New Listings for Sale in Oakland, MD

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ABOUT THIS HOME
New Listing for sale in Oakland, MD:
Lovely level lot with path to your own private class A dock, directly across the street. This comfy cottage sits on 1.8 level acres with 2 storage garages and mature landscaping. 5BRs, open living, dinning & kitchen area, with lots of sunlight. 1 full & 1-1/2 bath, large closet for storge, laundry room off back of the home. 2 garages with plenty of storge for your lake and yard toys. The lot has mature landscaping and circular paved driveway, for easy in and out during all seasons. Private path to your lakefront dock is across the street. Great opportunity to get onto the lake at an affordable price, call agent to set up an appointment or with any questions. This sale includes 2

$779,000

5 beds1.5 baths1,278 sq ft

222 Skippers Point Rd, Oakland, MD 21550

Private class a dock • Mature landscaping • 1.84 acre lot

(301) 259-1119

ABOUT THIS HOME
New Listing for sale in Oakland, MD:
Secluded 4 bedroom 3 bath log home with lake access and single dock slip located in the heart of Deep Creek Lake Resort Area Full unfinished basement, front covered porch and rear deck. Call Office for particulares.

$765,000

4 beds3 baths2,112 sq ft

519 Paradise Hts, Oakland, MD 21550

Front covered porch • Single dock slip • Lake access

(301) 759-9179

COMING SOON

ABOUT THIS HOME
New Listing for sale in Oakland, MD:
Welcome to 444 Woodlands Hill Ln, in Oakland, MD. Nestled in the private community of The View, this custom home offers stunning lake views in a serene, private setting. Centrally located less than 4 miles from Wisp while backing up to hundreds of acres of untouched forest, this property truly offers the best that Deep Creek Lake has to offer. This luxury home has been impeccably maintained as a second home, and has never been used as a rental property. No expense has been spared as this home boasts four master suites, two gas fireplaces, a saltwater hot tub with lake views, 10' ceilings throughout, and a newly built, 2,000 square foot custom composite deck complete with an underdeck draina

$1,199,990

4 beds5 baths4,744 sq ft

444 Woodlands Hill Ln, Oakland, MD 21550

2.02 acre lot • 2 garage spots • Built 2007

(240) 219-2422

3D WALKTHROUGH

ABOUT THIS HOME
New Listing for sale in Oakland, MD:
Discover this spacious 5-bedroom, 3-bath chalet in The View community at Deep Creek Lake, offering three finished levels of comfortable living and a strong history as the well-known rental 'Divided Sky'. The foyer greets you with a beautiful built-in for hanging jackets, leave your ski boots on the convenient tile floor and proceed in to the main level, where two-story ceilings paneled in solid oak create an impressive chalet feel. This open-concept layout includes a stone fireplace wall in the spacious family room, and clear sightlines from both the dining area and the kitchen. The kitchen features stainless steel appliances, high-end granite countertops, and a slider door opening to a lar

$775,000

5 beds3 baths2,660 sq ft

220 Woodlands Hill Ln, Oakland, MD 21550

2.58 acre lot • 6 parking spots • Built 2003

(301) 921-4500

NEW 4 HRS AGO

ABOUT THIS HOME
New Listing for sale in Oakland, MD:
Tucked away in the stunning mountains of Western Maryland, this unbuildable lot provides a serene escape into nature, offering breathtaking views and abundant wildlife. Located in the Youghiogheny Mountain Resort, this membership-only lot grants exclusive access to over 50 miles of private roads and trails, ideal for ATV and side-by-side adventures. Resort amenities include a community clubhouse, playground, picnic pavilion, and designated hunting and fishing areas, making it the perfect retreat for outdoor enthusiasts.

$3,500

— beds— baths— sq ft

LOT 2 Beaver Run Rd, Oakland, MD 21550

Private roads • Picnic pavilion • Exclusive access

(301) 387-4700

Property at Penn Point Rd, Oakland, MD 21550

$199,900

— beds— baths— sq ft

Penn Point Rd, Oakland, MD 21550

(301) 387-2000

Property at Garrett Trl, 16, Mountain Lake Park, MD 21550

$29,900

— beds— baths— sq ft

Garrett Trl, 16, Mountain Lake Park, MD 21550

(301) 387-8300

Property at 3257 George Washington Hwy, Oakland, MD 21550

$280,000

— beds— baths— sq ft

3257 George Washington Hwy, Oakland, MD 21550

(301) 387-2000

$369,000

— beds— baths— sq ft

8946 Oakland Sang Run Rd, Oakland, MD 21550

(410) 426-2700

$4,000

— beds— baths— sq ft

Rhododendron Dr, Oakland, MD 21550

(301) 387-2000

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NEW 14 MINS AGO

ABOUT THIS HOME
New Listing for sale in Oakland, MD:
Nestled in the serene Beckman Peninsula, this stunning log home exudes rustic charm while offering modern comforts. Built in 2023, this detached residence boasts 2744 sq. ft. of meticulously constructed living space, featuring an open floor plan that seamlessly connects the living, dining, and kitchen areas. The heart of the home is the gourmet kitchen, complete with stainless steel appliances and a spacious island, perfect for culinary enthusiasts and entertaining guests. With six generous bedrooms and three full bathrooms, this home provides ample space for relaxation and privacy. The fully finished walkout basement adds versatility, ideal for a game room or home office. Cozy up by the fi

$625,000

6 beds3 baths2,744 sq ft

95 White Oak Dr, Swanton, MD 21561

1.3 acre lot • 6 parking spots • Built 2023

NEW CONSTRUCTION

ABOUT THIS HOME
New Listing for sale in Oakland, MD:
Experience luxury mountain living at its finest in this brand new construction, slope-front masterpiece at Wisp Resort in Deep Creek Lake! Perfectly positioned steps from the ski slope and Chair Lift 7 in North Camp, this extraordinary 8-bedroom, 7 full bath, 2 half bath home offers true ski-in/ski-out access and an impressive array of high-end features—complete with its own indoor pool, expansive slope and mountain views, and exceptional rental potential, with projections reaching up to $193K in annual owner gross rent. The main level welcomes you with a grand living room showcasing soaring vaulted ceilings, a striking stone fireplace, and large windows framing expansive views of the

$2,099,000

8 beds8 baths5,564 sq ft

353 Lower Camp Rd, Mc Henry, MD 21541

Gourmet kitchen • Media theatre room • Indoor pool

(301) 387-2000

NEW CONSTRUCTION

ABOUT THIS HOME
New Listing for sale in Oakland, MD:
Luxury cedar chalet in the heart of Deep Creek Lake. This custom lodge sits beside the ASCI whitewater course, placing you in the center of Garrett county’s year-round outdoor scene and just minutes from local shops and restaurants. The community trail gives direct access to Wisp on one side, and Fork Run’s 550-acre nature preserve on the other. Finished in 2022, the home was crafted for open-concept living with two full stories of light and space. Vaulted ceilings and a wall of glass on the chalet’s prow pull in the mountain setting and set the tone the moment you walk in. Two large primary suites and four spacious en-suites, make the layout ideal for multiple families. H

$1,599,900

6 beds6.5 baths4,484 sq ft

110 Wisp Adventure Rd, Mc Henry, MD 21541

Cedar chalet • Wall of glass • Vaulted ceilings

(301) 387-2000

ABOUT THIS HOME
New Listing for sale in Oakland, WV:
Alpine Lake Resort – 4BD/3BA Home Well-kept 4-bedroom, 3-bath home in Alpine Lake Resort. The main level has an open concept layout with a stone fireplace for added heat. A loft overlooks the living area and can be used for extra sleeping or workspace. The home is a short distance to the beach and boathouse, and offers filtered lake views from the property. The finished basement provides additional living or storage space. Being sold furnished, with appliances included. Recent updates include a new water heater and a new furnace. A solid option for full-time living, a second home, or a rental property in the resort.

$305,000

4 beds3 baths2,360 sq ft

401 Hemlock Cir, Terra Alta, WV 26764

Filtered lake views • Recent updates • Finished basement

ABOUT THIS HOME
New Listing for sale in Oakland, MD:
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 Resort's program rules). he unit offers access to a ton of amenities on-site, including:Indoor Pool and Fitness Center, Access to two 18-hole golf courses: Fantasy Valley and the top-rated Lodestone Golf Course , mountain activities like ropes courses (Flying Squirrel Canopy Tour, Chipmunk Chal

$57,000

2 beds1 bath470 sq ft

290 Marsh Hl Unit 501L, Mchenry, MD 21541

Fitness center • Indoor pool • $1,082 HOA

(301) 387-2000

ABOUT THIS HOME
New Listing for sale in Oakland, MD:
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 owner if the unit is not in the rental pool. Call today to schedule a private tour of this turnkey, ski lodge condo unit!

$57,900

1 bed1 bath353 sq ft

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

Fitness center • Hot tub • Conference rooms

(301) 387-2000

Property at 48 Bright Psge Unit 5B, Mc Henry, MD 21541, 3 beds, 3 baths

$449,999

3 beds3 baths1,536 sq ft

48 Bright Psge Unit 5B, Mc Henry, MD 21541

(301) 387-2000

Property at 1001 Sutter Ln, Oakland, MD 21550, 5 beds, 5 baths

$829,000

5 beds5 baths6,550 sq ft

1001 Sutter Ln, Oakland, MD 21550

(301) 387-2000

Property at 19 Greenside Ct, Mc Henry, MD 21541, 5 beds, 6 baths

$1,395,000

5 beds6 baths4,416 sq ft

19 Greenside Ct, Mc Henry, MD 21541

(301) 387-2000

Property at 211 Highwood Dr, Mc Henry, MD 21541, 4 beds, 2 baths

$969,000

4 beds2 baths— sq ft

211 Highwood Dr, Mc Henry, MD 21541

(301) 259-1119

Property at 6 Sorrel Ct, Terra Alta, WV 26764, 3 beds, 2 baths

$359,000

3 beds2 baths1,344 sq ft

6 Sorrel Ct, Terra Alta, WV 26764

(304) 698-6107

Property at 163 Skipjack Ln, Swanton, MD 21561, 4 beds, 2 baths

$389,000

4 beds2 baths2,328 sq ft

163 Skipjack Ln, Swanton, MD 21561

(301) 387-2000

Property at 1471 E Alpine Dr, Terra Alta, WV 26764, 3 beds, 2 baths

$299,900

3 beds2 baths1,488 sq ft

1471 E Alpine Dr, Terra Alta, WV 26764

(304) 698-6107

Property at 158 Dogwood Ln, Terra Alta, WV 26764, 3 beds, 2 baths

$379,000

3 beds2 baths1,450 sq ft

158 Dogwood Ln, Terra Alta, WV 26764

Property at 176 Laurel, Terra Alta, WV 26764

$40,000

— beds— baths— sq ft

176 Laurel, Terra Alta, WV 26764

Property at 175 Laurel, Terra Alta, WV 26764

$40,000

— beds— baths— sq ft

175 Laurel, Terra Alta, WV 26764

Property at Lot 154 Daisy Dr, Terra Alta, WV 26764

$10,700

— beds— baths— sq ft

Lot 154 Daisy Dr, Terra Alta, WV 26764

(301) 722-4700

Property at 57 North Camp Rd, Mchenry, MD 21541

$275,000

— beds— baths— sq ft

57 North Camp Rd, Mchenry, MD 21541

(443) 968-9595

Property at 13 Parkside South Ct, Mchenry, MD 21541

$479,000

— beds— baths— sq ft

13 Parkside South Ct, Mchenry, MD 21541

(301) 387-2000

New Listings for Sale in Oakland

There are currently 10 new listings for sale in Oakland at a median listing price of $440K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oakland stay on the market for 149 days. This map is refreshed with the newest listings in Oakland every 15 minutes.

In the past month, 5 homes have been sold in Oakland. In addition to houses in Oakland, there was also 1 condo, 3 townhouses, and 1 multi-family unit for sale in Oakland last month. Find your dream home in Oakland using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Oakland are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oakland. Our Oakland real estate stats and trends will give you more information about home buying and selling trends in Oakland. If you're looking to sell your home in the Oakland area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oakland with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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