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Newest Homes for Sale in Oakland, MD

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  • 104 D St, Oakland, MD 21550
    104 D St, Oakland, MD 21550
    104 D St, Oakland, MD 21550
    /60

    $239,000

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    104 D St, Oakland, MD 21550

    Relocating into the area, looking for more space or maybe even your first home? 104 D Street may be an excellent fit for any of these options. Located in Mountain Lake Park on a low traffic street, this property offers an oversize lot with plenty of yard space, a functional main level floor plan and full basement with renovated bathroom on the lower level. Enjoy the efficiency of natural gas

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    104 D St, Oakland, MD 21550
  • Lot 8 Stool Rock Rd, Oakland, MD 21550
    Lot 8 Stool Rock Rd, Oakland, MD 21550
    Lot 8 Stool Rock Rd, Oakland, MD 21550
    /16

    $10,000

    • Land
    • 20,037 Sq Ft
    • $21,739 per Acre

    Lot 8 Stool Rock Rd, Oakland, MD 21550

    Discover the possibilities with this partially cleared .46-acre lot in Youghiogheny Mountain Resort. The community offers an ideal setting for outdoor enthusiasts, with extensive roads and trails throughout the neighborhood that are perfect for hiking, mountain biking, ATV riding, and exploring. Enjoy easy access to some of the area's most popular outdoor destinations, including Deep Creek Lake,

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 8 Stool Rock Rd, 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
  • 0 Boyd Paugh Ln Unit MDGA2012630, Oakland, MD 21550
    0 Boyd Paugh Ln Unit MDGA2012630, Oakland, MD 21550
    0 Boyd Paugh Ln Unit MDGA2012630, Oakland, MD 21550
    /11

    $1,150,000

    • Land
    • 24,829 Sq Ft
    • $2,017,544 per Acre

    0 Boyd Paugh Ln Unit MDGA2012630, Oakland, MD 21550

    Exceptional 0.57-acre waterfront lot offering approximately 314 feet of shoreline on a quiet point in a protected cove at Deep Creek Lake. The wooded setting provides privacy and an attractive location for your future lake retreat. A Type A dock conveys with the property, public sewer is available. The parcel is not located within the Heron Cove HOA but has access through the neighborhood by

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    0 Boyd Paugh Ln Unit MDGA2012630, Oakland, MD 21550
  • 20698 Garrett Hwy, Oakland, MD 21550
    20698 Garrett Hwy, Oakland, MD 21550
    20698 Garrett Hwy, Oakland, MD 21550
    /53

    $1,199,000

    • 4 Beds
    • 3 Baths
    • 1,844 Sq Ft

    20698 Garrett Hwy, Oakland, MD 21550

    Beautiful lakefront home offering 89' of lakefront and a private dock. This home has been remodeled and is very warm and inviting from the moment you enter. Boasting a great island featuring granite countertops, and plenty of seating for family and friends. The lakefront views are unobstructed year round, and can be enjoyed from most any room. The outside space is just as pleasing with a

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

    20698 Garrett Hwy, Oakland, MD 21550
  • 513 M St, Oakland, MD 21550
    513 M St, Oakland, MD 21550
    513 M St, Oakland, MD 21550
    /16

    $190,000

    • 1,056 Sq Ft

    513 M St, Oakland, MD 21550

    Experience 513 M St, a residence recently updated with fresh interior and exterior paint, providing a renewed aesthetic throughout every area. The kitchen features all stainless steel appliances, enhancing the functionality and visual appeal of the culinary space. An external storage shed provides practical additional utility space for organized keeping of various items. Updated style and

    Jacqueline Moore Open Door Brokerage, LLC

    513 M St, 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
  • 704 Old Crellin Rd, Oakland, MD 21550
    704 Old Crellin Rd, Oakland, MD 21550
    704 Old Crellin Rd, Oakland, MD 21550
    /31

    $430,000

    • 5 Beds
    • 2.5 Baths
    • 2,507 Sq Ft

    704 Old Crellin Rd, Oakland, MD 21550

    Beautiful five-bedroom, 2.5-bath home situated on four acres in a peaceful country setting, yet conveniently located just two miles from town limits.The main level features three bedrooms, a spacious sunroom, living room, kitchen, separate dining area, full bathroom, and half bath. The lower level offers both interior and exterior access and includes a large family room, two additional

    Andrew Orr The KW Collective

    704 Old Crellin Rd, Oakland, MD 21550
  • 14 Woodlands Hill Ln, Oakland, MD 21550
    14 Woodlands Hill Ln, Oakland, MD 21550
    14 Woodlands Hill Ln, Oakland, MD 21550
    /12

    $165,000

    • Land
    • 2.04 Acres
    • $80,882 per Acre

    14 Woodlands Hill Ln, Oakland, MD 21550

    Your Deep Creek dream starts here! Build the mountain retreat you've always imagined on this spectacular 2.04-acre homesite in The View at Deep Creek Lake. Offering breathtaking panoramic mountain views with seasonal views of Deep Creek Lake, this property is the perfect setting for a full-time residence, vacation home, or investment property. Enjoy the privacy of a wooded setting while being

    Agent Photo

    Charlotte Savoy

    The KW Collective

    14 Woodlands Hill Ln, Oakland, MD 21550
  • 24 Woodlands Hill Ln, Oakland, MD 21550
    24 Woodlands Hill Ln, Oakland, MD 21550
    24 Woodlands Hill Ln, Oakland, MD 21550
    /14

    $137,500

    • Land
    • 1.53 Acres
    • $89,869 per Acre

    24 Woodlands Hill Ln, Oakland, MD 21550

    Your Deep Creek dream starts here! Don't miss this beautiful 1.53-acre homesite in The View at Deep Creek Lake, where breathtaking mountain views and seasonal views of the lake create the perfect backdrop for your future home. Whether you're dreaming of a full-time residence, weekend escape, or investment property, you'll love the peaceful wooded setting and convenient location. Just minutes from

    Agent Photo

    Charlotte Savoy

    The KW Collective

    24 Woodlands Hill Ln, Oakland, MD 21550
  • 0 Grey Squirrel Rd, Oakland, MD 21550
    0 Grey Squirrel Rd, Oakland, MD 21550
    0 Grey Squirrel Rd, Oakland, MD 21550
    /6

    $40,000

    • Land
    • 3.46 Acres
    • $11,561 per Acre

    0 Grey Squirrel Rd, Oakland, MD 21550

    Discover the perfect opportunity to own nearly 3.5 acres in the beautiful Youghiogheny Mountain Resort! This spacious vacant lot offers a peaceful mountain setting with plenty of room to create your ideal getaway, vacation retreat, or future home. Outdoor enthusiasts will love the recreational opportunities nearby, including 50+ miles of ATV riding, hiking, snowmobiling, fishing and hunting.

    Danielle Tasker Taylor-Made Deep Creek Real Estate, LLC

    0 Grey Squirrel Rd, Oakland, MD 21550
  • 1131 Lake Shore Dr, Oakland, MD 21550
    1131 Lake Shore Dr, Oakland, MD 21550
    1131 Lake Shore Dr, Oakland, MD 21550
    /124

    $3,950,000

    • 8 Beds
    • 10 Baths
    • 6,486 Sq Ft

    1131 Lake Shore Dr, Oakland, MD 21550

    Experience exceptional lakefront living in this spectacular eight-bedroom estate designed for unforgettable gatherings and year-round enjoyment. Perfectly positioned on an oversized lakefront lot with 116’ LF, this remarkable home offers easy access to the water via a walking path, and the abundance of windows fill the interior with natural light.At the heart of the home is a magnificent

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

    1131 Lake Shore Dr, Oakland, MD 21550
  • 180 Paradise Ridge Rd, Oakland, MD 21550
    180 Paradise Ridge Rd, Oakland, MD 21550
    180 Paradise Ridge Rd, Oakland, MD 21550
    /51

    $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 property's

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    180 Paradise Ridge Rd, Oakland, MD 21550
  • 59 Boyd Paugh Ln, Oakland, MD 21550
    59 Boyd Paugh Ln, Oakland, MD 21550
    59 Boyd Paugh Ln, Oakland, MD 21550
    /81

    $2,150,000

    $950K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,200 Sq Ft

    59 Boyd Paugh Ln, Oakland, MD 21550

    Rare opportunity to own a truly exceptional Deep Creek Lake property. The custom 5-bedroom, 3.5-bath lakefront home is situated on a beautifully landscaped and wooded 0.88-acre lot with approximately 209 feet of shoreline. Features include a main-level primary suite with dressing area, spacious kitchen and great room, cathedral ceilings, recreation room with built-in bar, screened porch, generous

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    59 Boyd Paugh Ln, Oakland, MD 21550
  • 18948 Garrett Hwy, Oakland, MD 21550
    18948 Garrett Hwy, Oakland, MD 21550
    18948 Garrett Hwy, Oakland, MD 21550
    /41

    $375,000

    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft

    18948 Garrett Hwy, Oakland, MD 21550

    Enjoy all the seasons in this beautiful Cape Cod home nestled on a 1-acre private wooded lot close to Oakland and all the attractions Deep Creek Lake has to offer. Whether you are seeking a year-round permanent residence or a private seasonal getaway for summer and winter fun, this property delivers a wonderful setting with an ideal balance of privacy and convenience. The open floor plan allows

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    18948 Garrett Hwy, Oakland, MD 21550
  • 18 Mountainside Ct, Oakland, MD 21550
    18 Mountainside Ct, Oakland, MD 21550
    18 Mountainside Ct, Oakland, MD 21550
    /99

    $799,000

    • 5 Beds
    • 4 Baths
    • 3,480 Sq Ft

    18 Mountainside Ct, Oakland, MD 21550

    Welcome to your mountain retreat in the highly sought-after Mountainside community at Deep Creek Lake! This spacious 5-bedroom, 4-bath cedar-sided chalet blends classic mountain charm with the perfect layout for unforgettable lake getaways, family vacations, or a proven investment opportunity. Step inside to soaring walls of glass that frame filtered seasonal views of Deep Creek Lake, filling the

    Justin Liller Railey Realty, Inc.

    18 Mountainside Ct, Oakland, MD 21550
  • 0 Mayhew Inn Rd Unit MDGA2012550, Oakland, MD 21550
    0 Mayhew Inn Rd Unit MDGA2012550, Oakland, MD 21550
    0 Mayhew Inn Rd Unit MDGA2012550, Oakland, MD 21550
    /7

    $169,900

    • Land
    • 42,253 Sq Ft
    • $175,155 per Acre

    0 Mayhew Inn Rd Unit MDGA2012550, Oakland, MD 21550

    Picture this: your own slice of the woods at Deep Creek Lake, with a path straight to the water. This 0.97 acre raw land parcel (Tax ID 1218071878) borders Maryland's lakefront buffer strip and puts you in one of the most desirable settings in the area, part of the Millhouse Manor subdivision, with a community lake access area at the end of Red Run Cove. This no wake cove is made for lazy days of

    Jeremy Cunningham Railey Realty, Inc.

    0 Mayhew Inn Rd Unit MDGA2012550, Oakland, MD 21550
  • 2560 Bray School Rd, Oakland, MD 21550
    2560 Bray School Rd, Oakland, MD 21550
    /2

    $249,900

    • Land
    • 7.72 Acres
    • $32,370 per Acre

    2560 Bray School Rd, Oakland, MD 21550

    Imagine waking up in your own private retreat, just a short walk from Deep Creek Lake. This 7.72-acre wooded parcel (Tax ID 1218036215) offers the rare combination of privacy, space, and lake access, all within Deep Creek Lake's most sought-after playground. Tucked into the Millhouse Manor subdivision, this property comes with access to a community lake area at the end of Red Run Cove, a peaceful

    Jeremy Cunningham Railey Realty, Inc.

    2560 Bray School Rd, Oakland, MD 21550
  • 15 Byran Dr, Oakland, MD 21550
    15 Byran Dr, Oakland, MD 21550
    15 Byran Dr, Oakland, MD 21550
    /60

    $799,900

    New Construction
    • 4 Beds
    • 4 Baths

    15 Byran Dr, Oakland, MD 21550

    Experience modern mountain living in this brand-new 2026 construction. This beautifully designed 4-bedroom, 4-bath home offers two spacious levels, quality finishes, and plenty of room for family and guests. Open layout with modern kitchen, island bar, and stone fireplace. Stamped concrete patio with covered fireplace and outdoor kitchen. Over half an acre of private wooded mountain-top space

    Jon Bell Railey Realty, Inc.

    15 Byran Dr, 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
  • 565 Glendale Rd Unit 213-A, Oakland, MD 21550
    565 Glendale Rd Unit 213-A, Oakland, MD 21550
    565 Glendale Rd Unit 213-A, Oakland, MD 21550
    /24

    $225,000

    • 1 Bed
    • 1 Bath

    565 Glendale Rd Unit 213-A, Oakland, MD 21550

    Turnkey lakeview studio at The Suites at Silver Tree! This condo has an average annual gross rental of $25,342. Enjoy beautiful views of Deep Creek Lake from your private covered balcony while owning one of the area's most desirable vacation destinations. This fully furnished studio offers an open floor plan with a king bed, sleeper sofa, cozy gas fireplace, kitchenette, dining area, and full

    Agent Photo

    Charlotte Savoy

    The KW Collective

    565 Glendale Rd Unit 213-A, Oakland, MD 21550
  • 181 Glotfelty Dr, Oakland, MD 21550
    181 Glotfelty Dr, Oakland, MD 21550
    181 Glotfelty Dr, Oakland, MD 21550
    /51

    $399,000

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

    181 Glotfelty Dr, Oakland, MD 21550

    Talk about central location! Only minutes to Deep Creek Lake, Wisp Resort and downtown Oakland! This 3 bedroom, 2 bath home sits on a nice-sized 1.29 AC partially wooded lot, at the end of a private, no thru street. Great outdoor living space as well with a covered porch, back deck and large 24x44 detached garage. Many upgrades & improvements by the current owner, to include new HVAC, all new

    Kathy Gibson Railey Realty, Inc.

    181 Glotfelty Dr, Oakland, MD 21550
  • 615 E Oak St, Oakland, MD 21550
    615 E Oak St, Oakland, MD 21550
    615 E Oak St, Oakland, MD 21550
    /60

    $365,000

    • 5 Beds
    • 3 Baths
    • 2,652 Sq Ft

    615 E Oak St, Oakland, MD 21550

    PRIME INVESTMENT OPPURTUNITY! Recently renovated (including plumbing and electric) in 2025, this triplex is a rare opportunity in the heart of downtown Oakland, MD. With three separate units, you'll have the potential for three streams of rental income from one property. Buyer could live in one unit and rent the other units out to help offset mortgage costs! Whether you're a seasoned investor or

    Lucas Muenchow Railey Realty, Inc.

    615 E Oak St, Oakland, MD 21550
  • 206 W Liberty St, Oakland, MD 21550
    206 W Liberty St, Oakland, MD 21550
    206 W Liberty St, Oakland, MD 21550
    /35

    $189,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 2,008 Sq Ft

    206 W Liberty St, Oakland, MD 21550

    Welcome to this charming 2 bedroom, 1 bath home in the heart of Oakland, offering endless potential and plenty of character. Step inside to an inviting open floor plan that creates a bright, spacious feel and allows for a comfortable flow between the living and kitchen areas. The large covered front porch provides the perfect spot to enjoy your morning coffee, relax after a long day, or take in

    Nicole Jackson Railey Realty, Inc.

    206 W Liberty St, Oakland, MD 21550
  • 40 Sunshine Ln, Oakland, MD 21550
    40 Sunshine Ln, Oakland, MD 21550
    40 Sunshine Ln, Oakland, MD 21550
    /43

    $169,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,516 Sq Ft

    40 Sunshine Ln, Oakland, MD 21550

    Enjoy the charm of country living with the convenience of being in downtown Crellin!Situated on nearly an acre, this inviting 3-bedroom, 1-bath home offers a bright, open layout filled with natural light.The main level features a spacious bedroom surrounded by windows, creating a warm and welcoming retreat. Upstairs, you'll find two additional bedrooms that can easily accommodate

    Danielle Luscombe Taylor-Made Deep Creek Real Estate, LLC

    40 Sunshine Ln, Oakland, MD 21550
  • 509 E St, Oakland, MD 21550
    509 E St, Oakland, MD 21550
    509 E St, Oakland, MD 21550
    /42

    $139,900

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    509 E St, Oakland, MD 21550

    *Back to active at no fault to the property* Charming 2-bedroom, 1-bath home in Mountain Lake Park, MD, featuring gorgeous hardwood floors throughout, a large covered front porch, and a fully fenced backyard perfect for pets, kids, or relaxing outdoors. The home is connected to public water, sewer, and natural gas for added convenience. Conveniently located just minutes from Garrett Regional

    Brent Housley Railey Realty, Inc.

    509 E St, Oakland, MD 21550
  • 0 Bear Dr E Unit MDGA2012426, Oakland, MD 21550
    0 Bear Dr E Unit MDGA2012426, Oakland, MD 21550
    0 Bear Dr E Unit MDGA2012426, Oakland, MD 21550
    /5

    $19,900

    • Land
    • 1.05 Acres
    • $18,952 per Acre

    0 Bear Dr E Unit MDGA2012426, Oakland, MD 21550

    Build your dream home, or vacation home. This development has 50 miles of private roads and trails perfect for ATV riding, UTVs, dirt bikes, hiking, hunting and outdoor recreation.

    Connie Leprevost Long & Foster Real Estate, Inc.

    0 Bear Dr E Unit MDGA2012426, Oakland, MD 21550
  • 112 E Pennington St, Oakland, MD 21550
    112 E Pennington St, Oakland, MD 21550
    112 E Pennington St, Oakland, MD 21550
    /63

    $350,000

    • 5 Beds
    • 3 Baths
    • 2,165 Sq Ft

    112 E Pennington St, Oakland, MD 21550

    Completely rebuilt and beautifully renovated 5 bedroom 3 bathroom home! Welcome to this stunning 5-bedroom, 3-bathroom home that has been completely transformed from top to bottom with exceptional craftsmanship and modern finishes. Offering the charm of a classic home with the peace of mind of virtually all-new construction, this property is truly move-in ready. Major updates include a new

    Sheila Howell Lake Homes Realty, LLC

    112 E Pennington St, Oakland, MD 21550
  • 325 Markwood Dr, Oakland, MD 21550
    325 Markwood Dr, Oakland, MD 21550
    325 Markwood Dr, Oakland, MD 21550
    /65

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 3,376 Sq Ft

    325 Markwood Dr, Oakland, MD 21550

    LAKEFRONT 4BR, 3.5BA log home with over 3300sf and 4.35 acres of privacy! Lovingly maintained property with gorgeous views of the 10 acre lake from almost every room in the house! Peaceful surroundings with towering mature trees and just enough yard space in a very laid back, rural setting near Herrington Manor and Swallow Falls state parks. If that weren't impressive enough, Meadow Lake Estates

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    325 Markwood Dr, Oakland, MD 21550
  • 187 Lower Penn Point Dr, Oakland, MD 21550
    187 Lower Penn Point Dr, Oakland, MD 21550
    187 Lower Penn Point Dr, Oakland, MD 21550
    /44

    $1,425,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,695 Sq Ft

    187 Lower Penn Point Dr, Oakland, MD 21550

    Cozy cottage with split lakefront and Type A dock located in the serene quiet Penn Point Cove. This quaint home has plenty of room for family, guests and entertaining. The covered & heated outdoor deck facing the lake is a great place for morning coffee and evening dinner. The large, bright kitchen & dining area is another great entertaining space with quartz countertops, stainless steel

    Amy Mangum Railey Realty, Inc.

    187 Lower Penn Point Dr, Oakland, MD 21550
  • 995 Betts Ln, Oakland, MD 21550
    995 Betts Ln, Oakland, MD 21550
    995 Betts Ln, Oakland, MD 21550
    /45

    $549,900

    • 4 Beds
    • 2.5 Baths
    • 2,548 Sq Ft

    995 Betts Ln, Oakland, MD 21550

    4BR 2.5BA cabin in the woods! Over 12 wooded acres of privacy and seclusion, laced with trails and surrounded by low maintenance land. Centrally located - only a few miles to Deep Creek Lake, town of Oakland or Swallow Falls State Park. Open floor plan with vaulted ceilings, a wood burning stove and high end finishes throughout. Basement is partially finished. Spacious decking and a must-have

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    995 Betts Ln, Oakland, MD 21550
  • 5 Laurel Brook Dr, Oakland, MD 21550
    5 Laurel Brook Dr, Oakland, MD 21550
    5 Laurel Brook Dr, Oakland, MD 21550
    /29

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    5 Laurel Brook Dr, Oakland, MD 21550

    Major renovations on this 2BR, 2BA Laurel brook two level townhome! Updates include new flooring, paint, fixtures, countertops, bathrooms and furnishings. One of the best dollar for dollar values still available at Deep Creek Lake and located within one mile of shopping, dining, entertainment, marinas and more! Enjoy a park-like setting with mature trees, common areas for relaxing or picnics and

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    5 Laurel Brook Dr, Oakland, MD 21550
  • 251 Robinwood Dr, Oakland, MD 21550
    251 Robinwood Dr, Oakland, MD 21550
    251 Robinwood Dr, Oakland, MD 21550
    /62

    $775,000

    • 5 Beds
    • 4.5 Baths
    • 4,284 Sq Ft

    251 Robinwood Dr, Oakland, MD 21550

    One-of-a-kind Youghiogheny riverfront estate offering 224 feet of water frontage . Soak in the sounds of the flowing waters and chirping birds, cloaked in a private canopy of mountain laurel, pine trees and mature hardwoods. 5BR 4.5 BA log masterpiece with attached 2 car garage and paved driveway. Thoughtful design and well maintained with spacious suites, floor to ceiling fireplace, log accent

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    251 Robinwood Dr, Oakland, MD 21550
  • 0 Robinwood Dr Unit 9, Oakland, MD 21550
    0 Robinwood Dr Unit 9, Oakland, MD 21550
    0 Robinwood Dr Unit 9, Oakland, MD 21550
    /6

    $175,000

    • Land
    • 3.46 Acres
    • $50,578 per Acre

    0 Robinwood Dr Unit 9, Oakland, MD 21550

    Rare riverfront building lot on the Youghiogheny river offering 175+ feet of water frontage on 3.46 acres. Soak in the sounds of the flowing waters and chirping birds, cloaked in a private canopy of mountain laurel, pine trees and mature hardwoods. Enjoy a picturesque setting in a riverfront setting with NO HOA restraints. Perc approved. While parts of this lot may be in the flood plain, the

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    0 Robinwood Dr Unit 9, Oakland, MD 21550
  • 22 Woodlands Hill Ln, Oakland, MD 21550
    22 Woodlands Hill Ln, Oakland, MD 21550
    22 Woodlands Hill Ln, Oakland, MD 21550
    /22

    $159,000

    • Land
    • 2.02 Acres
    • $78,713 per Acre

    22 Woodlands Hill Ln, Oakland, MD 21550

    2.02-acre wooded building lot in The View community at Deep Creek Lake. This beautiful parcel offers a private setting with plenty of room for your future mountain or lake area retreat. Seasonal mountain and lake views. Conveniently located off Lakeshore Drive and just minutes from Deep Creek Lake, Wisp Resort, restaurants, shopping, and other area amenities. Enjoy the perfect combination of

    Jon Bell Railey Realty, Inc.

    22 Woodlands Hill Ln, Oakland, MD 21550
  • 16 Woodlands Hill Ct, Oakland, MD 21550
    16 Woodlands Hill Ct, Oakland, MD 21550
    16 Woodlands Hill Ct, Oakland, MD 21550
    /15

    $149,000

    • Land
    • 3.29 Acres
    • $45,289 per Acre

    16 Woodlands Hill Ct, Oakland, MD 21550

    3.29-acre wooded building lot in The View community at Deep Creek Lake. This spacious parcel offers a private setting with plenty of room for your future mountain or lake area retreat. Conveniently located off Lakeshore Drive and just minutes from Deep Creek Lake, Wisp Resort, restaurants, shopping, and other area amenities. Enjoy the perfect combination of privacy and convenience in one of the

    Jon Bell Railey Realty, Inc.

    16 Woodlands Hill Ct, Oakland, MD 21550
  • 0 Robinwood Dr Unit 13, Oakland, MD 21550
    0 Robinwood Dr Unit 13, Oakland, MD 21550
    0 Robinwood Dr Unit 13, Oakland, MD 21550
    /21

    $99,000

    • Land
    • 1.84 Acres
    • $53,804 per Acre

    0 Robinwood Dr Unit 13, Oakland, MD 21550

    RARE opportunity to own a Youghiogheny river access lot! Lot 13 is a 1.84 AC building lot with seasonal & filtered views of the water. River Run is an exclusive and highly sought-after waterfront community with a common access area that feels like a private park setting. Benches & picnic tables adorn a grassy, mostly level shoreline area along the river. Lot is perc approved for a three bedroom

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    0 Robinwood Dr Unit 13, 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
  • 943 Paradise Heights, Oakland, MD 21550
    943 Paradise Heights, Oakland, MD 21550
    943 Paradise Heights, Oakland, MD 21550
    /62

    $745,000

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,200 Sq Ft

    943 Paradise Heights, Oakland, MD 21550

    Welcome to this stunning 5-bedroom, 3-bath home, completed in 2023 and designed for modern mountain living. Featuring two private ensuite bedrooms, spacious living areas, and a fresh, contemporary design, this home is ready for you to enjoy from day one. This home features a stylish modern kitchen with an open layout that is perfect for entertainment. In the winter months, cozy up by the wood

    Lucas Muenchow Railey Realty, Inc.

    943 Paradise Heights, 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

Showing Results 1 - 40, Page 1 of 4

Maryland Garrett County

Newest Listings for Sale in Oakland, MD

Frequently Asked Questions

What is the average home price in Oakland, MD?
Homes for sale in Oakland, MD have an average home price of $615,889.
How many homes have sold over the last 12 months in Oakland, MD?
140 homes have sold in Oakland, MD over the last 12 months.
What is the average household income in Oakland, MD?
The average household income in Oakland, MD is $73K.
What are the most popular zip codes in Oakland, MD?
The most popular zip codes in Oakland, MD include 21550, 26764, 21541, 21561 and 26705.
How much do you need to make to afford a house in Oakland?
The median home price in Oakland is $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $2,180 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $93K a year to afford the median home price in Oakland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Oakland is $73K.
How are the schools in Oakland, MD?
Oakland, MD has highly rated public and private schools. Some of the best schools in Oakland based on Niche Grades are Swan Meadow School, Crellin Elementary School and Southern Middle School. Browse all the schools in Oakland, MD to learn more.

Home Prices in Oakland, MD

The median home sale price in Oakland, MD is $412,500, up 2% year-over-year. Homes in Oakland sell in 96 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$412,500
Median Single Family Sale Price
$412,500
Median Townhouse Sale Price
$462,450
Median 2 Bedroom Sale Price
$294,000
Median 1 Bedroom Sale Price
$224,900
Average Price Per Sq Ft
$276
Number of Homes for Sale
56
Last 12 months Home Sales
140
Months of Supply
4.80
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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