Family Room - Oakland, MD Real Estate & homes for sale & real estate

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3D WALKTHROUGH

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
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

COMING SOON

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
Bring your vision and put your own personal touch on this great starter home! This property has great bones and endless potential. Featuring three bedrooms, two and a half bathrooms, and a large/open family room; it’s ready for your creative touch. Offering a nice level yard on a dead-end lane, which feels very private. The attached 1-car garage and rear shed provide the perfect extra storage space. Located close to schools, shopping, and DCL, this home could be a perfect flip, rental, or forever home.

$185,000

3 beds2.5 baths1,834 sq ft

141 Truesdale Rd, Oakland, MD 21550

1.22 acre lot • Built 1988 • Listed 18 days

(301) 387-4700

3D WALKTHROUGH

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
Lake Access property overlooking Cherry Creek Cove in the coveted Mountainside community, at 2,536 square feet, this fully furnished retreat pairs modern comfort with timeless mountain style. Freshly updated from top to bottom, with a new roof and deck staining, every detail feels dialed in. A wall of glass and open layout connects bright gathering spaces with panoramic lake views that steal the show. Stone fireplaces, warm wood accents, and clean finishes create a space that feels both grounded while perched on high. Six bedrooms and four full baths offer room for family, friends, or guests. The lower-level walkout is made for game nights and slow mornings by the fire. Outside, a sprawling

$949,900

6 beds4 baths2,536 sq ft

340 Grandview Dr, Oakland, MD 21550

Private acres • Hot tub • Sprawling deck

(301) 387-2000

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
Lake views for days and room to relax in every direction! Welcome to 198 Grandview Drive, a 3-bedroom, 3-bath log home perfectly perched to capture sweeping views of Deep Creek Lake and the surrounding mountains. With three finished levels of living space, this home blends rustic charm with modern comfort. Hardwood floors span the main and upper levels, while the finished lower level features a family room with a fireplace and a cozy bonus room perfect for a media area, home gym, or extra guest space. Step outside and soak it all in. Whether you're sipping your morning coffee on the expansive two-level deck, grilling with a lake view, or gathering around the brick firepit on the spacious co

$775,000

3 beds3 baths2,744 sq ft

198 Grandview Dr, Oakland, MD 21550

Conditioned loft • Brick firepit • Lake views

(410) 224-4400

3D WALKTHROUGH

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
ICONIC. A design masterpiece of stone and timber — a true Rex Anderson build that reflects the seamless merging of inspiration and architecture. Warm, and undeniably welcoming, this home stands as a statement of craftsmanship and vision. Discover a breathtaking blend of contemporary luxury and timeless timber frame construction, perfectly positioned for privacy within the prestigious Reserve at Holy Cross. Surrounded by soaring pines and set against the sparkling backdrop of Deep Creek Lake, this architectural gem offers a flawless fusion of indoor elegance and outdoor serenity. Step inside to soaring exposed beam ceilings, floor-to-ceiling windows, and open, airy living spaces. The g

$5,150,000

8 beds8.5 baths10,300 sq ft

1010 Holy Cross Dr, Oakland, MD 21550

Lakeside deck • Great room • 1.27 acre lot

(301) 387-2000

Property at 5024 Cranesville Rd, Oakland, MD 21550, 3 beds, 2.5 baths

$475,000

3 beds2.5 baths2,128 sq ft

5024 Cranesville Rd, Oakland, MD 21550

(301) 387-2000

Property at 439 Paradise Hts, Oakland, MD 21550, 6 beds, 4.5 baths

$1,329,000

6 beds4.5 baths4,113 sq ft

439 Paradise Hts, Oakland, MD 21550

(301) 387-2000

Property at 66 Paradise Ridge Rd, Oakland, MD 21550, 4 beds, 4 baths

$650,000

4 beds4 baths2,550 sq ft

66 Paradise Ridge Rd, Oakland, MD 21550

(410) 413-3575

Property at 1118 Lake Shore Dr, Oakland, MD 21550, 3 beds, 2 baths

$649,000

3 beds2 baths2,446 sq ft

1118 Lake Shore Dr, Oakland, MD 21550

(301) 387-2000

Property at 139 Overlook Ridge Dr, Oakland, MD 21550, 5 beds, 4.5 baths

$875,000

5 beds4.5 baths2,846 sq ft

139 Overlook Ridge Dr, Oakland, MD 21550

(301) 387-4700

Property at 25 Silver Tree Ln, Oakland, MD 21550, 5 beds, 4 baths

$759,900

5 beds4 baths2,364 sq ft

25 Silver Tree Ln, Oakland, MD 21550

(301) 387-4700

Property at 1240 Boy Scout Rd, Oakland, MD 21550, 7 beds, 6 baths

$4,390,000

7 beds6 baths5,695 sq ft

1240 Boy Scout Rd, Oakland, MD 21550

(443) 574-1600

Property at 41 Boyd Paugh Ln, Oakland, MD 21550, 7 beds, 5 baths

$2,399,000

7 beds5 baths4,691 sq ft

41 Boyd Paugh Ln, Oakland, MD 21550

(301) 387-2000

Property at 723 Kings, Oakland, MD 21550, 4 beds, 2.5 baths

$380,000

4 beds2.5 baths1,824 sq ft

723 Kings, Oakland, MD 21550

(301) 722-4700

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NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
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

3D WALKTHROUGH

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
This striking 5 bed/7 bath log home sits in one of Wisp Mountain’s most sought-after locations, offering a warm four-season retreat just minutes from Deep Creek Lake, Lodestone Golf Course, Wisp Resort, and the area’s top dining and recreation. Seasonal lake views from the living room and deck enhance the setting and connect the home to its surroundings. The main level features a bright, open layout with a wall of windows, a floor-to-ceiling stone fireplace, and a well-equipped kitchen with granite, stainless appliances, gas range, farm sink, and a large island. Sliding doors extend the space onto an expansive deck with a covered outdoor fireplace, making indoor-outdoor entertai

$1,395,000

5 beds6 baths4,416 sq ft

19 Greenside Ct, Mc Henry, MD 21541

0.65 acre lot • 2 garage spots • Built 2021

(301) 387-2000

NEW CONSTRUCTION

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
Lake access! Lake views! One of a kind Custom 4 bedroom Log home built with 18” logs, large antler chandelier, custom cedar spiral stairs, indoor and outdoor fireplaces, large deck and covered patio area. This is a one of a kind property and must be seen in person to appreciate! Wow, this striking four-bedroom residence stands out as one of the most distinctive homes on Deep Creek Lake. The main level features a gourmet kitchen with professional-grade stainless steel appliances and granite countertops, complemented by a spacious living room and a cozy family room centered around a wood-burning stove. Step outside onto the expansive 22' x 13' deck to enjoy panoramic lake views. Upstair

$969,000

4 beds2 baths— sq ft

211 Highwood Dr, Mc Henry, MD 21541

Cedar spiral stairs • Custom log home • Indoor fireplaces

(301) 259-1119

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
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 two-family rooms, you and your guests will have ample space to spread out. The abundance of windows brings the outdoors in during any season, while also offering stunning mountain and lake views. The community amenities are abundant and include: the use of an outdoor pool, club house, tennis courts, p

$675,000

3 beds3.5 baths3,096 sq ft

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

$237 HOA • Community pool • Built 2004

(301) 387-4700

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
Cozy, well maintained 4 bedroom, 2 bathroom ranch style home with full finished basement on a corner lot in Mountain Lake Park. Beautifully finished Hardwood flooring on main level, with a large kitchen/dining area, living room, three bedrooms, and a full bathroom. In the lower level, there is a large family room, full bathroom, a bedroom, and bonus room, that has been used for storage, an office, and a bedroom. There is also an attached garage with a separate workshop, and a well kept, fenced in yard, and a hot tub.

$315,000

4 beds2 baths2,183 sq ft

127 S Oakhall Dr, Oakland, MD 21550

9,583 sq ft lot • Garage • Built 1957

(301) 259-1119

ABOUT THIS HOME
Family Room - Family Room - Oakland, MD Real Estate & Homes for Sale
Stunning Lakefront Home in Exclusive Thousand Acres Neighborhood - Welcome to your dream waterfront retreat! This meticulously maintained lakefront home has been cherished by its original owners for 19 years, hosting unforgettable family gatherings. Now, it’s time for you to create your own memories in this exclusive Thousand Acres neighborhood, where tranquility and luxury meet. Key Features: Prime Location: Nestled in the peaceful North Glade Cove, this property offers serene waterfront access while remaining just minutes away from the vibrant main lake and Thousand Acres premier golf course. Enjoy peace and quiet with no short-term rentals allowed. Sold Turnkey: Step into a fully

$2,089,000

5 beds4.5 baths3,980 sq ft

294 N Shoreline Dr, Swanton, MD 21561

Fully furnished home • Lakefront home • 0.98 acre lot

(301) 387-4700

Property at 257 Marsh Hill Rd #37, Mc Henry, MD 21541, 2 beds, 3.5 baths

$479,900

2 beds3.5 baths1,314 sq ft

257 Marsh Hill Rd #37, Mc Henry, MD 21541

(301) 387-2000

Property at 78 Southridge Ter, Mc Henry, MD 21541, 4 beds, 4.5 baths

$1,099,900

4 beds4.5 baths3,456 sq ft

78 Southridge Ter, Mc Henry, MD 21541

(301) 387-2000

Property at 662 Waterfront Greens Dr, Swanton, MD 21561, 6 beds, 5.5 baths

$2,199,000

6 beds5.5 baths3,266 sq ft

662 Waterfront Greens Dr, Swanton, MD 21561

(301) 387-2000

Property at 60 Barbaras Way, Mc Henry, MD 21541, 4 beds, 3 baths

$629,000

4 beds3 baths3,330 sq ft

60 Barbaras Way, Mc Henry, MD 21541

(301) 387-4700

Property at 425 Hines Dr, Swanton, MD 21561, 5 beds, 4.5 baths

$1,699,000

5 beds4.5 baths4,640 sq ft

425 Hines Dr, Swanton, MD 21561

(301) 387-2000

Property at 90 Biltmore Ridge Trl, Mc Henry, MD 21541, 5 beds, 4.5 baths

$1,299,000

5 beds4.5 baths4,016 sq ft

90 Biltmore Ridge Trl, Mc Henry, MD 21541

(301) 387-2000

Property at 56 Vista Ct, Swanton, MD 21561, 5 beds, 3.5 baths

$1,200,000

5 beds3.5 baths4,230 sq ft

56 Vista Ct, Swanton, MD 21561

(301) 387-4700

Property at 16 Cedar Shores Dr #12, Mc Henry, MD 21541, 4 beds, 3 baths

$699,000

4 beds3 baths3,123 sq ft

16 Cedar Shores Dr #12, Mc Henry, MD 21541

(301) 387-4700

Property at 16 Jrs Dr, Mc Henry, MD 21541, 3 beds, 3 baths

$649,900

3 beds3 baths1,792 sq ft

16 Jrs Dr, Mc Henry, MD 21541

(301) 387-4700

Property at 1026 North Camp Rd, Mc Henry, MD 21541, 5 beds, 5.5 baths

$1,225,000

5 beds5.5 baths3,742 sq ft

1026 North Camp Rd, Mc Henry, MD 21541

(301) 387-2000

Property at 381 Valley View Dr, Swanton, MD 21561, 5 beds, 3.5 baths

$699,000

5 beds3.5 baths3,444 sq ft

381 Valley View Dr, Swanton, MD 21561

(301) 387-2000

Property at 2725 Stockslager Rd, Oakland, MD 21550, 5 beds, 6.5 baths

$2,350,000

5 beds6.5 baths5,376 sq ft

2725 Stockslager Rd, Oakland, MD 21550

(301) 387-4700

Property at 188 Highline Dr, Mc Henry, MD 21541, 7 beds, 5.5 baths

$1,600,000

7 beds5.5 baths5,200 sq ft

188 Highline Dr, Mc Henry, MD 21541

(301) 387-2000

Family Room - Oakland Homes for Sale

There are currently 14 homes for sale matching family room 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 matching family room 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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