147 houses for sale in Chilcutt

Buyer must be approved for purchase by the hyde park office before submitting an offer. Subject to monthly ground rent that will increase from $643 currently to $678 in november 2026. This 2 bed, 1.5 bath mobile home is priced for quick attention-She's ready for the new owner to put their own fresh touches on her and start writing their next chapter in this thriving and active 55+ community! Pool, clubhouse, new dog park, covered shuffle boards and horseshoe pits means you will never be bored! Convenient to everything you need in 2 miles or less-unbeatable value for all this home and location have to offer

Beautiful house in Ethan Avenue, Easton! 3BR/2BA single-level home built in 2000 located in the desirable Waylands community in Easton, MD. Features 2,032 sq ft with an open floor plan, hardwood floors, gas fireplace, spacious primary suite with walk-in closet, attached 2-car garage, rear deck, and fenced yard. Well-maintained property with community park and pond, just minutes from shopping, dining, and waterfront attractions. New roof. 3 years old with a new HVAC added in 2025

Welcome to this beautifully maintained end-unit townhome in the sought-after Lakelands at Easton community. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home combines the convenience of main-level living with generous space for family and guests. The spacious main-level primary suite features a walk-in closet and private en-suite bath, while a dedicated home office provides an ideal space for remote work or study. Bright, open living areas are filled with natural light and flow seamlessly into the kitchen, complete with stainless steel appliances and ample cabinetry for everyday living and entertaining. Upstairs, youll find three generously sized bedrooms along with a finished bonus room offering approximately 400 sq. Ft. of additional finished spaceideal for a recreation room, media room, hobby space, or additional living area. Step outside to enjoy the fully fenced backyard, offering privacy and room to relax, garden, or entertain. Additional highl

Beautifully positioned on a quiet cul-de-sac in the sought-after community of Cookes Hope, this distinguished brick residence offers timeless architecture, generously scaled interiors, a beautifully landscaped private garden with green house, and a detached two-car garage with a private studio above. Designed for both everyday comfort and elegant entertaining, the home is filled with natural light and features a thoughtfully planned floor plan. The welcoming living room is defined by high ceilings, a gas fireplace, and ample space for multiple seating areas, including room for a grand piano. At the heart of the home, the expansive kitchen combines exceptional storage with a large center island, Corian countertops, quality appliances, and a casual dining area. A spacious library/family room with custom built-in shelving provides an inviting retreat, while the adjoining enclosed sunroom overlooks the garden and creates a seamless connection to the outdoors. An elevator provides convenien

Chesapeake by Del Webb. Nicely sited for maximum sunshine, this handsome and beautifully cared for two story Wittman model awaits you. Recent upgrades include luxury Vinyl flooring throughout the entire house (even the stairs! ), entire house repainted neutral tones, custom blinds, enhanced lighting and fans, architectural roof, new high quality kitchen appliances including washer/dryer, primary bedroom closet organization, all bathrooms refreshed, fenced rear yard and drywalled/painted garage interior. The layout offers traditional rooms that blend together with attractive sight lines and connectivity. Step outside and find a relaxing brick paver patio with mature privacy plantings and a natural gas Weber Grill connected to town gas service all encompassed within the fenced back yard. This is a great house, move in ready for you! 55+ age-restricted section. Community amenities include Clubhouse with meeting room, exercise rooms, library and game rooms, outdoor pool, tennis/pickleball

With its central Talbot County location and effortless onestory layout, this movein ready waterfront retreat offers a rare blend of convenience, comfort, and stunning natural beauty. Set on more than two acres on Trippe Creek with 185' of water frontagedirectly across from Talbot Country Clubthe property enjoys an elevated vantage point with broad water views, a private pier, and a heated pool and hot tub all just minutes from the amenities of both Oxford and Easton. The 3,100plus squarefoot home is designed for easy living, with sweeping waterside views and a newly renovated primary suite featuring a luxurious private bath with a steam shower. Two additional bedrooms, a bunkroom plus three full baths provide ample space for guests. The gourmet eatin kitchen, formal dining room, large living room with fireplace, separate family room create a warm, flexible layout for everyday living and entertaining. A screened porch offers the perfect spot to enjoy the breeze off the creek. Thoughtful

Chesapeake By Del Webb. Popular 2 story Wittman model. Great room with gas fireplace, dining room, large eat-in kitchen with breakfast nook and center island, sunroom, office, 1st floor primary suite with walk-in closet and bath with walk-in shower and soaking tub, guest bedroom, hall bath and laundry. 2nd floor is perfect for guests with a loft, bedroom and bath. Features a 2 car rear loading garage, patio and lawn irrigation. Improvements include roof (2020), water heater (2019) and HVAC (November 2016). This is an active 55+ adult community with Clubhouse, outdoor pool, tennis/pickleball courts, bocce ball, picnic areas, gazebos and exercise paths. Close to downtown Easton with nice restaurants, medical facilities, YMCA, churches, parks and more. This one owner home has been immaculately maintained

Enjoy the combination of privacy, convenience, and low-maintenance living in this beautifully updated townhome just minutes from downtown. Nestled against a peaceful wooded backdrop, this home offers a rare sense of seclusion with an exceptionally private balcony-style deck overlooking the trees. Inside, hardwood floors enhance the main levels open-concept design, featuring a bright kitchen with stainless steel appliances, a dining area, and spacious living room. The upper level offers a private primary suite with a full bath, walk-in closet, and versatile loft space, along with two additional bedrooms and a full bath. The lower level provides even more space with a cozy family room, half bath, laundry area, and convenient garage access

Located at the end of a private, gated, park-like lane, mid-way between Easton and Oxford: This gracious home is situated on one of the premier sites in Talbot County, MD. 2.3-acre point of land, providing Westerly (SUNSET) views looking directly down Trippe Creek toward the Tred Avon River. The tastefully updated brick home provides exceptional water views from most rooms, especially from the living room, dining room and brick-floored glassed'River Room. The floor plan (see downstairs and upstairs plans in the attached photos) features 2-bedrooms down stairs (including a'Primary' Bedroom) and 2 bedrooms upstairs (Including another'Primary'. Take your pick! ). A total of four large bedrooms, four bathrooms and one half-bath. Lots of living and entertaining spaces downstairs, including a spacious living room, family room, library and River Room. Recent updates include a new BAT septic system; encapsulated crawl space; refinished wood floors throughout; fresh paint inside and out; new ki

Chesapeake By Del Webb. Beautiful 2 story Wittman model located on a corner lot on a quiet street. Great room with gas fireplace, dining room, gourmet kitchen with granite countertops, 5 burner cooktop and double wall oven, breakfast nook, 1st floor primary suite, guest bedroom with hall bath and sunroom. Wood flooring throughout 1st floor. 2nd floor loft and additional guest bedroom and bath perfect for overnight guests. Exterior features lawn irrigation and large paver patio with awning. Roof replaced 2023. HVAC replaced 2026. Move-in condition. 55+ age-restricted section. Community amenities include pool, tennis/pickleball courts, Clubhouse, bocce ball, horse shoes and more. Close to downtown Easton, St. Michaels and Oxford

Welcome to this beautifully updated two-story Wittman model in the highly sought-after 55+ community of Easton Club East, where thoughtful upgrades and timeless design come together effortlessly. From the moment you step inside, youll notice the extensive improvements throughout, from custom paint and upgraded lighting to engineered wood flooring and high-end finishes that elevate every space. The heart of the home is the stunning, fully renovated kitchen (approx. 3 years young), featuring granite countertops, a center island with seating, custom cabinetry with soft-close drawers, and stainless steel appliances. Heated floors add an extra touch of comfort, while the adjoining breakfast nook and sunroom create the perfect setting for morning coffee overlooking the private backyard. The spacious great room is designed for both relaxing and entertaining, complete with a natural gas fireplace, along with built-in wiring for surround sound. A dedicated office provides flexibility for work o

Welcome to easy living in one of Easton's most sought-after 55+ communities. Situated on a desirable corner lot with mature landscaping, this well-maintained Thurston model offers a thoughtfully designed floor plan with a first-floor primary suite, an additional main-level bedroom and full bath, a spacious family room open to the kitchen, and a bright sunroom. Upstairs offers a private guest suite and versatile loft, perfect for visitors or a home office. Recent updates include fresh paint in select rooms. Additional highlights include hardwood flooring throughout the main living areas, a two-car garage, irrigation system, and private patio. Community amenities include a clubhouse with a fitness center and game rooms, an outdoor pool, tennis courts, and walking trails. Conveniently located just minutes from downtown Easton, shopping, restaurants, and medical facilities

Cute as a button Updated Rancher Easton 29316 Will Street Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout. Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements include a brand-new roof and newer HVAC system, giving you peace of mind for years to come. Outside, youll love the versatility this property offers: Detached garage complete with a private office space Additional bonus room for storage, hobbies, or flex space Fenced backyard ideal for privacy Lovely patio area ready for outdoor dining and gatherings Whether you're downsizing, starting out, or looking for a low-maintenance retreat, this adorable home checks all the boxes. Dont miss your opportunity to enjoy easy living with extra space where you need it most! Conveniently located near all that Easton has

Assumable 2.75% FHA interest rate. Seller offering $5,000 seller credit toward buyer closing cost or rate buydown with acceptable offer. Brand new roof installed september 2026 & new hvac 2025. Enjoy the freedom of main-level living without giving up the space to host family and friends. This beautifully maintained Lakelands home offers a first-floor primary suite, generous guest accommodations, flexible loft space, a private fenced yard, and the low-maintenance lifestyle so many Easton buyers are searching for. Additional features include multiple storage closets, a dedicated laundry room, a two-car garage, and a fully fenced backyard with patio ideal for outdoor entertaining, pets, or gardening

This attractive end-unit townhouse is located in the desirable Easton Club community offering well-maintained, move-in ready living just minutes from historic downtown Easton. The home features a welcoming front porch that leads to the foyer and spacious kitchen, complete with granite counters, a pantry, breakfast bar, ample cabinet and counter space and appliances that are all less than two years old. The spacious living room offers flexible space for both living and dining and features two sliding glass doors leading to the rear deck overlooking ponds and a wooded setting. Upstairs, the primary suite features a large walk-in closet and spacious private bath, while the second bedroom also includes its own full bath and walk-in closet. Bedroom-level laundry adds everyday convenience. An attached outdoor storage shed provides ample space for tools, bikes, seasonal decor or any of your storage needs. A new roof was installed in June 2026 giving a buyer peace of mind for years to come. Re

Coveted location between Easton and St. Michaels with breathtaking Tred Avon River views! Set on 3.3 private acres in the established community of Travelers Rest, this beautifully restored brick home enjoys water views from nearly every room. The thoughtfully designed one-level floor plan is comfortable and easy to live in, while the classic character of the original home has been complemented by extensive updates from the current owners. A substantial attic runs the full length of the house, offering excellent storage and the potential for future expansion. The three-bedroom, three-bath home has been updated throughout, with beautiful hardwood floors, a renovated kitchen, new HVAC system, Rinnai tankless water heater, new deck, 2017 roof, and numerous other improvements. The spacious waterside primary suite has a generous ensuite bath, ample closet space, and additional storage, while two privately situated bedrooms share a full bath for family or guests. The living spaces are warm an

Nestled on just over 3 picturesque acres along the Miles River, this exceptional waterfront estate is the epitome of Eastern Shore charm. Renovated in 2017, the beautifully appointed residence is designed to maximize its stunning setting, with breathtaking water views from most rooms and an abundance of natural light throughout. The thoughtfully designed kitchen serves as the heart of the home and is ideal for both everyday living and entertaining. Featuring a large center island, high-end stainless steel appliances, custom cabinetry, and generous workspace, the kitchen flows seamlessly into the dining area and inviting river room, where expansive windows frame the spectacular waterfront views. The outdoor living spaces are equally impressive. A stunning negative-edge pool with elegant fire features creates a private resort-like atmosphere, while impeccably maintained grounds provide the perfect backdrop for relaxing or hosting family and friends. The rip-rapped shoreline leads to a pr

Buyer must fill out application at hyde park office and be approved. New roof just installed may 2026! This charming and well maintained 2-bedroom, 3-bath rancher is located in the desirable Hyde Park 55+ community. Offering one-level living on one of the largest lot in the entire community. This home features a welcoming front porch that leads into a spacious living room. The open kitchen includes ample cabinet and counter space, a pantry, and a breakfast bar that overlooks the family room, perfect for everyday living and entertaining. The primary suite boasts a walk-in closet with separate full baths with a shower/tub combo and linen closet. The second suite features a large closet. A large sunroom overlooks the backyard has a separate HVAC system. Additional highlights include a huge 1-car garage with room for a workshop, additional storage room off the primary with access to the back yard and a shed with electric. The vibrant Hyde Park community offers fantastic amenities included

Beautiful end-unit townhome in desirable Easton Club, offering a rare combination of natural light, flexible living space, and sweeping, peaceful nature views. Thoughtfully positioned on one of the larger lots among the original Easton Club townhomes, this home features added side windows that bring in wonderful natural light while capturing the surrounding nature views. The main level offers an inviting living room with solid wood flooring, crown molding, higher baseboards, and a gas fireplace with marble hearth and mantel. An arched opening leads to the formal dining room, creating a gracious flow for everyday living and entertaining. The kitchen features white cabinetry, composite countertops, tile backsplash, tile flooring, newer appliances, and recently installed LED under-cabinet lighting. A spacious first-floor family room provides excellent flexibility and could also serve as a main-level primary bedroom suite, with a full bath and closet for added convenience. Upstairs, the la

Welcome to 28816 Jasper Lane in the highly sought-after Cookes Hope community. This beautifully maintained end-unit townhome offers 4 bedrooms and 2.5 baths, including a convenient main-level primary suite complete with a walk-in closet and relaxing soaking tub. The light-filled living room features a dramatic vaulted ceiling and cozy gas fireplace, creating the perfect space to unwind or entertain. Enjoy the ease of a 2-car garage and step outside to your own picturesque backyard with a stone patioideal for quiet mornings or evening gatherings. Nestled in the desirable Cookes Hope neighborhood, residents enjoy scenic walking trails, tranquil ponds, a dog park, tennis courts, and morebringing a true sense of community and connection to nature. A rare opportunity to enjoy peaceful living with upscale amenities you wont want to miss

This two-story Charleston-style Colonial is located in the desirable Cookes Hope Village community and sits on an oversized lot with a fenced side and rear yard. The property includes a spacious entry-level side porch, second-level balcony, lush seasonal gardens, and a private fenced brick courtyard with built-in speakers for music and a retractable awningperfect for outdoor entertaining. Hardwood flooring runs throughout the home. The main level offers a flexible layout with a bedroom just off the entry and a nearby full bath. The kitchen features double wall ovens and a gas cooktop in the island and opens to comfortable living spaces. The living room includes a gas fireplace, while the family room offers custom built-ins, a Vermont wood stove, and direct access to the courtyard and backyard. Upstairs, the primary suite includes a large bath with soaking tub, stall shower, and double vanity. A second en-suite bedroom currently serves as an office with extensive custom built-in cabinet

Due to military relocation orders, the sellers are preparing for their next assignment and are ready to make their move. This presents a wonderful opportunity for buyers to make this beautiful property their new home. Sellers are motivated and welcome serious offers!,Beautiful Home Nestled in the charming High Banks community, this delightful Cape Cod-style home offers a serene retreat with 220 feet of waterfront along, and its own private dock to The Pond at High Banks. Or sit out on the wrap around porch overlooking the pond. To enter you drive down a tree lined lane and expansive lawn to a house literally out of a story book. Imagine mornings spent sipping coffee on your porch, listening to the gentle sounds of nature. With 4 spacious bedrooms and 2 full baths, this residence is designed for comfort and relaxation. The main bath is as elegant as you can make, with a built in vanity for pampering one self. The back yard area is fenced in with access from side and back of house. Remod

This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both entertaining and relaxed evenings at home. The great room is anchored by a gas fireplace, creating a warm and welcoming atmosphere. The kitchen offers upgraded countertops, generous table space, a cooktop, double oven, built-in microwave, dishwasher, disposal, and refrigerator, perfect for preparing favorite meals, hosting guests, or enjoying casual mornings at home. A main-level primary suite provides comfort and convenience, complete with a walk-in closet and private bath featuring a soaking tub and shower. Upstairs, a spacious loft/family room overlooks the main living area and is complemented by tw

This exceptional waterfront estate was thoughtfully designed and custom built by its current owner after years of meticulous research and planning, drawing architectural inspiration from the timeless elegance of Colonial Williamsburg. Constructed with an uncompromising commitment to quality and authenticity, this remarkable residence is a true showcase of enduring craftsmanship. Offering 6 bedrooms, 5 full baths, 1 half bath, and an impressive 7 fireplaces, the home is rich with period-inspired architectural details. From the Flemish Bond brickwork and cypress plank siding to the one-of-a-kind, 2.5-inch-thick solid cherry and mahogany entry door, every element was carefully selected to reflect both beauty and longevity. Exceptional custom woodwork is found throughout the home, complemented by stunning Brazilian Teak, Brazilian Cherry, and White Oak hardwood flooring. Adding to the homes distinction are custom light fixtures crafted by Virginia MetalCrafters, among the final pieces ever

8051 Leehaven Road is the only property of its kind on the Eastern Shore right now a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with travertine surround, and a new pier fitted with water, electric, lighting, and three lifts built to the same standard as the home itself. Focus Construction completed it in 2023, and the quality behind the walls matches what you see in front of them: sprayed insulation, a fully conditioned crawlspace, two tankless water heaters, full-house water filtration, and Hardie Plank exterior every system selected for longevity, not appearance. Inside, the floor plan is generous without being excessive. Two primary suites one on the main level give the home the flexibility to accommodate full-time living, wee

Very rustic and private 3 bedroom, 1 and a 1/2 bath log cabin on 15 private wooded acres. There is a large building and a sun porch overlooking a stream running through the property. Excellent hunting property for whitetail deer and turkey!

Extremely private 3 BR 3 1/2 BA house on 4 acres with a pool! This property features a huge, finished bonus/game room over the garage with separate hvac zone, large family room with vaulted ceiling, first floor mater suite with an extremely well-done tile bathroom and absolutely complete privacy!