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McHenry, MD Homes for Sale with Pool

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  • /92

    $1,300,000

    • 3 Beds
    • 4 Baths
    • 4,144 Sq Ft

    60 Joans Ln, Mc Henry, MD 21541

    Exceptional craftsmanship and rustic charm come together at this beautifully built 3-bedroom, 2-bath home in McHenry. Thoughtfully designed with high-end finishes throughout, the home features three fireplaces, a dedicated home movie theater, and spacious living areas that blend comfort and character. Outdoor living is equally impressive, offering a gazebo with a fireplace and wood fire oven, a

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    60 Joans Ln, Mc Henry, MD 21541
  • /3

    $189,900

    • Land
    • 30,056 Sq Ft
    • $275,217 per Acre

    Lot 37 Deep Creek Highlands Rd, Mc Henry, MD 21541

    Your Deep Creek dream starts here! Build your custom mountain retreat in the highly sought-after Deep Creek Highlands community. This beautiful homesite offers the perfect place to create your full-time home, weekend getaway, or vacation rental, with the convenience of public water, public sewer, and high-speed internet already available.As a property owner, you'll enjoy incredible

    Agent Photo

    Charlotte Savoy

    The KW Collective

    Lot 37 Deep Creek Highlands Rd, Mc Henry, MD 21541
  • /33

    $57,900

    • 1 Bed
    • 1 Bath
    • 353 Sq Ft

    290 Marsh Hill Rd Unit 319C, Mc Henry, MD 21541

    Unit 319C at Wisp Resort offers convenient access to Wisp Ski Resort and all Deep Creek Lake amenities! Included in ownership are ski, golf and mountain coaster passes as well as many other fun bonuses. Wisp Hotel offers an indoor pool, hot tub, fitness center, conference rooms and more! Onsite property management at Wisp Hotel allows for ease of ownership. Condo fees are only paid directly by

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    290 Marsh Hill Rd Unit 319C, Mc Henry, MD 21541
  • /115

    $5,250,000

    • 5 Beds
    • 6.5 Baths
    • 8,342 Sq Ft

    230 Rock Lodge Rd, Mc Henry, MD 21541

    Welcome to "Stone Manor", one of Deep Creek Lake's most extraordinary waterfront estates.Custom built in 2023 by renowned builder Don Nemith and beautifully curated by Juniper Interiors, this remarkable lakefront retreat blends timeless craftsmanship, luxury design, and exceptional investment potential. Situated on nearly an acre with 108.9 feet of level lake frontage and a coveted Class

    Agent Photo

    Charlotte Savoy

    The KW Collective

    230 Rock Lodge Rd, Mc Henry, MD 21541
  • /3

    $189,900

    • Land
    • 25,264 Sq Ft
    • $327,414 per Acre

    Lot 58 Mountaintop Rd, Mc Henry, MD 21541

    Your Deep Creek dream starts here! Build your custom mountain retreat in the highly sought-after Deep Creek Highlands community. This beautiful homesite offers the perfect place to create your full-time home, weekend getaway, or vacation rental, with the convenience of public water, public sewer, and high-speed internet already available.As a property owner, you'll enjoy incredible

    Agent Photo

    Charlotte Savoy

    The KW Collective

    Lot 58 Mountaintop Rd, Mc Henry, MD 21541
  • /27

    $309,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    20160 Garrett Hwy Unit H706, Oakland, MD 21550

    Welcome to Will O' the Wisp Unit H706, a beautiful top-floor lakefront condo offering some of the most breathtaking views of Deep Creek Lake. Perched on the 7th floor and overlooking one of the lake's widest sections, this fully furnished two-level condo features 1 bedroom, 1 bath, and 550 square feet of comfortable, low-maintenance living - ideal as a vacation retreat, year-round getaway, or

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    20160 Garrett Hwy Unit H706, Oakland, MD 21550
  • /62

    $745,000

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,200 Sq Ft

    943 Paradise Heights, Oakland, MD 21550

    Welcome to this stunning 5-bedroom, 3-bath home, completed in 2023 and designed for modern mountain living. Featuring two private ensuite bedrooms, spacious living areas, and a fresh, contemporary design, this home is ready for you to enjoy from day one. This home features a stylish modern kitchen with an open layout that is perfect for entertainment. In the winter months, cozy up by the wood

    Lucas Muenchow Railey Realty, Inc.

    943 Paradise Heights, Oakland, MD 21550
  • /91

    $1,899,900

    $30K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,788 Sq Ft

    200 Stilwater Dr, Swanton, MD 21561

    Lakefront Craftsman in one of Deep Creek Lake's finest communities. This 5-bed 5-bath home directly adjoins Deep Creek Lake with 100 ft of frontage and your very own boat slip. Clean, contemporary build with 3,788 finished sqft on 0.86 acres. Recently updated with new flooring, modern kitchen, bathroom vanities and rustic timber accents. Open main level with cathedral ceilings, hardwood floors,

    Jon Bell Railey Realty, Inc.

    200 Stilwater Dr, Swanton, MD 21561
  • /101

    $1,299,000

    $51K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,696 Sq Ft

    615 Sandy Shores Rd, Mc Henry, MD 21541

    This stunning log home near Wisp Resort offers a luxurious retreat with seasonal views, an indoor pool house and plenty of space for indoor and outdoor living. Five-bedroom, five-and-a-half-bath masterpiece is designed for both relaxation and entertainment. Step inside to discover an open floor plan adorned with exposed beams and rich wood floors. The gourmet kitchen, equipped with high-end

    Kellyann Green Railey Realty, Inc.

    615 Sandy Shores Rd, Mc Henry, MD 21541
  • /109

    $684,000

    $75K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,570 Sq Ft

    105 Mountain Overlook Ct, McHenry, MD 21550

    Luxury Mountaintop Ski Chalet with scenic Deep Creek Lake Access for year-round enjoyment. Just minutes from Wisp's ski slopes and ASCI Whitewater, this fantastic location is ideal for exciting summer adventures and winter skiing with effortless connections to the Ski Lodge, easy-access mountaintop ski parking, lift tickets, on-site community amenities, and everything you need. Exceptional

    Nina Beitzel Railey Realty, Inc.

    105 Mountain Overlook Ct, McHenry, MD 21550
  • /112

    $1,649,000

    $201K PRICE DROP
    • 7 Beds
    • 6 Baths
    • 4,559 Sq Ft

    619 Waterfront Greens Dr, Swanton, MD 21561

    Experience elevated living in this luxury contemporary home. Built in 2023, this was thoughtfully designed for both relaxation and entertainment. Boasting 7 spacious bedrooms and 6 beautifully appointed bathrooms, this turnkey property comes fully furnished and ready for immediate enjoyment or continued rental success. With an established rental history exceeding $100K annually, this home

    Kathy Gibson Railey Realty, Inc.

    619 Waterfront Greens Dr, Swanton, MD 21561
  • /15

    $44,490

    • 1 Bed
    • 1 Bath

    290 Marsh Hill Rd Unit 768F, Mc Henry, MD 21541

    Check out this available, in demand upper level Wisp Resort Unit 768F. Here is a chance to own a Unit at Maryland's premier 4 seasons resorts. Ownership in this unit includes 2 individual season ski passes. 2 golf memberships for Fantasy Valley Golf Course. Unrestricted access to indoor pool and fitness room. 10 snowtubing tickets per season. Owners also enjoy special hotel rates for themselves

    Jonathan Price Railey Realty, Inc.

    290 Marsh Hill Rd Unit 768F, Mc Henry, MD 21541
  • /129

    $3,299,900

    • 8 Beds
    • 8.5 Baths
    • 8,442 Sq Ft

    14 Stillwater Dr, Swanton, MD 21561

    Luxury Lakefront wth a Dock Slip at Deep Creek Lake - Experience refined lake living at 14 Stillwater Drive, an exceptional modern home in the desirable Stillwater Community offering luxury, comfort, and spectacular lake views. On nearly 3/4 acres of lakefront mountain pasture, this 8-bed, 8.5 Bath boasts almost 9000 sq ft of finished living space. Inside, soaring ceilings and expansive windows

    Jon Bell Railey Realty, Inc.

    14 Stillwater Dr, Swanton, MD 21561
  • /45

    $119,900

    • Land
    • 1.04 Acres
    • $115,288 per Acre

    97 Mountaintop Rd, Mc Henry, MD 21541

    Discover the perfect setting for your mountain retreat on Lot 97 Mountaintop Road in the sought-after Deep Creek Highlands community. This exceptional homesite offers public water and sewer availability, making it ready for your custom dream home or vacation getaway. Residents enjoy outstanding community amenities, including a gated entrance, outdoor pool, tennis courts, and a private lake access

    Jon Bell Railey Realty, Inc.

    97 Mountaintop Rd, Mc Henry, MD 21541
  • /70

    $1,500,000

    $199K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,606 Sq Ft

    342 Lakefront Links Dr, Swanton, MD 21561

    Stunning lakefront retreat featuring five en suites, expansive lake views, and an inviting pool room, perfect for relaxing or entertaining. The pool room has been recently upgraded to include a new dehumidifier and heater, enhancing comfort and usability year-round. The floorplan flows nicely, and the multitude of windows and doors provide wonderful natural light to each room. Walkout from the

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    342 Lakefront Links Dr, Swanton, MD 21561
  • /42

    $115,000

    • Land
    • 24,829 Sq Ft
    • $201,754 per Acre

    73 Westward Way, Mc Henry, MD 21541

    Create the mountain retreat you've always envisioned in the prestigious Deep Creek Highlands community. Located on a private cul-de-sac, this beautiful lake access homesite offers the ideal setting for a custom residence surrounded by the natural beauty of Deep Creek Lake. As a property owner, you'll enjoy exclusive access to outstanding community amenities, including hiking trails, tennis

    Jon Bell Railey Realty, Inc.

    73 Westward Way, Mc Henry, MD 21541
  • /32

    $55,900

    $1K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 470 Sq Ft

    290 Marsh Hill Rd Unit 501L, Mc Henry, MD 21541

    This corner 2-bedroom unit at The Lodges at Wisp offers outstanding views of the Ski Slopes at Wisp Resort and the Fantasy Valley Golf Course. Excellent investment opportunity with strong rental potential year-round. Eligible unit owners at The Lodge at Wisp may enjoy exclusive perks, which can include Owner Benefits for ski and golf, such as season passes and golf memberships (subject to Wisp

    Larry Smith Railey Realty, Inc.

    290 Marsh Hill Rd Unit 501L, Mc Henry, MD 21541
  • /92

    $794,500

    • 4 Beds
    • 3 Baths
    • 2,001 Sq Ft

    2250 Hoyes Run Rd, Mc Henry, MD 21541

    Recently updated in 2021, this home features modern finishes, premium hardwood floors, and upgraded systems throughout. This home has never been rented but is projected to do just under $90k a year! Fully finished rec room with kitchenette above the garage that the buyers can use however they wish! Located next to Wisp Resort and Fantasy Valley golf course, this property is just minutes from

    Lucas Muenchow Railey Realty, Inc.

    2250 Hoyes Run Rd, Mc Henry, MD 21541
  • /104

    $948,000

    $50K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 5,547 Sq Ft

    17240 Garrett Hwy, Oakland, MD 21550

    Luxury Living Meets Timeless Country Charm! Perfectly positioned on 10.33 picturesque acres between Oakland and Deep Creek Lake, this exceptional 6-bedroom, 4.5-bath home offers the ideal blend of refined comfort, modern updates, and peaceful privacy. Step inside to discover an inviting open floor plan highlighted by soaring wood ceilings, a dramatic floor-to-ceiling stone fireplace, and

    Justin Liller Railey Realty, Inc.

    17240 Garrett Hwy, Oakland, MD 21550
  • /3

    $3,589,000

    Coming Soon
    • 14 Beds
    • 10 Baths
    • 10,304 Sq Ft

    50 & 66 Ridge Run Rd, Mc Henry, MD 21541

    COMING SOON! 2 Duplexes totaling 14 bedrooms and 10 full baths. Sleeps 32 people. Impressive rental history and projected to gross over $360,000 in annual revenue! Aces High Lodge with Railey Vacations

    Nina Beitzel Railey Realty, Inc.

    50 & 66 Ridge Run Rd, Mc Henry, MD 21541
  • /68

    $49,900

    • 1 Bed
    • 1 Bath

    290 Marsh Hill Rd Unit 222A, Mc Henry, MD 21541

    Experience effortless resort living with this efficiency slopeside unit at Wisp Resort! Thoughtfully positioned for convenience and comfort, this turnkey retreat offers an ideal opportunity to enjoy all that Deep Creek has to offer. Owners have access to an impressive array of resort amenities, including an indoor pool, fitness center, golf and ski privileges, and more. Be sure to ask about the

    Jon Bell Railey Realty, Inc.

    290 Marsh Hill Rd Unit 222A, Mc Henry, MD 21541
  • /39

    $54,900

    • 2 Beds
    • 1 Bath
    • 450 Sq Ft

    290 Marsh Hill Rd Unit 706, Mc Henry, MD 21541

    Own your piece of Deep Creek at one of the most affordable price points on the market! This top-floor 2-bedroom, 1-bath Wisp Resort hotel unit offers beautiful mountain views, an established rental history, and turnkey ownership with access to outstanding resort amenities, including the indoor pool, fitness center, golf and ski privileges, and more. Whether you're looking for a vacation retreat

    Nina Beitzel Railey Realty, Inc.

    290 Marsh Hill Rd Unit 706, Mc Henry, MD 21541
  • /39

    $99,900

    • Land
    • 1.44 Acres
    • $69,375 per Acre

    94 Mountaintop Rd, Mc Henry, MD 21541

    Build Your Deep Creek Retreat- Bring your dream home to life on this 1.44-acre level lot in the desirable, gated community of Deep Creek Highlands. This Class 2 lot offers lake access along with excellent community amenities, including an outdoor pool, tennis courts, basketball court, playground, walking trails, and a lakefront pavilion with changing rooms. Public water and sewer hookups are

    Jon Bell Railey Realty, Inc.

    94 Mountaintop Rd, Mc Henry, MD 21541
  • /88

    $1,899,900

    New Construction
    • 6 Beds
    • 8 Baths
    • 4,477 Sq Ft

    49 Greenstone Way, Mc Henry, MD 21541

    Sunset Serenity is a newly constructed luxury mountain retreat completed in 2026, offering an exceptional blend of modern design, upscale amenities, and year-round recreation in the heart of Deep Creek Lake. This expansive residence features 6 bedrooms, 6 full bathrooms, 2 half bathrooms, and is thoughtfully designed to accommodate large gatherings while maintaining comfort and privacy

    Jon Bell Railey Realty, Inc.

    49 Greenstone Way, Mc Henry, MD 21541
  • /44

    $209,000

    • Land
    • 2.07 Acres
    • $100,966 per Acre

    Lot 100 Deep Creek Highlands Rd, Mc Henry, MD 21541

    Discover a truly RARE opportunity in the highly sought-after Deep Creek Highlands community! At over two acres, Lot 100 is the largest homesite in the development, offering scenic forested space to design a custom mountain retreat. This property offers plenty of room for outdoor living, privacy, and thoughtful building and placement among the natural surroundings. Public water and sewer are

    Elizabeth Ware Railey Realty, Inc.

    Lot 100 Deep Creek Highlands Rd, Mc Henry, MD 21541
  • /57

    $575,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft

    193 Red Run Rd Unit 1B3, Oakland, MD 21550

    Ultimate lakefront living awaits at Red Run! This stunning 2-3BR, 2BA condo features a second-floor loft and a versatile den easily used as a 3rd bedroom. Enjoy breathtaking lake views from your gorgeous primary suite and private lakeside balcony. Extensively upgraded with a extensively upgraded kitchen boasting granite countertops and soft-close cabinetry, a newly remodeled laundry room with a

    John McNamara RE/MAX Results

    193 Red Run Rd Unit 1B3, Oakland, MD 21550
  • /124

    $3,950,000

    • 8 Beds
    • 10 Baths
    • 6,486 Sq Ft

    1131 Lake Shore Dr, Oakland, MD 21550

    Experience exceptional lakefront living in this spectacular eight-bedroom estate designed for unforgettable gatherings and year-round enjoyment. Perfectly positioned on an oversized lakefront lot with 116’ LF, this remarkable home offers easy access to the water via a walking path, and the abundance of windows fill the interior with natural light.At the heart of the home is a magnificent

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    1131 Lake Shore Dr, Oakland, MD 21550
  • /33

    $115,000

    • Land
    • 24,829 Sq Ft
    • $201,754 per Acre

    84 Mountaintop Rd, Mc Henry, MD 21541

    Discover the perfect setting for your custom mountain getaway in the sought-after Deep Creek Highlands community. This exceptional homesite is ready for your dream home. As a property owner, you'll have access to an impressive collection of amenities, including hiking trails, tennis courts, a swimming pool, and access to the community's private lakeside park. Whether you're planning a full-time

    Jon Bell Railey Realty, Inc.

    84 Mountaintop Rd, Mc Henry, MD 21541
  • /49

    $379,500

    • 1 Bed
    • 1 Bath
    • 636 Sq Ft

    20160 Garrett Hwy Unit C307, Oakland, MD 21550

    Experience the best of Deep Creek Lake from this beautifully situated 2-story, 1-bedroom, 1-bath condominium at Will O' The Wisp. Offering 636 square feet of comfortable living space and spectacular lake views, this waterfront retreat is the perfect personal getaway, year-round residence, or vacation rental investment. Enjoy your morning coffee while taking in panoramic views of the water, then

    Justin Liller Railey Realty, Inc.

    20160 Garrett Hwy Unit C307, Oakland, MD 21550
  • /66

    $184,000

    $39K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,086 Sq Ft

    758 Wisp Mountain Rd Unit 9A, Mc Henry, MD 21541

    If you are interested in easy living while still enjoying a houseful of company, this could be the place for you. Five owners share in ownership of this villa (not a time share). Each owner gets about 10 weeks per year via a rotation list established twice a year. Owners also have a large, locked closet within the garage to hold miscellaneous personal items, food, sports equipment, clothes, etc.

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    758 Wisp Mountain Rd Unit 9A, Mc Henry, MD 21541
  • /76

    $1,699,900

    New Construction
    • 7 Beds
    • 6 Baths
    • 4,439 Sq Ft

    2614 Marsh Hill Rd, McHenry, MD 21541

    Finished in the summer of 2025, “Grey Haven” is sure to become one of the top income-producing properties in the Deep Creek Lake area! This 7-bedroom, 5-bath luxury retreat features a spacious open-concept design that blends modern comfort with timeless mountain charm. Signature amenities include a private indoor pool, an 8-foot hot tub , an expansive deck, and a custom home theater. Adding a

    Jon Bell Railey Realty, Inc.

    2614 Marsh Hill Rd, McHenry, MD 21541
  • /28

    $399,900

    • Land
    • 22,651 Sq Ft
    • $769,038 per Acre

    13 Parkside South Ct, Sang Run, MD 21541

    Sweeping lake and mountain views define Lot 13 in Deep Creek Highlands, set on a quiet cul-de-sac with gated access. The land sits adjacent to a wooded common area, giving you quick trail access to the outdoor pool, tennis court, playground, and pavilion. Minutes from your deeded dock slip on Deep Creek Lake. Public utilities are available, and the community covers road care, common area upkeep,

    Jon Bell Railey Realty, Inc.

    13 Parkside South Ct, Sang Run, MD 21541
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