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View 25 Winterset Homes for Sale

Below you can view all the homes for sale in the Winterset subdivision located in Winter Haven Florida. Listings in Winterset are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Winterset, give us a call at (407) 444-0331.

Viewing Homes 1 to 15 of 25

Winterset | House For Sale $131,100

6626 Winterset Gardens Rd, Winter Haven, Florida 33884

Reduced By $21,800

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6626 Winterset Gardens Rd. Listed | 68 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1852

  • Year Built

    1992

  • $/SqFt

    $70

Location! This 3 bedroom 2 bath pool home located in Winterset Gardens that has a private community boat launch for the homeowners to Lake Winterset. Home features formal dining room and living room combo, nice kitchen with breakfast nook and bar, split bedroom plan and large inside utility. Sliding glass doors open from the kitchen, dining and bedroom to a nice private screened lanai and pool. 2 car garage and sits on a large lot in a rural neighborhood with convenient access to schools, restaurants, shopping and LegoLand. Call for youur private showing! 4704824

* Bank Owned

Coldwell Banker Residential Re

Winterset | House For Sale $219,900

6606 Winterset Gardens Rd, Winter Haven, Florida 33884

Reduced By $5,100

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6606 Winterset Gardens Rd. Listed | 100 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2660

  • Year Built

    2003

  • $/SqFt

    $82

Winterset Gardens Beauty....Access & Boat Ramp to Lake Winterset and "Chain of Lakes" the Ski Capital of the World. This home is price below appraised value. 4 Bedroom, 3 Bath plus Bonus Room. Formal Living Room, Family Room, Dining Room, Eat in Kitchen and 3 car garage! Berber carpet and ceramic tile throughout. This home has been very well kept and is in excellent condition. 4704327

Coldwell Banker Residential Re

Winterset | House For Sale $229,000

6604 Winterset Gardens Rd, Winter Haven, Florida 33884

Reduced By $10,900

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6604 Winterset Gardens Rd. Listed | 130 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2459

  • Year Built

    1998

  • $/SqFt

    $93

CHAIN OF LAKES ACCESS 4 BEDROOM, 2.5 BATH HOME WITH 3 CAR GARAGE AND LARGE 0.40 ACRE CORNER LOT IN WINTERSET GARDENS. This move-in ready, one owner, 2,459 square foot home was custom built in 1998. Floor plan offers formal living and dining rooms, open kitchen that overlooks the spacious family room, split bedrooms and inside laundry room with half bath. Some of the interior features include large room sizes, an abundance of walk-in closets and storage, security system, new water heater, new laundry room carpet, 2 air conditioning units and 14 foot soaring ceiling heights. Master bath features a jetted soaking tub, walk-in shower, dual vanities and his and her walk-in closets. Kitchen comes equipped with a full appliance package, breakfast bar and pass through window that opens to the 43 X 10 screen enclosed lanai. The large, corner lot sits across from the community's private boat ramp for Little Lake Winterset, one of the most desireable lakes on The Chain. Exterior features include a side entry 3 car garage, extended driveway, irrigation well and timer and plenty of room to park your boat. HOA is optional and not required. Optional HOA fee is $100 per year. Very clean home that is waiting for it's new owner. 4703813

Real Estate Investment & Asset

Winterset | House For Sale $199,000

6726 Winterset Gardens Rd, Winter Haven, Florida 33884

Reduced By $40,000

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6726 Winterset Gardens Rd. Listed | 152 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3438

  • Year Built

    1984

  • $/SqFt

    $57

This Spacious Home is Located in the Peaceful Lakefront Community of Winterset Gardens offering a Private Community Boat Ramp. The Large Eat in Kitchen features Solid Wood Cabinetry with Crown Molding, Decorative Tile Backsplash and Corian Countertops. The Generously Sized30x25 Great Room offers Delightful Lake Views and features a set of three French Doors leading to the Balcony. The Master Bedroom Suite offers Dual Closets and a Remodeled Private Master Bath. Bedrooms 2 and 3 feature Parquet Wood Flooring and a Jack & Jill Bath. The 1st Floor Level will make a great In-law Suite offering a Family Room, 4th Bedroom, Full Bath and a Large Florida Room. Other amenities include a Full Basement, Indoor Laundry Area, Freshly Painted Interior, Off Street Parking for a Boat or RV, 2 Car Garage, Balcony, Covered Patio and Private Fenced in Back Yard. This Wonderful Property is Located in a Desirable Community with a short commute to Shopping, Restaurants, Schools and Lego Land. 4703435

* Potential Great Value

Century 21 At Your Service

Winterset | House For Sale $569,000

2686 Wyndsor Oaks Pl, Winter Haven, Florida 33884

Reduced By $10,000

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2686 Wyndsor Oaks Pl. Listed | 200 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3455

  • Year Built

    2002

  • $/SqFt

    $164

CUSTOM BUILT IN EXCLUSIVE LAKEFRONT GUARD GATED WYNDSOR AT LAKE WINTERSET NEIGHBORHOOD. This one-owner 4 Bedroom, 3.5 Bath traditional home with over 3,400 square feet of living area was custom built by the owner/builder in 2002 for his own family. Many high-end finishes including Travertine flooring in the living areas, Double-pane windows, solid surface Zodiac counters, Kraft-maid coffee & cherry cabinetry in the Kitchen, Plantation shutters, tons of crown molding, custom woodwork and so much more. Spacious ground floor master suite with His & Her closets and large master bath with beautiful walk-in shower. Upstairs, guests and other family members enjoy two spacious bedrooms both with walk-in closets and en-suite baths. Also upstairs, a roomy family/bonus room with office nook. Outside, massive oaks over a fenced pool area with lovely saltwater pool with a water feature and your own boathouse complete with dock and lift. Irrigation is provided by your own 4 inch well. Lots of storage in the 3 car garage and a huge laundry room. This property is on over 3/4 acre on the canal that leads directly into Lake Winterset part of the World famous " Winter Haven Chain of Lakes". The neighborhood is considered one of the finest in all of Winter Haven and offers many amenities including, tennis courts and playground. 4702758

By Design Real Estate Services

Winterset | House For Sale $65,000

8503 Waterview Way # 8503, Winter Haven, Florida 33884

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8503 Waterview Way # 8503. Listed | June 26, 2015
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    930

  • Year Built

    1989

  • $/SqFt

    $69

WINTERSET CONDO - NEAR LEGOLAND FLORIDA - GROUND FLOOR END UNIT...This 2 bedroom, 2 bath ground floor end-unit condo is super clean and absolutely move-in ready with brand new carpeting, newly painted interior, updated lighting fixtures and a brand new a/c unit. Layout offers a nice sized great room, dinette area, split bedrooms and a kitchen complete with range, dishwasher and refrigerator. Large 11x17 master bedroom with new ceiling fan, en-suite bathroom and a large walk-in closet. Second bedroom with ceiling fan, large closet and easy access to the full guest bathroom. You will also find an inside laundry with hook-ups for a stackable washer and dryer. Community features a gated and guarded entry, lush landscaping with well-maintained grounds, wide streets ideal for walking and biking, clubhouse that can be rented out for special events, lakeside tennis courts and a luxurious heated pool and spa with great lake views. The Winterset community is close to everything including shopping, dining and medical facilities and is also only 1 mile to the Publix shopping plaza and Legoland Florida. The area's most desirable condo complex!!! 4705868

Real Estate Investment & Asset

Winterset | House For Sale $360,000

6781 Winterset Gardens Rd, Winter Haven, Florida 33884

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6781 Winterset Gardens Rd. Listed | June 25, 2015
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2104

  • Year Built

    1959

  • $/SqFt

    $171

Enjoy the incredible lake views from all main living areas. This entertainment friendly house has the perfect setting on Lake Winterset, Winter Haven’s Chain of Lakes.Covered entry porch, complimented by matured Oaks and new landscaping. Classic spacious design provides: 2 Bedrooms and 2.5 bathrooms with 2072 SF of living area...Great room plan features fireplace, marble surround, Cedar wall with built in entertainment center & mirrored wall enhancing the dining area. Double sliding glass doors open to Florida room. Refinished Terrazzo floors throughout. Florida room has tiled flooring, ceiling fans, knotty Pine ceiling, Faux painting, sliding doors all around opening to outdoor deck. Kitchen has solid wood cabinets, granite counter tops and breakfast bar. Stainless steel back splash, Faux paint, pendant lighting, stainless steel refrigerator and dishwasher with a wine cooler and a pass thru window. Game Room/Bar - Built in Cedar wet bar. Lake view master bedroom has French doors opening to lake & access to a bonus room or office with built in desk and shelving plus a cement built in gun safe. Utility room/ half bath/laundry combo/refrigerator. Back exterior of home has wrap-a-round wooden deck with pass-thru from kitchen, dining area & outdoor lighting. 2 Story boat & fishing dock has boat lift with storage & seating. Seawall. One car garage with built in storage units. Driveway and parking pad. Utility shed. Established neighborhood, private location at the end of a cul-de-sac with community boat ramp. 4705858

Norris & Company Realty, Llc

Winterset | House For Sale $375,000

3380 Lakeview Dr, Winter Haven, Florida 33884

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3380 Lakeview Dr. Listed | May 30, 2015
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1681

  • Year Built

    1957

  • $/SqFt

    $223

Chain of Lakes Property on Beautiful Lake Winterset. Great room plan, entry foyer, Florida room, 2 bedrooms and 2 bathrooms, 1681SF of living area. Great room has expansive sliding glass doors opening to screened lanai offering panoramic lake views. Screen enclosed lanai has brick flooring Kitchen has breakfast bar. Lake view master suite has double closets and tub with shower. Ample storage. Attached 2 car garage has washer/dryer hookup. Parking pad. Landscaped with mature Oak and Palm trees, located on 0 .53 acre lot with 100Ft frontage on Lake Winterset. Still in the process of remodeling. All new exterior paint, new interior paint, re-finished ceilings, updated master bathroom. New Stainless steel appliances to include: Range, dishwasher and refrigerator. Located 1/2 a mile from Florida’s new Theme Park and Hotel at Legoland. 4705416

Norris & Company Realty, Llc

Winterset | House For Sale $96,500

606 Sweet Bay Cir # 606, Winter Haven, Florida 33884

Reduced By $3,250

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606 Sweet Bay Cir # 606. Listed | June 16, 2015
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1096

  • Year Built

    1985

  • $/SqFt

    $88

Ground floor, corner unit at Winterset! Enclosed screened porch overlooks Lake Winterset and offers the perfect setting for Florida summer nights. This 2BR/2BA condo offers a gas fireplace, ceramic tile floors in living areas, and plenty of room to roam. Master bedroom features wood laminate flooring and a walk-in closet. Master bathroom features dual sinks and shower stall. Community offers an in-ground swimming pool, spacious club house, tennis court, and a boat ramp. 4700301

Real Estate Central Group Llc

Winterset | House For Sale $389,000

3420 Lakeview Dr, Winter Haven, Florida 33884

Reduced By $10,900

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3420 Lakeview Dr. Listed | 475 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2389

  • Year Built

    1957

  • $/SqFt

    $162

AMAZING CHAIN OF LAKES RESIDENCE ON S.E. WINTER HAVEN'S LAKE WINTERSET...This 3 bedroom, 2.5 bath water-lover's dream offers some of the most amazing views and lakefront-living you will ever find at this price. Walking through the front door you are immediately greeted by jaw dropping panoramic scenes of the postcard perfect lakefront. Layout consists of a large great room, formal dining space, game room/family room and a split-bedroom plan for the perfect blend of privacy and comfort while offering viewsfrom almost every room. Kitchen is finished with granite counters, handcrafted custom cabinetry, oversized range and a double oven. Relaxing master suite has beautiful bedside water views and a crisp clean master bath. Second bedroom provides an en-suitefull bathroom and dimensions worth of a junior suite. The cypress screened lanai is the perfect spot for waterfront evening dining or watching the morning's sunrise while sipping coffee. Making your way lakeside you will find a pristine white sand beachfront, dock with covered boathouse, boat lift, jet ski lift and crystal clear waters begging you to jump in. This is the ideal home for all watersport enthusiasts and Lake Winterset has long been one of the most desirable lakes on the chain for it's superior water quality and waterski-friendly conditions. Spend the weekend cruising all 17 lakes on the Southern Chain or boat just one lake over to watch the Legoland waterski show. Living the lakefront-lifestyle at it's finest!!! ***SEE VIRTUAL TOUR*** 4629704

Real Estate Investment & Asset

Winterset | House For Sale $1,700,000

118 Wyndham Dr, Winter Haven, Florida 33884

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118 Wyndham Dr. Listed | 69 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    5606

  • Year Built

    2005

  • $/SqFt

    $303

EXCLUSIVE LAKEFRONT RESIDENCE ON CENTRAL FLORIDA'S WINTER HAVEN CHAIN OF LAKES...Impressive 5,606 sqft custom luxury home with 4 bedrooms, 4.5 baths, executive office, theater/den, billiards room and over 2000 sqft of outdoor living. Executive-sized 1 acre lot on clear Lake Winterset with access to 24 other lakes on the Winter Haven Chain as well as several restaurants and bars. Beautiful Santos Mahogany floors flow throughout the main living areas and into to the chef's dream kitchen outfitted with exotic granite and high-end appliances including Sub-Zero, Wolfe, Miele and Fisher Paykel. Spacious downstairs master suite with lakeview reading area, huge walk-in closet and luxury master bath with travertine floors, travertine countertops and tumble stone accents. Executive office with rich wood flooring, built-in cabinetry and cathedral ceiling. Formal dining room with granite topped buffet, mirrored wall and rock crystal chandelier. Billiards room with wood beam coffered ceiling, lakeviews and full wet bar. Downstairs den/theater room with surround sound and built-in tv cabinet. Downstairs guest bedroom with an en-suite full bathroom. Upstairs offers a large loft area perfect for art studio or teen-suite. Two upstairs guest bedrooms with their own en-suite full bathrooms. Amazing lakeside pool area with pavered pool decking, two covered lanais, hot tub, pool bath and a full outside kitchen complete with Wolfe gas grill, range hood and refrigerator. ***SEE VIRTUAL TOUR*** 4704798

Real Estate Investment & Asset

Winterset | House For Sale $550,000

2683 Wyndsor Oaks Way, Winter Haven, Florida 33884

Reduced By $125,000

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2683 Wyndsor Oaks Way. Listed | 425 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3648

  • Year Built

    2002

  • $/SqFt

    $150

ARTHUR RUTENBERG DESIGNED POND FRONTAGE POOL HOME IN GUARDED WYNDSOR AT LAKE WINTERSET...This beautiful Jacaranda model offers 4 huge bedrooms, 4 full bathrooms, bonus room / game room, an executive office, dramatic ceilings heights and a level of finishes that are sure to impress. Exterior is enhanced by rich barrel tile roofing, custom designed brick pavered driveway and a 1/2 acre corner lot of tropical plantings and mature palms. The entry is dramatic with 20' foyer and living area ceilings heights illuminated with elegant crystal chandeliers. Granite floors add to the one of a kind feel of this home along with extensive wood trim work, plantation shutters, gas fireplace and more. Master suite is located downstairs and offers his and her's walk-in closets, bay window sitting area overlooking the pool and a spa-like master bath with two vanities, walk-in shower and relaxing soaking tub. Family room is huge with 20' ceilings, handcrafted wood entertainment console and wood grain plantation shutters. Open kitchen is very large and offers granite counters, granite backsplash, stainless appliances and center prep island. All upstairs guest bedrooms have Jack & Jill bathrooms, lots of closet space and great views of the grounds and surrounding waterfront. Amazing waterfront pool area complete with pavered covered lanai and pool deck, 30' x 14' pool with vibrant blue colored finish and plenty of room for lounging and sunning. ***SEE THE VIRTUAL TOUR*** 4630431

Real Estate Investment & Asset

Winterset | House For Sale $89,500

401 Laurel Cove Way # 401, Winter Haven, Florida 33884

Reduced By $4,400

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401 Laurel Cove Way # 401. Listed | 67 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1096

  • Year Built

    1985

  • $/SqFt

    $81

JUST REDUCED AND BACK ON THE MARKET!! Beautifully maintained, lower end unit, waterfront condo on Lake Winterset. Comes fully furnished including full size washer and dryer. This condo has everything you need to move right in. Master bedroom has sliding glass doors to the lanai and a huge walk-in closet. Kitchen was recently remodeled with custom kitchen cabinets, and granite countertops. Air conditioner is 1 year old. Ceiling fans in both bedrooms living room and lanai. Beautiful fireplace perfect for those chilly winter mornings.You can relax at the community pool, fish from the dock and much more. Maintenance Free living. Enjoy your evenings on the lanai, to watch those colorful Florida Sunsets. This condo also features it's own water shut off valve and spigot which comes in handy when your away on vacations, or just watering your flowers. Don't miss this one!! Call today 4704843

Century 21 At Your Service

Winterset | House For Sale $250,000

7 Winterset Dr, Winter Haven, Florida 33884

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7 Winterset Dr. Listed | 529 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2701

  • Year Built

    1973

  • $/SqFt

    $92

Unique family home within walking distance of Legoland. This home has exceptional features inside and outside, including fireplace with heatalator, outdoor grilling pit, workshop, oversized garage, two bonus rooms inside for office, exercise room and updates to kitchen and bath. 4628874

Choice Properties Of Cent Fl

Winterset | House For Sale $209,000

2815 Winterset Park, Winter Haven, Florida 33884

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2815 Winterset Park. Listed | June 10, 2015
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2648

  • Year Built

    1988

  • $/SqFt

    $78

Great 4 Bedroom Family Pool Home With Lots Of Privacy Located In Culdesac. 3 Full Baths And 1 Half Bath. 4705634

Collany Properties

Viewing Homes 1 to 15 of 25