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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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$184,900
$685/mo
Monthly Payment:
$685
Principal & Interest:
$685
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $36,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,102sq ft $168 / sq ft SFR
Lot Size7,669sq ft Built1956 On Site52days
Just reduced. This adorable, renovated bungalow would make a great starter or investment home. Convenient to shopping, dining and everything winter park has to offer. The... more
Just reduced. This adorable, renovated bungalow would make a great starter or investment home. Convenient to shopping, dining and everything winter park has to offer. The kitchen has been remodeled with white cabinetry and new granite counter tops. The dining room has the wonderful feel of a sun room with large windows and views of the fenced in yard. The home is currently having central air installed and will be completed by 10/30. all this with "a" rated winter park schools. this bargain won't last long, so make an appointment to see it today. Ready for immediate move in! less
Listing Provided Courtesy of Arlington Realty Inc
Popularity
We show you every available listing. Here's how
$299,900
$1,144/mo
Monthly Payment:
$1,144
Principal & Interest:
$1,111
HOA Dues:
$33
(Based on a 30 year fixed loan at 3.75% with $59,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,686sq ft $178 / sq ft TWN
Lot Size3,009sq ft Built1983 On Site52days
Beautiful 3 Bedroom/3 Full Bathroom Townhome in Winter Park...location, location, location. Perfectly situated between Baldwin Park and downtown Winter Park. Minutes from... more
Beautiful 3 Bedroom/3 Full Bathroom Townhome in Winter Park...location, location, location. Perfectly situated between Baldwin Park and downtown Winter Park. Minutes from Healthcare, Shopping, Schools and Recreation. Freshly painted inside and out. New landscaping, front door and hardy board have been added to the exterior. New carpet in most of the rooms. 1 first floor bedroom currently used as a den can be converted to a downstairs master. Wood Burning fireplace enhances the Bright and Open Great Room and Dining area. Wonderful Private Courtyard area! Newer A/C and appliances. Call for an appointment today! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$229,900
$851/mo
Monthly Payment:
$851
Principal & Interest:
$851
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $45,980 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,351sq ft $170 / sq ft SFR
Lot Size6,956sq ft Built1946 On Site52days
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. 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. Enjoy a peaceful setting while relaxing on the wood deck. Walking distance to upscale shops and dining. Close to the farmers market, Downtown Orlando, Winter Park and Baldwin Park, Florida Hospital and the Orlando Science Center. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$135,000
$500/mo
Monthly Payment:
$500
Principal & Interest:
$500
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $27,000 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 2bath 1,483sq ft $91 / sq ft SFR
Lot Size8,375sq ft Built1959 On Site52days
Pool is completely renovated with new Blue Diamond Bright!!! Charming 3 bedroom, 1.5 bath pool home in the tucked away and favorable neighborhood of Eastbrook. This cozy home is... more
Pool is completely renovated with new Blue Diamond Bright!!! Charming 3 bedroom, 1.5 bath pool home in the tucked away and favorable neighborhood of Eastbrook. This cozy home is situated on a large and private lot with a serene setting overlooking a sparkling pool surrounded by many beautiful trees. This wonderful Winter Park home is ready for you now! The open and airy floor plan leads you into the combination dining and family living area with all neutral colors. From the moment you drive up to this home, you will appreciate the curb appeal and the brick paved driveway. This open floor plan was made for the entertainer with a family room open to the kitchen. The kitchen comes with an over abundance of counter space, many cabinets and a large island. This home is very close to downtown, Winter Park and great shopping and schools! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$274,999
$1,019/mo
Monthly Payment:
$1,019
Principal & Interest:
$1,018
HOA Dues:
$1
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 2bath 1,754sq ft $157 / sq ft SFR
Lot Size12,876sq ft Built1970 On Site52days
This beautiful Winter Park pool home, is recently upgraded and move-in ready! Many features include 4 full bathrooms, 2 full bathrooms, huge dining area, updated galley kitchen... more
This beautiful Winter Park pool home, is recently upgraded and move-in ready! Many features include 4 full bathrooms, 2 full bathrooms, huge dining area, updated galley kitchen with stainless steel appliances and 2 breakfast bars, large inside laundry room, split bedroom floor plan, large master with french doors leading out to Florida room and pool view. This home is well built with block construction, newer roof and on a Cul-de-sac. The lot is oversized, and has a large gated fence opening for boat or RV parking. The fenced backyard is very private, and has a nice size in-ground pool, a 34 foot screened in back porch, a large storage shed and plenty of room to garden and entertain.This home is in a great location, nearby all major roads, downtown Winter Park, shopping, dining less
Listing Provided Courtesy of Armel Real Estate Inc
Popularity
$296,995
$1,100/mo
Monthly Payment:
$1,100
Principal & Interest:
$1,100
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,399 down)
Winter Park, FL 32792
Golfside Orange County School District
3bed 2bath 1,689sq ft $176 / sq ft SFR
Lot Size8,649sq ft Built1979 On Site53days
Priced Below Appraisal - Contact Owner for current FHA Appraisal - Picture Perfect Neighborhood For Families - Corner Lot - Dead End Street - Wonderful Neighbors - Tree Lined... more
Priced Below Appraisal - Contact Owner for current FHA Appraisal - Picture Perfect Neighborhood For Families - Corner Lot - Dead End Street - Wonderful Neighbors - Tree Lined Streets - A+ Schools - Golf Course View - The Home Is Like New - Completely Renovated - Newer Roof - Recently Re-plumbed - Upgraded Electrical - New Kitchen - Hardwood Cabinets - Granite Countertops - Stainless Steel Appliances - Beautiful Tile Throughout Living Area - Vaulted Ceilings - Open Floor Plan - Renovated Master Bathroom - Large Master Bedroom With Walk-In Closet - Updated Guest Bathroom - Fireplace - Fenced In Backyard - Irrigation System - Beautiful Landscaping less
Listing Provided Courtesy of Doudney Investment Co.
Popularity
$459,000
$1,700/mo
Monthly Payment:
$1,700
Principal & Interest:
$1,700
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $91,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,759sq ft $166 / sq ft SFR
Lot Size13,328sq ft Built1976 On Site55days
Spacious 4 bedrooms 3.5 bath home in desirable Winter Park's Qual Hollow community. Property is located in one of the few neighborhoods with plenty of trees that provide... more
Spacious 4 bedrooms 3.5 bath home in desirable Winter Park's Qual Hollow community. Property is located in one of the few neighborhoods with plenty of trees that provide excellent shade to your home and to you as you enjoy walking, running or riding your bicycle across the family-oriented neighborhood. School system is amongst the best in the County. Long-private gated driveway that leads to garage in the rear of the property. Fenced-in backyard with relaxing garden and fruit trees. Home Warranty Insurance is included !!! Se habla Español. less
Listing Provided Courtesy of H.j. Best Properties Llc
Popularity
$369,000
$1,367/mo
Monthly Payment:
$1,367
Principal & Interest:
$1,367
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $73,800 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,492sq ft $247 / sq ft SFR
Lot Size9,905sq ft Built1954 On Site56days
Charming 3/1.5 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 3/1.5 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
$264,900
$1,671/mo
Monthly Payment:
$1,671
Principal & Interest:
$981
HOA Dues:
$690
(Based on a 30 year fixed loan at 3.75% with $52,980 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,148sq ft $231 / sq ft CND
Lot Size1.6acre Built1969 On Site56days
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
$364,000
$1,369/mo
Monthly Payment:
$1,369
Principal & Interest:
$1,348
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $72,800 down)
Winter Park, FL 32792
Goldenrod Orange County School District
4bed 3bath 2,910sq ft $125 / sq ft SFR
Lot Size13,865sq ft Built1979 On Site56days
Exceptional 2 story custom built 4-(5) bedroom 3 bath, plus office,bonus or playroom. Almost 1/3 of an acre! You will be amazed when you see the oversized fenced lot with a... more
Exceptional 2 story custom built 4-(5) bedroom 3 bath, plus office,bonus or playroom. Almost 1/3 of an acre! You will be amazed when you see the oversized fenced lot with a screen enclosed pool boasting a water fall, garden, bridge, and a therapy jet spa. A private oasis awaits you! All baths have been updated, as well as the kitchen and more. laminate wood floors, ceramic tile, bran new microwave, freshly painted interior and exterior.... A very well maintained home in an excellent location convenient to 417,Florida Hospital,UCF,Research Park, Full Sail and Winter Park. Great Schools! Formal living room features a wood burning stone fireplace with very high vaulted ceiling! Formal dining room, open and light updated kitchen with a built in hutch in the eat in area are all open to the family area. French doors from the family room & kitchen open into the 40' large patio area with outdoor fans and a grilling area off the dining room. An abundance of covered living area for your outdoor entertaining. A breath taking pool and spa. The lush landscaping is your own private oasis away from it all. The Full bath down with a shower and bonus/office/playroom can also be the 5th bedroom. The master en-suite 18x17 is amazing with his and her sinks, tub with separate shower and his and her walk in closet. 4 bedrooms and two baths are upstairs . Large bedrooms and extra large closet space. Lots of storage as well as an indoor laundry room. Plenty of parking in the driveway with side entry garage. A must see less
Listing Provided Courtesy of Disalvatore & Associates Inc.
Popularity
$309,000
$1,144/mo
Monthly Payment:
$1,144
Principal & Interest:
$1,144
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $61,800 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,852sq ft $167 / sq ft SFR
Lot Size11,425sq ft Built1968 On Site56days
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
$95,000
$351/mo
Monthly Payment:
$351
Principal & Interest:
$351
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $19,000 down)
Winter Park, FL 32792
Goldenrod
2bed 2bath 1,281sq ft $74 / sq ft CND
Lot Size13,902sq ft Built1973 On Site57days
Two bedroom two bath condo in the winter park area. Shows like a model home with plenty of upgrades! Large bedrooms, block construction, screened porch with view of courtyard... more
Two bedroom two bath condo in the winter park area. Shows like a model home with plenty of upgrades! Large bedrooms, block construction, screened porch with view of courtyard and upgraded kitchen. less
Listing Provided Courtesy of Devlin Investors & Associates
Popularity
$204,900
$759/mo
Monthly Payment:
$759
Principal & Interest:
$759
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $40,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,346sq ft $152 / sq ft SFR
Lot Size8,640sq ft Built1956 On Site57days
With lush landscaping and mature trees in a private yard in Winter Park, this three bedroom, one bath home offers a lot of potential for the right buyer. Relax in front of the... more
With lush landscaping and mature trees in a private yard in Winter Park, this three bedroom, one bath home offers a lot of potential for the right buyer. Relax in front of the large fireplace, create your own backyard retreat, design your dream kitchen. The possibilities are limitless. Located in the sought after Kenilworth Shores subdivision, the home is convenient to schools, parks, medical facilities and amenities. This is a Fannie Mae HomePath property. less
Listing Provided Courtesy of C21/oviedo Realty
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 Site57days
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
$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 Site57days
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
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Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232
1.941.487.1400
Local service is provided by our preferred broker, Coldwell Banker Residential Real Estate. By logging on to ziprealty.com, you are authorizing ZipRealty to refer you to Coldwell Banker Residential Real Estate for real estate brokerage services, and ZipRealty will receive a referral fee or other valuable consideration for such referral.
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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.

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Copyright 2014 Mid Florida Regional MLS. All rights reserved.

Data last updated: Thursday, October 23, 2014 at 7:37 AM