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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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$899,000
$3,181/mo
Monthly Payment:
$3,181
Principal & Interest:
$3,181
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $179,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,657sq ft $246 / sq ft SFR
Lot Size15,886sq ft Built1986 On Site112days
Four bedroom, four and one-half bath pool home tucked away in Lake Virginia Shores. Full of character, this home features dark, wide-plank wood floors, crown molding, and high... more
Four bedroom, four and one-half bath pool home tucked away in Lake Virginia Shores. Full of character, this home features dark, wide-plank wood floors, crown molding, and high beadboard ceilings. Formal living and dining rooms, an open family room with built-in bookshelves and a fireplace, and a large sunroom help make this home perfect for entertaining. Gourmet kitchen has been beautifully updated and shows like a model with white cabinetry, marble counters, subway tile backsplash, and gas appliances. Downstairs bedroom is perfect for a guest suite. Upstairs are two generously sized bedrooms, each with private en suite, and the Master Bedroom. Master bath is luxurious with marble tile, glass shower, and a claw foot tub. Home office, 3-car garage, circular drive, and a spacious lot are all great features. Motivated sellers and easy to show " call today! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
Your search results are current and complete. Learn more
$389,000
$1,376/mo
Monthly Payment:
$1,376
Principal & Interest:
$1,376
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $77,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 2,506sq ft $155 / sq ft SFR
Lot Size8,405sq ft Built2013 On Site113days
Newer construction on a quiet street ideally located and in an excellent school district. Energy efficient home built in 2013 designed with a transitional style featuring an... more
Newer construction on a quiet street ideally located and in an excellent school district. Energy efficient home built in 2013 designed with a transitional style featuring an open floor plan perfect for entertaining and an expansive outdoor living area for year round enjoyment. The gourmet kitchen is a chefs dream with an enormous center island, granite countertops, maple cabinets, 2 pantries, and stainless steel appliances. The breakfast nook is light & bright looks out across the patio and yard. Downstairs you will find a large master suite with walk in closet, bath with dual vanity area, and door leading out to the serenity of the covered patio. Upstairs there are three additional bedrooms, with one having its own en suite bath and a walk-in closet, and the two other sharing a jack and jill bath with a dual vanity. The living space upstairs is highly functional with a bonus room above the garage that can serve as family room, home theater or game room. Security system, tile floors, transom windows, fenced in yard with covered patio, deck and water feature bring added value to this classic and charming home. Convenient location down the street from the Winter Park YMCA and minutes from Park Ave shopping & dining district. less
Listing Provided Courtesy of CORE COMMUNITY REALTY LLC
Popularity
$749,000
$2,650/mo
Monthly Payment:
$2,650
Principal & Interest:
$2,650
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $149,800 down)
Winter Park, FL 32789
Orange County School District
4bed 5bath 3,961sq ft $189 / sq ft SFR
Lot Size10,536sq ft Built2001 On Site113days
Best value in Winter Park! Lowest Price/SF in the neighborhood! Beautiful four bedroom, three and one-half bath pool home in Winter Park. Set in a highly sought-after community,... more
Best value in Winter Park! Lowest Price/SF in the neighborhood! Beautiful four bedroom, three and one-half bath pool home in Winter Park. Set in a highly sought-after community, with A-rated Dommerich schools, this charming traditional home offers formal living areas, hardwood flooring throughout, and a spacious updated kitchen with granite counters, stainless steel appliances, and walk-in pantry. Family room is open to the kitchen and has glass doors that lead to the covered lanai. Fantastic layout suits just about every homebuyer; downstairs guest suite, private home office, upstairs master bedroom with spa bath, two extra-large bedrooms, and an oversized bonus room. Many updates throughout the home; high ceilings, recessed lighting, custom built-ins. Sparkling swimming pool with water feature and paver patio is a great place to entertain or relax. Close proximity to nearby parks, trails, and Park Avenue shops and restaurants. Home is easy to see and ready to sell! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$299,000
$1,058/mo
Monthly Payment:
$1,058
Principal & Interest:
$1,058
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $59,800 down)
Winter Park, FL 32792
Orange County School District
3bed 2bath 1,454sq ft $206 / sq ft SFR
Lot Size11,718sq ft Built1958 On Site113days
The house has oak floors and a open floor plan...It needs some updating but does have a new roof... The lot size is 69 x 171 (11,718 sf) in Winter Park...Build your dream home... more
The house has oak floors and a open floor plan...It needs some updating but does have a new roof... The lot size is 69 x 171 (11,718 sf) in Winter Park...Build your dream home here with A rated schools and new construction...Conveniently located close to the YMCA, Park Avenue, Rollins College, Farmers Market, Florida Hospital... less
Listing Provided Courtesy of WINTER PARK LAND CO.
Popularity
$72,500
$256/mo
Monthly Payment:
$256
Principal & Interest:
$256
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $14,500 down)
Winter Park, FL 32792
Orange County School District
2bed 2bath 1,003sq ft $72 / sq ft CND
Lot Size6.0acre Built1969 On Site113days
Charming Winter Park 2/2 condo with updated kitchen cabinets, fresh paint, all tiled floors and newer bathroom vanities. WASHER AND DRYER included for your convenience and is... more
Charming Winter Park 2/2 condo with updated kitchen cabinets, fresh paint, all tiled floors and newer bathroom vanities. WASHER AND DRYER included for your convenience and is located in the new screened enclosure on the back patio. Large living/dining room area with plenty of room to spread out to eat and watch TV. GROUND floor, END unit makes it feel like you have your very own space with room outside to enjoy the beautiful weather. For the younger members of the household " 2015-2016 top rated Winter Park schools to include Brookshire Elementary, Glenridge Middle and Winter Park High School! For the older members you are minutes from Full Sail University, UCF, Valencia and Rollins College. For work and play enjoy a short drive to OIA, convenient shopping and dining with nearby Baldwin Park and Park Avenue. Great INVESTMENT property with CURRENT TENANT!!!!!! less
Listing Provided Courtesy of BHHS FLORIDA REALTY
Popularity
$537,000
$1,900/mo
Monthly Payment:
$1,900
Principal & Interest:
$1,900
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $107,400 down)
Winter Park, FL 32789
Orange County School District
4bed 3bath 1,869sq ft $287 / sq ft SFR
Lot Size7,302sq ft Built1940 On Site115days
A must see!! Beautiful florida style bungalow situated on one of the most desired tree lined streets in winter park. 1869 sq feet consists of 4 bedrooms 3 full baths. Two... more
A must see!! Beautiful florida style bungalow situated on one of the most desired tree lined streets in winter park. 1869 sq feet consists of 4 bedrooms 3 full baths. Two bedrooms located on main floor with their own on suite baths. Sun-room just off the kitchen overlooks your gorgeous back yard and large deck with plenty of room to entertain. Conveniently located close to downtown winter park, park ave and rollins college. less
Listing Provided Courtesy of ELEVATE REAL ESTATE BROKERS OF
Popularity
$1,595,000
$5,865/mo
Monthly Payment:
$5,865
Principal & Interest:
$5,644
HOA Dues:
$221
(Based on a 30 year fixed loan at 3.38% with $319,000 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,622sq ft $345 / sq ft SFR
Lot Size17,501sq ft Built2002 On Site115days
This immaculate Cahill home in the prestigious Windsong community has been meticulously maintained with an open floor plan perfect for family living or entertaining. Formal... more
This immaculate Cahill home in the prestigious Windsong community has been meticulously maintained with an open floor plan perfect for family living or entertaining. Formal living room w/ cozy fireplace overlooks the spacious formal dining room. The light & bright family room w/ French doors has wonderful views of the covered lanai & pool. The gourmet eat-in kitchen has stainless appliances, a gas cooktop, double ovens & center island. The downstairs luxurious master retreat features vaulted & hand crafted wood beam ceilings & fabulous wide plank wood floors. The master bath has dual vanities, granite counter tops & a Jacuzzi tub. The 2nd bedroom suite is also on the first floor & perfect for guests, nursery or home office. Upstairs you will find three bedrooms & a large game/media room. The covered lanai w/ summer kitchen overlooks the fenced back yard w/ lush tropical landscape, citrus trees, year round flowering gardens, extensive landscape lighting & a completely remodeled heated pool & spa. Additional amenities include gorgeous wood & travertine floors, custom molding & trim work, built-ins, shutters & window treatment, an entry fountain & 3 car garage. Windsong offers Winter Park chain of lakes access, two community pools, a childrens water park, a recreation building & a scenic pier for fishing. less
Listing Provided Courtesy of COLDWELL BANKER RESIDENTIAL RE
Popularity
$209,000
$1,104/mo
Monthly Payment:
$1,104
Principal & Interest:
$739
HOA Dues:
$365
(Based on a 30 year fixed loan at 3.38% with $41,800 down)
Winter Park, FL 32789
Orange County School District
2bed 1bath 798sq ft $262 / sq ft CND
Lot SizeN/Asq ft Built1981 On Site119days
Light, bright and full of delight! This charming two bedroom, one bath penthouse is just steps from the many restaurants, shops, churches, train depot and post office that make... more
Light, bright and full of delight! This charming two bedroom, one bath penthouse is just steps from the many restaurants, shops, churches, train depot and post office that make up the core of Winter Park! Park Avenue is three blocks east while the Winter Park Village is just two blocks to the west! Coming soon nearby are Whole Foods and Nordstrom Rack. To the south, only three blocks to Hannibal Square! The Village Condominiums are right in the center of Winter Park's core. Granite countertops, wood floors, and spacious master bedroom with walk-in closet and washer/dryer in unit. Gorgeous patios, deck and lush, mature landscaping in the backyard make outdoor time very enjoyable, comfortable and uplifting. Upgrades include plantation shutters, new front door, exterior and interior painted surfaces, ceiling fans and exterior lighting. It has a very cozy feel. With updates galore, you're bound to love this easy living, low maintenance and convenient condo! Fall out of bed in the heart of Winter Park! You will enjoy a move-in ready, upgraded property in this amazing location at such a low price! There are only two penthouse units so don't miss this opportunity. This is a very well maintained property that has very strong reserves and is well-run. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$234,500
$829/mo
Monthly Payment:
$829
Principal & Interest:
$829
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $46,900 down)
Winter Park, FL 32792
Seminole County School District
3bed 2bath 1,763sq ft $133 / sq ft SFR
Lot Size14,040sq ft Built1956 On Site119days
Fantastic home located just minutes from shopping, dining and Winter Park Memorial Hospital. New porcelain tile in kitchen, entrance, dining, family area, florida room, hallway... more
Fantastic home located just minutes from shopping, dining and Winter Park Memorial Hospital. New porcelain tile in kitchen, entrance, dining, family area, florida room, hallway and bathrooms. Hardwood floors in formal Living area, master suite and secondary bedrooms. New cabinets and granite in kitchen along with stainless steel appliances. Brand new roof, fresh paint inside and out, ceiling fans in all bedrooms, new vanities with granite tops and toilets in both bathrooms. The living area leads to the florida room and features a fireplace. Spacious yard for your enjoyment with matured trees and lots of shade. Don't wait until is too late and preview it today! less
Listing Provided Courtesy of EMPIRE NETWORK REALTY
Popularity
$349,900
$1,238/mo
Monthly Payment:
$1,238
Principal & Interest:
$1,238
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $69,980 down)
Winter Park, FL 32792
Orange County School District
4bed 2bath 2,474sq ft $141 / sq ft SFR
Lot Size10,689sq ft Built1967 On Site119days
Spacious Updated 4BR/2BA home in the heart of Winter Park!! Amazing New Kitchen features Gorgeous Cabinetry, Granite Countertops, Stainless Steel Appliances, and New Lighting,... more
Spacious Updated 4BR/2BA home in the heart of Winter Park!! Amazing New Kitchen features Gorgeous Cabinetry, Granite Countertops, Stainless Steel Appliances, and New Lighting, and opens to Family Room**Separate Formal Living and Dining Rooms, plus Huge Bonus Room with Gorgeous Brick Fireplace**Home features Lots of Living space, and a great layout for Entertaining**Split Bedroom Plan**Master has Walk-in Closet, Updated Bath w/Lovely Marble Countertop**Generous-Sized Fenced Yard**New Exterior and Interior Paint**Gleaming Terrazzo Floors through most of Home**Guest Bathroom has Three Sinks, New Bathtub and Tile**Desirable A-rated Winter Park Schools**New Electrical Panel**Complete New Replumbing**New Water Heater**Easy Walk to Cady Way Park with Sparkling Pool, Tennis, and wonderful Cady Way Walking/Biking Trail**Also Winter Park Pines Golf Course**Convenient to Downtown, WP Hospital, YMCA, and lots of Shopping and Dining** less
Listing Provided Courtesy of RE/MAX 200 REALTY
Popularity
$1,100,000
$3,892/mo
Monthly Payment:
$3,892
Principal & Interest:
$3,892
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $220,000 down)
Winter Park, FL 32789
Virginia Heights Orange County School District
3bed 4bath 2,964sq ft $371 / sq ft SFR
Lot Size6,407sq ft Built2016 On Site119days
Pre-construction. To be built. Only on rare occasions do we find a modern masterpiece like this property located just a short walk from Park Avenue's array of world-class... more
Pre-construction. To be built. Only on rare occasions do we find a modern masterpiece like this property located just a short walk from Park Avenue's array of world-class restaurants and shopping. The elevation conveys a sense of strength, volume and boldness. The two-story foyer is a statement piece that welcomes guests. All general living spaces are perfectly located on the first floor. The open floor plan is functional and rich in fluidity so that the capacity to enjoy and entertain is always sensible and effortless. The kitchen is appointed with top of the line appliances, large center island and pantry. Along the rear wall of the home there is a long set of collapsible sliding glass doors that when opened, seamlessly expand the indoor space to the outdoor lanai, possible summer kitchen and pool area. All three bedrooms and en suite bathrooms are located on the second floor. The master suite includes an expansive second story balcony. There is a tandem two car garage with a storage closet. If preferred, the two car garage could be converted to a one car garage and an office or downstairs bedroom could be added in lieu of the second car garage space. Shovel ready, the home can be complete by the end of the year. A buyer may choose finishes and make reasonable custom alterations. This extraordinary team is comprised of Reid Berman as the developer, Michael Weinrich as the architect and Winter Brothers as the general contractor. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$869,000
$3,075/mo
Monthly Payment:
$3,075
Principal & Interest:
$3,075
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $173,800 down)
Winter Park, FL 32789
Orange County School District
4bed 4bath 3,670sq ft $237 / sq ft SFR
Lot Size11,342sq ft Built1993 On Site120days
Tastefully renovated, upscale, pool home with a GUEST APARTMENT on a gorgeous, tree-lined brick street in desirable Winter Park. With sophisticated touches and amenities your... more
Tastefully renovated, upscale, pool home with a GUEST APARTMENT on a gorgeous, tree-lined brick street in desirable Winter Park. With sophisticated touches and amenities your family will enjoy the luxury of a resort from their own home. The Tuscan inspired home has a gourmet Chef's dream island kitchen with custom wood cabinets, top of the line GE Profile appliances, granite counter tops, and wine cooler. The beautiful custom wrought iron staircase leads upstairs to the master suite, three other bedrooms, and three full bathrooms. A fifth room may be suitable for an office or additional bedroom and connects to a full bath. Nook at the stair-top is an ideal spot for peaceful reading. In addition, the home is adorned with plantation shutters, 24" stone tile floors downstairs, rich hardwood floors upstairs, and high ceilings. Renovated guest cottage above the two-car garage is as welcoming as the main house and boasts a full bath, a full kitchen, laundry room, dining area, and comfortable sitting room. The detached two-car garage has an electric gate that conveniently accesses a spacious parking area and a very private backyard. The yard features magnificent landscaping, with custom accent lighting, a pool, flagstone deck and pool bath. This home is beautiful and perfectly located for your enjoyment of all that Winter Park has to offer. Just a short bike ride to the YMCA, Winter Park Racquet Club, Winter Park Village, Whole Foods, and all the shops and restaurants on Park Ave. less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$655,000
$2,318/mo
Monthly Payment:
$2,318
Principal & Interest:
$2,318
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $131,000 down)
Winter Park, FL 32789
Orange County School District
3bed 3bath 2,444sq ft $268 / sq ft SFR
Lot Size16,848sq ft Built1971 On Site120days
This fabulous home is well-maintained & is situated on a quiet cul-de-sac in highly desirable Park North. The floor plan is perfect for entertaining or family living. Separate... more
This fabulous home is well-maintained & is situated on a quiet cul-de-sac in highly desirable Park North. The floor plan is perfect for entertaining or family living. Separate formal living room with spacious dining room. Wood burning fireplace in living room overlooking the large back yard and pool. Split bedroom plan with two rooms on the North side sharing an oversized full bathroom and the South side has the master suite. Step outside and enjoy your covered patio w/ screened LARGE pool and private yard with tall bordering landscaping. Enjoy the short walk or bike ride to Park Avenue's Restaurants, Boutiques, Central Park & the Winter Park Farmers Market. Also nearby are Winter Park's golf & racquet clubs, the local Community Center, Historic District, Winter Park's Chain of Lakes, Museums & Playgrounds. less
Listing Provided Courtesy of FANNIE HILLMAN & ASSOCIATES
Popularity
$999,000
$3,585/mo
Monthly Payment:
$3,585
Principal & Interest:
$3,535
HOA Dues:
$50
(Based on a 30 year fixed loan at 3.38% with $199,800 down)
Winter Park, FL 32789
Orange County School District
5bed 5bath 4,213sq ft $237 / sq ft SFR
Lot Size22,127sq ft Built1999 On Site122days
Just Reduced! Custom built, five bedroom, four and one-half bath pool home in Sevilla. Beautifully designed with every thought and consideration the home boasts a very desirable... more
Just Reduced! Custom built, five bedroom, four and one-half bath pool home in Sevilla. Beautifully designed with every thought and consideration the home boasts a very desirable 3-way split floorplan with a downstairs master and guest suite and three upstairs bedrooms. Formal living and dining off the foyer are light and bright and complimented by wonderfully high ceilings. Located at the center of the home is the kitchen which features a bay window breakfast nook, breakfast bar, stainless steel appliances, and granite counters. Brick mantled fireplace and French doors in the Family room that lead to the covered lanai are warm and inviting and great for indoor/outdoor entertainment. Master bedroom with sitting area is spacious and comfortable and offers a master bath complete with his and her walk-in closets, double vanities, and jetted soaking tub. Set on a large, corner lot, the pool and spa are open to great sunlight exposure and yet remain private behind a fenced in property and large, mature oak trees. Minutes from Park Avenue, walk thru some of Winter Parks charming neighborhoods to your favorite shops and restaurants. Seller is motivated so bring all offers! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
$389,000
$1,376/mo
Monthly Payment:
$1,376
Principal & Interest:
$1,376
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $77,800 down)
Winter Park, FL 32789
Orange County School District
3bed 2bath 1,902sq ft $205 / sq ft SFR
Lot Size6,389sq ft Built1926 On Site123days
$5000 towards buyers closing costs with full price offer that closes before july 10, 2016! Charming and private winter park bungalow nestled between larger homes on quaint brick... more
$5000 towards buyers closing costs with full price offer that closes before july 10, 2016! Charming and private winter park bungalow nestled between larger homes on quaint brick street. Three official bedrooms plus office and detached studio! Lots of details within this home. Beautiful old and new hardwood floors and volume ceilings with lots of light. Intricate wood work on ceilings adds to the charm.Large dining room with bay window. Cherry wood cabinets,granite counters, stainless steel appliances and mediterranean tile in the over-sized kitchen. You will love the picture window over the kitchen sink looking at the lush vegetation. Field stone-two-sided wood burning fireplace, family room and kitchen. Two bedrooms on the first floor featuring kahrs hardwood floors and private bathroom. Upstairs is a true master retreat including separate office that could be 4th bedroom. Well-appointed master is generous and has fireplace and gorgeous picture windows and lots of updated built-ins. Completely remodeled master bath has tons of natural light and handpicked spanish tiles. Outside you have a clean slate with lots of lush vegetation and brick patio and fenced. Detached office guest house is a perfect get-away or storage area. Some of the most recent upgrades include -new french doors. Roof replaced 2010-2011. Adt alarm system. Water heater 2014.Close to shopping, winter park schools, phelps park, baldwin park dog park publix and park avenue. This area is a gem for running, walking, biking and more! less
Listing Provided Courtesy of KELLY PRICE & COMPANY LLC
Popularity
ZipRealty helps you find current homes for sale in Winter Park, FL. We show up to 30% more MLS listings than other websites, including new homes for sale, condos for sale, townhomes for sale, foreclosed homes for sale and land for sale. Set up your unique Winter Park real estate search criteria to see results that match what you're looking for. Explore maps, photos, schools and more to get an idea of what your life would be like in a new neighborhood. Find a local Winter Park real estate agent to work with by reading realtor reviews left by buyers and sellers like you. If you want to know what your home is worth, you can instantly view home values for any address by visiting our Seller Center. If you're planning to sell your home, you can also see how much similar homes are selling for in Winter Park to get an idea of how to price your home.
Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232

844.662.5638
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Wednesday, May 25, 2016 at 8:34 PM. Properties in listings may have been sold or may no longer be available.