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View 22 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 22

Winterset | House For Sale $225,000

6606 Winterset Gardens Rd, Winter Haven, Florida 33884

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6606 Winterset Gardens Rd. Listed | 36 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2660

  • Year Built

    2003

  • $/SqFt

    $84

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 | 66 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 $152,900

6626 Winterset Gardens Rd, Winter Haven, Florida 33884

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6626 Winterset Gardens Rd. Listed | April 22, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1852

  • Year Built

    1992

  • $/SqFt

    $82

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 $569,000

2686 Wyndsor Oaks Pl, Winter Haven, Florida 33884

Reduced By $10,000

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2686 Wyndsor Oaks Pl. Listed | 136 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 $219,700

6726 Winterset Gardens Rd, Winter Haven, Florida 33884

Reduced By $19,300

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6726 Winterset Gardens Rd. Listed | 88 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    3438

  • Year Built

    1984

  • $/SqFt

    $63

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 $389,000

3420 Lakeview Dr, Winter Haven, Florida 33884

Reduced By $10,900

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3420 Lakeview Dr. Listed | 411 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 $165,000

2108 Jonathan Ln, Winter Haven, Florida 33884

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2108 Jonathan Ln. Listed | April 25, 2015
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1792

  • Year Built

    1987

  • $/SqFt

    $92

Popular Winterset area and close to LEGOLAND! This hard to find 3/2 home is not far from stores, restaurants and major roads, yet nestled in an established neighborhood where the yards are plenty and surrounded by Majestic Oak trees. New roof in '03-'04, exterior repainted in 2004, central A/C was replaced in 2004. Sprinkler system was replaced also. New carpeting in bedrooms, tile in both baths and wood flooring in the remainder of this beautiful Split bedroom home! Vaulted ceilings, open Foyer, Great room, Formal Living room, Formal Dining room, Screened in Veranda with Skylights. As you enjoy sitting out in your Veranda, you can catch a glimpse of Lake Dexter across the road. This charming home has been beautifully decorated throughout. Master bedroom suite has a spacious bath with Soaking tub and walk in shower, privacy toilet, plenty of counter space and double sinks. Walk-in closet and sliding glass doors leading out into the Veranda. Guest Bath has new tile in tub/shower also. Formal Dining Room also has Sliding glass doors leading into the Veranda. Double Door entry into the foyer and laundry room has plenty of space for hanging laundry right inside the garage entry door. Veranda has pass through window from Kitchen. Great room is adorned with a fireplace and sliding glass doors leading into the screened in Veranda. Lots of space! Seller providing a 1 year Home Warranty. 4703649

Coldwell Banker Residential Re

Winterset | House For Sale $79,500

406 Laurel Cove Way # 1, Winter Haven, Florida 33884

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406 Laurel Cove Way # 1. Listed | 58 Days Ago
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1250

  • Year Built

    1986

  • $/SqFt

    $63

Gorgeous lakefront sunsets turn to tranquil, gentle nights from your screened lanai. Beautiful Lake Winterset 2 Bedroom, 2 Bath gtound floor condo. Freshly remodeled and updated. Master Bedroom features spacious closets, desk nook, private sliding glass doors to lanai and custom shower. New kitchen cabinets, counter tops and dishwasher. Ceiling fans throughout. Stackable washer and dryer. 24/7 manned security entrance. Reserved & guest parking. Clubhouse, Resort style pool, heated spa, fitness center, lighted tennis courts & shuffleboard courts. Convenient to shopping, medical and LEGOLAND. Access to Winter Haven Chain of Lakes. Did we mention fishing? Relax into a maintenance free Florida lifestyle in your full-time home, rental or winter get away. 4703914

Coldwell Banker Residential Re

Winterset | House For Sale $1,700,000

118 Wyndham Dr, Winter Haven, Florida 33884

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118 Wyndham Dr. Listed | April 21, 2015
  • 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 $93,900

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

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401 Laurel Cove Way # 401. Listed | April 23, 2015
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1096

  • Year Built

    1985

  • $/SqFt

    $85

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 $99,900

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

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610 Sweet Bay Cir # 610. Listed | April 15, 2015
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1090

  • Year Built

    1985

  • $/SqFt

    $91

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 $244,950

9 Winterset Dr, Winter Haven, Florida 33884

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9 Winterset Dr. Listed | April 24, 2015
  • Bedrooms

    4

  • Full Bath(s)

    2

  • Sq. Ft.

    2489

  • Year Built

    1972

  • $/SqFt

    $98

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

Winterset | House For Sale $49,000

1805 Garden Lake Dr # 1805, Winter Haven, Florida 33884

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1805 Garden Lake Dr # 1805. Listed | April 2, 2015
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    828

  • Year Built

    1986

  • $/SqFt

    $59

Cozy 1 BR/ 1BA Ground Floor Condo in Gated Community. Condo also features covered screened porch over looking peaceful lagoon and private Board Walk. Beautiful Winterset Community offers amazing amenities including 24 hour manned Security Guard, Access to Chain of Lakes, Community Boat Ramp, Community Pool, Club House and Tennis Courts. Call today for an appointment. 4700404

By Design Real Estate Services

Winterset | House For Sale $595,000

2679 Wyndsor Oaks Pl, Winter Haven, Florida 33884

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2679 Wyndsor Oaks Pl. Listed | 192 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3901

  • Year Built

    2004

  • $/SqFt

    $152

Executive Waterfront Pool Home. Absolutely stunning, this amazing residence is designed for the ultimate in entertaining. Situated in Wyndsor at Lake Winterset on .55 acre lot, this 4 bedroom, 4 bathroom home provides 3901sf and boasts the finest appointments and craftsmanship throughout. No expense has been spared or detail overlooked, enjoy the casual elegance with unique features in each room. Formal living and dining rooms feature: Custom inlaid tile flooring, stunning 12ft ceilings, extensive moldings & trim, majestic interior columns, hardwood flooring, elegant chandeliers. Gourmet island kitchen has; granite counter tops, stainless appliances, built-in oven, microwave & TV, walk-in pantry. Tropical pool area has automatic pool and spa. Large screen enclosure is perfect for entertaining including brick paved lanai and pool deck, pool bath and private porch. Complimented by artistically designed landscaping, brick paved drive and walkways. Gas generator to run entire home. 4700577

Norris & Company Realty, Llc

Winterset | House For Sale $250,000

7 Winterset Dr, Winter Haven, Florida 33884

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7 Winterset Dr. Listed | 465 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

Viewing Homes 1 to 15 of 22