27

McHenry, MD Homes for Sale with Pool

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  • /47

    $300,000

    • 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

    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
  • /107

    $1,999,900

    • 8 Beds
    • 6.5 Baths
    • 4,922 Sq Ft

    792 State Park Rd, Swanton, MD 21561

    Fully Renovated Lake Front Lodge with Private Type-A Dock – This 8 Bedroom, 6.5 Bath Lake Front property has been completely re-imagined with 2700 sq ft of newly added living space, indoor pool, and home theatre! Fully finished lower level with a primary suite and living room equipped with an island bar and stone fireplace. Bright and shiny new kitchen with stainless appliances, wine chiller, 2nd

    Jon Bell Railey Realty, Inc.

    792 State Park Rd, Swanton, MD 21561
  • /102

    $1,689,900

    • 5 Beds
    • 7 Baths
    • 4,570 Sq Ft

    66 Parkside Ct S, Mc Henry, MD 21541

    Stunning Don Nemith Build in Deep Creek Highlands – This luxury Mountaintop Oasis is perched hillside overlooking Deep Creek Lake and features two stories of glass to let in the light and mountain/lake views, a sprawling back deck with covered outdoor fireplace, and built-in hot tub, stone fire-pit patio and top to bottom high-end finishes throughout! Two primary Bedrooms on the main level with

    Jon Bell Railey Realty, Inc.

    66 Parkside Ct S, Mc Henry, MD 21541
  • /58

    $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
  • /66

    $1,089,000

    • 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

    $1,149,900

    • 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
  • /61

    $1,390,000

    • 5 Beds
    • 4 Baths
    • 3,386 Sq Ft

    137 Parkside Ct N, Mc Henry, MD 21541

    Mountain & Water views for miles! Breathtaking five bedroom log home with expansive lake and mountain views located in the mountaintop community of Deep Creek Highlands atop Wisp Mountain. This 3,400SF home offers an open floorplan, hardwood flooring, 2 stone fireplaces, spacious master bedroom, and granite counters. New laminate wood flooring on the lower level. Established rental "Vista

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    137 Parkside Ct N, Mc Henry, MD 21541
  • /84

    $2,269,000

    • 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
  • /68

    $1,849,000

    • 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
  • /59

    $1,650,000

    • 7 Beds
    • 5.5 Baths
    • 4,320 Sq Ft

    642 Deep Creek Highlands Rd, Mc Henry, MD 21541

    Luxurious Mountaineer Log home with a DOCK SLIP offering 7 bedrooms (3 en suites) and 5.5 baths in the coveted Deep Creek Highlands community atop Wisp Mountain. Highlights of the spacious interior include an open layout, granite counters, multiple gathering areas, and 2 fireplaces. Enjoy outdoor living on the expansive deck or the lower-level patio. A two-car attached garage provides you plenty

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    642 Deep Creek Highlands Rd, Mc Henry, MD 21541
  • /67

    $1,599,000

    • 6 Beds
    • 5.5 Baths
    • 3,400 Sq Ft

    244 Moonrise Dr, Swanton, MD 21561

    If you are looking for a home that checks off all the boxes, this is it! "Midnight Dip" is an established vacation rental and one of the "most loved" on Airbnb . Offering six bedrooms, an open floorplan, impressive floor-to-ceiling stone fireplace, new landscaping/hardscape, new granite in the kitchen and new LVT flooring on the main and lower-level living areas. The abundance of windows brings

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    244 Moonrise Dr, Swanton, MD 21561
  • /141

    $2,199,900

    • 6 Beds
    • 5.5 Baths
    • 5,389 Sq Ft

    2463 Mayhew Inn Rd, Oakland, MD 21550

    Iconic Lakeside Mountain Retreat at Deep Creek Lake! Recently Renovated, This 6 Bedroom 5.5 Bath Rental Goliath features a shiny new gourmet kitchen, updated bathrooms, several new mini split systems, a new hot tub, updated furnishings, a fresh coat of exterior stain, and new floors throughout. Complete facelift of the outdoor living space with sprawling new treks deck, fire pit, and concrete

    Jon Bell Railey Realty, Inc.

    2463 Mayhew Inn Rd, Oakland, MD 21550
  • /72

    $1,750,000

    • 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

    • 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
  • /35

    $399,900

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    20160 Garrett Hwy Unit G509, Oakland, MD 21550

    Experience lakefront living at its finest with this beautifully updated 2-level condo on the shores of Deep Creek Lake. Unit G509 features 2 bedrooms and 1 full bathroom, offering breathtaking lake views. The main level includes a well-appointed kitchen and a cozy living area complete with a wood-burning fireplace—perfect for year-round relaxation. Upstairs, you’ll find two spacious bedrooms with

    Tim Macauley Taylor Made Deep Creek Vacations & Sales

    20160 Garrett Hwy Unit G509, Oakland, MD 21550
  • /41

    $519,000

    • 2 Beds
    • 2 Baths
    • 1,379 Sq Ft

    20160 Garrett Hwy Unit D310, Oakland, MD 21550

    Presenting a unique lifestyle opportunity on Deep Creek Lake at Will O' the Wisp Prestige Condominiums, unit D310/410. This is a 2-bedroom, 2-bathroom condo with a bonus room. Full time in-residence owners completed total renovations of the condo & each room includes upscale finishes & tasteful decor. Upgrades include 2 hot water heaters, updated/expanded electrical system, private WIFI/cable and

    Stephanie Smith Select Premium Properties, Inc

    20160 Garrett Hwy Unit D310, Oakland, MD 21550
  • /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
  • /92

    $849,999

    • 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
  • /44

    $54,000

    • 2 Beds
    • 1 Bath

    290 Marsh Hill Rd Unit 407F, Mc Henry, MD 21541

    Make the most of every season with ownership at Wisp Resort! This nicely maintained unit includes a bonus room with a space saving Murphy bed and offers a prime location close to Deep Creek Lake’s top attractions including restaurants, shops, and more. You’ll love the easy access to ski slopes and chair lifts, plus enjoy resort amenities like an indoor pool and fitness center. Owners who enroll

    Nicole Jackson Railey Realty, Inc.

    290 Marsh Hill Rd Unit 407F, Mc Henry, MD 21541
  • /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
  • /39

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550

    Lakefront Luxury at Will O’ The Wisp – Nicely renovated Unit 308/408 offers a 2 BR, 2 Bath 2- level floor plan perfect for guests or steady rental income. Enjoy breathtaking Deep Creek Lake views from every bedroom and the main living space. Resort-Style Amenities Include:Indoor Pool with Waterfall Hot Tub, Cedar-Lined Sauna, Fitness Room & Game Room, Sandy Lakefront Beach with Community Boat

    Rich Orr Railey Realty, Inc.

    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
  • /81

    $700,000

    • 5 Beds
    • 3 Baths
    • 2,973 Sq Ft

    208 Smiley Face Ln, Mc Henry, MD 21541

    Get a Mountain Paradise: Spectacular Cabin with Breathtaking Views. This stunning cabin offers everything you need for the perfect vacation or weekend relaxation. With panoramic views of the surrounding peaks, you'll feel immersed in nature while enjoying the comfort of a spacious, beautifully designed home. Located in a serene and quiet area, this cabin offers the ideal environment for rest and

    Mario Ferreira Taylor Properties

    208 Smiley Face Ln, Mc Henry, MD 21541
  • /82

    $829,000

    • 3 Beds
    • 3.5 Baths
    • 2,570 Sq Ft

    105 Mountain Overlook Ct, McHenry, MD 21550

    Elegant 3-level Mountaintop Chalet near Wisp Resort with scenic Lake Access. This beautifully maintained home offers exceptional craftsmanship and quality throughout, including upscale finishes and a bright, open layout perfect for entertaining. Features include a spacious living room with striking stone fireplace, a comfortable family room, versatile loft, convenient double carport, and custom

    Steven Ritchie Railey Realty, Inc.

    105 Mountain Overlook Ct, 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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