CHARIS REALTY GROUP

Contemporary, Raised Ranch/Rambler

157 WINTER HARBOR DRIVE

OCEAN CITY , MD 21842

MLS#: MDWO2015184

$645,000

Status: Closed
Listing number: MDWO2015184
Listing provided by: Keller Williams Realty Delmarva
Listing agent phone: None
Last update: 2 years ago
On site: 2 years ago
Browse Properties
CAINE KEYS II - Residential

Property

Beds

4

Full Baths

2

1/2 Baths

1

Year Built

1972

Sq.Footage

1,418

"Canal Front" 4 BR 2 1/2 BA Single Family Home in Caine Keys II w/"Southern Exposure" - On Dead End Street-New Bulkhead w/Pier 2023 - New Roof 2021 -Vinyl Siding-Tile Floors- Central AC System ( Serviced Twice yearly)- "Walking Distance to the Beach" !! - Perfect for Boating, Kayaking or Jet Skiing from your Private Dock and Close to Shopping & Restaurants -Make this your" Beach Home" !!

Features & Amenities

Interior

  • Other Interior Features

    Ceiling Fan(s)

  • Total Bedrooms

    4

  • Bathrooms

    2

  • 1/2 Bathrooms

    1

  • Above Grade Finished Area

    1418.0

  • Basement YN

    NO

  • Cooling YN

    YES

  • Cooling

    Central Air, Ceiling Fan(s), Attic Fan

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Exhaust Fan, Electric

  • Main Level Bedrooms

    4

  • Pet friendly

    Cats OK, Dogs OK, Breed Restrictions

Exterior

  • Garage

    No

  • Construction Materials

    Frame

  • Parking

    Concrete, On Street, Private

  • Patio and Porch Features

    Deck, Porch, Screened

  • Pool

    No

  • Waterfront YN

    YES

  • View

    Water, Canal, Street

Area & Lot

  • Lot Features

    Wooded, Front Yard, Waterfront

  • Lot Size(acres)

    0.17

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Contemporary, Raised Ranch/Rambler

Price

  • Sales Price

    $645,000

  • Tax Amount

    4639.0

  • Sq. Footage

    1, 418

  • Price/SqFt

    $454

HOA

  • Association

    Yes

  • Association Fee Includes

    N/A

School District

  • Elementary School

    OCEAN CITY

  • Middle School

    STEPHEN DECATUR

  • High School

    STEPHEN DECATUR

Property Features

  • Stories

    1

  • Foundation Details

    Block

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

WORCESTER

Elementary School

OCEAN CITY

Middle School

STEPHEN DECATUR

High School

STEPHEN DECATUR

Listing Courtesy of Carlie J Archer , Keller Williams Realty Delmarva

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent Anna Givens

AGENT

Anna Givens

Call Anna today to schedule a private showing.

(301) 318-8924

givens.homes@gmail.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
"Canal Front" 4 BR 2 1/2 BA Single Family Home in Caine Keys II w/"Southern Exposure" - On Dead End Street-New Bulkhead w/Pier 2023 - New Roof 2021 -Vinyl Siding-Tile Floors- Central AC System ( Serviced Twice yearly)- "Walking Distance to the Beach" !! - Perfect for Boating, Kayaking or Jet Skiing from your Private Dock and Close to Shopping & Restaurants -Make this your" Beach Home" !!

157 WINTER HARBOR DRIVE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

You will love this beautiful stick-built custom home in North OC! Enter into spacious, open floor plan with an oversized living area, tiled floors, a gas fireplace, cathedral ceilings, and corian counter-tops in the kitchen. The large primary bedroom has a private full bathroom! The full-size laundry room has cabinets, an additional storage area and a second entrance/exit . The attic is floored for storage along with an attached exterior storage room. The much-desired Montego Bay neighborhood is just blocks away from our beautiful Ocean City beach. Ammenities include two outdoor pools, a small mini-golf area, tennis courts, a walking path around the pond. a boardwalk where you can view the gorgeous Ocean City sunset and so much more! HOA dues are truly unbelievable at $395.00/annually!
#MDWO2029184

OCEAN CITY

511 SANDYHILL DRIVE

3 Beds

2 Baths

1,457 Sq.Ft.

$545,000

MLS#: MDWO2029184

Waterfront Perfection in Montego Bay – Bay Views, Deep Water Access & More. An exceptional waterfront property nestled along one of the widest canals in Ocean City’s beloved Montego Bay community. With sweeping views of the bay and direct access to open water, this rare offering combines an unbeatable location with turnkey comfort, offering the ultimate coastal lifestyle for boaters and beach lovers alike. Positioned on a premium canal-front lot, this home enjoys not only scenic beauty but also practical advantages. Two private boat Slips (one with a Boat Lift) are perched over some of the deepest water in Ocean City, making it ideal for larger boats or vessels with deeper drafts—something not easily found elsewhere. Whether you’re a serious boater or a weekend cruiser, this setup is unmatched for convenience, safety, and accessibility. The home features three spacious bedrooms and a bright, meticulously maintained interior that reflects true pride of ownership. The open-concept living space flows effortlessly into a charming Back Deck overlooking the water—perfect for enjoying morning coffee, hosting friends, or unwinding with a sunset view after a day on the water. Thoughtful finishes and clean, coastal design elements make this home feel warm, inviting, and move-in ready. Step outside to discover your oversized waterfront dock, offering plenty of room for entertaining, lounging in the sun, or casting a line from your own backyard. Whether you're seeking a second home, an investment property, or a full-time residence, this home delivers exceptional value and unforgettable views. Located in Montego Bay, one of North Ocean City’s most sought-after communities, you'll enjoy access to amenities like two outdoor pools, tennis courts, a community fishing pier, and scenic walking trails—all with no ground rent and low HOA fees at $385/Year Plus, you’re just a few short blocks from the beach, Northside Park, dining, and entertainment. A waterfront sanctuary where every day feels like a vacation.
#MDWO2035668

OCEAN CITY

632 GULF STREAM DRIVE

3 Beds

2 Baths

1,368 Sq.Ft.

$729,900

MLS#: MDWO2035668

Don’t miss out on this opportunity to own a beautiful ocean block 3-bedroom condo just a short block from the ocean and the world famous Ocean City boardwalk! With 2 baths and 1,300 square feet of space, you'll be treated to ocean and bay views from your large south facing balcony that runs the length of the condo! The open floor plan makes it easy to flow from the kitchen to the cozy living room and out to the balcony. The living room is warm and inviting, featuring a fireplace while showcasing the ocean views. In the kitchen, you’ll find solid surface countertops, a breakfast bar, recessed lighting and a window over the sink that lets you enjoy the water views. The main living area has plenty of windows that allows for an abundance of natural light and also allows for water views from the dining area. Retreat to the comfy primary bedroom, which includes a walk-in closet and its own en suite bathroom with dual vanities. Plus, you’ll have access to a community outdoor pool, 2 covered assigned parking spaces, an outdoor shower, and a storage locker. The convenient location of Mahalo at 25th St allows for easy access to the Beach, Boardwalk, Jolly Rogers Amusement & Water Park, miniature golf, water sports, many restaurants, shopping and entertainment. This condo is not only great as a second home but also has good rental potential. 2024 was the first year the owners rented and was in a rental program for 2025 and grossed more year over year. This is a perfect place to relax and enjoy life by the beach—come check it out!
#MDWO2032432

OCEAN CITY

102 25TH STREET 302

3 Beds

2 Baths

1,300 Sq.Ft.

$599,900

MLS#: MDWO2032432

Back on the market at no fault of the seller. MOTIVATED SELLER with Updated Large 5 Bedroom Home with 4.5 Baths. Featuring 1st Floor and 2nd Floor Master Bedrooms and all other bedrooms are large. All freshly painted. New floors throughout. New granite countertops with new ceramic tile backsplash in Kitchen. New gas WiFi-enabled convection oven. Large stainless sink with disposal. Covered front porch Sunroom and small deck area perfect for grilling in the back, overlooking duck pond with fountain. HOA includes community pool, lawn care (yes, they cut your grass) and trash. Note: approximately $18,000 upgrade to crawl space. Encapsulation, insulation, dehumidifier and sump pump. Also wood preservative treatment. Bathrooms updated about 2014. Top-Rated Elementary School within short distance. What we love about the property: Great wide open floor plan. Plenty of windows for natural light and great water view. Flooring is updated. The entire house has been professionally painted. All of the rooms are large and there are both 1st Floor & 2nd Floor Master Bedrooms. There is a very large breakfast nook and a full size dining room which could be repurposed to an office with a view of the pond. Two car garage plus off-street parking for 4 additional cars.
#MDWO2030610

OCEAN CITY

10288 BROKEN SOUND BOULEVARD

5 Beds

4 Baths

3,237 Sq.Ft.

$682,500

MLS#: MDWO2030610

Absolutely Stunning FURNISHED Villa Move in ready in Ocean City! Established Rental INCOME!! This Move in Ready Villa showcases an open concept perfect for entertaining! LVT through the main living areas set the tone for the tastefully designed space. Let's get cooking! Stainless Steel Appliances, White Kitchen Cabinetry with Soft Close, Quartz Countertops, Recessed Lighting, and an Electric Stove make cooking and cleanup a breeze! With so many amazing places to enjoy your meal, Morning Breakfast/ Brunch in the Dining Area or Kitchen Island, Relax with Morning Coffee on the Deck overlooking the Beautiful Bay Views. Time to unwind and Snuggle up for a movie by the Fireplace after a long day soaking in the sun. Primary Suite Boasting Walk in Closet, En - Suite with Soaking Tub and double vanity. This sprawling Villa Showcases 2 Other Bedrooms and 2 Full Baths. Not that you should ever need to leave this amazing Space but if Sunshine is what you are looking for... Take in All Ocean City has to Offer with just a short Walk to all the Major Attractions. Headed back from the beach and don't want to bring the sand inside? Rinse off in the Outdoor Shower. Covered Parking to keep your car cooler on those hot summer days! Welcome Home to Son Ray Villas!
#MDWO2028542

OCEAN CITY

1505 SAINT LOUIS AVENUE 101

3 Beds

3 Baths

1,600 Sq.Ft.

$704,000

MLS#: MDWO2028542

Welcome to this beautifully well maintained 3-bedroom, 2-bath condo located in the highly desirable Sea Watch Condominium. Originally a 2-bedroom with a den, the current owners converted the den into a third bedroom, providing added flexibility for guests or rental potential. Unit 915 is centrally located in the building, at quite possibly the perfect height, offering terrific South Easterly exposure views of the ocean, expansive views looking down to the beach and vistas of the bay to the West. This unit has been nicely upgraded over the years, including tile floors, updated cabinets, newer appliances, Corian Counter tops in the kitchen as well as both bathrooms. Hall Bath has been remodeled with custom tile through shower. HVAC was replaced in 2019. Take full advantage of Sea Watch's unmatched amenities, including indoor and outdoor pools, a fitness center, cinema, tennis and basketball courts, volleyball, game room, on-site management, 24-hour security, parking garage, and more! Whether you’re searching for a second home or a high-demand rental property, Sea Watch #915 delivers convenience, value, and the Ocean City lifestyle you’ve been waiting for. Just in time for Summer 2025!
#MDWO2030764

OCEAN CITY

11500 COASTAL HIGHWAY 915

2 Beds

2 Baths

888 Sq.Ft.

$559,000

MLS#: MDWO2030764

Stunning oceanfront condo offering 2 bedrooms and 2 full bathrooms with updates throughout. The open kitchen features granite countertops and stainless steel appliances, while designer coastal furnishings convey, making this a truly turn-key opportunity. Enjoy the convenience of an in-unit stackable washer and dryer. Both bathrooms have been tastefully updated with tile showers and modern fixtures. Step outside and take in breathtaking views—choose between an ocean view or sunsets over the expansive bay and ocean city skyline. The Quay building offers resort-style amenities including indoor and outdoor pools, fitness center, sauna, game room, and more. Perfectly located directly oceanfront, this condo puts everything you need right at your fingertips.
#MDWO2035612

OCEAN CITY

10700 COASTAL HIGHWAY 1406

2 Beds

2 Baths

1,131 Sq.Ft.

$530,000

MLS#: MDWO2035612

Nestled in Bradley Cove on the bayside of 94th Street, this three-bedroom, 3.5-bath townhouse blends coastal charm with modern conveniences. Enjoy private dock access, a double floating jet-ski dock, and stunning canal and marina views truly a boater’s paradise. This three-story home offers open living spaces, including an eat-in kitchen with new countertops, a deck off the living area, and two waterfront bedrooms—each with its own en-suite bathroom. The loft bedroom suite adds flexibility for guests or additional living space. Recent updates include new windows, fresh paint, new slider doors, and other thoughtful upgrades throughout. Two assigned parking spots and low condo fees make this property perfect for full-time waterfront living or the ideal vacation retreat.
#MDWO2033342

OCEAN CITY

712 BRADLEY ROAD E

3 Beds

3 Baths

1,486 Sq.Ft.

$624,900

MLS#: MDWO2033342

Waterfront living in West Ocean City! This beautifully updated 3BR/2BA home offers direct access to Assawoman Bay and includes a private boat dock and boat ramp, just a short ride to the open bay. Inside you’ll find hardwood floors, ceramic tile, granite countertops, stainless steel appliances, custom cabinets and fully renovated bathrooms with tile surrounds and upgraded vanities. The open layout provides bright living, dining and kitchen areas perfect for gatherings. The outdoor space is a standout feature with a large deck, built-in grill, outdoor bar, custom boat table and seating, outdoor shower and a fish-cleaning station. Ideal for boating, fishing and entertaining. Located close to Ocean City’s best dining, shopping, beaches, and marinas, this home is move-in ready and perfect as a primary residence, vacation home or rental property.
#MDWO2035014

OCEAN CITY

10428 EXETER ROAD

3 Beds

2 Baths

1,486 Sq.Ft.

$675,000

MLS#: MDWO2035014

Just one block from the beach, this bright and airy 4-bedroom, 3-bath townhome showcases sweeping ocean and bay views from nearly every room. The open floor plan is a great space for entertaining, featuring a spacious living room with wood-like laminate flooring, walls of windows, and slider doors leading to your large private deck with wonderful views of both the ocean and the bay. A cozy fireplace completes this inviting space. The expansive kitchen boasts abundant cabinetry and extensive granite counters, seamlessly flowing into the dining area—perfect for hosting family and friends. Each generously sized bedroom is filled with windows and natural light, offering comfort and privacy for every guest. Enjoy coastal breezes from any of the four private decks, including the top-floor master suite’s deck with panoramic sunrise-to-sunset views. The master bedroom features vaulted ceilings and an elegant en-suite with a tiled walk-in shower. A massive ground-floor storage closet for all your beach gear helps keep your home neat and clean, plus two private parking spots (one covered), and plentiful street parking. Situated in prime mid-town Ocean City, close to dining, shopping, and easy access to both the Boardwalk and North OC, this home offers incredible rental potential (over $40k in 2024) or the perfect beach retreat for making memories year-round.
#MDWO2035228

OCEAN CITY

17 78TH STREET D

4 Beds

3 Baths

1,620 Sq.Ft.

$750,000

MLS#: MDWO2035228

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service