JimB

First, kudos to the previous posters for their rightfully-glowing appraisals of Hillcrest. As a happy 19 year resident of two Ward 7 neighborhoods (Hillcrest for 6 years; neighboring Dupont Park for the last 13), I wanted to chime-in with some deeper context and, respectfully, some important clarifications:

CarrieB wrote: "It is a trek to get to, and nowhere near any of the action in the downtown area."
Yes, Hillcrest is further out than downtown row-house neighborhoods on the Metro line (ie: Columbia Heights, DuPont Circle, etc...). But Hillcrest should be compared to other single-family, 'suburban-esque' neighborhoods. Comparing 'apples-to-apples,' I just did Mapquest for driving-time to The Hamilton night-spot in central downtown DC from a good friend's home in Chevy Chase, NW which at 6.7 mi. is comparable to the 6.2 mi. distance from Hillcrest. Yet, it will take 42 min. to drive from Upper NW to The Hamilton, as opposed to the projected 20 min. from Hillcrest. Perhaps more telling, I mapped the drive from another friend's Crestwood home. Although it is 3 miles closer, it will still take 5 min. longer than from Hillcrest. What is often overlooked is that residents from Hillcrest (and environs) can hop on the Southeast/Southwest Expressway and be in the heart of downtown in minutes, while everyone else has to wind through all of those hip, busy neighborhoods in order to access downtown. Further, don't forget that there are now great dining options on both Capitol Hill and on the SE Waterfront, both a 5-7 min. drive away. In the other direction, National Harbor is a 15 min. sprint down 295. And with the re-development of the Skyland Town Center finally underway, convenient retail is slated to soon return to Ward 7 itself.

Both LadyGrace & CarrieB indicated that "Hillcrest" was in Anacostia:
Though even life-long residents have become accustomed to referring to everything East of the River as "Anacostia," that is incorrect. "Historic Anacostia" is the only neighborhood so-named. The other 30+ areas are individual neighborhoods, with their own unique character, history, and governance, just as is the case in the other three wards. (source: 'The Anacostia Story: 1608-1930, Smithsonian Press; First Edition ed., Jul., 1977).

davidldavis1 wrote: "In general the boundaries of the neighborhood are defined by Naylor Road S.E., Alabama Avenue S.E. and Park Drive S.E."
Well... yes, and then.... Although many recent "Wikipedia" listings have taken to further 'sub-dividing' the area using disused names of 18th century land-grants or 'developer subdivisions' from the 1930's (such as 'Good Hope', or 'Summit Park', which merged its civic association with that of Hillcrest by the early 1950's), Hillcrest-proper, by the definition of anyone living there, encompasses a significantly larger area than indicated on the map above. As evidenced by numerous photographs included above in this very webpage, Hillcrest actually extends to the South and East across Alamaba Ave to the District line (I'm certain beyond question that photos #2 & #7 are both on Austin St. SE; photo #12 is at Camden St SE - both several blocks S/W of the area highlighted on the map). Additionally, Hillcrest most definitely includes the 6x2 block area south of Alabama Ave, and east of Branch Ave SE (on the map, it's the green-space just to the left of "32nd St" is the location of "Hillcrest Recreation Center"). In fact, this latter area was the original section of the Hillcrest development, launched around 1924 (see the map in the 1928 Hillcrest newsletter posted on neighborhood website: http://www.hillcrestdc.com/pg_history1.htm ). Additionally, I see at least one photograph that actually is in the Penn Branch neighborhood, north of Pennsylvania Ave, SE, and extending west from Branch Ave., SE to 38th St/Ft. Davis Drive. In point of fact, just as many real estate agents label everything up to the Anacostia River as 'Capitol Hill', some agents do the same in this area, telling potential buyers that Hillcrest includes everything north of Pennsylvania Ave up to Fort Dupont National Park (the section just south of the Park bordering Massachusetts Ave is yet another distinct neighborhood called 'Dupont Park', where I currently reside).The real point here is that, contrary to popular belief, there are actually quite a few neighborhoods in the general 'Hillcrest' area that offer attractive, safe and affordable options for homeowners.

Sorry for the length of this post, and I offer these 'corrections' to the wonderful above endorsements of Hillcrest only to give more context. If you're looking for thrilling nightlife, a 'city' feel, and lots of restaurants, no... this area isn't for you. However, if you want a detached, single-family home at a more affordable price than upper NW DC (and don't want to live in a new pre-fab house in South Riding or something), then it is definitely worth your time to drive out Pennsylvania Ave, SE and see what you're missing!