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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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$229,900
$854/mo
Monthly Payment:
$854
Principal & Interest:
$851
HOA Dues:
$3
(Based on a 30 year fixed loan at 3.75% with $45,980 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,240sq ft $185 / sq ft SFR
Lot Size8,314sq ft Built1964 On Site33days
Just reduced!!! This is a must-see!!! Spacious 3 bedroom, 2 bath home on ¼ acre in desirable winter park pines! Light & bright - this lovely, split plan home has gorgeous... more
Just reduced!!! This is a must-see!!! Spacious 3 bedroom, 2 bath home on ¼ acre in desirable winter park pines! Light & bright - this lovely, split plan home has gorgeous wood flooring in the main living areas, newer ceramic tile & updated cabinetry in the kitchen and bathrooms. Utility area is already set up with extra cabinetry & built-in desk for you to enjoy while the laundry wraps up. French doors off the private dining room lead you to screened patio and the huge back yard! Large master bedroom with private bathroom, shower & walk-in closet. Two bedrooms on the other side of the home with a full bathroom with updated shower surround, floors & toilet. Very desirable winter park – close to park ave, ymca, cady way park, excellent schools, shopping, hiking trails, golf club and so much more! Voluntary hoa only $35/year highly rated schools: aloma elementary, glenridge middle & winter park high. 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
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
3bed 2bath 1,800sq ft $175 / sq ft SFR
Lot Size11,467sq ft Built1957 On Site33days
**traditional sale**live the winter park lifestyle affordably: fully updated home in desirable area! Whether you’re looking to down-size or a first time home buyer... more
**traditional sale**live the winter park lifestyle affordably: fully updated home in desirable area! Whether you’re looking to down-size or a first time home buyer you’ll love the proximity to 68 acre lake berry (deeded access) with boat ramp and fishing dock & convenience to amenities like cady way bike trail and the dining and shopping of winter park & baldwin park. Updated in 2006 with new roof, windows, contemporary kitchen with granite and re-plumbed in 08/09**updated electrical panel**new contemporary interior doors being installed this month. Open great room plan is ideal for casual entertaining or catching up while prepping or cooking meals. A variety of fruit trees, covered front porch, private fenced yard and florida room overlooking the sunny pool await you for summer fun. With room to relax inside and out this home is the perfect place to call home! less
Listing Provided Courtesy of Keller Williams Advantage 2
Popularity
$47,500
$381/mo
Monthly Payment:
$381
Principal & Interest:
$175
HOA Dues:
$206
(Based on a 30 year fixed loan at 3.75% with $9,500 down)
Winter Park, FL 32792
Golfside
1bed 1bath 735sq ft $65 / sq ft CND
Lot Size6.0acre Built1969 On Site33days
Wonderful timing! Perfect ground floor condo is ready for you!!! Freshly painted, remodeled kitchen, updated bathroom and plenty of space. Did you see the low HOA?? Great... more
Wonderful timing! Perfect ground floor condo is ready for you!!! Freshly painted, remodeled kitchen, updated bathroom and plenty of space. Did you see the low HOA?? Great property for investor, parents looking for dorm alternatives or for personal use-this one is move in ready! Convenient to Full Sail, UCF, Winter Park and other prime locations! less
Listing Provided Courtesy of Exit Real Estate Results
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Orange County School District
4bed 2bath 2,523sq ft $237 / sq ft SFR
Lot Size12,140sq ft Built1965 On Site35days
Open Sun Jul 19, 2pm-4pm
In Winter Park you will find a Home unlike any others. It offers Scenic Beauty, Privacy and an Arena for Outdoor Entertainment. Open the door to a Private Outdoor Oasis and your... more
In Winter Park you will find a Home unlike any others. It offers Scenic Beauty, Privacy and an Arena for Outdoor Entertainment. Open the door to a Private Outdoor Oasis and your Future Home. The floor plan offers 4 Bedrooms, 2 Bathrooms, Foyer, Formal Living and Dining Rooms, Family Room, Open Kitchen, Breakfast Room with Coffee Bar and Spacious Laundry Room. Open Space, Extensive use of Glass for Natural Light, Flexible Space and Usage. Patina Concrete Flooring thru out the Entertaining Areas, Wood Burning Fireplace with Custom Mantel, Floor to Ceiling Windows, Updated Windows, Extensive Millwork and Hardwood Flooring. Sleek Contemporary Kitchen and Breakfast Room with High Functionality and Streamlined Surfaces which include Granite Counter tops, Stone Backsplash, Stainless Steel Appliances and Recessed Lighting. The Family and Living Room Boast Wall to Wall Sliders giving the home a Connection to the Outdoors. The Guest Bathroom offers a "Spa-Like" ambience with Upscale amenities that includes Floor to Ceiling Tile, Stylish Vanity, Frameless Shower and mosaic tile accents. Spacious Master Retreat with Hardwood Flooring, Designer Niche, Wall to Wall Sliders, His and Her Closets, Jacuzzi Tub and His and Her Sliders. This unique home is situated on a Cul de Sac with an oversized lot and Private Backyard. Premier Location combined with Winter Park Schools. Please call a Team Member for Detailed Information. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$1,595,000
$5,909/mo
Monthly Payment:
$5,909
Principal & Interest:
$5,909
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $319,000 down)
Winter Park, FL 32789
Orange County School District
6bed 5bath 4,500sq ft $354 / sq ft SFR
Lot Size17,484sq ft Built1925 On Site35days
Old Golfview Terrace home, Winter Park. Step back in time and immerse yourself in the quaint setting of this 1925 Winter Park beauty. Welcome to this two story home, with a 665... more
Old Golfview Terrace home, Winter Park. Step back in time and immerse yourself in the quaint setting of this 1925 Winter Park beauty. Welcome to this two story home, with a 665 sqft. guest house, expansive, gracious living room. Formal dining room and lovely open windows. Tall ceilings, accented dental molding, gorgeous, original hardwood floors and traditional fireplace. Separate family room is adorned with custom wood cabinetry, including a study or bonus bedroom with a full bath that opens onto an old fashioned screened porch. Family gatherings will be remembered in this charming, open kitchen with butler’s pantry. Upstairs your Master Suite has spacious custom built in cabinets, walk in closet and private bathroom. Adjacent bedrooms and bonus room are all very generous in space with adjoining Jack and Jill bathroom. Private separate 665 sqft. guest house has a full kitchen, living room two bedrooms and full bath. Convenient walk to Park Ave, restaurants, shops and Winter Parks' golf course. Your family will enjoy all the luxuries of home right in the heart of Winter Park. less
Listing Provided Courtesy of Re/max Park Avenue
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)
Winter Park, FL 32789
Orange County School District
4bed 2bath 1,540sq ft $292 / sq ft SFR
Lot Size8,705sq ft Built1947 On Site35days
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size... more
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size putting this one at 3,741 sq. Ft. = 3,300 sq. Ft. Of living space if a 2 car garage was added. Ideally, a 2 story home would work on this lot to maximize the home space. Excellent location, close to mead gardens, leu gardens, blue jacket park, baldwin park shopping. Dining and outdoor space. Walk/bike to park avenue, rollins college, and the shops of corinne drive. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$449,000
$1,663/mo
Monthly Payment:
$1,663
Principal & Interest:
$1,663
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $89,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,608sq ft $172 / sq ft SFR
Lot Size11,657sq ft Built1965 On Site35days
Stop the car! Highly desirable 4+ bed pool home in Dommerich! Top schools and location meet charming custom Clayton built home with hardwood floors & fireplace. Formal Living... more
Stop the car! Highly desirable 4+ bed pool home in Dommerich! Top schools and location meet charming custom Clayton built home with hardwood floors & fireplace. Formal Living and Dining rooms, updated Kitchen, granite tops open to large family room. Awesome Master suite with bonus room – ideal for office, nursery or exercise. Master bath with dual sink marble vanity, spa tub, and separate shower. Huge master closet with custom built ins. Outdoor covered porch, BBQ area and sunny yard and pool – super for entertaining. Great storage, new plumbing, fresh paint in kitchen. Circular driveway and extra parking for friends and family! less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity
$369,900
$1,454/mo
Monthly Payment:
$1,454
Principal & Interest:
$1,370
HOA Dues:
$84
(Based on a 30 year fixed loan at 3.75% with $73,980 down)
Winter Park, FL 32792
4bed 2bath 2,003sq ft $185 / sq ft SFR
Lot Size7,000sq ft Built2014 On Site35days
Why would you wait to build? This immaculate one story BOCA RATON model home is move in ready! This split plan energy efficient home is located in a GATED COMMUNITY with a... more
Why would you wait to build? This immaculate one story BOCA RATON model home is move in ready! This split plan energy efficient home is located in a GATED COMMUNITY with a Winter Park address. The current owners have thought of everything. You will not be disappointed! This home shows like a model. The great room and owner's retreat were expanded during construction and extra windows were added. The open kitchen is perfect for entertaining and was upgraded with beautiful 42 inch glazed cabinets, GRANITE, large island, under cabinet lights and a tiled backsplash. Relax in the spacious owner's retreat with a large closet, wood plank tile floors, raised vanity with a double sink with a Silestone, extra large shower with his and her shower heads. The second bath has a raised vanity with Silestone, tub, tile and beautiful fixtures. The laundry room has maple cabinets. The home is prewired for surround sound and has raised electrical outlets. Satin nickel hardware is located throughout the home. The backyard covered lanai was extended. Call today to see everything this amazing home has to offer. This location is convenient to downtown Orlando, shopping, A rated schools and so much more! less
Listing Provided Courtesy of Bhhs Florida Realty
Popularity
$1,115,000
$4,130/mo
Monthly Payment:
$4,130
Principal & Interest:
$4,130
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $223,000 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,192sq ft $349 / sq ft SFR
Lot Size9,815sq ft Built2004 On Site36days
Fabulous custom built Mediterranean home in the Heart of Winter Park. Designer touches throughout, situated on a brick street, steps from Lake Mizell, close to Park Avenue shops... more
Fabulous custom built Mediterranean home in the Heart of Winter Park. Designer touches throughout, situated on a brick street, steps from Lake Mizell, close to Park Avenue shops and restaurants. Four bedrooms, with master downstairs, three and 1 half baths plus an office. Enjoy cooking in the gourmet chef's kitchen with custom cabinetry, granite counters and stainless steel appliances. Formal living and dining room with French doors leading to a beautifully landscaped backyard, pool and summer kitchen. This home shows like a model! Bring your pickiest buyers! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,585,000
$6,093/mo
Monthly Payment:
$6,093
Principal & Interest:
$5,872
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $317,000 down)
Winter Park, FL 32789
Orange County School District
4bed 7bath 5,000sq ft $317 / sq ft SFR
Lot Size11,048sq ft Built2008 On Site36days
Located in Winter Park’s premier Windsong community only a short distance from Park Ave. Extensive use of detailed ceilings, custom glazed moldings, solid hand distressed... more
Located in Winter Park’s premier Windsong community only a short distance from Park Ave. Extensive use of detailed ceilings, custom glazed moldings, solid hand distressed Hickory hardwood floors, Busby cabinets throughout and hand textured drywall finishes. Superlatives are not enough to describe the inspirational design characteristics and interior spaces, coupled with lush landscaping, pool/spa/fountain feature plus a summer kitchen all crafted to the highest standard. A stunning showcase of luxurious finishes & amenities! A truly magnificent Busby designed kitchen with Wolf and Subzero high end appliances, pot filler plus a fabulous Eat-In island & walk-in pantry. Wonderful 1st floor master retreat leaves little to be desired with its beamed vaulted ceiling, fireplace and large custom his/her closets, steam shower and bidet and jetted tub. Downstairs bedroom or study with private bath and custom built-ins would be wonderful as a guest retreat or home office space. Upstairs provided the perfect retreat for entertaining with 2 bedrooms 2 and a half baths plus a family gathering room with a fireplace and balcony, bonus/media room complete with home theater for movie nights & a wet bar. This home is in mint condition & extremely well maintained... Enjoy all the Windsong amenities including 2 community pools, a water park, playground, fishing pier, boardwalks, walking trails, chain of lakes access & more! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$1,069,000
$3,960/mo
Monthly Payment:
$3,960
Principal & Interest:
$3,960
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $213,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,983sq ft $268 / sq ft SFR
Lot Size17,828sq ft Built1988 On Site36days
European villa in the heart of winter park with 3 car garage on established 17,000+ square ft lot. High vaulted ceilings, large rooms, and lovely architectural details. The home... more
European villa in the heart of winter park with 3 car garage on established 17,000+ square ft lot. High vaulted ceilings, large rooms, and lovely architectural details. The home wraps around a gorgeous large pool, covered lanai and summer kitchen. This four bedroom home plus office or nursery is superb quality throughout. The spacious upstairs master suite has a wonderful bath, oversized walk-in closet, plus a beautiful screened balcony overlooking pool and lush backyard. With three bedrooms and three baths downstairs, there is room to reconfigure for a master on the first floor if desired. The gourmet custom kitchen is stunning and well designed with high ceilings, cherry custom cabinets, limestone flooring and large prep island. Additional highlights include wood floors in living room, dining room and family room, two fireplaces, pool bath and portico off of the front circular drive. This timeless updated home is elegant and built with family entertainment in mind. Come see why this home is perfect on palmer. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$989,900
$3,667/mo
Monthly Payment:
$3,667
Principal & Interest:
$3,667
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $197,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,050sq ft $325 / sq ft SFR
Lot Size8,415sq ft Built1951 On Site36days
***Click the virtual tour icon to watch the 3D rendering video - fly thru!!*** NEW CONSTRUCTION. Fantastic Transitional architecture by Way Cool Homes. Custom built by... more
***Click the virtual tour icon to watch the 3D rendering video - fly thru!!*** NEW CONSTRUCTION. Fantastic Transitional architecture by Way Cool Homes. Custom built by Arlington Homes with all the features you have come to expect from this exceptional builder. The wonderful ,open kitchen features custom cabinetry and solid surface counters. Energy features include radiant barrier insulation, NEST thermostats and tankless gas water heaters. The master is located downstairs and has a spacious walk in closet. The master bath features a lovely, freestanding tub and large shower with jets. "A" rated Winter Park schools and walking distance to shopping, dining and the "Y" make this the perfect home. Make an appointment to view today before it's gone. Come make an appointment to see this amazing home before it is gone! less
Listing Provided Courtesy of Coledev Real Estate 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)
Winter Park, FL 32789
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size8,705sq ft BuiltN/A On Site36days
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size... more
146' x 62' +/- lot - one of the only available corner lots on a brick street in winter park! Sold as-is. Per winter park zoning & planning, you can build on 43% of the lot size putting this one at 3,741 sq. Ft. = 3,300 sq. Ft. Of living space if a 2 car garage was added. Ideally, a 2 story home would work on this lot to maximize the home space. Excellent location, close to mead gardens, leu gardens, blue jacket park, baldwin park shopping. Dining and outdoor space. Walk/bike to park avenue, rollins college, and the shops of corinne drive. less
Listing Provided Courtesy of Re/max 200 Realty
Popularity
$599,000
$2,219/mo
Monthly Payment:
$2,219
Principal & Interest:
$2,219
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $119,800 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 2bath 2,307sq ft $260 / sq ft SFR
Lot Size15,000sq ft Built1942 On Site37days
Double lot w/R-2 zoning. Renovate or build new. No HOA. Two A/C units (one two years old), new gas stove, new exterior paint and wood floors polished. Covered patio can be... more
Double lot w/R-2 zoning. Renovate or build new. No HOA. Two A/C units (one two years old), new gas stove, new exterior paint and wood floors polished. Covered patio can be easily screened and overlooks spacious, stone entertainment patio. In good condition in great location! Walk/bike to Park Ave. and Rollins College. Fantastic opportunity - don't wait! less
Listing Provided Courtesy of Mcgrath Management, Inc.
Popularity
$174,900
$735/mo
Monthly Payment:
$735
Principal & Interest:
$647
HOA Dues:
$88
(Based on a 30 year fixed loan at 3.75% with $34,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,726sq ft $101 / sq ft SFR
Lot Size12,473sq ft Built1984 On Site37days
Come see this charming 3 bedroom, 2 bath home located in the Amberwood Subdivision of Winter Park. Home is situated on a quiet cul-de-sac with great curb appeal. Open and bright... more
Come see this charming 3 bedroom, 2 bath home located in the Amberwood Subdivision of Winter Park. Home is situated on a quiet cul-de-sac with great curb appeal. Open and bright floor plan with vaulted ceilings. Home features a formal living room and dining room and a spacious family room. Both the living room and family room have sliders leading to the screened patio for those quiet evening at home over looking your private fenced backyard. Kitchen features plenty of counter space, closet pantry and a dinette area. The master suite also has a slider to the screened patio. Home features ceramic tile throughout. Home is located close to excellent schools, shopping, dining and major highways. This is a Fannie Mae HomePath property! less
Listing Provided Courtesy of Re/max Town & Country Realty
Popularity
7 8 9 10 11 12 13 14 15 ... 20 30
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.

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Data last updated: Thursday, July 2, 2015 at 8:26 AM