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Winter Park FL Real Estate - View 292 Winter Park Homes for Sale

View 292 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 292

House For Sale $274,900

2001 Byron Rd, Winter Park, Florida 32792

Reduced By $18,000

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2001 Byron Rd. Listed | 169 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1432

  • Year Built

    1957

  • $/SqFt

    $191

Eastgate - Reduced!!!Winter Park Charmer, looking for a gorgeous, move-in-ready home with everything brand new in the city of Winter Park. In this quiet street, this home was just completely renovated. It has is it all including a new roof, new double pane glass, low E windows, designer Kitchen with brand new cabinets, granite, stainless appliances, electric panel upgraded to include bathrooms, kitchen and family room. 2 Elegant new bath rooms with vanities , granite and Porcelain tile, new lighting, the original red oak hardwood floors have been completely redone, new interior doors with new hardware, upgraded base boards with crown molding, new drywall texture, exterior/interior paint, new Seville sod and upgraded front lawn landscape package, has a well and irrigation system, laundry with extra storage, renovated backyard shed for storage add to this a 1 car garage, new door with opener. Newer A/C, Newer plumbing. The "Huge" backyard (can be your blank canvas) easily accommodates a pool with extra space for a swing set, the existing shed and much more. If not the best, it is one of the best lots in the neighborhood. No HOA. A rated Winter Park schools, Walk to the YMCA, Whole Foods. Close to shopping and dining on Park Ave, Rollins College and Winter Park Hospital. Stop by ASAP to see this before it's snatched up!! OWNERS WILL CONTRIBUTE UP TO $4,000.00 TOWARDS buyer's closing costs with full offer!! 5232899

Equitypoint Properties Llc

House For Sale $350,000

2407 Lafayette Avenue, Winter Park, Florida 32789

Reduced By $25,000

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2407 Lafayette Avenue. Listed | 384 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    1

  • Sq. Ft.

    1034

  • Year Built

    1958

  • $/SqFt

    $338

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 $850,000

1840 Bryan Ave, Winter Park, Florida 32789

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1840 Bryan Ave. Listed | 70 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3461

  • Year Built

    2014

  • $/SqFt

    $245

Welcoming and radiant, this brand new custom Winter Park home features four bedrooms, three and a half bathrooms, split floor plan, 3,400 square feet of living space, lofty ceilings and a sought-after central locale. Complete with distressed hickory wood floors throughout the first floor, mahogany and glass front double doors and designer lighting. This elegant home delivers the benefits of living in Winter Park. Upgrades include exposed wood and wrought iron staircase, crown molding, French doors, 8ft solid core doors, double pane windows, surround sound, solid wood cabinets in kitchen and exotic granite. Granite in all baths and laundry room. Expansive master bedroom and master bath. Master bedroom suite and 2nd bedroom suite downstairs with 2 additional bedrooms, shared bathroom and loft upstairs. Designer Kitchen features Bosch stainless steel appliances, kitchen bar, and eat-in breakfast area. Great "A" rated Winter Park schools. Conveniently located close to Rollins College, Winter Park Hospital, YMCA, Whole Foods, and downtown Park Ave. 5319321

Exit Real Estate Results

House For Sale $139,900

2417 Chantilly Ave, Winter Park, Florida 32789

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2417 Chantilly Ave. Listed | November 25, 2014
  • Bedrooms

    2

  • Full Bath(s)

    1

  • Sq. Ft.

    690

  • Year Built

    1956

  • $/SqFt

    $202

Winter Park Village - Location! Location! Location! Adorable 2 bedroom 1 bath home in Winter Park. Large corner fenced lot. Perfect for first time home buyer or investor. Dommerich Elementary, Maitland Middle, and Winter Park High. Easy to show! 5332711

Fannie Hillman & Associates

House For Sale $3,525,000

1316 Green Cove Rd, Winter Park, Florida 32789

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1316 Green Cove Rd. Listed | 154 Days Ago
  • Bedrooms

    6

  • Full Bath(s)

    6

  • Sq. Ft.

    6763

  • Year Built

    1991

  • $/SqFt

    $521

Camwood - Spectacular Winter Park Chain-of-Lakes Pool Home. Step inside to experience the true grandeur of this home~ the first view from the foyer is breath-taking with the 2-story formal living room showcasing views of the pool, grounds and Lake Maitland. Originally built & designed by Randy Reyna in 1991, and renovated by Charles Clayton in 2004, this home has incredible living spaces. The kitchen offers top-of-the-line appliances including a Meile 6-burner gas range, double ovens & two side-by-side integrated Subzeros and a breakfast room/2nd dining room with a custom bar with a 52-bottle wine fridge. The private master suite has a sitting area/office, a marble fireplace, a 20x16 closet & a luxurious bath suite. A bedroom is adjacent to the master suite, and can be a fitness room, office or nursery. The formal dining room and family room complete the first floor, and creates the perfect space for entertaining with floor-to-ceiling windows. The expansive lanai overlooks the grounds and beautiful lake. The second floor has four bedroom en suites ~ three with access to the balcony that spans the width of the home. Extras include, but are not limited to: a great dock & boat house w/hoist, a 3-car garage w/storage space, two laundry rooms (one on each floor), Lutron lighting & surround-sound speakers throughout the first floor, and a state-of-the-art security system with video surveillance. Located in a premier Winter Park neighborhood~ walking distance to fine dining and shopping on Winter Park's renowned Park Ave. 5302334

Waycool Real Estate

House For Sale $5,499,000

1250 N Park Ave, Winter Park, Florida 32789

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1250 N Park Ave. Listed | 146 Days Ago
  • Bedrooms

    5

  • Full Bath(s)

    5

  • Sq. Ft.

    8207

  • Year Built

    2001

  • $/SqFt

    $670

This exquisite lakefront gated estate custom built by Charles Clayton in 2001 is situated on an amazing 1.5 acre meticulously manicured lot with 157 ft on the shores of Lake Maitland of the exclusive Winter Park Chain of Lakes. Spectacular lake views and quality craftsmanship throughout . Downstairs master suite with sitting room and fireplace. Downstairs guest suite with private entrance. Rich mahogany paneled office/library with fireplace. Gourmet kitchen boasts delightful breakfast nook. Fantastic living room with 20 ft ceilings. Cozy family room has a fireplace and walk-in wet bar. Upstairs are three bedroom suites, a soundproof media room with theatre seating and state of the art electronics as well as a large bonus/game room and exercise room. Enjoy stunning sunsets year-round from the large covered lanai with screened solar and gas heated pool , fountain, spa and summer kitchen. Private boat dock and lift make this home perfect for entertaining or family living! The oversized three car garage with separate air conditioned one car garage plus additional storage building will hold your cars, boat, motorcycles and more. Absolutely no detail overlooked. Excellent Winter Park location in the heart of Olde Winter Park . CREATIVE SELLER FINANCING AVAILABLE. 5304210

Coldwell Banker Residential Re

House For Sale $349,000

1850 Whitehall Dr, Winter Park, Florida 32789

Reduced By $16,000

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1850 Whitehall Dr. Listed | 31 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1670

  • Year Built

    1958

  • $/SqFt

    $208

Kenilworth Shores - This is a wonderful Key West style home located in the sought after neighborhood of Kenilworth Shores in Winter Park. This 3 bedroom 2 bath home has an open floor plan with family room/dining room combo, a wonderful family room overlooking the lush tropical landscape of the backyard with a state of the art in ground pool. Enjoy the weekends lounging around the black bottom pool and the lush landscape surrounding the backyard. Every interior door are solid pine louvre doors to give the home that Key West feel! The backyard also has a gazebo, totally fenced in and lots of room to roam. Conveniently located between Baldwin Park and Winter Parks Park Avenue. Winter Park School district and a great first time home buyer home! 5326924

Fannie Hillman & Associates

House For Sale $829,000

4469 Old Bear Run, Winter Park, Florida 32792

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4469 Old Bear Run. Listed | November 25, 2014
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4288

  • Year Built

    1978

  • $/SqFt

    $193

Call 407-883-2778 for showing instructions 5332463

* Potential Great Value

Ameriteam Realty, Inc.

House For Sale $649,000

1231 Palmer Ave, Winter Park, Florida 32789

Reduced By $50,000

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1231 Palmer Ave. Listed | 174 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2348

  • Year Built

    1948

  • $/SqFt

    $276

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 $595,000

665 Randy Ln, Winter Park, Florida 32789

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665 Randy Ln. Listed | November 15, 2014
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2978

  • Year Built

    1957

  • $/SqFt

    $199

Timberlane Shores - Completely Renovated 4/3 Winter Park home located on an oversized corner lot. Second story kids playroom or air conditioned storage area. Great schools. Hardwood and Travertine floors throughout. Gorgeous new kitchen including large Granite bar, counter tops and Stainless Steal Appliances. New Master Suite with Bamboo Wood floors and double closets. Sun Parlor, Formals including cozy wood burning fireplace. Every inch of this home has been updated / remodeled inside and out!! Minutes to Downtown Winter Park, Baldwin Park, shopping, Professional offices and Florida Hospital Winter Park. 5331146

Bhhs Results Realty

House For Sale $420,000

537 N Phelps Ave, Winter Park, Florida 32789

Reduced By $24,000

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537 N Phelps Ave. Listed | 154 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2153

  • Year Built

    1957

  • $/SqFt

    $195

Stunning home located in one of Winter Park’s most desirable neighborhoods! Completely renovated, this captivating, traditional style home features three bedrooms, three full baths and an open living and dining area filled with natural light. Character and charm flow throughout the home with meticulously maintained, original hardwood floors. An updated kitchen, featuring solid wood cabinets, granite countertops and a GE appliance package bring a modern touch to the home’s interior. Master suite is generous in size and offers an en suite with oversized soaking tub, separate shower and walk-in closet with custom built-ins. French doors lead to the open patio and allow for a relaxing environment, overlooking the professionally landscaped backyard. Located in the heart of Winter Park, among the mature oak trees, and within walking distance to “A” rated schools, do not miss the opportunity to lives just minutes from Winter Park’s celebrated Park Avenue and call this residence your home! 5302292

Kelly Price & Company Llc

House For Sale $849,000

907 Moss Ln, Winter Park, Florida 32789

Reduced By $26,000

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907 Moss Ln. Listed | 125 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2540

  • Year Built

    2003

  • $/SqFt

    $334

Maitland Shores - Home is priced below appraised value!! This handsomely appointed Rex-Tibbs Mediterranean is just what you’ve been waiting for. A true entertainer’s delight, the open floor plan flows seamlessly in this 2,540 square foot light and bright home. No detail has been overlooked. Hardwood flooring, plantation shutters and crown molding can be found throughout the entire house. French doors open from the expansive first floor living area and master suite to the salt-water pool surrounded by red brick pavers and a yard full of immaculately maintained landscaping. The gourmet kitchen features granite and wood countertops and has been recently updated with new appliances, a chef’s dream. A wooden staircase with wrought-iron banisters leads upstairs to the two additional bedrooms, one containing a small balcony overlooking the pavered front patio area and providing views of the mature oak trees of Moss Lane. Zoned for Dommerich Elementary, Maitland Middle and Winter Park High School. Deeded lake access with a prime location near Lake Maitland and The Winter Park Racquet Club as well as a short distance from downtown Winter Park make this home a real gem that must be seen! UPDATE: New interior paint in select rooms! 5308618

Fannie Hillman & Associates

House For Sale $314,900

1351 Canterbury Rd, Winter Park, Florida 32789

Reduced By $10,000

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1351 Canterbury Rd. Listed | 67 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2009

  • Year Built

    1940

  • $/SqFt

    $156

Orwin Manor - NEW PRICE! 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. 2000+ SF total on nearly a quarter acre with fenced backyard. New AC, Termite Bond and transferable Roof Warranty for peace of mind. Vintage details include original oak harwoods and interior doors/hardware. 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. 5319814

Keller Williams At The Parks

House For Sale $2,950,000

699 Osceola Ave, Winter Park, Florida 32789

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699 Osceola Ave. Listed | 125 Days Ago
  • Bedrooms

    5

  • Full Bath(s)

    3

  • Sq. Ft.

    5409

  • Year Built

    1930

  • $/SqFt

    $545

One of the original Winter Park Spanish Mediterranean estate homes built in 1930 to the Sinclair Oil family and noted in Winter Park history. This home has been renovated within its original design, authentic to every detail. Situated on Lake Osceola and part of the Winter Park chain of lakes it cannot be matched. Inside you will notice cypress woodwork, original tile, plaster walls, and all the details you would expect. Large rooms with expansive lake views including a large Master Suite downstairs. Upstairs four additional bedrooms all with privacy and views of the lake as well. Kitchen and bathrooms all renovated with today's modern requirements including a whole house generator system. Large yard with a large swimming pool and dock for your enjoyment of Lake Osceola. Call today for your private showing. 5308629

Bhhs Florida Realty

House For Sale $3,500,000

1400 N New York Ave, Winter Park, Florida 32789

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1400 N New York Ave. Listed | November 25, 2014
  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5684

  • Year Built

    1977

  • $/SqFt

    $615

LAKEFRONT LIVING at it's FINEST in a SPECTACULAR DOWNTOWN WINTER PARK LOCATION! CHAIN OF LAKES Executive Estate with AMAZING Guest Quarters nestled in the HEART of OLDE WINTER PARK! Sprawling property offers panoramic views from 130 waterfront feet on picturesque Lake Maitland! This Elegant home (totally renovated in 2001) boasts an OUTSTANDING Master Suite with His & Her Bathrooms & walk in closets; SOARING CEILINGS in Foyer & Formal Rooms; a smartly appointed GOURMET KITCHEN with stunning cabinets & granite AND a cozy Breakfast nook; Family Room with exquisite millwork & built-ins PLUS a gas fireplace! The 26 x 17 downstairs bonus room perfect for your home office, game room or In-Law Suite PLUS an incredible Guest Home above the 3 Car Detached Garage includes vaulted ceilings, large bedroom/full bath & fully equipped kitchen & laundry room. STUNNING back yard oasis includes a FABULOUS Patio for entertaining, perfectly manicured landscaping & stone enhanced waterfront with boat dock. WALK to Park Avenue from this serene Cul-de-Sac location! WELCOME HOME! 5332582

Fannie Hillman & Associates

Viewing Homes 1 to 15 of 292

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.