Woodside Ridge Homes with Pickleball Court(s) Available Amenities

Welcome to Woodside Ridge, a charming subdivision nestled in the heart of Lee's Summit, Missouri, within the scenic Jackson County. This vibrant community is designed for those who appreciate both the tranquility of suburban living and the excitement of active recreation. Woodside Ridge offers an array of stunning homes, many of which feature their very own pickleball courts, catering to sports enthusiasts and families alike.

Imagine stepping out of your beautifully crafted home and onto your private pickleball court, where you can enjoy friendly matches with neighbors or practice your serves in the sun. This unique amenity not only promotes a healthy lifestyle but also fosters a sense of community among residents. The thrill of competition and the joy of collaboration make Woodside Ridge a perfect place for both seasoned players and newcomers eager to learn the game.

In addition to pickleball, Woodside Ridge boasts a variety of amenities that enhance daily living. Residents can enjoy access to well-maintained parks, walking trails, and playgrounds, providing endless opportunities for outdoor fun and relaxation. The community is also conveniently located near shopping centers, restaurants, and top-rated schools, ensuring that all your needs are just a stone's throw away.

Whether you're a family looking for a friendly neighborhood or an active individual seeking a vibrant lifestyle, Woodside Ridge is the ideal place to call home. Come discover the perfect blend of comfort, community, and recreation in this delightful Lee's Summit subdivision!

Newest Woodside Ridge Homes with Pickleball Court(s) Available Amenities

$740,000

5 Beds ⋅ 5 Baths

Imagine Never Having To Share A Bathroom Again... Because Every Bedroom Has Its Own. Better Than New & Loaded w/Upgrades, This Stunning Prescott By Summit Offers An Exceptional Floor Plan & Move In Ready Condition In Highly Sought After Woodside Ridge! Featuring 5 Beds, 5 Full Baths, 3,305 Sq Ft Above Grade & 3 Car Garage, This Thoughtfully Designed 2 Story Stands Out w/Every Bed Featuring Its Own Private Bath, Including A Main Level Bed Ideal For Guests, Multi-Generational Living Or Home Office. Gorgeous Hdwd Floors Welcome You To Spacious DRM & Expansive LRM Featuring Gas F/P, Wall Of Windows & Beautiful Fenced Backyard Views. The Showstopper Is The Incredible Chef's Kitchen Boasting An Enormous Center Island, Stunning Quartz Countertops, Gas Cooktop, Vented Hood, Huge W/I Pantry & More Cabinet & Counter Space Than Most Homes At Any Price. Step Outside To The Covered Patio w/Expanded Hardscape Overlooking The Fenced Yard, Perfect For Entertaining. Upstairs Features Brand New Stair Carpet Leading To The Beautiful Loft w/Hdwd Floors, Crown Molding & Vaulted Ceiling Perfect For Play Area, Movie’s Or Office, Plus 3 Spacious Secondary Beds. The Luxurious Primary Suite Is A True Retreat Featuring Crown Molding, Vaulted Ceiling, Spa Like Bath w/Dual Quartz Vanity, Oversized Soaker Tub, Massive W/I Shower & Incredible W/I Closet Connected Directly To The Laundry Room, Creating A Layout Buyers Love. The Unfinished LL Offers 9 Foot Ceilings, Egress Window, Bath & Bar Stubs, Providing Outstanding Future Finish Potential. Additional Highlights Include Stucco & Concrete Board Exterior, Full Lawn Sprinkler System, Passive Radon Mitigation, French Drain, Custom Window Coverings, Professional Landscaping, Expanded Concrete Patio, Fenced Yard & Quiet Street Location. Woodside Ridge Offers Resort Style Amenities Including Pool w/Water Slide, Clubhouse, Pickleball Courts, Playground, Walking Trails & Easy Highway Access. Why Wait To Build?

318 NW Ambersham Drive, Lee's Summit

Listing courtesy of Peter Colpitts of ReeceNichols- Leawood Town Center.

$675,000

2 Beds ⋅ 2 Baths

Welcome to this beautiful ranch home in the sought-after maintenance-provided Woodside Ridge Villas community! You’ll love the open-concept floor plan featuring a bright living area with large windows, a cozy fireplace, and seamless flow into the kitchen and dining spaces. The kitchen is a showpiece with custom cabinetry, granite countertops, stainless steel appliances, a gas cooktop, and an oversized island perfect for gatherings. The primary suite offers a spa-like retreat with dual sinks, a walk-in shower, and a generous closet, while the unfinished walkout basement provides endless potential for expansion. Enjoy peaceful mornings on the covered deck overlooking the private yard, plus access to fantastic neighborhood amenities including a pool, clubhouse, pickleball courts, walking trails, and more—all just minutes from shopping, dining, and top-rated schools!

433 NW Kaylea Court, Lee's Summit

Listing courtesy of Vinny Monarez of Keller Williams Platinum Prtnr.

$744,900

5 Beds ⋅ 4.5 Baths

Welcome to 2063 NW O'Brien Road, a stunning 5-bedroom, 4.5-bathroom home in the highly sought-after Reserve at Woodside Ridge community in Lee's Summit. Less than 3 years old and meticulously maintained, this home offers the perfect blend of modern design and turn-key livability, all without the wait or hassle of new construction. The thoughtfully designed main level flows seamlessly into a finished lower level that's made for entertaining. Whether you're hosting game nights, watch parties, or holiday gatherings, there's room for everyone to spread out and enjoy. Retreat to the luxurious primary suite, where a private fireplace anchors a cozy sitting area perfect for unwinding at the end of the day. The spa-inspired primary bathroom features generous his and hers walk-in closets, offering the kind of storage and separation typically reserved for custom builds. Step outside to your private backyard retreat featuring a covered patio that extends into an oversized outdoor living space, perfect for al fresco dining and weekend barbecues. The professionally upgraded landscaping creates a polished, resort-style setting that truly sets this home apart. Community Amenities: Residents of Reserve at Woodside Ridge enjoy access to an amenities complex featuring a clubhouse, swimming pool with slide and cabanas, pickleball court, hammock garden, and playground. Paved walking trails wind throughout the neighborhood. HOA dues conveniently include trash and recycling. Award-Winning Schools: Located in the highly regarded Lee's Summit R-7 School District. Cedar Creek Elementary, Pleasant Lea Middle School, and Lee's Summit High School. Prime Location: Just minutes from Summit Fair, Summit Woods Crossing, and the new Streets of West Pryor featuring grocery store, restaurants, and shopping. Quick I-470 access puts you minutes from downtown Kansas City, the Truman Sports Complex, and the Kansas state line.

2063 NW O'Brien Road, Lee's Summit

Listing courtesy of Missy Barron of ReeceNichols - Lees Summit.

$725,500

4 Beds ⋅ 3.5 Baths

Welcome to 330 NW Ambersham Drive, a show-stopping 4-bedroom, 4-bathroom custom Kyle IV by TruMark Homes nestled in the highly sought-after Reserve at Woodside Ridge community in Lee's Summit. From the moment you step inside, you're greeted by a soaring vaulted ceiling accented with large wood beams and a stunning fireplace flanked by built-in wood floating shelves. The heart of the home is the gourmet kitchen, anchored by a huge kitchen island that overlooks the great room, making it the perfect space for everyday living and entertaining alike. The main floor primary suite is a true retreat, featuring a beautiful coffered ceiling and shiplap accent wall that add character and warmth. The spa-inspired primary bathroom offers a freestanding soaker tub, his and hers vanities, and an oversized walk-in shower. Designer trim details flow seamlessly from the main level throughout the finished lower level, showcasing the kind of craftsmanship and attention to detail that sets this home apart. Don't miss the bonus basketball hoop in the vaulted garage, a fun and functional touch the whole family will love. Residents of Reserve at Woodside Ridge enjoy access to a state-of-the-art amenities complex featuring an expanded clubhouse, competition-size swimming pool with slide and cabanas, pickleball court, hammock garden, and playground area. Paved walking trails wind throughout the neighborhood, and HOA dues conveniently include trash, recycling, and trail upkeep. Families will love being part of the award-winning Lee's Summit R-7 School District, with attendance at Cedar Creek Elementary, Pleasant Lea Middle School, and Lee's Summit High School. The location truly delivers, just minutes from Summit Fair, Summit Woods Crossing, and the new Streets of West Pryor featuring McKeever's grocery, restaurants, and shopping. Quick I-470 access puts you minutes from downtown Kansas City, the Truman Sports Complex, and the Kansas state line.

330 NW Ambersham Drive, Lee's Summit

Listing courtesy of Missy Barron of ReeceNichols - Lees Summit.

$850,000

4 Beds ⋅ 3.5 Baths

Welcome to your spacious retreat nestled in a serene wooded setting! This charming home features 3 bedrooms on the main level and an additional 2 bedrooms in the finished lower level, offering ample space for living and entertaining. Enjoy the convenience of everything you need on the main level, including a cozy deck overlooking the tranquil woods, perfect for morning coffee or evening relaxation. The lower level boasts a walkout patio with equally stunning views, creating an ideal spot for outdoor gatherings. Outside, a nicely landscaped flat backyard provides a great space for activities and gardening. Located close to shopping, highway access, and within an award-winning school district, this home combines comfort, convenience, and natural beauty in one desirable package. The amenities complex features: a club house, pool, pickleball court, hammock garden, and playground area. The HOA dues also include trash, recycling, and paved walking trails.

2127 NW killarney Lane, Lee's Summit

Listing courtesy of Missy Barron of ReeceNichols - Lees Summit.

$895,000

5 Beds ⋅ 4.5 Baths

Move-in ready! Kyle IV by award winning TruMark Homes. This reverse ranch style home comes with the bonus of a finished walkout lower level! You'll be able to enjoy the covered deck while gaining a patio off of the lower level. The great room and kitchen have vaulted ceilings with custom wood beams. The stone fireplace with floating shelves add an extra touch of wow factor to this open space. The Reserve at Woodside Ridge offers a convenient location to highway access, shopping centers, and the Rock Island Trail. The amenities complex features: a club house, pool, pickleball court, hammock garden, and playground area. The HOA dues also include trash, recycling, and paved walking trails.

2123 NW Killarney Lane, Lee's Summit

Listing courtesy of Missy Barron of ReeceNichols - Lees Summit.

Start Your Search

The data relating to real estate displayed on this website comes in part from the Heartland Multiple Listing Service database compilation. The properties displayed on this website may not be all of the properties in the Heartland MLS database compilation, or all of the properties listed with other brokers participating in the Heartland MLS IDX program. Detailed information about the properties displayed on this website includes the name of the listing company.

The information displayed on this page is confidential, proprietary, and copyrighted information of Heartland Multiple Listing Service, Inc. (“Heartland MLS”). Copyright 2026, Heartland Multiple Listing Service, Inc. Heartland MLS and the company represented by this website do not make any warranty or representation concerning the timeliness or accuracy of the information displayed herein. In consideration for the receipt of the information on this page, the recipient agrees to use the information solely for the private noncommercial purpose of identifying a property in which the recipient has a good faith interest in acquiring. Data last updated . Terms of Use