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McHenry, MD Homes for Sale with Pool

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  • /47

    $289,900

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    20160 Garrett Hwy Unit H708, Oakland, MD 21550

    Welcome to Will O' the Wisp Condominiums, where premium upgrades meet penthouse-level lakefront living at Deep Creek Lake! This fully furnished, beautifully updated, rarely available, top-floor two-level condo features one bedroom and one bath, offering 550 square feet of comfort, charm, and versatility — perfect as a vacation home, year-round retreat, or income-producing rental. Start your

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (301) 479-6357

    20160 Garrett Hwy Unit H708, Oakland, MD 21550
  • /102

    $1,549,900

    • 7 Beds
    • 9 Baths
    • 6,206 Sq Ft

    165 Parkside Ct N, McHenry, MD 21541

    Elegant Craftsman tucked at the end of a private cul-de-sac in Deep Creek Highlands! 7 bedrooms with 5 and 3 half baths. Thoughtful layout across three finished levels. Commercial-grade Vulcan appliances anchor a sharp, open kitchen. Walk-out basement with full game suite. Fresh flooring. Updated furnishings. Three fireplaces. Two spacious stories of outdoor decking with sweeping views of Deep

    Jon Bell Railey Realty, Inc.

    165 Parkside Ct N, McHenry, MD 21541
  • /84

    $2,199,000

    • 6 Beds
    • 5.5 Baths
    • 3,266 Sq Ft

    662 Waterfront Greens Dr, Swanton, MD 21561

    Discover the ultimate lakefront retreat in the prestigious Waterfront Greens community! This expansive 6 bedroom home offers three levels of beautifully designed living space, perfect for entertaining or relaxing with family and friends. Enjoy a private indoor pool, multiple recreation areas, and a massive garage with room for vehicles, storage, and a full gym setup. This home is also an

    Nina Beitzel Railey Realty, Inc.

    662 Waterfront Greens Dr, Swanton, MD 21561
  • /60

    $859,000

    • 5 Beds
    • 4 Baths
    • 3,152 Sq Ft

    165 Westward Way, Mc Henry, MD 21541

    Beautiful log-sided home in the prestigious community of Deep Creek Highlands. This well-appointed mountaintop retreat offers 5 bedrooms (2 of which are en suites), an open floor plan, two gas fireplaces, hardwood floors, cathedral ceilings and a large kitchen. One mile to Wisp Ski Resort & Whitewater Course. Enjoy the mountain views with family and friends from the deck or hot tub. Community

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    165 Westward Way, Mc Henry, MD 21541
  • /67

    $949,000

    • 6 Beds
    • 4 Baths
    • 3,387 Sq Ft

    615 Deep Creek Highlands Rd, Mc Henry, MD 21541

    New Price & Interior Refresh!! Nestled mountaintop in the highly coveted Deep Creek Highlands subdivision, this exquisite three-level Craftsman-style home is the ultimate lake-access getaway! Designed for relaxation and adventure, it features six spacious bedrooms, an inviting open-concept living area with a cozy fireplace, and plenty of windows that bring the outdoors in. The kitchen and dining

    Nina Beitzel Railey Realty, Inc.

    615 Deep Creek Highlands Rd, Mc Henry, MD 21541
  • /90

    $999,900

    • 5 Beds
    • 4 Baths
    • 5,850 Sq Ft

    219 Mountaintop Rd, Mc Henry, MD 21541

    Elegant Lake Access Log Home in Deep Creek Highlands – This 5 Bedroom, 4 Bath Log Home is situated on over half an acre of mountain land and features a wide-open floor plan with vaulted ceilings, a gourmet Tuscan Style kitchen, massive wrap-around deck, and abundant natural light. Rugged two-story stone fireplace. Private den adjoining the main level, primary suite. There are two Ensuites on the

    Jon Bell Railey Realty, Inc.

    219 Mountaintop Rd, Mc Henry, MD 21541
  • /78

    $1,399,900

    • 6 Beds
    • 5 Baths
    • 4,227 Sq Ft

    116 Wisp Mountain Rd, Mc Henry, MD 21541

    Luxury Log Home Perched atop Wisp Mountain – This 6 Bed, 5 Bath chalet offers 4227 sq ft, and features three stories of outdoor living space, vaulted ceilings, timber accents, and lots of glass to let in the mountain/lake views! Modern kitchen with stone tops and stainless appliances. Rugged stacked stone fireplace in the great room with a second fireplace on the lower level. Fully finished

    Jon Bell Railey Realty, Inc.

    116 Wisp Mountain Rd, Mc Henry, MD 21541
  • /68

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    20160 Garrett Hwy Unit F501-701, Oakland, MD 21550

    Lakefront living at it's best can be found in this completely renovated spacious condo. This three-level unit is the perfect place to get away together! With space to come together and space to escape, this unit promises both privacy and togetherness for a memorable Deep Creek Lake experience! The first level has a full kitchen with wine fridge and attached living room with an electric fireplace,

    Kevin Liller Railey Realty, Inc.

    20160 Garrett Hwy Unit F501-701, Oakland, MD 21550
  • /83

    $1,999,900

    • 7 Beds
    • 7 Baths
    • 4,758 Sq Ft

    16 Grand Estates Dr, McHenry, MD 21541

    Brand New Mountain Chalet adjoining Lodestone Golf Course - Welcome to Sunset on the Greens. This custom Lindal 7-bedroom, 7-bath chalet is built for luxury mountain living at its finest. Already a proven rental performer, “Sunset on the Greens” grossed over $105k its first six months and all 5 star reviews! The great room steals the show with a towering wall of glass that opens to panoramic

    Jon Bell Railey Realty, Inc.

    16 Grand Estates Dr, McHenry, MD 21541
  • /69

    $1,650,000

    • 5 Beds
    • 5.5 Baths
    • 3,606 Sq Ft

    342 Lakefront Links Dr, Swanton, MD 21561

    Wow, is what comes to mind when you enter this home! Offering five en suites, expansive views of the lake, granite countertops, open living/dining/kitchen, and a fabulous sun room with an indoor pool. “Waterfront Links” is an established vacation rental that produced $165k in 2023. Thoughtfully designed with multiple spaces that are ideal for entertaining family and friends, and plenty of space

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    342 Lakefront Links Dr, Swanton, MD 21561
  • /72

    $1,690,000

    • 8 Beds
    • 7 Baths
    • 5,654 Sq Ft

    79 Cedar Shores Dr, McHenry, MD 21541

    Discover Cedar Chateau, a premier vacation rental at Deep Creek Lake that offers everything you need for the ultimate getaway or investment opportunity. This stunning 8-bedroom, 7-bathroom home features breathtaking western views of both the lake and Wisp Mountain. With 6 primary suites, expansive decks, patios, and an indoor pool, it’s designed for comfort and luxury.Inside, you’ll find

    Melissa Long Railey Realty, Inc.

    79 Cedar Shores Dr, McHenry, MD 21541
  • /103

    $2,399,000 Pre-Foreclosure

    • 7 Beds
    • 5 Baths
    • 4,691 Sq Ft

    41 Boyd Paugh Ln, Oakland, MD 21550

    Gorgeous 7 bedroom home with dock slip! This newer construction home sits on a quiet corner of Deep Creek Lake with 200 feet of lake frontage. Located in the beautiful and quiet Heron Cove community and comes with two community lake access points, one with a sandy beach area, tennis courts, and walking trails. The level lot is surrounded by trees and designed for privacy and outdoor enjoyment,

    Rachel Bruch Railey Realty, Inc.

    41 Boyd Paugh Ln, Oakland, MD 21550
  • /28

    $479,000

    • Land
    • 0.52 Acre
    • $921,154 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 assigned dock slip on Deep Creek Lake. Public utilities are available, and the community covers road care, common area

    Jon Bell Railey Realty, Inc.

    13 Parkside South Ct, Sang Run, MD 21541
  • /28

    $675,000

    • 3 Beds
    • 3.5 Baths
    • 3,096 Sq Ft

    750 Wisp Mountain Rd Unit B, Mc Henry, MD 21541

    Nestled at the peak of Wisp Mountain in the Overlook Villas community, you will find this spacious townhome overlooking the beauty of Deep Creek Lake. This exceptional property blends alpine charm with modern luxury, offering a lifestyle as spectacular as the scenery. With three levels of living space, an open floorplan, hardwood flooring, cathedral ceilings, three en-suites, a large loft, and

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    750 Wisp Mountain Rd Unit B, Mc Henry, MD 21541
  • /25

    $54,900

    • 2 Beds
    • 1 Bath
    • 468 Sq Ft

    290 Marsh Hill Rd Unit 226K, Mc Henry, MD 21541

    Make the most of every season at Wisp Resort with this spacious, well-maintained condo—one of the larger units in the building—and offering a beautiful view of the slopes. It includes a bonus room with a space-saving Murphy bed and sits just minutes from Deep Creek Lake’s best restaurants, shops, and attractions. Enjoy easy access to ski slopes and chair lifts, along with year-round access to the

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    290 Marsh Hill Rd Unit 226K, Mc Henry, MD 21541
  • /33

    $429,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    20160 Garrett Hwy Unit G507, Oakland, MD 21550

    Experience lakefront living with this charming two-level condo at Will O the Wisp at Deep Creek Lake! Offering 2 bedrooms and 1 full bathroom, it captures breathtaking lake views from both levels. The main floor features a functional kitchen and a cozy living area with a wood-burning fireplace—perfect for relaxing after a day on the water. Upstairs, you’ll find two comfortable bedrooms and a full

    Nina Beitzel Railey Realty, Inc.

    20160 Garrett Hwy Unit G507, Oakland, MD 21550
  • /66

    $223,000

    • 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. 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. so that they don’t

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    758 Wisp Mountain Rd Unit 9A, Mc Henry, MD 21541
  • /45

    $52,500

    • 2 Beds
    • 1 Bath
    • 468 Sq Ft

    290 Marsh Hill Rd Unit 702K, Mc Henry, MD 21541

    Own your piece of Wisp Resort - Excellent opportunity with established rental history! Boasting stunning views of the slopes, This unit has an additional room with murphy bed and provides access to all the perks of owning at Wisp, while keeping you right in the heart of Deep Creek Lake. Ask about amenities. Condo fees are waived if left in the rental pool. Call today for details!

    Michael Fenton Railey Realty, Inc.

    290 Marsh Hill Rd Unit 702K, Mc Henry, MD 21541
  • /97

    $799,000

    • 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. Located next to Wisp Resort and Fantasy Valley golf course, this property is just minutes from everything Deep Creek Lake has to offer! Step into your private oasis featuring an incredible outdoor patio with a luxurious saltwater pool. The patio is complete with a hot tub, a

    Lucas Muenchow Railey Realty, Inc.

    2250 Hoyes Run Rd, Mc Henry, MD 21541
  • /26

    $169,000

    • Land
    • 0.57 Acre
    • $296,491 per Acre

    Lot 47 Mountaintop Rd, McHenry, MD 21550

    Build your dream mountain retreat in the prestigious Deep Creek Highlands! This prime building lot is ideally situated next to a serene association common area, offering added privacy and natural beauty. Distinctive rock outcroppings on the property create the perfect canvas for a truly unique architectural design that blends seamlessly with the landscape. Enjoy all the community amenities

    Larry Smith Railey Realty, Inc.

    Lot 47 Mountaintop Rd, McHenry, MD 21550
  • /50

    $589,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    189 Red Run Rd Unit 1C2, Oakland, MD 21550

    2+BR, 2BA waterfront condo at Red Run offering lake views and assigned deep water boat slip! Recently awarded 'top 1% of all homes on Airbnb'! Immaculately maintained, the owners have remodeled the entire unit in the last year. Luxurious and well-appointed with upscale furnishings & contents - conveys essentially TURNKEY. Gorgeous master suite with lake views, spacious bedrooms, wood burning

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    189 Red Run Rd Unit 1C2, Oakland, MD 21550
  • /46

    $120,000

    • Land
    • 1.44 Acres
    • $83,333 per Acre

    LOT 94 Mountaintop Rd, McHenry, MD 21550

    Gorgeous lot in a lake access community. This oversized and level 1.44 acre lot is ready for your dream home. Deep Creek Highlands amenities are outstanding! Outdoor pool and pool house, tennis courts, community walking trails, basketball, playground, and lake access with pavilion and lakeside changing rooms. Lot 94 is class 2 lot, which includes water access. This gated community is one of the

    Rachel Bruch Railey Realty, Inc.

    LOT 94 Mountaintop Rd, McHenry, MD 21550
  • /10

    $4,000

    • 3 Beds
    • 3 Baths
    • 1,678 Sq Ft

    22181 Garrett Hwy Unit 10, McHenry, MD 21541

    Deep Creek Lake's only timeshare! One week in a Lakefront unit with wonderful views of the lake and surrounding mountains. Community amenities include an indoor pool, tennis courts, picnic areas with fire pits, and the use of a boat slip during your stay. Fully furnished and ready for rest & relaxation! Great location close to all activities around Deep Creek. Lakewood Resort is a member of

    Kathy Gibson Railey Realty, Inc.

    22181 Garrett Hwy Unit 10, McHenry, MD 21541
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