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125 E Lake St, Middletown
$189,000
6 Beds ⋅ 2 Baths
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

Listing courtesy of Crown Homes Real Estate. Contact:

312 Elizabeth St, Middletown
$274,900
3 Beds ⋅ 2 Baths
Nestled in the heart of Middletown and the Appoquinimink School District, this cozy well-maintained 3-bedroom, 2-bathroom ranch offers a generous single-level layout that is completely ready for its next owners. The interior boasts durable laminate flooring throughout, leading into an updated kitchen equipped with sleek stainless steel appliances. A private primary bedroom features its own ensuite full bath, while the two secondary bedrooms share a hall bath complete with a brand-new tub. Major exterior upgrades deliver peace of mind with a new roof and fresh siding, while the outdoor space impresses with a large deck, an oversized driveway, and a backyard storage shed perfect for extra organization. Mortgage savings may be available for buyers of this listing.

312 Elizabeth St, Middletown

Listing courtesy of Redfin Corporation. Contact:

624 Saint Georges Station Rd, Reisterstown
$270,000
3 Beds ⋅ 3 Baths
Opportunity knocks at 624 Saint Georges Station Road! Attractively priced below market value, this property offers an excellent opportunity for first-time buyers ready to build equity or investors seeking their next addition. Bring your vision and unlock the home’s full potential. This inviting 3-bedroom, 3-bath townhome offers approximately 1,400 square feet of comfortable living space and a great opportunity to make it your own. Enjoy a functional layout with plenty of natural light, spacious living areas, and room for both everyday living and entertaining. Outside, the home offers attractive curb appeal, mature surroundings, and a welcoming entrance. Conveniently located in Reisterstown with easy access to shopping, dining, commuter routes, and everyday necessities. Offered at $270,000—don’t miss your opportunity to call this one home!

624 Saint Georges Station Rd, Reisterstown

Listing courtesy of Samson Properties. Contact:

319 S Church St, Middletown
$325,000
3 Beds ⋅ 2 Baths
OPEN HOUSE SATURDAY 8/29 11AM-1PM Welcome to this charming 3-bedroom home right across the street from Memorial Park in the heart of Middletown. offering classic character, flexible living space, and convenient off-street parking . Step inside to find beautiful hardwood floors and timeless woodwork that add warmth and character throughout the home. The main level features a comfortable living room that flows into your separate dining room and kitchen. Just beyond the kitchen, a spacious addition provides a versatile main-level third bedroom with access to its own private balcony. This flexible space could also make an excellent home office, guest room, den, or additional living area depending on your needs. Upstairs you'll find two additional bedrooms and a full bathroom. The primary bedroom connects to an additional walk-through room offering plenty of possibilities as a walk-in closet, dressing room, home office, nursery, or additional flex space. The unfinished basement provides additional storage and houses the home's mechanical systems, including newer heating and hot water equipment. Outside, enjoy a manageable backyard, detached shared garage, a reserved parking space, and a private driveway with room for approximately two additional vehicles. This home presents a great opportunity for its next owner to bring their own vision while preserving the hardwood floors, woodwork, and character that make the property unique. With three bedrooms, flexible bonus space, outdoor space, and hard-to-find off-street parking, this South Church Street home has plenty of potential to make your own. NOTE: This is an estate sale being sold strictly AS-IS where is by an out of state seller. Seller has never occupied the home, therefore are exempt from property disclosure/disclaimer, they do not have knowledge of the condition of the property, nor are they responsible to warrant or guarantee the condition.

319 S Church St, Middletown

Listing courtesy of Corner House Realty. Contact:

307 S Cass St, Middletown
$375,000
3 Beds ⋅ 3 Baths
A true life, “not many homes like this come along” scenario … just waiting for YOU! Step inside the charm of a 1930s PORCHFRONT semi-detached, RENOVATED, blending timeless character with modern conveniences. Featuring 3 nicely-sized bedrooms and 2.5 bathrooms, this inviting home offers all that you want and all that you’ll need! From an OPEN-CONCEPT FLOORPLAN, to beautiful LUXURY VINYL PLANK FLOORING THROUGHOUT and plenty of THOUGHTFUL UPDATES, you’ll be ready to call this home. Noticed immediately upon entry, the SPACIOUS FIRST FLOOR features a family room/dining room combo with an UPDATED KITCHEN that is bright, fresh and perfect for everyday living. Plus a CONVENIENT HALF BATH AND MAIN FLOOR LAUNDRY that add hard-to-find and highly desirable functionality. Beyond the kitchen, you’ll find the cutest COZY SUN PORCH that overlooks the FENCED-IN YARD. Upstairs, you’ll find more rarities that set this home apart, including the PRIMARY EN-SUITE and the FULLY FINISHED, FULLY FUNCTIONAL THIRD FLOOR ATTIC. The 3 UPDATED BATHROOMS complete the overall fresh and modern feel. Rounding out the MAJOR UPDATES are the 3 year YOUNG ROOF & HEAT PUMP plus the VINYL REPLACEMENT WINDOWS. Outside, you’ll enjoy an adorable, sizable storage shed plus OFF-STREET PARKING. To find all of this, in an ULTRA CONVENIENT in-town location close/walkable to shops & dining, you’ll just have to see for yourself. And as you do, WELCOME HOME!

307 S Cass St, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

132 Park Dr, Middletown
$38,500
2 Beds ⋅ 1 Baths
Welcome home to this fully renovated, spacious 2-bedroom, 1-bath home offering a bright, open layout and modern finishes throughout. The updated kitchen features granite countertops, abundant cabinetry, stainless-steel stove and hood, and a large center island that provides additional prep and gathering space. The kitchen flows seamlessly into the generous living area, highlighted by updated flooring and a cozy fireplace. The beautifully renovated bathroom makes a statement with marble style tile, a walk-in glass-enclosed shower, modern vanity, and contemporary fixtures, plus the added convenience of an in-unit washer and dryer. Both bedrooms offer comfortable living space, while updated lighting and neutral finishes give the home a clean, move-in-ready feel. Outside, enjoy a covered deck, perfect for relaxing, entertaining, or creating your own outdoor living space. With extensive interior updates, a functional open-concept design, and plenty of room to enjoy both indoors and out, this home is move-in ready and waiting for its next owner.

132 Park Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

7927 Main St, Middletown
$369,000
4 Beds ⋅ 2 Baths
An exceptional opportunity to restore and reimagine a historic Main Street property in the heart of Middletown. Prominently located along one of the towns most recognized corridors, this four bedroom, two bath home offers timeless character, outstanding potential, and a location that is difficult to duplicate. Believed to date to the early 1800s, the home has been part of Middletown history for generations and is ready for its next chapter. Just a short walk to local shops, restaurants, cafes, and community gathering spaces, this property offers the charm and convenience of small town living. Situated on a generous in town parcel with desirable B1 zoning, the property provides exceptional flexibility for residential living, professional office, business use, or a mixed use concept subject to local approvals. The additional side land offers potential subdivision opportunities subject to application and approval. Rear alley access further enhances the versatility of this unique property while the prominent Main Street location provides outstanding visibility for a variety of future uses. Inside, the home features four bedrooms, two full baths, and the character expected of a historic residence. The property is ready for restoration and thoughtful updating, presenting an exceptional opportunity to preserve its historic charm while incorporating modern improvements. Whether your vision is a distinctive residence, professional office, investment property, or live and work opportunity, the possibilities are substantial. Historic Main Street properties offering this combination of character, location, flexible B1 zoning, additional land, rear alley access, and future potential rarely become available. Property is being sold as is.

7927 Main St, Middletown

Listing courtesy of Coldwell Banker Premier. Contact: