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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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$237,900
$881/mo
Monthly Payment:
$881
Principal & Interest:
$881
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,580 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,289sq ft $185 / sq ft SFR
Lot Size5,179sq ft Built1925 On Site5days
Subject property is located in a good neighborhood and is in decent condition. Property is a 3 bedroom/2 bathroom home. It does need some repairs and TLC, but it has great... more
Subject property is located in a good neighborhood and is in decent condition. Property is a 3 bedroom/2 bathroom home. It does need some repairs and TLC, but it has great potential. Come see and make an offer today. less
Listing Provided Courtesy of Re/max Assured
Popularity
We show you every available listing. Here's how
$315,000
$1,170/mo
Monthly Payment:
$1,170
Principal & Interest:
$1,167
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $63,000 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,608sq ft $196 / sq ft SFR
Lot Size8,189sq ft Built1963 On Site5days
Open Sun Oct 26, 2pm-5pm
Stunner turnkey house in very desirable neighborhood and school district. Completely remodeled! Home shows like a model and has great curbside appeal. Four bedrooms and two... more
Stunner turnkey house in very desirable neighborhood and school district. Completely remodeled! Home shows like a model and has great curbside appeal. Four bedrooms and two bathrooms with a hard to find split plan. You will adore this kitchen. New appliances, granite counters, wood cabinetry and eat-in breakfast bar from 2012. Kitchen open to family room with gorgeous tumble marble fireplace. Everyone is part of the action for parties, football games, and dinners. Perfect flow for entertaining! Bathrooms match kitchen with timeless granite, tile and upgraded cabinetry. Every detail has been thought out and is so clean. Crown molding and new tile floors great for allergies and pets. Beautiful and lush backyard. Feels very private and fenced with picturesque screened porch and brick patio. Six zones for irrigation. Kids can walk or bike to school. Two car garage and wonderful street. Roof is from 2009. Close to shopping, Whole Foods, Publix and convenient to Park Avenue. Cady Way Trail is close for biking, rollerblading and running. Must see! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$199,000
$737/mo
Monthly Payment:
$737
Principal & Interest:
$737
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $39,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,736sq ft $115 / sq ft SFR
Lot Size13,324sq ft Built1984 On Site5days
Beautiful, describes this 3 bedroom, 2 bath ranch. This completely renovated house includes a brand new hvac system,granite countertops and a new in ground pool. This home also... more
Beautiful, describes this 3 bedroom, 2 bath ranch. This completely renovated house includes a brand new hvac system,granite countertops and a new in ground pool. This home also includes new kitchen cabinets, stainless steel appliances and a fully fenced in back yard. Close to major highways and great shopping. A must see! less
Listing Provided Courtesy of Century 21 Roo Realty
Popularity
$259,000
$959/mo
Monthly Payment:
$959
Principal & Interest:
$959
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $51,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,881sq ft $138 / sq ft SFR
Lot Size6,750sq ft Built1950 On Site6days
Outstanding opportunity to buy 1880 square foot, 3 bedroom 2 bath home in charming Orwin Manor. Roof and AC replaced within the past 2 years! Huge kitchen with eat-in nook and... more
Outstanding opportunity to buy 1880 square foot, 3 bedroom 2 bath home in charming Orwin Manor. Roof and AC replaced within the past 2 years! Huge kitchen with eat-in nook and breakfast bar. Solid 1950's construction with plaster walls. Extras include quaint back yard and one car garage. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$225,000
$835/mo
Monthly Payment:
$835
Principal & Interest:
$833
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.75% with $45,000 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 2,002sq ft $112 / sq ft SFR
Lot Size8,891sq ft Built1974 On Site6days
This 4 bedroom, 3 bathroom home has been updated and well maintained by its current owners for over 18 years! The main house includes 3 bedrooms and 2 bathrooms with a living... more
This 4 bedroom, 3 bathroom home has been updated and well maintained by its current owners for over 18 years! The main house includes 3 bedrooms and 2 bathrooms with a living room, dining room, family room, kitchen and laundry room. The 4th bedroom and 3rd bathroom make up the studio apartment which is complete with a kitchen. Perfect for a mother-in-law suite. Solar panels on the roof are used to heat the hot water and save money on your electric bill. The entire home was re-plumbed a few years ago. Don't miss your chance to make an offer on this unique property! less
Listing Provided Courtesy of Global Realty International
Popularity
$249,900
$925/mo
Monthly Payment:
$925
Principal & Interest:
$925
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $49,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,272sq ft $196 / sq ft SFR
Lot Size9,252sq ft Built1958 On Site6days
Classic Mid-Century ranch with loads of potential! This 3 bedroom 1.5 bath features new A/C and Terrazzo floors throughout with vaulted ceilings. Large Florida room overlooking... more
Classic Mid-Century ranch with loads of potential! This 3 bedroom 1.5 bath features new A/C and Terrazzo floors throughout with vaulted ceilings. Large Florida room overlooking a beautiful, picturesque Oak tree with mature landscaping. Oversized 2-car carport with extra storage. Great location – walking distance to Brookshire Elementary & Cady Way Trail. Just a few minutes’ drive for shopping, dining, Baldwin Park & Park Avenue. A must see! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$259,900
$962/mo
Monthly Payment:
$962
Principal & Interest:
$962
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $51,980 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 1,417sq ft $183 / sq ft SFR
Lot Size7,500sq ft Built1953 On Site6days
Nice starter home with great original and real hardwood floors. Upgraded kitchen. Open floor plan. One car garage.
Nice starter home with great original and real hardwood floors. Upgraded kitchen. Open floor plan. One car garage. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$65,000
$240/mo
Monthly Payment:
$240
Principal & Interest:
$240
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $13,000 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
2bed 1bath 968sq ft $67 / sq ft SFR
Lot Size4,462sq ft Built1985 On Site6days
Great opportunity to own a townhome/duplex with no hoa fees!!!! Easy access to east orlando, maitland, casselberry and downtown orlando. Unit is on great shape, freshly painted.... more
Great opportunity to own a townhome/duplex with no hoa fees!!!! Easy access to east orlando, maitland, casselberry and downtown orlando. Unit is on great shape, freshly painted. Patio furniture conveys. Private fenced with yard with garden. less
Listing Provided Courtesy of Weichert Realtors Hallmark Pro
Popularity
$685,000
$3,917/mo
Monthly Payment:
$3,917
Principal & Interest:
$2,537
HOA Dues:
$1,380
(Based on a 30 year fixed loan at 3.75% with $137,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,296sq ft $298 / sq ft CND
Lot Size1.6acre Built1969 On Site6days
This 4 bedroom -- 4 bath canal view condo provides your buyer a unique opportunity to reside on the shoreline of Lake Virginia in the Heart of Olde Winter Park for under one... more
This 4 bedroom -- 4 bath canal view condo provides your buyer a unique opportunity to reside on the shoreline of Lake Virginia in the Heart of Olde Winter Park for under one million dollars. 2300 Square feet of open space featuring an oversized Gourmet kitchen with an abundance of wood cabinetry, ample counter space, stainless steel Jenn Aire appliances, custom glass range hood, dual drawer dishwasher, granite counter tops, wine cooler, designer lighting, and breakfast bar. The kitchen opens up to a formal dining room enhanced with built in cabinetry, and an expansive great room area with access to outdoor and enclosed balcony space, showcasing the great oak trees on the property. Featuring split plan, the unit offers two master suites, four full baths, and an abundance of closet space. This unique product affords the resident generous space for guests and entertaining. Building amenities include Winter Park Chain of Lakes access, boat slips (based upon availability), gorgeous lake front pool area, sauna, hot tub, clubroom, fitness center, and a rentable guest suite. The optimal location along with the now completed renovation makes this the new "Hot Spot" in Winter Park. Become a part of the new LVC and Winter Park lifestyle experience of local dining, boutique shopping, and entertainment on the Avenue. Lake Virginia Condominiums offers convenient access to Downtown Orlando, OIA, and the attractions. SELLER FINANCING AVAILABLE WITH 20% DOWN @ 6% FOR 5 YEARS. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$209,000
$776/mo
Monthly Payment:
$776
Principal & Interest:
$774
HOA Dues:
$2
(Based on a 30 year fixed loan at 3.75% with $41,800 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,713sq ft $122 / sq ft SFR
Lot Size8,158sq ft Built1981 On Site7days
Winter Park address with "A" rated Seminole Country Schools, it doesn't get any better than that!!! Located in a prime location near all of the action off Red Bug Lake Road.... more
Winter Park address with "A" rated Seminole Country Schools, it doesn't get any better than that!!! Located in a prime location near all of the action off Red Bug Lake Road. This home as had several upgrades recently including new carpet, painted inside and out including wood trim. Also a new A/C unit and hot water heater. The back porch has also been remodeled. Don't miss out on your chance to live in the hottest area in Central Florida! less
Listing Provided Courtesy of Watson Realty Corp
Popularity
$888,160
$3,290/mo
Monthly Payment:
$3,290
Principal & Interest:
$3,290
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $177,632 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,416sq ft $260 / sq ft SFR
Lot Size9,599sq ft Built2014 On Site7days
Beautiful Custom pool home in the heart of Winter Park. Come and experience this amazing 4 bedroom 3.5 bath pool home. This home features two bedrooms on the first floor with... more
Beautiful Custom pool home in the heart of Winter Park. Come and experience this amazing 4 bedroom 3.5 bath pool home. This home features two bedrooms on the first floor with one of them being the Master Bedroom. The master suite will make you think you are in a private spa with its custom free standing tub. The kitchen is the center of this beautiful home and it features granite counter tops, wood cabinetry, stainless steel Energy Star appliances and lots of space. In addition this home features custom base boards/ crown moldings and solid wood doors. In addition to all of this there is spacious covered lanai that open up to a custom pool. This home has it all and it has it on the day you call this beautiful house your home. Also, you are in walking distance to the YMCA, Lakemont Elementary. less
Listing Provided Courtesy of Real Living Good Neighbor Rlty
Popularity
$275,000
$1,018/mo
Monthly Payment:
$1,018
Principal & Interest:
$1,018
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $55,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,762sq ft $156 / sq ft SFR
Lot Size8,721sq ft Built1974 On Site7days
This 4 Bedroom, 2 bath pool home is located in the sought after Winter Park, Dommerich School District. The tastefully updated home is situated on a quaint street at the end of... more
This 4 Bedroom, 2 bath pool home is located in the sought after Winter Park, Dommerich School District. The tastefully updated home is situated on a quaint street at the end of a cul-de-sac, relieving you of the concern of drive-thru traffic congesting your beautiful neighborhood. The distinctive flagstone exterior will add to a stunning curb appeal. This exquisite home, in a great subdivision, in a superb school district allures you with a leaded glass door for your entry way. You will find beautiful honey oak laminate installed in all the main living areas. The kitchen has been updated with modern cabinetry accented with a bit-tile backsplash, newer counter tops, double sinks and opens directly to the family room which is perfect for those family gatherings. You will have the morning sunlight gleaming in through the French Doors of the formal dining room which give direct access to glistening pool and patio area. The screened in pool, which sits adjacent to the 23x9 covered lanai, gives you four entrances to the pool area. This outdoor setting is ideal for relaxing, entertaining, or just fun. The master bedroom bath features an updated espresso marble top vanity. The master shower has also been retiled. The other 3 bedrooms have newer carpet and ceiling fans while the master has laminate. This split plan home, with an inside utility room, a two car garage, grants you the opportunity for fine Winter Park living in a quality neighborhood. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$119,900
$687/mo
Monthly Payment:
$687
Principal & Interest:
$444
HOA Dues:
$243
(Based on a 30 year fixed loan at 3.75% with $23,980 down)
Winter Park, FL 32792
2bed 3bath 1,295sq ft $93 / sq ft CND
Lot Size2,466sq ft Built1985 On Site7days
Spacious townhome in a great location. Well maintained 2/2 home with wood burning fireplace, wet bar, eat-in kitchen, vaulted ceilings. The home has been recently upgraded to... more
Spacious townhome in a great location. Well maintained 2/2 home with wood burning fireplace, wet bar, eat-in kitchen, vaulted ceilings. The home has been recently upgraded to include new interior paint, all new cabinets and granite counter tops in the kitchen, bedrooms, and wet bar. The kitchen features stainless steel appliances. Bedrooms have wood floors. Long private back porch with access from the bedroom or great room (French doors). The community has tennis courts, pool, and clubhouse. Easy access to Winter Park, major roads, UCF, and the airport. less
Listing Provided Courtesy of Empowre Realty Llc
Popularity
$100,000
$370/mo
Monthly Payment:
$370
Principal & Interest:
$370
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $20,000 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 850sq ft $118 / sq ft SFR
Lot Size6,124sq ft Built1950 On Site8days
Location! Location! Location! This Winter Park bungalow with a clean slate is ready for your touches. Located near Winter Park Village shops and restaurants, Park Ave. and major... more
Location! Location! Location! This Winter Park bungalow with a clean slate is ready for your touches. Located near Winter Park Village shops and restaurants, Park Ave. and major highways. Featuring two bedrooms, sunroom and lovely yard with tons of potential. ***Please see attachments for PAS requirements and WFHM offer submittal information in MLS documentation section.*** less
Listing Provided Courtesy of Re/max Assured
Popularity
$930,000
$3,445/mo
Monthly Payment:
$3,445
Principal & Interest:
$3,445
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $186,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size29,111sq ft BuiltN/A On Site8days
Build your dream home on this over 29,000 sq.ft. corner lot on one of Winter Park’s most beautiful brick streets. This lot is 150 x 200 and only one house off of Lake... more
Build your dream home on this over 29,000 sq.ft. corner lot on one of Winter Park’s most beautiful brick streets. This lot is 150 x 200 and only one house off of Lake Sue. This gorgeous property sits up on a hill and you can enjoy a “peek a boo” view of the lake. The kitchen in the house was completely new 4 years ago with top of the line cabinets and granite. Some of the cabinets and countertops could be reused. A beautiful pool was installed in 1999 at the back of the lot. Lots this big do not come along very often in Winter Park so don’t miss out. Convenient location to downtown Orlando, Rollins College and Park Avenue. Winter Park “A” Schools less
Listing Provided Courtesy of Fannie Hillman & Associates
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
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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.

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 2014 Mid Florida Regional MLS. All rights reserved.

Data last updated: Monday, October 20, 2014 at 8:15 PM