Winding Walk Real Estate

Welcome to Winding Walk, a vibrant and picturesque neighborhood nestled in the heart of Chula Vista, California. Known for its stunning landscapes and family-friendly atmosphere, Winding Walk is an ideal community for those seeking a blend of suburban tranquility and urban convenience.

As you stroll through the tree-lined streets of Winding Walk, you’ll discover beautifully designed homes that reflect a variety of architectural styles, catering to diverse tastes and lifestyles. This neighborhood is characterized by its well-maintained parks and recreational areas, making it a perfect setting for families, outdoor enthusiasts, and anyone who appreciates the beauty of nature. The community features playgrounds, walking trails, and picnic areas, ensuring that residents have ample opportunities to enjoy the great outdoors.

Winding Walk is not just about beautiful homes and parks; it also boasts a strong sense of community. Residents often gather for local events, fostering friendships and connections among neighbors. The proximity to excellent schools, shopping centers, and dining options adds to the neighborhood's appeal, making it easy for families to enjoy a balanced lifestyle.

Additionally, Winding Walk is conveniently located near major highways, providing easy access to downtown San Diego and the stunning beaches of the California coast. Whether you’re commuting for work or seeking a weekend getaway, this neighborhood offers the perfect launching point.

Experience the charm and warmth of Winding Walk, where community spirit thrives, and every day feels like a breath of fresh air. Discover your dream home in this enchanting neighborhood today!

Newest Listings in Winding Walk

$599,900

2 Beds ⋅ 2 Baths ⋅ 260022083 MLS ⋅ ACTIVE Status ⋅ Cottage Lane BLDG.

Welcome to the highly desirable Cottage Lane at Windingwalk! This beautifully updated corner-unit two-story home offers a bright, inviting floor plan with thoughtful improvements throughout. The kitchen features new appliances, an updated backsplash, and opens to the main living areas, making it ideal for everyday living and entertaining. Fresh interior paint, stylish new light fixtures, and updated bathrooms provide a modern, move-in-ready feel. Brand-new carpet on the stairs and throughout the bedrooms adds comfort and warmth. Additional highlights include an EV charging outlet and all the amenities that make Windingwalk such a sought-after community, including pools, parks, walking trails, and recreation areas. Conveniently located near shopping, dining, schools, and major commuter routes.

1540 Nightfall Ln, Chula Vista

$1,100,000

4 Beds ⋅ 3 Baths ⋅ PTP2606357 MLS ⋅ ACTIVE Status

Welcome to this beautifully maintained, move-in ready 4-bedroom home in desirable Winding Walk! Ideally situated on a corner lot, this home offers extra outdoor space, added privacy, and a wonderful floor plan designed for both everyday living and entertaining. Step inside to discover a bright, inviting interior with a spacious open-concept kitchen and family room at the back of the home. The well-appointed chefs kitchen features double ovens, a generous center island, and a breakfast bar, making meal prep and gathering with family and friends a breeze. Plantation shutters add a polished touch downstairs and in the primary suite. Upstairs, youll find four spacious bedrooms plus a convenient laundry room, providing plenty of room for family, guests, a home office, or hobbies. Recent improvements include fresh interior paint and new carpeting upstairs, giving the home an updated feel. The outdoor spaces are just as inviting. Enjoy the spacious backyard with a built-in BBQ and gas fire pit, perfect for relaxed evenings and entertaining. Around the corner, a charming courtyard patio and storage shed provide even more flexibility and functionality. Residents of Winding Walk enjoy an exceptional lifestyle with a beautiful clubhouse, pools, fitness center, and more, while the homes convenient location puts shopping, restaurants, major roadways, and the 125 toll road close at hand. Add in great schools, and this home truly has it all! Mello Roos fees with only 5 years to go. Welcome to this beautifully maintained, move-in ready 4-bedroom home in desirable Winding Walk! Ideally situated on a corner lot, this home offers extra outdoor space, added privacy, and a wonderful floor plan designed for both everyday living and entertaining. Step inside to discover a bright, inviting interior with a spacious open-concept kitchen and family room at the back of the home. The well-appointed chefs kitchen features double ovens, a generous center island, and a breakfast bar, making meal prep and gathering with family and friends a breeze. Plantation shutters add a polished touch downstairs and in the primary suite. Upstairs, youll find four spacious bedrooms plus a convenient laundry room, providing plenty of room for family, guests, a home office, or hobbies. Recent improvements include fresh interior paint and new carpeting upstairs, giving the home an updated feel. The outdoor spaces are just as inviting. Enjoy the spacious backyard with a built-in BBQ and gas fire pit, perfect for relaxed evenings and entertaining. Around the corner, a charming courtyard patio and storage shed provide even more flexibility and functionality. Residents of Winding Walk enjoy an exceptional lifestyle with a beautiful clubhouse, pools, fitness center, and more, while the homes convenient location puts shopping, restaurants, major roadways, and the 125 toll road close at hand. Add in great schools, and this home truly has it all! Mello Roos fees with only 5 years to go.

2327 Trellis St, Chula Vista

$839,000

4 Beds ⋅ 3 Baths ⋅ 260020175 MLS ⋅ ACTIVE Status ⋅ Cordova BLDG.

Highly sought-after Otay Ranch! Impeccably maintained, this exquisite two-story home features 4 bedrooms and 3 baths in the picturesque Winding Walk community of Chula Vista. Beautifully appointed with a light, bright open floor plan ideal for everyday living and entertaining. The spacious kitchen offers rich wood cabinetry, granite countertops, stainless steel appliances and a large center island, flowing seamlessly into the dining and living areas. The living room features custom built-ins, an accent wall and large windows showcasing peaceful open views. Spacious primary suite includes a private balcony and beautifully upgraded bath with dual sinks, granite counters, stylish lighting and upgraded flooring. Two separate private 1-car garages. Additional upgrades include flooring at the stairs, washer/dryer area and first-level entrance, recessed lighting, ceiling fans and a whole-home water filtration system. Private patio provides the perfect space to relax and enjoy the views. Ideally located near top-rated schools, shopping, dining, parks and everyday conveniences.

2205 Andalusia Ln Unit 6, Chula Vista

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 260019132 MLS ⋅ ACTIVE Status

Welcome to 1675 Picket Fence Drive, a beautifully maintained home in the highly sought-after Eastlake community of Chula Vista. Offering approximately 2,844 square feet of well-designed living space, this 4-bedroom (+ BONUS ROOM), 2.5-bath residence combines comfort, functionality, and flexibility for today's lifestyle. The inviting open floor plan features durable tile flooring throughout the main level, creating a seamless flow between the living, dining, and family rooms. The spacious kitchen is equipped with newer appliances and opens to the family room, making it ideal for both everyday living and entertaining. Upstairs, you'll find a generous primary suite complete with an en-suite bath and his and hers walk-in closets, along with spacious versatile bonus room that can easily be converted into a fifth bedroom, home office, media room, or playroom to suit your needs. Enjoy year-round comfort with a dual-zone HVAC system, providing independent climate control for each floor for increased efficiency and convenience. Outside, the private backyard offers the perfect space for relaxing, entertaining, or enjoying Southern California's beautiful weather. Ideally located near top-rated schools, parks, shopping, dining, golf, and scenic walking trails, this exceptional Otay Ranch home offers the perfect blend of space, convenience, and value. Welcome to 1675 Picket Fence Drive, a beautifully maintained home in the highly sought-after Eastlake community of Chula Vista. Offering approximately 2,844 square feet of well-designed living space, this 4-bedroom (+ BONUS ROOM), 2.5-bath residence combines comfort, functionality, and flexibility for today's lifestyle. The inviting open floor plan features durable tile flooring throughout the main level, creating a seamless flow between the living, dining, and family rooms. The spacious kitchen is equipped with newer appliances and opens to the family room, making it ideal for both everyday living and entertaining. Upstairs, you'll find a generous primary suite complete with an en-suite bath and his and hers walk-in closets, along with a versatile bonus room that can easily be converted into a fifth bedroom, home office, media room, or playroom to suit your needs. Enjoy year-round comfort with a dual-zone HVAC system, providing independent climate control for each floor for increased efficiency and convenience. Outside, the private backyard offers the perfect space for relaxing, entertaining, or enjoying Southern California's beautiful weather. Ideally located near top-rated schools, parks, shopping, dining, golf, and scenic walking trails, this exceptional Otay Ranch home offers the perfect blend of space, convenience, and value.

1675 Picket Fence, Chula Vista

$725,000

3 Beds ⋅ 2 Baths ⋅ PTP2604403 MLS ⋅ ACTIVE Status

PRICE IMPROVEMENT NOW $725,000! Dont miss this exceptional opportunity to own a beautifully upgraded CORNER-UNIT townhome in highly desirable Winding Walk, Otay Ranch! Offering 1,728 sq. ft., 3 bedrooms, 2 baths, and 3 levels, this spacious home delivers the comfort and feel of a much larger residence. Step inside to an inviting open-concept layout filled with natural light, high ceilings, elegant travertine flooring, granite countertops, custom glass doors, and thoughtful upgrades throughout. The attached 2-car garage features extensive custom storage, while the water softener adds everyday convenience. Flexible living at its best: The second and third bedrooms are currently being enjoyed as a media room and dining area, creating versatile spaces that can easily be converted back to bedrooms to fit your lifestyle.Enjoy the exceptional Winding Walk lifestyle with resort-style pools, parks, walking trails, and beautifully maintained surroundings, all while being close to top-rated schools, shopping, dining, entertainment, and major transportation routes. Meticulously maintained and truly move-in ready, this is the opportunity youve been waiting for! With the new $725,000 price, this corner-unit gem offers incredible value in one of Chula Vistas most sought-after communities. PRICE IMPROVEMENT NOW $725,000! Dont miss this exceptional opportunity to own a beautifully upgraded CORNER-UNIT townhome in highly desirable Winding Walk, Otay Ranch! Offering 1,728 sq. ft., 3 bedrooms, 2 baths, and 3 levels, this spacious home delivers the comfort and feel of a much larger residence. Step inside to an inviting open-concept layout filled with natural light, high ceilings, elegant travertine flooring, granite countertops, custom glass doors, and thoughtful upgrades throughout. The attached 2-car garage features extensive custom storage, while the water softener adds everyday convenience. Flexible living at its best: The second and third bedrooms are currently being enjoyed as a media room and dining area, creating versatile spaces that can easily be converted back to bedrooms to fit your lifestyle.Enjoy the exceptional Winding Walk lifestyle with resort-style pools, parks, walking trails, and beautifully maintained surroundings, all while being close to top-rated schools, shopping, dining, entertainment, and major transportation routes. Meticulously maintained and truly move-in ready, this is the opportunity youve been waiting for! With the new $725,000 price, this corner-unit gem offers incredible value in one of Chula Vistas most sought-after communities.

1713 Cripple Creek Dr Unit 2, Chula Vista

$585,000

2 Beds ⋅ 2 Baths ⋅ PTP2603611 MLS ⋅ ACTIVE UNDER CONTRACT Status

NEEDS BACK-UP OFFER- NEAR APPROVAL! BUYER NOT PERFORMING!! Newer home built in 2005, with a desirable layout conveniently located near schools, shopping, park, lake, and the 125 freeway in the sought-after Winding Walk community of Eastlake. This corner unit offers added privacy and features recessed lighting, a balcony, full sized laundry, and an attached one car garage. The front of this home enjoys unobstructed views of the additional parking spaces, leased solar - add to the home's appeal - along with access to community's wonderful amenities. The super nice and motivated seller is excited to hand over the keys to the next lucky homeowner. NEEDS BACK-UP OFFER- NEAR APPROVAL! BUYER NOT PERFORMING!! Newer home built in 2005, with a desirable layout conveniently located near schools, shopping, park, lake, and the 125 freeway in the sought-after Winding Walk community of Eastlake. This corner unit offers added privacy and features recessed lighting, a balcony, full sized laundry, and an attached one car garage. The front of this home enjoys unobstructed views of the additional parking spaces, leased solar - add to the home's appeal - along with access to community's wonderful amenities. The super nice and motivated seller is excited to hand over the keys to the next lucky homeowner.

2285 Whistling Ln, Chula Vista

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