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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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$299,500
$1,109/mo
Monthly Payment:
$1,109
Principal & Interest:
$1,109
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,900 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 986sq ft $304 / sq ft SFR
Lot Size7,398sq ft Built1955 On Site182days
Fantastic corner lot in a hot new construction area within walking distance to downtown Winter Park and soon, to the new 40,000 sf Whole Foods on 17-92. House is being sold... more
Fantastic corner lot in a hot new construction area within walking distance to downtown Winter Park and soon, to the new 40,000 sf Whole Foods on 17-92. House is being sold as-is but is very quaint, clean and has an excellent rental history. 3,181 max FAR with a 30’ front setback, per the City of WP. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
We show you every available listing. Here's how
$299,500
$1,109/mo
Monthly Payment:
$1,109
Principal & Interest:
$1,109
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,900 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size7,398sq ft BuiltN/A On Site182days
Fantastic corner lot in a hot new construction area within walking distance to downtown Winter Park and soon, to the new 40,000 sf Whole Foods on 17-92. House is being sold... more
Fantastic corner lot in a hot new construction area within walking distance to downtown Winter Park and soon, to the new 40,000 sf Whole Foods on 17-92. House is being sold as-is but is very quaint, clean and has an excellent rental history. 3,181 max FAR with a 30’ front setback, per the City of WP. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$224,900
$833/mo
Monthly Payment:
$833
Principal & Interest:
$833
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $44,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 3bath 1,483sq ft $152 / sq ft SFR
Lot Size8,375sq ft Built1959 On Site184days
Wow! Shows like a model~ charming 4/3 pool home in the tucked away and favorable subdivision of eastbrook. Everything is new including; st. Augustine sod, landscaping, interior... more
Wow! Shows like a model~ charming 4/3 pool home in the tucked away and favorable subdivision of eastbrook. Everything is new including; st. Augustine sod, landscaping, interior & exterior paint, carpet, wood flooring, double pane windows, plumbing, electrical, stainless steel appliances with a gas range, fixtures, faucets, solid wood window sills, wood closet doors, concrete showers, frameless shower enclosures, ceiling fans, granite counter tops, pendant lighting, upgraded cabinetry with soft close drawers and an instant hot water heater! this cozy home is situated on a large and private lot with a serene setting overlooking a sparkling pool with new blue diamond bright. from the moment you drive up, you will appreciate the curb appeal and the brick paved drive way. This open floor plan was made for the entertainer with a family room open to the kitchen and an over abundance of counter space, many upgraded cabinets and a large island. this home is very close to downtown, old winter park, great shopping and schools. a must see!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$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 Site188days
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
$279,900
$1,037/mo
Monthly Payment:
$1,037
Principal & Interest:
$1,037
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,852sq ft $151 / sq ft SFR
Lot Size11,425sq ft Built1968 On Site188days
Start packing because this 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 this 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 Site189days
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
$1,299,000
$5,033/mo
Monthly Payment:
$5,033
Principal & Interest:
$4,812
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $259,800 down)
Winter Park, FL 32789
Windsong Orange County School District
4bed 3bath 3,638sq ft $357 / sq ft SFR
Lot Size18,619sq ft Built2006 On Site189days
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
$1,250,000
$4,631/mo
Monthly Payment:
$4,631
Principal & Interest:
$4,631
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $250,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,700sq ft $338 / sq ft SFR
Lot Size9,863sq ft Built2014 On Site191days
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
$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 Site192days
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
$179,900
$666/mo
Monthly Payment:
$666
Principal & Interest:
$666
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $35,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 2,029sq ft $89 / sq ft SFR
Lot Size7,473sq ft Built1981 On Site192days
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
$289,900
$1,824/mo
Monthly Payment:
$1,824
Principal & Interest:
$1,074
HOA Dues:
$750
(Based on a 30 year fixed loan at 3.75% with $57,980 down)
Winter Park, FL 32789
2bed 3bath 1,608sq ft $180 / sq ft CND
Lot Size3.3acre Built1915 On Site195days
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 Site195days
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
$785,000
$2,908/mo
Monthly Payment:
$2,908
Principal & Interest:
$2,908
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $157,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,400sq ft $231 / sq ft SFR
Lot Size11,476sq ft Built1995 On Site199days
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
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
Virginia Heights
3bed 4bath 1,986sq ft $251 / sq ft TWN
Lot Size8,719sq ft Built2014 On Site201days
New construction town home, a rare find, and last one available. Completed and ready for you to move right in. An incredible property, elegantly finished and Walking to Park... more
New construction town home, a rare find, and last one available. Completed and ready for you to move right in. An incredible property, elegantly finished and Walking to Park Avenue, Winter Park Library and to Rollins nestled in the heart of College Quarter. This back unit 3 bed/3 bath and one half bath is very private with nearly 2,000 square feet, open kitchen family and dining room plan with downstairs master bedroom. Incredible back yard space with 2 patios. Secondary bedrooms upstairs with generous additional loft/bonus room area. Hardwood floors in main living areas, spectacular kitchen with 42" cabinets, Bosch stainless steel appliances, counter-depth refrigerator, granite counters, custom backsplash, under cabinet lighting, and Kohler under-mount sink. Master suite is spacious with large walk-in closet and master bath includes double sinks, Kohler plumbing fixtures, garden tub, separate sunken shower with frame less glass enclosure. Downstairs utility and guest bath, open living with plenty of outside space for entertaining. 1-car garage with shared driveway, this town home is perfectly located to enjoy all the benefits of Winter Park and surrounded by estate homes. Energy Star rated appliances, 16-seer AC, 40-year shingle on roof, and casement windows make it green friendly. Don't miss this opportunity and incredible value in great location. Call us today for more details. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$399,000
$1,478/mo
Monthly Payment:
$1,478
Principal & Interest:
$1,478
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $79,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size31,844sq ft BuiltN/A On Site203days
Gorgeous lakefront lot in quiet Dubsdread neighborhood. Less than 1/2 mile from I-4, about two miles to Winter Park's Park Avenue, and under four miles to downtown Orlando. Lot... more
Gorgeous lakefront lot in quiet Dubsdread neighborhood. Less than 1/2 mile from I-4, about two miles to Winter Park's Park Avenue, and under four miles to downtown Orlando. Lot is high and dry and ready to build. Imagine looking out over the lake at amazing sunsets, boating and skiing on crystal-clear water on a private lake, and minutes from anywhere. less
Listing Provided Courtesy of Addvantage Real Estate Services
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: Wednesday, March 4, 2015 at 2:14 PM