Oakland Hill, MD homes for sale & real estate

18 homes

Sort:

Recommended

COMING SOON

ABOUT THIS HOME
Oakland Hill, MD Homes for Sale
* * * Coming Soon * * * Professional will be uploaded 1/7. Lovely townhome located in "The Bluffs at Deep Creek " and backs to the trees offers privacy. The bedrooms are spacious with plenty of Storage/Closet space . Large Kitchen and living room on the main level and large family room with walkout in the lower level. This home shows very nice , is priced to sell and available for fast settlement!!

$399,900

2 beds2.5 baths1,440 sq ft

570 Quaker Ridge Ct, Arnold, MD 21012

$320 HOA • Built 1994

(443) 274-1900

COMING SOON

ABOUT THIS HOME
Oakland Hill, MD Homes for Sale
Waterfront Living at Its Finest with Private Sandy Beach and Deep Multiple Slip Pier Discover the perfect blend of comfort, beauty, and the Chesapeake Bay lifestyle in this exceptional 5-bedroom, 3-bathroom waterfront home, nestled on a serene . 52-acre lot in the sought-after community of Weatherly. From your own sandy beach to a multiple slip deep-water pier with 4'+ MLW, this property offers the rare opportunity to live each day surrounded by the best of coastal Maryland. Inside, the main level welcomes you with warm hardwood floors, vaulted ceilings, and walls of windows that pull the water views into every corner of the home. The spacious living room features a striking cathedral ceili

$2,500,000

5 beds3 baths3,124 sq ft

959 Morgan Dr, Arnold, MD 21012

0.52 acre lot • Garage • Pool

(410) 263-3400

ABOUT THIS HOME
Oakland Hill, MD Homes for Sale
BEAUTIFUL COLONIAL HOME ON QUIET CUL DE SAC, SURROUNDED BY 34 LUXURY HOMES. THIS HOME HAS BEEN METICULOUSLY MAINTAINED. GOURMET KITCHEN. SUNROOM. MASTER BEDROOM WITH SPACIOUS EN SUITE BATH. OFFICE. 2 FAMILY ROOMS, 1 WITH GAS FIREPLACE. FORMAL DINING ROOM. HUGE STORAGE ROOM WITH SHELVING INCLUDED. 2 CAR GARAGE. BEAUTIFUL PATIO. ENTERTAINERS DELIGHT! "ADDITIONAL FEATURES INCLUDE AN UNFINISHED 512 SQFT, MAKING THE BASEMENT 1680 SQFT IN TOTAL. TO INCLUDE A TOILET ROUGH-IN, OFFERING POTENTIAL FOR FUTURE DEVELOPMETN TO EXPAND LIVING SPACE OR CREATE ADDITIONAL AMENITIES. " VA ASSUMABLE LOAN AT 3.85%

$1,299,999

4 beds2.5 baths4,592 sq ft

612 Samantha Ct, Annapolis, MD 21409

Unfinished basement • Gourmet kitchen • Gas fireplace

(301) 652-0643

ABOUT THIS HOME
Oakland Hill, MD Homes for Sale
Welcome to 1194 Palmwood Ct, a warm and inviting home tucked away on a peaceful cul-de-sac in the highly desired Ulmstead Gardens community. This charming property offers the perfect setting for those seeking comfort, convenience, and an incredible sense of community. With its welcoming layout, generous living areas, and a backyard that’s ideal for play, entertaining, or relaxing evenings, this home is designed for everyday living. Lower level 4th bedroom potential. Families will appreciate the top-rated Broadneck schools, nearby parks, and easy access to shopping, dining, and commuter routes. Recent improvements include: New Roof (2025), HVAC (2023), Hot Water Heater (2022), Upgraded

$399,900

3 beds2 baths1,120 sq ft

1194 Palmwood Ct, Arnold, MD 21012

$77 HOA • 2 parking spots • Built 1984

(410) 745-2596

LISTED BY REDFIN3D WALKTHROUGH

ABOUT THIS HOME
Oakland Hill, MD Homes for Sale
Beautifully maintained condo available in the desirable Fairways at Bay Hills community! This spacious 2-bedroom, 2-bathroom unit offers stunning views of the Bay Hills Golf Course and welcomes you with bright, inviting interiors as soon as you step through the door. The large family room features a cozy gas fireplace and decorative crown molding, with access to a tiled balcony that provides direct views of the golf course. Step outside to enjoy the picturesque scenery, including beautiful trees and the natural surroundings of the community. The kitchen is well-appointed with a gorgeous ceramic tile backsplash and plenty of cabinet space for storage. The primary suite includes a walk-in clo

$309,900

2 beds2 baths1,067 sq ft

636 Oakland Hills Dr Unit 2A, Arnold, MD 21012

Tiled balcony • Walk-in closet • Laundry room

Property at 1260 Masters Dr, Arnold, MD 21012, 2 beds, 3 baths

$421,000

2 beds3 baths2,018 sq ft

1260 Masters Dr, Arnold, MD 21012

(301) 970-2447

Property at 413 Colonial Ridge Ln, Arnold, MD 21012, 4 beds, 2.5 baths

$450,000

4 beds2.5 baths1,470 sq ft

413 Colonial Ridge Ln, Arnold, MD 21012

(410) 761-8575

Property at 618 Newbridge Ct Unit 3-618, Arnold, MD 21012, 2 beds, 2 baths

$290,000

2 beds2 baths794 sq ft

618 Newbridge Ct Unit 3-618, Arnold, MD 21012

(866) 987-3937

Property at 724 Darlow Dr, Annapolis, MD 21409, 2 beds, 2 baths

$600,000

2 beds2 baths1,900 sq ft

724 Darlow Dr, Annapolis, MD 21409

(410) 224-2200

Property at 1138 Ramblewood Dr, Annapolis, MD 21409, 3 beds, 2.5 baths

$675,000

3 beds2.5 baths1,925 sq ft

1138 Ramblewood Dr, Annapolis, MD 21409

(410) 224-2200

Property at 478 Bay Green Dr, Arnold, MD 21012, 4 beds, 2.5 baths

$684,900

4 beds2.5 baths2,164 sq ft

478 Bay Green Dr, Arnold, MD 21012

(410) 729-7700

Property at 1410 Greendale Ct Unit 2-1410, Arnold, MD 21012, 2 beds, 1 bath

$289,000

2 beds1 bath831 sq ft

1410 Greendale Ct Unit 2-1410, Arnold, MD 21012

(410) 266-0600

Property at 975 Phillips Dr, Arnold, MD 21012, 3 beds, 2.5 baths

$1,900,000

3 beds2.5 baths2,731 sq ft

975 Phillips Dr, Arnold, MD 21012

Property at 599 Oakland Hills Dr Unit 3A, Arnold, MD 21012, 3 beds, 2 baths

$373,900

3 beds2 baths1,770 sq ft

599 Oakland Hills Dr Unit 3A, Arnold, MD 21012

(410) 255-3690

Property at 1165 Green Holly Ct, Annapolis, MD 21409, 3 beds, 2 baths

$535,000

3 beds2 baths2,218 sq ft

1165 Green Holly Ct, Annapolis, MD 21409

(443) 274-1900

Property at 624 Southern Hills Dr Unit B-2A, Arnold, MD 21012, 2 beds, 1 bath

$299,900

2 beds1 bath943 sq ft

624 Southern Hills Dr Unit B-2A, Arnold, MD 21012

(888) 838-9044

Property at 628 Southern Hills Dr Unit B, Arnold, MD 21012, 2 beds, 2 baths

$312,900

2 beds2 baths972 sq ft

628 Southern Hills Dr Unit B, Arnold, MD 21012

(410) 255-0000

Property at 1167 Green Holly Dr, Annapolis, MD 21409

$160,000

— beds— baths— sq ft

1167 Green Holly Dr, Annapolis, MD 21409

(443) 274-1900

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

NEW CONSTRUCTION

ABOUT THIS HOME
Oakland Hill, MD Homes for Sale
Experience the best of waterfront living with this new construction on the Magothy River, set on over a half-acre with expansive, stunning views and exceptional natural beauty. Enjoy effortless access to the Chesapeake Bay and a design that celebrates relaxed coastal elegance and refined comfort. An open-concept floor plan connects the gourmet kitchen, dining, and family room—all oriented to capture the breathtaking river views. The chef-inspired kitchen features quartz countertops, a spacious island, and a walk-in pantry, creating the perfect space for entertaining. The family room centers around a beautiful fireplace, offering warmth and sophistication against a backdrop of panorami

$1,985,000

4 beds2.5 baths2,800 sq ft

920 Burnett Ave, Arnold, MD 21012

Expansive views • New construction • Gourmet kitchen

(410) 255-6650

ABOUT THIS HOME
Oakland Hill, MD Homes for Sale
Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. Home is located on a no through, dead end Cul-de-sac street minimizing traffic. The main level living room leads to an open concept kitchen, and dining area, complete with a half bath and shared laundry. Enjoy direct access to a ground-level deck, a spacious fenced yard, and a storage shed. Upstairs you’ll find the master bedroom with a walk-in closet, a second bedroom with ample storage, and a full bathroom. The home features elegant engineered wood flooring, with tile in wet areas. Enjoy recent, extensive upgrades in this home. Highlights inclu

$346,000

2 beds1.5 baths1,060 sq ft

1553 Star Pine Dr, Annapolis, MD 21409

Two-car driveway • Spacious fenced yard • Ground-level deck

(410) 267-9020

ABOUT THIS HOME
Oakland Hill, MD Homes for Sale
Discover the perfect blend of comfort and convenience in this charming single-family home, on a quiet cul-de-sac in a top-rated school district. Featuring a NEW roof, NEW flooring in the living and dining rooms, NEW carpet on the upper level, and a kitchen with NEW appliances—ready for weeknight dinners or weekend gatherings! The light-filled living spaces flow effortlessly, creating the perfect backdrop for making memories. Upstairs, cozy bedrooms offer peaceful retreats at the end of the day. Outside is a nature lovers paradise. Enjoy morning coffee or evening barbecues on the rear deck while watching the birds and the rabbits go by. The one-car garage provides storage and protectio

$579,000

4 beds2.5 baths1,824 sq ft

1256 Crowell Ct, Arnold, MD 21012

7,433 sq ft lot • Garage • Built 1987

(410) 266-9005

ABOUT THIS HOME
Oakland Hill, MD Homes for Sale
Bring your vision and create your perfect home! Conveniently located minutes from Route 50, 97 and Route 2, this is fantastic opportunity to own a home for less than rent in a highly desirable location! This spacious, rarely available end unit townhome is one of the largest 2 level homes in the neighborhood, and can easily be THE BEST home in the neighborhood! Featuring 3 bedrooms and one full bath upstairs; with an extra walk-in closet in the Primary Bedroom that could easily be converted to a primary bathroom and still have ample closet space! The main level offers a laundry area, powder room, generous sized kitchen and living room, that walks out to a large fenced-in backyard, the side i

$345,000

3 beds1.5 baths1,496 sq ft

1512 Winterberry Dr, Arnold, MD 21012

$50 HOA • Built 1984 • Listed 141 days

(443) 542-2251

Average home prices near Oakland Hill, MD

Cities

Neighborhoods

More to explore in Oakland Hill, MD

How to buy a house in Oakland Hill, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.