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Winter Park FL Real Estate - View 276 Winter Park Homes for Sale

View 276 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 276

House For Sale $600,000

2525 Temple Dr, Winter Park, Florida 32789

Reduced By $600,000

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2525 Temple Dr. Listed | 447 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 $274,900

613 Country Club Dr, Winter Park, Florida 32789

Reduced By $50,100

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613 Country Club Dr. Listed | February 25, 2015
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1289

  • Year Built

    1948

  • $/SqFt

    $213

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 $389,900

1248 Golfside Dr, Winter Park, Florida 32792

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1248 Golfside Dr. Listed | 41 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2048

  • Year Built

    1978

  • $/SqFt

    $190

Greenview Winter Pines - 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. 5347279

Pozo Real Estate Investments

House For Sale $329,900

432 S Lakemont Ave, Winter Park, Florida 32792

Reduced By $10,100

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432 S Lakemont Ave. Listed | 51 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1952

  • Year Built

    1955

  • $/SqFt

    $169

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 $749,000

261 Detmar Dr, Winter Park, Florida 32789

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

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2500

  • Year Built

    1968

  • $/SqFt

    $299

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. Overlooking the paved brick self-cleaning pool and large backyard, 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 $185,000

1930 Bonanza Ct, Winter Park, Florida 32792

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1930 Bonanza Ct. Listed | March 20, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1873

  • Year Built

    1968

  • $/SqFt

    $98

Eastbrook - NOW is your OPPORTUNITY to live in BEAUTIFUL Winter Park, FL for under $190,000! This FANTASTIC home features an open floor plan and boasts lots of natural light throughout the living/dining room combination. This updated home features a kitchen fit for a chef. While eating or cooking, enjoy the view of the beautiful OVERSIZED backyard. UPDATED FRENCH DOORS lead to your SPARKLING POOL and extended patio which is perfect for entertaining and enjoying the gorgeous Florida weather. PRIVACY is abundant, considering you have NO REAR NEIGHBORS and MATURE LANDSCAPING. ROOF IS LESS THAN 2 YEARS OLD and all of the bedrooms have BRAND NEW CARPET. Enjoy your first year in this home WORRY FREE - a HOME WARRANTY is INCLUDED with PURCHASE! Garage will be converted back to fully functional two car garage if you like - prior to closing. Highly rated Winter Park Schools. Ideally located minutes from Park Avenue, Winter Park Hospital, Winter Park Village, Rollins College, UCF and Full Sail University. 5354485

Keller Williams Advantage Rlty

House For Sale $529,000

1755 Spruce Ave, Winter Park, Florida 32789

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1755 Spruce Ave. Listed | March 17, 2015
  • 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 $342,500

2407 Lafayette Avenue, Winter Park, Florida 32789

Reduced By $32,500

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2407 Lafayette Avenue. Listed | 506 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 $149,900

2256 King James Ct, Winter Park, Florida 32792

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2256 King James Ct. Listed | March 26, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1312

  • Year Built

    1969

  • $/SqFt

    $114

Winter Woods - 3 bedroom, 2 bathroom pool home. Large living room, open and airy kitchen with breakfast bar opens to the dining area. Florida room opens to the in-ground pool and fenced in yard. **PQ Letter/ Proof of Funds MUST Accompany Offers. Special Addenda Required. All Offers to be Submitted on an As-Is FAR/BAR. *HOA Fees/home sq/ft, and lot sizes should be independently verified. 4812593

* Bank Owned

Bhhs Results Realty

House For Sale $1,325,000

847 Golfview Ter, Winter Park, Florida 32789

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847 Golfview Ter. Listed | March 18, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3018

  • Year Built

    1920

  • $/SqFt

    $439

Golfview Terrace - PRIME LOCATION IN OLD WINTER PARK. The perfect and highly sought-after opportunity to remodel or build on this 13,376 sf lot. This charming 1920s home is located on Golfview Terrace, one of the premier downtown streets of Winter Park. The main home with 3018 sf has brick and wood floors, pitched living and family room ceilings, and a wonderful gourmet kitchen with subzero and wolf appliances. The separate detached 1/1 apt with 564 sf makes for a great home office or a guest suite. Nestled on a beautiful brick circle anchored by the beloved neighborhood park and fountain, this home is the perfect spot for paradise in Winter Park. Come renovate or build and enjoy the walk to Park Ave lifestyle. 5353812

Coldwell Banker Residential Re

House For Sale $319,000

300 Fountain Ln, Winter Park, Florida 32789

Reduced By $30,000

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300 Fountain Ln. Listed | 36 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    1736

  • Year Built

    1954

  • $/SqFt

    $183

Winter Park, 3 BR, 3 BA pool home with deeded lake access to beautiful Lake Killarney. Amazing Chef's Kitchen features custom solid maple cabinets, soft close heavy duty drawer glides, granite countertops, Samsung French Door refrigerator, Bosch dishwasher, GE Profile Convection Oven, GE Induction Cooktop, GE Advantium oven. porcelain tile flooring, stone backsplash, recessed lighting & undercabinet LED's. Master suite has Bella wood flooring and includes updated master bath with solid maple custom cabinets, Oceania undermount lighted glass sink, granite countertop, porcelain tile flooring and shower. Original oak hardwood flooring. Separate Family Room with Mexican tile, wet bar with granite countertop and full size refrigerator. 2 wood burning stoves/fireplaces with thermostatically controlled fans. Pool area is designed for outdoor living and entertaining. Oversized screened porch with Mexican tile, separate large multi-level covered deck, brick summer kitchen with gas BBQ grill, charcoal smoker, sink, 2 burner gas cooktop, space for gas deep fryer and brick fire pit. Lounge area has 16' by 11' motorized Sunsetter awning. New roof in 2013, replumbed with CPVC in 2010, new computerized pump and filter system 2013, 200 amp electrical service, recent paver driveway and walks. Covered storage for car/boat to side of house. Quiet City of Winter Park neighborhood with single point access, close proximity to I-4, Winter park Village and downtown Winter Park. A rated Fire and Police 5347904

International Realty Partners

House For Sale $1,295,000

923 Lincoln Cir, Winter Park, Florida 32789

Reduced By $100,000

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923 Lincoln Cir. Listed | 50 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3099

  • Year Built

    1990

  • $/SqFt

    $417

New offering just off Park Avenue! This Winter Park home offers four bedrooms, three full baths and two half baths. Formal dining and living room, family room with fireplace, eat-in kitchen space, sun room with western exposure, wood floors, custom trim work, and first floor master suite with sitting room complete with second fireplace. Brick patio provides outside entertaining space and pristine location offers true Winter Park living at it’s best. Enjoy the Winter Park Golf Course, as well as dining and shopping on Park Avenue just steps from this location! 5345225

Kelly Price & Company Llc

House For Sale $2,950,000

151 Trismen Ter, Winter Park, Florida 32789

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151 Trismen Ter. Listed | 38 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    4546

  • Year Built

    2002

  • $/SqFt

    $648

Osceola Shores - 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. 5346359

Absolute Realty Group, Inc.

House For Sale $539,500

1773 Pine Ave, Winter Park, Florida 32789

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1773 Pine Ave. Listed | March 18, 2015
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2362

  • Year Built

    1992

  • $/SqFt

    $228

Conwill Estates - Move-in ready family home in the Winter Park 'Tree Streets'. Walk to Phelps Park, the Winter Park YMCA and Lakemont Elementary School. Excellent layout, the first floor flows from the kitchen, dining room and large family room with soaring ceilings. Updated kitchen with eat-in breakfast area connects to dining room and formal living room or den/office. New roof in 2004, new HVAC in 2007. There is a large 1st floor Master suite with direct access to the light and bright Florida room that has large windows to the completely fenced in back yard. Updated shower in the master bath. Wood burning fireplace in the family room, hardwood floors on the first floor with newer carpet in the Master. This home has been extremely well maintained and is ready to move in and enjoy the Winter Park lifestyle. 5353726

Highlander Property Group, Inc

House For Sale $3,875,000

975 Greentree Dr, Winter Park, Florida 32789

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975 Greentree Dr. Listed | 113 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5731

  • Year Built

    1989

  • $/SqFt

    $676

Unquestionably one of the most elegant, sophisticated and delightful lakefront homes in all of Winter Park. Situated on Lake Osceola and the Winter Park chain on a beautiful tree-lined street, only blocks from Park Avenue and all that downtown Winter Park has to offer. Although built in 1989, this home has a historic feel that oozes warmth, luxury and charm. This home has been totally renovated with the very best in quality including enormous brand new gourmet kitchen in 2009, all new AC’s, new Heart of Pine floors throughout, all new LED lighting and much more. Grand entrance foyer, kitchen open to large family room with built-ins and gorgeous details, breakfast room with incredible lake views, formal living room with gas fireplace, paneled library including wine room and separate office. Stunning master suite situated lakefront on the 2nd floor plus additional bedroom suite both open to grand covered balcony. 3rd bedroom suite has separate staircase and 4th bedroom suite is accessible by private elevator to the third floor. Lushly landscaped grounds including private courtyard, dock and covered boathouse with entertaining room. A truly one of a kind home for the most particular buyer. 5333705

Fannie Hillman & Associates

Viewing Homes 1 to 15 of 276

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.