Call your local brokerage at 844-662-5638

Winter Park, FL Real Estate — Homes For Sale in Winter Park, FL

420 Properties Found [ Edit Search ]
Save This Search
Receive Email Alerts

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...
Show all »
First page 14 of 28 Last
$99,000
$580/mo
Monthly Payment:
$580
Principal & Interest:
$366
HOA Dues:
$214
(Based on a 30 year fixed loan at 3.75% with $19,800 down)
Winter Park, FL 32879
Orange County School District
2bed 1bath 851sq ft $116 / sq ft CND
Lot Size4,347sq ft Built1969 On Site57days
Beautifully renovated 2/1 condo in a Lakeside community. Includes a brand new kitchen with stainless steel appliances, a walk-in-closet, and the front over looks the courtyard.... more
Beautifully renovated 2/1 condo in a Lakeside community. Includes a brand new kitchen with stainless steel appliances, a walk-in-closet, and the front over looks the courtyard. A community pool, dock and boat slip can be found in the back of the property. Call today for a showing! less
Listing Provided Courtesy of Warner-quinlan Inc
Popularity
Your search results are current and complete. Learn more
$1,375,000
$5,094/mo
Monthly Payment:
$5,094
Principal & Interest:
$5,094
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $275,000 down)
Winter Park, FL 32789
Orange County School District
4bed 8bath 4,201sq ft $327 / sq ft SFR
Lot Size14,135sq ft Built2005 On Site57days
Upon arrival to this Phil Kean Designs Spanish Style villa, which is just steps away from Park Avenue, mature landscaping mixed with natural oak trees and custom up-lighting... more
Upon arrival to this Phil Kean Designs Spanish Style villa, which is just steps away from Park Avenue, mature landscaping mixed with natural oak trees and custom up-lighting highlight the wonders within. Once you step foot passed the solid wood front door onto the Italian Marble floors, you will realize that you have arrived into something special. You are immediately greeted by an overwhelming sense of warmth generated from rich wood accents, soft tones and a formal living room that you will actually want to spend time in! As you make your way into the home towards the kitchen, you will notice that there is no shortage of beautiful natural light, which is attributed to a wall of French doors covering the entire rear of the home. Once in the kitchen, you will notice solid wood cabinets, chef grade Viking appliances and two tone granite counter top which all come together in a style that has been proven to be timeless. As you look out into the open family room your eyes will be drawn to a curved wall of floor to ceiling windows which give you a panoramic view of the pool and lanai, which truly is the centerpiece of this great home. At the rear corner of the home is your owners retreat, this room is truly your escape from it all... Featuring lush carpet, French doors that lead you back to the pool, Tray ceilings and his/her private bathrooms, you'll really have to dig deep to find an excuse to leave. All secondary bedrooms have en-suite bathrooms and walk in closets. Make your appointment today! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$310,000
$1,148/mo
Monthly Payment:
$1,148
Principal & Interest:
$1,148
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $62,000 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,698sq ft $183 / sq ft SFR
Lot Size9,358sq ft Built1963 On Site57days
Location X 3!! 3 bedroom 2 bath home close to everything in Winter Park. Shops, Dog Park, and great schools. Inground pool with bathroom access surrounded by beautiful... more
Location X 3!! 3 bedroom 2 bath home close to everything in Winter Park. Shops, Dog Park, and great schools. Inground pool with bathroom access surrounded by beautiful landscaping. All appliances are included even the clothes washer and dryer. Upgraded windows, water heater only 2 years old, roof replaced 5 years ago, has been replumbed and pool deck has been recoated. less
Listing Provided Courtesy of La Rosa Realty, Llc
Popularity
$145,820
$540/mo
Monthly Payment:
$540
Principal & Interest:
$540
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $29,164 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,617sq ft $90 / sq ft TWN
Lot Size4,171sq ft Built1982 On Site57days
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this... more
This property is bank owned. It is sold in “as-is” condition without repairs or warranty. Buyer is responsible for verifying all information contained in this listing. less
Listing Provided Courtesy of Realhome Svc & Solutions Inc
Popularity
$239,900
$888/mo
Monthly Payment:
$888
Principal & Interest:
$888
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $47,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
5bed 3bath 2,236sq ft $107 / sq ft SFR
Lot Size15,679sq ft Built1980 On Site57days
**back on the market** financing fell thru**welcome to your winter park home in wrenwood. Conveniently accessed subdivision from aloma and howell branch entrances. *new plumbing... more
**back on the market** financing fell thru**welcome to your winter park home in wrenwood. Conveniently accessed subdivision from aloma and howell branch entrances. *new plumbing * new electrical panel* remodeled bathrooms* new tile throughout house. Kitchen(custom cabinets, granite counter)lr,dr,fm* new carpet bedrooms* bonus room* new range and dishwasher* interior/extrior painted* french doors*over 2000 sq ft of character for your taste in décor. *established neighborhood* this 4 plus 1 bonus bedroom has all the space needed for a growing family *3 full baths* enjoy many gatherings in your huge island kitchen leading into your dining area and family room gatherings. Relax in your master tub in soothing jets or take that splash into your pool *solar heater*from your master bedroom. Spacious walk in closet in master for all your wardrobe needs. Close to publix, ross, tjmax..Shopping plaza. Just a few of the many convenient stores distant from, major intersection of howell branch rd and semoran-436. *exceptional school district*. Take a look at your new address! less
Listing Provided Courtesy of Home Wise Realty Group, Inc.
Popularity
$1,145,000
$4,463/mo
Monthly Payment:
$4,463
Principal & Interest:
$4,242
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $229,000 down)
Winter Park, FL 32789
Windsong Orange County School District
4bed 5bath 4,259sq ft $269 / sq ft SFR
Lot Size15,058sq ft Built2006 On Site58days
Welcome home to this beautiful four bedroom, four and one-half bath home in prestigious Windsong! Featuring a highly desirable floor plan, with a three-way split, this home... more
Welcome home to this beautiful four bedroom, four and one-half bath home in prestigious Windsong! Featuring a highly desirable floor plan, with a three-way split, this home offers a downstairs master suite, downstairs guest suite with full bath, and two bedrooms and a spacious bonus/game room upstairs. Step into the home’s grand foyer where your attention is immediately captured by the custom wrought-iron staircase and hanging chandelier. Solid oak flooring flows throughout the living/dining room combination and leads you into the oversized master suite. Luxurious master bath features his and her vanities, jetted spa tub, a double-headed shower and a stunning walk-in closet with built-in dresser. Gourmet kitchen, with Wolf and Subzero appliances, butler’s pantry, and hidden walk-in pantry is perfect for the chef in any home. Upstairs bedrooms each have their own private bath. Bonus/game room (34’x16’) is the perfect space for entertainment, this open flex space has endless potential. Enjoy outdoor living with two covered lanais, a summer kitchen, and fenced in backyard with privacy hedge. Located in one of Winter Park’s premier communities, Windsong offers its residents amenities like no other: two community pools, a water park, fishing pier, and chain of lake access. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$1,359,900
$5,038/mo
Monthly Payment:
$5,038
Principal & Interest:
$5,038
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $271,980 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,650sq ft $373 / sq ft SFR
Lot Size11,250sq ft Built2015 On Site59days
Corner Lot Custom Italian Villa Home, Pre-Sale Priced! Home/Villa boasts approx 3650 sq ft living area with additional 200 sq ft conditioned storage/den and additional 260 sq ft... more
Corner Lot Custom Italian Villa Home, Pre-Sale Priced! Home/Villa boasts approx 3650 sq ft living area with additional 200 sq ft conditioned storage/den and additional 260 sq ft unfinished loft over detached garage. Great-Room plan includes light and airy spaces. 4 bed 4.5 bath, gourmet kitchen, family dining,downstairs master and guest suite,game room,spacious outdoor living w/optional pool & summer kitchen. Oversized 2 car garage and fence enclosure around rear property. Mature landscaping package design included. Kohler plumbing fixtures, Anderson double pane windows, Bosch appliances, Custom designed closets and Custom-made arched top front door. less
Listing Provided Courtesy of Chc Realty
Popularity
$1,100,000
$4,075/mo
Monthly Payment:
$4,075
Principal & Interest:
$4,075
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $220,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,983sq ft $276 / sq ft SFR
Lot Size17,828sq ft Built1988 On Site60days
Welcome to "Villa du Soleil" ~ Stunning 2 story Mediterranean home located in the heart of Winter Park. Welcoming foyer is open to the formal dining room & living room which... more
Welcome to "Villa du Soleil" ~ Stunning 2 story Mediterranean home located in the heart of Winter Park. Welcoming foyer is open to the formal dining room & living room which offers a gorgeous marble facade surrounding the wood burning fireplace, wood floors, elegant chandelier & custom draperies. A set of French doors leads to the spacious family room that offers spectacular access and views of the sparkling pool, vaulted ceilings & built-in entertainment center. Gourmet kitchen features brand new limestone flooring, custom cherry wood cabinets, granite counters, island, gas stove, double oven, wine refrigerator, built-in desk & breakfast nook with French doors leading to the pool. Entertaining is a breeze with a complete service bar. Private master retreat is located upstairs with an amazing walk through closet, coffee bar & screened balcony overlooking the pool and courtyard. Master bath offers dual sinks & soaking tub with separate shower. Cozy office/den with custom built-in desk & bookshelves located upstairs. 3 additional bedrooms with 3 baths are located downstairs one of which can be used as a Master Suite. Fully equipped summer kitchen with gas grill, mini-fridge & bar seating with dedicated full pool bathroom. Courtyard provides the perfect setting to relax outdoors surrounded by lush landscaping. Extra features include three car garage, portico for additional parking, pavered circular drive & gas heated spa. Excellent location, just a stroll to Park Avenue & YMCA with A rated schools. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$3,499,999
$12,967/mo
Monthly Payment:
$12,967
Principal & Interest:
$12,967
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $700,000 down)
Winter Park, FL 32789
Orange County School District
6bed 7bath 6,763sq ft $518 / sq ft SFR
Lot Size30,492sq ft Built1991 On Site60days
Grand lakefront pool home with breathtaking views of Lake Maitland. Situated on a prestigious Winter Park street, this six bedroom, six and one half bath home is within walking... more
Grand lakefront pool home with breathtaking views of Lake Maitland. Situated on a prestigious Winter Park street, this six bedroom, six and one half bath home is within walking distance to downtown Park Ave. The open and welcoming foyer and living room features soaring 26 foot ceilings. The dramatic dining room offers awe-inspiring floor to ceiling glass wall with lake views. Expansive chef's dream kitchen featuring top-of-the-line appliances, granite counters and gigantic island that seats 6, all open to the large breakfast nook. Amazing lake views from almost every room and gorgeous 5" Brazilian Ipe wood floors throughout the main living areas. Glamorous master retreat with custom marble wood burning fireplace, sitting room with French doors leading to the pool and lake, "Wow-effect" closet & bathroom with dual sinks, Jacuzzi tub, separate toilet/bidet room & shower. Secondary bedroom on the master wing currently being used as an exercise/hobby room. Living quarters upstairs including a large playroom/media room with full bathroom; four bedrooms each with en-suite bathroom, walk-in closet and sliding doors leading to the sprawling balcony. Covered lanai and sun drenched pool are the perfect setting for watching sunsets over Lake Maitland. Enjoy boating on the largest lake on the Winter Park Chain from your dock featuring a storage room, two floating docks and electric hoist, and remote controlled boat cover. Too many features to list! Please see attached Feature Sheet for additional features. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$77,900
$516/mo
Monthly Payment:
$516
Principal & Interest:
$288
HOA Dues:
$228
(Based on a 30 year fixed loan at 3.75% with $15,580 down)
Winter Park, FL 32792
Goldenrod
2bed 2bath 1,058sq ft $74 / sq ft CND
Lot Size14,685sq ft Built1973 On Site62days
This is a move in ready 2 bedroom 2 bath condominium located in Wrenwood condominium in Winter Park. This amazing updated condominium is ready for your buyer. Relax in the... more
This is a move in ready 2 bedroom 2 bath condominium located in Wrenwood condominium in Winter Park. This amazing updated condominium is ready for your buyer. Relax in the screened patio that faces the courtyard. The community has a pool and is located in close proximity to most necessary services and transportation. Great price. Show and sell today. less
Listing Provided Courtesy of Buyer's & Seller's Realty, Inc
Popularity
$244,000
$904/mo
Monthly Payment:
$904
Principal & Interest:
$904
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $48,800 down)
Winter Park, FL 32792
Golfside Orange County School District
3bed 2bath 1,738sq ft $140 / sq ft SFR
Lot Size9,997sq ft Built1978 On Site65days
Open Sat Mar 7, 11:30am-2pm
Location, location, location! Great 3bed/2bath home located in the exclusive winter park community! Great school district. Home located near the winter pines golf course,... more
Location, location, location! Great 3bed/2bath home located in the exclusive winter park community! Great school district. Home located near the winter pines golf course, baldwin park village, cady way bike trail & more! Home features a separate formal living and dinning rooms, florida room, laundry room, oversized patio and two car garage!!! Schedule your showing today! less
Listing Provided Courtesy of Goodwill Realty
Popularity
$215,000
$796/mo
Monthly Payment:
$796
Principal & Interest:
$796
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $43,000 down)
Winter Park, FL 32789
1bed 1bath 900sq ft $239 / sq ft CND
Lot Size2.8acre Built1960 On Site72days
Lovely Whispering Waters Condo - Location , Location, Location in the heart of Winter Park. Walk to Park Avenue. Light and bright spacious CORNER UNIT with view of Lake Osceola... more
Lovely Whispering Waters Condo - Location , Location, Location in the heart of Winter Park. Walk to Park Avenue. Light and bright spacious CORNER UNIT with view of Lake Osceola through floor to ceiling windows . Open the sliding glass doors to two balconies and feel the breeze . Take a cruise on the famous Winter Park boat tour located steps away ! Take a class or enjoy a seminar at Rollins College blocks away. Stroll to Winter Park's exquisite shops and gourmet restaurants. Enjoy the many art festivals, parades and celebrations . All utilities are included in condo fee lowering your living expenses. An underground parking space with storage is included. less
Listing Provided Courtesy of Singleton Realty
Popularity
$174,900
$647/mo
Monthly Payment:
$647
Principal & Interest:
$647
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $34,980 down)
Winter Park, FL 32792
Goldenrod Seminole County School District
3bed 2bath 1,605sq ft $109 / sq ft SFR
Lot Size8,901sq ft Built1981 On Site72days
Great opportunity to own a 3 bedroom 2 bathroom pool home in a great neighborhood in Winter Park. Brand new paint and carpet. Formal living and dining space with a screened in... more
Great opportunity to own a 3 bedroom 2 bathroom pool home in a great neighborhood in Winter Park. Brand new paint and carpet. Formal living and dining space with a screened in back porch. Fenced in backyard with large sparkling pool. You won't want to miss this one!! This is a Fannie Mae Homepath property. less
Listing Provided Courtesy of Smith Realty Inc
Popularity
$99,900
$370/mo
Monthly Payment:
$370
Principal & Interest:
$370
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $19,980 down)
Winter Park, FL 32792
Seminole County School District
N/Asq ft N/A / sq ft LND
Lot Size19,425sq ft BuiltN/A On Site73days
Plans for 5 to 6 units, townhomes, condos, apartments. Plans available.
Plans for 5 to 6 units, townhomes, condos, apartments. Plans available. less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$268,000
$992/mo
Monthly Payment:
$992
Principal & Interest:
$992
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $53,600 down)
Winter Park, FL 32792
Seminole County School District
4bed 3bath 1,920sq ft $140 / sq ft SFR
Lot Size10,208sq ft Built1956 On Site73days
Beautiful one story house, recently renovated. This house boasts four bedrooms with new carpet, 2 renovated bathrooms with new granite countertop vanities and tile. New... more
Beautiful one story house, recently renovated. This house boasts four bedrooms with new carpet, 2 renovated bathrooms with new granite countertop vanities and tile. New stainless steel appliance package and granite countertops and brand new cabinets in the open kitchen. Windows throughout look out onto a lush backyard and newly designed landscape complete with a new irrigation system. Newly painted and upgraded fireplace. Recently changed roof in 2008. Large garage with an attached half bath and laundry room. Plenty of storage. Nothing has been overlooked in this house. Come see for yourself, this house is nestled in a beautiful community close to shopping, restaurants and major roadways. less
Listing Provided Courtesy of Real Time Finders Llc
Popularity
10 11 12 13 14 15 16 17 18 ... 23
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
Content provided and owned by Coldwell Banker Residential Real Estate.
Loading....
Loading
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 2015 Mid Florida Regional MLS. All rights reserved.

Data last updated: Wednesday, March 4, 2015 at 9:29 PM