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250 Ann St, Middletown
$199,000
3 Beds ⋅ 3 Baths ⋅ PADA2064974 MLS
Bring your vision to 250 Ann Street! This detached Middletown home offers character, generous room sizes, and an opportunity to make it your own. A covered front porch welcomes you inside, where wide doorways connect the main living spaces and a wood staircase adds architectural charm. Upstairs rooms offer natural light, while a window-lined enclosed porch provides an inviting spot to enjoy the sunshine. Features include central air conditioning, two-zone electric forced-air heating, public water and sewer, and no HOA. A laundry area, unfinished attic, and backyard add versatility. The home needs repairs and updating, offering an opportunity to renovate and personalize a property with character and potential.

250 Ann St, Middletown

431 Sundial Ln, Middletown
$385,000
2 Beds ⋅ 2 Baths ⋅ DENC2112610 MLS ⋅ None Available BLDG.
Welcome to this Care Free Living Carriage Home in the 55+ Spring Arbor Community. Very Important! Spring Arbor Community can accept 20% under age 55, no one under 18! Sensational 2 bedroom, 2 bath, 2 car garage, sunroom, deck, 1,725 SQ FT, open floor plan, 9" ceilings, gleaming hardwoods, 5 ceiling fans, this end side entry well maintained carriage home includes HVAC replaced recently, Spacious and bright living room has hardwoods and leads to dining and sunroom with door to deck & back yard. Gorgeous kitchen has recessed lighting, high-end appliances, Thermador Oven/Range, Jenn-Aire Cook Top, Frigidaire Side By Side, Maytag Dishwasher, Microwave, Pantry, Ceramic Tile Floor, Stone Backsplash and Stone Wall! Primary suite has sitting area, walk-in closet, spacious bath with shower and recessed lights, linen closet, oversized counter and ceramic tile floor. 2nd Bedroom is located on the other side of the home, adjacent to the Hall Bath with tub/shower and ceramic tile floor. Wonderful storage room is on the 2nd floor. Spring Arbor is a premier 55+ community offering a clubhouse with spacious gathering room that has kitchen facilities, game rooms, library, fitness room, salt water pool, picnic area, shuffleboard and bocce ball courts. The Roof and Siding are maintained by the association! Great location close to major roads and walking distance to restaurants, shopping and movie theater!

431 Sundial Ln, Middletown

125 E Lake St, Middletown
$189,000
6 Beds ⋅ 2 Baths ⋅ DENC2112358 MLS
Welcome to 125 East Lake Street, a rare opportunity in the heart of rapidly growing Middletown, Delaware, offering exceptional flexibility for an owner-occupant, investor, or buyer looking to create long-term value. The property offers a potential six-bedroom, two-bath single-family configuration with generous space for bedrooms, home offices, guests, or flexible living areas. Even more compelling is the property's 23R-2 zoning. Middletown's R-2 district allows one- and two-family residential uses, and the Town provides a Conditional Use process for conversion of an existing one-family dwelling into multiple dwelling units, subject to Town approval and all applicable lot area, floor area, parking, property condition, permitting, registration, and inspection requirements. Subject to approval, the existing layout presents the potential to create two separate 3-bedroom, 1-bath units. For an owner-occupant, this creates an appealing potential “house hack” opportunity: live in one 3-bedroom unit while renting the second and use the rental income to help offset a portion, or potentially a substantial portion, of the monthly mortgage and ownership expenses. Investors may instead explore operating both units as long-term rentals following all required approvals. Location adds another layer of value. Downtown Middletown and Main Street are just blocks away, placing shopping, dining, entertainment, services, schools, and everyday conveniences close to home. The downtown business district includes dozens of shops and service businesses, along with restaurants, pubs, breweries, and entertainment venues generally within about one mile. Within approximately five miles, the greater Middletown trade area offers hundreds of businesses and dozens of restaurants, bars, breweries, shops, grocery stores, services, and national retailers. The investment story is strengthened by Middletown's continued residential and commercial growth. U.S. Census estimates place the town's 2025 population at approximately 25,800, up about 11.2% since 2020. New retail, office, residential, and mixed-use development continues throughout the area, including major projects such as Bayberry Town Center, adding shopping, dining, services, office space, housing, and employment opportunities. Commuters also benefit from easy access to DE-299, US-301, DE-1, US-13, and connections to I-95, providing convenient regional travel throughout Delaware and the Mid-Atlantic. DE-1 offers access north toward Christiana, Newark, Wilmington, and the I-95 corridor and south toward Dover, while US-301 provides connections toward Maryland, Baltimore, and the greater Washington metropolitan region. Philadelphia and surrounding employment centers are also accessible through the I-95 corridor. Middletown's location between northern and central Delaware gives residents access to multiple employment markets and major commercial centers. Whether envisioned as a spacious six-bedroom single-family residence, owner-occupied house hack, potential two-unit rental property, or value-add investment, 125 E Lake Street offers a compelling combination of space, location, zoning flexibility, highway access, nearby amenities, and future income potential. Two-unit conversion and all proposed uses are subject to Town of Middletown approval, permits, parking requirements, inspections, registration, and buyer verification.

125 E Lake St, Middletown

27 Edgewater Dr, Middletown
$255,000
3 Beds ⋅ 3 Baths ⋅ PADA2064886 MLS
Discover the charm of this inviting townhouse nestled in the desirable Edgewater community featuring 1,620 sqft. Step into 2 story ceilings in the welcoming entryway, leading you to the bright family room with a cozy gas fireplace. A dining area is conveniently located just off the kitchen. Enjoy relaxing evenings or morning coffee in the beautiful sunroom. A half bath, laundry, and main level bedroom with an attached full bath complete the main level. Upstairs, you'll find 2 spacious bedrooms, each featuring walk-in closets and a Jack-and-Jill bath. Step outside to your private patio, where you can unwind while listening to the gentle sounds of the nearby creek, surrounded by beautiful scenery. With an attached 1-car garage and low-maintenance living, this home offers both comfort and ease. Don't miss the opportunity to make this home your own - schedule your tour today!

27 Edgewater Dr, Middletown

960 Mt Hope Road, Middletown
$425,000
4 Beds ⋅ 1 Baths ⋅ 1058673 MLS
Welcome to a home that is anything but cookie-cutter! Nearly 3 acres with the possibility of subdivision. Full of warmth, character and timeless charm, this beautifully maintained property offers four generous bedrooms, plenty of closets and storage, and the kind of thoughtful details that make a house truly feel like home. Higher ceilings throughout create an airy, spacious feel, while beautiful wood ceilings and hardwood floors add warmth and character. A main-floor bedroom provides flexibility for guests, a home office, or convenient one-level living. The heart of the home features beautiful live-edge Maple countertops, adding a distinctive natural element and handcrafted appeal. A mudroom with built-ins provides the perfect place to organize coats, shoes and everyday essentials while additional built-ins throughout the home offer both charm and practical storage. Start your morning in the sunroom, the perfect spot to enjoy a cup of coffee while taking in the peaceful surroundings. Outside, a large covered front porch welcomes you home and provides another wonderful space to relax, entertain or simply enjoy the seasons. Additional features include a circular driveway, one-car garage and a clean, dry basement with a concrete floor offering excellent storage or workspace potential. A newer roof provides added peace of mind. From the beautiful woodwork and hardwood floors and ceilings to the thoughtful built-ins and welcoming porch, this is a home with personality and soul. There is truly nothing to do but move in and enjoy! If you're looking for a home with character, generous living space, and modern convenience-without the feel of a cookie-cutter house-this one deserves a closer look!

960 Mt Hope Road, Middletown

15 N Aspen Road, Middletown
$299,000
2 Beds ⋅ 2 Baths ⋅ 1058387 MLS
NO HOA FEES! LOW TAXES!! Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances, making it as functional as it is beautiful. The living and dining spaces flow seamlessly together, creating the perfect setting for both everyday living and entertaining. The bedrooms are generously sized, offering comfort, versatility, and ample closet space, while the updated bath adds a fresh, contemporary touch. Every detail has been carefully considered to create a home that is truly move-in ready, allowing you to settle in and start enjoying it right away. With its stylish upgrades, low taxes, and low-maintenance lifestyle, this home is the perfect blend of function, comfort, and charm. Whether you’re a first-time buyer, looking to downsize, or searching for a smart investment opportunity, this beautifully updated home offers the perfect blend of style, convenience, and low-maintenance living. With its turnkey condition and modern appeal, this is a home that truly stands out. Ideally located near I-84, Route 17/I-86, shopping, dining, medical facilities, and everything Middletown has to offer, this home combines everyday convenience with Hudson Valley appeal. Whether you’re a first-time buyer, downsizing, or searching for a smart investment, this turnkey property checks all the boxes. Homes like this don’t last long, schedule your private showing today!

15 N Aspen Road, Middletown

18 Revere Drive, Middletown
$295,000
3 Beds ⋅ 2 Baths ⋅ 1056833 MLS
SPACIOUS FIRST-FLOOR RANCH-STYLE CONDO offering easy one-level living with 3 bedrooms and 2 full baths and no interior steps. Convenient parking is located just a few steps from the front door, making this a great option for anyone looking for easy accessibility and the convenience of first-floor living. The home features central air, laminate flooring and carpeting, a spacious eat-in kitchen with plenty of room for everyday dining, and a large living area with sliding glass doors leading to your own private patio. There is plenty of natural light throughout the home, creating a bright and comfortable living space. The primary bedroom offers its own private full bath and walk-in closet. Two additional generously sized bedrooms provide flexibility for family, guests, or a home office, along with a second full bath. A convenient stackable washer and dryer completes the one-level layout. This condo has been enjoyed for many years and offers a wonderful opportunity for the next owner to make it their own with some fresh paint and personal touches. Conveniently located close to shopping, major highways, bus transportation, and the train. With three bedrooms, two full baths, first-floor living, a private patio, and an easy-to-navigate layout, this home offers a lot of potential in a convenient location.

18 Revere Drive, Middletown

138 Prospect Avenue, Middletown
$374,999
2 Beds ⋅ 1 Baths ⋅ 1053196 MLS
Welcome home to 138 Prospect Avenue! This beautifully renovated, truly turn-key home is ready for its new owner. With thoughtful updates throughout, everything feels fresh, modern, and move-in ready. Step inside to find newly finished hardwood floors, recessed lighting, and an inviting open-concept layout. The updated kitchen features brand-new sparkling granite countertops, stainless steel appliances (all under three years old), recessed lighting, and new hardwood flooring. Just off the kitchen, a charming 4' x 8' deck provides the perfect spot for grilling, enjoying your morning coffee, or conveniently bringing groceries up from the driveway. The living room flows seamlessly into the kitchen and features a wood stove that helps heat the entire home while keeping fuel costs down. A beautiful bay window fills the space with morning sunlight and highlights the gleaming hardwood floors. Two nicely sized first-floor bedrooms offer abundant natural light and hardwood flooring, providing comfortable and versatile living space. The fully finished lower level adds even more room to spread out, with a spacious family room, bonus room that could make a great home office, and a large storage/workshop area. The laundry area includes a brand-new washer and dryer, along with a utility sink to make household chores a breeze. The family room (25’11” x 14’8”) features brand-new flooring, a built-in bookcase with a clever secret door leading to the storage area, and a decorative fireplace that adds character and charm. Sliding glass doors open directly to the partially fenced, expansive backyard, creating an easy indoor-outdoor connection. Outside, you'll find a shed and plenty of space to create your ideal outdoor living area. With extensive updates, flexible living space, and a generous backyard, 138 Prospect Avenue is a wonderful place to call home!

138 Prospect Avenue, Middletown

34 Houston Avenue, Middletown
$315,000
4 Beds ⋅ 2 Baths ⋅ 1058232 MLS
The property offers two separate units, in need of some TLC this classic two-story design features a covered front porch, a private driveway, yard space, and plenty of character throughout. Whether you are expanding an investment portfolio or looking for a multi-family property with long-term rental potential, this home offers flexibility and upside. Conveniently located near shopping, restaurants, schools, and everyday services, with the Galleria at Crystal Run just a short drive away. Outdoor recreation is also nearby at Fancher-Davidge Park and along the Orange Heritage Trail. Easy access to major roadways, including Route 17 and I-84, makes commuting throughout the Hudson Valley convenient. Bring your ideas and take advantage of the potential this Middletown two-family property has to offer. Tenants pay for their own electric, heat & hot water.

34 Houston Avenue, Middletown

15 Randall Heights, Middletown
$499,500
3 Beds ⋅ 3 Baths ⋅ 1057215 MLS
Welcome to 15 Randall Heights, a well-kept 3-bedroom ranch offering comfortable single-level living in the Middletown area. Built in 1957 and set on a generous 0.459-acre lot, with a nice level backyard this home provides 1,376 square feet on the main level and 1,976 total building square feet with 600 useable space in the basement. Inside, the functional layout includes three bedrooms, one full bath, and two half baths, with a wood burning fireplace anchoring the living space. Hardwood floors through out with renovated galley kitchen featuring newer cabinets, new formica counters, fridge and dishwasher approximately 1 yr old, washer and dryer about one yr old, and baths. Central air conditioning and hot-air heat keep the home comfortable year-round along with a humidifier. The full basement adds valuable flexibility, with 600 square feet already finished and plenty of room to make it your own. An attached garage connects to the home by a covered breezeway, offering protected, weather-friendly access between your car and the door. Out back, the large, level yard provides open space for gardening, entertaining, or simply relaxing outdoors. Whether you're a first-time buyer, looking to downsize, or ready to simplify to one-level living, this is a smart, solid value in a great location. Schedule your private tour today.

15 Randall Heights, Middletown

102 Sproat Street, Middletown
$309,900
2 Beds ⋅ 1 Baths ⋅ 1053243 MLS
Welcome to this cozy and comfortable 2-bedroom, 1-bath home in Middletown! Offering practical living space and plenty of storage, this home features a full finished walkout basement with a finished recreation room, laundry area with washer and dryer, and a new water heater. The full walk-up attic provides excellent additional storage and offers plenty of standing room. The home sits on approximately 0.19 acre with municipal water and sewer and low taxes. Bonus opportunity: the sale includes the adjacent 0.18-acre parcel at 100 Sprout Street, providing additional land and flexibility for the new owner. A comfortable home with useful finished space, great storage, and the added value of an additional adjoining parcel. Close to NJ Transit to NYC, restaurants, shopping, wineries and everything the beautiful Hudson Valley has to offer. Don't miss this opportunity to home ownership!

102 Sproat Street, Middletown

183 Eby Ln, Middletown
$74,900
2 Beds ⋅ 2 Baths ⋅ PADA2064768 MLS
Welcome home to this brand-new 2026 Clayton Topaz, offering comfortable and modern living space. With a spacious 14' x 69' floor plan, this home combines practical design with fresh finishes and move-in-ready appeal. The inviting kitchen features light wood cabinetry, a marble-look countertops, stainless-steel appliances, a gas range, refrigerator, dishwasher, and double-bowl sink. Durable wood-look flooring flows through the kitchen and main living areas, creating a warm, contemporary feel. The home offers a clean, neutral interior with carpeted bedrooms, modern white doors, ample storage, and a convenient hallway layout. Outside, you'l find attractive gray vinyl siding, a covered-style entry area with new steps and railings, and a manageable lawn area.

183 Eby Ln, Middletown

454 W Harvest Ln, Middletown
$454,900
3 Beds ⋅ 2 Baths ⋅ DENC2112108 MLS
Welcome to 454 W Harvest Ln in Middletown, Delaware! This beautifully maintained 3-bedroom, 2-full-bath ranch offers spacious living areas, thoughtful features, and plenty of room to make it your own. Upon entering, you’re greeted by a large living room featuring hardwood floors, vaulted ceilings, and a cozy gas fireplace. The kitchen offers stainless steel appliances, a gas range, and a beautifully crafted Amish-made island. Open to the spacious dining area, the kitchen provides an inviting layout for everyday living and entertaining, while the large bay window fills the space with natural light. Just off the kitchen and dining area are a full bathroom, two additional bedrooms, and a versatile office that could also be used as a fourth bedroom. On the other side of the home, the spacious primary suite features an en-suite bathroom complete with a jetted tub, walk-in shower, and dual-sink vanity, along with a generous walk-in closet. For added convenience, the laundry room is located just off the living room. The unfinished basement spans the entire footprint of the home, offering abundant storage space or the opportunity to create a finished area tailored to your needs and lifestyle. Step outside to enjoy the large Trex deck overlooking the backyard, which also features a shed and scenic views backing to a beautiful soccer field. A brand-new roof was installed in July 2026. The home also features leased Tesla solar panels with approximately 10 years remaining on the transferable lease, offering an additional energy-efficient feature for the next owner. With its spacious layout, versatile rooms, large basement, outdoor living space, and desirable features, this home has so much to offer. Come see everything 454 W Harvest Ln has to offer!

454 W Harvest Ln, Middletown

119 Bentley Ln, Middletown
$74,900
2 Beds ⋅ 2 Baths ⋅ PADA2064742 MLS
Welcome home to this brand-new 2026 Clayton Topaz, offering comfortable and modern living space. With a spacious 14' x 69' floor plan, this home combines practical design with fresh finishes and move-in-ready appeal. The inviting kitchen features light wood cabinetry, a marble-look countertops, stainless-steel appliances, a gas range, refrigerator, dishwasher, and double-bowl sink. Durable wood-look flooring flows through the kitchen and main living areas, creating a warm, contemporary feel. The home offers a clean, neutral interior with carpeted bedrooms, modern white doors, ample storage, and a convenient hallway layout. Outside, you'll find attractive gray vinyl siding, a covered-style entry area with new steps and railings, and a manageable lawn area.

119 Bentley Ln, Middletown

24 Lilac Street, Middletown
$499,900
2 Beds ⋅ 2 Baths ⋅ 1052305 MLS
Welcome to 24 Lilac at Wildflowers at Wallkill, a desirable sought after 55 and older community where comfort, style, and easy living come together in one beautiful home. This 2-bedroom, 2 full bath residence offers the convenience of single-level living with an open-concept designed for both everyday living and effortless entertaining. Lots of sunlight pours through oversized windows, filling the space with warmth and highlighting the modern feel. Step outside to your backyard oasis, perfect for morning coffee, outdoor dining, or simply unwinding on the patio in a peaceful setting. Life at Wildflowers at Wallkill is about a lifestyle. Enjoy access to a beautiful clubhouse featuring both indoor and outdoor pools, a fully equipped fitness center, locker rooms with private saunas, and dedicated spaces for yoga, games, and relaxation. Gather with neighbors in the spacious community rooms, host events with ease using two catering kitchens, or enjoy quiet time in the library. A full calendar of social activities offers something for everyone. Located near major highways, train stations, hospitals, shopping, dining, this home places you right in the heart of it all—while still offering a peaceful, community-focused setting. Don’t miss your opportunity to enjoy low-maintenance living in one of the area’s most sought-after active communities.

24 Lilac Street, Middletown

18 Springmill Dr, Middletown
$475,000
2 Beds ⋅ 2 Baths ⋅ DENC2111444 MLS
Enjoy the carefree lifestyle of Springmill, a 55+ community where comfortable living and inviting amenities come together. Natural light fills the main level’s airy floor plan, while wide-plank, wood-inspired luxury vinyl plank flooring connects the living room, dining area, family room and sunroom. Crown molding accents the living room and continues into the dining area, where chair railing adds a classic touch. The eat-in kitchen features coordinating appliances, Corian countertops, center island, pantry and a sunny breakfast nook. Nearby, the laundry room offers upper cabinetry for storage and convenient access to the two-car garage. The family room provides a welcoming place to relax, with a decorative fireplace flanked by two sunny windows and a breezy ceiling fan. Just beyond, the tranquil sunroom offers access to the brick patio. A spacious bedroom features a sliding barn-style closet door and perimeter shelving for displaying treasured decor and photos, with a full bathroom just steps away. Positioned on the opposite side of the family room for added privacy, the primary suite offers soft carpeting, a walk-in closet and an en suite bath. Upstairs, the versatile loft provides space for an office, studio, library or visiting guests. Community amenities include a clubhouse with a library and fitness facilities, along with an outdoor pool, sports courts and shaded seating areas. Convenient access to I-95 and Route 1 puts shopping, dining, hospitals and trips to the Delaware beaches within reach. Discover the space, comfort and lifestyle waiting for you at Springmill! Note: Select interior photos have been virtually staged.

18 Springmill Dr, Middletown

1040 Route 211 W, Middletown
$399,999
3 Beds ⋅ 2 Baths ⋅ 1056459 MLS
Welcome to this beautifully maintained 3-bedroom, 2-full-bath ranch nestled on 0.72 acres in the Town of Mount Hope, within the Minisink Valley School District. Thoughtfully updated and designed with energy efficiency in mind, this home has been thoroughly insulated and is Energy Star qualified, offering comfort and efficiency throughout the seasons. The inviting interior features a refreshed kitchen with LG stainless steel appliances, including a new refrigerator and stove. New red oak floors. Warm architectural details throughout the home include wainscoting and a decorative shiplap fireplace, while the bathroom showcases a distinctive vanity topped with a natural raw stone slab. The finished lower level adds an impressive amount of flexible living space and is ready to adapt to your needs. Use it as a recreation room, den, home office, media room, gym, playroom, or additional guest space. A second entrance, full bathroom, sink area, and laundry room with a wet-bar-style setup make this level particularly versatile for entertaining, hobbies, working from home, or simply spreading out. Step outside and enjoy the expansive deck overlooking the property, along with a charming stone walkway and modern vinyl siding that give the home a clean, updated exterior. The stone fire pit area provides a comfortable place to gather outdoors, while the detached garage offers excellent additional storage for vehicles, tools, equipment, or recreational belongings. Set in a peaceful Mount Hope location with the convenience of nearby Middletown amenities, this home offers a thoughtful combination of comfortable living spaces, practical updates, energy-conscious improvements, and versatile space both inside and out.

1040 Route 211 W, Middletown

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