Properties

Browse or get in touch to schedule a walkthrough.

  • Nearby me
Price range

Popular features

Community features

Property features

Waterfront

View

Exterior Features

Interior Features

Style

10000 properties match your criteria

Updated 1 minute ago

E-Alert name

Pictures coming 5/1/2025 for this beautifully well maintained and updated private home backing to woods.  First showings start on 5/2/2025 .
Welcome to 4403 Winding Oak Drive, an exquisite residence nestled in the charming neighborhood of Olney, MD. This elegant home offers an expansive 3,494 square feet of living space, seamlessly blending style and comfort to provide a truly inviting environment.

Step inside and be greeted by a grand foyer that sets the stage for the home's sophisticated interior. The open-concept design ensures fluid movement throughout, enhancing the sense of space and ease. 

The home's generous lot size of 12,086 square feet offers ample outdoor space for relaxation and entertainment, making it an ideal setting for hosting gatherings or enjoying quiet moments amidst nature. The lushly landscaped grounds provide a serene backdrop, enhancing the overall tranquility of the property.

Conveniently located close to both DC, Northern VA and Baltimore, the ICC, 270, 495 and 95 while surrounded by parks and trails, this home offers you the best of both worlds!

Please note: The tax assessor states the square footage on the house is 5,018. The floor plans state closer to just under 4,000.  Sellers and Compass make no warranty as to the exact square footage of this home. Thank you
OPEN HOUSE CANCELED for 5/4/25
Whether you are entertaining guests or enjoying a peaceful evening at home, the versatile living areas cater to every lifestyle need. Discover the perfect blend of elegance and functionality at 4403 Winding Oak Drive — your new haven awaits.
#MDMC2177070

OLNEY

4403 WINDING OAK DRIVE

4 Beds

3 Baths

3,494 Sq.Ft.

$899,900

MLS#: MDMC2177070

Best and Final offers are due by Monday, May 12th, at 10:00am.  

GORGEOUS 13FT+ WIDE ROW-HOME NOW AVAILABLE ON QUIET AND SOUGHT AFTER BLOCK JUST STEPS AWAY FROM PATTERSON PARK. GLISTENING HARDWOODS CASCADE THROUGHOUT. CUSTOM CABINETRY, LARGE CHEFS KITCHEN WITH OVERSIZED ISLAND, TALL CEILINGS. FULL SIZE LAUNDRY ROOM LOCATED ON MAIN LEVEL CONVENIENTLY LOCATED NEXT TO HALF BATH. SPACIOUS 4 BEDROOMS WITH 2.5 BATHROOMS. FINISHED LOWER LEVEL WITH SECONDARY GREAT ROOM - GREAT FOR HOME OFFICE, PLAY ROOM, OR HOME GYM. TONS OF NATURAL LIGHT. EXPOSED BRICK. AMPLE STORAGE. PRIVATE REAR FENCED PATIO - GREAT FOR ENTERTAINING. CLOSE PROXIMITY TO RETAIL SHOPPING, LOCAL DINING, PATTERSON PARK, AND ALL MAJOR HIGHWAYS. SCHEDULE A PRIVATE TOUR TODAY.
#MDBA2165352

BALTIMORE

32 N KENWOOD AVENUE

4 Beds

2 Baths

2,505 Sq.Ft.

$339,900

MLS#: MDBA2165352

Charming & Updated – 1900 Trout Farm Road, Jarrettsville, MD

Welcome to 1900 Trout Farm Road, a beautifully updated 4-bedroom, 2.5-bath/ensuite home nestled in the rolling countryside of Jarrettsville. Set on a spacious and private lot, this property combines peaceful, rural living with modern upgrades and move-in-ready comfort.

Inside, you'll find a bright and inviting layout with fresh paint, new flooring.  

The spacious finished basement offers endless possibilities, whether you're dreaming of a home theater, gym, playroom, or extra living space. Upstairs, the four generously sized bedrooms provide room for everyone. For your peace of mind the Roof was just updated 

Step outside and enjoy the tranquility of your own private haven, complete with a large backyard ideal for relaxing, entertaining, or gardening. There's plenty of room to spread out — and the charm of Jarrettsville is just minutes away, with convenient access to local shops, schools, and parks.

Whether you're looking to settle down or move up, 1900 Trout Farm Road checks all the boxes — updated, spacious, and ready to welcome you home.
#MDHR2041750

JARRETTSVILLE

1900 TROUT FARM ROAD

4 Beds

2 Baths

2,716 Sq.Ft.

$599,997

MLS#: MDHR2041750

Welcome Home! This 3 bedroom 2 full bathroom house  in French's Park has been well loved and maintained.  It is conveniently located on a quiet street just minutes away from shopping, restaurants and entertainment.   Minutes from  Eastern Avenue, 695 and 95.  It's easy living with all the bedrooms and laundry  all on one level.  A large  kitchen with nearby laundry and bathroom makes cooking and laundry effortless.  Eat in the kitchen or use the separate dining room for holidays and guests.  Just outside the kitchen door is a  convenient back porch for gatherings or activities.  This lovely property has a flat rear yard, with plenty of storage, it comes with 2 sheds in good condition!   The main house is all electric heat and central A/C.  All appliances are included.  Move in ready!  Can be updated later if desired.  Roof has been replaced- age unknown.  outdoor HVAC replaced- in 2015- Indoor unit 2007.  New hot water heater 2022 - Everything is in good working order.
#MDBC2126804

BALTIMORE

1620 WILLIAMS AVENUE

3 Beds

2 Baths

1,260 Sq.Ft.

$259,900

MLS#: MDBC2126804

Welcome to 9806 Kraft Hill Rd, a stunning residence offering 5 beds and 4.5 baths with over 5,600 finished square feet of refined living space.
Step inside the grand foyer showcasing the home and flanked by formal living and dining rooms.  From there a enter into the two-story great room filled with natural light and anchored by a gas fireplace — the perfect gathering space. The expansive chef’s eat-in kitchen is a culinary dream, featuring both a peninsula and island, high-end appliances, and ample space to cook and entertain.
The main level also boasts a dedicated home office, a breakfast nook and a peaceful sunroom/meditation space for unwinding in style which gives way to a serene screened in porch addition.
Upstairs, the luxurious primary suite impresses with a private sitting room, dual walk-in closets, his and hers vanities, a water closet, a soaking tub, and an updated walk-in shower — a true spa-like retreat.  All bedrooms on this level encompass en-suite layouts.
The fully finished walk-out basement offers even more living space with a movie theater room, rec area, a full bath, and a cozy gas fireplace — ideal for entertaining or relaxing.
Outdoor living shines here: enjoy the  screened-in porch addition, expansive deck, stone patio with fire pit, and a fully fenced backyard — perfect for year-round enjoyment.
Additional features include a 2-car garage, and close proximity to Gun Powder Falls State Park trails, nature, minutes from major commuter routes but tucked away in this desirable neighborhood.  This home is a rare find blending luxury, location, space and serenity.
#MDBC2125292

PERRY HALL

9806 KRAFT HILL ROAD

5 Beds

4 Baths

5,622 Sq.Ft.

$884,900

MLS#: MDBC2125292

Nestled in the heart of Roland Park, this beautifully maintained brick colonial offers classic charm  and modern comfort. Featuring three bedrooms, one and a half  baths, this home boasts a fully renovated kitchen complete with a premium Wolf range and quartz countertops. The open-concept kitchen flows seamlessly into the dining room which leads into the spacious family room adorned with a wood burning fireplace, built-ins, and hardwood floors. Outside, you will find the picturesque backyard, featuring a covered patio, hot tub, gardens, and ample yard space perfect for entertaining or relaxing. Lastly, enjoy the convenience of a two-car garage which makes parking a breeze.
#MDBA2167000

BALTIMORE

501 WINGATE ROAD

3 Beds

1 Baths

1,669 Sq.Ft.

$549,000

MLS#: MDBA2167000

A beautiful townhouse in the sought-after community of Watkins Mill Town Center features 4 bedrooms, 3.5 baths, and attached 2-car garage. The house has 3 levels and is well-maintained, with $60K+ upgrade & option. The main level has an open floor design with a hardwood floor, high ceiling, a spacious family room, a large kitchen as well and a dining/breakfast area. Walking to the swimming pool, playgrounds, tennis court, and MARC. It is the house you must see and really has everything you need. Furniture is optional, and ready to move in.
#MDMC2174122

GAITHERSBURG

416 GRAND STREET

4 Beds

3 Baths

2,520 Sq.Ft.

$3,300

MLS#: MDMC2174122

DOWNSIZING & LOOKING FOR ONE LEVEL LIVING?  Come see this RARELY AVAILABLE - 4 bed + 3.5 FB's on Quiet Non Thru Street in Chevy Chase Section 5 --  NEWLY SANDED & Screened HARDWOOD FLOORS [ 2025], FRESH PAINT INSIDE & OUT, BRICK ON ALL 4 SIDES [ 2025], NEW ENERGY EFFICIENT VINYL WINDOWS NEW [ 2021 ], KITCHEN with White Cabinets, Granite Countertops, Stone BackSplash & Stainless Appliances, MAIN LEVEL LIVING En Suite, Access thru back door with one step up, 3 more bedrooms upstairs, and 2 Full Baths Partially finished Bright LL with 1/2 Ba and Extra Storage Space, BEAUTIFUL DECK on rear of home, leads to large Fenced in Yard, Screened in Sun room off Living Room.  Off Street Parking for multiple cars.  This house is "move in ready" or can be easily reconfigured or added on to as many have done nearby. Feeds to BCC!!
#MDMC2178542

CHEVY CHASE

2 ALDEN LANE

4 Beds

3 Baths

2,212 Sq.Ft.

$1,295,000

MLS#: MDMC2178542

Welcome to 600 South Streeper Street! Prime location in Canton, only 2 blocks from Patterson Park - Baltimore's premier green space! Gleaming hardwood floors on the upper and main floor in the living and dining room leading to fully renovated kitchen with tile floor, stone countertops and stainless steel appliances. Access the deck with built in seating from the kitchen. Upstairs there are 3 bedrooms with lots of options to suit your needs.  The 1st bedroom is spacious as a primary bedroom. The 3rd bedroom is accessed through the 2nd bedroom making it an ideal primary bedroom with adjoining den. Upper floor has a full bathroom with tub. Basement level is partially finished with plenty of storage space, full size clothes washer and dryer, space to relax and another full bathroom. Be close to everything as the property is minutes away from Canton Waterfront, Patterson Park, Fells Point and I-95.
#MDBA2165868

BALTIMORE

600 S STREEPER STREET S

3 Beds

2 Baths

1,196 Sq.Ft.

$307,000

MLS#: MDBA2165868

Gorgeous Completely Updated Colonial in sought after Cherrywood Community. Home is located on a quiet street and features 5 Bedrooms, 3 1/2 Baths, Finished Basement and Fenced Rear Yard.  Renovated Kitchen with stainless steel appliances, breakfast area with beautiful bay window opens to the large family room with wood-burning fireplace.  Large Living Room and Dining Room.  Expansive Primary Bedroom features a walk-in closet and renovated bathroom. Three additional large bedrooms with new carpeting and a renovated hall bath round out the upper level. Finished Basement with a Rec Room, a bedroom and a full bath.  Updates include: renovated kitchen, new kitchen appliances, renovated primary & hall bath, updated powder room, hardwood floors on the main level, new carpet, freshly painted, new interior french drainage system, new sump pump,  energy efficiency certification, custom main level window shades, and the list goes on.  Plus a Large Gorgeous Fenced Rear Yard with a tiered deck.....this home has it all!
#MDMC2175700

OLNEY

4009 EVANGELINE TERRACE

5 Beds

3 Baths

2,824 Sq.Ft.

$749,900

MLS#: MDMC2175700

Located in the highly desired neighborhood of South Four Corners, this charming home offers freshly painted warm neutral tones throughout. The property is adorned with a large fully fenced Euro-design cedar privacy fence, ideal for outdoor gatherings and playing games. You will also enjoy a spacious Trex deck, perfect for grilling summer BBQs.
Upon arrival, you will be greeted by beautiful bluestone stairs and hardscape with off street parking for two cars—a real luxury. Entering the home, refinished hardwood floors on the main level seamlessly flow from the living room to the dining room, offering ample space for both formal and casual occasions. The virtual staging of the Living Room does not show the true size of the space. The well-appointed kitchen is equipped with stainless steel appliances, new quartz countertops, a new sink with water filtration and plumbing, a gas range, and a quiet Bosch dishwasher.
Upstairs, you will find three bedrooms each with closets, and a full bathroom with a tub and shower and 2 cabinets. The lower level boasts a recreation room, new windows, laminate wood flooring, storage closets, and a full bathroom with a vanity, sink, and shower. Additionally, this level includes a laundry room, an updated HVAC system and hot water heater, and it  provides plenty of storage space.
Some other notable updates include: Stainless steel liner in the chimney, Gutter Helmet system, Updated ceiling fans, Trex stairs from kitchen and living room exits, Storm doors with retractable screens, Custom window and door blinds and Fiber optic internet service for reliable connectivity.
Conveniently located, the Forest Glen Metro is a short walk away, and the bus service is steps from your door. 
Outdoor enthusiasts will love the short walk (about 2 minutes) to Sligo Creek Park, featuring a new large playground, a community center, a stream perfect for the kids to wade in, and a great trail for walking dogs.

Don't miss all this property has to offer. You'll love it!!!
#MDMC2168874

SILVER SPRING

10115 TENBROOK DRIVE

3 Beds

2 Baths

1,330 Sq.Ft.

$579,900

MLS#: MDMC2168874

Truly one of Cherrywood's finest homes! The showstopping feature of this home is, without a doubt, the incredible backyard. Nothing but peace and quiet in your backyard, including a two-level deck that is perfect for relaxing, grilling, or enjoying a fire pit on those chilly evenings. Located just steps from Cherrywood Local Park, this brick colonial is pristine and will not disappoint! Featuring 3,000 square feet, 4 bedrooms, and 2.5 bathrooms, this beautiful home has been tastefully updated throughout. All that is left for you to do is move in and enjoy! The formal living and dining rooms lead to the kitchen, which is also open to the family room, making it an ideal place for entertaining. The kitchen features stainless steel appliances, updated countertops, two-tone cabinets, a farmhouse-style sink, subway tile backsplash, and recessed lighting. The family room features a fireplace, and natural light shines all around you through every turn. Upstairs features 4 spacious bedrooms and 2 fully remodeled baths, including an incredible primary suite and en-suite. Downstairs features a wonderful rec room and laundry, with walkout access. This one is going to fly, so call us today!
#MDMC2177738

OLNEY

3808 CHERRY VALLEY DRIVE

4 Beds

2 Baths

2,750 Sq.Ft.

$775,000

MLS#: MDMC2177738

Waterfront 2 level condo at Jockey's Beach Club. Enjoy water views from rear deck. Unit has never been rented by owner. Outdoor pool for those hot summer days. Easy access to beach on 123rd street. Condo includes all furnishings. Fully turn key. Unit has been a beach haven for 20 years and it can be yours next!
Boat slips are available for rent. Don't let this one get away!
#MDWO2030536

OCEAN CITY

105 123RD STREET 344B2

None Beds

None Baths

703 Sq.Ft.

$248,000

MLS#: MDWO2030536

You’ll love this bright and thoughtfully updated two-bedroom, two-full bath condominium in the desirable Winthrop House. Highlights and features include spacious living and dining rooms with lovely parquet floors, a beautifully updated kitchen with quartz countertops, tile backsplash, stainless steel appliances, open-concept shelving, additional counter space and cabinetry, a convenient pantry, and a stacked washer and dryer. The large primary suite has a beautifully renovated bathroom, walk-in shower, and an enhanced closet system.

The Winthrop House is a full-service building with an on-site manager, doorman, and 24-hour front desk personnel.  Building amenities include a beautifully appointed lobby and hallways, an outdoor pool, a fully equipped fitness room and sauna, inviting party and meeting rooms, and guest quarters for visitors. The comprehensive condominium fee covers all utilities, including water, electricity, heat, and air conditioning. The condo coveys with a separately deeded garage parking space.

Enjoy the lovely surroundings of the Tuscany Canterbury and Guilford neighborhoods -  including Sherwood Gardens! The attractions and convenience of Charles Village, Johns Hopkins University, the Baltimore Museum of Art, proximity to Penn Station and more!
#MDBA2163232

BALTIMORE

4100 N CHARLES STREET 903

2 Beds

2 Baths

1,412 Sq.Ft.

$330,000

MLS#: MDBA2163232

Come, and take a look at this Beautiful brick-front townhouse,  located in Howard Square with easy access to I 95, Route 1, 175, and Rt 100. The main level is loaded with natural light and hardwood floors. Large kitchen with serving island and breakfast bar, granite countertop, and stainless steel appliances. Low-maintenance TREX deck. Upper-level laundry room. Boosting with brand new flooring on the 3rd level, steps, and lower levels.  Security system installed, Alexa enabled, and Built-in Speakers.
#MDHW2050256

ELKRIDGE

7317 SUMMIT ROCK ROAD

4 Beds

3 Baths

1,810 Sq.Ft.

$495,000

MLS#: MDHW2050256

1 ... 179 180 181 182 183 ... 666
* Listings identified with the FMLS IDX logo come from FMLS and are held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request. © 2024. First Multiple Listing Service, Inc.
 - property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.