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38074 Cross Gate Road
Ocean View, DE
3 BR | 2.5 BA (Sleeps 8)
This townhome features an open floor plan and has everything you need in a vacation rental. It is located in Bishops Landing with plenty of amenities including a pool and a complimentary beach shuttle.
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224 Philadelphia Street
Rehoboth Beach, DE
4 BR | 3 BA (Sleeps 10)
Located in South Rehoboth and is just 2.5 blocks from the beach. It features a salt water swimming pool, four parking spaces, a front porch, well-appointed bedrooms, and is a dog-friendly vacation rental.
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5 Beachcomber
Dewey Beach, DE
2 BR | 1 BA (Sleeps 10)
Fabulous views from this second-floor oceanfront condominium! Located in the heart of Dewey Beach you can enjoy sunrises above the ocean and the overall coastal scenery, a great rental for memories.
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108 McFee Street
Lewes, DE
5 BR | 3 BA (Sleeps 11)
Welcome to your great summer getaway in Downtown Lewes! This home offers the ideal blend of comfort, style, and location–just minutes from the beach and all of the charm Lewes has to offer.
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6 North Carolina Ave
Milton, DE
4 BR | 1.5 BA (Sleeps 8)
This vacation home is located near Broadkill Beach! It offers two living spaces, multiple decks, comfortable bedrooms,a second-floor deck with bay views, and more. There is plenty of room to enjoy!
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223 Second Street
Lewes, DE
4 BR | 3.5 BA (Sleeps 10)
Classic coastal getaway in the heart of Historic Lewes. Experience small-town charm in this preserved Dutch Colonial, located near the scenic Canal Front Park, boutique shops, restaurants, and more!
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Now offering flexible 3-night minimum stays!*
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YEARLY RENTAL: 24700 Michael Isler Avenue, Millsboro, DE
3 Bedrooms | 2 Baths
Enjoy year-round living in this new construction ranch home. It offers an open-concept living space, a dedicated laundry area, and an electric vehicle charging station. Community amenities include a pool and a tennis court.
Lease price: $2,600/mo.
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BEST BUY: 91 Filly Lane, Lot #1
Lewes, DE
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Last developer owned lot! Welcome to Lewes' latest custom-home community, known as Olde Town. No builder tie-in, situated within one mile of Lewes Beach, Cape Henlopen State Park, and Downtown Lewes attractions. Community amenities include a pool, pool house, sidewalks, walking trails, and direct access to the Junction & Breakwater Trail.
List Price: $2,200,000
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The Carrie Lingo
302-645-2207 (office)
302-344-9188 (cell)
carrie@jacklingo.com
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5 Radcliffe Drive in Maplewood, Rehoboth Beach, DE
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3 Bedrooms | 2 Baths
Completely renovated single-story home with a one-car garage. It features well-appointed upgrades, including new kitchen cabinetry, all-new stainless steel appliances, LVP flooring throughout, new bathrooms, a new deck, and a large fenced-in backyard.
List Price: $529,900
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The Ava Cannon Team
302-227-3883 (office)
302-249-5620 (cell)
ava@jacklingo.com
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5 Blackberry Lane at Pinewater Farms, Harbeson, DE
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4 Bedrooms | 2 Baths
Rare opportunity to own a piece of Sussex County history with the original Sloan Homestead. This charming cedar shake cottage is situated on 2.4 acres and approximately 300 ft. of serene waterfrontage. Enjoy the private dock!
List Price: $2,100,000
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The Paul Townsend Team
302-645-2207 (office)
302-236-3212 (cell)
paul@jgtownsend.com
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24262 Deer Run Court at Ingrams Point, Millsboro, DE
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3 Bedrooms | 2 Baths
Nestled on a private 0.66-acre cul-de-sac lot in Ingrams Point. This beautifully designed single-level Livingston model by Ashburn Homes offers 3 bedrooms, 2 baths, and nearly 2,000 sq. ft. of open, light-filled living.
List Price: $545,000
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Bea Maggio, REALTOR®
302-934-3970 (office)
443-789-1480 (cell)
bea@jacklingo.com
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Karen Flowers, REALTOR®
We would like to congratulate Karen Flowers, on being named Jack Lingo, REALTOR’S® May 2026 Featured Agent! In the short interview linked below, we get to know Karen and hear all about her experiences working with Jack Lingo, REALTOR®. Check out the interview link below to learn more about the Lingo Difference.
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130 East Side Drive in RBYCC,
Rehoboth Beach, DE
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5 Beds | 3.5 Baths
Fully renovated luxury home at Rehoboth Beach Country Club. It offers stunning golf course views, chef’s kitchen, spa-like primary suite, and incredible outdoor entertaining space with hot tub + sunset views. Coastal living at its finest!
List Price: $2,649,000
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The Carrie Lingo Team
302-645-2207 (office)
410-205-0184 (cell)
riess@jacklingo.com
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15210 W. Kea Way in Tower Hill,
Lewes, DE
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5 Beds | 4.5 Baths
This home features 5,100 sq. ft., including a fully finished basement that truly expands the living space. It is located East of Route 1 and on a perimeter lot. The interior offers a luxury primary suite, a flex space, comfortable bedrooms, a gourmet kitchen, a two-car garage, and more.
List Price: $1,149,000
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The Paul Townsend Team
302-645-2207 (office)
302-236-3212 (direct)
paul@jgtownsend.com
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LOCAL BUSINESS HIGHLIGHTS
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Stellan is a premier retail store located in Downtown Rehoboth. The store features artisanal home essentials, decor and wares, table linens, fine art, specialty leisure wear, and personal accessories.
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Photo Courtesy of Stellan, 129D Rehoboth Avenue, Rehoboth Beach
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Create Something One-Of-A-Kind At High Tide Fibers
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High Tide Fibers serves as a modern yarn shop and creative hub for knitting, crochet, spinning, and weaving. Inspired by the picturesque coastal surroundings and the vibrant local community, this shop curates a beautiful selection of yarns and tools tailored for crafters who value texture, color, creativity, and sustainability.
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Photo Courtesy of High Tide Fibers, 36 Baltimore Avenue, Rehoboth Beach
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UPCOMING COMMUNITY EVENTS
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Jack Lingo, REALTOR® invites you to visit a Sussex County, Delaware real estate open house during Memorial Day Weekend! Open houses allow you to drop in and see a property without making any formal appointment. These events offer a wide variety of homes, dates, towns, and price ranges to suit your needs!
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Dates and times are subject to change, and additional open house events may be added.
Please click the link above for the most up-to-date information.
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Rehoboth Beach Arts Festival
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May 16 | Grove Park
The Rehoboth Art League and the City of Rehoboth Beach are partnering to produce the sixth annual Rehoboth Beach Arts Festival. The event fills Grove Park with tents of original, quality artworks by Rehoboth Art League member artists. The event attracts over 2,500 visitors.
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Image Courtesy of Rehoboth Beach
Art League
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May 30 | Downtown Rehoboth Beach
Join us for Margarita Crawl 2026 and explore downtown Rehoboth Beach one sip at a time. Sample Margarita's from up to 25 of our downtown restaurants and vote for your favorite. Your ticket supports Rehoboth Beach Main Street’s work to keep our beach town vibrant, welcoming, and active year-round.
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Photo Courtesy of Milton Theatre
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FEATURED LOCAL RESTAURANT
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Photo Courtesy of
Shorebreak Lodge
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Shorebreak Lodge
10 Wilmington Avenue
Rehoboth Beach, Delaware
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Shorebreak Lodge is a Rehoboth Beach destination serving hand-crafted cocktails and inspired coastal cuisine made with the freshest locally sourced ingredients. The restaurant features a vibrant dining room, a carefully curated soundtrack, and a dog-friendly patio, all coming together to create a relaxed but elevated dining experience in the heart of the downtown area.
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Celebrating 250 Years–Dover: A Capital of Service & Sacrifice
As we continue to honor the U.S.A.'s 250th Anniversary celebration, our May feature turns to Dover—Delaware’s capital and a place where history and service come together in a powerful way. From its role in the founding of our nation to the solemn responsibility carried at Dover Air Force Base, this story is one of honor, remembrance, and connection.
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Welcome Two New Rental Agents To Our Team!
We’re pleased to welcome two new rental agents to the Jack Lingo, REALTOR® team—just in time for the summer season! David Shifflett joins our Lewes Rental Department, and Jonathan Rodriguez joins our Rehoboth Beach Rental Department.
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David Shifflet, Rental Agent (left),
Jonathan Rodriguez (right)
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Jack Lingo, REALTOR® Featured In 'Faces Of Delaware 2026' By Delaware Today
Delaware Today presents the Faces of Delaware 2026, a standout class of businesses and individuals who make the First State Shine. We are proud to be the Face of Real Estate At The Beach!
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Jack Lingo, REALTOR®, Recognized As 'Industry Leader' In 'Faces Of Washington 2026'
Washington, D.C., is more than the nation’s capital; it is home to exceptionally talented entrepreneurs and business leaders who are moving their industries and this region forward.
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BOOK YOUR SUMMER RENTAL TODAY!
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Book Your 2026 Summer Rental Reservation!
Jack Lingo, REALTOR® is now accepting 2026 Rehoboth Beach, Dewey Beach, and Bethany Beach online rental reservations at www.JackLingo.com! Our friendly, experienced, best-in-class rental team is ready to help you book your next rental property! Contact our office NOW!
Please disregard if you already have a 2026 reservation.
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RENT YOUR HOME WITH LINGO!
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Have you considered renting your home? THERE'S NO BETTER TIME.
Our rental team wants to help your property reach its potential. Contact us today for a FREE rental income analysis of your property. We look forward to working with you! Now serving Bethany Beach!
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Stay in the know! Follow us on social!
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If you are working with a REALTOR® under a brokerage agreement as a buyer, seller, landlord, tenant, or guest, please do not consider this email to be an interference with or solicitation of your agency relationship.
The businesses featured in this newsletter have no affiliation with Jack Lingo, REALTOR®, and Jack Lingo, REALTOR® receives no compensation for featuring these businesses. All Delaware business licenses may be verified at https://revenue.delaware.gov/business-license-search/.
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