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Winter Park FL Real Estate - View 262 Winter Park Homes for Sale

View 262 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 262

House For Sale $449,900

1355 Devon Rd, Winter Park, Florida 32789

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1355 Devon Rd. Listed | April 10, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1817

  • Year Built

    1926

  • $/SqFt

    $247

Orwin Manor - Stunning renovation in Historic Orwin Manor in Winter Park! Minutes from Park Avenue in Winter Park, Florida Hospital, Ivanhoe Village, College Park and Winter Park's restaurant row on 17-92. Kitchen and baths have all been updated. Narrow oak floors that shine, crown molding, wood burning fireplace and high ceilings. Kitchen has granite counter tops, stainless steel appliances and gorgeous cherry cabinets. Natural gas stove and hot water heater. All new electrical wiring in 2003. Master bath has two pedestal sinks and a nice tiled shower. All new tile in both upstairs baths. This home is perfect for entertaining with an open floor plan, French doors leading out to a beautifully landscaped back yard and wood deck. Cozy den for T.V. watching and office downstairs both have slate floors.The charming Orwin Manor neighborhood is the perfect location for anyone working in downtown Orlando or Winter Park. Jump on I-4 conveniently or avoid it all together with I-4 construction set to start this summer. Minutes from Loch Haven Park, Orlando Science Center, Dr. Philips Performing Arts Center and Amway Arena. This home is individually listed on the Register of Historic Places in the City of Winter Park. Outside of home painted in 2011. Wood deck re-stained in 2015. A pleasure to show. 5358697

Sutton & Sutton Realty, Inc.

House For Sale $600,000

2525 Temple Dr, Winter Park, Florida 32789

Reduced By $600,000

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2525 Temple Dr. Listed | 469 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1975

  • Year Built

    1953

  • $/SqFt

    $303

Lot recently divided and it is now 1.35 acres. The VALUE is in the LAND. Olde Florida Charm - One of a kind 1.35 acres in Olde Winter Park on a secluded lake. Imagine Florida at its best with large, mature oak trees and hanging moss throughout the property and a west facing view of Lake Temple. Nothing else like this in Olde Winter Park with 120 ft of lakefront and over 180 feet of secluded road frontage - house and grounds can't even be seen from the road. Bring your paddle boat or canoe, the large mouth bass are jumping! Perfect for the buyer who wants to be near to all Winter Park has to offer, but with extreme privacy. Three existing buildings include a 1,975 sq ft mid-century, 1950's Florida style single family house, plus a guest house/studio space with bath that can be remodeled or torn down. The VALUE is in the LAND. Seller Financing available. Seclusion within the town limits of Winter Park and sought after Winter Park Schools including Dommerich Elem, Maitland Middle and Winter Park High. 5201649

Keller Williams Winter Park

House For Sale $249,000

613 Country Club Dr, Winter Park, Florida 32789

Reduced By $76,000

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613 Country Club Dr. Listed | 52 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1289

  • Year Built

    1948

  • $/SqFt

    $193

THIS IS IT!! RARE & ONE-OF-A-KIND KEY WEST STYLE HOME IN UPSCALE WINTER PARK WITH AN INCREDIBLY BEAUTIFUL TROPICAL OASIS BACKYARD & SALTWATER SUNKEN VINYL POOL! Great location & curb appeal! Built in 1948, this classic block 3 bed/1 bath home is nestled in a premium Winter Park community across from scenic Lake Killarney with deeded lake access for power boats, kayaks, etc. You can own 1/3 of an acre of prime land in the heart of Winter Park & enjoy your free time entertaining your family & friends in this tropical paradise at your home! Chill out on the paver patio circling the pool with fountains & waterfall while you enjoy the outdoor surround-sound music & the citrus trees, majestic oaks, palms & gigantic bird of paradise trees. There is plenty of room to park your RV or boat in the privacy of your backyard. Detached workshop with electricity & A/C for your projects. Deep water well for all irrigation needs. Watch the sunset over Lake Killarney from the front patio & RELAX! End your day with a hot outdoor shower poolside & then cuddle by the brick wood-burning fireplace inside. This home is well insulated, block solid & has a lifetime Key West metal roof. Beautiful oak doors, wood trim & crown molding throughout home. The kitchen is the only exception & needs TLC & remodeling. Unique "gem" property & close to EVERYTHING in the Winter Park Village area & beyond. Low $980 annual property taxes. Must see to truly appreciate this fantastic Winter Park property! Won't last long...show today without delay!! 5349479

Keller Williams Classic Realty

House For Sale $319,000

432 S Lakemont Ave, Winter Park, Florida 32792

Reduced By $21,000

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432 S Lakemont Ave. Listed | 73 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1952

  • Year Built

    1955

  • $/SqFt

    $163

Kenilworth Shores - This is Florida living at it's finest in much sought after Winter Park; a short and simple commute to Downtown Orlando, Park Ave in Winter Park and Rollins College. This home is an excellent value for growing families to stretch out and live. Great schools include Winter Park High School and Glenridge Middle School. Easy access to pretty much everything a homeowner would ever need - unique shopping, fantastic restaurants of Winter Park as well as Baldwin Park. This home offers an urban-oasis vibe with a big, open patio and huge pool for entertaining friends and family for BBQs and special events. Just down the street is Florida Hospital and several, well-established specialty medical practices off Aloma Ave. 5343284

Metro City Realty

House For Sale $299,000

1712 Lake Waumpi Dr, Winter Park, Florida 32789

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1712 Lake Waumpi Dr. Listed | April 17, 2015
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2149

  • Year Built

    1973

  • $/SqFt

    $139

Short Sale...(Bank Authorized Short Sale). Attractive, spacious, Winter Park residence. Features include 4 bedrooms, 2 baths, 2-car garage and inviting pool, with over 2,149 sq feet of living space and 2,683 sq feet under roof. This property is located on a fenced cul-de-sac lot in a pretty quiet residential neighborhood. There is easy access to major roads, shopping, schools, hospitals and entertainment. 5360595

* Potential Great Value
* Short Sale

Realty Executives Seminole

House For Sale $335,000

2422 Banchory Rd, Winter Park, Florida 32792

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2422 Banchory Rd. Listed | April 18, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2275

  • Year Built

    1962

  • $/SqFt

    $147

Brookshire Heights - Two Story contemporary, "Frank Lloyd Wright" architectural style. Soaring ceilings, skylights, remodeled baths. Bright sunroom. Master down. Ceramic-tiled entrance foyer w/ bright clerestory windows. Spacious livingroom w/ cathedral ceilings. Formal dining room. Open kitchen for entertaining with light oak cabinetry, generous pantry, ceramic-tile flooring, decorative tile back-splashes, flat-top stove, breakfast bar with brick detail. Inviting sunroom has elegant terra-cotta tile flooring, wet bar, and bright windows. Split 3 bedroom...private master retreat downstairs w/ three walk-in closets and master bath with double vanity. Two large bedrooms upstairs w/lots of closets and remodeled bath. Two-zoned A/C, inside utility. All 'A-rated' schools, including Winter Park High School and Showalter field. Cady Way Park and Trail is one block away. Convenient to downtown, airport and minutes from great shopping and restaurants. House needs a little TLC, paint and landscaping, nothing major. Owner motivated, bring offers. 5360729

Roman Realty Group, Llc

House For Sale $529,000

1755 Spruce Ave, Winter Park, Florida 32789

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1755 Spruce Ave. Listed | 32 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2395

  • Year Built

    1955

  • $/SqFt

    $220

Conwill Estates - Fantastic opportunity to live in the highly desirable "Tree street" neighborhood of Olde Winter Park. This 1-story 4 bedroom home is nestled under a beautiful canopy of Live Oak trees and has wonderful charm and curb appeal. The spacious floor plan offers a formal living and dining area, a separate family room, and an eat-in kitchen. The master retreat has vaulted ceilings and a newly renovated master bathroom. Other features include a split bedroom plan, oak hardwood floors, and mature landscaping in the beautiful fenced in back yard. The patio in the back yard is perfect for entertaining or relaxing under the shade of the stunning oak trees. Well located with easy access to the Winter Park YMCA, Interlachen Country Club, Winter Park Hospital, Rollins, and the Park Avenue retail shopping district. Add the top rated Winter Park schools and this is one not to be missed! 5353249

Coldwell Banker Residential Re

House For Sale $565,000

439 Briarwood Dr, Winter Park, Florida 32789

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439 Briarwood Dr. Listed | 58 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2982

  • Year Built

    1974

  • $/SqFt

    $189

Quail Hollow - Step up to the casual elegance that is apparent everywhere in this dynamic home! Incredible floor plan for entertaining with nearly every room opening into the large Florida Room which overlooks the in ground pool, grill and conversation areas that area incredibly private. All of this tucked into a family-friendly neighborhood with its mature oak trees, sidewalks and playful cul-de-sacs. There is no mandatory H.O.A. but a close-knit voluntary association which provides seasonal parties for all of the residents. Quail Hollow is located on the quiet side of Winter Park convenient to Park Avenue, Rollins College, The Winter Park Farmer’s Market, Mead Gardens, Harry P. Leu Botanical Gardens, Baldwin Park and Blue Jacket Park, Orlando’s Fashion Square Mall, Orlando Executive Airport and The Winter Park Village. Upgrades to all major systems in the house (roof, plumbing, HVAC, windows and more) make this an excellent value as well. Top rated schools are all within walking/biking distance and serviced by sidewalks as well. Do not pass this one by! 5347934

* Potential Great Value

Re/Max 200 Realty

House For Sale $342,500

2407 Lafayette Avenue, Winter Park, Florida 32789

Reduced By $32,500

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2407 Lafayette Avenue. Listed | 528 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1034

  • Year Built

    1958

  • $/SqFt

    $331

Fontainebleau - ***PRICE REDUCED. SELLER MOTIVATED.*** This beautiful city lot on a mature, tree lined street is one of a few left where you can build your dream home in your dream zip code, in Fontainebleau, and enjoy the tranquility and prestige, charm and character of Winter Park, Florida. Take leisurely strolls through this quaint neighborhood or a relaxing bike ride to Historic Winter Park to enjoy art fairs, entertainment, restaurants, shopping, churches, a day in the park and the Farmers Markets. The SELLERS ARE MOTIVATED to sell and this is your opportunity to buy and build your roots and your dream home on Lafayette Ave., where you will find other Million Dollar homeowners who have decided they belong here too. This area is changing quickly and soon this opportunity won’t be available. The structure currently on the property is occupied but is being sold as a tear down (by the new owner). This lot is able to accommodate a maximum of 4275 Square Feet (under roof), and a maximum 3778 Square Feet (under a/c) as advised by the City of Winter Park (subject to your building plans and final approvals). Bring your favorite builder and start planning your Winter Park Home Sweet Home. ***Appliances and water softener do not convey. VALUE OF PROPERTY IS IN THE LAND. SELLER REQUIRES 90 DAY POST CLOSING OCCUPANCY TO FIND ANOTHER HOME. NO ACCESS TO THE HOME OR YARD. PETS ON PREMISES AND OWNER OCCUPIED. NO A/C*** See vacant land listing too: MLS #o5187345 5192754

Morris Williams Realty

House For Sale $699,000

261 Detmar Dr, Winter Park, Florida 32789

Reduced By $50,000

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261 Detmar Dr. Listed | March 20, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2500

  • Year Built

    1968

  • $/SqFt

    $279

Now priced below December 2014 Appraisal. Exclusive Winter Park "Mason House" for Sale Designed by Frank Sheehy. A classic Modern Architect, Frank Sheehy, home built in 1968. 3 bedrooms, 2.5 bath + pool and attached garage. Lush Landscaping, exclusive Winter Park location. Stunning home originally designed by influential mid-century modern architect, Frank Sheehy, seamlessly blends interior and exterior spaces. Nestled in a premier Winter Park neighborhood amongst multi-million dollar homes and just blocks from Park Avenue. The “Mason House” is a unique opportunity to own a piece of architectural history in the heart of Winter Park. To live in this house is to experience modern flow, efficiency and an indoor/outdoor fluidity marked by a seamless exchange of floor-to-ceiling windows, French doors, and period details including wood burning fireplace, a screened in Florida room and ceiling fans, tasteful updated interiors, and a soaring expanse from inside to out. This Sheehy home features a bright, modern, and versatile floor plan. Greeted by an open foyer and view to the pool beyond, the living and family rooms, both with voluminous ceilings and custom built-ins, meaningfully connect to the outdoors with large custom glass doors leading to the screened brick patio. The 31 x 9 screened patio is a quiet retreat or a perfect backdrop for elegant entertaining. 5354483

Florida One Real Estate Llc

House For Sale $449,900

5259 Pine Lily Cir, Winter Park, Florida 32792

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5259 Pine Lily Cir. Listed | April 18, 2015
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2842

  • Year Built

    2015

  • $/SqFt

    $158

Basically brand new home, The Inverness Model features Upgrades galore! Gated Sanctuary at Aloma in Winter Park. This home welcomes you with warm hardwood floors throughout. Formal Living and Dining Rooms separate. Top of the line Stainless Steel appliances. Large Over sized Quartz Counter Tops, Upgraded Cabinets with under-mount and interior lighting. Flex Space can be used as Office/Den/Playroom area. Large Master Bedroom, Master Bath features oversized upgraded Shower with Rainfall shower & Dual shower heads and built in bench. His and her Vanities, bidet. Triple Sliders lead to the Large, Covered Screen Porch. Convenient location to Aloma and the 417. 25 minutes to downtown Orlando. Great Schools and more! Call today for your private showing. 5359933

Bhhs Florida Realty

House For Sale $350,000

3312 Olde Wharf Run, Winter Park, Florida 32792

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3312 Olde Wharf Run. Listed | April 17, 2015
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2632

  • Year Built

    1984

  • $/SqFt

    $132

Custom-built home on OVERSIZED LOT in OUTSTANDING Winter Park community. Home boasts an OPEN FLOORPLAN design and generous sized living areas. Home has SOARING CEILINGS and numerous skylights providing FANTASTIC natural light. Master Suite is HUGE, with wood laminate flooring, stone FIREPLACE and bath with DUAL SINKS and a huge DOORLESS WALK-IN SHOWER. The gigantic Florida Room is finished with natural wood ceilings, TILE FLOORS and built-in bar. Space could easily be converted to whichever room best fits your lifestyle. Home has 4 CAR GARAGE and SPACIOUS indoor laundry room with laundry sink. Plenty of room to make this your mudroom/entry too. The POSSIBILITIES with this home are ENDLESS! Convenient location and EXCELLENT SCHOOLS. 5360416

Re/Max Town & Country Realty

House For Sale $775,000

1041 Tuscany Pl, Winter Park, Florida 32789

Reduced By $22,500

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1041 Tuscany Pl. Listed | 67 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3065

  • Year Built

    1979

  • $/SqFt

    $252

A fantastic opportunity to own a 3065 sq. ft. home on a small lakefront in the Vias! This home sits on a quiet cul-de-sac location surrounded by multi-million dollar homes in Winter Park. Pure potential in this four bedroom, three and one half bath home! Vaulted ceilings and large windows allow relaxing lake vistas from every room. Split bedrooms with master and additional bedroom down. Large bonus room across the back of the home makes for a large office or playroom overlooking the lake, and open to the family room as well. Nestled in one of the most desirable and private neighborhoods in Winter Park, this home has privacy plus with its expansive yard, lake and cul-de-sac location. Plenty of room for a pool here with over an acre! Low HOA membership just once a year. A-rated Winter Park Schools. In addition to lakefront on Lake Temple, the home also has deeded access to the Winter Park chain of lakes ramp nearby. Remodel or build to suit on this expansive, waterfront acreage. 5345707

Kelly Price & Company Llc

House For Sale $229,900

2779 Prince John Rd, Winter Park, Florida 32792

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2779 Prince John Rd. Listed | April 8, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1579

  • Year Built

    1962

  • $/SqFt

    $145

Winter Park Pines - Delightful 3 bedroom 2 bath in Winter Park with gardener's touch!! Charming curb appeal with beautiful landscaping and window boxes. Fresh paint, new doors, and great floor plan. Terrazzo flooring throughout this Winter Park home. Kitchen features include tons of cabinets, beveled edge formica counters, large breakfast nook, and new slider doors that access the lush backyard. Bathrooms have been updated with new sinks and toilets. Large living room and separate dining room give multiple options for entertaining a crowd. Enjoy the privacy of the fenced backyard. This location has it all: close to Park Ave, YMCA, Cady Way Park, Shopping and Trails!! Paradise in Winter Park! 5358340

Re/Max Town & Country Realty

House For Sale $389,900

917 Garden Dr, Winter Park, Florida 32789

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917 Garden Dr. Listed | April 14, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1781

  • Year Built

    1950

  • $/SqFt

    $218

Garden Acres - STOP THE CAR! You will not be disappointed by this stylishly updated stunner with loads of charm. This 3 bed/2 bath Family Home has been lovingly updated with attention to detail. Offering a split bedroom floor plan, complete with a huge master bedroom/master bath retreat with 2 walk in closets that overlooks the "Private Retreat fully-fenced Backyard." A perfect place to relax and unwind this private oasis offers a screened lanai, Luxurious Salt Water Heated, pebble-tech Pool and lush landscaping. The spacious Main Living Area features gleaming new Hardwood floors, new tile and counters in the Master Bath, new SS Appliances and Counters and backsplash in the Kitchen creating a great place to entertain family and friends. Detached 2-car garage offers plenty of storage. Separate inside laundry room. Other updates include New Roof (2013), New Water Heater (2013), Replumbed (2013), New A/C System (2015). This QUIET neighborhood is one of Winter Park's HIDDEN GEMS"-tree-lined setting, nestled near Mead Gardens with easy access to Winter Park's Park Ave and Winter Park Village, Downtown, Florida Hospital, Loch Haven Cultural Corridor and Mills Park. Call today for your private showing! 5359607

Coldwell Banker Residential Re

Viewing Homes 1 to 15 of 262

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.