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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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$2,600,000
$9,632/mo
Monthly Payment:
$9,632
Principal & Interest:
$9,632
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $520,000 down)

788 N Interlachen Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
4bed 6bath 4,530sq ft $574 / sq ft SFR
Lot Size14,043sq ft Built2006 On Site3days
Stunning residence situated in one of the most desirable areas of Winter Park! Being steps from Park Ave & its restaurants & shops make this an envious address. The elegant &... more
Stunning residence situated in one of the most desirable areas of Winter Park! Being steps from Park Ave & its restaurants & shops make this an envious address. The elegant & complimentary decor throughout begins when you walk in the door. The craftsmanship is evident in the attention to detail in the millwork & design elements like coffered & tongue in groove ceilings, custom cabinetry, custom built-ins & the list goes on. Wonderful Master suite, Spectacular Kitchen, Lovely Family room & everything else you'd expect from a home of this quality. Unique aspects of this home not readily seen include solar heating for pool & water heater, whole house water softener system, Kangen water filtration & reverse osmosis purifier system with mounted dispensers at both kitchen sinks & butlers wet bar, smart house technology including security system with cameras & smart phone monitoring, easy touch control for pool lighting, water feature & spa controls. Other appealing features are soaring ceilings, a second floor media room with balcony, wall of French doors opening to expansive lanai across back of the house, pool cabana living space with fireplace, all the bedrooms are large with en-suite baths, 3 car garage with side entry. This home really has it all! less
Listing Provided Courtesy of OLDE TOWN BROKERS INC
Popularity
Your search results are current and complete. Learn more
$69,900
$592/mo
Monthly Payment:
$592
Principal & Interest:
$258
HOA Dues:
$334
(Based on a 30 year fixed loan at 3.75% with $13,980 down)

108 Scottsdale Square #108 NEW Added to the site in the last 3 days

Winter Park, FL 32792
Orange County School District
3bed 2bath 1,300sq ft $54 / sq ft CND
Lot Size8,617sq ft Built1974 On Site3days
Light and bright end-unit two story condo lives large! Great features include tile throughout the kitchen and living areas, a separate bedroom and bathroom downstairs, two... more
Light and bright end-unit two story condo lives large! Great features include tile throughout the kitchen and living areas, a separate bedroom and bathroom downstairs, two balconies, and vaulted ceilings in the master bedroom. Conveniently located near University and 436 in Winter Park, this one would be a great home or investment property. Similar units easily rent for $950. Call and make an appointment to see it today! less
Listing Provided Courtesy of RE/MAX ASSURED
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)

411 Garfield Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size4,538sq ft BuiltN/A On Site3days
Tenants are on a month-to-month lease.
Tenants are on a month-to-month lease. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$450,000
$1,667/mo
Monthly Payment:
$1,667
Principal & Interest:
$1,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $90,000 down)

311 Cortland Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
2bed 2bath 1,382sq ft $326 / sq ft SFR
Lot Size10,001sq ft Built1952 On Site3days
Winter Park single family home on a brick street. Much bigger than it looks from the outside! 1700 sq. ft., with living room/dining room, separate office/den and two master... more
Winter Park single family home on a brick street. Much bigger than it looks from the outside! 1700 sq. ft., with living room/dining room, separate office/den and two master bedrooms/bathrooms. Private fenced yard, single car garage, washer and drier. Lovely hardwood floors, stainless steel appliances. Great neighborhood, walk to Rollins College, convenient to Full Sail. Located in a neighborhood of multimillion dollar homes. less
Listing Provided Courtesy of LISTSMART
Popularity
$319,500
$1,183/mo
Monthly Payment:
$1,183
Principal & Interest:
$1,183
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,900 down)

1210 Oaks Boulevard NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size7,398sq ft BuiltN/A On Site3days
Fantastic corner lot in a hot new construction area in close proximity to downtown Winter Park, and soon, to the new 40,000 square foot Whole Foods Market opening on 1792. The... more
Fantastic corner lot in a hot new construction area in close proximity to downtown Winter Park, and soon, to the new 40,000 square foot Whole Foods Market opening on 1792. The house is being offered AS-IS, but has an excellent rental history. 3181 max FAR with 30' front setback, per the City of Winter Park. less
Listing Provided Courtesy of RE/MAX TOWN CENTRE
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)

411 Garfield Avenue NEW Added to the site in the last 3 days

Winter Park, FL 32789
Orange County School District
2bed 2bath 1,248sq ft $248 / sq ft SFR
Lot Size4,538sq ft Built1925 On Site3days
Pure potential in Winter Park! Move-in, renovate, tear-down or invest – choice is yours! Corner of Garfield and Virginia 45x100’ lot is just 2-blocks from Park... more
Pure potential in Winter Park! Move-in, renovate, tear-down or invest – choice is yours! Corner of Garfield and Virginia 45x100’ lot is just 2-blocks from Park Avenue. Existing two bed, two bath home is approximately 1,200 SF with a large master bedroom. Lots of new development in the community – location is hard to beat! Existing tenant in place on a month to month lease. Easy to show – great investment opportunity. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$225,290
$992/mo
Monthly Payment:
$992
Principal & Interest:
$834
HOA Dues:
$158
(Based on a 30 year fixed loan at 3.75% with $45,058 down)
Winter Park, FL 32792
Goldenrod Orange County School District
3bed 3bath 1,866sq ft $121 / sq ft TWN
Lot Size2,200sq ft Built2016 On Site4days
New Construction, finishing and ready for February move-in. The Amelia is a beautiful new townhome plan. 3 Bedrooms 2.5 Baths with upstairs laundry central to bedrooms. The main... more
New Construction, finishing and ready for February move-in. The Amelia is a beautiful new townhome plan. 3 Bedrooms 2.5 Baths with upstairs laundry central to bedrooms. The main floor has a huge living room and great kitchen/dinette area. Other features include stone exterior, paver driveway, tile first floor, granite counters, wrought iron rails, stainless appliances and more. Aloma Trails is Winter Parks newest community with all A-rated schools. Disclaimer: any illustrations and photos are not of the actual home but home is similar and will represent the plan. Builder will provide $$$ for closing costs, call for details, more information or see the Amelia. less
Listing Provided Courtesy of MARGE F MALTBIE
Popularity
$279,900
$1,058/mo
Monthly Payment:
$1,058
Principal & Interest:
$1,037
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $55,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 3bath 1,811sq ft $155 / sq ft SFR
Lot Size9,901sq ft Built1987 On Site4days
Gorgeous remodeled home. Beautiful backyard with a pond view. House has brand new kitchen cabinets, brand new stainless steel appliances, new flooring in tiles and laminate... more
Gorgeous remodeled home. Beautiful backyard with a pond view. House has brand new kitchen cabinets, brand new stainless steel appliances, new flooring in tiles and laminate wood; brand new tiles in both bathrooms, brand new vanities, new paint inside and out. less
Listing Provided Courtesy of VARONIA REAL ESTATE, LLC
Popularity
$255,000
$944/mo
Monthly Payment:
$944
Principal & Interest:
$944
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $51,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,681sq ft $152 / sq ft SFR
Lot Size7,564sq ft Built1972 On Site4days
Fixer Upper in the Heart of Winter Park Investor Special Lease expires end of Sept 2016 $1350 per month. 4/2 bath quiet subdivision nestled among Million dollar homes. Buy now... more
Fixer Upper in the Heart of Winter Park Investor Special Lease expires end of Sept 2016 $1350 per month. 4/2 bath quiet subdivision nestled among Million dollar homes. Buy now build your dream home watch your property value soar! No HOA less
Listing Provided Courtesy of WESTGATE REALTY
Popularity
$45,000
$303/mo
Monthly Payment:
$303
Principal & Interest:
$166
HOA Dues:
$137
(Based on a 30 year fixed loan at 3.75% with $9,000 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 546sq ft $82 / sq ft CND
Lot Size10.1acre Built1974 On Site4days
Don't miss this opportunity for an IMMEDIATE INCOME PRODUCING OPPORTUNITY, with a tenant already in place, located close to UCF, VCC, and Full Sail, as well as easy access to... more
Don't miss this opportunity for an IMMEDIATE INCOME PRODUCING OPPORTUNITY, with a tenant already in place, located close to UCF, VCC, and Full Sail, as well as easy access to major highways, SR 408, 417 and SR 436 and nearby shopping and restaurants! less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE RLTY
Popularity
$690,000
$2,556/mo
Monthly Payment:
$2,556
Principal & Interest:
$2,556
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $138,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,986sq ft $231 / sq ft SFR
Lot Size31,118sq ft Built1957 On Site5days
This home is a rare find! Enjoy the beautiful sunsets from your private gazebo over the lake or swim from your private beach and boardwalk. The outdoor areas of this home are... more
This home is a rare find! Enjoy the beautiful sunsets from your private gazebo over the lake or swim from your private beach and boardwalk. The outdoor areas of this home are truly unique with features that would not be allowed to be built today! The pool is also larger than what they city would allow if you were to try to build new on this lot today! Take advantage of these amazing grandfathered features. The home boasts a large master upstairs with amazing views of the lake, a sliding glass door that leads to the large upper deck. There is also the 5th bedroom upstairs that would make a perfect office or nursery. Downstairs are 3 more bedrooms and 2 bathrooms. One of the bedrooms has its own en-suite. Newer kitchen installed in the last 2 years, roof replaced in 2004, AC about 2 years old. Enjoy mature landscaping including a full garden with egg plant, avocado, orange and grapefruit tree. Even though original part of home was built in 1957 the current owner renovated the entire home and built addition in 1986. (all room sizes approximate and to be verified by buyer) less
Listing Provided Courtesy of SANDS REALTY GROUP LLC
Popularity
$298,300
$1,105/mo
Monthly Payment:
$1,105
Principal & Interest:
$1,105
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,660 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,570sq ft $190 / sq ft SFR
Lot Size16,058sq ft Built1959 On Site5days
Lakefront! Winter park! No hoa! 3-bed/ 2-bath. Completely remodeled. New kitchen, granite counter-tops, new stainless steel appliances. New tile. "move right in". ...And it's... more
Lakefront! Winter park! No hoa! 3-bed/ 2-bath. Completely remodeled. New kitchen, granite counter-tops, new stainless steel appliances. New tile. "move right in". ...And it's lakefront! Beautiful 1950's home with the original terrazzo floors. ... And a beautiful wood deck along the back of the home to watch the sun come up over the lake every morning while you have a coffee. Life is good! less
Listing Provided Courtesy of CAPITAL REALTY GROUP FLORIDA
Popularity
$169,900
$629/mo
Monthly Payment:
$629
Principal & Interest:
$629
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $33,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,570sq ft $108 / sq ft SFR
Lot Size8,968sq ft Built1957 On Site5days
Must see this charmer with a Winter Park location. Location offers great shopping, fine dining, near downtown Orlando and University of Central Florida. This property is... more
Must see this charmer with a Winter Park location. Location offers great shopping, fine dining, near downtown Orlando and University of Central Florida. This property is eligible under the Freddie Mac First Look Initiative through 02/29/2016. (20 days from initial MLS list date). Please note: day 1 of the First Look countdown starts on the day the property is listed in the MLS. The First Look countdown will expire February 29, 2016. Investor offers will be eligible for review and acceptance on March 1, 2016. All measurements are approximate; buyer to verify HOA info and measurements prior to offer. less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity
$265,000
$981/mo
Monthly Payment:
$981
Principal & Interest:
$981
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,000 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 1,508sq ft $176 / sq ft SFR
Lot Size7,959sq ft Built1962 On Site5days
Excellent value on this classic 4/2 in a well-established Winter Park neighborhood. Step inside to your spacious formal living room. You’ll appreciate the fireplace on... more
Excellent value on this classic 4/2 in a well-established Winter Park neighborhood. Step inside to your spacious formal living room. You’ll appreciate the fireplace on chilly Florida evenings! In the heart of the home you have a galley kitchen and large dining space. A family room extends out off the back of the home. This home is a treasure for anyone who enjoys giving spaces a fresh new look. Close to great schools with Aloma Elementary just a short walk away. Great home for a new or established family. Come add your special touch and make this home sweet home! less
Listing Provided Courtesy of MIDTOWN REALTY OF ORLANDO
Popularity
$76,000
$321/mo
Monthly Payment:
$321
Principal & Interest:
$281
HOA Dues:
$40
(Based on a 30 year fixed loan at 3.75% with $15,200 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,068sq ft $71 / sq ft SFR
Lot Size4,092sq ft Built1981 On Site6days
Short sale. Great winter park villa at a great price. Quaint 2 bedroom, 2 full bath unit with over 1000 square feet. Includes nice fenced-in yard area and small storage unit.... more
Short sale. Great winter park villa at a great price. Quaint 2 bedroom, 2 full bath unit with over 1000 square feet. Includes nice fenced-in yard area and small storage unit. Easy access to highways, bus line, schools, shopping and more. This one will go quickly! less
Listing Provided Courtesy of MY REALTY & MGMT SERVICES INC
Popularity
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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
Website provided and owned by Coldwell Banker Residential Real Estate.
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Data last updated: Sunday, February 14, 2016 at 6:07 AM. Properties in listings may have been sold or may no longer be available.