66221 Homes with Trail(s) Available Amenities

Welcome to the charming and vibrant community of Overland Park, Kansas, located in the heart of Johnson County, with the zip code 66221. This delightful area is known for its family-friendly atmosphere, excellent schools, and a wealth of amenities that cater to all lifestyles. Whether you’re a young professional, a growing family, or looking to retire in a peaceful setting, Overland Park has something special to offer.

One of the standout features of homes in this region is their proximity to scenic trails and green spaces. Residents can enjoy the beauty of nature right at their doorstep, with numerous walking and biking trails that weave through parks and neighborhoods. These trails provide the perfect backdrop for morning jogs, leisurely strolls, or family bike rides on weekends. Imagine stepping outside your front door and having miles of picturesque paths waiting for you to explore!

In addition to the stunning trails, Overland Park boasts a variety of amenities that enhance the quality of life. From top-notch schools and recreational facilities to shopping centers and dining options, everything you need is just a stone's throw away. The community is known for its friendly neighbors and a strong sense of belonging, making it an ideal place to call home.

If you're looking for a place that combines natural beauty with modern conveniences, homes in Overland Park's 66221 zip code are a perfect choice. Come discover the enchanting lifestyle that awaits you in this wonderful Kansas community!

Newest 66221 Homes with Trail(s) Available Amenities

$750,950

4 Beds ⋅ 3.5 Baths

Award Winning Haley 1.5 by NewMark Homes KC on Lot 286 Cul-de-sac! Striking curb appeal majestically placed on this lot featuring high volume ceilings, open Greatrm plan into Din & Kitchen! Spacious Primary MBR opens to Salon Bath featuring free standing tub. Front Door upgrade, Stair feature wall , prefinished upgrade hardwood flrs, light fixture allow upgrade, Raised rear covered concrete patio over looking an expanded rear backyard! Upgraded front landscaping with stone retaining wall and more! Home at Roof Sept '26, time to make all finish selections on this one if you act quickly! Chapel Hill features amazing amenities that includes a Clubroom/Clubhouse, 2 swimming pools (one competition sized), pickelball court, tot lot, 3 miles (+/-) community asphalt walking trails thru approx 70 acres of open green space in the community. Immediately adjacent to the 1200 acre (m/l) Heritage Park Complex that includes a public 18 hole golf course, recreational lake with marina and swim beach, 30 acres (m/l) off leash dog park for small & large dogs, picnic shelters, walking trails, equestrian trails and more!

12706 W 171st Terrace, Overland Park

Listing courtesy of Bill Gerue of Weichert, Realtors Welch & Co..

$820,000

6 Beds ⋅ 5 Baths

Welcome to this STUNNING two-story home in the highly sought-after Wilshire Farms subdivision in South Overland Park, offering award-winning Blue Valley schools and an exceptional array of neighborhood amenities. Residents enjoy access to a clubhouse with exercise room, resort-style pool, tennis and pickleball courts, sand volleyball, stocked fishing pond, neighborhood summer swim team, and so much more. The thoughtfully designed open-concept floor plan features six spacious bedrooms and five full baths, including a main-level bedroom and full bath that provide a rare and desirable option for a mother-in-law suite or guest quarters. Engineered hardwood floors flow throughout the upper level, adding warmth and durability to the spacious bedroom areas. The large finished basement expands the living space with a recreation area, media space, wet bar, additional bedroom, and full bath. Numerous updates add to the home's appeal, including a newer roof and water heater, newer fencing, and fresh paint throughout the main level, including trim and blinds. All bedrooms feature walk-in closets, and the three-car garage provides ample parking and storage. Situated in the center of a cul-de-sac, this home offers both privacy and convenient access in and out of the neighborhood. The lush, fenced backyard is beautifully landscaped with mature trees, creating a peaceful private setting ideal for outdoor entertaining. A stone-paver covered patio with outdoor fireplace provides the perfect spot for relaxing on crisp fall evenings. Ideally located with convenient highway access, restaurants, shopping, and everyday amenities, this exceptional Wilshire Farms home offers versatile living spaces, thoughtful updates, outstanding neighborhood amenities, and room for everyone! (SqFt and Taxes per county/public record. Room sizes are estimated.)

9014 W 158TH Terrace, Overland Park

Listing courtesy of Michelle Saporito of Keller Williams Realty Partners Inc..

$575,000

3 Beds ⋅ 3 Baths

Welcome to effortless, maintenance-provided living in the highly sought-after Chapel Hill Villas! This beautifully designed Mansfield plan offers 3 bedrooms, 3 full bathrooms, and approximately 2,498 square feet of thoughtfully finished living space with an open, light-filled layout and quality finishes throughout. The main level welcomes you with soaring ceilings, wide-plank hardwood floors, and a spacious great room anchored by a beautiful fireplace. The kitchen is designed for both everyday living and entertaining, featuring quartz countertops, custom cabinetry, stainless steel appliances, a large center island, and generous pantry space. The primary suite is conveniently located on the main level and features a spacious walk-in closet and private bath with a zero-entry shower. A second main-floor bedroom offers excellent flexibility as a guest suite, home office, or den, while main-level laundry adds to the home’s easy-living floor plan. The finished lower level provides even more room to spread out with a large recreation area, third bedroom, and full bathroom—perfect for overnight guests, entertaining, or creating a separate living space. Step outside to the covered patio and enjoy your outdoor space without the burden of extensive exterior maintenance. An attached two-car garage completes the home. Located in Chapel Hill Villas, residents enjoy maintenance-provided living along with exceptional neighborhood amenities, including two community pools, clubhouse, pickleball courts, playground, and an extensive trail system. Lawn maintenance and snow removal make it easy to spend more time enjoying the home and community. Beautifully finished, thoughtfully designed, and conveniently located in southern Overland Park—13405 W 174th Place offers the space of a traditional home with the convenience of villa living. Don’t miss your opportunity to call Chapel Hill home!

13405 W 174th Place, Overland Park

Listing courtesy of Trent Gallagher of ReeceNichols - Leawood.

$1,100,000

4 Beds ⋅ 3.5 Baths

The Fleetwood Villa by Don Julian Builders is underway on Lot 375 in The Manor at Terrybrook Farms, with completion anticipated in spring 2027. This thoughtfully designed maintenance-provided home features vaulted ceilings and abundant natural light. The main level offers a private primary suite, flexible bonus room and conveniently located laundry. Hardwood floors flow throughout the living room, dining area and kitchen, which features built-in appliances and a spacious pantry. A large covered patio extends the living space outdoors. The daylight lower level includes a recreation room, wet bar, two additional bedrooms connected by a Jack-and-Jill bath, and a separate half bath for guests. Residents enjoy lawn maintenance and snow removal, plus Terrybrook Farms amenities including a zero-entry pool, cardio room, playground, sport court and walking trails.

17308 Oakshire Street, Overland Park

Listing courtesy of Natalie Freeman of Weichert, Realtors Welch & Co..

$1,950,000

5 Beds ⋅ 5.5 Baths

The Madison IV Reverse by Don Julian Builders offers approximately 5,080 square feet of thoughtfully designed living space and is scheduled for completion in Spring of 2027. This home is in Estates of Terrybrook Farms lot 318 backing to green space. A dramatic radius ceiling welcomes you into the entry, where a curved staircase leads to the lower level. Distinctive ceiling treatments add architectural interest throughout the main floor. A private office features its own separate entrance—ideal for working from home or meeting with clients. The kitchen includes a generous pantry and convenient second-kitchen prep area. The living room, dining area and family room/bedroom 5 flow effortlessly to an expansive covered deck and patio, creating exceptional indoor-outdoor living. Fireplaces enhance both the living room and primary suite. The primary retreat also features a sitting area and direct access to the covered deck. The lower level boasts 10-foot ceilings, a spacious recreation room and three additional bedrooms. A walk-up/walkout patio provides exceptional privacy, with both covered and open-air spaces for relaxing and entertaining. Terrybrook Farms has great amenities-Zero entrance pool with slide, cardio fitness room, playground, sports court, and walking trail. Selections still available to be made!

10906 W 173rd Terrace, Overland Park

Listing courtesy of Natalie Freeman of Weichert, Realtors Welch & Co..

$700,000

3 Beds ⋅ 3 Baths

RANCH LIVING AT ITS BEST! 3 BEDROOMS and 3 FULL BATHROOMS ALL ON THE MAIN LEVEL and each positioned in its own wing for privacy. Step inside to a vaulted foyer that opens to an impressive great room and kitchen. The chef’s kitchen features a HIGH-END CAFE' APPLIANCES, gas cooktop, quartz countertops, designer backsplash, soft-close cabinetry, under-cabinet lighting and a huge walk-in Butler’s Pantry/Prep Kitchen complete with sink, disposal, abundant shelving and a transom window for natural light. The adjacent dining area features a vaulted ceiling. The Great Room showcases a stunning floor-to-ceiling stone fireplace, custom built-ins and a dramatic 10' BI-FOLDING GLASS DOOR WITH TRANSOMS that opens to the covered patio. The private Owner’s Suite is a true retreat with direct patio access, a 14' vaulted ceiling, zero-entry walk-in shower with frameless door, freestanding tub, quartz vanity and spacious closet with 3rd-row pull-downs. Two additional main-level bedrooms are thoughtfully separated for privacy, each with its own full bath. A convenient mudroom off the 3-car garage includes a boot bench and storage. FENCED YARD, EPOXY GARAGE FLOORING & WINDOW BLINDS INCLUDED! Enjoy all the amenities Chapel Hill has to offer, including two pools, clubhouse, pickleball, playground, walking trails and 70 acres of green space—all next to the 1,200-acre Heritage Park complex with golf, lake, marina, beach, trails, sports fields and equestrian amenities.

17404 Gillette Street, Overland Park

Listing courtesy of Gina Dennis of ReeceNichols - Leawood.

$895,000

5 Beds ⋅ 5 Baths

LOCATION. LOT. LIFESTYLE. THIS ONE HAS IT ALL! Welcome to 11609 W 154th St, a beautifully refreshed 2-story home in highly sought-after Overland Park, ideally situated in the Blue Valley School District with a brand new roof (replaced in July 2026)! The standout .33-acre lot backs directly to green space, offering a rare combination of privacy, views, and room to enjoy the outdoors. Inside, fresh interior and exterior paint plus new carpet give this home a clean, updated feel and make it truly move-in ready. Need space to entertain? The finished basement delivers! Enjoy a dedicated media room, bar, and full bathroom—perfect for movie nights, game days, guests, or creating the ultimate hangout space. And the backyard is ready for making memories. The flat, expansive lot features a covered patio and built-in firepit, creating an inviting outdoor setting for morning coffee, weekend gatherings, and evenings under the stars. All of this in an exceptional Overland Park location close to shopping, dining, parks, recreation, and major highways. A generous green-space lot, finished basement, fresh updates, and Blue Valley Schools make this a rare opportunity. Don’t wait—homes offering this much space, privacy, and location are hard to find. Schedule your showing today and come see why 11609 W 154th St should be at the top of your list!

11609 W 154TH Street, Overland Park

Listing courtesy of JoLynn Tarantino of ReeceNichols - Overland Park.

$650,000

4 Beds ⋅ 4.5 Baths

IMPRESSIVE, UPDATED & MOVE-IN READY! From the grand 2-story entry to the soaring ceilings, beautiful hardwood floors and abundance of natural light, this spacious home makes a statement from the moment you walk in. The heart of the home is the oversized kitchen featuring abundant cabinetry, granite countertops, pantry and a huge center island with additional storage. The kitchen opens to a sunny breakfast area and flows easily into the formal dining room—perfect for everyday living and entertaining. The ALL-SEASON SUNROOM adds wonderful additional living space and is sure to become a favorite spot for morning coffee, relaxing or entertaining year-round. Upstairs you'll find FOUR SPACIOUS BEDROOMS PLUS A SEPARATE OFFICE/FLEX SPACE, including a lovely guest suite with its own private bath. The FINISHED LOWER LEVEL offers even more room to spread out with space for movie nights, game days, a fitness area or second office, plus a half bath and abundant storage. So many recent updates make this home feel fresh and ready for its next owner, including a ONE-YEAR-OLD ROOF WITH WARRANTY, 2-year-old main-level A/C, NEW FLOORING on the upper and lower levels, NEW LIGHT FIXTURES and UPDATED BATHROOMS! Zoned heating and cooling provides added comfort throughout the home. Outside, enjoy beautiful landscaping with a SPRINKLER SYSTEM and a low-maintenance deck. Fantastic neighborhood amenities include a COMMUNITY POOL and TRAILS, with St. Andrews Golf Course just down the street. Ideally located near the Overland Park Soccer Complex, shopping, dining, entertainment and highway access. SO MUCH SPACE, SO MANY UPDATES & A LOCATION YOU'LL LOVE!

11813 W 138th Street, Overland Park

Listing courtesy of Wendy Foil of West Village Realty.

$720,000

5 Beds ⋅ 4.5 Baths

Welcome to this stunning, award-winning Bickimer Homes Jefferson 1.5-story featuring exceptional craftsmanship, luxury finishes, and an ideal layout for everyday living and entertaining. This beautifully designed home offers impressive curb appeal with a stucco exterior, custom hardscape beds, and river rock landscaping. The sun-filled open-concept main level showcases a dramatic box-beam ceiling in the great room and flows seamlessly into the gourmet kitchen featuring an oversized island, gas range, built-in wall oven and microwave, spacious pantry, and custom buffet with built-in mirror and stained ceiling. The main-level primary suite is a private retreat with separate vanities, jetted tub, oversized tile shower, and expansive vaulted walk-in closet. A dedicated home office and well-appointed laundry room with quartzite countertops, built-in cabinetry, utility sink, and washer/dryer riser add convenience. Upstairs offers spacious secondary bedrooms, including a private en-suite and dual-entry bath. The finished lower level is an entertainer's dream with a custom granite bar, beverage fridge, wine fridge, ice maker, dishwasher, wine storage, expansive game room, flexible billiards area, and a home theater projector-ready setup, retractable screen, built-in speakers, and smart lighting. Enjoy outdoor living on the covered patio overlooking the fully fenced backyard with sprinkler system. The garage includes a mini-split, perfect for a workshop, gym, or hobby space. Water softener stays. Located in a premier community with a neighborhood pool, playground, and walking trails. Estate sale, sold AS-IS.

16804 Hauser Street, Overland Park

Listing courtesy of Isabella Wiegers of Platinum Realty LLC.

$795,000

4 Beds ⋅ 4.5 Baths

Best value in Wilshire Farms! Priced below anything else currently available in the neighborhood, this home offers a rare opportunity to get into one of South Overland Park’s most sought-after communities without the premium price tag. The location is hard to beat. You’re just minutes from Highway 69 and a quick walk or bike ride from BluHawk, with shopping, dining, entertainment, and the growing AdventHealth Sports Park area all close by. Add award-winning schools, nearby parks, and everyday conveniences, and it’s easy to see why this part of South Overland Park continues to be in such high demand. Wilshire Farms also delivers neighborhood amenities that are difficult to replicate in newer developments. Residents enjoy an Olympic-sized pool with a summer swim team and lifeguards, pickleball and tennis courts, a clubhouse, and a scenic walking trail surrounding a large neighborhood pond. Inside, the home offers generous living spaces, an oversized primary suite, and a finished lower level with plenty of flexibility for a bar, media room, game space, home gym, or additional entertaining area. Outside, the newly completed deck and patio create even more room to relax and entertain. Space, amenities, location, and one of the most attractive price points in Wilshire Farms — this one deserves a closer look.

9307 W 155th Court, Overland Park

Listing courtesy of Jeff Yacos of Real Broker, LLC.

$960,000

4 Beds ⋅ 3.5 Baths

PRIVATE WOODED RETREAT WITH LUXURY FINISHES & DIRECT HERITAGE PARK ACCESS! Prepare to fall in love with this absolutely stunning Reverse 1.5-Story nestled on a gorgeous, private wooded lot in one of the area's most desirable locations. Thoughtfully designed this home blends sophisticated style with effortless everyday living with soaring ceilings, custom architectural details and natural light. Impressive great room, where a floor-to-ceiling stone fireplace creates a warm and inviting focal point flows seamlessly into the kitchen and dining. At the heart of the home is a true chef's kitchen featuring premium stainless steel appliances, custom cabinetry, double built-in ovens, walk-in pantry and eat-in quartz island—perfect for entertaining or gathering with family. Take entertaining outdoors to the screened-in deck, designed as an extension of the living space with its own gorgeous stone fireplace and built-in grill--perfect setting for morning coffee, evening cocktails or unforgettable gatherings surrounded by nature. Unwind in the primary suite featuring en-suite with separate vanities, soaking tub, separate shower and walk-in closet. Second main level bedroom and full bath for guests, family or home office. Finished walkout lower level offers exceptional additional living space with a spacious family room, full bar with mini fridge, dining area, two additional bedrooms that share a full bath and half bath for added convenience. Step outside to the private covered patio and enjoy even more room to relax and entertain. Beautifully wooded setting provides a rare sense of privacy and tranquility, with mature trees, walking trails and direct access to Heritage Park right from the property. A cable for a hot tub is already installed and connected to the electrical panel, making future outdoor relaxation even easier. Beautifully appointed, incredibly private and designed for the way you want to live—this exceptional home is truly a one-of-a-kind retreat--WELCOME HOME!

10423 W 168th Terrace, Overland Park

Listing courtesy of Bryan Huff of Keller Williams Realty Partners Inc..

$715,000

4 Beds ⋅ 3 Baths

Skip the construction delays and the endless "to-do" lists that come with building from scratch. 17344 Bradshaw offers the rare opportunity to own a five-year-young 1.5 story home in Chapel Hill that truly feels BETTER THAN NEW! Every detail has been meticulously cared for, and the high-end upgrades you’d typically have to wait months for are already in place and ready for you to enjoy...plantation shutters throughout, a fenced yard with mature landscaping, and epoxy garage floor. From the moment you step inside, the quality of craftsmanship is unmistakable. The open layout flows effortlessly, showcasing a space that is both sophisticated and incredibly inviting. Because the current owners have already handled the initial seasoning of the home you get to skip the stress and move right into a polished, turn-key environment. The possibilities continue downstairs in the massive unfinished basement stubbed for a bathroom and potential for 2 bedrooms with egress windows. It’s a clean slate with soaring ceilings, just waiting for a personal touch, whether that means a home theater, a private gym, or a sprawling recreation space. Outside, the lifestyle extends into a vibrant community. You’ll have access to a fantastic clubhouse and two sparkling pools, a playground, pickle ball courts, and a great walking trail system. The neighborhood is next to Heritage Park which has everything else you could ask for.....a 40 acre lake for fishing and boating, off leash dog park, trails, soccer and football fields, disc golf and an 18 hole golf course. This isn't just a house; it’s a chance to step into a premium lifestyle without the new-build headaches. All that’s left to do is unpack!

17344 Bradshaw Street, Overland Park

Listing courtesy of Kristin Malfer of Compass Realty Group.

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