24

Maryland 21550, MD Homes for Sale

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  • 1056 Sunrise Dr, Oakland, MD 21550
    1056 Sunrise Dr, Oakland, MD 21550
    1056 Sunrise Dr, Oakland, MD 21550
    /60

    $295,000

    • 4 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    1056 Sunrise Dr, Oakland, MD 21550

    Welcome to 1056 Sunrise Drive! This 4-bedroom, 2-bath home offers the perfect blend of comfort and style in the heart of Oakland MD. Inside, enjoy recent renovations that add a cozy appeal throughout, including a bright and open main living area, and a refreshed kitchen and bathrooms. The fully finished basement adds valuable living space, perfect for a rec room, home office, or guest suite. Set

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 219-8052

    1056 Sunrise Dr, Oakland, MD 21550
  • 503 Southern Pines Dr, Oakland, MD 21550
    503 Southern Pines Dr, Oakland, MD 21550
    503 Southern Pines Dr, Oakland, MD 21550
    /62

    $399,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,642 Sq Ft

    503 Southern Pines Dr, Oakland, MD 21550

    Brand new and built to make life easy. Tucked in the quiet, sought-after Southern Pines community, this single-level home keeps everything simple and smooth. Three beds, two and a half baths, and space that actually works. Oversized two-car heated garage. Inside, the kitchen comes complete with stainless appliances, hardwood cabinets, stone tops, walk-in pantry, and a big island bar made for

    Jon Bell Railey Realty, Inc.

    503 Southern Pines Dr, Oakland, MD 21550
  • 113 G St, Oakland, MD 21550
    113 G St, Oakland, MD 21550
    113 G St, Oakland, MD 21550
    /65

    $379,000

    • 9 Beds
    • 3.5 Baths
    • 3,840 Sq Ft

    113 G St, Oakland, MD 21550

    "The Colonial" is located on a corner lot in the heart of Mt. Lake Park's Historical District. The Victorian charm features 2 staircases, original wide oak moldings, trim, yellow pine floors and ornate woodworking throughout. Originally built as a boarding house (9 bedrooms!), the versatility of this property is incredible. Enjoy modern features like a gourmet kitchen with granite countertops,

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    113 G St, Oakland, MD 21550
  • 609 Southern Pines Dr, Oakland, MD 21550
    609 Southern Pines Dr, Oakland, MD 21550
    609 Southern Pines Dr, Oakland, MD 21550
    /59

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    609 Southern Pines Dr, Oakland, MD 21550

    Welcome to your next dream home! Nestled on a 4-acre wooded lot, this custom built traditional-style residence combines comfort, and convenience. Just minutes from Broadford Lake Park, healthcare, shopping, Deep Creek Lake, and Wisp Ski Resort, this peaceful property offers easy access to all the local amenities. Two story stone & cedar, 4BR, 2.5 Bath w/ 2 - car attached garage, & 2 - car

    Brian Covell BHHS Touchdown Home Pros Realty

    609 Southern Pines Dr, Oakland, MD 21550
  • 723 Kings Ct, Oakland, MD 21550
    723 Kings Ct, Oakland, MD 21550
    723 Kings Ct, Oakland, MD 21550
    /67

    $387,700

    • 4 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    723 Kings Ct, Oakland, MD 21550

    "Charming two-story home situated on a beautiful .292-acre level lot in a prime location (Kings Hills Estates) Enjoy the perfect blend of comfort and convenience with spacious living areas, a serene yard ideal for outdoor entertaining. Ideally located near a top-rate Hospital, popular shopping destinations, and just minutes to Broadford Lake. Whether you're enjoying a day on the water or running

    Debra Beitzel Long & Foster Real Estate, Inc.

    723 Kings Ct, Oakland, MD 21550
  • 1101 Wheeling Ave, Oakland, MD 21550
    1101 Wheeling Ave, Oakland, MD 21550
    1101 Wheeling Ave, Oakland, MD 21550
    /23

    $190,000

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft

    1101 Wheeling Ave, Oakland, MD 21550

    Investor Opportunity – 1101 Wheeling Ave, Oakland, MD 21550 – $190,000Attention Investors and Visionaries!Unlock the potential in this unique property located in the heart of Oakland, Maryland. Priced to move at $190,000, this hidden gem offers a perfect canvas for your next flip, rental, or renovated. Features 3 bedrooms 2 baths, 2 car garage, wrap around porch, jacuzzi and a pool!

    Tanavia Greer Long & Foster Real Estate, Inc.

    1101 Wheeling Ave, Oakland, MD 21550
  • 1570 Garrett Rd, Oakland, MD 21550
    1570 Garrett Rd, Oakland, MD 21550
    1570 Garrett Rd, Oakland, MD 21550
    /27

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,408 Sq Ft

    1570 Garrett Rd, Oakland, MD 21550

    Located between Oakland and Deep Creek Lake, this log ranch is situated on 14.82 acres, including a stream, pond, barn and outbuildings with many possibilities to include potential subdivision configurations. The log home needs some TLC and updates; it is being sold as part of an estate. Some items of personal property remain in the house and on grounds. Those items are being removed. More photos

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    1570 Garrett Rd, Oakland, MD 21550
  • Lots 26-29 E Third Ave, Mountain Lake Park, MD 21550
    Lots 26-29 E Third Ave, Mountain Lake Park, MD 21550
    Lots 26-29 E Third Ave, Mountain Lake Park, MD 21550
    /8

    $12,000

    • Land
    • 0.33 Acre
    • $36,364 per Acre

    Lots 26-29 E Third Ave, Mountain Lake Park, MD 21550

    Affordable level building lot located in Loch Lynn Heights. Having trouble finding an affordable opportunity to build that fits your needs? This property offers that opportunity and has access to public water, sewer, public gas, and high speed internet. Although originally four town lots town building code requires a minimum of 10,000 square feet of acreage to build, making this suitable for one

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    Lots 26-29 E Third Ave, Mountain Lake Park, MD 21550
  • 0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550
    0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550
    0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550
    /15

    $199,900

    • Land
    • 10 Acres
    • $20,737 per Acre

    0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550

    A rare opportunity to acquire a high-potential 9.64 acre parcel located in the heart of Oakland. The location is very close to schools, grocery stores, restaurants, hospital and shopping. This site offers an ideal setting for residential, mixed-use, multifamily, or commercial development (subject to zoning approval). Easy access to infrastructure, with public utilities nearby at the street. This

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    0 8th & Dennett Road St Unit MDGA2009886, Oakland, MD 21550
  • 1001 Sutter Ln, Oakland, MD 21550
    1001 Sutter Ln, Oakland, MD 21550
    1001 Sutter Ln, Oakland, MD 21550
    /94

    $879,900

    • 5 Beds
    • 6 Baths
    • 6,588 Sq Ft

    1001 Sutter Ln, Oakland, MD 21550

    Set on a serene 2.4-acre wooded lot, this thoughtfully crafted Southern-inspired property offers exceptional privacy while placing you minutes from the region’s most popular destinations—including Deep Creek Lake, Wisp Resort, Broadford Lake Park, and everyday essentials like shopping and medical care. Built to accommodate both relaxation and entertaining on a grand scale, the home offers 5

    Jackie Ball Daley Northrop Realty

    1001 Sutter Ln, Oakland, MD 21550
  • 0 Coolidge Ave, Oakland, MD 21550
    0 Coolidge Ave, Oakland, MD 21550
    0 Coolidge Ave, Oakland, MD 21550
    /14

    $85,000

    • Land
    • 0.46 Acre
    • $184,783 per Acre

    0 Coolidge Ave, Oakland, MD 21550

    Offering six town lots with an existing garage near the heart of downtown Oakland. If you are looking to build a home close to schools, shopping, dining, hospital, and more, this is your spot!

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    0 Coolidge Ave, Oakland, MD 21550
  • 413 D St, Oakland, MD 21550
    413 D St, Oakland, MD 21550
    413 D St, Oakland, MD 21550
    /32

    $225,000

    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    413 D St, Oakland, MD 21550

    Reduced price for immediate sale!4BR, 2BA renovated home in Mountain Lake Park feels like NEW! Stripped down to the studs for a professional makeover. Stylish kitchen with stainless steel appliances and butcher block countertop, vinyl planking floors, efficient mini-split ceiling unit, modern fixtures and lighting, custom tile shower and reimagined bathroom space. Finished basement. Fenced

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    413 D St, Oakland, MD 21550
  • 315 Coolidge Ave, Oakland, MD 21550
    315 Coolidge Ave, Oakland, MD 21550
    315 Coolidge Ave, Oakland, MD 21550
    /53

    $269,500

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    315 Coolidge Ave, Oakland, MD 21550

    Well maintained brick rancher located in the heart of Oakland. This home offers a large kitchen open to the living room with a built-in fireplace, separate dining room, and new carpet through out. The basement is very clean, offering a clean slate for whatever you would like to do. The rear covered porch, deck and fenced in yard makes a great space to enjoy family and friends. The location is

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    315 Coolidge Ave, Oakland, MD 21550
  • 1737 King Wildesen Rd, Oakland, MD 21550
    1737 King Wildesen Rd, Oakland, MD 21550
    1737 King Wildesen 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
  • 355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    /22

    $599,000 Open House 9/01

    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft

    355 Lonesome Pine Rd, Oakland, MD 21550

    Escape to your own private mountain retreat! This contemporary 2-bed, 2-bath home is perfectly situated on approximately 84 acres of pristine land, offering breathtaking views overlooking a picturesque 7-acre field. Expansive windows, high vaulted ceilings and an open layout maximize the stunning scenery, allowing natural light to flood the space. Whether you're seeking a peaceful getaway, an

    Brody Monahan Lake Homes Realty, LLC

    355 Lonesome Pine Rd, Oakland, MD 21550
  • 0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    /5

    $79,000

    • Land
    • 9 Acres
    • $9,049 per Acre

    0 Bethlehem Rd, Oakland, MD 21550

    LOT A= 8.73 acre parcel, located off Bethlehem Rd, in Western Maryland! Separate lot B (7.02 acres) behind this lot, also for sale. Near Potomac State Forest, this country setting, offers level land, perfect for building a home or if you are looking for a recreational outdoor property, this is a perfect spot for your adventures. Located outside the town of Oakland, just 8 mins away from schools,

    Thomas Long Railey Realty, Inc.

    0 Bethlehem Rd, Oakland, MD 21550
  • 0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    0 Bethlehem Rd, Oakland, MD 21550
    /4

    $51,000

    • Land
    • 7 Acres
    • $7,265 per Acre

    0 Bethlehem Rd, Oakland, MD 21550

    LOT B= 7.02 acre parcel, located off Bethlehem Rd, in Western Maryland! Adjoins lot A (8.73 acres) also for sale. Near Potomac State Forest, this country setting, offers level land, perfect for building a home or if you are looking for a recreational outdoor property, this is a perfect spot for your adventures. Located outside the town of Oakland, just 8 mins away from schools, shopping and

    Thomas Long Railey Realty, Inc.

    0 Bethlehem Rd, Oakland, MD 21550
  • 607 K St, Oakland, MD 21550
    607 K St, Oakland, MD 21550
    607 K St, Oakland, MD 21550
    /21

    $150,000

    • 4 Beds
    • 2 Baths
    • 1,332 Sq Ft

    607 K St, Oakland, MD 21550

    Investor alert - price reduced to $150,000. Estate sale. 4 bedroom, 2 bath home on 8 Town lots, totaling 1.1+ acres in Mountain Lake Park. Its possible to subdivide several lots off to re-sell. Partially remodeled, updated bathroom with custom tile, potential for multiple heat sources. Disconnected wood stove. House set up for one level living. One block from Veterans Park & pickleball courts,

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    607 K St, Oakland, MD 21550
  • Lot 1 Cherrywood Dr, Oakland, MD 21550
    Lot 1 Cherrywood Dr, Oakland, MD 21550
    Lot 1 Cherrywood Dr, Oakland, MD 21550
    /15

    $42,000

    • Land
    • 3.03 Acres
    • $13,861 per Acre

    Lot 1 Cherrywood Dr, Oakland, MD 21550

    Discover the perfect blend of space, privacy, and convenience with this 3.03 acre lot, a short drive from downtown Oakland, Deep Creek Lake, Potomac State Forest and Garrett State Forest! With a 5-bedroom perc on file, this property is ready for your dream home. This beautiful property is located in Cherrywood Ridge Subdivision, with only 7 lots in the community. Underground electric in place

    Amy Skipper Railey Realty, Inc.

    Lot 1 Cherrywood Dr, Oakland, MD 21550
  • 0 Garrett Rd Unit MDGA2008796, Oakland, MD 21550
    0 Garrett Rd Unit MDGA2008796, Oakland, MD 21550
    0 Garrett Rd Unit MDGA2008796, Oakland, MD 21550
    /6

    $184,000

    • Land
    • 48 Acres
    • $3,833 per Acre

    0 Garrett Rd Unit MDGA2008796, Oakland, MD 21550

    Located just a short distance from Oakland and Deer Park, this 48 +/- acre parcel offers a beautiful mix of open pasture and wooded land. A small brook winds through part of the property, and you’ll find some cherry timber scattered throughout. The second pasture boasts sweeping views, perfect for soaking in the surrounding countryside. With easy access off Garrett Road, this land offers a

    Nicole Jackson Railey Realty, Inc.

    0 Garrett Rd Unit MDGA2008796, Oakland, MD 21550
  • Lot 15 Overlook Dr, Oakland, MD 21550
    Lot 15 Overlook Dr, Oakland, MD 21550
    Lot 15 Overlook Dr, Oakland, MD 21550
    /13

    $29,900

    • Land
    • 1.18 Acres
    • $25,339 per Acre

    Lot 15 Overlook Dr, Oakland, MD 21550

    Affordable lake access building lot! Approved perc for a 4 bedroom dwelling, walkable access to Deep Creek Lake, and located in a gorgeous setting surrounded by beautiful homes and landscape. No short term vacation rentals in this community. Close to all area amenities such as Wisp Resort, Swallow Falls, Deep Creek Lake State Park, & more!

    Nina Beitzel Railey Realty, Inc.

    Lot 15 Overlook Dr, Oakland, MD 21550
  • 0 Oakland Dr Dennett Rd 10 72 Acres, Mountain Lake Park, MD 21550
    0 Oakland Dr Dennett Rd 10 72 Acres, Mountain Lake Park, MD 21550
    0 Oakland Dr Dennett Rd 10 72 Acres, Mountain Lake Park, MD 21550
    /15

    $199,000

    • Land
    • 11 Acres
    • $18,563 per Acre

    0 Oakland Dr Dennett Rd 10 72 Acres, Mountain Lake Park, MD 21550

    4 Parcells totaling 10.72 acres- Entrances off Oakland Dr. and Dennett Rd. Subdivide or keep as one parcel for a larger residential lot in Mt. Lake Park. Over 10 acres for unique development opportunities. Engineering Drawings for an 11 lot subdivision available. Many options for these 10.72 acres in Mt Lake Park area. Residential lot or business venture? Call agent for more details. Many

    Julie Mead The KW Collective

    0 Oakland Dr Dennett Rd 10 72 Acres, Mountain Lake Park, MD 21550
  • 0 Garrett Trail Unit MDGA133598, Oakland, MD 21550
    0 Garrett Trail Unit MDGA133598, Oakland, MD 21550
    0 Garrett Trail Unit MDGA133598, Oakland, MD 21550
    /4

    $29,900

    • Land
    • 1.09 Acres
    • $27,431 per Acre

    0 Garrett Trail Unit MDGA133598, Oakland, MD 21550

    1+ acre building lot. Fairly leveled cleared lot with some distant mountain views. Paved County road frontage with private road/drive access to lot. Approved for private septic and well. Electric on-site. Located approx. 10+ mins from Deep Creek Lake and approx. less than 5 minutes from Oakland. Located within small 8 lot development, "The Homestead".

    Chip Smith 1 Real Estate Source LLC

    0 Garrett Trail Unit MDGA133598, Oakland, MD 21550
  • 1256 Boiling Spring Rd, Oakland, MD 21550
    1256 Boiling Spring Rd, Oakland, MD 21550
    1256 Boiling Spring Rd, Oakland, MD 21550
    /25

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    1256 Boiling Spring Rd, Oakland, MD 21550

    Tanavia Greer Long & Foster Real Estate, Inc.

    1256 Boiling Spring Rd, Oakland, MD 21550
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