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29825 Hillary Ave, Easton
$569,000
3 Beds ⋅ 3 Baths
Easy Eastern Shore living in the highly sought-after 55+ section of Easton Club East! This beautifully maintained and updated home features formal living and dining rooms, a spacious family room with gas fireplace and a sunroom overlooking the beautifully landscaped rear yard and pond. Convenient breakfast bar. The main level provides a private owner’s suite with walk in closet with closet system, and attached bath. Upstairs you will find a versatile loft, two additional bedrooms and a full bathroom. Additional highlights include a new Carrier Infinity HVAC system (2020), newer roof , main-level laundry room , irrigated grounds, invisible fence system, and an attached two-car garage The rear yard is your own oasis, backing to the woods and pond, offering privacy . Enjoy a paver patio with stacked retaining wall, and beautiful landscaping. Residents of Easton Club East enjoy exceptional amenities including a clubhouse, fitness center, library, ballroom, game room, billiards room, swimming pool, tennis and pickleball courts, bocce, putting green, scenic ponds, and walking trails. Conveniently located just minutes from downtown Easton's shopping, dining, healthcare, and cultural attractions, with the waterfront towns of St. Michaels and Oxford nearby. Easy access to Annapolis, Baltimore, Washington, the Bay Bridge, and the Maryland and Delaware beaches. Sellers NEED mid to end September 2026

29825 Hillary Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Keller Williams Select Realtors of Cambridge.

7425 Michael Ave, Easton
$555,000
3 Beds ⋅ 3 Baths
Welcome to the highly desirable 55+ section of Easton Club East. Situated on a premium corner lot, this well-maintained Merion model offers comfortable living both inside and out. Enjoy the beautifully landscaped yard featuring a custom patio, pergola, irrigation system, and plenty of space to relax or entertain. Inside, the bright and inviting floor plan includes a welcoming foyer, formal living and dining rooms, and a spacious family room with a gas fireplace. The kitchen features granite countertops, ample cabinetry, and a layout that opens to the main living areas. Just beyond, the tiled sunroom provides additional living space and overlooks the rear yard. The main-level primary suite is privately located and features a walk-in closet and a large bath with a soaking tub and separate tiled shower. Upstairs, you'll find a loft that's perfect for a sitting area, office, or hobby space, along with two guest bedrooms, a full bath, and convenient walk-up attic storage. Easton Club East residents enjoy an exceptional array of amenities, including a clubhouse with fitness center, library, ballroom, meeting rooms, game room, and billiards room. Outdoor amenities include a swimming pool, tennis and pickleball courts, bocce courts, putting green, walking trails, and scenic ponds. Located just minutes from downtown Easton, you'll have easy access to shopping, restaurants, healthcare, and everyday conveniences. The waterfront towns of St. Michaels and Oxford are nearby for dining, boating, and exploring the best of Maryland's Eastern Shore. For commuters and travelers, the Bay Bridge is approximately 30 minutes away, with Annapolis, Baltimore, Washington, D.C., and the Delaware and Maryland beaches all within an easy drive.

7425 Michael Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Northrop Realty.

29885 Hillary Ave, Easton
$510,000
3 Beds ⋅ 3 Baths
Chesapeake by Del Webb. This popular 2-story Wittman model home features a great room with gas fireplace, formal dining room, large gourmet kitchen with center island, cooktop, microwave, double wall oven and breakfast area, sunroom, office, primary suite complete with a soaking tub and separate shower, separate vanities and walk-in closet, guest bedroom, full bath and laundry room. Wood flooring and plantations shutters on first floor. Second floor features a spacious loft, guest bedroom and bath. Step outside to your beautifully landscaped corner lot (.38 acre), where a private patio invites you to relax amidst the tranquil views of Seth Forest. Additional features include a 2-car attached garage with oversized concrete driveway, underground lawn sprinkler system and new roof (January 2026). 55+ age-restricted section. The community amenities are exceptional, including a clubhouse with exercise room, outdoor pool, tennis/pickleball courts, putting green, bocce ball, horseshoes, gazebo/picnic areas and exercise paths. Conveniently located to downtown Easton shopping, restaurants, churches, Idlewild park, YMCA Academy Art Museum, churches and medical facilities.

29885 Hillary Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

29684 Sullivan Dr, Easton
$505,000
3 Beds ⋅ 3 Baths
Welcome to Easton Club East, where 55+ living feels relaxed, refined, and beautifully connected to everything Easton has to offer. Filled with natural light and framed by gorgeous windows, this inviting 3 bedroom, 3 full bathroom home offers a thoughtful layout with comfortable main-level living and flexible space upstairs. Step inside to warm hardwood flooring, an open living and dining area, and a bright kitchen with a breakfast nook that feels like the perfect place to enjoy slow mornings and peaceful views. Enjoy the beautiful family room with a cozy gas fireplace for all those long cold winter nights. French doors lead to a private office, ideal for working from home, reading, hobbies, or simply creating a quiet retreat. The main-level primary suite features new carpet, a walk-in closet, and an ensuite bath with a soaking tub and separate shower. A second bedroom and full bath are also located on the main level, offering convenience for guests or everyday living. Upstairs, you’ll find a spacious loft with new carpet, an additional bedroom, and a full bathroom, creating a wonderful setup for visitors, a media space, craft area, or bonus lounge. The home also features hardwood, laminate, and ceramic flooring, a roof that is only a few years old, a 2-car garage, and a concrete driveway. Outside, the gorgeous backyard patio with awning offers a peaceful place to unwind, dine outdoors, or enjoy the view of the trees beyond. Easton Club East offers sought-after community amenities including a clubhouse, outdoor pool, exercise room, billiard room, shuffleboard, and tennis courts. All of this is just minutes from downtown Easton, shopping, dining, grocery stores, Idlewild Park, the Avalon Theatre, and the Academy Art Museum. A beautiful blend of comfort, convenience, and Eastern Shore charm. Schedule your private tour today. Some photos are virtually staged.

29684 Sullivan Dr, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Executive.

29692 Maribel Ln, Easton
$490,000
3 Beds ⋅ 3 Baths
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.

29692 Maribel Ln, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

7466 Karen Ave, Easton
$490,000
3 Beds ⋅ 3 Baths
Chesapeake by Del Webb. Popular 2-story Wittman model. Great room with wood flooring and gas fireplace, dining room, large kitchen with center island, breakfast area, tiled sunroom, 1st floor primary suite, guest bedroom and hall bath, office and laundry room. 2nd floor loft and guest bedroom and bath perfect for overnight guests. Exterior features a paver patio with awning and inground lawn irrigation. Beautiful landscaping on a .27 acre corner lot. Roof replaced in 2018, hot water heater 2018 and HVAC in 2020. Solar tube lights to brighten living area. This home has been lovingly maintained. 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. Seller prefers late October settlement because of relocation.

7466 Karen Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

7371 Michael Ave, Easton
$490,000
3 Beds ⋅ 3 Baths
Welcome to Easton Club East, one of the area's most sought-after 55+ communities.  This beautifully cared-for Merion model, with 3 bedrooms, 2.5 baths, 2700+ sq.ft. of open living space, is situated on a premier lot backing to trees.    The foyer sets a welcoming tone, leading into the formal dining area, sun-bathed sitting room, and the main living spaces. The two-story great room with fireplace flows naturally into the open kitchen and sunroom. The gourmet kitchen with a breakfast nook features granite countertops, a breakfast bar, stainless steel appliances, and a pantry. Adjoining the kitchen and living room is a sunroom which all together creates a bright and spacious atmosphere. The sunroom opens to a paver patio, perfect for morning coffee or evening downtime, with a backyard framed by established landscaping and backing to mature trees. The main-level primary suite, overlooking the rear yard, provides a private retreat with a walk-in closet and en-suite bath. Upstairs, guests will appreciate two additional bedrooms, a full bath, and a versatile loft that overlooks the home’s open entry and great room. A two-car garage and generous attic storage add practical convenience and completes the residence. Easton Club East residents enjoy outstanding community amenities including a clubhouse with fitness center, library, ballroom, game room, meeting space, and billiards. Also featured are a swimming pool, tennis and pickleball courts, bocce courts, a putting green, nature paths and trails, and scenic ponds. Conveniently located just minutes from downtown Easton and its dining, shopping, parks, grocery stores, healthcare, and local favorites. Easy access to St. Michaels and Oxford for even more Eastern Shore charm and day-trip options.

7371 Michael Ave, Easton

Listing courtesy of Washington Fine Properties, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

7459 Timothys Way, Easton
$490,000
3 Beds ⋅ 3 Baths
Welcome to this 2-story McDaniel model in Easton Club East suitable for many lifestyles. The home is perfectly situated on a spacious corner lot in the non-age restrictive area just moments from the clubhouse, pool, and tennis courts. Every inch of this home is drenched in sunlight from its southern exposure. The recessed lighting makes the open floor plan glow from morning to evening. The freshly painted interiors, and rebuilt fireplace insert set the stage for cozy mornings or entertaining friends on the large paver patio. The gourmet kitchen is a showstopper, featuring granite countertops and a marble backsplash. The main-level primary suite is a serene retreat with a huge walk-in closet, dual vanity en suite bath, soaking tub, and separate shower. The enhanced floorplan with an enclosed sunroom offers a separate, flexible living space for couples and families. A private office with French doors adds work-from-home functionality. Upstairs, enjoy two bedrooms, a full bath, and generous walk-in attic storage. Additional perks include a 2-car garage with extensive shelving and a large driveway. Just 8 minutes to downtown Easton, you’re close to the Academy Art Museum, Avalon Theatre, schools, restaurants, and grocery stores. Schedule your private tour today! Some photos are virtually staged.

7459 Timothys Way, Easton

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Benson & Mangold, LLC.

29881 Peirce Way, Easton
$480,000
3 Beds ⋅ 3 Baths
Welcome to 29881 Peirce Way, a spacious 3,008-square-foot home in Easton Club East offering three bedrooms, two-and-a-half baths, and a thoughtfully designed floor plan with the primary suite on the main level. Formal living and dining rooms provide welcoming spaces for entertaining, while the impressive two-story family room is anchored by a gas fireplace. At the heart of the home, the gourmet kitchen features granite countertops, a double oven, double sink, new refrigerator, and new dishwasher. Its open connection to the breakfast room and family room creates an easy, inclusive flow for everyday living and entertaining. Just beyond the family room, the light-filled Florida sunroom brings the outdoors in, creating the feeling of outdoor living while enjoying the comfort of being indoors. The home has been thoughtfully prepared for the market with all-new carpeting, fresh interior paint touch-ups, updated landscaping, and a freshly power-washed exterior. Ceramic flooring adds practicality to the main level, while the rear-entry two-car garage helps preserve the home’s attractive streetscape. Upstairs, two additional bedrooms share a full bath, and the generous “sky attic” provides exceptional walk-in storage. Outside, extensive paver hardscaping enhances the property and creates attractive areas for outdoor living. The paver patio overlooks a more private rear yard, providing a comfortable setting for relaxing or gathering with friends. Easton Club East offers an active community lifestyle with a community center, outdoor pool, tennis and pickleball courts, fitness facilities, walking paths, pocket parks, and ponds. The community is convenient to downtown Easton, where residents enjoy locally owned restaurants and boutiques, the Academy Art Museum, the historic Avalon Theatre, farmers markets, and a lively calendar of festivals and community events. Medical facilities are also close at hand, along with the new University of Maryland Shore Regional Medical Center now under construction and anticipated to open in 2028. This welcoming home brings together generous living spaces, recent improvements, appealing outdoor areas, and convenient access to the amenities and culture of Easton.

29881 Peirce Way, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

29748 Hillary Ave, Easton
$480,000
2 Beds ⋅ 2 Baths
Get your mahjong on in this Vibrant and Active 55+ Community. Plenty of activities to maintain your active lifestyle that include a Community Clubhouse with exercise rooms, craft rooms, outdoor pool, tennis and pickleball courts, just to name a few. This pristine one level living Claiborne Model has been meticulously maintained and extensively updated to be move-in ready with new stainless steel appliances that includes a gas stove, a 3 yr old roof, new HVAC, shutters, updated bathrooms including a glass walk-in shower, built-ins in your primary closet, paver patio, and fresh paint throughout. Underground irrigation system keeps your garden beds fresh with low maintenance, and will get you on the cover of Better Homes and Garden in no time. Close to the quaint downtown Easton area and all of its amenities.

29748 Hillary Ave, Easton

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Meredith Fine Properties.

7477 Casey Ave, Easton
$465,000
2 Beds ⋅ 2 Baths
Chesapeake by Del Webb—This well maintained, 1,805 sq. ft. one-level Claiborne model home features great room with cozy gas fireplace and cathedral ceiling, formal dining room, relaxing sunroom, large kitchen complete with an island and breakfast area, Quartz countertops and stainless appliances. The primary suite features a tub and separate shower, double vanities and walk-in closet plus guest bedroom, and hall bath with newly installed walk-in shower . Wood flooring throughout main living areas. Outside, the property has a rear patio , 2-car rear loading garage and a concrete driveway. Improvements include Roof (2021) and Bryant HVAC (2021). 55+ age-restricted section. Enjoy the community's exceptional amenities, including a clubhouse, outdoor pool, tennis/pickleball courts, putting green, bocce ball, horseshoes, gazebo/picnic areas and exercise paths. Conveniently located to downtown Easton shopping and restaurants, park, YMCA and churches.

7477 Casey Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Realty.

29580 Kent Ave, Easton
$462,000
2 Beds ⋅ 2 Baths
Welcome to this beautifully appointed 2 bedroom, 2 bathroom single-level home in the sought-after Easton Club East community, offering natural light throughout. A welcoming foyer sets the tone, with an office/library on the right and dining room on the left, and the living room straight ahead, which impresses with a tray ceiling, crown molding, and classic wainscoting, creating an ideal space for entertaining. The spacious main living area features a vaulted ceiling, cozy gas fireplace, and direct access to the patio, seamlessly blending indoor and outdoor living. The stunning designer kitchen is a true centerpiece, showcasing upgraded quartz countertops, white cabinetry, stainless appliances, and a large center island with designer pendant lighting and counter seating—perfect for casual dining and gathering. The primary suite offers plush carpeting, a generous walk-in closet, and French doors leading to a luxurious ensuite bath complete with a corner soaking tub framed by windows, separate vanities, a step-in shower, and a private water closet. Additional highlights include a 2-car rear-entry garage and a fenced backyard for added privacy and outdoor enjoyment. New roof 2025, kitchen flooring new 2026 as well as new carpeting in the bedrooms and hallway. Residents of Easton Club East enjoy exceptional amenities, including a clubhouse with a ballroom, game room, and fitness center, as well as tennis and pickleball courts and a refreshing outdoor pool. Special note: this property is exempt from the 55++ requirement for residents. Ideally located just minutes from Route 50 and all that Maryland’s Eastern Shore has to offer, this home combines relaxed coastal living with everyday convenience.

29580 Kent Ave, Easton

Listing courtesy of Compass. Contact:

Selling Office: The KW Collective.

29830 Hillary Ave, Easton
$462,000
3 Beds ⋅ 3 Baths
Nestled in the serene Easton Club East/Chesapeake by Del Webb community, this exquisite 3-bedroom, 2.5-bathroom residence is designed for those seeking a refined lifestyle. With a minimum age requirement of 55, this vibrant community offers a perfect blend of comfort and luxury. Step inside to discover a spacious 3,052 sq. ft. layout adorned with elegant crown moldings and wood flooring. The gourmet kitchen, featuring upgraded countertops and stainless steel appliances, invites culinary creativity, while the cozy family room with gas fireplace off the kitchen provides a warm gathering space. Enjoy the convenience of a main-floor laundry and a primary suite complete with bath and walk-in closet. The exterior boasts charming brick and vinyl siding, complemented by an underground lawn sprinkler system. Relax on your private patio or take a leisurely stroll along the community's scenic jog/walk paths. 55+ age-restricted section. The community amenities feature Clubhouse, exercise rooms, ballroom, meeting rooms, library, card and craft rooms, outdoor pool, tennis and pickleball courts, bocce ball, horse shoes, exercise paths, picnic areas and putting green, perfect for socializing or unwinding. With an attached rear-entry garage and a concrete driveway, convenience is at your fingertips. Experience the exclusive lifestyle that awaits in this remarkable home, where every detail has been thoughtfully curated for your comfort and enjoyment. PRIME LOCATION, just minutes to downtown Easton shopping, restaurants, churches and medical facilities. Only 30 minutes to the Bay Bridge, 1.5 hours to Maryland/Delaware beaches and within 1-1.5 hours to Annapolis, Baltimore, Washington DC and international airports.

29830 Hillary Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

7321 Madaline Ave, Easton
$455,000
2 Beds ⋅ 2 Baths
Lovely location backing to trees and community pond in 55+ Easton Club East/Chesapeake by Del Web. One story "Vanderbilt" model with two bedrooms and two full baths, laundry, 2 car garage, study/office, open living to dining room, kitchen to family room (gas fireplace) overlooking through large windows picturesque patio, backyard and wooded area. Roof under three years old, original flooring, kitchen and baths. Community HOA includes welcoming clubhouse with two exercise rooms, game room, meeting/ball room, library as well as outdoor pool and tennis courts. Shady common area parks throughout and enjoyable walking paths. Just 5 minutes to downtown Easton.

7321 Madaline Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

29868 Nicholas Way, Easton
$420,000
2 Beds ⋅ 2 Baths
Professional interior photos to come by 6/3. Welcome to 29868 Nicholas Way in Chesapeake at Easton Club East—an inviting corner-lot home offering the ease of one-level living in one of Easton’s most desirable active adult communities. Thoughtfully designed with comfort and convenience in mind, this beautifully maintained home offers nearly 1,900 square feet of bright and functional living space. The floor plan is ideal for everyday living and entertaining, with two main-level bedrooms including a spacious primary suite featuring a walk-in closet and an ensuite bath designed for accessibility, complete with a roll-in shower and lift system. At the heart of the home is the open kitchen with a center island, Corian countertops, and easy-care luxury vinyl tile flooring, flowing seamlessly into the living room where a gas fireplace creates a warm and welcoming focal point. Just beyond, the sunroom opens to the rear patio and fills the home with natural light, creating the perfect place to relax with a book or enjoy guests year-round. A separate front office or sitting room with custom built-ins adds flexibility and charm. Outside, the setting is just as special. The .25-acre corner lot is framed by a classic white picket fence and backs to peaceful woods, offering privacy and a beautiful natural backdrop. Enjoy outdoor living on the spacious rear paver patio or start your mornings on the full-length front porch. Additional highlights include an oversized two-car garage with attic storage, custom closet systems, central vacuum, alarm system, irrigation, and a Gutter Helmet system for low-maintenance living. Residents of Chesapeake at Easton Club East enjoy an exceptional lifestyle with beautifully maintained grounds and resort-style amenities including a clubhouse, fitness center, ballroom, game and craft rooms, private junior Olympic pool, tennis courts, putting green, horseshoe court, scenic walking trails, and six charming pocket parks with gazebos and ponds. Ideally located just minutes from downtown Easton and within easy reach of Annapolis, BWI, and Washington, DC, this is Eastern Shore living at its best—comfortable, connected, and wonderfully easy.

29868 Nicholas Way, Easton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: RE/MAX Allegiance.

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