176

Oakland, MD Homes for Sale

Section Image
  • 1764 Underwood Rd, Oakland, MD 21550
    1764 Underwood Rd, Oakland, MD 21550
    1764 Underwood Rd, Oakland, MD 21550
    /47

    $289,000

    • 4 Beds
    • 1.5 Baths
    • 2,304 Sq Ft

    1764 Underwood Rd, Oakland, MD 21550

    Experience a fresh start in this stunningly completely renovated stone-raised rancher, perfectly situated along the breathtaking Cherry Creek! Every detail of this home has been thoughtfully upgraded, blending modern convenience with the beauty of its natural surroundings. The main level features 3 spacious bedrooms, an updated full bath, and engineered hardwood flooring throughout. The brand-new

    Laura Newhall Taylor Made Deep Creek Vacations & Sales

    1764 Underwood Rd, Oakland, MD 21550
  • 3930 Mayhew Inn Rd, Oakland, MD 21550
    3930 Mayhew Inn Rd, Oakland, MD 21550
    3930 Mayhew Inn Rd, Oakland, MD 21550
    /58

    $439,900

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft

    3930 Mayhew Inn Rd, Oakland, MD 21550

    2 for 1 on 3.43 acres! Remodeled 2BR 2BA cottage with auxiliary building that has an oversized garage, multiple workshop areas and 1BR 1BA apartment on the second level. Cabin boasts high end finishes and open living space with a cozy wood burning stove. Recent upgrades include: heat pump + AC, appliances, modern kitchen, granite tops, bathrooms, some window & doors, as well as spacious decking.

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    3930 Mayhew Inn Rd, Oakland, MD 21550
  • 0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550
    0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550
    0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550
    /12

    $55,000

    • Land
    • 1.58 Acres
    • $34,810 per Acre

    0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550

    Rare opportunity! Impressive views of the Oakland golf course, pond and scenic vista! 5 lots in Country Club Acres Section 2, lots 66, 67, 68, 69 and 70, totaling 1.58+/- acres of land, all fronting on hole #13. Private driveway access already in place off Oakland Sang Run Rd. Public sewer nearby via Crosby Drive. Well water. One home can be built in total and there is flexibility on where you

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    0 Oakland Sang Run Rd Unit MDGA2009116, Oakland, MD 21550
  • 565 Glendale Rd Unit 307A, Oakland, MD 21550
    565 Glendale Rd Unit 307A, Oakland, MD 21550
    565 Glendale Rd Unit 307A, Oakland, MD 21550
    /43

    $329,900

    • 1 Bed
    • 1 Bath
    • 832 Sq Ft

    565 Glendale Rd Unit 307A, Oakland, MD 21550

    Third-level unit at Silver Tree Suites with direct lake frontage and stunning water views. One-bedroom plus loft, one bath, and a cozy fireplace create the perfect getaway. Strong rental potential, top-tier amenities, and direct access to the lake’s best restaurant. Professional on-site management handles everything, so you don’t have to. Hit the gym, unwind in the sauna, or kick back in the game

    Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 307A, Oakland, MD 21550
  • 0 Edgewater Dr Unit 4 MDGA2009106, Oakland, MD 21550
    0 Edgewater Dr Unit 4 MDGA2009106, Oakland, MD 21550
    0 Edgewater Dr Unit 4 MDGA2009106, Oakland, MD 21550
    /13

    $349,000

    • Land
    • 0.00 Acre

    0 Edgewater Dr Unit 4 MDGA2009106, Oakland, MD 21550

    Rare offering! LAKE VIEW building site with TWO BOAT SLIPS! Located off popular Lake Shore Drive in the Edgewater community, this lot features a building envelope surrounded by community green space. Deep water, somewhat flat area by the lake, feels like small little park area. Dock access is directly across the street and a short walk away away - 100 yards +/-. Paved parking area for easy

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    0 Edgewater Dr Unit 4 MDGA2009106, Oakland, MD 21550
  • Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
    /5

    $27,500

    • Land
    • 0.00 Acre

    Lot 54 Gallatin Spur Rd, Oakland, MD 21550

    Building lot located in the premier subdivision - Gallatin Woods! This beautifully wooded community is located in the heart of the Deep Creek Lake. This is a condominium ownership type in regards to the land itself, but is buildable for a single family home! There are 8 pre-approved building plans designed and engineered by Mountaineer Log Homes that range anywhere from 1571 to 3908 square feet.

    Nina Beitzel Railey Realty, Inc.

    Lot 54 Gallatin Spur Rd, Oakland, MD 21550
  • 47 Ridgewood Dr, Oakland, MD 21550
    47 Ridgewood Dr, Oakland, MD 21550
    47 Ridgewood Dr, Oakland, MD 21550
    /29

    $219,900

    • Land
    • 1.10 Acres
    • $199,909 per Acre

    47 Ridgewood Dr, Oakland, MD 21550

    Prime Lake Access Lot in Mountainside – Perfect for Your Dream Home! Nestled on a one-acre wooded lot in the sought-after Mountainside community, this homesite offers breathtaking views of Deep Creek Lake and the ideal slope for a walk-out basement. Enjoy the best of four-season living with easy access to community lake privileges, state parks, restaurants, and WISP Resort. Plus, take advantage

    Michael Fenton Railey Realty, Inc.

    47 Ridgewood Dr, Oakland, MD 21550
  • 41 Fox Den Rd, Oakland, MD 21550
    41 Fox Den Rd, Oakland, MD 21550
    41 Fox Den Rd, Oakland, MD 21550
    /25

    $239,000

    • 2 Beds
    • 1 Bath
    • 1,569 Sq Ft

    41 Fox Den Rd, Oakland, MD 21550

    Nestled in the heart of Deep Creek Lake, this charming and fully furnished cottage offers the perfect blend of relaxation and investment potential. Recently remodeled, it features a brand-new modern kitchen that seamlessly opens to the living area, refinished wood floors, and upgraded electric,. The light and airy upstairs space enhances the home's inviting atmosphere, complemented by large

    Laura Newhall Taylor Made Deep Creek Vacations & Sales

    41 Fox Den Rd, Oakland, MD 21550
  • 565 Glendale Rd Unit 124, Oakland, MD 21550
    565 Glendale Rd Unit 124, Oakland, MD 21550
    565 Glendale Rd Unit 124, Oakland, MD 21550
    /30

    $192,000

    • 1 Bed
    • 1 Bath
    • 382 Sq Ft

    565 Glendale Rd Unit 124, Oakland, MD 21550

    Public: If you are looking for an affordable way to own at Deep Creek Lake, this is it! This Silver Tree Suites unit is is main floor and beautiful. .Offering a king size bed, and a propane fireplace. The hotel offers a sitting area, sauna and workout area for your enjoyment. The Dutch's restaurant & Harbor Bar are just steps away, offering wonderful dining options while never having to leave the

    ANGELA BOSLEY Taylor Made Deep Creek Vacations & Sales

    565 Glendale Rd Unit 124, Oakland, MD 21550
  • 0 Bear Run Rd, Oakland, MD 21550
    0 Bear Run Rd, Oakland, MD 21550
    0 Bear Run Rd, Oakland, MD 21550
    /3

    $249,900

    • Land
    • 24 Acres
    • $10,412 per Acre

    0 Bear Run Rd, Oakland, MD 21550

    UNRESTRICTED RAW LAND, DIRECTLY BORDERS STATE LAND (OVER 2000 ACS - MD DEPT OF NATURAL RESOURCES), FULLY WOODED & MARKETABLE TIMBER (RECENT TIMBER EVALUATED BETWEEN $100K-120K IN 2024), TROPHY BUCK HUNTING (INCLUDES CUSTOM BUILT HUNTING BLIND), SHORT DRIVE TO DEEP CREEK LAKE, STONES THROW TO YOUGHIOGHENY RIVER, OVERLOOKS DEEP CREEK LAKE VALLEY.

    Mike Haywood The Mike Haywood Group

    0 Bear Run Rd, Oakland, MD 21550
  • 139 Overlook Ridge Dr, Oakland, MD 21550
    139 Overlook Ridge Dr, Oakland, MD 21550
    139 Overlook Ridge Dr, Oakland, MD 21550
    /73

    $899,000

    • 5 Beds
    • 4.5 Baths
    • 2,846 Sq Ft

    139 Overlook Ridge Dr, Oakland, MD 21550

    Perched atop Holiday Hill on a 1.5-acre site, you will find this contemporary home with beautiful views of Deep Creek Lake! Offering over 3,200 SF with an open floorplan and an abundance of windows, making this home feel warm and inviting while offering plenty of room to enjoy family and friends. Boasting four bedrooms, 3.5 baths, three levels of living space, hardwood flooring, two stone propane

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    139 Overlook Ridge Dr, Oakland, MD 21550
  • 127 Paradise Heights, Oakland, MD 21550
    127 Paradise Heights, Oakland, MD 21550
    127 Paradise Heights, Oakland, MD 21550
    /57

    $1,199,000

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    127 Paradise Heights, Oakland, MD 21550

    Beautifully renovated lake access log home located in the centrally located Paradise Cove community. This home offers three levels of living space, an open floorplan and three bedrooms. Recent upgrades in the past five years which include renovated kitchen, granite countertops, upgraded baths and floors, new wrap around deck, some new windows, new appliances, new roof, and new garage doors and

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    127 Paradise Heights, Oakland, MD 21550
  • Lot G Randall Way, Oakland, MD 21550
    Lot G Randall Way, Oakland, MD 21550
    Lot G Randall Way, Oakland, MD 21550
    /23

    $325,000

    • Land
    • 2.07 Acres
    • $157,005 per Acre

    Lot G Randall Way, Oakland, MD 21550

    Pergin Farm lake access lot with 2 acres and one boat slip. A private wooded setting in one of Deep Creeks most desirable, warm, and inviting locations.

    Russell Bounds Railey Realty, Inc.

    Lot G Randall Way, Oakland, MD 21550
  • 607 K St, Oakland, MD 21550
    607 K St, Oakland, MD 21550
    607 K St, Oakland, MD 21550
    /21

    $165,000

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

    607 K St, Oakland, MD 21550

    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, close to schools & Broadford Park. Sold AS IS.

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    607 K St, Oakland, MD 21550
  • 0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550
    0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550
    0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550
    /6

    $129,000

    • Land
    • 3.05 Acres
    • $42,295 per Acre

    0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550

    This is the building site you've been waiting for! Lot 28 located in a subdivision called the view, it lives up to the name and offers 3.05 Acres. Prime location for a vacation rental, second home, or primary residence with filtered lake and mountain views. Northwestern orientation offers a chance for beautiful sunset views. Call today for more information!

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    0 Lot 28 Briarwood Ln Unit MDGA2008896, Oakland, MD 21550
  • 0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550
    0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550
    0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550
    /6

    $129,000

    • Land
    • 3.10 Acres
    • $41,613 per Acre

    0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550

    This is the building site you've been waiting for! Lot 29 is located in a subdivision called the View, and it lives up to the name! Offering a generous 3.10 Acres with possible lake views this attractive location is close to lake amenities while giving a sense of privacy. Call today for more information!

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    0 Lot 29 Briarwood Ln Unit MDGA2008894, Oakland, MD 21550
  • 565 Glendale Rd Unit 312, Oakland, MD 21550
    565 Glendale Rd Unit 312, Oakland, MD 21550
    565 Glendale Rd Unit 312, Oakland, MD 21550
    /31

    $259,999

    • 1 Bed
    • 1 Bath
    • 785 Sq Ft

    565 Glendale Rd Unit 312, Oakland, MD 21550

    $7,500 closing cost incentive being offered with a full price offer!! Own your very own slice of peace and relaxation at Deep Creek Lake. The Suites at Silver Tree sits along 350 feet of private shoreline. The resort is a destination for many, and this unit (one of the top rental units in the building) produces an annual revenue of $25k+. One of only four loft units that has a private bedroom at

    Sara Wells O'Malley EXP Realty, LLC

    565 Glendale Rd Unit 312, Oakland, MD 21550
  • 130 Timberloft Cir Unit 14, Oakland, MD 21550
    130 Timberloft Cir Unit 14, Oakland, MD 21550
    130 Timberloft Cir Unit 14, Oakland, MD 21550
    /79

    $749,000

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    130 Timberloft Cir Unit 14, Oakland, MD 21550

    Centrally located in the heart of Deep Creek Lake, this beautifully maintained 3 bedroom, 3 bath home offers breathtaking lake and mountain views year round. Designed with an open floor plan, this home is perfect for entertaining. Enjoy the stunning scenery from the spacious main-level deck, or relax in the screened-in lower level porch. A cozy fireplace on both levels adds warmth and charm,

    Bill Weissgerber Railey Realty, Inc.

    130 Timberloft Cir Unit 14, Oakland, MD 21550
  • 180 Paradise Ridge Rd, Oakland, MD 21550
    180 Paradise Ridge Rd, Oakland, MD 21550
    180 Paradise Ridge Rd, Oakland, MD 21550
    /98

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    180 Paradise Ridge Rd, Oakland, MD 21550

    Discover your perfect Deep Creek Lake getaway in the desirable Ridge at Paradise Point community, where breathtaking lake views and incredible amenities await! This charming entry level vacation home offers exclusive access to one of the most stunning shared lakefront areas, featuring a level shoreline, picnic pavilion, ample parking, and easy entry for kayaks, canoes, swimming, and

    Justin Liller Railey Realty, Inc.

    180 Paradise Ridge Rd, 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
  • 12 Stool Rock Rd, Oakland, MD 21550
    12 Stool Rock Rd, Oakland, MD 21550
    12 Stool Rock Rd, Oakland, MD 21550
    /32

    $6,000

    • Land
    • 0.74 Acre
    • $8,108 per Acre

    12 Stool Rock Rd, Oakland, MD 21550

    Unbuildable membership lot in Yough Mtn Resort! Community amenities include common playground area, pavilion & community building, hunting and fishing areas as well as over 50 miles of private roads & trails for ATV riding. Call today for details!

    Michael Fenton Railey Realty, Inc.

    12 Stool Rock Rd, 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
  • 1359 Cedar Ln, Oakland, MD 21550
    1359 Cedar Ln, Oakland, MD 21550
    1359 Cedar Ln, Oakland, MD 21550
    /72

    $289,900

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

    1359 Cedar Ln, Oakland, MD 21550

    Discover a harmonious blend of comfort and adventure at this charming cabin located at 1359 Cedar Lane, Oakland, MD. Boasting approximately 1,600 sq ft of thoughtfully remodeled living space, this residence features 2 cozy bedrooms and 1.5 baths. The open-concept design showcases elegant laminated hardwood flooring throughout, complemented by a contemporary kitchen and a spacious family room that

    Chris Murphy Home Towne Real Estate

    1359 Cedar Ln, Oakland, MD 21550
  • 111 Tarn Dr, Oakland, MD 21550
    111 Tarn Dr, Oakland, MD 21550
    111 Tarn Dr, Oakland, MD 21550
    /20

    $57,900

    • Land
    • 1.00 Acre
    • $57,900 per Acre

    111 Tarn Dr, Oakland, MD 21550

    Can't find the home you're looking for? Buy land and build it your way at Deep Creek Lake! This 1 acre parcel is in the lake access community Mountainside and is centrally located to Wisp Resort, State Parks and local Restaurants. Community offers Marina Club, tennis, hiking and biking. Great vacation rental potential. Public water and sewer hook-ups are available. Enjoy what Deep Creek Lake has

    Amy Grubby AEK Real Estate, LLC

    111 Tarn Dr, Oakland, MD 21550
  • 511 Main St, Oakland, MD 21550
    511 Main St, Oakland, MD 21550
    511 Main St, Oakland, MD 21550
    /33

    $200,000

    • 5 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    511 Main St, Oakland, MD 21550

    The property offered for sale is located on the southwest corner of Maryland Highway, State Route 135 and Main Street, Deer Park. It is 2.5 acres, more or less, which is part of Parcel 0069 Map 0073, containing 32.20 acres, more or less. The remaining 30.00 acres on the northwest side of Route 135 is not included. The 2.5 acres is an estimate of area and is subject to a survey for

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    511 Main St, Oakland, MD 21550
  • 20698 Garrett Hwy, Oakland, MD 21550
    20698 Garrett Hwy, Oakland, MD 21550
    20698 Garrett Hwy, Oakland, MD 21550
    /49

    $1,299,000

    • 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 Vacations & Sales

    20698 Garrett Hwy, Oakland, MD 21550
  • 2463 Mayhew Inn Rd, Oakland, MD 21550
    2463 Mayhew Inn Rd, Oakland, MD 21550
    2463 Mayhew Inn Rd, Oakland, MD 21550
    /141

    $2,199,900

    • 6 Beds
    • 5.5 Baths
    • 5,389 Sq Ft

    2463 Mayhew Inn Rd, Oakland, MD 21550

    Iconic Lakeside Mountain Retreat at Deep Creek Lake! Recently Renovated, This 6 Bedroom 5.5 Bath Rental Goliath features a shiny new gourmet kitchen, updated bathrooms, several new mini split systems, a new hot tub, updated furnishings, a fresh coat of exterior stain, and new floors throughout. Complete facelift of the outdoor living space with sprawling new treks deck, fire pit, and concrete

    Jon Bell Railey Realty, Inc.

    2463 Mayhew Inn Rd, Oakland, MD 21550
  • 340 Grandview Dr, Oakland, MD 21550
    340 Grandview Dr, Oakland, MD 21550
    340 Grandview Dr, Oakland, MD 21550
    /25

    $980,000

    • 6 Beds
    • 4 Baths
    • 2,536 Sq Ft

    340 Grandview Dr, Oakland, MD 21550

    Major renovations on the interior have been completed. The roof, deck staining will be complete in two weeks. This home has been inspected and items addressed. Summer rentals are booking fastDramatic Price Reduction – Motivated Seller – Turnkey Vacation Rental with the most incredible views of Cherry Creek CoveDon’t miss this incredible opportunity to own a fully-furnished home in the desirable

    Michael Cumerlato Jason Mitchell Group

    340 Grandview Dr, Oakland, MD 21550
  • Lot 14 Warnick Way, Oakland, MD 21550
    Lot 14 Warnick Way, Oakland, MD 21550
    Lot 14 Warnick Way, Oakland, MD 21550
    /3

    $45,900

    • Land
    • 1.02 Acres
    • $45,000 per Acre

    Lot 14 Warnick Way, Oakland, MD 21550

    Enjoy mountain views from this 1.02-acre, mostly wooded lot! No mobile homes permitted. No HOA. Easy access off Spring Glade Rd. Ideally situated between Oakland and Deep Creek Lake. Contact me today for more info!

    Nicole Jackson Railey Realty, Inc.

    Lot 14 Warnick Way, Oakland, MD 21550
  • 400 Bear Dr E, Oakland, MD 21550
    400 Bear Dr E, Oakland, MD 21550
    400 Bear Dr E, Oakland, MD 21550
    /46

    $314,900

    • 2 Beds
    • 2 Baths
    • 560 Sq Ft

    400 Bear Dr E, Oakland, MD 21550

    Log cabin in the woods! Exceptionally maintained four season mountain cabin located in a private, quiet setting near the end of the road close to state parks, the Yough River, Deep Creek Lake, and Wisp ski resort. The home features updates inside and out including newer flooring, granite counters, updated bathrooms, metal roof, a gas fireplace unit, and stone accents! Enjoy the peace and quiet of

    Mike Kennedy Railey Realty, Inc.

    400 Bear Dr E, Oakland, MD 21550
  • 2829 Shady Dell Rd, Oakland, MD 21550
    2829 Shady Dell Rd, Oakland, MD 21550
    2829 Shady Dell Rd, Oakland, MD 21550
    /137

    $1,950,000

    • 4 Beds
    • 3.5 Baths
    • 5,576 Sq Ft

    2829 Shady Dell Rd, Oakland, MD 21550

    Experience your own slice of paradise in the highly desirable Pleasant Valley area of Garrett County. This scenic 3-bedroom log home overlooks a serene private pond, nestled on 22 breathtaking acres that blend open pasture with peaceful wooded areas, all with stunning mountain views. The property boasts a 2-car detached garage and an impressive, upscale barn with a spacious workshop, offering

    Jon Bell Railey Realty, Inc.

    2829 Shady Dell Rd, Oakland, MD 21550
  • 1 Lowes Dr, Oakland, MD 21550
    1 Lowes Dr, Oakland, MD 21550
    1 Lowes Dr, Oakland, MD 21550
    /15

    $175,000

    • Land
    • 1.60 Acres
    • $109,375 per Acre

    1 Lowes Dr, Oakland, MD 21550

    Lot #1. is 1.6 Acre Cleared Commercial Site in Lowe's Subdivision. Public Utilities and Natural gas to the site. Paved street access and High Traffic Zone. Plat available.

    Rich Orr Railey Realty, Inc.

    1 Lowes Dr, Oakland, MD 21550
  • Lot 20 Maple Del Ln, Oakland, MD 21550
    Lot 20 Maple Del Ln, Oakland, MD 21550
    Lot 20 Maple Del Ln, Oakland, MD 21550
    /5

    $67,500

    • Land
    • 1.02 Acres
    • $66,176 per Acre

    Lot 20 Maple Del Ln, Oakland, MD 21550

    Land Listing: Prime 1-Acre Lot Near Deep Creek LakeDiscover the perfect opportunity to build your dream retreat in the desirable Maple Del community.This 1-acre lot is ideally situated across the street from the stunning Deep Creek Lake, offering convenient access to outdoor activities and beautiful views.Property Features:• Location: Maple Del Community, across from Deep Creek

    Michael Cumerlato Jason Mitchell Group

    Lot 20 Maple Del Ln, Oakland, MD 21550
  • 2725 Stockslager Rd, Oakland, MD 21550
    2725 Stockslager Rd, Oakland, MD 21550
    2725 Stockslager Rd, Oakland, MD 21550
    /108

    $2,750,000

    • 5 Beds
    • 6.5 Baths
    • 5,376 Sq Ft

    2725 Stockslager Rd, Oakland, MD 21550

    Welcome to 2725 Stockslager Road, one of Deep Creek Lake's most coveted properties. This custom-built timber frame home is set against a picturesque landscape in Western Maryland, offering breathtaking nature views and embodying mountain charm and adventure. The log home showcases impeccable craftsmanship, seamlessly blending with its natural surroundings while providing unrivaled

    Shelia McCracken Taylor Made Deep Creek Vacations & Sales

    2725 Stockslager Rd, Oakland, MD 21550
  • 7 Overlook Ridge Dr, Oakland, MD 21550
    7 Overlook Ridge Dr, Oakland, MD 21550
    7 Overlook Ridge Dr, Oakland, MD 21550
    /18

    $179,900

    • Land
    • 0.13 Acre
    • $1,383,846 per Acre

    7 Overlook Ridge Dr, Oakland, MD 21550

    Enjoy the best the lake has to offer from 'Overlook Ridge'! Boasting year-round lake views, yet tucked away in a peaceful and serene community setting. Short drive to the community lake access area for swimming and fishing! Dock Slips may be leased through HOA. Utilities to site and ready to build your perfect four-season Deep Creek getaway. Located just off of Rt. 219, with easy access to all

    Jon Bell Railey Realty, Inc.

    7 Overlook Ridge Dr, Oakland, MD 21550
  • 0 N Hammond St, Oakland, MD 21550
    0 N Hammond St, Oakland, MD 21550
    0 N Hammond St, Oakland, MD 21550
    /3

    $29,900

    • Land
    • 0.54 Acre
    • $55,370 per Acre

    0 N Hammond St, Oakland, MD 21550

    If you are looking for an affordable building lot located in the beautiful town of Oakland, this is it! This .54-acre lot is just steps to downtown Oakland, and minutes to restaurants, shopping, and grocery stores. Offering public water and sewer, the possibilities are endless.

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    0 N Hammond St, Oakland, MD 21550
  • 3539 Underwood Rd, Oakland, MD 21550
    3539 Underwood Rd, Oakland, MD 21550
    3539 Underwood Rd, Oakland, MD 21550
    /73

    $350,000

    • 6 Beds
    • 4 Baths
    • 3,662 Sq Ft

    3539 Underwood Rd, Oakland, MD 21550

    Picture perfect country setting. This spacious home sits on a level lot, in a lovely private setting. You are close enough to town and amenities, but this home offers the quiet country ambiance with a yard ready for fun and games. Multiple living areas and an eat in kitchen make this a perfect family home. This property also boasts two furnaces and two hot water heaters to make everyone

    Rachel Bruch Railey Realty, Inc.

    3539 Underwood Rd, Oakland, MD 21550
  • 0 Memorial Dr Unit MDGA2007836, Oakland, MD 21550
    0 Memorial Dr Unit MDGA2007836, Oakland, MD 21550
    0 Memorial Dr Unit MDGA2007836, Oakland, MD 21550
    /26

    $699,000

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

    0 Memorial Dr Unit MDGA2007836, 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 MDGA2007836, Oakland, MD 21550
  • 522 E Green St, Oakland, MD 21550
    522 E Green St, Oakland, MD 21550
    522 E Green St, Oakland, MD 21550
    /49

    $349,000

    • 3 Beds
    • 4 Baths
    • 1,503 Sq Ft

    522 E Green St, Oakland, MD 21550

    If you are looking for a low maintenance stone home sitting on a level lot in the town of Oakland, this is it. Offering three bedrooms (two of which are masters), a wood burning stone fireplace, tongue and groove wood walls throughout, and granite countertops. The partially fenced yard, nice back patio and attached two car garage are just a few more appealing aspects of this home. If you want

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    522 E Green St, Oakland, MD 21550
  • 0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550
    /18

    $27,000

    • Land
    • 1.48 Acres
    • $18,243 per Acre

    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550

    1.48 wooded acres bordering Garrett State Forest and Herrington Manor. Perfect for all your off-grid or grand living dreams! This plat has a little bit of everything! Beginning at a flat and high clearing surveyed at 108' X 141', take in the near-panoramic views. Live every day to the fullest as you wake with the sun and join Blue Trail, located merely feet away and hike to Herrington Manor to

    Brady Harden Coldwell Banker Premier

    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550

Showing Results 121 - 160, Page 4 of 5

Maryland Oakland

Real Estate & Homes for Sale in Oakland, MD

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group