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$380,000
3 Beds ⋅ 2 Baths
This contemporary home offers a perfect blend of modern amenities and classic appeal. Renovations have retained the cottage history and made the most of the wonderful location. The 24 x 24 detached pole building is accessible from both Holland and Frederick Streets and provides additional parking, exercise, workshop & storage space. The home's interior features a cozy entry-level bedroom and second bedroom, a combination kitchen/living area, industrial pipe shelving, a reclaimed wood breakfast bar, wood and lvp flooring and two full bathrooms. Second floor has storage, a flex area and a third bedroom. Enjoy the warmth of a wood-burning fireplace in the living area, which has vaulted ceilings and exposed brick & beams. The exterior boasts a professionally landscaped yard with a spacious front porch as well as a back deck, both perfect for entertaining or relaxing. Two paved driveways and the garage accommodate up to 10 vehicles. Among the recent work done- new roof, new washer/dryer, encapsulated crawl space & updated bathrooms. Located in the desirable Whites Addition neighborhood, residents benefit from nearby public transportation, parks and all that downtown Milton has to offer. This property is a fantastic opportunity for those seeking a blend of comfort, style, and community.

304 Holland St, Milton

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$379,000
3 Beds ⋅ 3 Baths
Milton, DE is HOT and in-demand and this rare opportunity to own an end-unit townhome will command much attention! Welcome home to 19057 Timber Creek Drive, tucked in the popular and conveniently-located Shoreview Woods community. Showing-off 3 bedrooms, 2.5 bathrooms and a spacious loft, you'll have plenty of room to spread-out, host family & friends, and relax after a day at the pool or beach! The kitchen features a breakfast bar, stainless steel appliances, and flows seamlessly to the living room as part of this attractive open floor plan. You'll enjoy the benefit of the end-unit with four (4) additional ground-floor windows, adding to the wonderful natural light that this unit attracts. Additional features include main-level laundry, one-car garage, community common space to the back and side of the home, and access to the community pool, fitness room and tennis courts. Located just off Lewes-Georgetown Highway, Shoreview Woods is conveniently located to the beaches, shopping, restaurants, medical services and more!

19057 Timber Creek Dr, Milton

Listing courtesy of Iron Valley Real Estate at The Beach. Contact:

Selling Office: Iron Valley Real Estate at The Beach.

$378,900
2 Beds ⋅ 2 Baths
Welcome to this beautiful 2-bedroom, 2-bath ranch home where thoughtful design meets everyday comfort. From the moment you step inside, the inviting open floor plan draws you in with its effortless flow and modern finishes. At the heart of the home sits the spacious kitchen, a true gathering place, featuring a stunning 9-foot quartz island, sleek tile backsplash, and abundant counter space perfect for preparing meals, entertaining friends, or enjoying casual conversations over coffee. The main living areas are unified by rich luxury vinyl plank flooring, creating a sense of warmth and continuity, while the bathrooms and laundry room are appointed with durable 12-inch tile for both style and practicality. Large windows bring in natural light and connect the indoors with the serene outdoors. Step out to your covered patio, where you’ll be greeted by peaceful wooded views, a perfect setting for slow mornings, alfresco dinners, or evenings spent unwinding in the fresh air. This low-maintenance community is designed to give you more time for what matters most. Irrigation and lawn care are taken care of for you, so you can simply enjoy the beauty of your home and neighborhood. Just beyond your door, an array of amenities awaits, including a clubhouse, sparkling pool, tennis courts, fitness center, and even a dog park for your four-legged companions. Ideally located just minutes from downtown Milton’s shops, dining, and small-town charm, and only a short drive to the area’s renowned beaches, this home blends the tranquility of a wooded setting with the vibrancy of a coastal lifestyle. Whether you’re hosting gatherings, seeking a peaceful retreat, or embracing an active community, this ranch home offers the perfect balance of comfort, convenience, and charm.

26167 Vintage Cir, Milton

Listing courtesy of Northrop Realty. Contact:

Selling Office: Northrop Realty.

$375,000
3 Beds ⋅ 2 Baths
Welcome to this 3-bedroom, 2-bath ranch home situated on a spacious half-acre lot in the established Sylvan Acres community. Offering over 1,600+ square feet of one-level living, this home features a functional and flexible layout with multiple living spaces to suit a variety of needs. The main living area flows into a bright dining space and kitchen, with access to the rear deck—perfect for outdoor dining and enjoying the private, tree-lined setting. A unique highlight of the home is the versatile flex room off the primary bedroom, currently used as a meditation space. This room could easily serve as a home office, exercise room, hobby space, or additional sitting area, and includes access to a large walk-in closet. Additional features include an attached 2-car garage, a generously sized backyard, and recent improvements such as a new roof (2026), water heater, washer, and dishwasher within the past three years. If you're looking for space, privacy, and potential in a convenient Milton location, this home is a great opportunity.

116 Red Cedar Dr, Milton

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact:

Selling Office: Jack Lingo - Lewes.

$370,000
3 Beds ⋅ 2 Baths
Welcome to the charming waterfront community of Overbrook Shores in Milton, where comfort, space, and value come together beautifully! This 3-bedroom, 2-bath ranch home, built by Country Life Homes, offers easy one-level living with a thoughtfully designed open floor plan. Step inside to a spacious great room that flows seamlessly into the dining area and kitchen, perfect for everyday living and entertaining alike. Just off the main living space, you’ll find a beautiful screened porch overlooking the expansive backyard and peaceful tree line, creating the ideal setting for morning coffee or relaxing summer evenings. The home features two comfortable guest bedrooms and a full guest bath, while the private primary suite offers a generous closet and its own ensuite bath. Additional highlights include a dedicated laundry space, attic storage, a second pull-down attic staircase in the garage, and a shed included with the sale. One of the biggest bonuses is that the HOA fee is only $100 per year! Residents of Overbrook Shores enjoy water access to Red Mill Pond, one of Delaware’s largest freshwater ponds, along with a scenic common area right on the water; the boat ramp is perfect for kayaking, fishing, or simply enjoying the tranquil views. If you’re looking for affordable living with water access and a peaceful setting just minutes from downtown Milton and the Delaware beaches, this home is a must-see!

16857 Ole Grist Run, Milton

Listing courtesy of Compass. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$370,000
3 Beds ⋅ 2 Baths
Nestled in the serene Overbrook Shores, this charming ranch-style home offers a perfect blend of comfort and functionality. With 1,344 square feet of thoughtfully designed space, this residence features three inviting bedrooms and two full bathrooms, ideal for relaxation and privacy. Step inside to discover a warm atmosphere including pellet stove enhanced by luxury vinyl tile and carpeting throughout bedrooms. The combination kitchen and dining area is perfect for gatherings, featuring an eat-in space that invites casual meals and lively conversations. The kitchen is equipped with modern appliances, including a dishwasher, electric oven/range, and refrigerator, making meal prep a breeze. Enjoy the convenience of an entry-level bedroom and a main floor laundry area, complete with washer and dryer. Ceiling fans throughout the home provide a refreshing breeze, while both bathrooms boast a tub shower for unwinding after a long day. Lovingly maintained and improved by the original owner, enhancements include new roof (2015), new hvac (2016), hew hot water heater (2019), new stove, refrigerator, washer, dryer and dishwasher (2021) and new siding, windows and garage door(2023). Outside, the property sits on a generous 0.34-acre lot, surrounded by lush trees and woods, offering a peaceful retreat. The deck is perfect for morning coffee or evening relaxation, while the outbuilding provides additional storage or workspace. The paved driveway leads to an attached garage, ensuring ample parking for you and your guests. With community amenities like a boat ramp nearby, this home is a wonderful opportunity to embrace a lifestyle of comfort and convenience. Overbrook Shores remains a highly desired community in the Cape Henlopen School District. It's ideally located just 5 miles to downtown quaint Milton, 7 miles to Lewes Beach and Cape Henlopen State Park and 10 miles to Rehoboth Beach's famous boardwalk and beach.

30064 W Mill Run, Milton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$366,500
3 Beds ⋅ 2 Baths
REDUCED for Quick Sale! Don’t miss this fantastic opportunity to purchase a very well-appointed modern home with plenty of charm! Built in 2017, this home features LVP flooring throughout, seamless white countertops, SS appliances, and an open concept. It also features a walk-in tiled shower in the master bath and a storage shed for all your tools and beach toys. Just a short ride to Broadkill Beach, and a close walk to downtown shopping. Perfect first home or if you are looking to downsize. Call today to schedule a tour.

411 Conwell St, Milton

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact:

Selling Office: BHHS Fox & Roach-Media.

$365,000
3 Beds ⋅ 2 Baths
A short walk from the heart of downtown, this 1922 home boasts classic architectural style such as the wrap around front porch.. Its period details offer a strong foundation for someone ready to bring new life into a timeless structure. The layout reflects the craftsmanship of its era, with generous room proportions and abundant natural light. The property presents a rare opportunity to restore a historic home to modern comfort while preserving its early‑20th‑century charm. The oversized in town lot offering plenty of space for outdoor activities such as gardening or a wonderful opportunity to expand the home or add a garage. The location adds tremendous value— neighborhood energy, and easy access to shops, dining, and community events all just steps away. Same family has owned this home since 1967. During their ownership the windows were replaced, insulation blown in and roof replaced (approx 15 years ago).

513 Federal St, Milton

Listing courtesy of Coldwell Banker Premier - Rehoboth. Contact:

Selling Office: EXP Realty, LLC.

$360,000
3 Beds ⋅ 2 Baths
Charming farmhouse cottage-style retreat on 1.03 private acres in the sought-after Cape Henlopen School District! Peaceful country setting for this inviting 3-bedroom, 2-bath home offering timeless character with the convenience of nearby coastal amenities. The first floor of home features a living room, a separate dining room (could be a 4th bedroom), kitchen with eat-in area, full bath, and a first-floor bedroom, along with welcoming front and rear porches and a deck perfect for relaxing or entertaining. Upstairs offers two additional bedrooms, a second full bath, laundry area. Outdoor enthusiasts and hobbyists will love the impressive pole barn built in 2017, complete with electric and a separate studio/office space — ideal for an office, art studio, workshop, or fitness space. Additional highlights include a one-car garage with opener and remote, private well and septic for lower utility costs, and plenty of room to spread out and enjoy country living. Ideally located just minutes from downtown Milton’s theater, dining, shopping, and scenic riverwalk, and only a short drive to Lewes and Rehoboth Beach, this unique property offers the perfect blend of privacy, charm, and coastal convenience. Age of home is unknown and is an estimate.

28939 Stockley Rd, Milton

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Compass.

$360,000
3 Beds ⋅ 2 Baths
More pics coming! Opportunities like this don’t come along often in such a prime coastal location! Ideally situated on the outskirts of Lewes/Milton, this property places you just a short drive from the beaches of the Atlantic Ocean, Delaware’s sought-after resort areas, a variety of dining options, and some of the East Coast’s most popular outlet shopping. Set on a generously sized, fenced homesite, the property offers a rare combination of space and privacy. A natural hedge of mature trees lines the rear yard, creating a peaceful backdrop for relaxing, entertaining, or enjoying outdoor living. With a neighboring vacant lot to one side, you’ll appreciate the added sense of openness and minimal direct neighbors. Inside, the home features a flexible and inviting layout designed for both everyday living and special gatherings. A formal dining room provides the perfect setting for hosting, while the separate living room offers a comfortable space to unwind. The expansive rear family room or bonus room is a true highlight—ideal for a media room, playroom, home office, or multi-purpose retreat—with direct access to the backyard through sliding glass doors, seamlessly blending indoor and outdoor living. Additional conveniences include a dedicated laundry room and an attached garage, adding to the home’s everyday functionality and storage options. This property presents a fantastic opportunity for buyers looking to personalize a home to their own taste and style. With what seems to be great bones, a desirable layout, and an unbeatable location near Delaware’s coastal attractions, this is your chance to create something truly special. Don’t miss the potential and value this property offers in one of the area’s most convenient and sought-after locations!

16938 Jays Way, Milton

Listing courtesy of Keller Williams Realty Delmarva. Contact:

Selling Office: EXP Realty, LLC.

$360,000
4 Beds ⋅ 2 Baths
Welcome to 17063 W Holly Drive, located in the desirable Overbrook Shores community. This home provides access to everything the neighborhood offers, including water access, boating, fishing, a peaceful coastal lifestyle, and community amenities. The kitchen and both bathrooms were renovated in 2021, but the house still needs some TLC, Come and add your personal touches to make this home yours. Conveniently located close to Delaware beaches and tax-free shopping, as well as dining and local attractions. Don’t miss your opportunity to own in this sought-after community.

17063 W Holly Dr, Milton

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: The Moving Experience Delaware Inc.

$360,000
3 Beds ⋅ 3 Baths
Welcome to this rarely offered end-unit townhome with a two-car garage in the sought-after community of Shoreview Woods, Milton, Delaware. With nearly 1,800 square feet of thoughtfully designed living space, this three-bedroom, two-and-a-half-bath home combines the comfort of a private retreat with the convenience of coastal living. Its prime end-unit location at the rear of the community provides added privacy, while the expanded driveway offers parking for additional vehicles—an uncommon luxury in this neighborhood. Inside, the open-concept main level is anchored by a spacious eat-in kitchen featuring granite countertops, under-counter lighting, and modern appliances. A dedicated pantry and additional coat closet off the kitchen provide ample storage. Flowing seamlessly from the kitchen, the dining and living areas create an inviting space for entertaining or relaxing. The added bump-out family room brings in abundant natural light and versatility, perfect for a sitting room, den, or play area. The first-floor primary suite serves as a peaceful escape, complete with new carpeting, a large walk-in closet, and a private ensuite bathroom featuring double vanity sinks, tiled flooring, and a walk-in shower with a built-in seat. Upstairs, two additional bedrooms share a beautifully updated full bathroom with new vanity, modern flooring, and a tiled tub surround. A convenient first-floor laundry room adds ease to daily routines. Outdoor living is equally appealing, with a paver patio and deck providing space for alfresco dining, morning coffee, or quiet evenings surrounded by nature. Thoughtful landscaping adds both charm and functionality, creating a private outdoor retreat with minimal upkeep. Shoreview Woods offers residents a carefree lifestyle with amenities including a community pool, clubhouse, and tennis courts. The location is exceptional—just minutes from historic Milton, downtown Lewes, and the boardwalk of Rehoboth Beach. Close proximity to Cape Henlopen State Park’s bike and hiking trails, bay and ocean beaches, fishing areas, and miles of pristine coastline with abundant nature ensures endless opportunities for recreation and relaxation. With fresh updates throughout, a rare two-car garage, and an ideal coastal setting, this home is a standout opportunity in Delaware’s beach region. Photos are "Virtually Staged".

18969 Timbercreek Dr Unit 83, Milton

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

Selling Office: Redfin Corporation.

$360,000
3 Beds ⋅ 2 Baths
*Potential for seller financing for this home for qualified buyers at a much lower interest rate. Check agent remarks for details. All reasonable offers will be given serious and respectful consideration. This home was renovated and upgraded by the seller of the home who bought the property in poor condition. He lived in the home until the time of deciding to move on to a bigger place and sell this one. It is a wonderfully maintained, upgraded, and enhanced 3 bed, 2 bathroom home located in the much desired Holland Mills. This home features an open floor plan, slit bedroom layout, master bedroo and bathroom with soaking tub, and walk-in closet. There are cathedral ceilings in the great room, new flooring in the kitchen with ample island space. The front porch is covered and there is a 2-car garage. A brand-new addition approximately 15x16 was added in 2024 and is used as a main living area. Please note that listed square footage does NOT include the square feet from the new addition. An outdoor patio is brand new (never used!) The kitchen and flooring were upgraded and completed in June of 2025 with fresh painting completed in the project. The furnace and water heater are just two years old. HOA fees include use of the community pool. This is a turn-key property fully prepared for its new homeowners.

27407 Walking Run, Milton

Listing courtesy of Real Broker, LLC. Contact:

Selling Office: Sea Grace @ North Beach Realtors.

$355,000
3 Beds ⋅ 2 Baths
MOVE-IN READY with over $40,000 in upgrades — absolutely NO builder-grade finishes! Welcome to the historic town of Milton, Delaware, where shipbuilding helped shape the community as early as the 18th century. Today, Milton offers the perfect blend of small-town charm, rich history, and convenient access to Delaware's beautiful beaches—all while avoiding the hustle and bustle of the resort areas.This beautifully updated 3-bedroom, 2-bath home offers the ease of single-level living with thoughtful, high-quality upgrades throughout. Energy-efficient double-hung windows have been professionally installed, complete with new interior trim, along with both new exterior doors.Waterproof, highly durable Luxury Vinyl Plank flooring flows seamlessly throughout the entire home. The stunning kitchen features ceiling-height Boone-style cabinetry in the designer color Retreat, a sophisticated medium gray with blue-green undertones. Elegant Calacatta West quartz countertops pair perfectly with the sleek stainless steel appliances, creating a timeless and modern space for cooking and entertaining.The private primary suite includes a beautifully renovated ensuite bath with a brand-new 36-inch vanity, updated mirror, and modern lighting. Two additional bedrooms and a full hall bath are situated on the opposite side of the home, A dedicated laundry room is conveniently located just off the kitchen with direct access to the backyard. Step outside through the sliding glass door onto the spacious composite deck, where you'll enjoy plenty of room for entertaining while taking in peaceful farmland views.Need extra storage? You'll love the walk-up attic, which provides an abundance of easily accessible storage space and already has electricity in place. With its generous size and existing electrical service, this area offers exciting potential to be finished into additional living space, a home office, hobby room, or bonus area (subject to local approvals).The backyard is fully enclosed with a 6-foot white vinyl privacy fence and includes a newer storage shed for lawn and garden equipment. Freshly painted throughout, this home is truly turnkey and ready to welcome its next owner.providing privacy for family or guests. Seller is licensed Realtor.

104 N Spinnaker Ln, Milton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$355,000
4 Beds ⋅ 2 Baths
The renovations have just been completed on this cape-style home just east of downtown Milton. The home features 4 bedrooms (2 on each level) and 2 newly updated baths. Nice-sized living room and a large eat-in kitchen that has also been updated. New mini-splits for efficient and cost-effective air-conditioning and heating. Carpeting in the bedrooms and easy-maintenance LVP in the common areas. Convenient location close to downtown Milton. This home is ready for its new owners!

25555 Front St, Milton

Listing courtesy of Brokers Realty Group, LLC. Contact:

Selling Office: The Parker Group.

$355,000
3 Beds ⋅ 4 Baths
Two Unit Property (305 and 307) on over-sized lot "in-town Milton". 305 is a 2 Bedroom, 2 Bath, 2 story unit and 307 is a 1 Bedroom, 1.5 Bath 2 story unit. Both have central air and heat, eat-in kitchens, and both have large bedrooms with a bath. There is a large detached 2 bay garage with electric in the rear yard, and a long driveway. Both units have been rented but are currently empty. Heat pumps in both units have service contracts and both are in good working condition. This property is in the historic district. An excellent investment for rental income, or take advantage of the 57 x 212 lot and create your dream home. Easy Walk to Beautiful Downtown Milton. Property is being sold "as-is". Age of property is estimated.

305 Walnut St, Milton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Bryan Realty Group.

$354,000
3 Beds ⋅ 2 Baths
Welcome to this well-maintained 3-bedroom, 2-full-bath home in the desirable Grants Way community of Milton! Just a 5-minute drive to the beach and located directly across the street from The Rookery golf course, this home offers the perfect blend of comfort, convenience, and coastal living. Inside, you'll find a spacious layout, a cozy gas fireplace, and plenty of room to relax or entertain. The attached 2-car garage provides added convenience and storage, while the home's thoughtful design makes everyday living easy. Whether you're looking for a primary residence, vacation home, or weekend getaway, this property offers the flexibility to fit your lifestyle. Enjoy being just minutes from the beach while also having golf, dining, shopping, and everything Milton has to offer right at your fingertips. Come see why this could be the perfect place to call home—or your home away from home!

27657 Dunstan Ct, Milton

Listing courtesy of Bryan Realty Group. Contact:

Selling Office: Compass.

$350,000
2 Beds ⋅ 2 Baths
Great value ready now! Popular Aruba Bay floor plan offers the ease of one level living. And with lawn care included, your easy lifestyle is just beginning! Backyard patio and breathing room between homes. Located in the beautiful community of the Vines of Sandhill just outside Milton, Delaware. Features 2 bedrooms, 2 bathrooms, open floor plan with a large island in the kitchen that seamlessly flows into the great room. Seated shower in main bedroom, and an oversized walk-in closet. Second bedroom is tucked away off the foyer for additional privacy. Ideal for guests or a home office. The Vines offers a vineyard-inspired clubhouse, a resort-style pool, pickleball courts, bocce ball, trails, and lawn maintenance. Beautiful nature-inspired trim and stone. 5 miles from charming downtown Milton where you can catch a show at the Milton Theatre, enjoy the Broadkill River or tour a brewery. 14 miles from downtown historic Lewes!

26044 Vintage Cir, Milton

Listing courtesy of Active Adults Realty. Contact:

Selling Office: Dailey Dailey Real Estate.

$350,000
3 Beds ⋅ 2 Baths
Steeped in character and timeless charm, this inviting 1940s home offers a warm blend of historic appeal and extensive modern updates, all nestled on a beautiful tree-lined .64-acre lot just moments from downtown Milton. A charming brick walkway welcomes you to the home, where mature landscaping, including a graceful crepe myrtle and a fruitful pear tree, creates a picturesque first impression. Since the home's purchase in 2021, the house has undergone a significant remodel and thoughtful improvements, blending classic character with modern comfort and peace of mind. Major updates include a new roof in 2020, HVAC system with WIFI thermostat replaced in 2021, updated plumbing and a renovated kitchen in 2022, remodeled upstairs bath, refinished hardwood flooring, new insulation, and brand-new windows installed in 2026. In 2025, a covered patio area was added near the garage, creating an inviting outdoor space to relax and entertain. Being sold furnished with only a few exclusions, this home is ready to be enjoyed and cherished from the moment you arrive. Inside, the updated kitchen combines functionality with comfort, featuring newer cabinetry, luxury vinyl plank flooring, Corian countertops, a large center island with breakfast bar seating, and a pantry for added storage. The kitchen flows naturally into the inviting family room at the rear of the home, where exposed beam ceilings and a classic brick wood-burning fireplace create a cozy gathering space filled with warmth and character. The spacious dining room is rich with vintage charm, showcasing hardwood floors, wainscoting, and two built-in curio cabinets that add both beauty and practicality. French atrium doors open into a formal living room, that flows out to a delightful screened porch with crank-open windows, offering the perfect spot for casual dining, morning coffee, or evenings spent playing games while enjoying the breeze. The main level also features a convenient first-floor primary bedroom and a full bath. The primary bedroom includes a private door leading directly toward the staircase, as well as convenient access to the laundry and family room beyond. Upstairs, a wooden staircase leads to a flexible living space with wood flooring throughout, ideal for a reading nook, office, or sitting area. This upper level continues into two additional bedrooms and full bath, creating a private retreat for guests or family. A full unfinished basement provides excellent storage. Outside, a long driveway leads to a detached two-car garage and patio area, along with an additional storage garage full of possibilities for hobbies, workshops, or extra storage needs. Perfectly located near local restaurants, grocery stores, and the quaint shops and charm of downtown Milton, this home is also approximately 13 miles from Lewes Beach and about 10 minutes from Broadkill Beach, offering easy access to both coastal relaxation and everyday conveniences. This special property presents a rare opportunity to enjoy historic character, peaceful surroundings, and small-town coastal living all in one inviting home.

14140 Union Street Ext, Milton

Listing courtesy of Northrop Realty. Contact:

Selling Office: RE/MAX Realty Group Rehoboth.

$350,000
4 Beds ⋅ 2 Baths
Located in the heart of in-town Milton, Delaware, 102 Betts Street offers an incredible opportunity to own a spacious home just a short walk from all of the charming shops, restaurants, parks, and events that make Milton such a desirable place to live. You simply cannot beat the value this home offers with its impressive price per square foot and abundance of storage space throughout. The ground level features a private bedroom complete with its own ensuite bathroom and mini-split HVAC system, making it an ideal setup for guests, extended family, or even a private rental space. You will also appreciate the massive amount of storage on the first floor with a large garage area and an additional unfinished storage space perfect for hobbies, tools, or seasonal items. Upstairs, the second floor serves as the main living area of the home and features a spacious living room, dining room, three additional bedrooms, a full bathroom, and yet another finished storage area that offers endless flexibility for a home office, playroom, or bonus space. With so much potential, this property would make an excellent full-time residence, vacation getaway, or investment property. Opportunities like this in the heart of Milton do not come around often. Call today to schedule your private tour!

102 Betts St, Milton

Listing courtesy of Compass. Contact:

Selling Office: Coldwell Banker Realty.

$350,000
2 Beds ⋅ 1 Baths
Nestled on a tree-lined street surrounded by historic homes in the quaint town of Milton, Delaware, this delightful bungalow blends timeless character with modern updates. Featuring 2 bedrooms, a versatile den/office, and 1 full bath, the home may very well be a classic Sears catalog treasure. Inside, you’ll enjoy original hardwood floors, a brand-new kitchen with granite countertops and stainless-steel appliances, along with fresh interior and exterior paint, newer windows, and a recently updated AC system. A large, private backyard with patio and private fencing where the home can be expanded if needed, with a new primary bedroom and bath. The detached garage presents an ideal opportunity to be converted into a workshop or studio. The spacious attic also provides potential for transformation into an additional living area or third bedroom. With an Elementary School just down the street, this charming home offers both convenience and a welcoming community setting. Brimming with history, updates, and possibilities, it’s a true gem waiting to be discovered. Please note some photos have been digitally staged.

424 Federal St, Milton

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Patterson-Schwartz-Rehoboth.

$340,000
2 Beds ⋅ 2 Baths
Be in By Summer! This charming bungalow affords you the opportunity to own your first home, retirement space or a beach get away at a great price. Walk or bike to the historic town of Milton from this 2BR / 1.5 BA Salt Box that features some original hardwoods, large addition off the back of the home, granite counter tops in the kitchen, oversized bedroom on the second floor, basement complete with organizers, gas fireplace in bonus room, fenced yard, mini-split heat and air upstairs, poured concrete driveway, and 3 outbuildings- each with electric and matching metal roof that matches the house. This home is priced to sell and ready for your adventures near all of Delaware Beaches at an affordable price! Check it out today.

414 Conwell St, Milton

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact:

Selling Office: Patterson-Schwartz-Rehoboth.

$335,000
3 Beds ⋅ 2 Baths
Investor Alert — Unique Fee-Simple Townhome with Detached Garage Apartment in Walkable Milton! Don’t miss this exceptional opportunity in the heart of Milton. This well-maintained 3-bedroom, 2-bath townhome has been thoughtfully updated and lovingly cared for by the current owners, who have invested significant improvements and attention to detail throughout. The property includes a detached garage with a 1-bedroom, 1-bath apartment, featuring an outdoor shower and rough-in for a second bath — ideal for supplemental rental income or guest accommodations. With the right tenants, the property could generate up to $3,000 per month in total rental income. Every room in the main home is equipped with efficient mini-split systems, and the solar panels on the shed roof add to the property’s eco-friendly appeal. Located just minutes from the renowned Dogfish Head Brewery in Shipbuilders Village, this home offers the best of small-town charm and modern convenience. You’ll be just steps away from Milton’s 100+ year-old downtown — complete with an Irish pub, coffee shop, beautifully restored theatre, and some of the area’s best antique shopping. This is more than a home — it’s a smart investment in one of Delaware’s most walkable and character-rich towns.

319 S Spinnaker Ln, Milton

Listing courtesy of Dave McCarthy & Associates, Inc.. Contact:

Selling Office: Coldwell Banker Premier - Lewes.

$335,000
Welcome to Broadkill Beach — where charm meets potential! This 50’ x 121’ lot, just steps from the Delaware Bay, offers the perfect setting for your custom coastal retreat. Located in the quiet community of Broadkill Beach and situated east of Route 1, this bayside parcel provides water access to the Delaware Bay and is just a short stroll to the sand and surf. The existing structure, a historic 2BR bungalow built circa 1890, carries a unique legacy and vintage charm. However, the true value lies in the land and its unbeatable location. Build a modern beach house tailored to your lifestyle, whether as a primary residence, vacation getaway, or investment property. This prime spot not only lets you peek into the past but also invites you to create new memories. Whether you’re all about keeping the bungalow's vintage vibes or dreaming of a modern twist, this property is a rare find in a hot location. So, grab this chance to spin new tales or start fresh and build your very own memories in a new home on this prime location! Don’t forget to check out the uploads for a trip down memory lane with photos of the Hearn home!

402 S Bay Shore Dr, Milton

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact:

Selling Office: Patterson-Schwartz-Rehoboth.

$335,000
3 Beds ⋅ 2 Baths
<html> <body> <p>Marvelous in Milton</p> <p>Step back in time with this charming 3-bedroom, 2-bath home built in the early 1800s, where timeless character exudes from every nook and cranny. Bursting with warmth and history, this residence showcases tons of original woodwork, exposed brick, and tons of potential.</p> <p>The inviting floor plan features a cozy living room anchored by a wood-burning stove, perfect for gathering on chilly evenings. An enclosed front porch provides extra living space, while a cozy side porch is an ideal spot to enjoy morning coffee or evening breezes. The eat-in kitchen offers plenty of space for everyday meals, and a large adjacent storage area presents exciting opportunities—expand the kitchen, create a new living area, or design the space to fit your lifestyle.</p> <p>Upstairs, three comfortable bedrooms pair historic charm with functionality. Outside, the private backyard provides room to relax, garden, or entertain in a peaceful setting.</p> <p>If you’ve been searching for a home with history, charm, and potential, this one-of-a-kind property is ready to welcome you… all in the heart of one of American’s favorite small towns.</p> <p>Milton is home to exciting culture, diversity, history, great restaurants, shops and quick access to local beaches and hot spots. From catching dinner and show or grabbing a brew at Dogfish Head Brewery, Milton makes a great place to call home!</p> </body> </html>

115 Chestnut St, Milton

Listing courtesy of The Parker Group. Contact:

Selling Office: Myers Realty.

$330,000
3 Beds ⋅ 1 Baths
Welcome to 14198 Union Street Extension, Milton, DE—a beautifully maintained home where small-town charm, modern updates, and future potential come together. Ideally located within walking distance or a short bike ride to historic downtown Milton, this property offers the opportunity to enjoy one of Sussex County's most beloved communities right from your doorstep. Inside, you'll find warm hardwood floors, original woodwork that showcase the home's timeless character. The inviting living and dining rooms create the perfect setting for entertaining or everyday living, while the kitchen offers stainless steel appliances, ample cabinetry, and generous workspace. The home features 3 bedrooms and 1 full bath, with additional unfinished upstairs space already offering the potential for a future fourth bedroom, second bathroom, home office, or private owner's suite. A full basement provides extensive storage space rarely found in homes of this era. Recent major improvements offer peace of mind for years to come, including a newer roof, new septic system, and new well, all completed within the last few years. Step outside and discover why so many people love calling Milton home. Enjoy morning coffee from local cafés, dinner at popular restaurants like Tequila Real, waterfront dining at Irish Eyes, craft brews and live entertainment at Dogfish Head Brewery, or a sweet treat from the iconic King's Homemade Ice Cream. Downtown Milton is also home to charming boutiques, antique shops, art galleries, The Milton Theatre, community parks, and year-round events that create a true sense of community. Residents enjoy popular local traditions including the annual St. Patrick's Day Parade, Horseshoe Crab & Shorebird Festival, Holiday Parade, summer concerts, farmers markets, and numerous community celebrations throughout the year. The scenic trails and waterways of Milton offer opportunities for biking, kayaking, fishing, and outdoor recreation, while the Delaware beaches of Lewes and Rehoboth Beach are just a short drive away. Whether you're a first-time homebuyer, someone looking to downsize while maintaining character and charm, or a buyer seeking a property with expansion potential, this home offers a rare opportunity to enjoy both the lifestyle and convenience that make Milton one of Delaware's most sought-after small towns. Live where community, convenience, and coastal Delaware charm meet—just steps from everything that makes Milton special.

14198 Union Street Ext, Milton

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Bryan Realty Group.

$330,000
3 Beds ⋅ 3 Baths
Are you looking for your beach home? This one is perfect for the downsizing buyer or the first time buyer. The Lewes ferry terminal is only 9 miles / 20 minutes away and Rehoboth Beach board walk is 11.5 miles / 26 minutes away - pretty close. This forward thinking original owner opted for the builder open-concept floor plan. The gourmet kitchen with the welcoming island is truly the center of your living space. The vaulted ceiling in the back side of the house gives a wonderful airy feeling. The seller has optimized the storage and organizing potential with California Closets in the Primary bedroom & bath, laundry, bedroom #2 and certainly the garage. Other upgrades that make the living even more enjoyable are: Gutter guard (w/lifetime transferable warranty), ceiling fans, whole house water filtration and kitchen reverse osmosis drinking water systems. Be sure to check out the over $37K worth of upgrades list in the document folder. This house has a lot to offer.

19062 Timbercreek Dr Unit 46, Milton

Listing courtesy of ReMax Coastal. Contact:

Selling Office: Empower Real Estate, LLC.

$325,000
3 Beds ⋅ 4 Baths
Welcome to 448 Ocean Court, a truly one-of-a-kind townhome in the heart of Milton where designer finishes, thoughtful renovations, and exceptional outdoor living come together. This stunning three-level residence offers 3 bedrooms, 2 full baths, 2 half baths, and over 1,700 square feet of beautifully updated living space designed for both everyday comfort and effortless entertaining. The main level showcases an open-concept floor plan highlighted by rich hardwood flooring, plantation shutters, and modern cable railings. The gourmet kitchen is a showstopper, featuring stainless steel appliances, double wall ovens with convection, a GE Café refrigerator with built-in Keurig, cooktop, pantry, tiled countertops and backsplash, and an oversized breakfast bar with seating for six. Double sliding doors flood the space with natural light and lead seamlessly to the outdoor entertaining areas. The lower level offers incredible flexibility with a spacious recreation room centered around a striking 74-inch linear fireplace, Nebula Home Theater Projector, an additional bedroom, half bath, and laundry area. Upstairs, you'll find two private owner's suites, each featuring walk-in closets and beautifully customized en-suite baths with frameless glass showers and dual shower heads. Step outside to your own private oasis, complete with an expansive deck, patio, mature landscaping, and generous backyard space—perfect for entertaining, relaxing, or enjoying coastal evenings.Backyard has brand new shed for storage with workbench. Recent exterior upgrades include new siding, shutters, and a charming pergola framing the driveway. Best of all, there are no HOA fees, providing added flexibility and value. Ideally located just minutes from downtown Milton, Lewes and Rehoboth beaches, restaurants, parks, entertainment, and Delaware's tax-free shopping, this move-in-ready home offers the perfect blend of luxury, convenience, and coastal charm.

448 Ocean Ct, Milton

Listing courtesy of Jack Lingo - Lewes. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$325,000
3 Beds ⋅ 2 Baths
Welcome to this charming ranch/rambler style home located in the desirable town of Milton, DE. This cozy residence features 3 bedrooms and 1.5 bathrooms, perfect for comfortable living. The single-level layout offers convenience and ease of access throughout the home. As you step inside, you will notice the comfortable front living room and a spacious kitchen with an eat-in area perfect for casual dining. The layout is functional and provides ample storage and counter space for your culinary adventures. The customs window treatments add a touch of style and privacy to the space. Located in the picturesque town of Milton and on a large lot, this property offers both tranquility and convenience. Don't miss the opportunity to make this delightful home yours. Schedule a showing today! (Prof Photos Coming)

414 Spruce St, Milton

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact:

Selling Office: Crown Homes Real Estate.

$320,000
Nestled within the lush, established River Rock Run community, this exceptional 1.75-acre homesite offers a rare opportunity to build your dream home surrounded by natural beauty and privacy. One of the largest lots in the neighborhood, the property is mostly cleared and ready to build, with a mature rear tree-line creating a peaceful, secluded backdrop. With no builder tie-in, you have the freedom to design a home that truly fits your lifestyle. Create the outdoor oasis of your dreams. Imagine an in-ground pool sparkling in the summer sun, a luxurious patio designed for entertaining, or a fully equipped outdoor kitchen perfect for hosting unforgettable evenings — The opportunities are endless. Minimum square footage requirements are 1,800 for a one-story home and 2,200 for a two-story. Enjoy low annual HOA fees of $590, private well and septic along with Delaware Electric Cooperative for lower ongoing costs, and a location just a short drive to downtown historic Milton where you can enjoy local restaurants, boutiques, Dogfish Head Brewery, and Milton theater, or head to Lewes Beach less than 10 miles away. Enjoy all that River Rock Run has to offer while being located in the Cape Henlopen School District!

28857 Sandy Banks Way, Milton

Listing courtesy of Patterson-Schwartz-Rehoboth. Contact:

Selling Office: NextHome Tomorrow Realty.