20

Oakland, MD Homes for Sale under $700,000

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  • 100 San Francisco St, Oakland, MD 21550
    100 San Francisco St, Oakland, MD 21550
    100 San Francisco St, Oakland, MD 21550
    /52

    $645,000

    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft

    100 San Francisco St, Oakland, MD 21550

    Rare opportunity to own a thoughtfully designed container home in the Deep Creek Lake area! This distinctive 2BR/2BA retreat combines modern comfort with a private wooded setting. The open-concept interior features abundant natural light, a full kitchen, comfortable living space, and large sliders connecting the indoors to the outdoors. Enjoy a private backyard with hot tub, fire pit, and grill,

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    100 San Francisco St, Oakland, MD 21550
  • 180 Paradise Ridge Rd, Oakland, MD 21550
    180 Paradise Ridge Rd, Oakland, MD 21550
    180 Paradise Ridge Rd, Oakland, MD 21550
    /59

    $689,000

    • 4 Beds
    • 3 Baths
    • 2,402 Sq Ft

    180 Paradise Ridge Rd, Oakland, MD 21550

    Experience the best of Deep Creek Lake living at this beautifully renovated mountain retreat in the peaceful and desirable Paradise Ridge lake access community. Thoughtfully updated from top to bottom, this home blends modern comfort with the serenity of nature, creating the perfect full-time residence, vacation getaway, or potential vacation rental investment property.One of the

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    180 Paradise Ridge Rd, Oakland, MD 21550
  • 256 Jeffrey Ln Unit 28, Oakland, MD 21550
    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    /65

    $464,900

    • 3 Beds
    • 3.5 Baths
    • 1,838 Sq Ft

    256 Jeffrey Ln Unit 28, Oakland, MD 21550

    Looking for a beautifully updated condo at Deep Creek Lake? Welcome to 256 Jeffrey Lane #28, a spacious 3-bedroom, 3.5-bath condo in the desirable Traders Landing community. Enjoy filtered lake views from this well-appointed home, conveniently located just across the street from the water and only minutes from Wisp Resort, restaurants, shopping, marinas, and other area attractions. With a

    Larry Smith Railey Realty, Inc.

    256 Jeffrey Ln Unit 28, Oakland, MD 21550
  • 428 Sam Snead Cir, Oakland, MD 21550
    428 Sam Snead Cir, Oakland, MD 21550
    428 Sam Snead Cir, Oakland, MD 21550
    /86

    $579,000

    $20K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,542 Sq Ft

    428 Sam Snead Cir, Oakland, MD 21550

    Welcome to this beautifully appointed 5-bedroom, 3.5-bath home located in one of Oakland’s most desirable neighborhoods—Country Club Acres, bordering The Golf Club at Oakland. Offering the perfect blend of modern style, comfort, and convenience, this spacious home is designed to accommodate both everyday living and entertaining.Step inside to discover an inviting open-concept floor plan

    Justin Liller Railey Realty, Inc.

    428 Sam Snead Cir, Oakland, MD 21550
  • 126 Leo Friend Rd, Oakland, MD 21550
    126 Leo Friend Rd, Oakland, MD 21550
    126 Leo Friend Rd, Oakland, MD 21550
    /50

    $499,900

    $30K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,235 Sq Ft

    126 Leo Friend Rd, Oakland, MD 21550

    Perched above the treetops with panoramic lake views, this three-level retreat blends comfort with clean, considered upgrades. Vaulted ceilings and a spacious loft crown 2,235 square feet of living space, wrapped in new flooring with fresh paint inside and out. The kitchen, smartly updated with new countertops, connects to open dining and living anchored by a wood stove. A detached garage sits

    Jon Bell Railey Realty, Inc.

    126 Leo Friend Rd, Oakland, MD 21550
  • 4A Mystic Creek Trail, Oakland, MD 21550
    4A Mystic Creek Trail, Oakland, MD 21550
    4A Mystic Creek Trail, Oakland, MD 21550
    /50

    $679,900

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    4A Mystic Creek Trail, Oakland, MD 21550

    Discover refined mountain-lake living in this new construction townhome at Mystic Creek on Deep Creek Lake. Designed with today’s lifestyle in mind, the home features a modern open-concept main level ideal for entertaining, with clean lines, abundant natural light, and seamless flow between living, dining, and kitchen spaces. This spacious residence offers three primary suites, each with upscale

    Justin Liller Railey Realty, Inc.

    4A Mystic Creek Trail, Oakland, MD 21550
  • 312 Moss Creek Cir, Oakland, MD 21550
    312 Moss Creek Cir, Oakland, MD 21550
    312 Moss Creek Cir, Oakland, MD 21550
    /55

    $699,000

    $96K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,230 Sq Ft

    312 Moss Creek Cir, Oakland, MD 21550

    Tucked away on a picturesque 1.83-acre parcel, this charming log home offers the perfect blend of rustic character and modern comfort. Amongst the 4,200+ SF, you will find five spacious bedrooms, two family rooms, a playroom, an office/den, a large loft, spacious pantry, granite counter tops, hardwood flooring and two fireplaces. The warm wood interior and classic log construction create a cozy,

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    312 Moss Creek Cir, Oakland, MD 21550
  • 607 Pin Oak Cir, Oakland, MD 21550
    607 Pin Oak Cir, Oakland, MD 21550
    607 Pin Oak Cir, Oakland, MD 21550
    /77

    $499,000

    • 5 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    607 Pin Oak Cir, Oakland, MD 21550

    Immaculate from top to bottom, this exceptional five-bedroom home offers three levels of beautifully maintained living space, making it an ideal choice for a primary residence. Thoughtfully designed for comfortable everyday living, the home provides plenty of room to gather, relax, and spread out. A stunning fireplace creates a warm and inviting focal point, while the attached two-car garage adds

    Rachel Bruch Railey Realty, Inc.

    607 Pin Oak Cir, Oakland, MD 21550
  • 308 Winding Trail Ln Unit 11B, Oakland, MD 21550
    308 Winding Trail Ln Unit 11B, Oakland, MD 21550
    308 Winding Trail Ln Unit 11B, Oakland, MD 21550
    /61

    $615,000

    • 5 Beds
    • 4.5 Baths
    • 3,300 Sq Ft

    308 Winding Trail Ln Unit 11B, Oakland, MD 21550

    5BR, 4.5BA duplex with LAKE VIEWS! Enjoy 3300sf of living space in the heart of Deep Creek Lake. Features include 3 spacious suites, multiple stacked stone fireplaces and two living room areas, plus an impressive outdoor fire pit. You will love the open kitchen/dining area and the covered back deck. Other features include wood floors, granite, instant hot water, pool table and hot tub. Attached

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    308 Winding Trail Ln Unit 11B, Oakland, MD 21550
  • Lot 7 Heron Cove, Oakland, MD 21550
    Lot 7 Heron Cove, Oakland, MD 21550
    Lot 7 Heron Cove, Oakland, MD 21550
    /46

    $489,900

    • Land
    • 1.5 Acres
    • $326,600 per Acre

    Lot 7 Heron Cove, Oakland, MD 21550

    Bring your vision to life on this beautiful lake access homesite in Heron Cove, conveniently located to many Deep Creek Lake attractions. This property offers the opportunity to build your ideal mountain retreat in a peaceful setting while remaining close to everything the lake has to offer. Enjoy easy access to your boat slip on the main side of Heron Cove via the paved path to the lake (golf

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    Lot 7 Heron Cove, Oakland, MD 21550
  • 97 acres Lot C Garrett Rd, Oakland, MD 21550
    97 acres Lot C Garrett Rd, Oakland, MD 21550
    97 acres Lot C Garrett Rd, Oakland, MD 21550
    /21

    $569,000

    $30K PRICE DROP
    • Land
    • 97.57 Acres
    • $5,832 per Acre

    97 acres Lot C Garrett Rd, Oakland, MD 21550

    Lot C – 97.57 Acres barn & ponds. | Oakland, Maryland. Discover 97.57 breathtaking acres just 10 minutes from Deep Creek Lake. This exceptional property offers a rare combination of natural beauty, privacy, and convenience, making it an ideal setting for a private estate, recreational retreat, or investment opportunity. The landscape is highlighted by two natural spring-fed and creek-fed ponds,

    Rich Orr Railey Realty, Inc.

    97 acres Lot C Garrett Rd, Oakland, MD 21550
  • 0 Memorial Dr Unit MDGA2010668, Oakland, MD 21550
    0 Memorial Dr Unit MDGA2010668, Oakland, MD 21550
    0 Memorial Dr Unit MDGA2010668, Oakland, MD 21550
    /26

    $699,000

    • Land
    • 33.93 Acres
    • $20,601 per Acre

    0 Memorial Dr Unit MDGA2010668, Oakland, MD 21550

    Incredible Development Opportunity! Almost 34 acres of beautiful grounds zoned Residential/Industrial/Professional (RIP). This parcel would make a beautiful site for a single family or condo/townhome subdivision, business park, or industrial complex. Or, build your dream home with over 33 acres of privacy, yet close to schools, hospital, and downtown Oakland shopping. Public Water on site and

    Justin Liller Railey Realty, Inc.

    0 Memorial Dr Unit MDGA2010668, Oakland, MD 21550
  • 482 Pergin Farm Rd, Oakland, MD 21550
    482 Pergin Farm Rd, Oakland, MD 21550
    482 Pergin Farm Rd, Oakland, MD 21550
    /55

    $449,000

    • 3 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    482 Pergin Farm Rd, Oakland, MD 21550

    Fall in love with the peaceful setting of this inviting log home nestled in the sought after Pergin Farm community at Deep Creek Lake. Surrounded by trees and tucked away in a quiet setting, this 3 bedroom, 1.5 bath home offers the warmth and character of a true mountain retreat with a layout that feels both comfortable and connected. Step inside through the welcoming mudroom, where the home

    Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    482 Pergin Farm Rd, Oakland, MD 21550
  • 1529 Paradise Point Rd, Oakland, MD 21550
    1529 Paradise Point Rd, Oakland, MD 21550
    1529 Paradise Point Rd, Oakland, MD 21550
    /67

    $639,000

    • 3 Beds
    • 2.5 Baths
    • 1,933 Sq Ft

    1529 Paradise Point Rd, Oakland, MD 21550

    This exquisite Northern White Cedar Construction (naturally rot resistant) log home offers a harmonious blend of rustic charm and modern luxury. The spacious, open floor plan invites you to experience a warm and inviting atmosphere, accentuated by stunning wood floors and walls, cathedral beam ceiling, and a cozy stone fireplace with glass doors, perfect for intimate gatherings. The heart of the

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    1529 Paradise Point Rd, Oakland, MD 21550
  • 204 Farm View Ln, Oakland, MD 21550
    204 Farm View Ln, Oakland, MD 21550
    204 Farm View Ln, Oakland, MD 21550
    /73

    $540,000

    • 3 Beds
    • 3.5 Baths
    • 3,276 Sq Ft

    204 Farm View Ln, Oakland, MD 21550

    Welcome to your ultimate woodland retreat! Nestled in a private, serene setting, this meticulously maintained 3-bedroom, 3.5-bathroom log home perfectly blends rustic charm with modern luxury. Freshly painted throughout and boasting gleaming, well-maintained wide-plank hardwood floors and new carpeting, this property is completely turn-key. The heart of the home is the grand family room, which

    John McNamara RE/MAX Results

    204 Farm View Ln, Oakland, MD 21550
  • 333 Sloan Tract Rd, Oakland, MD 21550
    333 Sloan Tract Rd, Oakland, MD 21550
    333 Sloan Tract Rd, Oakland, MD 21550
    /61

    $444,700

    • 4 Beds
    • 3.5 Baths
    • 1,585 Sq Ft

    333 Sloan Tract Rd, Oakland, MD 21550

    Welcome to *HIDDEN TREASURES*, a beautifully appointed 4-bedroom, 3½-bath home offering the perfect Deep Creek Lake getaway! This established rental property is ideally located close to the lake’s many amenities, making it an excellent opportunity for both personal enjoyment and investment potential. Relax and unwind in the private hot tub after a day of boating, hiking, skiing, or exploring all

    Debra Beitzel Long & Foster Real Estate, Inc.

    333 Sloan Tract Rd, Oakland, MD 21550
  • 231 Santa fe Trail, Oakland, MD 21550
    231 Santa fe Trail, Oakland, MD 21550
    231 Santa fe Trail, Oakland, MD 21550
    /38

    $629,000

    • 4 Beds
    • 3 Baths
    • 2,280 Sq Ft

    231 Santa fe Trail, Oakland, MD 21550

    Brand new roof July 2026! 3/4BR 3BA chalet with LAKE VIEWS! 2300sf vacation home fronting on a mountain stream, overlooking Deep Creek Lake! Enjoy an eat-in kitchen, exposed beams and a loft area that the current owners use as a 4th BR with bathroom. NO HOA! Conveys fully furnished. Features include central AC, exposed beams, updated flooring, gas fireplace on main level, lower level rec room

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    231 Santa fe Trail, Oakland, MD 21550
  • 193 Red Run Rd Unit 1B3, Oakland, MD 21550
    193 Red Run Rd Unit 1B3, Oakland, MD 21550
    193 Red Run Rd Unit 1B3, Oakland, MD 21550
    /57

    $550,000

    $45K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft

    193 Red Run Rd Unit 1B3, Oakland, MD 21550

    Ultimate lakefront living awaits at Red Run! This stunning 2-3BR, 2BA condo features a second-floor loft and a versatile den easily used as a 3rd bedroom. Enjoy breathtaking lake views from your gorgeous primary suite and private lakeside balcony. Extensively upgraded with a extensively upgraded kitchen boasting granite countertops and soft-close cabinetry, a newly remodeled laundry room with a

    John McNamara RE/MAX Results

    193 Red Run Rd Unit 1B3, Oakland, MD 21550
  • 3257 George Washington Hwy, Oakland, MD 21550
    3257 George Washington Hwy, Oakland, MD 21550
    3257 George Washington Hwy, Oakland, MD 21550
    /55

    $400,000

    $120K PRICE INCREASE
    • Land
    • 43.72 Acres
    • $9,149 per Acre

    3257 George Washington Hwy, Oakland, MD 21550

    Discover approximately 43.72 acres of beautiful mostly wooded land offering privacy, mountain views, and exceptional convenience. This expansive property provides easy access to both George Washington Highway and Garrett Highway, making travel simple while still feeling tucked away in nature. Set up with a well and septic system, this property is perfect to build your dream home with an already

    Justin Liller Railey Realty, Inc.

    3257 George Washington Hwy, Oakland, MD 21550
  • 5154 Maryland Hwy, Oakland, MD 21550
    5154 Maryland Hwy, Oakland, MD 21550
    5154 Maryland Hwy, Oakland, MD 21550
    /68

    $460,000

    • 5 Beds
    • 2 Baths
    • 2,860 Sq Ft

    5154 Maryland Hwy, Oakland, MD 21550

    Escape to the tranquility of country living in this spacious 5-bedroom, 2-bath home nestled on over 2 acres and conveniently located just minutes from the recreational opportunities of Deep Creek Lake and the charming town of Oakland, The property offers the perfect combination of peaceful country living and easy access to shopping, dining, and year-round activities. The kitchen has been

    Charlene Deremer Aburn Coldwell Banker Home Town Realty

    5154 Maryland Hwy, Oakland, MD 21550
Maryland Garrett County

Real Estate & Homes in Oakland, MD under $700,000

Home Prices in Oakland, MD

The median home sale price in Oakland, MD is $422,500, up 3% year-over-year. Homes in Oakland sell in 108 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$422,500
Median Single Family Sale Price
$425,000
Median Townhouse Sale Price
$460,000
Median 2 Bedroom Sale Price
$285,000
Median 1 Bedroom Sale Price
$221,950
Average Price Per Sq Ft
$278
Number of Homes for Sale
58
Last 12 months Home Sales
144
Months of Supply
4.80
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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