Winter Garden/Oakland Homes with No Deed Restriction Community Extras

Winter Garden/Oakland Homes with No Deed Restriction Community Extras

Welcome to the charming community of Winter Garden and Oakland, nestled in the heart of Central Florida. This enchanting region is known for its picturesque landscapes, rich history, and vibrant local culture. With its close proximity to Orlando, residents enjoy the perfect blend of small-town charm and urban convenience, making it an ideal place to call home.

Winter Garden boasts a delightful historic downtown area filled with boutique shops, cozy cafes, and a thriving farmer's market that draws visitors from near and far. The scenic West Orange Trail runs through the area, offering miles of paved paths for walking, biking, and enjoying the beautiful Florida weather. Oakland, with its serene lakes and lush greenery, provides a tranquil escape, perfect for nature lovers and outdoor enthusiasts.

One of the standout features of this region is the availability of homes in communities with no deed restrictions. These properties offer the freedom to personalize your living space without the constraints often found in traditional neighborhoods. Whether you're looking to create a beautiful garden, park your RV, or simply enjoy your property without limitations, these homes provide the perfect canvas for your dreams.

The community extras are abundant in Winter Garden and Oakland, with an array of recreational facilities, parks, and family-friendly events that foster a strong sense of community. From local festivals to outdoor concerts, there’s always something happening here.

If you're seeking a place that combines the warmth of community with the freedom of homeownership, Winter Garden and Oakland are waiting to welcome you with open arms. Discover your perfect home in this vibrant and inviting region today!

Newest Winter Garden/Oakland Homes with No Deed Restriction Community Extras

3 Beds ⋅ 3 Baths ⋅ Grove Residence & Spa Hotel Condo Li SubDv. ⋅ 34787 Zip Code

**Spacious 3-bedroom, 3-bathroom fully-furnished condo located on the fourth floor of the beautiful Grove Resort and Water Park! This condo has a full kitchen, full washer and dryer, large primary bedroom with sitting area, large primary bathroom with dual sinks and separate shower and tub, a second bedroom with its own ensuite bathroom, and a third bedroom and bathroom. The screened-in balcony overlooks the central fountain area, so the location is only a short stroll away from any amenities! You have the Surfari water park with a large heated pool, lazy river, water slides, splash area, and the Flowrider surfing experience! The Longboard Bar and Grill is located inside the water park for delicious meals, snacks and drinks! Or visit the Springs Pools area which has three further pools, and the relaxing hot tub! Located next to the Valencia Restaurant, the outdoor bar is also located there, and the 24/7 gym! Take a stroll down to Lake Austin and try your hand at fishing, kayaking, or paddle a swan boat!! For indoor fun visit Flip Flops, the 6000 sf games arcade with glow-in-the-dark mini golf!! For your convenience for food, gifts and sundries, we have the Marketplace, located at the Front Desk area. A free daily shuttle to the Disney parks is also provided for owners and guests. Enjoy ownership of a vacation condo, while having the onsite management company place bookings in your unit while you are not there! It is a completely hands-free experience! Call now for more details!!**

14501 Grove Resort Avenue Unit 3401, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Toll Brothers new construction in Winter Garden, Horizon West. Estimated completion in 2027. The Montpelier bungalow offers a thoughtfully designed layout with a covered entry leading to a spacious foyer and a private guest suite. The main living area features an open-concept design with a dining area, breakfast bar, great room, and access to the courtyard, creating a comfortable space for everyday living and entertaining. The second floor includes two secondary bedrooms and a private primary suite featuring a large walk-in closet and a well-appointed bath with dual vanities, separate shower, and private water closet. Additional highlights include the functional bungalow design, inviting courtyard space, and the opportunity to personalize select design features based on the stage of construction

13020 Sunset Garden Lane, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Toll Brothers new construction. The Autumn townhome offers 2,593 square feet of thoughtfully designed living space with 4 bedrooms and 4 bathrooms. An inviting foyer leads to a first-floor bedroom, ideal for guests, a home office, or flexible living. The open-concept floor plan seamlessly connects the kitchen, casual dining area, and great room, creating an ideal space for everyday living and entertaining. The kitchen features designer cabinetry, upgraded countertops, and a decorative tile backsplash. Upstairs, the private primary suite includes a spacious walk-in closet and en-suite bath, while two secondary bedrooms share a full bathroom. Additional highlights include a private rear courtyard, a detached 2-car garage with a versatile loft above that provides additional flexible living space for a home office, media room, fitness area, or playroom, and professionally selected finishes throughout. Residents enjoy access to resort-style community amenities.

12776 Sunset Walk Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Welcome to this beautifully designed new construction bungalow by Toll Brothers in the desirable Winter Garden/Horizon West area, with estimated completion in April 2027. A covered front entry welcomes you into a spacious foyer that opens to a versatile flex space, ideal for a home office or additional living area. The open-concept floor plan features a well-appointed kitchen with a breakfast bar overlooking the dining area and a great expansive room, creating the perfect setting for everyday living and entertaining. Enjoy seamless indoor-outdoor living with access to the private courtyard. The spacious primary suite offers a large walk-in closet and a luxurious bath complete with dual vanities, a separate shower, and a private water closet. Experience thoughtfully designed living in one of Central Florida's most sought-after communities.

13056 Sunset Garden Lane, Winter Garden

3 Beds ⋅ 4 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Welcome to the Crowley townhome by Toll Brothers, located in the desirable Winter Garden/Horizon West area. This thoughtfully designed new construction home features a covered front entry that opens to a spacious, open-concept living area, seamlessly connecting the great room, kitchen, and dining space. Enjoy outdoor living in the private courtyard with convenient access to the detached 2-car garage. Above the garage, a finished loft with a full bathroom adds approximately 550 square feet of flexible living space, perfect for a guest suite, home office, fitness room, media room, or hobby space. The spacious primary suite offers a large walk-in closet and a well-appointed bath featuring dual vanities and a separate shower. Experience low-maintenance living with exceptional design in one of Central Florida's most sought-after communities.

12800 Sunset Walk Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Welcome to this stunning new construction home by Toll Brothers in the highly sought-after Winter Garden/Horizon West area, with estimated completion in April 2027. Designed with both everyday living and entertainment in mind, this thoughtfully crafted floor plan offers an open-concept great room, kitchen, and dining area that seamlessly flow together. A covered front entry welcomes you inside, while the covered lanai and spacious private courtyard create the perfect outdoor retreat with convenient access to the detached 2-car garage. The luxurious primary suite features a generous walk-in closet and a spa-inspired bath with dual vanities, a separate shower, and a private water closet. Don't miss this opportunity to own a beautifully designed new home in one of Central Florida's most desirable communities.

13038 Sunset Garden Lane, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Twinwaters SubDv. ⋅ 34787 Zip Code

Experience refined living in this exceptional 5-bedroom, 3-full and 2-half bath residence nestled in one of Winter Garden's most desirable communities. Thoughtfully designed with an open-concept floor plan, the expansive great room seamlessly connects to the gourmet kitchen, creating an inviting space for both everyday living and elegant entertaining. The first-floor primary suite offers a private retreat, complete with a spacious layout and spa-inspired bathroom. The primary bath connects to your California style closet and laundry room. Throughout the home, you'll appreciate upscale finishes, including designer lighting, elegant flooring, stone countertops, stainless steel appliances, and architectural details that elevate every space. New carpets and a new Kitchen Aid refrigerator installed in July 2026. Large windows fill the home with natural light, enhancing the bright and airy atmosphere. Four additional bedrooms located upstairs with jack and jill style bathrooms. This home has two bonus areas for maximum entertaining potential, comfort and functionality. This home is also equipped with a whole house water softener, Tesla charger and Govee lights. The backyard is set for entertainment with your summer kitchen, firepit and turf grass. Ideally located near premier shopping, dining, entertainment, parks, and top-rated schools, this home combines luxury, convenience, and timeless style in the heart of Winter Garden. A rare opportunity to own a beautifully appointed turn-key ready home in an exceptional location.

1664 Holcomb Creek St., Winter Garden

5 Beds ⋅ 5 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code

Stunning two-story house with a permanent lake view. Be enchanted by this magnificent lakefront residence, which combines sophistication, comfort, and a privileged location. It features 5 bedrooms, 4 full bathrooms, and 1 powder room, distributed in a smart and functional layout. The social area impresses with high ceilings in the living room and sliding doors that open onto a large covered veranda, integrated with a heated pool with a safety net, ideal for leisure and entertainment throughout the year. The living room is integrated with the dining room and the spacious and elegant gourmet kitchen, equipped with a generous central island, appliances, and wooden cabinets, perfect for those who enjoy entertaining. The master suite on the ground floor offers complete privacy, as well as relaxing views of the lake and green area, and a full bathroom on the same level. On the second floor, the house also features a versatile loft, ideal for an office, TV room, or social space. The space originally intended for a garage has been carefully adapted into a private gym, and can easily be converted back to suit the new owner's needs. Located in the desirable Hawksmoor community, the property offers complete infrastructure, including a community pool, gym, clubhouse, and walking paths. All this in a strategic location, close to markets, restaurants, shops, a theater, major highways, and Disney parks. A unique opportunity to live or invest. Schedule your visit and be amazed!

16394 Taliesin Street, Winter Garden

2 Beds ⋅ 2 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code

Welcome to this newly updated 2 bedroom / 2 bathroom first floor condo in Winter Garden, where low-maintenance living meets comfort and convenience. This beautifully updated first-floor condo features fresh interior paint and new flooring, creating a bright, modern, and move-in-ready space. The open-concept floor plan offers comfortable living and dining areas, making it perfect for everyday living or entertaining. The well-designed layout provides a seamless flow, while large windows bring in an abundance of natural light. This condo hasa detached garage for easy parking near your home. Residents enjoy the outstanding amenities of this sought-after community, including a resort-style swimming pool, fitness center, clubhouse, playground, walking paths, and beautifully maintained green spaces. The HOA also provides low-maintenance living, allowing you more time to enjoy everything Winter Garden has to offer. Ideally located just minutes from Historic Downtown Winter Garden, the West Orange Trail, Winter Garden Village, shopping, dining, entertainment, major highways, and Orlando's world-famous attractions, this home offers an unbeatable combination of location and lifestyle. Whether you're a first-time homebuyer, seasonal resident, downsizing, or looking for an investment opportunity, this move-in-ready condo delivers exceptional value in one of Central Florida's most desirable communities.

130 Southern Pecan Circle Unit 103, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Encore/Ovation Ph 3 SubDv. ⋅ 34787 Zip Code

A Rare Opportunity in Encore at Ovation! This beautifully upgraded Jensen model is back on the market! Located just off Disney's Western Way, this exceptional home offers timeless designer finishes, an open-concept floor plan, and an unbeatable location just minutes from Walt Disney World. The stunning kitchen features 42-inch shaker cabinets, quartz countertops, an oversized island, dovetail drawers, and upgraded lighting. Waterproof wood-look flooring flows throughout the main level, while extra-height baseboards add a custom touch. The spacious primary suite includes a tray ceiling and a luxurious bath with a designer-tiled walk-in shower and semi-frameless glass enclosure. Bathrooms feature granite countertops and slate-look porcelain tile, with plush carpeting upstairs. A standout feature is the private backyard exclusive to this floor plan creating the perfect space to relax or entertain. Walt Disney World and Margaritaville Resort Orlando are both nearby, as well as premier shopping, dining, and entertainment. Don't miss this opportunity to own one of Encore at Ovation's most desirable homes. Schedule your private showing today!

13879 Lanyard Way, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Welcome to The Regina II in Northlake at Ovation, where modern design meets everyday convenience. This thoughtfully crafted home offers spacious living areas perfect for both relaxing and entertaining. Nestled in the highly sought-after Winter Garden area, this home is conveniently located to top rated schools, shopping, grocery stores, Horizon West restaurants, and Walt Disney World. This low maintenance townhome includes a detached two car garage with private fenced courtyard space. The open kitchen boasts plenty of modern upgrades from the AW Collection Coastal such as beautiful 42 inch cabinets, tiled backsplash, and stainless steel appliances. Large island with upgraded quartz countertops perfect for gatherings. The main living areas feature wood look luxury vinyl plank flooring and the bedrooms include upgraded carpet for comfort, plus find upgraded 8' doors throughout the home. Enjoy the neighborhood amenities including a community pool, clubhouse, shaded playground, and dog park. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

17398 Sweet Moro Drive, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Black Lake Preserve SubDv. ⋅ 34787 Zip Code

Welcome to 14343 Black Lake Preserve Street in Winter Garden, a beautifully upgraded pool home in the sought-after Black Lake Preserve community. Designed for both everyday living and unforgettable entertaining, this exceptional residence combines luxury finishes, premium technology, and thoughtfully designed living spaces. At the heart of the home is a stunning chef's kitchen featuring an impressive 13-foot center island, a GE Monogram wall oven, Thermador 5-burner cooktop, and a spacious walk-in pantry with custom built-in storage. The kitchen flows seamlessly into the main living areas and is complemented by an elegant formal dining room, providing the perfect setting for holiday gatherings, dinner parties, or everyday meals. Luxury vinyl plank flooring, crown molding, and a cozy fireplace add warmth and sophistication throughout the home. The spacious primary suite offers a private retreat with a custom walk-in closet system, while the dedicated theater room delivers an immersive entertainment experience with a 123-inch screen, 4K projector, and surround sound system. Step outside and enjoy Florida living at its finest. The backyard features a fully equipped outdoor kitchen with grill, griddle, and sink, making it the perfect space for entertaining family and friends. The sparkling pool is equipped with a new heat and cool pump, allowing for year-round enjoyment. Additional upgrades include a Generac whole-home generator, providing security and peace of mind during any season. Conveniently located near Downtown Winter Garden, Winter Garden Village, major highways, shopping, dining, and area attractions, this move-in-ready home offers the perfect blend of luxury, comfort, and convenience. This is a rare opportunity to own a highly upgraded home in one of Winter Garden's most desirable communities.

14343 Black Lake Preserve Street, Winter Garden

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