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Oakland MD Real Estate

Browse the latest real estate listings in Oakland MD below. You may also be interested in viewing available real estate in other Caroline County towns.

Oakland Real Estate for Sale

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282 Longview Ln Oakland MD 21550

Oakland, MD282 Longview Ln

Price$149,900

Est. Mortgage: $/month

MLS Number MDGA2003320

  • Single Family
  • Address 282 Longview Ln
  • Subdivision George Brunson
  • Bathroom 1
  • Bedrooms 2

Don't miss the opportunity to own this charming cabin offering 2BR, 1BA. Featuring one level living, open floor plan, stone wood burning fireplace, large porch, and shed. Tucked away on a beautiful, secluded lot, yet minutes to Deep Creek Lake & Oakland, MD. Enjoy the year around views and abundant wildlife. Call today for your private showing! This won't last long.

Listed by Laura C Newhall of 1 Real Estate Source LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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36 Jeffrey Ln #6a Oakland MD 21550

MLS Number MDGA2003332

  • Condo
  • Address 36 Jeffrey Ln #6a
  • Subdivision Traders Landing
  • Bathroom 1
  • Bedrooms 2

This lovely 2 bedroom corner unit offer some great views of Deep Creek Lake! Relax on the deck porch swing and enjoy the views or sit outside around the custom outdoor firepit. Centrally located to all the Lake Area amenities and attractions!

Listed by Larry E Smith of Railey Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Hunters Ridge Dr Oakland MD 21550

Oakland, MDHunters Ridge Dr

Price$59,900

Est. Mortgage: $/month

MLS Number MDGA2003330

  • Land
  • Acreage 5.02
  • Zoning LR

Large private lot is centrally located in Garrett Co. to allow you to take advantage of all that this western MD county has to offer. You will be able to build your dream cabin in the woods and with a little clearing still have a beautiful country side view. Only a short drive to Deep Creek Lake, town of Oakland, 5 state parks, Wisp Ski Resort, White water rafting, Four 18 hole golf courses and so much more.

Listed by Dale M Carpenter of Railey Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1812 Lakeshore Dr Oakland MD 21550

Oakland, MD1812 Lakeshore Dr

Price$589,900

Est. Mortgage: $/month

MLS Number MDGA2003302

  • Single Family
  • Address 1812 Lakeshore Dr
  • Subdivision None Available
  • Bathroom 3
  • Bedrooms 5

Your 'cabin in the woods' only even better! Nestled in the woods on Lake Shore Drive, enjoy a private setting with filtered views of the water and spacious yard. Brimming with rustic charm, this home features floor to ceiling windows, allowing natural light to fill the great room with warmth. With 5 total bedrooms, 3 bathrooms, and two spacious levels of living space, enjoy the perfect amount of space inside. Outside, kick back and relax on the deck overlooking the private yard and water views. Detached two-car garage offers all the room you need for vehicles, toys, and gear! Great central location with a private feel. Call today!

Listed by Jonathan D Bell of Railey Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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114 Waterwheel Rd Oakland MD 21550

Oakland, MD114 Waterwheel Rd

Price$225,000

Est. Mortgage: $/month

MLS Number MDGA2003322

  • Single Family
  • Address 114 Waterwheel Rd
  • Subdivision Thayerville
  • Bathroom 1
  • Bedrooms 3

Charming cottage so close to Deep Creek Lake!!! Wrap-around deck is great for outdoor dining and relaxing. Perfect for your vacation home or even full-time residence. Yard has beautiful willow tree. Home has original wood flooring and lots of character. More photos coming.........

Listed by Beverly S Everett and William Robert Everett II of Taylor Made Deep Creek Vacations & Sales

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$
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$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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254 Winding Trail Ln #7b Oakland MD 21550

MLS Number MDGA2003290

  • Condo
  • LocationType Lake
  • Subdivision Timberlake Village
  • Bedrooms 5
  • Year Built 2009

Welcome to Providence! With beautiful views of the lake and trees from every level, this one of a kind condo/townhome is sure to please. Featuring and open floor plan w/5 bedrooms and 4.5 baths, hardwood on main level, gas fireplace w/stone surround in family room, main level owner's suite, 2 more master suites on the upper level w/volume ceilings, and a finished basement that includes 2 additional bedrooms and a full bath. Kitchen w/stainless appliances, granite and plenty of cabinet space. Completely outfitted top to bottom with upscale furniture, decor and flat screen TV's. 2-zone HVAC and 8 ceiling fans. Exterior has been professionally landscaped. 2 level deck, a paver patio with fire pit, AND a hot tub! All furniture & decor conveys with the exception of a handful of items. Walk to the Honi-Honi, Uno's and Garrett 8 Cinemas. A 6 minute drive to Wisp Resort. One time capital contribution of $1500 due at closing from buyer. Currently managed by Railey Vacations. Condo fee includes lawn & exterior dwelling maintenance, including the roof.

Listed by Scott A MacDonald of RE/MAX Gateway,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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185 Markwood Dr Oakland MD 21550

Oakland, MD185 Markwood Dr

Price$575,000

Est. Mortgage: $/month

MLS Number MDGA2003292

  • Single Family
  • Address 185 Markwood Dr
  • Subdivision Meadow Lake Estates
  • Bathroom 2
  • Bedrooms 4

Beautiful Mountain Home nestled in the Hills of Western Maryland! Minutes to Swallow Falls and Deep Creek Lake, this 4Bed 2Bath Mountain Lodge sits on just over 4 Acres of wooded ground, offering supreme privacy, without feeling completely off the grid. Hardwoods and rustic features throughout, with all the modern comforts of home. Open concept living area surrounds the gorgeous stacked stone wood burning fireplace, keeping you cozy in the cold winter months. Charming covered front porch and back patio add a manicured space to relax amidst the shade of mature hardwoods and fresh mountain air. Oversized two car garage to keep your tools and toys out of the elements, with double door access to the walk out basement, providing vast amounts of climate controlled storage space. Additional finished living area in the lower level makes for a perfect recreation room to accommodate you and your guests on those rainy days or evenings in. Don't miss your chance to see this Classic Four Season Mountain Retreat. Call today for your private showing!

Listed by Jonathan D Bell of Railey Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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591 Pin Oak Cir Oakland MD 21550

Oakland, MD591 Pin Oak Cir

Price$425,000

Est. Mortgage: $/month

MLS Number MDGA2003270

  • Single Family
  • Address 591 Pin Oak Cir
  • Subdivision Southern Pines
  • Bathroom 4
  • Bedrooms 4

Welcome to your new home in Southern Pines! This well-maintained home is perfect for anyone looking for a great neighborhood close to the hospital, shopping, restaurants, and downtown Oakland. You'll love the cathedral and vaulted ceilings that add to the open floor plan, as well as the many features this home has to offer, including 2 washer/dryer hookups, 2 hot water heaters, new carpet in the den, central A/C and a jacuzzi in the Master Bath. The home sound system on the main level is perfect for enjoying music with family and friends. The kitchen will blow you away! It features new quartz countertops and stainless-steel appliances including an impressive 5 burner gas stove. The half bath in the partially finished lower level can easily be converted to a full bath, it's already plumbed for a shower! Enjoy the privacy of a wooded lot from the large back deck. The attached garage is incredibly convenient. Every corner of this beautiful home will wow you! Don't miss out on this wonderful opportunity - call today for a private tour!

Listed by Beverly S Everett and William Robert Everett II of Taylor Made Deep Creek Vacations & Sales

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Yough View Drive #4 Oakland MD 21550

MLS Number MDGA2003286

  • Land
  • Subdivision Timbers On The Yough
  • Acreage 5.05
  • Junior High Southern Middle
  • Zoning R

5+ acre building lot with river access in gated Timbers on the Yough community. Lot has a small stream of its own and is close to the community waterfront common area. This community features hiking trails and is close proximity to town & state parks. Lot 4 is perc approved for a 4 bedroom home.

Listed by Jay L Ferguson of Taylor Made Deep Creek Vacations & Sales

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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139 Bray School Rd Oakland MD 21550

Oakland, MD139 Bray School Rd

Price$395,000

Est. Mortgage: $/month

MLS Number MDGA2003296

  • Single Family
  • Address 139 Bray School Rd
  • Subdivision None Available
  • Bedrooms 1
  • Bathroom 1

Presenting 139 Bray School Road, a unique property blending country-side charm and rugged, rustic cabin aesthetic in the most perfect of ways. With 10 private acres nestled in the serene backwoods of Garrett County between Deep Creek Lake and Swallow Falls State Park, this property truly is a piece of paradise. From the new front porch addition, to the hand-made quality furnishings throughout, this property is sure to impress! Many magnificent upgrades have been made including exterior hardscaping, a new metal roof and even a new well-pump/ water filtration system. A greenhouse, barn-style outbuilding, and custom hunting blind add to the list of things to love. Wether you are looking for a starter home or a weekend getaway retreat, this is sure to be the place for you. Public sewer. 3 additional sewer taps available on the property. Sold Turn-Key. Furnished to sleep 5-7 comfortably. Contact your agent today to learn more!

Listed by John P Pierce Jr. and Richard B Orr of Railey Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

100 Whitetail Court #27 Oakland MD 21550

MLS Number MDGA2003226

  • Single Family
  • LocationType Mountain
  • Subdivision Yellowstone Village
  • Bathroom 3
  • Bedrooms 3

Located in the sought after and quiet log home community of yellowstone village you will find this cozy three level home featuring three bedrooms and three baths, living room and lower level rec room with wet bar and two wood burning fireplaces. Enjoy your evenings on one of the two covered porch areas or relax with friends in the finished hot tub room while watching tv or the charm of the fireplace. Interior offers log and wood finishes. Kitchen has been updated as well. Along with the comforts of the home you will find convenience with the location. Located near deep creek lake, area state parks, restaurants, theaters, shopping, golf and the wisp resort area. Home currently is a vacation rental. Call for an appointment today.

Listed by Terry L Boggs of Railey Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

248 Markwood Dr Oakland MD 21550

Oakland, MD248 Markwood Dr

Price$999,000

Est. Mortgage: $/month

MLS Number MDGA2003256

  • Single Family
  • Address 248 Markwood Dr
  • Subdivision Meadow Lake Estates
  • Bathroom 4
  • Bedrooms 4

This is a truly remarkable property! Enjoy 14+ acres that borders state ground and overlooks a picture perfect pond. Located in the Meadow Lake Estates subdivision, this 4 bedroom home offers privacy, acreage, and endless potential. Finish out the remainder of the walkout level basement, use the oversized detached building for anything your heart desires, and enjoy quiet evenings on the covered deck overlooking the pond. Everything on the property is incredibly well maintained. Schedule your showing today & come see for yourself!

Listed by Nina A Beitzel of Railey Realty,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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974 Garrett Rd Oakland MD 21550

Oakland, MD974 Garrett Rd

Price$329,000

Est. Mortgage: $/month

MLS Number MDGA2003264

  • Single Family
  • LocationType Mountain
  • Subdivision None Available
  • Address 974 Garrett Rd
  • Bathroom 2

Country Living!! Well maintained manufactured 3 bedroom, 2 bath home, with open concept kitchen, Living Room and Dining. Beautiful mountain views from the front porch. Detached carport. Appliances include, range, dishwasher, refrigerator, washer, and dryer. Living Room features a wood burning fireplace. Back covered patio. This home sits on 7.2 acres, with an additional 34.71 acres adjacent. Complete 41.91 acres and home included in sale. 2 natural springs ,small creek on back portion of property. Hot water tank is 2 years old, furnace is 12 years old. Storage shed, on 7.2 acre parcel. Farm land included is back acreage, approximately 15 acres currently leased on a year to year lease. Current crop will be harvested by farmer.

Listed by Patricia Kay Zimmerman of Coldwell Banker Professional Real Estate Services

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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203 Roanoke Ave Oakland MD 21550

Oakland, MD203 Roanoke Ave

Price$150,000

Est. Mortgage: $/month

MLS Number MDGA2003262

  • Single Family
  • LocationType Corner Lot/Unit
  • Address 203 Roanoke Ave
  • Subdivision Loch Lynn Heights
  • Bathroom 2

This home has tons of space for the entire family and is priced to sell! It has 5 bedrooms, 2 baths, a full unfinished basement, a 2 car attached garage, and on a double corner lot. Look at this home before it sells!!

Listed by Sheila L Howell of Lake Homes Realty,LLC.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

River Rock Acres Rd Oakland MD 21550

Oakland, MDRiver Rock Acres Rd

Price$169,900

Est. Mortgage: $/month

MLS Number MDGA2003232

  • Land
  • Acreage 13.12
  • Zoning R

Opportunity abounds. Whether you want to build your dream home, vacation getaway, or just have a private piece of land to camp on, it doesnt get any better than this. Over 13 acres with 875 feet of frontage on the Youghiogheny River, with a 5 bedroom perc! Less than 2 miles into Downtown Oakland with shopping, restaurants, excellent schools, and the hospital. Make this yours before its too late!

Listed by Justin D Liller of Railey Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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366 Glendale Rd Oakland MD 21550

Oakland, MD366 Glendale Rd

Price$336,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDGA2003178

  • Single Family
  • Subdivision None Available
  • Address 366 Glendale Rd
  • Bathroom 2
  • Square Feet 1392

Phenomenal opportunity to purchase a great home with plenty of amenities and conveniences. This home is a hop and a skip from the lake, walking distance to lake access, restaurants and live music. All year round enjoyment as the home is conveniently located to Deep Creek Lake, 5 Minutes from Deep Creek Lake State Park with beach access, and a 10 minute drive from Wisp Mountain Resort for skiing and winter fun. The home features 2 levels with 3 bedrooms and two full bathrooms, Granite kitchen, ample parking, PUBLIC WATER & SEWER, NO HOA, and pride of ownership. Most furnishings included, home is turn key ready for you to start enjoying a life of leisure today.

Listed by Daniel S Whiting of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

101 Hunters Ridge Dr Oakland MD 21550

Oakland, MD101 Hunters Ridge Dr

Price$599,900

Est. Mortgage: $/month

Active With Contract

MLS Number MDGA2003208

  • Single Family
  • Address 101 Hunters Ridge Dr
  • Subdivision Moss Creek
  • Bathroom 3
  • Bedrooms 4

Custom designed home built in 2016 and located in the beautiful, convenient Moss Creek Subdivision. This home features 4 bedrooms and 3 full baths with over 3,000 square feet of living space. Moss Creek is just minutes from Deep Creek Lake, Wisp Resort, and downtown Oakland shopping. The main level offers an open living room/dining/kitchen area with large windows that let in tons of natural light. The large, covered wrap-around porch and deck offer beautiful scenery and outdoor living area and the stone wood burning fireplace in the family room is perfect for cooler weather. The fully finished lower level offers a second family room as well as 3 bedrooms, a 2nd washer/dryer, and kitchenette. The outdoor space also features a stone patio that includes a hot tub and fire pit. The attached 2 car garage provides ample storage and the property conveys with a storage shed as well. The driveway is currently awaiting fresh blacktopping which will be completed as soon as the weather allows. The adjoining lot, which includes 3.91 acres of additional land, is also available for purchase.

Listed by Justin D Liller of Railey Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

123 Mountainview Ct Oakland MD 21550

Oakland, MD123 Mountainview Ct

Price$229,900

Est. Mortgage: $/month

MLS Number MDGA2003198

  • Land
  • Acreage 1.69
  • Junior High Southern Middle
  • Zoning RES

One of the most breathtaking views of Deep Creek Lake. This 1.67 acre building lot in Mountainside offers amazing views, lake access and public sewer hook-up. The Mountainside community amenities include Marina Club, basketball and tennis courts, hiking trails and more. Build your dream home today and enjoy the beautiful views! Call today for more info.

Listed by Jonathan D Bell of Railey Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

697 Mountainview Dr Oakland MD 21550

Oakland, MD697 Mountainview Dr

Price$500,000

Est. Mortgage: $/month

MLS Number MDGA2003182

  • Single Family
  • Address 697 Mountainview Dr
  • Subdivision Mountainside
  • Bathroom 3
  • Bedrooms 3

Mountainside is one of the best Deep Creek communities to be in. With lake access at the Lakeside Clubhouse that has 2 levels for entertainment with all the comforts of home. Mountainside homes are nestled on top of the mountain giving you peace and quiet surroundings. Tennis Courts and Basketball courts with Pavilion and Picnic area are also found on top the mountain and part of the community. This home offers 3 bedrooms, one on the main level and 2 upstairs. 2.5 Baths. Spacious 1.18 acres just waiting for your bon fire. For those winter nights you may want to warm up next to the wood stove in the open living room. Take advantage of the attached two car garage and keep all toys secured. Use the Lakeside Clubhouse or check out all the other amenities and attractions Deep Creek Lake has to offer!

Listed by Dale M Carpenter of Railey Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

64 Stag Run Oakland MD 21550

Oakland, MD64 Stag Run

Price$3,900

Est. Mortgage: $/month

MLS Number MDGA2003184

  • Land
  • Acreage 0.46
  • Zoning R

This lot is for membership only. Lot will not perk. This lot is very close to the gate so your vehicle won't get very dusty also the road is almost level so your vehicle can get into the lot for excellent winter snowmobiling. Enjoy all the amenities the community has to offer, such as, hunting, fishing, 50+ miles of private roads for licenced vehicles and ATVs & snowmobiles, community building and playground. No camping allowed on property. Minutes from Swallow Fall, Herrington Manor State Park & Deep Creek Lake. Enjoy! Don't miss out, call today!

Listed by Laura C Newhall of 1 Real Estate Source LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Copyright 2022 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Chuck Mangold participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated July 2, 2022. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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