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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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$949,900
$3,519/mo
Monthly Payment:
$3,519
Principal & Interest:
$3,519
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $189,980 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 3,448sq ft $275 / sq ft SFR
Lot Size11,160sq ft Built2000 On Site18days
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. Numerous upgrades in the last couple of years including complete new AC system, entire interior painted, new refrigerator, new carpet and updated security system. Lots to enjoy plus a large, private backyard with a park-like setting and a tremendous location! less
Listing Provided Courtesy of Fannie Hillman & Associates
Popularity
Your search results are current and complete. Learn more
$829,000
$3,071/mo
Monthly Payment:
$3,071
Principal & Interest:
$3,071
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $165,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,461sq ft $240 / sq ft SFR
Lot Size12,679sq ft Built2014 On Site18days
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. 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
$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 Site18days
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
$1,650,000
$6,334/mo
Monthly Payment:
$6,334
Principal & Interest:
$6,113
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.75% with $330,000 down)
Winter Park, FL 32789
Orange County School District
6bed 7bath 4,959sq ft $333 / sq ft SFR
Lot Size18,634sq ft Built2001 On Site18days
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, theater 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 Site20days
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
$83,000
$607/mo
Monthly Payment:
$607
Principal & Interest:
$307
HOA Dues:
$300
(Based on a 30 year fixed loan at 3.75% with $16,600 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,393sq ft $60 / sq ft TWN
Lot Size6.7acre Built1974 On Site20days
Ready to Move In!! Come see and make an offer today! 2 bedroom 1 and 1/2 bath townhome located Just minutes from FULL SAIL in the desirable WINTER PARK AREA. The first level has... more
Ready to Move In!! Come see and make an offer today! 2 bedroom 1 and 1/2 bath townhome located Just minutes from FULL SAIL in the desirable WINTER PARK AREA. The first level has amazing large living/great room, formal dining, sliding glass doors that open up to a PRIVATE FENCED IN BACK YARD and PATIO. In the second floor 2 large bedrooms, a large master with slider leading out to balcony overlooking the lawn. Remodeling updates include complete interior paint, brand new carpet throughout and ceramic tile in the living room kitchen and bathroom , updated bathroom with new vanity and newly tiled in the shower areas. Inside laundry room, lots of closet space throughout and even more storage under the stairs. There is a front patio with pavers, and a car port with a utility closet for extra storage. Don't forget to check out the community amenities that includes a pool! Easy access to UCF, Valencia Collage, Waterford Lakes and beautiful downtown Orlando! You have to see it! less
Listing Provided Courtesy of Broker & Partners
Popularity
$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 Site21days
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
$529,900
$1,963/mo
Monthly Payment:
$1,963
Principal & Interest:
$1,963
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $105,980 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 1,859sq ft $285 / sq ft SFR
Lot Size12,007sq ft Built1950 On Site21days
Wonderful opportunity to own in the highly desirable Winter Park neighborhood perfectly located between Winter Park's Park Avenue shopping district and Downtown Orlando. Easy... more
Wonderful opportunity to own in the highly desirable Winter Park neighborhood perfectly located between Winter Park's Park Avenue shopping district and Downtown Orlando. Easy access to Rollins College, YMCA, Florida Hospital, and the Winter Park Farmer's Market. This well maintained 3 bedroom 3 bathroom pool home sits on an oversized 12,000 sf lot with a wonderful back yard for entertaining or for a home expansion if so desired. Beautiful Oak hardwood floors throughout the living areas, a newer family room, and large master retreat are a few of the home's features. French doors lead to the large back yard with multiple entertaining areas, mature landscaping, and a beautiful pool. There is a detached studio well suited to be an office, exercise room, artist studio, or extra storage. Just steps from Lake Sue and Lake Chelton, this home is a must see! less
Listing Provided Courtesy of Coldwell Banker Residential Re
Popularity
$389,900
$1,444/mo
Monthly Payment:
$1,444
Principal & Interest:
$1,444
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $77,980 down)
Winter Park, FL 32792
Golfside Orange County School District
4bed 2bath 2,048sq ft $190 / sq ft SFR
Lot Size12,187sq ft Built1978 On Site21days
Fantastic home completely renovated and remodeled in the much sought after Greenview At Winter Green community of Winter Park. Beautiful oak canopied streets lead to this... more
Fantastic home completely renovated and remodeled in the much sought after Greenview At Winter Green community of Winter Park. Beautiful oak canopied streets lead to this stunning, move-in ready home located on one of the largest lots in the neighborhood. Unique open floor plan with two wood burning fire places, in the living room and in the den. Featuring New enlarged kitchen with all wood cabinets, Crown molding, Granite counter tops, Tiled backsplash, New Whirlpool Stainless Steel Appliances include French door refrigerator, Self cleaning smooth top range, Over the range microwave, Dishwasher, and disposal. New Bathrooms with tall, all wood cabinets, granite counter tops, new faucets and light fixtures. New Architectural shingled roof with 30 year warranty, New plumbing, New floors, New six panel doors, textured ceilings thru out the house, indoor laundry room. Fourth bedroom has French doors and would make a great office. A-rated Winter Park Schools are within walking or biking distance. Stay healthy by walking, biking, or jogging on the Cady Way Trail that runs thru the neighborhood. Includes transferable one year home warranty. Close to all of the great restaurants and shops on Winter Park's famed Park Ave. Also, close to Winter Park Hospital, Rollins College, UCF, and many cultural activities and museums. less
Listing Provided Courtesy of Pozo Real Estate Investments
Popularity
$1,000,000
$3,704/mo
Monthly Payment:
$3,704
Principal & Interest:
$3,704
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $200,000 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 2,700sq ft $370 / sq ft SFR
Lot Size10,118sq ft Built1980 On Site21days
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 At The Parks
Popularity
$42,000
$377/mo
Monthly Payment:
$377
Principal & Interest:
$155
HOA Dues:
$222
(Based on a 30 year fixed loan at 3.75% with $8,400 down)
Winter Park, FL 32792
Orange County School District
1bed 1bath 756sq ft $56 / sq ft CND
Lot Size2,531sq ft Built1974 On Site22days
First-floor condo with community pool, playground and tennis courts, convenient to ucf, full sail, orlando intl airport and 436 and 408! This condo features ceramic tile... more
First-floor condo with community pool, playground and tennis courts, convenient to ucf, full sail, orlando intl airport and 436 and 408! This condo features ceramic tile throughout. Sliding glass doors off of the large living room opens to the patio. Kitchen overlooks the dining area. Community also has laundry facility, is near bus line and convenient to ucf, full sail, airport, 436, university and 408. less
Listing Provided Courtesy of Keller Williams At The Parks
Popularity
$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 Site22days
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 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. 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
$139,900
$518/mo
Monthly Payment:
$518
Principal & Interest:
$518
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $27,980 down)
Winter Park, FL 32792
Goldenrod Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size1.2acre BuiltN/A On Site22days
One of a kind Lakefront lot close to Winter Park and University of Central Florida. Sits at the end of a dead end paved street and offers total privacy. Build your... more
One of a kind Lakefront lot close to Winter Park and University of Central Florida. Sits at the end of a dead end paved street and offers total privacy. Build your dream home today and enjoy those lakefront memories. less
Listing Provided Courtesy of Keller Williams At The Parks
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
Fairview Shores Orange County School District
3bed 3bath 2,768sq ft $198 / sq ft SFR
Lot Size6,755sq ft Built1986 On Site23days
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
$1,109,900
$4,112/mo
Monthly Payment:
$4,112
Principal & Interest:
$4,112
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.75% with $221,980 down)
Winter Park, FL 32789
Orange County School District
5bed 4bath 3,901sq ft $285 / sq ft SFR
Lot Size11,409sq ft Built1949 On Site24days
Absolutely Beautiful Home located in Winter Park surrounded by Live Oaks and Brick Streets. This home is a perfect blend of modern technology and old world charm. Enjoy a well... more
Absolutely Beautiful Home located in Winter Park surrounded by Live Oaks and Brick Streets. This home is a perfect blend of modern technology and old world charm. Enjoy a well appointed master suite, over sized master bathroom with solid walnut cabinets. The Kitchen is upgraded with swivel pullout pantry cabinets and stainless steel drawer boxes. A hidden pantry is concealed by custom cabinet doors. All flooring is designer carpets, Travertine stone and oakwood whitewashed wood flooring. A spacious outside courtyard area with privacy wall boasts a summer grille and linear fireplace designed for entertaining no matter what time of year. This house is a must see, there are simply too many features to list. Bring your pickiest buyer and expect to be impressed. less
Listing Provided Courtesy of Sand Dollar Realty Group Inc
Popularity
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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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Data last updated: Thursday, March 5, 2015 at 2:07 PM