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Delaware Vacation Homes & Second Homes

Find the latest listings below. These Delaware real estate options are great choices for vacation homes or second homes. 

Vacation & Second Homes for Sale in Delaware

Contact The Real McCoy Group at Coldwell Banker Residential Brokerage with any questions about a listing or to view any of these properties in person.

17 Hickman St Rehoboth Beach DE 19971

Rehoboth Beach, DE17 Hickman St

Price$2,300,000

Est. Mortgage: $/month

MLS Number DESU162252

  • Single Family
  • LocationType Oceanblock
  • Address 17 Hickman St
  • Bathroom 4
  • Bedrooms 5

Location, location, location! This Oceanblock oversized parcel features a five bedroom four bath home with 12 X 24 inground swimming pool. Excellent rental income for the investment buyer. Ideal home for the second home buyer. Plenty of room for friends and family. Enter the home via the front open porch to an open concept floor plan of one master bedroom and bathroom, a great room, dining area, kitchen and rear screened porch overlooking the pool. The second floor of the home features two additional master bedrooms with master bathrooms and two additional bedrooms that share a common bathroom. One master bedroom has a balcony overlooking the inground pool. A side driveway provides off street parking and the rear outside shower allows access to rinse off the sand. This home is located in much desired South Rehoboth just steps to the beach and boardwalk and an easy stroll to downtown Rehoboth for your dining and shopping needs. Home features leased solar panels to reduce energy costs.

Listed by KATHY NEWCOMB and ELIZABETH DORMAN of COLDWELL BANKER RESORT REALTY - R

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%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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29315 Clifton Shores Dr Milford DE 19963

Milford, DE29315 Clifton Shores Dr

Price$1,850,000

Est. Mortgage: $/month

MLS Number DESU154864

  • Single Family
  • LocationType Bayfront
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3138

BEACHFRONT PRIVACY! Enhance your vacation getaway in this 5 bedroom, 4.5 bathroom where the views do not disappoint and you have your own PRIVATE BEACH. This bay front home was custom built in 2019 to maximize views from every room with an elevated floor plan to over look the bay and the Prime Hook Wildlife Refuge and back bay marshes. Located on a private lane on a 1.31 acre lot with a walk way to your beach, this is a rare find. A bright and open layout on the main level allows views from the many windows and doors. Designed for entertainment with a gourmet kitchen with family hub refrigerator, an extended island with seating, wine fridge, a large dedicated dining space, and the great room with linear fireplace. The large sliding doors lead to the screened porch overlooking the bay and the grilling deck with stairs to the beach. A main floor master faces the bay with multiple closets, private laundry room, and luxury spa like bathroom provide views from every window. The third floor pairs every bedroom with a bathroom-two ensuite bedrooms and two bedrooms with a shared jack and jill bathroom. All bathrooms provide luxury and zero entry tiled showers. Also on the third floor is a second laundry room! Lining the floors are low maintenance luxury vinyl plank flooring, and tile in all bathrooms-a fiber free home if desired, making sand clean up a breeze. With over 700 sq ft of decking, the salt air is flowing and the views are breathtaking. The front porch displays views of the wildlife area and back bay marsh areas. Storage is abundant with 2 large garage bays with concrete flooring. The list of upgraded features goes on with an elevator to all 3 floors, 2 zoned heating and air with gas back up, an outdoor shower, video and security surveillance, USB charging outlets in most rooms, electric in front posts for future driveway gate, electric run for future storm windows, gas connection behind stove for conversion opportunity, all maintenance free decking and material on home, wine fridge, TWO on demand hot water heaters, central vacuum system, high end window treatments, Anderson windows, and additional spray foam insulation in ceiling. Seeing is believing on this one! Home is being sold FURNISHED.

Listed by JOSHUA RASH and JAIME HURLOCK of Long & Foster Real Estate, Inc.

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$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 90th St #12a&b Ocean City MD 21842

MLS Number MDWO108902

  • Condo
  • LocationType Oceanside
  • Address 12 90th St #12a&b
  • Bathroom 10
  • Bedrooms 8

This is Ocean City's most unique and incredible opportunity of the year! This luxury building consists of TWO Ocean Block TOWNHOMES steps from the beach. Own the entire building consisting of 2 luxurious 4BR/3BA/2HB townhomes each with its own elevator that goes from the carport to the 3rd floor. Each town home is 3400+ sq feet. In total there are 8 bedrooms, 6 full and 4 half baths, 2 elevators, 2 full kitchens and covered parking for 6 cars. This would be perfect for a large extended family or keep one unit and rent one (or both) units. Each townhome has 3 decks with breathtaking ocean and bay views. You will be impressed with the spaciousness of these townhomes and the large living area. The gourmet kitchens are sure to delight the cook in your family. The top levels consist of hardwood floors and plenty of room for entertaining. Both units are being sold fully furnished. The current owner used one as a vacation home and rented the other for summer weekly rentals. Tax records 10-104246 & 10-760119 being sold together.

Listed by Nancy Reither of Coldwell Banker Residential-123rd

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$
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$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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120 New Castle St Rehoboth Beach DE 19971

Rehoboth Beach, DE120 New Castle St

Price$1,350,000

Est. Mortgage: $/month

Pending

MLS Number DESU162212

  • Single Family
  • Address 120 New Castle St
  • Bathroom 5
  • Bedrooms 6
  • Acreage 0.11

Act soon to capture the Summer 2020 rental income. 1.5 blocks to the beach and a short walk to town. Excellent rental income. Home has 6 bedrooms and 4.5 bathrooms. This classic Rehoboth cottage home can be used as a second home, can continue to operate as a rental, or you can build your future dream home.

Listed by JAMES B. MOORE of Jack Lingo - Rehoboth

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$
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$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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37 Virginia Ave Rehoboth Beach DE 19971

Rehoboth Beach, DE37 Virginia Ave

Price$1,299,000

Est. Mortgage: $/month

Pending

MLS Number DESU148074

  • Single Family
  • Address 37 Virginia Ave
  • Bathroom 4
  • Bedrooms 7
  • Square Feet 2640

Vacation or investment property, you choose! Comfortable two-unit cottage in the heart of Rehoboth Beach. Just one block to the beach and a proven rental! Main house is complete with a welcoming screened front porch, great room with cozy gas burning stone fireplace, powder room on first level, spacious dining area adjoins modern kitchen with granite counters and stainless appliances and beautiful views of the Lake Gerard. Hardwood floors on first floor. 5 Bedrooms and 2 full baths on 2nd level. Rear deck is perfect for morning coffee or an evening glass of wine overlooking the lake. Basement apartment with living room, kitchen, full bath and 2 bedrooms completes this unique property.

Listed by Debbie Reed of RE/MAX Realty Group Rehoboth

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$
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$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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109 W Market St Lewes DE 19958

Lewes, DE109 W Market St

Price$1,295,000

Est. Mortgage: $/month

Active With Contract

MLS Number DESU159534

  • Single Family
  • Address 109 W Market St
  • Bathroom 4
  • Bedrooms 2
  • Square Feet 2304

Have you been looking to own a once in a lifetime property in the heart of downtown, Historic Lewes? This rare, turnkey investment property is sure to amaze you and your financial advisor! The first-floor features a fully functioning restaurant & bar space with seating for 50+, which is currently leased for the next five years at $48,000 per year. The second-floor features two beautifully remodeled vacation rental apartments which produced more than $48,600 in rental income in 2019. Between the restaurant/bar and the two apartments, this property is projected to produce approximately $100,000 in annual income! Nestled in the middle of Historic Lewes' shopping and restaurant district, this property is a stone~s throw from the Lewes & Rehoboth Canal and just a short walk or bike ride to Lewes Beach. This 1850's built property is also situated only one block away from The Lewes Canalfront Park & Marina. If you are tired of the volatility of the stock market, looking to diversify your investment portfolio, or you want to have a place of your own in Historic Lewes, then you owe it to yourself to visit this historic 1850's gem!

Listed by Ian Blyth and MICHAEL KENNEDY of Keller Williams Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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38258 Robinsons Dr Rehoboth Beach DE 19971

Rehoboth Beach, DE38258 Robinsons Dr

Price$1,295,000

Est. Mortgage: $/month

MLS Number DESU142530

  • Single Family
  • Address 38258 Robinsons Dr
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2632

When location is key, 38258 Robinson Drive is sure to satisfy your needs. This Dodd's Addition location is certainly hard to beat, central to both the Dewey Beaches, Rehoboth Beaches and all of the wonderful amenities that each town has to offer! This custom home offers a comfortable setting for either a vacation home or year-round living! Features include 4 bedrooms, 3.5 baths, first floor master suite, a gourmet style kitchen with spacious breakfast bar, granite counters, gas Viking Range, ample counter space and cabinetry, and an open concept floor plan ideal for entertaining! The family room features a gas fireplace for extra ambiance, windows at every turn for added natural light and easy maintenance hardwood floors. The dining area opens to a spacious 3-season room complete with vinyl tech windows that allow for outdoor living and entertaining almost all year long. This sun porch overlooks the spacious yard, patio ideal for sunning, in-ground pool and storage shed, perfect for your beach and pool toys. Almost every space of this home opens to some type of outdoor living offering privacy and serenity to all guests. Easy to tour, don't hesitate to schedule your appointment!

Listed by BRYCE LINGO and SHAUN TULL of Jack Lingo - Rehoboth

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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303 Bayard Ave Rehoboth Beach DE 19971

Rehoboth Beach, DE303 Bayard Ave

Price$1,249,000

Est. Mortgage: $/month

MLS Number DESU158468

  • Single Family
  • Address 303 Bayard Ave
  • Bathroom 3
  • Bedrooms 5
  • Acreage 0.11

Rare opportunity to own not only this classic South Rehoboth 4 bedroom 2 bathroom home, but also a 1 bedroom 1 bathroom cottage in the heart of Rehoboth each with their own separate driveways. Property will make a great second home, investment property, or both! Home and cottage are located just two blocks to the beach and boardwalk and are only a short walk to downtown shopping, fine restaurants, and night life. Home offers 1st floor Owner's suite and boasts an open floor plan. Enjoy the beautifully finished original heart pine wood flooring throughout the home. Great location, just park, unpack, and walk everywhere with no traffic or parking hassles. This property has a proven rental history!

Listed by DAVID MCCARTHY and WALT CASSEL of Mann & Sons, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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39288 Estate Way #55119 Bethany Beach DE 19930

MLS Number DESU156044

  • Condo
  • LocationType Corner Lot/Unit
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2920

Sophisticated and Elegant is how to define this beautifully crafted Coastal Contemporary 2,920 square foot Single Family home, nestled in the sought after private cul-de-sac of Piney Point in Sea Colony's premier beach and tennis resort. The inviting front porch welcomes you into the foyer and the abundance of natural light that beams through the wall of windows in the fabulous great room while the cathedral ceilings announce the enhanced design of a truly unique beach home. The chef of the house will fall in love with the gourmet kitchen equipped with Viking stainless steel appliances and ample granite counter space with upgraded cabinetry. The dining/entertaining area continues through the adjoining dining room with wine cooler and open air decking, or wander through the relaxing reading nook and onto a fabulous wrap around screened porch with private side yard for endless fun summer nights. The 1st floor Master En-suite warms you on cool nights with heated bathroom flooring and decking for your morning coffee. Relaxing beach decor enhances the 2nd floor designed sleeping loft and sofa bed with exterior decking. Lovely 2nd floor Master with upgraded en-suite also awaits you with private decking along with 3rd and 4th delightfully decorated and spacious guest rooms with shared hall bath. 7 decks/porches in all! Amazing space for family and friends! Hard wired for surround sound and security system, and 2 car secure garage and storage. Close to lakes, numerous east and west private pools, state-of-the-art Fitness Center, tennis courts and beach shuttle stops for Sea Colony's 1/2 mile private, guarded beach. Minutes to downtown Bethany's finest dining and shopping. This is your time, and a fabulous opportunity to be part of the wonderful vacation and year round life in Sea Colony! FaceTime Tours Available Upon Request. Showings must follow NAR guidelines.

Listed by LESLIE KOPP and GAIL PHELAN of Long & Foster Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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57 West Side Dr Rehoboth Beach DE 19971

Rehoboth Beach, DE57 West Side Dr

Price$1,125,000

Est. Mortgage: $/month

MLS Number DESU155888

  • Single Family
  • LocationType Canal
  • Address 57 West Side Dr
  • Bathroom 2
  • Bedrooms 3

NEW PRICE! This home is the essence of being on your dream waterfront vacation every day! With your boat, kayak, SUP and other water toys right outside you can be living your best life right from your own backyard. While you're cozy inside your home you can enjoy the stunning Bay and wildlife views from nearly every room in this Contemporary style home. The sellers have updated many parts of the home, and recently refreshed it inside with new paint and other touches so it's a blank canvas for your personal style and taste. Since taking over stewardship of this wonderful home and stunning location the sellers have added a new bulkhead and dock, as well as a number of other major items. Contact us for a list of improvements. Opportunities to be on the water with direct boating access and a front row seat to the natural beauty that surrounds this home do come up but rarely do they have a backdrop of the breathtaking sunsets over Rehoboth Bay every evening. Friends and family will love the spacious great room with wood-burning fireplace and stone treatment from the floor to the soaring ceiling. Off the kitchen is a sunroom, breakfast bar, dining room and the kitchen boasts a beautiful tile backsplash, Mexican tile flooring and updated stainless steel appliances. There are two bedrooms and a bath on the first floor and a large master suite with water views on the second floor. Rehoboth Beach Country Club is just a short 2 blocks up the road where with a sponsored membership (call us for details) you can enjoy a brand new Bayfront pool, tennis, championship golf course and an expansive clubhouse that is currently undergoing a major renovation and expected to open early this summer. Hop on your boat and dock Bayside around the corner then walk two blocks to the Atlantic Ocean or enjoy the fun from your backyard like catching crabs right from your private dock! This property truly embodies the best of all the beach, country club and waterfront life have to offer!

Listed by BARROWS AND ASSOCIATES and JENNIFER BARROWS of Ocean Atlantic Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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35940 Tarpon Dr Lewes DE 19958

Lewes, DE35940 Tarpon Dr

Price$1,079,000

Est. Mortgage: $/month

MLS Number DESU163866

  • Single Family
  • LocationType Corner Lot/Unit
  • Address 35940 Tarpon Dr
  • Bathroom 5
  • Bedrooms 5

When luxurious style, practical function, and respectful design are in harmony together, a home realizes its full potential. Discerning buyers will recognize the value in this captivating, custom-built home with graceful porches and classic southern charm. Offered furnished, the pristine home is located in the exclusive community of Wolfe Pointe and sits on an impeccably landscaped premium, half-acre plus, high, corner lot. Light-filled, spacious rooms abound with a soaring cathedral ceiling and gleaming new hardwood flooring throughout. Recently remodeled, the gourmet, eat-in chef~s kitchen includes stainless appliances, glass-front illuminated cabinetry, walk-in pantry, and stone hearth and mantle surrounding the two-sided wood-burning fireplace.~ Also on the main living level is a~2 story bright and welcoming foyer, living room with stone-faced fireplace and custom built-ins, formal dining room, a tranquil owners~ suite, a powder room, and a mud/laundry room off the garage. The 2nd level includes a light-filled seating area, 3 additional spacious bedrooms, 3 full baths, and a bonus two-room suite that could serve as a flexible bedroom/office or family room/study combination. Other home features include a green, energy-efficient geothermal HVAC system; a 2247 SF unfinished basement with 9-foot ceilings inviting you to design your own exercise/yoga studio, in-home theater, or hobby workshops; the super-sized garage with ample room to install lifts for 4 classic cars; Hardiplank siding; 821 SF of covered porches; a well and irrigation system.~ Ideally located just outside of historic, downtown Lewes, the upscale, large, private lot community is adjacent to the Lewes-Rehoboth Canal, Cape Henlopen State Park, and state-owned wetlands affording expansive natural views. Amenities include two outdoor pools and clubhouse, two tennis courts, walking paths, and manicured grounds. Easy access to hiking and biking trails, the sandy Atlantic and Lewes Bay beaches, and the boutique shops and gourmet dining in quaint Lewes. Coastal Delaware is a favorite vacation destination for many and a place to call home for the very fortunate few. Tour this exceptional property today and you, too, can call this home!

Listed by JENNIFER LAMSON of Ocean Atlantic Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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31604 Julia Ct Lewes DE 19958

Lewes, DE31604 Julia Ct

Price$899,900

Est. Mortgage: $/month

MLS Number DESU131892

  • Single Family
  • Address 31604 Julia Ct
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 4995

JUST 10 MINUTES FROM YOUR FRONT DOOR TO COASTAL HIGHWAY! ONLY 2 STOP LIGHTS AND A COUNTRY SETTING ON CAMP ARROWHEAD ROAD THAT LEADS TO BAYFRONT AT REHOBOTH. NEW HOMES BEING BUILT JUST 2 MINUTES FROM BAYFRONT JUST BOAST OF BUYERS WANTING TO LIVE IN THE QUIET AND SERENITY OF INLAND LIVING NEAR REHOBOTH BAY. ENJOY THE CONVENIENCE OF BEING CLOSE TO SOUGHT-AFTER SHOPPING AND RESTAURANTS AWAY FROM THE AUGUST & JULY TOURISM BY LIVING ON THE OTHER SIDE OF COASTAL ONE HWY. BELOW APPRAISED VALUE UNDER $200 PER SQ FT! SERENITY & PRIVACY ABOUNDS! IMPRESSIVE IN A CLASS BY ITSELF! SPECIFICALLY DESIGNED WITH OPTIMUM VIEWS FROM MAIN & UP LEVELS. Seller Has Increased the Value of This Distinctive Home wIth Over $170,000 Worth of Upgrades! Simply the BEST BUY in Sussex County! Elegant Three-Story Home offers Luxury Living and Unparalleled Craftsmanship, with a Private Backyard Retreat Including Stunning Views of Rehoboth Bay, Horse Island and the Town of Dewey Beach. Nestled in a Pristine Waterfront Community of Bay Front at Rehoboth, You'll Be Captive by the Nature of Marsh Wildlife and the Unimaginable Privacy of This "One of a Kind" Gem with Lush Landscape Surrounded by Mature Trees. Enjoy Screened Porches on the Lower & Main Levels. A Deluxe Elevator is Convenient for Travelling From Top to Bottom! Quality Built with Endless Possibilities of Flex-Space to Provide Master Suite Retreat on the Lower Level or Perfect Guest Quarters. The Upper Level Can Convert to Office Space, Game Room, Exercise Room, Sewing Room, Playroom or Whatever Your Heart Desires! A Chef's Kitchen Awaits Your Cook with a Large Center Island, Generous Counter Space, Gas Cooking, Accent Lighting Under Cabinets, Beverage Refrigerator, Stainless Steel Appliances, Granite Countertops & 4" Tiled Backsplash, Handsome Cabinetry, Desk Area, Plus Glorious Views From Numerous Windows. This Kitchen is the Heartbeat of Your Home & Provides the Ultimate in Entertainment! Enjoy Hours of Quiet Bliss Relaxing on Screened Porches to Make This Your Vacation Spot Year-Round. Loaded with Amenities and Truly an Amazing Find, HOA Dues Cover: Weekly Lawn Cutting, Spring & Fall Clean Up, Start-up & Shut-down of Irrigation System (From Well Water) and Fertilizing 4 Times Per Year. Bay Front at Rehoboth has the Following Features: Club House with Cardroom, Sitting Area & Fireplace Plus Exercise Room. In Addition, You'll Savor a Volleyball Court, Outdoor Swimming Pool, Private Beach with Gazebo, Park Benches at the Beach, Kayak Shed (Lottery Based Each Year for Storage) and Various Lakes and a Fountain in the Sanctuary. Sell Your Lawnmower, Bring Your Bathing Suit and Relish the Carefree Lifestyle of Casual Living in This Sought-After Neighborhood! Once You See This Home, You'll Be SOLD!

Listed by Kathy Counts of Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 3.07% last updated on Jul 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2020 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which The Real McCoy Team | Coldwell Banker Residential Brokerage participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated July 7, 2020. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.