Middletown Homes with Craftsman Style

Middletown Homes with Craftsman Style

Welcome to Middletown, a charming city nestled in the heart of the United States, where small-town warmth meets modern convenience. Known for its rich history and vibrant community, Middletown boasts a delightful blend of scenic parks, local shops, and a tight-knit atmosphere that makes it a perfect place to call home. Whether you’re strolling through the historic downtown district or enjoying a sunny afternoon at one of the many local festivals, Middletown offers a unique charm that captivates both residents and visitors alike.

One of the most appealing aspects of Middletown is its stunning array of Craftsman-style homes. These architectural gems are characterized by their handcrafted details, overhanging eaves, and inviting front porches, creating a warm and welcoming aesthetic. The Craftsman style emphasizes natural materials, with woodwork and stone finishes that harmonize beautifully with the surrounding landscape. Inside, you’ll find open floor plans, built-in cabinetry, and cozy nooks that encourage relaxation and family gatherings.

Living in a Craftsman home in Middletown means embracing a lifestyle that values craftsmanship and community. These homes not only provide comfort and character but also connect you to the rich heritage of the area. Imagine sipping your morning coffee on a spacious porch, surrounded by lush greenery and friendly neighbors who share your appreciation for quality living.

Come explore the enchanting world of Middletown and discover your dream Craftsman home today—where timeless elegance meets modern living in a community that feels like family.

Newest Middletown Homes with Craftsman Style

5 Beds ⋅ 4 Baths

Introducing Freestone's largest floorplan, the Amesbury. Offering 5 bedrooms, 3.5 bathrooms, and over 3,400 square feet of thoughtfully designed living space. From the moment you step inside, you'll appreciate the open-concept layout, ideal for both everyday living and entertaining. The heart of the home is the gourmet kitchen, featuring quartz countertops, stylish Hazelnut cabinetry with a contrasting black island, a designer tile backsplash, and stainless-steel appliances. The spacious great room with a cozy fireplace flows seamlessly into the dining area, creating the perfect gathering space for family and friends. Upstairs, retreat to the luxurious owner's suite complete with a tray ceiling, dual walk-in closets, and a spa-inspired bathroom featuring a relaxing soaking tub. This home also includes the optional fifth bedroom, a private bath for Bedroom 2, and a convenient second-floor laundry room, offering flexibility for guests, multigenerational living, or a growing family. Additional highlights include elegant oak stairs with open railings, durable luxury vinyl plank flooring, and a walk-up basement ready for future expansion or storage. Located in Freestone Village, this exceptional home offers the perfect combination of modern design, quality finishes, and the convenience of living in the highly sought-after Appoquinimink School District. Schedule your tour today and discover everything this incredible home has to offer! *Pictures are artificially rendered and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6033 Freestone Blvd, Middletown

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

4 Beds ⋅ 5 Baths

Welcome to 6035 Freestone Boulevard at Freestone Village, where luxury, space, and thoughtful design come together in one exceptional home. This beautifully upgraded Grier floorplan offers over 3,000 square feet of living space plus a finished basement with its own full bath, making it ideal for growing families, entertaining, or multigenerational living. The open-concept main level is designed for everyday living and hosting alike, featuring a gourmet kitchen, quartz countertops, soft close cabinetry, and a spacious island. The morning room extension off the kitchen fills the home with natural light and creates additional living and gathering space overlooking the backyard. Upstairs, the luxurious owner's suite provides a relaxing retreat with an oversized walk-in closet. Three additional bedrooms, including a secondary bedroom with its own private en-suite bath, plus a centrally located laundry room completes the second floor. The finished basement adds even more flexible living space with a large recreation room and a full bathroom—perfect for a home theater, fitness area, game room, or additional guest accommodations. Additional premium features include oak stairs with open railing, designer tile selections, stainless-steel appliances including refrigerator, washer, and dryer, and a prime location in the award-winning Appoquinimink School District with easy access to shopping, dining, and major commuter routes. *Pictures are of model home from a sister community and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6035 Freestone Blvd, Middletown

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

4 Beds ⋅ 4 Baths

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 3.78 beautiful acres, 7452 Heritage Oak Terr (Lot 4W) is a gorgeous build-ready homesite with perc approval and well installed. Advertised is the ACL4 plan which features over 4,400 finished sqft, 4 bedrooms and 3.5 baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, formal dining room, morning room, private office, a stately Owner's suite w/260 sqft walk-in closet, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

7453 Heritage Oak Ter, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010

5 Beds ⋅ 8 Baths

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 7 beautiful acres, 3150 Bidle Rd (Lot 3E) is a gorgeous build-ready homesite with a 5BR septic approval and high yield 10gpm well already installed. Advertised is the ACL5 plan which features over 6,000 finished sqft, 5 bedrooms (including dual owner's suites), 4 full baths and 3 half baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, parlor/enterainment room, formal dining room, morning room, upper level bonus room, primary suites on both main and upper levels, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3150 Bidle Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010

4 Beds ⋅ 4 Baths

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 4.65 beautiful acres, 3130 Bidle Rd (Lot 1E) is a gorgeous build-ready homesite that offers a perfect combination of protected woodlands and rolling pastoral landscape. Advertised is the ACL3 plan which features over 3,000 finished sqft, 4 bedrooms, 3.5 baths including a main level owner's suite. Additional standard features include a spacious open concept kitchen with large center island and high end cabinetry, beautiful 2 story foyer, morning room, private office, luxurious Owner's suite, Hardie Plank siding and full stone water table. Photos are of a home that builder recently finished in Frederick County. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3130 Bidle Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010

3 Beds ⋅ 4 Baths

*MOVE IN READY* Introducing the 3034 Ivyhouse Lane, the Tuscany Luxe, a beautifully appointed home offering 2,151 square feet of thoughtfully designed living space, plus a partially finished basement with endless potential. This elegant residence blends open-concept living with private retreats, perfect for both everyday comfort and entertaining. The main level features a spacious family room anchored by a cozy gas fireplace, flowing seamlessly into the dining area and gourmet kitchen complete with upgraded quartz countertops, stylish backsplash, premium gray cabinetry, and stainless-steel appliances. A dedicated home office provides the ideal space for remote work or quiet study. The luxurious owner’s suite offers a spa-like bath and his and her closets, while a secondary bedroom and full bath add flexibility for guests or family. Expanding the living space, the home includes a stunning sunroom extension with ample windows and a high ceiling that fills the interior with natural light and opens to a composite deck, perfect for relaxing or entertaining outdoors. Upstairs, a third bedroom, full bath, and loft create a private retreat for guests or additional living space. Additional highlights include a 2-car garage, convenient first-floor laundry, upgraded flooring throughout, and an partially finished basement with full bath ready for future customization. The Tuscany Luxe offers timeless style, modern comfort, and flexible living—all in a beautifully crafted home designed to fit your lifestyle. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. *Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.*

3034 Ivyhouse Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

3 Beds ⋅ 4 Baths

*MOVE IN READY* Welcome home to 3314 Rookery Lane! Available for immediate move-in, this beautifully designed 3,223-square-foot Mendocino Luxe offers the perfect blend of space, comfort, and style. With 3 bedrooms, 4 bathrooms, a first-floor owner's suite, and a finished basement with a full bathroom, there's room for everything—from hosting family and friends to creating the perfect place to unwind. Located in the sought-after Venue at Winchelsea in Middletown, Delaware, the Mendocino Luxe floorplan is thoughtfully designed for comfort and luxury. Two versatile flex rooms welcome you off the foyer, leading into an open-concept living space that seamlessly connects the gourmet kitchen, dining area, and great room. Step outside to the covered rear porch—perfect for relaxing, entertaining, or enjoying the changing seasons. The finished basement with a full bathroom adds valuable living space, giving you the flexibility to create a home that fits your lifestyle. Tucked away at the back of the home, the luxurious owner's suite features a spa-inspired en-suite bathroom and two spacious walk-in closets. Upstairs, a generous loft provides the perfect setting for a media room, hobby space, home office, or cozy retreat. Don't miss your opportunity to call Venue at Winchelsea home! *Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.*

3314 Rookery Ln, Middletown

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

5 Beds ⋅ 5 Baths

Welcome to 6023 Freestone Boulevard at Freestone Village, where luxury, space, and thoughtful design come together in one exceptional home. This beautifully upgraded Danbury floorplan offers over 3,800 square feet of living space plus a partially finished basement with its own full bath, making it ideal for growing families, entertaining, or multigenerational living. The open-concept main level is designed for everyday living and hosting alike, featuring a gourmet kitchen, quartz countertops, soft close cabinetry, a spacious island, and a morning room extension that fills the home with natural light. The adjoining great room showcases a cozy fireplace, while a convenient first-floor guest suite with a full bath offers the perfect space for overnight guests or extended family. Upstairs, the luxurious owner's suite provides a relaxing retreat with a tray ceiling, spa-inspired bath with soaking tub, and an oversized walk-in closet. Three additional bedrooms, including a secondary bedroom with its own private en-suite bath, plus a centrally located laundry room completes the second floor. The finished basement adds even more flexible living space with a large recreation room and a full bathroom—perfect for a home theater, fitness area, game room, or additional guest accommodations. Additional premium features include oak stairs with open railing, designer tile selections, stainless-steel appliances including refrigerator, washer, and dryer, and a prime location in the award-winning Appoquinimink School District with easy access to shopping, dining, and major commuter routes. *Pictures are of model home from a sister community and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6023 Freestone Blvd, Middletown

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

5 Beds ⋅ 5 Baths

Looking for new construction, but don't want to wait? This gorgeous 2025 built Craftsman is the perfect option! Like new, only better thanks to an investment of all the things that are a hassle to add to a new home - rear yard fence, plantation shutters and luxury shades, water softener/treatment system, an Amish garden shed and more! Move in now and do nothing but pack your personal belongings! Amazing opportunity in quiet Middletown but just minutes to all of the area's conveniences. Relax and escape to your own private retreat, enjoy sunsets on your covered back porch and find plenty of room to stretch out and play - over 5000 square feet of perfectly curated living space. Dedicated home office, formal dining and gourmet open kitchen with oversized island and eat-in breakfast area. Family room with soaring ceilings and a cozy fireplace - truly the perfect setting with floor to ceiling windows that floods the space with natural light. Smart open layout with primary bedroom suite on main level, complete with massive double-sided walk-in closet, dual vanity spaces, a soaking tub and oversized walk-in shower. Upstairs there are three generously sized secondary bedrooms, one with a private en suite bath and walk-in closet and a second hall bath. Gorgeous cat walk hallway overlooks the family room. On the lower level you have a secondary living level with yet another full bedroom and en suite bath, perfect for a guest suite. Tons of conditioned storage space finishes off the walk-out lower level. Enjoy the outdoors from your covered patio off the eat-in breakfast area/morning room and play down below in the spacious split-rail fenced rear yard. New Amish storage shed has space for all of the lawn equipment. Plenty of room for the furry family members or even a chicken run! Attached two car garage and expanded driveway has plenty of space for guest parking as well. While the peaceful setting can make you feel like you're a world away, this home is just two miles to the heart of downtown Middletown and less than 30 minutes to Downtown Frederick. Tons of great area shopping and dining, but the small town feel you've been yearning for. Don't miss out on this incredible opportunity!

2802 Bidle Rd, Middletown

Listing courtesy of EXP Realty, LLC. Contact: 8333357433

4 Beds ⋅ 4 Baths

HOME TO BE BUILT - Don't miss the final opportunity to build your custom home! Experience the breathtaking mountain views and modern luxury in this stunning new construction home to be built by Grossnickle Construction, nestled in the heart of Middletown Valley. This thoughtfully designed 4-bedroom, 3.5 bath home offers the perfect blend of elegance, comfort and functionality. Step inside to discover an open concept floor plan featuring spacious living areas, abundant natural light and high-end finishes throughout. The gourmet kitchen will impress with premium cabinetry, quartz countertops, oversized island and seamless flow into the dining and family rooms - perfect for entertaining or everyday living. Conveniently located near charming downtown Middletown, parks and commuter route, this exceptional to be built home offers the rare opportunity to personalize your dream home.

5901 Cloudberry Ct, Middletown

Listing courtesy of Charis Realty Group. Contact: 3018315099

3 Beds ⋅ 2 Baths

MASSEY INTERIOR UNIT- 3 bedrooms, 2.5 baths, 1 car garage. Approx. 2232 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless steel appliances, gas range, dishwasher, microwave and recessed lighting in Kitchen. LVP flooring upgrades and Breakfast Bar in kitchen. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax

439 Rederick Ln Unit #MASSEY LOT 82, Middletown

Listing courtesy of RE/MAX Elite. Contact: 3026578000

3 Beds ⋅ 2 Baths

MASSEY INTERIOR UNIT- 3 bedrooms, 2.5 baths, 1 car garage. Approx. 2232 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless steel appliances, gas range, dishwasher, microwave and recessed lighting in Kitchen. LVP flooring upgrades and Breakfast Bar in kitchen. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax

437 Rederick Ln Unit #MASSEY LOT 81, Middletown

Listing courtesy of RE/MAX Elite. Contact: 3026578000

Start Your Search