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Winter Park FL Real Estate - View 311 Winter Park Homes for Sale

View 311 Winter Park Florida Homes for Sale

To learn more about Winter Park, Florida Homes for sale or recieve custom notifications when a new property is listed for sale in Winter Park, Florida give us a call at (407) 444-0331

Viewing Homes 1 to 15 of 311

House For Sale $975,000

600 Ololu Dr, Winter Park, Florida 32789

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600 Ololu Dr. Listed | September 19, 2014
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3749

  • Year Built

    2004

  • $/SqFt

    $260

This one of a kind Winter Park lakefront home is a rare find indeed!! Enter through the front doors and experience the breath-taking view of pristine Lake Killarney. A true artist’s paradise, this custom home is technically and visually sound, designed for audio baffling, exuding natural light throughout. The knotty wood/wrought iron vaulted ceilings climb forever over the spacious great room with fireplace overlooking the lake. Beautiful updated kitchen with granite countertops/breakfast bar opens into dining area, both with exquisite lake views. Enormous master bedroom and bathroom offer an oversized walk in closet and small office. The second story open loft could also serve as an office/den/study. Still to come--what could either be an In-law suite or a recording studio, offering a separate lakefront entrance from the main house! Hardwood floors with separate bath, and plumbing available for a small kitchen. Recording room may even be converted to a huge walk-in closet. Large inside utility room and a half bath, with an oversized two-car garage, surrounded by an attractive circular driveway. Enjoy lakefront living at its finest with a handsome 16.7 x 16' air-conditioned boathouse! Waterski, Jet Ski, paddle board or fish... Take off from your beautifully resurfaced boat dock, deck, and even floating dock. This lakefront paradise is only minutes away from everything!! Park Avenue, Downtown Orlando, Florida Hospital, and I -4. Come fall in love with 600 Ololu in Winter Park!! See you there! 5319937

Coldwell Banker Residential Re

House For Sale $324,900

1351 Canterbury Rd, Winter Park, Florida 32789

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1351 Canterbury Rd. Listed | September 19, 2014
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    1953

  • Year Built

    1940

  • $/SqFt

    $166

Orwin Manor - Charming 1940 Orwin Manor home featuring 3/2 main house, 2 car garage and spacious 1/1 in-law suite behind garage! Ideal set up for roommate or caregiver situation. 1,953 SF total on nearly a quarter acre with fenced backyard. New AC, Termite Bond and transferable Roof Warranty for peace of mind. Wood floors. Gas range and gas hot water heater! Great home in a stellar location situated between downtown Orlando, College Park and downtown Winter Park. Quick access to Interstate 4 and close to many dining and shopping options including Publix, Trader Joe's, Fresh Market, Winter Park Village and Park Avenue. More photos coming soon! 5319814

Keller Williams At The Parks

House For Sale $649,000

528 Park North Ct, Winter Park, Florida 32789

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528 Park North Ct. Listed | 105 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2680

  • Year Built

    1969

  • $/SqFt

    $242

Park North - This updated four bedroom, three bath light and bright pool 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. Spacious formal living and dining have wood floors and crown molding. Fabulous eat-in kitchen has light cabinets, stainless appliances, farmer's sink, center island, granite countertops and opens to the family room with charming wood burning fireplace, tile floors and sliding glass doors. Step outside and enjoy your covered patio with brick pavers, screened pool and large private yard. You will enjoy the short walk or bike ride to Park Avenue's restaurants, boutiques, Central Park & the Winter Park Farmers Market or Winter Park Village. Also nearby are Winter Park's golf & racquet clubs, the local Community Center, museums & playgrounds. 5232342

Coldwell Banker Residential Re

House For Sale $186,500

603 Balfour Dr, Winter Park, Florida 32792

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603 Balfour Dr. Listed | September 19, 2014
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1610

  • Year Built

    1959

  • $/SqFt

    $115

Winter Park Estates - Location, Location, Location, this Winter Park home is just minutes from Everything! Stroll down Park Ave, or shop at Whole Foods. Grocery stores, Winter Park Hospital, drug stores, and banks are all a short walk or car ride away. Rollins College is down the street. Enjoy this beautiful corner lot with a fenced-in back yard and two separate driveways. There is an extra storage shed in the backyard, plus added storage in the small workshop. The roof is less than 2 years old, and the home has been repiped. All appliances stay in the kitchen as well as the washer & dryer off family room. Don't let this home get away from you! 5320268

Southern Realty Enterprises

House For Sale $599,000

345 Sylvan Blvd, Winter Park, Florida 32789

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345 Sylvan Blvd. Listed | September 19, 2014
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    1899

  • Year Built

    1988

  • $/SqFt

    $315

Beautiful Mediterranean pool home nestled among the oaks on a brick street in a wonderful neighborhood in the heart of Winter Park. This home was completely renovated in 2007-2008 by owner/contractor featured on HGTV. Ride your bike to Park Avenue shops and restaurants, Rollins College, or the Saturday morning Farmer's Market. This one story home offers 4 bedrooms, 2.5 baths, Brazilian cherry hardwood and tile floors. The chef's island kitchen has a natural gas stainless stove, hammered copper farmhouse sink, granite counter tops, and is open to the family room with a wood burning fireplace. The tropical backyard is perfect for entertaining around the pool and spa complete with a summer kitchen, multiple outdoor seating areas, and lush tropical landscaping...your perfect oasis. 5319917

Coldwell Banker Residential Re

House For Sale $295,000

405 Carolina Ave, Winter Park, Florida 32789

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405 Carolina Ave. Listed | September 19, 2014
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    1004

  • Year Built

    1923

  • $/SqFt

    $293

UNBEATABLE LOCATION! LOCATION! LOCATION! Great investor property in the heart of Downtown Winter Park. Only a short walk to Central Florida’s shopping, dining, and cultural showcase, Park Avenue boasts more than 140 boutiques, restaurants, sidewalk cafes, and museums. This signature shopping street is bordered by stunning oak-canopied Central Park which plays host to seasonal art shows, concerts, farmers’ markets, and fashion events. Next door to Rollins College, SunRail and about 10 minutes away from Downtown Orlando. Own a piece of Winter Park - City of Culture & Heritage. 5320008

Keller Williams At The Parks

House For Sale $1,200,000

2606 Park Place Dr, Winter Park, Florida 32789

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2606 Park Place Dr. Listed | August 24, 2014
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    4308

  • Year Built

    2002

  • $/SqFt

    $278

The only gated community in Winter Park*** Winter Park Place*** This is a unique development with distinctively styled homes which are close to schools, shopping,the airport, downtown Orlando, and Park Avenue. This Classic Home is an architecturally designed home with outstanding design and custom finish work . The park like setting leads to a grand entrance of beautifully Hand crafted wood and iron front doors which welcome you into a dramatic foyer featuring a floating stair case. There are sanded wood floors and travertine tile floors throughout. This home has a Butler pantry, inside utility room ,mud room,and wood shutters throughout. The kitchen features custom cabinets , beautiful granite counters , a gas cook top, and a commercial size refrigerator . The open and bright Living room is large with plenty of space for the piano. The Flex room 25x15, is located on the 2nd level and is prewired and ready to be movie room. The flex room also boasts of high ceilings, beautiful wood floors, and storage bays. The back yard is enclosed with walls , fences, and high shrubs which makes privacy the key. This lot adjoins a community green space that adds privacy in a park like setting . 5314921

Penny Brokers Inc

House For Sale $159,000

653 W Canton Ave, Winter Park, Florida 32789

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653 W Canton Ave. Listed | September 19, 2014
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    672

  • Year Built

    1956

  • $/SqFt

    $236

Carver Town - Great rental property or starter home in West Winter Park. Steps to Park Ave, Famers Market, Winter Park Village and Rollins College. 5320306

Parkland International Realty

House For Sale $495,900

1710 Palmer Ave, Winter Park, Florida 32789

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1710 Palmer Ave. Listed | 90 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2386

  • Year Built

    1951

  • $/SqFt

    $207

Welcome Home! As you park on your driveway's custom pavers behind privacy hedges, you'll notice the majestic oak trees and wonderful landscaping. Upon entering, you'll immediately feel this homes unique warmth and appeal. Beautiful hardwood floors greet you in your foyer and lead you through the home. Take a step up into your large living room which leads you to the downstairs bedrooms as well as into your kitchen. This kitchen has all the finishing touches, with stainless steel appliances, granite counter tops, stone backsplash, and tall cabinets complete with crown molding. Next to your kitchen is your charming dining room with built-ins and your spacious family room with volume ceilings, wood flooring, and plenty of natural light. Upstairs leads you to your private master suite. Enjoy lots of room, "his & her" walk in closets, and french doors that take you to your own walkout balcony. Your screened-in pool and patio has plenty of room to entertain the entire family, friends, and guests. The spa is automated and can be set from anywhere on your mobile device. Beyond your pool, you have a large backyard, with paver walkways taking you to additional spots to enjoy the outdoors. Conveniently located to the scenic Phelps Park as well as the Winter Park YMCA. You're minutes from Park Avenue, Whole foods, Top Schools, dining, entertainment, and much more. This home truly is in the heart of Winter Park. CALL US TODAY TO SET UP YOUR PRIVATE SHOWING!!! 5302494

Keller Williams At The Parks

House For Sale $289,900

2900 Sandwell Dr, Winter Park, Florida 32792

Reduced By $8,100

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2900 Sandwell Dr. Listed | August 26, 2014
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2380

  • Year Built

    1969

  • $/SqFt

    $121

Winter Park Pines - This is the split bedroom plan that helped make Winter Park Pines famous! The Owners' suite is on the back right, and the 3 secondary bedrooms are on the back left, with the Florida room/lanai between, focusing on the pool. All bedrooms are large, most with walk-in closets, with both a 'jack and jill' bath and a pool-access hall bath, plus owners' suite bath. You enter the home through a foyer with a large living room to the left, dining room to the right, and straight ahead you are greeted by the open kitchen and family room with pool views and Florida room pass through. You'll enjoy the big breakfast bar and gas water heater. Interior paint and carpet are brand new. The corner lot offers a side-entry garage, and Sandwell Drive is a low-traffic street that ends in the next block. You already know about the top rated Winter Park schools, Cady Way Trail, nearby Little League, soccer, tennis, football, community pool, parks, and Winter Pines Golf Course only a block away. This area offers a marvelous family lifestyle with optional HOA at around $35 per year. This is one of only 8 homes in the Pines within the City limits of Winter Park. Seller is a licensed California real estate agent. 5315485

Coldwell Banker Residential Re

House For Sale $724,500

1631 Lasbury Ave, Winter Park, Florida 32789

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1631 Lasbury Ave. Listed | September 19, 2014
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2651

  • Year Built

    2005

  • $/SqFt

    $273

Comstock Park - Mediterranean beauty in the heart of Winter Park. Italian Travertine and beautiful hardwood floors, stone front and back covered patios. Gourmet kitchen with 6 burner Viking stove top, Miele double wall oven and quiet Bosch dishwasher. A stone gas fireplace that turns on with a flick of a switch, surround sound, tankless Rinnai water heater and dual A/C units. Plantation shutters, solar shades and security system. Built-ins in the dining and great rooms. 2 car detached garage with an 18'X12' finished room above the garage that is not part of the heated/cooled square footage. This house has it all and room for a POOL, ( up to 990 sq. ft. according to the City of Winter Park). One owner home gently lived in by a retired couple. 5320002

Winter Park Land Co.

House For Sale $685,000

1231 Palmer Ave, Winter Park, Florida 32789

Reduced By $14,000

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1231 Palmer Ave. Listed | 107 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2348

  • Year Built

    1948

  • $/SqFt

    $291

Kronenberger - This beautiful, newly remodeled, Winter Park home is waiting for you. Bathed in natural light, this already spacious home has a very open feel to it. Large windows and French doors allow you to overlook the large back yard and private pool. The contemporary style, hardwood floors and decorative crown molding throughout this home adds a gorgeous uniqueness to it. The kitchen, the heart of any home, is newly renovated with stunning granite counter tops, stainless steel appliances and has plenty of storage room. Enjoy a cozy night in with the family around the refaced wood burning fireplace in your open-plan family room. The master suite is a grand in size and has a beautiful bathroom with his and hers sinks and beautiful shower. The large walk-in master closet is designed with style in mind, with custom built-ins plenty of room for all your fashion accessories. The large backyard is perfect for summer time entertaining, with a covered dining area, custom fireplace and an outdoor shower as well as a huge yard and your very own private pool. Don't miss this opportunity to live in a Winter Park location surrounded by Million Dollar homes and just a stroll away from its Historic Downtown and popular Park Avenue and Winter Park Golf Club! 5231822

Regal R.E. Professionals Llc

House For Sale $139,100

2833 Riddle Dr, Winter Park, Florida 32789

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2833 Riddle Dr. Listed | September 9, 2014
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1276

  • Year Built

    1953

  • $/SqFt

    $109

Fairbanks Shores - 3 BEDROOM, 1 BATH WINTER PARK HOME WITH HARDWOOD FLOORS IN CONVENIENT WINTER PARK LOCATION! This 1,276 sq. ft. solid-block home has original hardwood flooring, arched walkway, an open and easy floor plan and ceiling fans throughout. Kitchen has ceramic tile and opens to formal Dining room. Bathroom has a bathtub with shower. 1-car garage with storage area and washer/dryer hookups. Covered patio overlook large fenced backyard with mature landscaping and oak trees that offer a nice canopy from the sun. No HOA. Just minutes to I-4, Fairbanks, Lee Rd., Winter Park, College Park and Downtown Orlando! This is a Homepath property, approved for Homepath Renovation Mortgage! 5318071

* Bank Owned

Re/Max 200 Realty

House For Sale $305,000

2553 Fifeshire Dr, Winter Park, Florida 32792

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2553 Fifeshire Dr. Listed | September 19, 2014
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2108

  • Year Built

    1961

  • $/SqFt

    $144

Brookshire Heights - A wonderful home in desirable Winter Park neighborhood. This fabulous 4 bedroom 2 bath home with updated kitchen is within walking distance to Brookshire Elementary. Cady Way community pool, Cady Way Trail, showalter field, and the local park. This home is a must see on your list. 5320182

Premier Properties Llc

House For Sale $595,000

2706 Phillips Park Ct, Winter Park, Florida 32789

Reduced By $130,000

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2706 Phillips Park Ct. Listed | 231 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2894

  • Year Built

    1998

  • $/SqFt

    $205

Short Sale. BANK APPROVED PRICE is $625,000. EASY TO SHOW. Live in Winter Park just a short drive from Park Avenue & Baldwin Park shops & restaurants. This custom built home is well appointed. Such appointments include wood floors, Corian counter tops, custom cabinetry, extensive mill work and a fireplace. Upon walking in the front door you step into a foyer with a private den/office to the right. A cozy formal living room with wood burning fireplace is the left. Beyond the formal living room is a dining room perfect for entertaining. The kitchen opens to the family room. With an island, custom cabinetry, eat in space and room at the bar area for a couple of stools. Family room has high ceilings and extensive mill work that exudes the comfort of a ski lodge. Off of the kitchen is an indoor laundry room equipped with a sink and plenty of storage. Master suite is downstairs with a custom walk-in closet. The master bathroom is spacious and designed with his and her vanities. Upstairs there are three bedrooms and two baths. One of bedrooms is extraordinarily sizable with an en suite bath. The other two bedrooms are of good size and have a Jack & Jill bath. The pool and spa is heated and screened with expansive deck space and a full Summer Kitchen perfect for family barbecues. The yard is beautifully landscaped with mature trees and overlooks a pond. Enjoy this peaceful home on a private street at the end of a cul-de-sac in one of Winter Park's most desirable neighborhoods. 5207037

* Short Sale

Kelly Price & Company Llc

Viewing Homes 1 to 15 of 311

Winter Park Florida and Surrounding Area Homes Statistics

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (407) 444-0331 and speak with one of our real estate consultants.