Greenwood Hills Homes for Sale

Greenwood Hills Homes for Sale

Welcome to Greenwood Hills, an enchanting subdivision nestled in the heart of Middletown, Pennsylvania. This picturesque community is situated within Dauphin County, offering a perfect blend of suburban tranquility and convenient access to urban amenities. With its lush landscapes and charming streets, Greenwood Hills is not just a place to live; it’s a lifestyle waiting to be embraced.

The homes for sale in Greenwood Hills are a true reflection of modern elegance and comfort. Each property boasts unique architectural styles, ranging from cozy single-family homes to spacious two-story residences, ensuring there’s something for everyone. Many of these homes feature stunning curb appeal, manicured lawns, and inviting outdoor spaces ideal for entertaining or enjoying peaceful evenings under the stars.

Living in Greenwood Hills means enjoying the best of both worlds. Residents benefit from a close-knit community atmosphere while being just minutes away from Middletown’s vibrant downtown, where shopping, dining, and recreational opportunities abound. Families will appreciate the proximity to top-rated schools and parks, making it an ideal location for raising children.

Whether you're a first-time homebuyer or looking to upgrade, Greenwood Hills offers a variety of options to suit your needs. With homes for sale that promise comfort, style, and a welcoming community spirit, now is the perfect time to discover your dream home in this delightful subdivision. Explore the possibilities and make Greenwood Hills your new sanctuary!

Newest Greenwood Hills Homes for Sale

3 Beds ⋅ 3 Baths

Welcome to 520 Hamilton Dr in Middletown, PA! This well-appointed 3-bedroom, 2.5-bathroom home offers comfortable living space and practical features throughout. The property includes a 2-car garage, providing convenient parking and additional storage. With three bedrooms, two full bathrooms, and a half bath, this home offers a functional layout with plenty of flexibility. Conveniently located in Middletown, this property is a great opportunity to make a home your own. Schedule your showing today and see all that 520 Hamilton Dr has to offer!

520 Hamilton Dr, Middletown

Listing courtesy of Iron Valley Real Estate of Central PA. Contact: 7175630008

2 Beds ⋅ 4 Baths

VERY unique "diamond in the rough" -designed by a discerning woman who knew what she wanted in her customized dream home, daily overseeing the construction with attention to every detail. Meticulously maintained since completed in 2019. Located at the top edge of camp/conference, it is 14 miles from Gettysburg and 6 miles to I-81 Scotland exit 20. It offers a safe and serene peacefulness that is hard to find, yet not too far away. Study the photos for this open floor plan mini "resort" for just yourself or a gang of young-at -heart, close friends or family to join you on the week-ends! The placement of the house on 1.6 acres allows for natural light to flood the inside while viewing trees from every oversized, casement windows(w/ Levelor blinds) .10' ceilings painted pale blue (many recessed lights) resembles the sky somewhat, creating a beautiful "I just want to stay here forever" feeling! All custom cabinetry in kitchen, three bathrooms and upper berths made by local cabinet maker Daniel Benedict. Reclaimed wood barn door slides over the pantry/broom closet. Two large windowed entry doors flank the front and the back of the house, allowing more light with the honey colored hickory flooring through out main floor. The main primary bedroom ensuite has a pickled pine wood ceiling, two barn doored closets on either side leads into large, tiled shower (NO glass doors to clean!), stack washer/dryer . Follow me up the gorgeous walnut stairs to be very surprised- an AMAZING BIG "Bunk Room" extraordinaire! 6 beds each having a closet , drawers, light & niche to charge your cell. Two skylights with recessed lights on vaulted pale blue wood ceiling add to the ambiance of this cozy carpeted luxurious hide out! One of the full baths has a stack washer/dryer for guests. The back deck is adorned by beautiful copper overhang. Gas firepit is not too far, nor is the hammock. 6" crawl space accessed by Bilco doors houses the electric box, tankless water heater , reverse osmosis water treatment system and much more storage. Circular driveway can accommodate many guests. Don't miss the copper peacock perched atop the glass cupola on the oversized two car garage. Well insulated, finished dry walls could house a ping pong table or lots of outdoor equipment. Pull down stairs to storage items on fully floored "attic". Every detail-including copper caps on cedar shutters- has been included; Enjoy AT trails, Caledonia State Park, 2 Penn National golf courses, Long Pine Dam reservoir, Totem Pole Playhouse, Gettysburg, Michaux XC skiing trails in close proximity- no city traffic to fight. Seller sadly relocating only due to family circumstances , making it difficult to leave her forever home in a sweet sequestered spot.

280 Bob White Trail, Fayetteville

Listing courtesy of The Pineapple Group, LLC.. Contact: (717) 816-8430

4 Beds ⋅ 3 Baths

Welcome to the beautifully crafted Lexington model—brand new and READY NOW in the desirable Greenwood Hills community! This energy-efficient home offers nearly 2,000 sq. ft. of thoughtfully designed living space, with 4 spacious bedrooms and 3 full bathrooms, including a main-level bedroom and full bath w/ walk-in shower, perfect for guests, multi-generational living, or a home office. The kitchen features 36” painted cabinets w/ crown molding, elegant quartz countertops, floating shelves, stainless steel appliances with gas cooking, and a walk-in pantry with solid shelving. The kitchen flows seamlessly into the dining area and open family room, creating a welcoming space for both everyday living and entertaining. Upstairs, the primary suite provides a peaceful retreat, complete with a walk-in closet and private en-suite bath with tile shower. Two additional bedrooms and a hall bath complete the upper level. Additional highlights include a two-car garage, walk-out lower level ready to finish, and a 10 year home warranty for added peace of mind. Enjoy life in Greenwood Hills—a thoughtfully planned neighborhood with sidewalks, community benches, a modern park, and a scenic pond with an observation deck. Conveniently located with easy access to Route 283 and the PA Turnpike.

160 Hartford Dr, Middletown

Listing courtesy of 1972 Realty. Contact: 7175613800

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Lisa Mathena

Meet Lisa Mathena | Top Delaware Real Estate Expert & Luxury Home Specialist With 34+ years of experience in the Delaware real estate market, Lisa Mathena is one of the most trusted and accomplished REALTORS® serving Southern Delaware. A lifelong resident of the state, Lisa brings unmatched local knowledge and deep expertise across New Castle County, Kent County, and Sussex County, helping buyers and sellers navigate every stage of the real estate process with confidence and clarity. Recognized throughout her career as a top-producing REALTOR®, Lisa has built a reputation for delivering results through strong negotiation skills, strategic marketing, and a deep understanding of Delaware’s real estate laws, contracts, and local regulations. Her clients benefit from her ability to coordinate trusted vendors, manage complex transactions, and provide step-by-step guidance designed to make every sale or purchase as smooth and stress-free as possible. Lisa’s primary goal is always to help clients make informed decisions that are truly in their best interest. Whether assisting first-time buyers, move-up homeowners, investors, or clients facing short sales or foreclosure situations, she provides honest advice, clear communication, and expert-level market insight throughout the entire process. Lisa holds the Certified Residential Specialist (CRS) designation, as well as the Short Sales and Foreclosure Resource (SFR®) and Real Estate Negotiation Expert (RENE®) certifications. Lisa has been ranked in the Top 1% of realtors nationwide, and she has also achieved Five Star Professional Status every year since 2019. Lisa has received consistently high rankings from RateMyAgent on both local and state levels, and achieved Agent of The Year for the State of Delaware & Sussex County in 2023. Alignable also named her Local Businessperson of the year in 2023, 2024 & 2025. In 2023, Lisa was appointed to the Delaware State Real Estate Commission and became a certified National Association of REALTORS (NAR) mediation officer. In 2009, Lisa founded The Lisa Mathena Group to bring together a team of highly skilled professionals who share her commitment to exceptional service and client success. Since its formation, the team has consistently ranked among the top real estate groups in the state of Delaware, known for its professionalism, responsiveness, and results-driven approach. Today, Lisa and her team proudly serve clients throughout Delaware, helping families buy and sell homes with confidence while maintaining a reputation built on trust, performance, and long-term relationships.

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