Search Homes For Sale in Winding Walk Chula Vista, CA

Homes & Condos For Sale in Winding Walk Chula Vista, CA

Create a free account so you can receive new homes for sale in Winding Walk Chula Vista daily through property listings emails that meet your saved criteria. You will find homes for sale in Winding Walk Chula Vista, condos for sale in Winding Walk Chula Vista and foreclosures for sale in Winding Walk Chula Vista on our site www.HomesForSaleSanDiegoRealEstate.com. You can also read community & property information about Winding Walk Chula Vista below and learn about the real estate for sale in the community.

Winding Walk Chula Vista Community & Property Information 

Enjoy our website dedicated to putting the power of real estate search into your hands. Please don't hesitate to contact us to gain access to your favorite listings. We are available instantly to show you homes. We can be reached seven days a week at the number provided.

Winding Walk Chula Vista,CA Homes For Sale - Listings Updated Daily

$1,599,000
6 Beds 5 Baths PTP2604465 MLS ACTIVE Status
Experience luxury living in this exceptional 6-bedroom, 5-bathroom residence which features one of the biggest backyards in Windingwalk at 19,466 sqft. The landscaping was carefully designed to maximize your space while showcasing the centerpiece of your backyard, the custom built Koi Pond w/ waterfall and over 20+ mature Koi and a turtle. A grand entry welcomes you into an elegant open-concept floor plan where soaring ceilings create a bright and spacious atmosphere. You will find three private en-suite bedrooms w/ private bathrooms, including a convenient first-floor suite, this home offers versatile living. The formal living and dining areas flow into the heart of the homea chef-inspired kitchen appointed with premium appliances, including a built in Sub-Zero refrigerator, Wolf microwave, range, and hood. Quartz countertops, beadboard cabinetry, a large center island, and plenty of storage making this space as functional and beautiful. The kitchen opens to the dining area and family room featuring a fireplace, lighted display cabinetry, and Bose surround sound. Completing the first floor is a powder room and a bedroom with its own en-suite bath. Custom wrought-iron balusters lead to the 2nd floor showcasing floor-to-ceiling cabinetry and a custom built-in display wall with arched illuminated niches. The second level includes a dedicated laundry room, and 5 total bedrooms. Two bedrooms have en-suite bathrooms, one of which is the luxurious primary suite. The primary retreat is a sanctuary featuring a retreat/sitting area, private balcony access, stained-glass transom wind Experience luxury living in this exceptional 6-bedroom, 5-bathroom residence which features one of the biggest backyards in Windingwalk at 19,466 sqft. The landscaping was carefully designed to maximize your space while showcasing the centerpiece of your backyard, the custom built Koi Pond w/ waterfall and over 20+ mature Koi and a turtle. A grand entry welcomes you into an elegant open-concept floor plan where soaring ceilings create a bright and spacious atmosphere. You will find three private en-suite bedrooms w/ private bathrooms, including a convenient first-floor suite, this home offers versatile living. The formal living and dining areas flow into the heart of the homea chef-inspired kitchen appointed with premium appliances, including a built in Sub-Zero refrigerator, Wolf microwave, range, and hood. Quartz countertops, beadboard cabinetry, a large center island, and plenty of storage making this space as functional and beautiful. The kitchen opens to the dining area and family room featuring a fireplace, lighted display cabinetry, and Bose surround sound. Completing the first floor is a powder room and a bedroom with its own en-suite bath. Custom wrought-iron balusters lead to the 2nd floor showcasing floor-to-ceiling cabinetry and a custom built-in display wall with arched illuminated niches. The second level includes a dedicated laundry room, and 5 total bedrooms. Two bedrooms have en-suite bathrooms, one of which is the luxurious primary suite. The primary retreat is a sanctuary featuring a retreat/sitting area, private balcony access, stained-glass transom window, a spacious walk-in closet, and a spa-inspired bathroom with heated floors and an oversized shower equipped with dual shower systems. Step outside into your fully landscaped backyard. Enjoy over 20+ fruit trees, avocado, blackberries, and grapevines to name a few. Enjoy life w/ a fully equipped outdoor kitchen featuring a sink, grill, burners, and refrigerator. A tranquil koi pond steals the show along w/ a cascading waterfall, upper-level covered deck, covered patio, and a separate pergola with fireplacecreating the ultimate setting for entertaining and relaxation. Additional highlights include crown molding throughout, owned and leased solar panels, dual AC systems, plantation shutters, multiple walk-in closets, recessed lighting, dual irrigation systems, newer waterfall pump, EV charging capability, tankless water heater, whole-house water softener, extensive garage storage systems, and a 3-car garage. Residents enjoy access to resort-style HOA amenities including community pools and spas, fitness center, clubhouse, sports courts and fields, parks, and playgrounds. Schedule your private tour today.

2415 Wishing Star Way, 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

$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

$899,999
4 Beds 3 Baths PTP2606438 MLS ACTIVE Status
PRIME OTAY RANCH LOCATION! Welcome to this ideally situated in the highly desirable Winding Walk community of Chula Vista. This exceptional location offers convenient access to everything you need, with Camarena Elementary School just minutes away, nearby shopping, dining, parks, and recreational amenities, as well as easy access to major freeways. The property is also conveniently located near the U.S. Olympic Training Center, adding to the appeal of this vibrant and established community. Enjoy the perfect combination of convenience, lifestyle, and accessibility in one of Chula Vistas most sought-after areas. This is an ideal opportunity for buyers looking for a home close to schools, shopping, recreation, and major transportation routes. Welcome to this beautifully remodeled 4-bedroom, 2-story home offering a spacious and versatile floor plan. The main level features 1 bedroom and a separate office/den with a cozy fireplace, ideal for a home office, guest room, or flex space. The inviting living room features an additional fireplace, creating a warm and welcoming atmosphere. The remodeled kitchen showcases stainless steel appliances and opens to the living areas, making it perfect for everyday living and entertaining. Upstairs, you'll find 3 additional bedrooms, a spacious loft, and convenient laundry, providing plenty of room for everyone. Enjoy new flooring throughout, abundant storage, and a large yard with plenty of space for outdoor entertaining. The home also features a paid-off solar system, helping provide energy efficiency and potential utility savings, along wi PRIME OTAY RANCH LOCATION! Welcome to this ideally situated in the highly desirable Winding Walk community of Chula Vista. This exceptional location offers convenient access to everything you need, with Camarena Elementary School just minutes away, nearby shopping, dining, parks, and recreational amenities, as well as easy access to major freeways. The property is also conveniently located near the U.S. Olympic Training Center, adding to the appeal of this vibrant and established community. Enjoy the perfect combination of convenience, lifestyle, and accessibility in one of Chula Vistas most sought-after areas. This is an ideal opportunity for buyers looking for a home close to schools, shopping, recreation, and major transportation routes. Welcome to this beautifully remodeled 4-bedroom, 2-story home offering a spacious and versatile floor plan. The main level features 1 bedroom and a separate office/den with a cozy fireplace, ideal for a home office, guest room, or flex space. The inviting living room features an additional fireplace, creating a warm and welcoming atmosphere. The remodeled kitchen showcases stainless steel appliances and opens to the living areas, making it perfect for everyday living and entertaining. Upstairs, you'll find 3 additional bedrooms, a spacious loft, and convenient laundry, providing plenty of room for everyone. Enjoy new flooring throughout, abundant storage, and a large yard with plenty of space for outdoor entertaining. The home also features a paid-off solar system, helping provide energy efficiency and potential utility savings, along with an attached 2-car garage. With its flexible layout, thoughtful updates, generous outdoor space, and desirable features, this home is ready to welcome its next owner!

2284 Red Leaf Ln, Chula Vista

$744,000
4 Beds 3 Baths PTP2604860 MLS ACTIVE Status Clover BLDG.
WOW! This spacious 4-bedroom, 3-bath townhome in the highly desirable Windingwalk community offers 1,891 sq. ft. of thoughtfully-designed living space. Home features a highly sought-after first-floor bedroom and full bathperfect for multigenerational living, guests, a home office, or added rental flexibility. Inside, you'll find wood-style tile flooring, a bright and open floor plan, and a large kitchen with granite countertops, ample cabinet space, reverse osmosis filtration system, and stainless steel appliances, including new fridge and dishwasherall included. Additional highlights include central A/C, upstairs laundry with new high capacity washer and dryer included, and an attached 2-car tandem garage with parking for two additional vehicles in the driveway. Whether you're looking to build equity through homeownership or add a strong property to your investment portfolio, this home offers both comfort and long-term value. Residents enjoy access to resort-style amenities, including three community pools (two heated), fitness facilities, parks, and walking trails. Conveniently located near top-rated schools, shopping, dining, and major commuter routes, this move-in-ready home combines space, convenience, and lifestyle in one of Windingwalk's most sought-after neighborhoods. Don't miss this outstanding opportunity! WOW! This spacious 4-bedroom, 3-bath townhome in the highly desirable Windingwalk community offers 1,891 sq. ft. of thoughtfully-designed living space. Home features a highly sought-after first-floor bedroom and full bathperfect for multigenerational living, guests, a home office, or added rental flexibility. Inside, you'll find wood-style tile flooring, a bright and open floor plan, and a large kitchen with granite countertops, ample cabinet space, reverse osmosis filtration system, and stainless steel appliances, including new fridge and dishwasherall included. Additional highlights include central A/C, upstairs laundry with new high capacity washer and dryer included, and an attached 2-car tandem garage with parking for two additional vehicles in the driveway. Whether you're looking to build equity through homeownership or add a strong property to your investment portfolio, this home offers both comfort and long-term value. Residents enjoy access to resort-style amenities, including three community pools (two heated), fitness facilities, parks, and walking trails. Conveniently located near top-rated schools, shopping, dining, and major commuter routes, this move-in-ready home combines space, convenience, and lifestyle in one of Windingwalk's most sought-after neighborhoods. Don't miss this outstanding opportunity!

1724 Rolling Water Dr Unit 4, 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

Start Your Search
board logo

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,