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Garrett County 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
  • /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

    $999,000

    • 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

    $1,099,900

    • 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
  • /84

    $829,000

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

    105 Mountain Overlook Ct, McHenry, MD 21550

    Discover mountain luxury in this beautifully maintained 3-bedroom, 3.5-bath Mountaintop Chalet near Wisp Resort with scenic Deep Creek Lake access. Exceptional craftsmanship and upscale finishes shine throughout its bright, open layout designed for entertaining. Gather in the cozy living room with stone fireplace, enjoy the comfort of a wonderful family room and versatile loft, and take advantage

    Steven Ritchie Railey Realty, Inc.

    105 Mountain Overlook Ct, McHenry, MD 21550
  • /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
  • /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
  • /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
  • /64

    $1,249,000

    • 4 Beds
    • 3.5 Baths
    • 3,071 Sq Ft

    590 S Blakeslee Rd, Oakland, MD 21550

    Nestled in the much sought after Blakeslee community you will find this lovely mountain retreat with lake access and exceptional amenities. This contemporary-style home is designed for both relaxation and entertainment, featuring a spacious open-concept layout, multiple family rooms, a large loft, and a well-appointed kitchen. Offering three levels of living space, hardwood flooring, quartz

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    590 S Blakeslee Rd, Oakland, MD 21550
  • /95

    $1,999,900

    • 8 Beds
    • 7.5 Baths
    • 8,042 Sq Ft

    386 Hines Dr, Swanton, MD 21561

    Beautiful One-of-a-Kind Luxury Home! Features 8 Bedrooms, 7.5 Baths with Heated Indoor Pool, Lake Access, and Deeded Boat Slip. This spacious, almost 10,000 sq ft home is full of amenities including granite countertops, tile showers, 2 interior gas fireplaces, hardwood floors, pool table, 9-person theater room, built-in brick pizza ovens, two hot tubs, 2 exterior wood burning fireplaces, and much

    Jon Bell Railey Realty, Inc.

    386 Hines Dr, Swanton, MD 21561
  • /69

    $1,749,000

    • 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

    $1,690,000

    • 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

    • 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
  • /80

    $1,699,900 New Construction

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

    2614 Marsh Hill Rd, McHenry, MD 21541

    New construction and brand-new to the vacation rental market, 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 , expansive deck, and a custom

    Jon Bell Railey Realty, Inc.

    2614 Marsh Hill Rd, McHenry, 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
  • /30

    $45,000

    • 1 Bed
    • 1 Bath

    290 Marsh Hill Rd Unit 224A, Mc Henry, MD 21541

    Wisp Condo Unit 224A is located inside the Wisp Resort Hotel at the base of Wisp Ski Resort, placing you right in the center of Deep Creek Lake’s year-round adventure. This comfortable King Suite offers wooded views for a peaceful retreat while keeping you steps away from the action.As part of the Wisp Resort Hotel, ownership in the rental pool comes with outstanding privileges: ski &

    Jesse Shimrock Railey Realty, Inc.

    290 Marsh Hill Rd Unit 224A, Mc Henry, MD 21541
  • /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 looking to own in beautiful turn key home in Deep Creek Lake for a fraction of the price, this home is for you. 1/5 fractional ownership in this stunning mountaintop villa, which offers lake views from almost every room. The open floorplan and three levels of living space make for an ideal vacation getaway. The gourmet kitchen boasts granite countertops, hardwood flooring and fantastic

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

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

    $54,000

    • 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
  • /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

    $824,990

    • 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
  • /67

    $799,900

    • 3 Beds
    • 2.5 Baths
    • 2,397 Sq Ft

    62 Middleton Rd, Oakland, MD 21550

    Tucked in the trees at The Blakeslee, this 3-bed, 2.5-bath home delivers space, style, and a dock slip just down the road! Fresh interior paint throughout. Beautiful sunroom soaked in light—easily the best room in the house. Spacious back deck and brand-new hot tub make the outdoor setup just as strong. Inside, you’ve got a pass-through stone fireplace, stainless appliances, central A/C, and a

    Jon Bell Railey Realty, Inc.

    62 Middleton Rd, Oakland, MD 21550
  • /46

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    1737 King Wildesen Rd, Oakland, MD 21550

    Nestled on 10 secluded acres of serene woodland and open fields, this traditional cedar-sided home offers the perfect blend of rustic charm and modern comfort—all just 10 minutes from downtown Oakland.This well-maintained home features 3 spacious bedrooms and 2 full bathrooms, including a main floor master suite for added convenience. Inside, you’ll find brand-new luxury vinyl plank (LVP)

    Justin Liller Railey Realty, Inc.

    1737 King Wildesen Rd, Oakland, 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
  • /39

    $485,000

    • 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

    Rich Orr Railey Realty, Inc.

    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
  • /73

    $350,000

    • 6 Beds
    • 4 Baths
    • 3,662 Sq Ft

    3539 Underwood Rd, Oakland, MD 21550

    Picture perfect country setting. This spacious home sits on a level lot, in a lovely private setting. You are close enough to town and amenities, but this home offers the quiet country ambiance with a yard ready for fun and games. Multiple living areas and an eat in kitchen make this a perfect family home. This property also boasts two furnaces and two hot water heaters to make everyone

    Rachel Bruch Railey Realty, Inc.

    3539 Underwood Rd, Oakland, 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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