Middletown Homes with Billiard Room Amenities

Welcome to Middletown, Delaware – a charming town that perfectly blends small-town warmth with modern conveniences. Nestled in New Castle County, Middletown is known for its rich history, vibrant community, and a welcoming atmosphere that makes it a fantastic place to call home. With its picturesque parks, excellent schools, and a variety of shopping and dining options, Middletown offers a quality of life that appeals to families, professionals, and retirees alike.

One of the standout features of homes in this delightful town is the inclusion of billiard room amenities. Imagine unwinding after a long day in your very own billiard room, where friends and family can gather for a friendly game or simply enjoy each other’s company. These dedicated spaces often come equipped with stunning pool tables, ambient lighting, and comfortable seating, making them the perfect backdrop for entertaining guests or enjoying leisure time.

The homes in Middletown that boast billiard room amenities are designed with both comfort and style in mind. Whether you prefer a classic, rustic aesthetic or a sleek, modern design, you’ll find properties that cater to your unique taste. With spacious layouts and thoughtful finishes, these homes provide the ideal environment for creating lasting memories.

Middletown is not just a place to live; it's a community where you can thrive. From its friendly neighbors to its engaging local events, you'll quickly feel at home in this vibrant town. Explore the possibilities of owning a home with a billiard room and discover the joys of life in Middletown, Delaware. Your dream home awaits!

Newest Middletown Homes with Billiard Room Amenities

$495,000

2 Beds ⋅ 2 Baths ⋅ DENC2108110 MLS

Welcome to easy, low-maintenance living in the sought-after Spring Arbor 55+ community in Middletown, Delaware! Built in 2017, this beautifully maintained 1,778-square-foot ranch home offers an inviting open-concept floor plan with hardwood flooring throughout most of the main living areas and brand new carpeting in the bedrooms. The spacious kitchen flows seamlessly into the living and dining spaces, while a stunning sunroom with a cathedral ceiling fills the home with natural light and provides the perfect place to relax. The primary suite features a tray ceiling, a private full bath, and generous closet space, while a second bedroom and full bath offer comfort for guests. High-end real wood plantation shutters, a nearly $9,000 upgrade, add timeless style and elegance throughout the home. Enjoy the welcoming front porch, entertain on the low-maintenance composite deck, and appreciate the peace of mind that comes with a new HVAC system installed in 2021. Complete with a two-car garage and situated on a .17-acre lot, this exceptional home combines quality upgrades, thoughtful design, and the active lifestyle that makes Spring Arbor one of Middletown's most desirable 55+ communities.

623 Garden Gate Dr, Middletown

$579,900

3 Beds ⋅ 2 Baths ⋅ DENC2108054 MLS

Welcome to this beautiful 3BR/2BA ranch home in one of Middletown's premier 55+ community at Four Season at Silver Maple. This K Hovnanian Martinique model features a spacious floor plan with 2372 sq ft of living space on the main level, and an additional 1178 sq ft in the partially finished basement. Curb appeal abounds with the stacked stone accents, modern carriage-style garage door, huge 16’ x 22’ maintenance-free deck with under-deck storage, an irrigation system to keep your grass looking green, and a premium lot backing to community open space. As you enter the home, you’ll be greeted with gleaming hardwood floors flowing throughout most of the main level, and a lots natural and recessed lighting. The gourmet kitchen boasts a stainless steel wall oven & microwave combo, gas cooktop, and a large angled island with sink and bar top seating opening up to the living room and dining areas. The perfect layout for entertaining family and friends and hosting holiday get-togethers. The extra-large primary bedroom suite has his/hers walk-in closets, double vanities separated by a makeup counter, tiled floors, and an enlarged tiled shower with a bench and glass shower doors. Additionally, there are 2 guest bedrooms, one with French doors, doubling as a convenient home office. Other features are a main floor laundry with included front-loading washer & dryer, 2-car garage with epoxy-coated floors, and the expansive recreation room in the finished basement. The unfinished areas offer ample storage, and 2 of the spaces currently act as a home gym and workshop. In 2025, New Timber Tech roof was placed. The community clubhouse provides a calendar of welcoming and engaging activities for residents, along with indoor amenities that include a café/kitchen, hearth room, fitness center, card room, yoga room, billiards room, ping-pong room, and a theater room. Outdoor amenities include the swimming pool with Tiki bar and BBQ area, tennis and pickle ball courts, bocce and horseshoe courts, several miles of walking trails and a community garden. Proximity to Rt 1 & Rt 13 make it within easy driving distance to everything Delaware has to offer – only 45 minutes to the Philly airport and less than an hour to sand-filled beaches.

171 Silver Maple Rd, Middletown

$423,000

2 Beds ⋅ 2 Baths ⋅ DENC2106260 MLS

Nestled among the trees in the desirable 55+ Whispering Woods community of Middletown, Delaware, this charming coastal-style villa offers the ease of single-level living with a thoughtfully designed layout and quality finishes throughout. Featuring two bedrooms and two full bathrooms, the home combines comfort and style with luxury vinyl plank, plush carpet, and tile flooring. The open floor plan creates a bright and welcoming living space, enhanced by recessed lighting in the entry, living room, and kitchen. The spacious kitchen is designed for both everyday living and entertaining, complete with a gas stove, center island, and seamless flow into the main living and dining areas. The inviting primary suite showcases an elegant tray ceiling, abundant closet space, and a private ensuite bathroom featuring a step-in shower with built-in bench and safety grab bar and a spacious vanity. A second bedroom and full bath provide comfortable accommodations for guests or a home office. An energy efficient, on-demand hot water system not only helps reduce utility costs but also provides nearly instant hot water throughout the home for added comfort and convenience. The front garden and manicured lawn add to the curb appeal of this immaculately maintained residence. Enjoy low-maintenance living while taking advantage of exceptional community amenities, including a clubhouse with a fitness center, outdoor pool, and pickleball courts. Conveniently located, this home offers the perfect blend of peaceful, tree-lined surroundings and easy access to shopping, dining, healthcare and major roadways. This is a rare opportunity to experience low-maintenance living in an attractive neighborhood designed for comfort, convenience and an active lifestyle.

1428 Whispering Woods Rd, Middletown

$579,900

3 Beds ⋅ 3 Baths ⋅ DENC2105858 MLS

Welcome to 529 Contemplation Way, an exceptional home located in the highly sought-after Whispering Woods 55+ active adult community in Middletown, Delaware, where luxury, convenience, and a carefree lifestyle come together. Designed for buyers seeking the ease of first-floor living without sacrificing space, this beautifully maintained home offers the perfect blend of elegance, flexibility, and low-maintenance living. Outstanding curb appeal, a welcoming covered front porch, and manicured landscaping create an inviting first impression, while the dramatic two-story foyer and rich hardwood flooring throughout most of the main level immediately showcase the home's quality craftsmanship. The open-concept floor plan is filled with abundant natural light and soaring vaulted ceilings, creating a bright, spacious atmosphere ideal for everyday living and entertaining. The expansive family room flows seamlessly into the dining area before opening to the screened porch and oversized stamped concrete patio, providing exceptional indoor-outdoor living for morning coffee, relaxing evenings, or entertaining family and friends. The beautifully appointed kitchen is the centerpiece of the home, featuring stainless steel appliances, designer countertops, a stylish tile backsplash, abundant cabinetry, hardwood flooring, an undermount sink with a gooseneck faucet, and a large center island with seating and additional storage. Just beyond, the sun-filled breakfast area with its vaulted ceiling offers the perfect place to begin each day. The spacious main-level primary suite provides the comfort today's buyers desire with a tray ceiling, generous closet space, and a private bath featuring a double vanity and walk-in shower. A dedicated first-floor office offers flexibility for working from home, hobbies, crafts, or a quiet reading room, while the convenient first-floor laundry room and powder room complete the thoughtfully designed main level. Upstairs, you'll discover three additional spacious rooms along with an open loft overlooking the main living area, creating the perfect second family room, media room, game room, or private retreat for overnight guests and visiting family. Whether you're hosting holidays or simply need additional living space, this versatile layout adapts beautifully to your lifestyle. The expansive unfinished basement provides exceptional storage and endless possibilities for future finished living space, including a recreation room, fitness studio, workshop, hobby room, or home theater. Beyond the home itself, Whispering Woods offers one of Middletown's premier active adult lifestyles, featuring a beautifully appointed clubhouse, fitness center, outdoor swimming pool, gathering spaces, and an active social calendar filled with clubs, activities, and community events. Lawn care and snow removal are included, allowing homeowners more time to travel, relax, and enjoy everything the community has to offer. Ideally located just minutes from Historic Downtown Middletown, residents enjoy convenient access to outstanding restaurants, boutique shopping, coffee shops, grocery stores, healthcare, parks, walking trails, golf courses, and major commuter routes including Route 1, while remaining within easy reach of Delaware's beaches, Wilmington, and Philadelphia. Combining timeless architecture, an open and flexible floor plan, abundant natural light, outstanding indoor and outdoor living spaces, resort-style community amenities, and the convenience of move-in-ready first-floor living, 529 Contemplation Way presents a rare opportunity to enjoy the lifestyle you've been waiting for in one of Middletown's most desirable 55+ communities.

529 Contemplation Way, Middletown

$445,000

3 Beds ⋅ 3 Baths ⋅ DENC2104592 MLS

Welcome to 376 Goodwick Drive in the Highly Desirable Preserve at Deep Creek Community in Middletown! Built in 2020, This Beautifully Maintained Townhome Offers 3 Bedrooms, 2.5 Bathrooms, and Approximately 2,575 Square Feet of Thoughtfully Designed Living Space. Step Inside to an Open-Concept Floor Plan Filled With Natural Light, Creating the Perfect Setting for Both Everyday Living and Entertaining. The Spacious Kitchen Flows Seamlessly into the Dining and Living Areas, While the Finished Basement Provides Flexible Space for a Home Office, Media Room, Fitness Area, or Playroom. Upstairs, the Generously Sized Primary Suite Features a Walk-In Closet and Private En-Suite Bath, Complemented by Two Additional Bedrooms and a Full Bathroom. Enjoy a Low-Maintenance Lifestyle With HOA Services That Include Common Area Maintenance, Lawn Maintenance, Snow Removal, and Access to Outstanding Community Amenities. Residents of The Preserve at Deep Creek Have Access to a Swimming Pool, Fitness Center, Clubhouse, Community Center, Recreational Center, Basketball Courts, Billiard Room, Meeting Room, Party Room, Picnic Area, Dog Park, Tot Lots/Playground, and Beautifully Maintained Common Grounds, Offering Something for Every Lifestyle. A One-Car Attached Garage Adds Everyday Convenience, While the Home's Location Within the Highly Sought-After Appoquinimink School District Places You Just Minutes from Shopping, Dining, Parks, and Major Commuting Routes. This Move-In-Ready Home Offers the Perfect Combination of Comfort, Convenience, Modern Living, and Exceptional Community Amenities. Don't Miss Your Opportunity to Own in One of Middletown's Most Popular Communities!

376 Goodwick Dr, Middletown

$590,000

2 Beds ⋅ 3 Baths ⋅ DENC2104738 MLS

BEAUTY & BELONGING...This is your chance to steal a home & lifestyle! Welcome home! 130 Burlina Boulevard, where exceptional living extends far beyond your front door! Thoughtfully designed for comfort and convenience, this beautifully maintained home offers an outstanding floor plan, bright and inviting living spaces, low-maintenance flooring, and three full baths to accommodate family and guests alike. The custom built private deck and fenced yard create the perfect setting for morning coffee, evening gatherings, or simply unwinding at the end of the day. What truly sets this home apart is the lifestyle that comes with it. Spend your days enjoying pickle-ball, bocce, shuffleboard, an Olympic-size pool, a well-appointed clubhouse, fitness center, scenic walking trails, and beautifully maintained grounds. Whether you’re seeking an active social calendar or peaceful moments surrounded by friends and neighbors, you’ll find it here. Level up your lifestyle in every way—at home, in the community, and in the life you’ve worked hard to create. This isn't just a move - it's a lifestyle promotion!

130 Burlina Blvd, Middletown

$549,900

3 Beds ⋅ 3 Baths ⋅ DENC2101226 MLS

This home in the beautiful over 55 Community of Four Seasons at Silver Maple was constructed in 2013, showcases a sophisticated ranch architectural style, featuring high-quality vinyl siding that enhances its curb appeal. Spanning an impressive 3,100 square feet (not including fhe finished basement) this residence offers three spacious bedrooms on the main level (one used currently as and office and a 4th room/den and full bath in the finished basement and 2 full bathrooms on the main level, ensuring ample space for relaxation and privacy. The interior is meticulously designed with high-end finishes, including crown moldings, chair railings, and recessed lighting that create an inviting ambiance. The open floor plan seamlessly connects the family room to the kitchen, which is equipped with stainless steel appliances, double oven, including a built-in microwave, gas oven/range, dishwasher, and disposal. The breakfast area provides a perfect spot for casual dining, while the formal dining room is ideal for entertaining guests. The primary suite features a luxurious bathroom with both a walk-in shower, double sinks and vanity complemented by a generous walk-in closet. Additional interior highlights include new laminate floors, freshly painted, carpeting, 3 ceiling fans in bonus room over negotiable pool table, and a convenient laundry area located on the main level. The spacious basement is partially finished with a full bath and den and offers plenty of additional storage options, plus a battery backup for the sump pump. The exterior of the property is equally impressive, featuring well-maintained sidewalks and street lighting that enhance the community's charm. Residents can enjoy a wealth of amenities within the community, including a clubhouse with billiard room, exercise room, and outdoor recreational facilities such as pickleball courts, bocce ball, horseshoes , 4 mile walking trail with benches and gazebo, community vegatable garden, a community heated pool with handicap lift and a firepit for chilly evenings. The association fee covers comprehensive services, including lawn care, snow removal, and trash collection, ensuring a low-maintenance lifestyle. Parking is convenient with an attached two-car garage featuring a front entry and garage door opener, along with additional driveway space. This property not only offers a luxurious living experience but also fosters a vibrant community atmosphere, making it an ideal choice for those seeking an active and engaging lifestyle.

420 Winterberry Dr, Middletown

$411,000

2 Beds ⋅ 2 Baths ⋅ DENC2098306 MLS

New Garage Door Opener Installed July 2026. New Furnace January 2026. New Roof October 2025. What More Does Anyone Need! This townhouse gem is the shortest drive to all Middletown shops & restaurants! Monthly HOA fee and $2K Initial Contribution covers replacement and insurance of the roof, siding, driveway, interior (builder specs) and more - all that the responsibility of the HOA (that's what you get for the HOA contribution(s)). Also community private heated salt water pool. Driveway sealed this summer by the HOA. This cozy Townhome is nestled in THE BEST Community of the Middletown area, SPRING ARBOR (no one under 18 may reside more than 30 days). Location, Location, Location! Nestled in the charming Spring Arbor community, conveniently close to all Middletown has to offer, this delightful twin/semi-detached residence offers a serene retreat designed for those seeking a vibrant yet peaceful lifestyle. Built in 2007, this home boasts a spacious 1,800 square feet of living space, providing ample room for relaxation and entertaining. As you step inside, you'll be greeted by an inviting atmosphere with a gas fireplace - perfect for cooler evenings. The layout allows for personal touches to create a space that feels like home. With a new roof, new furnace, new garage door opener and owner-upgraded granite countertop, you can live worry-free - the HOA insurance covers the exterior and interior builder-grade installations - that is worth something. The home's attached garage and driveway provide parking options and shelter from the weather. Lightly touched, almost-new furnishings are negotiable upon request. The move-in ready condition of the property ensures that you can quickly start enjoying all that this community has to offer. Spring Arbor is more than just a place to live; it's a lifestyle. The home's convenient location close to the Spring Arbor Clubhouse allows quick, easy access in mere minutes via a short walk without getting in and out of the car. The Clubhouse is larger than others and easily rented for your family & friends events. Social activities & gaming weekly, also group trips. The community is thoughtfully designed with a variety of amenities that cater to an active and engaging lifestyle. Residents can enjoy the heated outdoor salted swimming pool, perfect for a refreshing dip, or gather with friends in the clubhouse for games and social events. The fitness center's exercise room provides opportunities to stay healthy, while the library and game rooms offer quiet spaces for relaxation and leisure. For those who love the outdoors, the community features sidewalks, a walking path and a picnic area, shuffleboard and bocce courts, horseshoe pits and billiard room. With a strong sense of community, there are plenty of opportunities to connect with neighbors and make lasting friendships. The association fee includes comprehensive services such as lawn care, snow removal, and common area maintenance, allowing you to spend more time enjoying your home and less time on upkeep. The management office is staffed five days per week. Spring Arbor is the 55-or-better community in the location closest of all to local shops, dining, and entertainment options, making it easy to enjoy the best of what the area has to offer. With a welcoming atmosphere and a focus on community, this residence is perfect for those looking to embrace a fulfilling lifestyle in a beautiful setting. Experience the warmth and comfort of Spring Arbor, where every day feels like a getaway. New Guaranteed Roof was installed in Fall of 2025 and New Furnace was installed in late-January 2026. New Garage Door Opener ($1000) installed July 2026. Shortest drive to Middletown shops and restaurants, and the Community Clubhouse. WHAT MORE DOES ONE NEED?

264 Trellis Ln, Middletown

$689,900

4 Beds ⋅ 4 Baths ⋅ DENC2095542 MLS

Looking for that perfect place to call home? Look no further! Not only is this gorgeous home on a quiet cul-de-sac in the peaceful yet conveniently located luxury 55+ active adult community of Four Seasons at Baymont Farms but it is also practically new at less than 2 years old. The home, itself, offers a true one level living and boasts an open floor plan, open kitchen with soft close cabinets and drawers, stainless steel appliances, quartz counters, gas cooking, tile backsplash, a pantry and large center island, a designated dining area, a living room with a cozy gas fireplace with blower, main floor primary bedroom suite with tray ceiling, a large walk-in closet and full bathroom with dual sinks, a separate thrown room, and walk-in tile shower, 1 additional bedroom and full bathroom on the main level along with a sunroom, flex room (which would make a great office, den, or formal dining room), and mud/laundry room, a 2nd floor with large loft, a 3rd bedroom and full bathroom as well as a storge closet, a full mostly finished light and bright basement with recreation room and a 4th bedroom and full bathroom as well as 2 unfinished utility/storage areas, lots of natural light, neutral colors, and window treatments throughout, 9ft ceilings, 2 car garage with keyless entry, a serene front porch, screened in back porch overlooking your peaceful back yard, and much more. And if the home itself isn't enough to make you want to pack your bags and move right in, the fact that you will no longer have to mow your own grass or shovel your own snow surely will. Low maintenance living at its best! In addition to individual lawn/yard maintenance and snow removal, community and Homeowners Association fee includes many community amenities such as an outdoor pool with tiki hut , multiple bocce and pickleball courts, tennis court, dog park, a kayak launch, fishing, walking path, and a 6,000 sq. ft. clubhouse complete with library, billiard room, a state-of-the-art fitness center (so home owners can say good bye to expensive gym membership fees), card room, yoga room, lounge, bar and dining room. Baymont Farms also boasts a full-time on-site lifestyle director to help ensure residents have a well-maintained calendar of activities available to them to help keep the mind, body, and spirit happy.

114 Austrian Pine Ct, Middletown

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.