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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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$132,000
$489/mo
Monthly Payment:
$489
Principal & Interest:
$489
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $26,400 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,322sq ft $100 / sq ft CND
Lot Size19.0acre Built1970 On Site132days
Location location location!!!! 3/2 condo located in a winter park. This 2nd floor unit is just precious! Lots of space! Freshly painted!! Laminate wood flooring in living areas,... more
Location location location!!!! 3/2 condo located in a winter park. This 2nd floor unit is just precious! Lots of space! Freshly painted!! Laminate wood flooring in living areas, enclosed patio. Updated kitchen. Appliances included! Washer and dryer stackable! Large size bedrooms. Updated bathrooms and lots more! Four seasons condominiums is minutes away from cady way trail, rollins college the ymca, medical care, park ave, museums, and shopping. Four seasons, is located within the winter park city limits and much desired school districts. The community has 3 pools, tennis court, 3 shuffleboard courts and a clubhouse!!! Call us today to schedule a showing! less
Listing Provided Courtesy of Keller Williams Advantage Rlty
Popularity
Your search results are current and complete. Learn more
$42,000
$287/mo
Monthly Payment:
$287
Principal & Interest:
$155
HOA Dues:
$132
(Based on a 30 year fixed loan at 3.75% with $8,400 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 537sq ft $78 / sq ft CND
Lot Size10.1acre Built1974 On Site132days
Studio style condo located in Winter Park, with convienient access to shopping and public transport. Ground floor with patio and tile flooring throughout. Great investment... more
Studio style condo located in Winter Park, with convienient access to shopping and public transport. Ground floor with patio and tile flooring throughout. Great investment property. less
Listing Provided Courtesy of Brennan Real Estate Group Llc
Popularity
$179,000
$918/mo
Monthly Payment:
$918
Principal & Interest:
$663
HOA Dues:
$255
(Based on a 30 year fixed loan at 3.75% with $35,800 down)
Winter Park, FL 32792
3bed 3bath 1,570sq ft $114 / sq ft TWN
Lot Size840sq ft Built2008 On Site133days
Recently built, immaculate townhouse in the perfect location. Gated community just minutes from UCF, Full-Sail, Baldwin Park, Downtown, and major highways (408,417). In very... more
Recently built, immaculate townhouse in the perfect location. Gated community just minutes from UCF, Full-Sail, Baldwin Park, Downtown, and major highways (408,417). In very desirable Winter Park school district with top rated schools. Community includes video monitored gated entrance, dog park, putting green and playground. Home is 3 BR, 2.5 bath, and 1570 s/f. Upgrades include: -Stainless steel appliances -Granite couter tops -42'' cabinets with stainless steel hardware -18'' tile -Large master suite with walk-in closet -Screened back porch -1 car garage -Washer/dryer -and much more less
Listing Provided Courtesy of Real Estate 100 Llc
Popularity
$1,750,000
$6,483/mo
Monthly Payment:
$6,483
Principal & Interest:
$6,483
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $350,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,819sq ft $621 / sq ft CND
Lot Size27,512sq ft Built2008 On Site133days
Fabulous penthouse in the heart of downtown winter park! Steps to park ave with it's world class shopping and dining. This 4th floor corner unit is finished with top quality... more
Fabulous penthouse in the heart of downtown winter park! Steps to park ave with it's world class shopping and dining. This 4th floor corner unit is finished with top quality materials throughout with wolf and subzero appliances, stone and wood flooring. A wet bar with wine cooler and refrigeration drawers. A spacious master suite with 14 foot tray ceiling, an elegant bath and a balcony. The living room features a fireplace and french doors that lead to a balcony with a gas grill and a spiral staircase up to the private roof top terrace with a fireplace and views of the winter park skyline and lake osceola. Villa siena provides you with the privacy of an intimate setting and amenities including a club room with bar, billiards, fitness center and a roof top terrace. Enjoy the downtown lifestyle without giving up the privacy, security and serenity this condo has to offer. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$455,000
$1,685/mo
Monthly Payment:
$1,685
Principal & Interest:
$1,685
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $91,000 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,520sq ft $299 / sq ft SFR
Lot Size4,482sq ft Built2005 On Site134days
Walk to Rollins, Park Avenue and many charming shops and restaurants while enjoying a tucked away, private, low maintenance home in the heart of Winter Park. Quality... more
Walk to Rollins, Park Avenue and many charming shops and restaurants while enjoying a tucked away, private, low maintenance home in the heart of Winter Park. Quality construction abounds in this spacious home with a Chicago brick fireplace, 10 ft. ceilings, extensive use of crown mold, ample windows for lots of natural light, spacious closets, cozy front porch, solid six panel colonial doors, and a well appointed staircase with nice detail. Large downstairs master suite with , double closets & sinks in the master bath with gentleman height vanity. Eat in space in the kitchen with corner windows overlooks a charming covered back porch and the kitchen features granite counter tops, warm upgraded wood cabinetry, and stainless appliances with a huge utility room for the washer and dryer and a one car garage. Well maintained and move in ready. Room sizes approx. less
Listing Provided Courtesy of Colonialtown Realty
Popularity
$1,694,000
$6,276/mo
Monthly Payment:
$6,276
Principal & Interest:
$6,276
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $338,800 down)
Winter Park, FL 32789
Orange County School District
5bed 6bath 4,709sq ft $360 / sq ft SFR
Lot Size19,776sq ft Built2001 On Site134days
Motivated Sellers! Price Reduced! Luxury abounds around every corner of this Winter Park Estate home, located on the Winter Park Golf Course and just walking distance to Park... more
Motivated Sellers! Price Reduced! Luxury abounds around every corner of this Winter Park Estate home, located on the Winter Park Golf Course and just walking distance to Park Avenue. Special emphasis on wooden features in this home from the Santos Mahogany flooring, to the built-in cabinetry of Curley Maple, Quilted Maple and Honduran Mahogany in the family room area. Stone fireplace keeps the family room cozy on cool winter evening. Wet bar features built-in Sub Zero wine refrigerator including a high performance GE Monogram ice maker. Kitchen features all upgraded appliances including a gas stove, granite counter tops, and breakfast nook. Pella windows throughout the home, along with many recent upgrades such as new sprinkler system, new outdoor lighting system, newly installed 12/2014 security camera system, (6 Terabyte NVR (not DVR) hard drive DOES NOT CONVEY) all 2MP IP cameras accessible from anywhere, (4 indoor, 4 outdoor), new pool filter, all A/C units serviced in 2015, upgraded security system to include all windows and doors, this home also comes with an "in-wall" pest system. The salt water pool and back yard has a garden like setting with lush landscaping completed with brick pavers and covered patio area. Separate guest house over the three car garage includes a kitchen with granite counter tops and full bath and a great balcony overlooking the lush pool area and back yard. This is an amazing home in the perfect location!! less
Listing Provided Courtesy of Florida In Motion Realty
Popularity
$299,000
$1,107/mo
Monthly Payment:
$1,107
Principal & Interest:
$1,107
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $59,800 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,610sq ft $186 / sq ft SFR
Lot Size7,795sq ft Built1950 On Site136days
Location, Location, Location. Build your Dream Home in one of the most desirable neighborhoods in Central Florida. The Lot is 69.6' x 112' offering plenty of room for setbacks... more
Location, Location, Location. Build your Dream Home in one of the most desirable neighborhoods in Central Florida. The Lot is 69.6' x 112' offering plenty of room for setbacks and even a pool with a tropical oasis. With Brick and Tree Lined Streets, A Rated Schools, and Many Area Lakes, this home is a must see. The Location is a bike ride away from the YMCA, Park Avenue, Rollins College, Farmer's Market, Florida Hospital, and Historical Downtown Winter Park! Bring all offers. The current home is to be conveyed "As-Is". The value is in the land. less
Listing Provided Courtesy of Metropolis R.e. Solutions, Llc
Popularity
$218,900
$1,501/mo
Monthly Payment:
$1,501
Principal & Interest:
$811
HOA Dues:
$690
(Based on a 30 year fixed loan at 3.75% with $43,780 down)
Winter Park, FL 32789
2bed 2bath 1,148sq ft $191 / sq ft CND
Lot Size1.6acre Built1969 On Site139days
Just reduced!!! Stunning 2 bedroom, 2 full bath condo with updated kitchen - granite counters, wood cabinetry & stainless steel appliances. Enter this spacious unit with over... more
Just reduced!!! Stunning 2 bedroom, 2 full bath condo with updated kitchen - granite counters, wood cabinetry & stainless steel appliances. Enter this spacious unit with over 1100 heated square feet and appreciate the smooth flow of the living space. Pay special attention to the additional storage room with plenty of cabinets off the master bedroom. Patio has been enclosed with nice, large windows to enjoy the lovely western views every day! Lake virginia coa recently finished a complete renovation of the exterior and both lobbies. Residents enjoy access to winter park chain of lake, rentable boat slips (when available), spectacular lake front pool, hot tub, sauna, fitness room and recently renovated clubroom plus rentable guest suite. Winter park living at it's finest! Walking distance to park avenue boutiques, fine & casual dining & exciting entertainment options. Easy access to sunrail, downtown orlando, oia & the attractions! This is a homepath property. First time buyers, complete the homepath ready buyer homeownership course on the homepath website. Attach certificate to offer and request up to 3% closing cost assistance. Visit the homepath website for more details or ask me. Restrictions do apply. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$549,000
$2,034/mo
Monthly Payment:
$2,034
Principal & Interest:
$2,034
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $109,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,720sq ft $202 / sq ft SFR
Lot Size8,397sq ft Built2002 On Site140days
*** Deeded Access to Lake Osceola *** Beautiful Marble and rich Wood Floors welcome you to this 4 Bedroom, 4 Bath home with Office. The entire house brags of such upgrades as... more
*** Deeded Access to Lake Osceola *** Beautiful Marble and rich Wood Floors welcome you to this 4 Bedroom, 4 Bath home with Office. The entire house brags of such upgrades as Granite, Hand Laid Tile and gorgeous Lighting Fixtures throughout. The Kitchen and Breakfast area with its Stainless Steel Appliances, Designer Cabinets & Granite Counter Tops overlooks the beautiful backyard. The Master Suite has French Doors which lead to a Deck where one can sit and enjoy their morning coffee. The Master Bath has both a beautiful Tub to relax in as well as a Shower and two separate Vanities. Entertaining your thing? You will love this Outdoor Kitchen and Patio. All of this and a short jaunt to Park Avenue! Welcome Home!!! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$315,000
$1,167/mo
Monthly Payment:
$1,167
Principal & Interest:
$1,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,000 down)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size10,963sq ft BuiltN/A On Site141days
PRIME Location in the City of Winter Park....By Windsong.........Hospital.........Parks......Restaurants. Great size............75x146!!
PRIME Location in the City of Winter Park....By Windsong.........Hospital.........Parks......Restaurants. Great size............75x146!! less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$3,300,000
$12,226/mo
Monthly Payment:
$12,226
Principal & Interest:
$12,226
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $660,000 down)
Winter Park, FL 32789
Orange County School District
6bed 6bath 5,100sq ft $647 / sq ft SFR
Lot Size16,439sq ft Built2016 On Site141days
Waterfront, arlington homes contemporary masterpiece will be nestled among some of the most distinguished homes in winter park. The builder/owner is working on a contemporary... more
Waterfront, arlington homes contemporary masterpiece will be nestled among some of the most distinguished homes in winter park. The builder/owner is working on a contemporary design that will satisfy the most discriminating buyers. The new, modern home design will offer the best of indoor-outdoor living with features such as: walls of glass, natural textures, natural stones, and many energy efficient materials. You can expect large sweeping lake views, large outdoor living areas with an emphasis on a connection between nature and modern comfort. This masterpiece will sit on the bank of lake mizell which is just a short stroll to park ave, the alfond, and rollins college. All pictures are intended as mere examples of what could be built on this waterfont lot. No picture is accurate or shall depict the exact home intended for this lot. Estimated home size shall be 5100 sq/ft and designed for a specific buyer. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$315,000
$1,167/mo
Monthly Payment:
$1,167
Principal & Interest:
$1,167
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $63,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,522sq ft $207 / sq ft SFR
Lot Size10,963sq ft Built1958 On Site141days
Prime location in winter park..........Close to windsong....Hospital...........Parks..............Restaurants.......A+ schools.....The value is in the land..........75x146!!!
Prime location in winter park..........Close to windsong....Hospital...........Parks..............Restaurants.......A+ schools.....The value is in the land..........75x146!!! less
Listing Provided Courtesy of Winter Park Land Co.
Popularity
$259,000
$980/mo
Monthly Payment:
$980
Principal & Interest:
$959
HOA Dues:
$21
(Based on a 30 year fixed loan at 3.75% with $51,800 down)
Winter Park, FL 32792
Seminole County School District
5bed 2bath 2,642sq ft $98 / sq ft SFR
Lot Size19,815sq ft Built1989 On Site141days
Traditional sale!!!! Seller is very motivated!!!! Outstanding spacious home on a cul de sac, with a large driveway and lawn. Home has 5 bedrooms, and two bathrooms, with plenty... more
Traditional sale!!!! Seller is very motivated!!!! Outstanding spacious home on a cul de sac, with a large driveway and lawn. Home has 5 bedrooms, and two bathrooms, with plenty of space for a large family. **garage has been converted to a bedroom.** master bedroom has a bathroom, with a large garden bathtub and separate shower, with a double sink vanity. One of the bedrooms close to the foyer has double french doors, which can be used as an office/den. Spacious open floor plan, with plenty of windows for natural lighting. Brand new roof done in 2013. Living room has an inviting wood burning fireplace. Eat in kitchen. Separate laundry room. Fire alarm through-out the house. Garage has been converted with permits. Charming wood patio outside, overlooking a big fenced in yard, with mature trees. House has plenty of potential, great for entertaining! less
Listing Provided Courtesy of Arvia Realty Llc
Popularity
$525,000
$1,945/mo
Monthly Payment:
$1,945
Principal & Interest:
$1,945
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,000 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,420sq ft $217 / sq ft SFR
Lot Size14,363sq ft Built1957 On Site142days
Lakefront vistas, brick flooring, wall to wall stone inlaid wood-burning fireplace, expansive screened porch and a paddle boat. This four bedroom, two bath home is a unique... more
Lakefront vistas, brick flooring, wall to wall stone inlaid wood-burning fireplace, expansive screened porch and a paddle boat. This four bedroom, two bath home is a unique blend of rustic Florida and lakefront bliss on Lake Forest which is a non-motorized spring fed lake. This type of home doesn't come along very often and the moment you step in the front door, you will fall in love. Features include terra cotta and brick flooring in living areas, carpet in bedrooms, open kitchen to breakfast room with views of the lake, and wood beam ceilings. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$82,900
$347/mo
Monthly Payment:
$347
Principal & Interest:
$307
HOA Dues:
$40
(Based on a 30 year fixed loan at 3.75% with $16,580 down)
Winter Park, FL 32792
Seminole County School District
2bed 2bath 1,143sq ft $73 / sq ft TWN
Lot Size2,427sq ft Built1984 On Site142days
Super location - back on the market at a reduced price! 2 bedroom, 2 bathroom townhome in villas of casselberry. Airy high ceilings & big screened porch overlooks your private... more
Super location - back on the market at a reduced price! 2 bedroom, 2 bathroom townhome in villas of casselberry. Airy high ceilings & big screened porch overlooks your private shaded backyard oasis. Updated baths with ceramic tile, large rooms with tons of natural light throughout. Pretty laminate wood flooring and parquet in the bedrooms. Nice big closets! Attached 1 car garage. Want to be within minutes of full sail university? With low hoa dues? This is the one! 1.6 miles from full sail, with major shopping, grocery stores, restaurants & medical on the way. 8 miles from university of central florida & only 18 miles from two international airports! Desirable seminole county schools & centrally located within ez reach of major commutes. Come by & look, bring your imagination to finish the upgrades that the prior owner started, and get ready to move in!! This is a fannie mae homepath property. “first time buyers, complete the homepath ready buyer homeownership course on the homepath website. Attach certificate to offer and request up to 3% closing cost assistance. Check the homepath website for more details or ask your realtor. Restrictions apply.” all information recorded in the mls is intended to be accurate but cannot be guaranteed, buyer advised to verify. less
Listing Provided Courtesy of Profitable Properties
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
Website provided and owned by Coldwell Banker Residential Real Estate.
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The information being provided by Mid-Florida Regional Multiple Listing Service 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 Multiple Listing Service. 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 Multiple Listing Service. 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 Multiple Listing Service 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 Multiple Listing Service. All rights reserved.

Data last updated: Tuesday, July 28, 2015 at 9:51 AM. Properties in listings may have been sold or may no longer be available.