft $306 / sq ft SFR
Lot Size10,999sq ft Built2014 On Site157days
Brand new construction in the heart of Winter Park. This home will excite you the second you see it from the brick street. The tile roof the custom pool and the complete summer... more
Brand new construction in the heart of Winter Park. This home will excite you the second you see it from the brick street. The tile roof the custom pool and the complete summer kitchen will let you know that this is your home and your retreat from the world. On the inside this home features, gas appliances, tankless hot water heating system, GE stainless steel high end appliances, wood flooring in all the common areas, wood Cabinets, throughout the house not just in the kitchen, granite in the kitchen and the bathroom. This home features twin master bedrooms so it you want your master on the 1st or 2nd level this home will amaze you. The master bathroom has a his and her sinks , a stand alone Kohler soaking tub and a spacious walk in shower. The master closet has it own organization system to maximize it huge size. This home also has dual zoned climate control and all the other features that will minimize your utility bills. On top off all this, this home is zoned for A rated Winter Park schools and is in walking distance to the Winter Park YMCA. less
Listing Provided Courtesy of Real Living Good Neighbor Rlty
Popularity
$299,000
$1,140/mo
Monthly Payment:
$1,140
Principal & Interest:
$1,107
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.75% with $59,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,718sq ft $174 / sq ft SFR
Lot Size6,249sq ft Built1985 On Site159days
The kids are grown , its time to spoil yourself! Enjoy the elegant lifestyle Waterbridge brings in this lovely home on a quiet culdesac. 2 bedroom split plan(2 master suites)... more
The kids are grown , its time to spoil yourself! Enjoy the elegant lifestyle Waterbridge brings in this lovely home on a quiet culdesac. 2 bedroom split plan(2 master suites) offers privacy and comfort you desire. With generous living room and bedroom sizes and vaulted ceilings it still has a coziness you will love. Backyard has deck with lush landscaping for privacy as well. Priced the same as others that were not updated, this home is being offered with a $20,000 UPDATE ALLOWANCE to update the home the way you want it! Hows that for money in your pocket? Come now. You will regret missing out. less
Listing Provided Courtesy of Michael O'shaughnessy, Inc.
Popularity
$54,900
$339/mo
Monthly Payment:
$339
Principal & Interest:
$203
HOA Dues:
$136
(Based on a 30 year fixed loan at 3.75% with $10,980 down)
Winter Park, FL 32792
Goldenrod
1bed 1bath 763sq ft $72 / sq ft CND
Lot Size12,160sq ft Built1973 On Site160days
Great investment, high roi. Easily rent this unit for $700 per month, pay low hoa of $136 per month and low taxes under $1000 = a great rate of return! Perfect investment in... more
Great investment, high roi. Easily rent this unit for $700 per month, pay low hoa of $136 per month and low taxes under $1000 = a great rate of return! Perfect investment in great condition... Ready to move-in condo in winter park and only a short drive to downtown orlando, semoran blvd, 417 and i-4. 1 bedroom, 1 bathroom one story unit with a large great room and a screened, covered back patio. Features include tile floors throughout the living areas and brand new carpet in the bedroom, a modern kitchen with new countertops, electric range, dishwasher, disposal, refrigerator and closet pantry. Stackable washer/dryer also included. wrenwood in winter park is alow maintenance community, which boasts beautiful landscaping, relaxing community pool and a gym for resident use only. Don't look any further because you will fall in love with the affordable price on this well cared for condo in convenient winter park. less
Listing Provided Courtesy of Absolut Realty Inc
Popularity
$795,000
$2,945/mo
Monthly Payment:
$2,945
Principal & Interest:
$2,945
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,400sq ft $234 / sq ft SFR
Lot Size11,476sq ft Built1995 On Site161days
Open Sun Jan 25, 1pm-4pm
New Price & Motivated Seller! Take advantage of the opportunity to enjoy all the charm that this stunning four bedroom, three and one-half bath home has to offer. Nestled at the... more
New Price & Motivated Seller! Take advantage of the opportunity to enjoy all the charm that this stunning four bedroom, three and one-half bath home has to offer. Nestled at the end of a quiet cul-de-sac, among the trees of Winter Park's desirable Park Grove neighborhood, this 3,400 square foot, two-story home is located just minutes from Park Avenue’s boutique shops and fine dining! Downstairs master suite is overly spacious and features a spa bath complete with jetted tub, walk-in shower, and granite vanity. Living room showcases a gorgeous double-sided fireplace, hardwood flooring, and columned archways that lead to the dining room. Updated kitchen is light, bright and open. Custom designed cabinetry with granite counters provide an abundance of storage, and the built-in workstation is a great add-on feature. Upstairs are three additional bedrooms and an over-sized bonus room, perfect for use as a game room, fifth bedroom, or in-law suite. Second living/family room has vaulted ceilings, a wet bar, and French doors that lead to the screened in patio. Backyard has been meticulously cared for and offers plenty of room for a pool to be installed. Zoned for A-rated schools, this home is a must see! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
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
Content provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Sunday, January 25, 2015 at 5:31 AM