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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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$109,900
$527/mo
Monthly Payment:
$527
Principal & Interest:
$407
HOA Dues:
$120
(Based on a 30 year fixed loan at 3.75% with $21,980 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,187sq ft $93 / sq ft TWN
Lot Size2,029sq ft Built1994 On Site99days
Winter Green Townhomes - AT A NEW PRICE! 3 bedroom 2 bath sweetheart, with private garden courtyard. Vaulted ceilings, custom shutters & NEW PAINT, CARPET & VINYL throughout.... more
Winter Green Townhomes - AT A NEW PRICE! 3 bedroom 2 bath sweetheart, with private garden courtyard. Vaulted ceilings, custom shutters & NEW PAINT, CARPET & VINYL throughout. Spacious Living Room, Dining Room & HUGE Master Bedroom have airy vaulted ceilings & views of greenbelt. Ample Kitchen, with pretty Dinette has views of your own private courtyard - enjoy your morning coffee on your own courtyard patio & commune with the songbirds. Low HOA dues & a super spot less than 800 feet from the community pool. Schools?? 1/4 mile from Herzing University. Full Sail University is less than 2 miles up the road & UCF is 8 miles away. Ready for a new low-maintenance home? THIS ONE IS READY FOR YOU! This is a Fannie Mae HomePath Property. 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
Your search results are current and complete. Learn more
$621,736
$2,438/mo
Monthly Payment:
$2,438
Principal & Interest:
$2,303
HOA Dues:
$135
(Based on a 30 year fixed loan at 3.75% with $124,347 down)
Winter Park, FL 32792
6bed 5bath 4,700sq ft $132 / sq ft SFR
Lot Size9,000sq ft Built2015 On Site99days
Brand new energy efficient home ready NOW! The Wimberley features a spacious kitchen with granite countertops, large walk in pantry, tons of cabinet space and cozy breakfast... more
Brand new energy efficient home ready NOW! The Wimberley features a spacious kitchen with granite countertops, large walk in pantry, tons of cabinet space and cozy breakfast nook all open to a huge family room ideal for family and friends to gather. The formal Living room and Dining room give you plenty of room for entertaining. The secluded Master suite has an enormous walk in closet and luxurious spa like bath with soothing tub, separate shower and dual vanities. All additional bedrooms are roomy and have walk in closets for added storage. Have family fun night in the massive Game room or enjoy a movie in the media room, which can be converted to a home theater. Enjoy outdoor living on the back lanai. Photo of model home of this same plan, options and upgrades will vary to subject home. Lakeside is a beautiful gated community with waterfront home sites, boat dock and lake located close to Seminole County parks. Known for our energy efficient features, our homes help you live a healthier and quieter lifestyle while saving you thousands of dollars on your utility bills. less
Listing Provided Courtesy of Meritage Homes Of Fl Realty
Popularity
$1,125,000
$5,034/mo
Monthly Payment:
$5,034
Principal & Interest:
$4,168
HOA Dues:
$866
(Based on a 30 year fixed loan at 3.75% with $225,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 2,290sq ft $491 / sq ft CND
Lot Size1.5acre Built2003 On Site100days
Winter park’s crème de la crème! This exquisite three bedroom, three and one-half bath unit at perle du lac offers residents lakefront living on the chain of... more
Winter park’s crème de la crème! This exquisite three bedroom, three and one-half bath unit at perle du lac offers residents lakefront living on the chain of lakes. Gated entry, access controlled doors, garage parking, and elevator service are just a few of the first class amenities this community has to offer. Resort style pool and professionally landscaped gardens illustrate the tranquil beauty hidden within the gates. Inside find 2,290 sf of luxurious living space. The grand foyer welcomes you into the home and leads you into the living and dining rooms where arched entries, bamboo flooring, crown molding, and water views provide great space for entertaining. Sliding glass doors open off the living room to the home’s covered balcony with fantastic lake views! The chef’s kitchen with solid wood cabinetry, granite countertops, built-in appliances, and bead board detailing along the bar is open to a second living room or parlor. Master retreat features a custom walk-in closet, jetted tub, his and her vanities, and glass shower. Guest bedrooms are comfortable in size, have generous closets, and are each accessorized with a juliette balcony. Located just steps from park avenue, enjoy maintenance free living in one of winter park’s premier developments and take advantage of its convenient location to the avenue’s boutique shops, fine dining, and the morse museum. less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$895,000
$3,315/mo
Monthly Payment:
$3,315
Principal & Interest:
$3,315
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $179,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,448sq ft $260 / sq ft SFR
Lot Size11,160sq ft Built2000 On Site100days
Beautiful custom traditional tucked away just down the block from Lake Knowles. Light and bright with 10 ft ceilings downstairs. Lovely trim work and crown molding throughout.... more
Beautiful custom traditional tucked away just down the block from Lake Knowles. Light and bright with 10 ft ceilings downstairs. Lovely trim work and crown molding throughout. Hardwood floors in both formal rooms and the family room. Wonderful open kitchen and family room with gas fireplace that both overlook the large screened-in, heated pool and spa with pavered patio. Great first floor guest suite. Big bonus room along with 4 bedrooms upstairs. Spacious master suite with hardwood floors, front balcony access and a walk-in closet. Lots to enjoy plus a large, private backyard with a park-like setting and a tremendous location! ALSO AVAILABLE FOR LEASE - $4,700, unfurnished or $5,500, furnished! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
$799,900
$2,963/mo
Monthly Payment:
$2,963
Principal & Interest:
$2,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $159,980 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,461sq ft $231 / sq ft SFR
Lot Size12,679sq ft Built2014 On Site100days
Open Sat May 30, 2pm-5pm
Brand new, custom home located in the heart of Winter park. This stunning four bedroom, three and one half-bath home, designed with luxury in mind, features over 3,400 square... more
Brand new, custom home located in the heart of Winter park. This stunning four bedroom, three and one half-bath home, designed with luxury in mind, features over 3,400 square feet of living space. Vaulted ceilings, crown molding, and distressed hickory wood floors are found throughout the first floor. State of the art kitchen, with Bosch stainless steel appliances, granite countertops, beautiful solid wood cabinetry, and a breakfast bar is open to the living room. The spacious master bedroom features an expansive walk-in closet and spa like en suite. Upstairs you will find two additional bedrooms, with a shared bath, and a bonus space – perfect for use as an office, media room, or play room. This home offers an attached two car garage and an additional detached one car garage - perfect for extra storage, parking, or work space. Zoned for “A-rated” Winter Park schools. Conveniently located to all that Winter Park has to offer! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity N/A
$2,950,000
$10,929/mo
Monthly Payment:
$10,929
Principal & Interest:
$10,929
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $590,000 down)
Winter Park, FL 32789
Orange County School District
4bed 6bath 4,546sq ft $649 / sq ft SFR
Lot Size23,083sq ft Built2002 On Site100days
Lakefront—winter park chain of lakes!!!! Stunning mediterranean home ideally located on the coveted winter park chain of lakes offering views of the lake and sunsets from... more
Lakefront—winter park chain of lakes!!!! Stunning mediterranean home ideally located on the coveted winter park chain of lakes offering views of the lake and sunsets from nearly every room in the house. This beautiful, 4 bedroom, 5.5 bath pool home includes 2 offices, each with the ability to serve as additional bedrooms. This property has been impeccably maintained with quality finishes throughout; hardwood floors, granite, marble and stainless steel appliances. Resort style living on this 1/2+ acre lot featuring a spacious covered lanai overlooking the professionally manicured grounds, inviting pool and breathtaking lake osceola. Enjoy all that lakefront living offers while relaxing on the dock and custom boathouse or cruising the lake on your own 18' searay boat and two honda turbo personal watercraft that convey with property. Walking distance to prestigious park avenue with upscale shopping, fine dining and access to sunrail train station plus all the legendary performing arts that winter park is famous for. less
Listing Provided Courtesy of Absolute Realty Group, Inc.
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
6bed 7bath 4,959sq ft $320 / sq ft SFR
Lot Size18,634sq ft Built2001 On Site100days
Located in charming Winter Park’s most exclusive neighborhood and only a short bike ride to Park Ave, the exquisite finishes of this Carlos Posada 2001 built corner-lot... more
Located in charming Winter Park’s most exclusive neighborhood and only a short bike ride to Park Ave, the exquisite finishes of this Carlos Posada 2001 built corner-lot estate are the hallmark of this classic traditional home featuring hickory wood floors & rich custom cherry wood cabinetry. Superlatives are not enough to describe the inspirational setting and design characterized by the complete unification of exterior and interior spaces, all of which is embraced by a lush landscape and crafted to the highest standard. A stunning showcase of luxurious finishes & amenities! The expansive windows & high ceilings bring in wonderful natural light illuminating the home and view of the iconic Winter Park peacocks. Homeowners will love this 4,959 square feet home with 6 bedrooms with 6.5 bathrooms (each bedroom has its own private bath), twin master bedrooms, gourmet kitchen, large bonus room/office, sprawling patios, private staircase, crown molding throughout, large In-Law suite, game/media room, workout room, screened pool, spa, built-in Summer kitchen & bar with lanai plus a cabana with outdoor shower dressing room and a three car garage. This home is steps away from Windsong’s private residence club on Lake Mizell. Two minute walk to community access to the Winter Park Chain of Lakes ~ all with A-rated schools! Be sure to visit the VIRTUAL TOUR FOR DETAILS! less
Listing Provided Courtesy of Parkland International Realty
Popularity
$380,000
$1,407/mo
Monthly Payment:
$1,407
Principal & Interest:
$1,407
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $76,000 down)
Winter Park, FL 32792
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size4.9acre BuiltN/A On Site102days
Ripe for development. Great location. Almost 5 acres of wooded land near university blvd. And goldenrod rd., comprised of two parcels. Mostly vacant (value is in the land).... more
Ripe for development. Great location. Almost 5 acres of wooded land near university blvd. And goldenrod rd., comprised of two parcels. Mostly vacant (value is in the land). Ideal for development. Ideal location, just south of university blvd. On goldenrod rd. (the entrance to university garden dr. Is 450 yards from university boulevard.) undeveloped, all dry land, mostly covered in trees. Land use code 0001 (vacant residential). Zoned a-2 (rural). The owner is flexible with terms and is ready to sell. Owner financing is possible. A partnership with a developer would also be considered. One parcel (1.13 acre) contains a small block home (temporarily occupied) and a manufactured home (unoccupied). If desired, the seller is willing to break off this piece and sell the remaining undeveloped 3.8 acres, which is the larger parcel. Actual land total of the combined two parcels: 4.93 acres. No appointment necessary. Access via university gardens rd. (see photos and map). Care was used in preparing the details of this listing, but mistakes happen. Information and measurements should always be verified. less
Listing Provided Courtesy of Morris Williams Realty
Popularity N/A
$1,049,000
$4,011/mo
Monthly Payment:
$4,011
Principal & Interest:
$3,886
HOA Dues:
$125
(Based on a 30 year fixed loan at 3.75% with $209,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 4,308sq ft $244 / sq ft SFR
Lot Size10,607sq ft Built2002 On Site103days
Open Sun May 31, 2pm-5pm
Fabulous four bedroom home with over 4,300 square feet of spacious living area. Home is located within the only gated community in Winter Park. Designed by award winning... more
Fabulous four bedroom home with over 4,300 square feet of spacious living area. Home is located within the only gated community in Winter Park. Designed by award winning architects, Slocum-Platts, this Showcase home features real oak and travertine floors throughout. Grand foyer, with soaring ceiling and a gorgeous staircase, welcomes you into the home. Spacious living areas, including formal living and dining room, have been tastefully decorated with crown molding, custom built-ins, French doors, and plantation shutters. Stunning kitchen offers a walk-in pantry, wood cabinets, granite countertops, gas cooktop and stainless steel appliances. Downstairs master suite is a retreat in and of itself with a gas fireplace and comfortable lounge with views of the meticulously landscaped yard. Master bath with his and her vanities, jetted tub, and glass shower is perfect for a little relaxation. Three oversized guest rooms upstairs and an adjacent 25x15’ game room is perfect for use a media room, game room, or home office. Brick paved, covered lanai with wood beam ceilings and a second story sun deck take advantage of the home’s outdoor beauty. Located in a highly sought after school district and just minutes from downtown Orlando and Winter Park, this home is truly a must see! less
Listing Provided Courtesy of Kelly Price & Company Llc
Popularity
$979,000
$3,627/mo
Monthly Payment:
$3,627
Principal & Interest:
$3,627
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $195,800 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,700sq ft $363 / sq ft SFR
Lot Size10,118sq ft Built1980 On Site103days
California contemporary architecture in the "Via's" of Olde Winter Park. This one of a kind home was completely renovated in 2006. Downstairs Master suite and two bedrooms... more
California contemporary architecture in the "Via's" of Olde Winter Park. This one of a kind home was completely renovated in 2006. Downstairs Master suite and two bedrooms upstairs. Open floor plan for entertaining and huge windows for you to enjoy wonderful views and lots of natural light. Huge gourmet kitchen with exquisite imported granite from Madagascar, wine cooler & stainless appliances. The exterior features private pool, courtyards, balconies! Detached bedroom suite and/or family room plus two-car garage. less
Listing Provided Courtesy of Keller Williams Winter Park
Popularity N/A
$295,000
$1,192/mo
Monthly Payment:
$1,192
Principal & Interest:
$1,092
HOA Dues:
$100
(Based on a 30 year fixed loan at 3.75% with $59,000 down)
Winter Park, FL 32789
Orange County School District
2bed 2bath 1,647sq ft $179 / sq ft TWN
Lot Size2,010sq ft Built1996 On Site104days
Winter Park Town home with a double car garage located within minutes to Park Avenue shopping, grocery shopping and restaurants. This town home is light and bright and features... more
Winter Park Town home with a double car garage located within minutes to Park Avenue shopping, grocery shopping and restaurants. This town home is light and bright and features an open floor plan with dual master suites and a separate office with access to a canopied balcony. Large windows in the great room brings the outside to the inside and features custom made window coverings with blackout shades underneath. The owner installed crown molding, bookcases and wiring for surround sound and television. The kitchen features wood cabinets, pantry, jennaire gas range and oven, stainless steel Bosch dishwasher, stainless steel refrigerator, garden window and granite counter tops. There are 8' French doors off the living room leading to your L shaped patio and sitting area with pavers. Upstairs master bedroom features a large walkin closet and double doors leading you to the bathroom featuring a large jetted tub, dual sinks and separate shower. A large office/den with access to a patio with a retractable awning. Sprinkler system, security system, ceiling fans and vaulted ceilings. Don't miss seeing this home today. less
Listing Provided Courtesy of Cathy S. Marino Realty, Inc.
Popularity
$499,000
$1,848/mo
Monthly Payment:
$1,848
Principal & Interest:
$1,848
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $99,800 down)
Winter Park, FL 32789
Fairview Shores Orange County School District
3bed 3bath 2,768sq ft $180 / sq ft SFR
Lot Size6,755sq ft Built1986 On Site105days
This unrivaled Winter Park Charmer is sure to wow you. From the moment you drive down this private quiet street facing beautiful Lake Killarney. Completely updated from top to... more
This unrivaled Winter Park Charmer is sure to wow you. From the moment you drive down this private quiet street facing beautiful Lake Killarney. Completely updated from top to bottom. Outstanding lake views make you feel like you're on a vacation. Exclusive gated entry 3 bedrooms plus office/study and 3 full baths. Large pool that was just resurfaced 2013. Newer roof 2005, 2 Trane AC units 2009, entire home replumbed 2014, hot water heater 2013. 2 car garage, irrigation system, security system, pavers. All hardwood flooring and tile thru-out. tray ceilings, crown moulding, wainscotting, chair rail. Downstairs has new double pane security glass & hurricane proof glass, and french doors. Back covered porch w/pavers & fenced yard. Utility shed tons of exquisite architectural features such as built in china cabinets, wine closet, butler pantry, wrought iron gates, ceiling beams. Granite in bath and kitchen, stainless appliances, 2 fireplaces, and so much more. Ready for you to move right in today. Prime location just minutes to Florida Hospital, Downtown, Park Avenue and New Trader Joe's. Easy access to I-4. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$850,000
$3,149/mo
Monthly Payment:
$3,149
Principal & Interest:
$3,149
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $170,000 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,478sq ft $244 / sq ft SFR
Lot Size10,125sq ft Built2003 On Site106days
Reduced!!!Wonderful traditional home in the heart of Winter Park. This home features a perfect floor plan, Brazilian cherry wood floors in the formal living room and dining room... more
Reduced!!!Wonderful traditional home in the heart of Winter Park. This home features a perfect floor plan, Brazilian cherry wood floors in the formal living room and dining room travertine,tile extensive crown molding, plantation shutters and 10' ceilings. Gourmet kitchen with state of the art appliances, 48" gas cook tops, granite counter tops large island and wine cooler. Breakfast nook which overlooks screened pool area as well as family room has a gas fireplace for cool evenings and French doors leading to pool area. Master suite has 2 California Closets, tray ceilings, French doors, elegant master has a Whirl pool tub and vanity mirrors with a built-in TV. Second floor has a master suite also with large dressing room and 2 other large bedrooms. Bonus room is perfect for a game room or movie theater. There is a large covered lanai with pool and pool bath. Great location close to Winter Park Village, walk or ride your bike to Park Ave. to enjoy the fine and casual restaurants and also have many boutique to chose from for shopping. Convenient to Orlando, Best Hospitals, and Great Schools. less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity N/A
$39,900
$382/mo
Monthly Payment:
$382
Principal & Interest:
$147
HOA Dues:
$235
(Based on a 30 year fixed loan at 3.75% with $7,980 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 756sq ft $53 / sq ft CND
Lot Size8,509sq ft Built1974 On Site106days
This is NOT a Short Sale or REO, quick closing available! This spacious second floor end unit is ready for a new owner. This property is a mere block from Full Sail University... more
This is NOT a Short Sale or REO, quick closing available! This spacious second floor end unit is ready for a new owner. This property is a mere block from Full Sail University and a short commute to the University of Central Florida. UPDATE: Owner just installed washer and dryer hookups in the unit and replaced carpet with hardwood flooring in the bedroom. Also added a built in entertainment center in the living room. Check out the new photos!! Shopping, restaurants, public transportation and major highways are closely located. The community offers a large clubhouse, pool, playground and dual tennis courts. Call about this great investment opportunity today! less
Listing Provided Courtesy of Berger Realty & Investments
Popularity N/A
$2,100,000
$9,445/mo
Monthly Payment:
$9,445
Principal & Interest:
$7,780
HOA Dues:
$1,665
(Based on a 30 year fixed loan at 3.75% with $420,000 down)
Winter Park, FL 32789
Orange County School District
3bed 4bath 3,839sq ft $547 / sq ft CND
Lot Size27,512sq ft Built2008 On Site107days
Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to. Reflecting the classic architecture of Tuscany... more
Enjoy the convenience of Winter Park living without sacrificing the lifestyle of luxury and comfort that you are accustomed to. Reflecting the classic architecture of Tuscany centuries-old Siena, Villa Siena combines Old World design with the modern comforts of estate luxury. Each unit is superbly appointed with fine finishes including stone and hardwood floors, private balconies and Sub-Zero and Wolf appliances. With only four floors, Villa Siena provides you with the privacy of an intimate setting that is rich in amenities including club room with bar, billiards & card lounge, fitness center and rooftop terrace. Villa Siena is located in the heart of Winter Park, walking distance to world class shopping & dining, Rollins College & the Alford Inn. less
Listing Provided Courtesy of Re/max Park Avenue
Popularity N/A
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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
Content 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, May 26, 2015 at 6:06 AM