Call your local brokerage at 844-662-5638

Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

423 Properties Found [ Edit Search ]
Save This Search
Receive Email Alerts

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...
Show all »
First page 21 of 29 Last
$409,500
$1,724/mo
Monthly Payment:
$1,724
Principal & Interest:
$1,517
HOA Dues:
$207
(Based on a 30 year fixed loan at 3.75% with $81,900 down)
Winter Park, FL 32789
Windsong Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,826sq ft BuiltN/A On Site144days
Come build your dream home on one of the last remaining lots in Windsong! There are approved plans available for a 3400 sf home or you can bring your own builder. Call listing... more
Come build your dream home on one of the last remaining lots in Windsong! There are approved plans available for a 3400 sf home or you can bring your own builder. Call listing agent for details. less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
Your search results are current and complete. Learn more
$499,999
$1,952/mo
Monthly Payment:
$1,952
Principal & Interest:
$1,852
HOA Dues:
$100
(Based on a 30 year fixed loan at 3.75% with $100,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 5bath 3,173sq ft $158 / sq ft SFR
Lot Size13,757sq ft Built1998 On Site144days
This home is located in the gated community of Cypress Reserve which is minutes from Trinity Prep school and the 417 toll road. As you enter this gorgeous 4 bedroom home you are... more
This home is located in the gated community of Cypress Reserve which is minutes from Trinity Prep school and the 417 toll road. As you enter this gorgeous 4 bedroom home you are greeted with spacious vaulted ceilings and your beautiful formal living room with solid wood floors. To the right of the large foyer are French doors leading to your home office and the large downstairs master bedroom. The master bedroom has a private sitting area with a private door leading to the pool and patio. Wait until you get to your custom built bathroom which was remodeled in 2008. The master bathroom has dual showers, vessel sinks and kohler faucets. The custom cabinetry is everyone's dream closet with plenty of storage. As you leave the master bedroom you make your way to the kitchen passing your very own wine Cellar also custom built. The kitchen is newly remodeled in 2008 with GE Stainless appliances and granite countertops. The kitchen overlooks the family room and fireplace with breakfast bar. Adjacent to the kitchen is your laundry room, again with custom cabinetry and wash sink. Your 2 car garage has plenty of space and storage for all of your tools. Upstairs there are an additional 3 bedrooms and 2 full bathrooms. This home is great for entertaining outside by your spacious pool with its very own waterfall. You have a covered vanity with plenty of space for your summer BBQ's and plenty of yard space for a flower garden or play set. Adjacent to the pool is a private half bathroom. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$264,999
$982/mo
Monthly Payment:
$982
Principal & Interest:
$981
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $53,000 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 2,074sq ft $128 / sq ft SFR
Lot Size11,620sq ft Built1959 On Site145days
This beautifully updated pool home is located in desirable Winter Park. Even the pickiest buyer will fall in love with this move-in ready home. The backyard and Pool is an... more
This beautifully updated pool home is located in desirable Winter Park. Even the pickiest buyer will fall in love with this move-in ready home. The backyard and Pool is an entertainers dream! Please call for your preview today! less
Listing Provided Courtesy of The Anderson Group & Co Pl
Popularity
$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 Site149days
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
$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 Site149days
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
$249,995
$926/mo
Monthly Payment:
$926
Principal & Interest:
$926
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $49,999 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,722sq ft $145 / sq ft SFR
Lot Size10,450sq ft Built1970 On Site150days
Great Location in Winter Park. Home has been totally Re-done. Wonderful corner lot with great access to all of Central Florida. Brazilin Cherry Wood Floors, New Kitchen with... more
Great Location in Winter Park. Home has been totally Re-done. Wonderful corner lot with great access to all of Central Florida. Brazilin Cherry Wood Floors, New Kitchen with Granite Counters, New Appliances, New A/C. New Roof, Sparkling Pool, Security Alarm with Security Cameras, Wood burning Fireplace. less
Listing Provided Courtesy of Real Estate Firm Of Orlando
Popularity
$220,000
$815/mo
Monthly Payment:
$815
Principal & Interest:
$815
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $44,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,351sq ft $163 / sq ft SFR
Lot Size6,956sq ft Built1946 On Site151days
Prime location for this Charming home with a separate detached rental/in-law apartment. The main house has 2 bedrooms and 1 bath and is very inviting with its beautiful HARDWOOD... more
Prime location for this Charming home with a separate detached rental/in-law apartment. The main house has 2 bedrooms and 1 bath and is very inviting with its beautiful HARDWOOD FLOORS and a California Rock accent wall. BRAND NEW AC SYSTEM. DOUBLE PANE WINDOWS. The seller received a great Wind Mitigation report which helps reduce the cost of home insurance. Inside laundry room and a separate den/office. The Cottage behind the house had been completed gutted and rebuilt. The cottage has 1 bedroom and 1 bath with great room. 10 x 16 shed on a concrete slab. The back yard offers a very serene setting under a canopy of oak trees. Relax on the wood deck. Walking distance to wonderful EAST END MARKET..lots of great shops and music. Very close to Downtown Orlando, Winter Park and Baldwin Park less
Listing Provided Courtesy of Re/max 200 Realty
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 Site155days
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
$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 Site155days
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 Site156days
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 Site156days
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 Site158days
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 N/A
$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 Site159days
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
$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 Site159days
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
$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 Site159days
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
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.
Loading....
Loading
The information being provided by Mid Florida Regional MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the Mid Florida Regional MLS. Coldwell Banker Residential Real Estate is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Residential Real Estate, a broker participant of Mid Florida Regional MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.

The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by Mid Florida Regional MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited.

Copyright 2015 Mid Florida Regional MLS. All rights reserved.

Data last updated: Friday, January 30, 2015 at 2:11 PM