Homes for Sale with a Guest House in Lewes, DE

NOW INCLUDING FINISHED BASEMENTS! NEW CONSTRUCTION AVAILABLE IN THE CHASE OAKS COMMUNITY! THE DUNE! Paradise awaits in this beautiful, quiet, tree lined community! The Dune features an open concept kitchen, breakfast area and family room. Primary suite tucked away off the family room. Two secondary bedrooms with shared hall bath and Loft on 2nd level. Add a screen porch. Two-car garage included. Add a recreation garage or full third bay for more space. One of the Dune's standout features at Chase Oaks is the included finished basement, providing exceptional additional living space from the start. This lower level includes a spacious recreation room, offering endless possibilities for entertaining, relaxing, creating a home office, fitness area, or media room. It also features an additional bedroom and full bathroom. *Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

Tbb Chase Oaks Dr Unit DUNE, Lewes

Listing courtesy of DRB Group Realty, LLC. Contact:

$810,000

3 Beds ⋅ 4 Baths

New Roof. New upstairs HVAC system. New Price!! Here's an opportunity to purchase into a million dollar neighborhood without spending a million dollars upfront . All this property needs is someone with a vision and the willingness to do some updating. This 3 bedroom 3.5 bath house with a pool sits on over 1.4 acres in the desirable neighborhood of the Estates at Bridle Ridge. Designed around an open floor plan, the house features primary bedrooms on both the first and second floors. Both primaries have ensuite bathrooms with double vanities, whirlpool tubs and separate walk-in showers. The second floor primary also has an extra large walk-in closet. There is an additional bedroom, as well as two rooms that can be used as office space or an upstairs den. All three share a hall bath on this floor and an upstairs laundry room. Lastly, there is a staircase access to a fully floored attic that could easily be converted into more living space and still maintain adequate room for storage. The layout on the first floor with a kitchen teeming with cabinets and counterspace, provides a number of possibilities for entertaining and dining, Moving to the rear of the house you will find a newly renovated screened porch that overlooks the expansive backyard. A maintenance free deck with a built-in hot tub was also added recently and provides a relaxing spot to enjoy morning coffee or grilling in the evening. All of this is only minutes away from downtown Lewes and the beaches. The property is being sold "as is" and is priced accordingly. 5439-BL

27 Bridle Ridge Cir, Lewes

Listing courtesy of Jack Lingo - Lewes. Contact:

$62,500

3 Beds ⋅ 2 Baths

Seller is Motivated !Sussex East/West is a leased-land, 55-plus* community (*up to 20% of owners may be younger than 55-years-old). Sussex East is located approximately 5.5 miles from the Lewes public beach, with the Cape Henlopen State Park beaches...and the famous Rehoboth Beach boardwalk...not much farther away. This community has a unique location with access to the State Park’s hiking/biking trail via the trailhead on Minos Conaway Rd. This spacious 14’x70’ singlewide features a 11’x20’ enclosed porch with vaulted ceilings. There’s a covered front porch, and there is an 11’x10’ open, rear deck that leads down to the patio and storage shed. The roof is 2 years Old and the underneath has been insulated. The home’s living room, which has a coat closet, opens to the eat-in kitchen. Appliances include a fridge, dishwasher, gas range, and a built-in microwave. The hall laundry has a full-size, side-by-side washer & dryer set. Popular split bedroom plan. The main bedroom is at the rear of the house, and it has a double closet. The first full bath is just outside of the main bedroom, and it features a step-in shower. The other two bedrooms are near the second full bath, which also has a step-in shower. Natural gas. Gas force-air heat, central AC & a portable AC unit for the sunroom. Storage shed. Being offered AS IS - needs a bit of TLC, but perfectly livable. Two pets are allowed in Sussex East, and they have a fenced dog park near the community’s indoor salt-water pool. New pickleball court, too. (Note: Family & friends may always visit, but rentals and subletting are NOT permitted in this community). Leasehold interest: Current Lot Rent is Sept. 1 to $1,031.12 (Lease will renew again on Sept. 1, 2027 with any increase capped as per 25 Del. C. Sec. 7050-7054). Homeowner pays electric, water, sewer, fuel (metered natural gas), lawn maintenance. RHP, the community owner, requires an Application from the Buyer, with acceptance based on the following criteria: 1.)income verification, 2.)favorable credit bureau score, including evaluation of debt-to-income ratio, and 3.)clean criminal background check. Financing may be available to qualified borrowers from only a few Lenders that specialize in installment/chattel loans for manufactured homes on leased land. Closing costs will include a 3.75% transfer tax (DMV Doc Fee) & a Settlement Agent fee.

1 Andover Ln Unit B-19, Lewes

Listing courtesy of SEA BOVA ASSOCIATES INC.. Contact:

$896,170

3 Beds ⋅ 2 Baths

“Lot & Home Package by Bay to Beach Builders. Imagine the possibilities with this to-be-built custom home by award-winning Bay to Beach Builders, celebrated for their Amish craftsmanship and exceptional attention to detail. The Driftwood — a thoughtfully designed coastal home that blends timeless charm with modern functionality. Featuring approximately 1,820 square feet of open-concept living space, this home offers three bedrooms and two-and-a-half baths, including a first-floor primary suite with a spacious walk-in closet and private bath. The airy layout flows seamlessly from the inviting entryway to the bright great room and stylish kitchen, creating a perfect setting for everyday living or entertaining. A welcoming covered front porch and rear porch extend the living area outdoors, providing the ideal space to relax and enjoy the coastal breeze. Crafted with the award-winning quality Bay to Beach Builders is known for, The Driftwood embodies comfort and craftsmanship in every detail. Ideally located in the heart of Lewes, this home is just a short walk to Second Street’s restaurants and shops and only about four miles from Lewes Beach (Savannah Beach), offering the best of coastal living and in-town convenience. This is a concept house, pending all final approvals.”

Lot 3 Mulberry, Lewes

Listing courtesy of RE/MAX Associates. Contact:

$1,539,900

5 Beds ⋅ 5 Baths

INCREDIBLE VALUE IN-TOWN OF LEWES! If you’ve been searching for a home in or near the Historic District or downtown Lewes, 165 Tyler’s Circle deserves your attention. With a significant price reduction, this exceptional property offers an incredible opportunity for buyers who want to be close to the Historic District, downtown Lewes, the canal, restaurants, shopping, and beaches, all without compromising on space, style, or modern amenities. Located in the sought-after community of Fishers Cove, where contemporary coastal design meets the charm and convenience of in-town Lewes. Wake up and stroll to the Lewes Canal with your morning coffee, enjoy dinner downtown, or simply relax at home surrounded by comfort and privacy. This is the Lewes lifestyle buyers are searching for with the added benefit of brand-new construction. The 5 Bedrooms, 4.5 Baths, thoughtful, flexible floor plan was designed with today’s buyer in mind, the open-concept main living area is ideal for both everyday living and entertaining. The chef’s kitchen features high-end appliances, granite countertops, an oversized island, and a walk-in pantry with additional prep space for effortless hosting. A separate dining room provides the perfect setting for both intimate dinners and larger gatherings. The vaulted great room is a true focal point, featuring expansive windows and a custom fireplace wall that creates a warm and inviting atmosphere. MAIN-LEVEL CONVENIENCE The private primary suite offers a spa-inspired bath and generous walk-in closet. A first-floor en-suite bedroom provides exceptional flexibility for guests, multigenerational living, or a home office. A convenient mudroom and laundry area are located just off the two-car garage, with additional storage. Upstairs, you’ll find two spacious guest bedrooms with a beautifully appointed shared bath, plus a fifth bedroom with an oversized en-suite bath. There is room to spread out, room to host, and room to grow. INDOOR-OUTDOOR COASTAL LIVING Inviting front and rear porches extend the living space outdoors, while the landscaped yard provides the perfect setting for morning coffee, afternoon relaxation, or evening gatherings. Quality finishes throughout include engineered wood and luxury vinyl plank flooring, combining style and durability. THE BOTTOM LINE If you’ve been considering a home in downtown Lewes or the Historic District, look no further. This is an opportunity to enjoy the location and lifestyle buyers want, with the space, finishes, and peace of mind of newer construction now at an exceptional value following a substantial price reduction. In-town location. New construction. Five bedrooms. Incredible flexibility. And a price that makes this home one of the opportunities buyers should not overlook. Come see why Fishers Cove could be where your next chapter begins.

165 Tylers Cir, Lewes

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$599,990

3 Beds ⋅ 2 Baths

Come visit our brand new active adult community in Lewes, DE. This community features all single family homes and tons of planned amenities to keep you are busy as you’d like to be in retirement. The community will have a 7,000 sq. ft. clubhouse, 3 pickleball courts, bocce court, outdoor pool & spa, and more. This location is gorgeous tucked away off Mulberry Knoll Rd – a private, serene setting close to Arnell Creek and Rehoboth Bay. This is the ONLY new construction 55+ in Lewes, Delaware. The Asheville offers 1,781 sq. ft. of thoughtfully designed living space featuring 3 bedrooms, 2 bathrooms, and a 2-car garage. Step inside to a bright, open floorplan highlighted by a spacious great room with a vaulted ceiling—perfect for entertaining or relaxing at home. The beautiful kitchen showcases a large island, walk-in pantry, and stunning Looks options for a designer finish that truly impresses. Unwind in the luxurious primary suite, complete with triple windows, a tray ceiling, and a relaxing primary bath featuring dual sinks and a generous walk-in closet. Every detail is crafted for comfort, style, and everyday convenience. Photos shown are of another home and are for illustrative purposes only. Features, finishes, and layout may vary from what is shown. Actual home details, design selections, and options are subject to change without notice. Please contact our sales team for the most current specifications and availability. To learn more and see the full list of features, contact our sales representatives today!

34651 Swan Creek Dr, Lewes

Listing courtesy of Delaware Homes Inc. Contact:

$879,900

3 Beds ⋅ 2 Baths

This home is to be built; photos are of a model home. Black Oak is located east of Rt. 1, just 3 miles from downtown Lewes, 7 miles from downtown Rehoboth Beach, and 8 miles to Milton. Miles of Delaware shoreline, boating, outdoor activity, entertainment, dining and shopping are nearby, and easy commutes to larger cities and airports make this location a dream. Personalize your floor plans with each model, base prices range from $814,900-$1,029,900 and home sizes range from 2,102 - 4,810 sq. ft. Black Oak community features a Clubhouse, outdoor pool, pickleball and tot playground. Basements are available on specific homesites. Generous base features include Enerwise energy efficiency, Advanced framing exterior walls, extra roof insulation, landscaping package, tray ceilings, Home IQ system with USB-C and USB-A outlets, 4' conditioned crawl space, engineered hardwood, carpet and tile flooring, granite kitchen counters, cultured marble bathroom vanity tops, Rinnai tankless hot water heater, and Sea Gull lighting fixtures. Enjoy $24,500 in Buyer Community Incentives plus 2% Transfer Tax Paid by Seller!

31198 Wiltbank Ave, Lewes

Listing courtesy of Compass. Contact:

$1,029,900

4 Beds ⋅ 4 Baths

Enjoy $24,500 in Buyer Community Incentives plus 2% Transfer Tax Paid by Seller. This home is to be built; photos are of a model home. Black Oak is located east of Rt. 1, just 3 miles from downtown Lewes, 7 miles from downtown Rehoboth Beach, and 8 miles to Milton. Miles of Delaware shoreline, boating, outdoor activity, entertainment, dining and shopping are nearby, and easy commutes to larger cities and airports make this location a dream. Personalize your floor plans with each model, base prices range from $814,900-$1,029,900 and home sizes range from 2,102 - 4,810 sq. ft. Black Oak community features a Clubhouse, outdoor pool, pickleball and tot playground. Basements are available on specific homesites. Generous base features include Enerwise energy efficiency, Advanced framing exterior walls, extra roof insulation, landscaping package, tray ceilings, Home IQ system with USB-C and USB-A outlets, 4' conditioned crawl space, engineered hardwood, carpet and tile flooring, granite kitchen counters, cultured marble bathroom vanity tops, Rinnai tankless hot water heater, and Sea Gull lighting fixtures.

31208 Wiltbank Ave, Lewes

Listing courtesy of Compass. Contact:

$844,900

3 Beds ⋅ 3 Baths

Enjoy $24,500 in Buyer Community Incentives plus 2% Transfer Tax Paid by Seller. This home is to be built; photos are of a model home. Black Oak is located east of Rt. 1, just 3 miles from downtown Lewes, 7 miles from downtown Rehoboth Beach, and 8 miles to Milton. Miles of Delaware shoreline, boating, outdoor activity, entertainment, dining and shopping are nearby, and easy commutes to larger cities and airports make this location a dream. Personalize your floor plans with each model, base prices range from $814,900-$1,029,900 and home sizes range from 2,102 - 4,810 sq. ft. Black Oak community features a Clubhouse, outdoor pool, pickleball and tot playground. Basements are available on specific homesites. Generous base features include Enerwise energy efficiency, Advanced framing exterior walls, extra roof insulation, landscaping package, tray ceilings, Home IQ system with USB-C and USB-A outlets, 4' conditioned crawl space, engineered hardwood, carpet and tile flooring, granite kitchen counters, cultured marble bathroom vanity tops, Rinnai tankless hot water heater, and Sea Gull lighting fixtures.

31216 Wiltbank Ave, Lewes

Listing courtesy of Compass. Contact:

$890,900

4 Beds ⋅ 3 Baths

Enjoy $24,500 in Buyer Community Incentives plus 2% Transfer Tax Paid by Seller. This home is to be built; photos are of a model home. Black Oak is located east of Rt. 1, just 3 miles from downtown Lewes, 7 miles from downtown Rehoboth Beach, and 8 miles to Milton. Miles of Delaware shoreline, boating, outdoor activity, entertainment, dining and shopping are nearby, and easy commutes to larger cities and airports make this location a dream. Personalize your floor plans with each model, base prices range from $814,900-$1,029,900 and home sizes range from 2,102 - 4,810 sq. ft. Black Oak community features a Clubhouse, outdoor pool, pickleball and tot playground. Basements are available on specific homesites. Generous base features include Enerwise energy efficiency, Advanced framing exterior walls, extra roof insulation, landscaping package, tray ceilings, Home IQ system with USB-C and USB-A outlets, 4' conditioned crawl space, engineered hardwood, carpet and tile flooring, granite kitchen counters, cultured marble bathroom vanity tops, Rinnai tankless hot water heater, and Sea Gull lighting fixtures.

31224 Wiltbank Ave, Lewes

Listing courtesy of Compass. Contact:

$959,900

3 Beds ⋅ 3 Baths

Enjoy $24,500 in Buyer Community Incentives plus 2% Transfer Tax Paid by Seller. This home is to be built; photos are of a model home. Black Oak is located east of Rt. 1, just 3 miles from downtown Lewes, 7 miles from downtown Rehoboth Beach, and 8 miles to Milton. Miles of Delaware shoreline, boating, outdoor activity, entertainment, dining and shopping are nearby, and easy commutes to larger cities and airports make this location a dream. Personalize your floor plans with each model, base prices range from $814,900-$1,029,900 and home sizes range from 2,102 - 4,810 sq. ft. Black Oak community features a Clubhouse, outdoor pool, pickleball and tot playground. Basements are available on specific homesites. Generous base features include Enerwise energy efficiency, Advanced framing exterior walls, extra roof insulation, landscaping package, tray ceilings, Home IQ system with USB-C and USB-A outlets, 4' conditioned crawl space, engineered hardwood, carpet and tile flooring, granite kitchen counters, cultured marble bathroom vanity tops, Rinnai tankless hot water heater, and Sea Gull lighting fixtures.

31232 Wiltbank Ave, Lewes

Listing courtesy of Compass. Contact:

$849,900

3 Beds ⋅ 3 Baths

Enjoy $24,500 in Buyer Community Incentives plus 2% Transfer Tax Paid by Seller. This home is to be built; photos are of a model home. Black Oak is located east of Rt. 1, just 3 miles from downtown Lewes, 7 miles from downtown Rehoboth Beach, and 8 miles to Milton. Miles of Delaware shoreline, boating, outdoor activity, entertainment, dining and shopping are nearby, and easy commutes to larger cities and airports make this location a dream. Personalize your floor plans with each model, base prices range from $814,900-$1,029,900 and home sizes range from 2,102 - 4,810 sq. ft. Black Oak community features a Clubhouse, outdoor pool, pickleball and tot playground. Basements are available on specific homesites. Generous base features include Enerwise energy efficiency, Advanced framing exterior walls, extra roof insulation, landscaping package, tray ceilings, Home IQ system with USB-C and USB-A outlets, 4' conditioned crawl space, engineered hardwood, carpet and tile flooring, granite kitchen counters, cultured marble bathroom vanity tops, Rinnai tankless hot water heater, and Sea Gull lighting fixtures.

31240 Wiltbank Ave, Lewes

Listing courtesy of Compass. Contact:

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