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View 15 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.

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Viewing Homes 1 to 15 of 15

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 | 167 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2459

  • Year Built

    1998

  • $/SqFt

    $93

CHAIN OF LAKES ACCESS DIRECTLY ACROSS THE STREET - 4 BEDROOM, 2.5 BATH - 3 CAR GARAGE - 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 and has a private community boat ramp directly across the street on Little Lake Winterset, part of the Winter Haven Chain of Lakes. 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 $199,900

75 Sunset View Dr # 75, Winter Haven, Florida 33884

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75 Sunset View Dr # 75. Listed | 34 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1906

  • Year Built

    1990

  • $/SqFt

    $104

One of a kind custom built condo is located in Winterset, a Waterfront Community on Winter Haven's Chain of Lakes. Offering the very best in waterfront living. The Very Spacious 2 Bedrooms, 2 bathrooms, 1906SF home has multiple entertainment areas with a Great room plan, living/dining room, den, breakfast room and Florida room. Some special features include: Cork flooring with ceramic tile in bathrooms and Florida room. Carpet in bedrooms. Great room has specialty ceilings with skylight, recess lighting and crown molding. Fully equipped Island kitchen has breakfast bar with Corian counter tops, gas cook top, built in convection microwave oven/oven and built in fridge with matching panels. Study has custom built entertainment center with shelving and cabinets. Custom blinds and window treatments throughout. Intercom system. Lake view master suite also has specialty ceilings, seated walk-in shower and walk in closet. Washer/dryer hookup. Attached 1 car garage. This exceptional residence captures the beauty and tranquility of Florida Living Throughout. The lakefront setting has amazing views of Lake Winterset. Winterset - Gated community with pool/spa, tennis, volleyball, dock, boat ramp providing access to Lk. Winterset. Close to LEGOLAND, banking, shopping and restaurants. Easy access to Hwy 27 and I-4. 4705934

* Potential Great Value

Norris & Company Realty, Llc

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 | 137 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 $209,900

1122 Shoreline Ln, Winter Haven, Florida 33884

Reduced By $15,100

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1122 Shoreline Ln. Listed | 33 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1793

  • Year Built

    1997

  • $/SqFt

    $117

Lake Front Living! Spectacular Sunsets! Maintenance Free Lifestyle! Outstanding Community Features with Public Boat Ramp & Dock!............If this is the lifestyle you are looking for, look no further. This beautifully maintained 3 Bedroom/2 Bath Patio home is situated directly on Lake Winterset, directly on the Winter Haven Chain-Of-Lakes. Known for its highly desirable location at the end of the Chain and its crystal clear waters, Lake Winterset is THE place to be if you desire a home on the water. This pristine home includes many features such as; Ceramic Tile floors thru out, 10' Volume Ceilings thru out, Crown Molding, Thermopane / Tinted windows, Tray Ceiling in the Master Suite, Jetted Tub and Dual Sinks in the Master Bath, Cultured Marble vanity tops, 42" Wood upper cabinetry in the Kitchen, wired for Surround Sound, decorative Niches and plant shelves thru out and much more! The community of Winterset offers Maintenance Free grounds keep, gated/guarded Entry, Community Pool, Tennis Courts, Clubhouse, Fitness Center, Boat Dock and Launch, all at an affordable monthly fee. Centrally located, just minutes from Legoland with easy access to Hwy 27, Airports, Theme Parks, Shopping, and Hospitals. If your dream is to own a piece of the Sunshine State.........buy now while prices are still hot! 4705957

Realty On The Ridge Llc

Winterset | House For Sale $375,000

3380 Lakeview Dr, Winter Haven, Florida 33884

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3380 Lakeview Dr. Listed | 67 Days Ago
  • 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 $569,000

2686 Wyndsor Oaks Pl, Winter Haven, Florida 33884

Reduced By $10,000

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2686 Wyndsor Oaks Pl. Listed | 237 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 $199,000

6726 Winterset Gardens Rd, Winter Haven, Florida 33884

Reduced By $40,000

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6726 Winterset Gardens Rd. Listed | 189 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 $250,000

7 Winterset Dr, Winter Haven, Florida 33884

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7 Winterset Dr. Listed | 566 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 $72,500

205 Laurel Cove Way # 205, Winter Haven, Florida 33884

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205 Laurel Cove Way # 205. Listed | 62 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1054

  • Year Built

    1985

  • $/SqFt

    $68

2nd story condo with magnificent, panoramic views of Lake Winterset. See gorgeous sunsets and water birds from your screened balcony. Large storage closet on porch. Truly carefree lifestyle. Lots of amenities including pool, tennis, clubhouse, boat ramps. Near shopping, Lego-land, and restaurants with easy access to Tampa and Orlando. 4705499

Coldwell Banker Residential Re

Winterset | House For Sale $209,000

2815 Winterset Park, Winter Haven, Florida 33884

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2815 Winterset Park. Listed | 56 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2648

  • Year Built

    1988

  • $/SqFt

    $78

RELAX YOUR EVENINGS SITTING IN THE SCREENED LANAI WATCHING THE LEGOLAND FIREWORKS IN THIS WONDERFUL HOME. GREAT 4 BEDROOM FAMILY POOL HOME IN SE WINTER HAVEN WITH LOTS OF PRIVACY LOCATED IN A QUIET CULDESAC. WHETHER IT BE YOUR LARGE OR GROWING FAMILY, THE TEENAGERS OR MOTHER-IN-LAW, THE 3 1/2 BATHS OFFER PLENTY OF PRIVACY. THERE IS A LARGE SECLUDED DEN WITH VAULTED CEILINGS. THE FORMAL DINING ROOM IS SITUATED OFF THE KITCHEN. THE 2 CAR GARAGE IS EXTRA-DEEP FOR EFFICIENT WORKSPACE OR STORAGE. THE LARGE FENCED BACK YARD HAS ENLESS POSSIBILITIES. OWNERS ARE ISTALLING 2 NEW A/C SYSTEMS WITH SEPARATE ZONINGS FOR UPSTAIRS AND DOWNSTAIRS. 4705634

Collany Properties

Winterset | House For Sale $335,000

6709 Winterset Gardens Rd, Winter Haven, Florida 33884

Reduced By $62,000

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6709 Winterset Gardens Rd. Listed | 336 Days Ago
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2115

  • Year Built

    1960

  • $/SqFt

    $158

Lovely lakefront home situated on the desirable Chain of Lakes. 3 bedroom, 2 bath, 2 car carport, nice sized lot, private boat dock with vinyl and pvc. Beautiful landscaping and irrigation from the lake. Dock has nice seating area with attached storage. Great home to enjoy Florida-style living! 4701297

Coldwell Banker Residential Re

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 | 462 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 $89,900

610 Sweet Bay Cir # 610, Winter Haven, Florida 33884

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610 Sweet Bay Cir # 610. Listed | 41 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1985

  • $/SqFt

    $82

SHORT SALE - Waterfront condominium with gorgeous view. From the front entry of this condominium unit you can see stunning Lake Winterset. This unit would make a great family home, investment opportunity or 2nd home for a winter resident! Unit offers 2 large bedrooms and 2 large baths with Dining/Family Room Combo and attached kitchen. Master bedroom features sliding glass doors and balcony overlooking the lake along with a large walk in closet, laminate wood flooring and master bath. Master bath offers dual sinks and newly updated tile in the walk in shower. Community features include recreation facility, community pool, tennis courts and more! 4704636

* Short Sale

Property Shoppe Of Central Fl

Winterset | House For Sale $1,700,000

118 Wyndham Dr, Winter Haven, Florida 33884

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118 Wyndham Dr. Listed | 106 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 $225,950

9 Winterset Dr, Winter Haven, Florida 33884

Reduced By $10,000

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9 Winterset Dr. Listed | July 8, 2015
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2489

  • Year Built

    1972

  • $/SqFt

    $90

This remodeled family home is located on almost 1/2 an acre. Check out the oversized pool area, and great, fenced, yard. Recent renovations include a brand new kitchen, with new cabinets, granite counter tops, a, glass, tile backsplash & stainless steel appliances. Other updates include a fresh coat of interior & exterior paint, new carpet, new lights & fans, updated bathrooms and much more. The family room features a stone fireplace & skylights. 4704768

Porchlight Homes Llc

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Viewing Homes 1 to 15 of 15