Charming home of the week: along winding Oak Hill Road.

Real Estate Agent with Thompson Company, REALTORS® 240.593.2860 MD594797

I have one of the prettiest drives to the office. Along the winding road of Oak Hill is a collection of custom homes on sprawling homesites: from historic farmhouse to timeless center-hall colonials, from not-your-average rambler to 1940s bungalows, from brick Cape Cod to expansive Manor homes, from Victorian influence to American foursquare. As diverse as the architecture are the values on Oak Hill, ranging from 400K to 2 Million. 

Oak Hill Road is off Rt. 198 in the Silver Spring, Spencerville, and Burtonsville triangle. Since our office - we share a building with Oak Hill construction which specializes in site development and custom home construction - is a good ways down the road, I get to enjoy the view of vintage houses and gorgeous estates every time I go in. 

Oak Hill Road was designated a "Rustic Road" by Montgomery County. "Rustic Roads are historic and scenic roadways that reflect the agricultural character and rural origins of the county¹," which must be preserved. 

Homes on Oak Hill Road, Silver Spring, MD

This home sits off Oak Hill on a 4 acre homesite. It is a center hall colonial built in the 1970s. Its wood siding and popping front door very much reminds me of colonials in New England. 

Homes for sale Spencerville, MD

I'm in love with the wrap-around front porch of this American foursquare! It has all the classic features of a foursquare, besides the wide porch, a hip roof and classic dormers. Did you spot point look-out? 

SOLD on Oak Hill Rd, Silver Spring, MD

This is an example of one of the custom ramblers on Oak Hill. It sits back from the road on approx. 7.5 acres! We listed this beauty a few years ago. It's biggest selling feature was the massive in-law suite on the lower-level

If you are in the market for a very special home, and are looking for space, privacy and a lovely community - the kind where everyone waves to you when you drive down the street - Oak Hill and the surrounding area may just be the perfect fit. 

¹Montgomery County Planning

♥ It's always been the vintage, the old house charm and the original details that I adore the most, that draw me in, make my [REALTOR®] heart flutter, and prompt me to pause, to listen, and then to retell their stories. I specialize in finding and marketing charming homes that are unique and rich in character, or history, or both. I believe in preservation, second chances, saving the pink bathrooms, and front porch living. In this series I highlight charming homes that I am listing to find just the right buyer for or I am admiring with my special clients; or that have simply caught my eye while exploring the [historic] communities of Maryland and [far] beyond. Adore charming homes as much as I do? Then I'd love it if you'd follow me on Instagram, @onceuponahaus is where I grow my curated collection. ♥

Posted by

Andrea Bedard
Thompson Co., REALTORS®

Silver Spring, Maryland

Fluent in Real Estate and German.
Old house lover.
Accredited Buyer's Agent.
Certified International
Property Specialist.
REALTOR® on the Run.

Let's write your unique
Real Estate Story.
Happy Ending Guaranteed.

My Blog
About Me
Email Me

Call or text
(240) 593-2860



Comments (8)

Lise Howe
Keller Williams Capital Properties - Washington, DC
Assoc. Broker in DC, MD, VA and attorney in DC

how nice to see these homes with character on your drive! That colonial looks so much older! very charming 

Dec 09, 2022 08:10 AM
Roy Kelley
Retired - Gaithersburg, MD

Good Friday morning, Andrea. 

I hope you have a very productive December.

Dec 09, 2022 08:26 AM
Andrea Bedard
Thompson Company, REALTORS® 240.593.2860 - Silver Spring, MD
Fluent in Real Estate & German, M.A. ABR ASP CIPS

Architecture is so diverse on the road Lise Howe, and so are the prices! There's something for everyone - except for condos that is. The Thompson family - my local brokerage family - has called Oak Hill home for decades. The third generation purchased a home there just a few years ago! I feel like it needs to be my turn next :)

Thank you very much Roy Kelley, have a lovely weekend! 

Dec 09, 2022 09:10 AM
Will Hamm
Hamm Homes - Aurora, CO
"Where There's a Will, There's a Way!"

Hello Andrea and Happy Friday, these are great looking picture for the Oak Hill area.  Make it a Super Day!


Dec 09, 2022 09:22 AM
Ed Silva
Mapleridge Realty, CT 203-206-0754 - Waterbury, CT
Central CT Real Estate Broker Serving all equally

You are right about that colonial with it's covered wrap round porch. I do get to sell them from time to time and am always impressed with their features

Dec 09, 2022 09:48 AM
Michael Jacobs
Pasadena, CA
Los Angeles Pasadena 818.516.4393

Hello Andrea - a pleasant drive to or from one place to another can improve your day.  At least I have always found that to be true.   Seeing architectural treasures, beautiful landscaping and other things that capture the eye enhance everyday living.   

Dec 09, 2022 11:47 AM
Joan Cox
House to Home, Inc. - Denver Real Estate - 720-231-6373 - Denver, CO
Denver Real Estate - Selling One Home at a Time

Andrea, all of these homes are gorgeous, and love the wrap porch, but the last one would be my fav!  Happy Friday.

Dec 09, 2022 01:01 PM
Andrea Bedard
Thompson Company, REALTORS® 240.593.2860 - Silver Spring, MD
Fluent in Real Estate & German, M.A. ABR ASP CIPS

Thank you Will Hamm, Ed Silva, Michael Jacobs and Joan Cox for stopping by! I've been under the weather for the last few days - 'tis the season - and missed responding to your comments last Friday. It's always good to see you!

I love driving down Oak Hill Road so much, it's a very special community. It may be time I call it home, too!   

Dec 13, 2022 02:11 PM
Michael Jacobs

Andrea Bedard - it's never a good time to feel out-of-sorts but around the holidays can make already busy holidays even busier.   I hope you feel better soon.  

Dec 13, 2022 03:07 PM
Joan Cox

I had COVID a couple of weeks ago, lots of germs roaming around right now.   Hope you feel better!

Dec 13, 2022 02:25 PM