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$139,000
3 Beds ⋅ 2 Baths
Welcome to 139 Roosevelt Avenue! Conveniently located from the Perrysville exit of I-279, this 3-bedroom, 1.5-bathroom brick home is situated on a quiet, no outlet street in Observatory Hill. The property features a living room, dining area, kitchen, two bedrooms, and a full bathroom on the main floor. The finished lower level offers the possibilities of a family room, game room, or fitness area as well as a bedroom or home office. The laundry area, partial bathroom with shower, and storage complete the lower level. Enjoy your morning coffee from the covered porch located off the kitchen or relax on the covered patio assessable from the walkout lower level. The lockable shed area provides space to store your lawn mower and gardening tools. Two off street parking spots. Detached garage located behind the home. Roof replaced in 2019.

139 Roosevelt Avenue, Observatory Hill

Listing courtesy of HOWARD HANNA REAL ESTATE SERVICES.

$56,900
1 Beds ⋅ 1 Baths
Within the City limits, but it feels like country! Very close to Riverview Park, which is a 259 acre Park owned by the City of Pittsburgh. This is an adorable house located on a street with little traffic. This house is PERFECT for the minimalist that wants HOME OWNERSHIP instead of paying rent; or maybe an investor that does want a good rental income. Newer roof, newer windows, and a high efficiency furnace. Plenty of room for a garden too! Inside, the floors are all low maintenance laminate material. Bedroom has a nice size closet. The living room is conveniently located adjacent to the kitchen and is just the right size for furniture placement. The kitchen cabinetry is adequate for the cook. The (space saver) bathroom/utility room is located in the rear of the house along with the furnace and hot water tank. There is additional storage space in the utility room as well. Cute, adorable, and quaint is the best way to describe this house.

3990 Oakdale St, Observatory Hill

Listing courtesy of ACHIEVE REALTY, INC..

$210,000
The Separate Exterior & Interior Stairways of this Building could easily allow for 3-4 MULTI-FAMILY Units or for relatively easy conversion into a nice Bed & Breakfast (B&B), with the 1st Floor Kitchen, Living Room & Full Bath, as a common area; The busy Commercial District @ Perrysville Ave, East St & Baytree St Intersection is within 200 ft, that could provide for a variety of Comm'l Uses; This Versatile 4-Level Building was renovated approx 20 Yrs ago, specifically for PA Dept of Health Designated Approval as a Personal Care Home & a new Property Owner must be vetted & approved, to Resume this type of Use; The Lower Level, with a Separate Address & Access from Baytree St, had been a beauty salon for many years & could easily be rented again, for this use, or another commercial use, that complies with the current Local Neighborhood Commercial (LNC) Zoning; There is also a 1-car garage, with access from Baytree St, where additional on-street parking is permitted, as well as along East St; Access from Baytree Street provides a Stairway, with a Separate Porch for Each of the 3 Upper Levels, whereby providing a Separate Entrance to Each of the 3 Upper Levels, that could be converted into separate apartment units; The Lower Level, with a Separate Access & Address on Baytree Street, was previously a hair salon for several years and could easily be rented for this use or another commercial use that complies with the City of Pittsburgh Local Neighborhood Commercial (LNC) Zoning;

3884 East St, Observatory Hill

Listing courtesy of REAL OF PENNSYLVANIA.

$210,000
5 Beds ⋅ 5 Baths
This Charming & Versatile 3-Lev House was renovated approx 20 Yrs ago, specifically for Personal Care, while the current owners had always occupied their separate personal space; Each of the 2 Main Levels has a nicely finished Full Bath, plus a separate restroom in the lower lev, that was previously used as a beauty salon for many years; Sellers recently had Installed a high quality Furnace & Hot Water Tank, with Power Vents; The Lower Lev, with a Separate Address & Access from Baytree St, had been a beauty salon for many years & could easily be rented again, for this use, or another comm'l use, that complies with the current LNC Zoning; There is a 1-car garage & door opener, with access from Baytree St, where additional on-street parking is also permitted, as well as parking along East St, near the Front Entrance; There is a separate exterior entrance & porch for each floor from Baytree Street; This Home is conveniently located approx 1-Mile from I-279, providing 10-minute assess to Downtown Pittsburgh; This is a very well maintained House & a must see Property to view; Current City of Pittsburgh LNC Zoning permits Residential, Multi-Family & Commercial uses @ this Property; Sellers personally occupied this Property for several years as their personal residence, along with providing Personal Care, that is regulated by the PA Dept of Welfare; The Lower Level, with a separate entrance from Baytree Street had been previously occupied as a hair salon for several years and the current LNC Zoning allows for this use or various other commercial uses within this Very Well Maintained Property; There is a 1-Car Garage with access from Baytree Street, with an automatic garage door opener; All current Kitchen appliances are included in the Sale;

3884 East St, Observatory Hill

Listing courtesy of REAL OF PENNSYLVANIA.

$210,000
This Versatile 4-Level Building was renovated approx 20-Yrs ago, for PA Dept of Health Approval as: CHAPTER 2600. PERSONAL CARE HOME, for 6-Bedroom Capacity & CHAPTER 6400: Community Homes For Individuals With Mental Disabilities Or autism; A new Property owner must be Personally vetted & approved as a personal care administrator at this Property; The Lower Lev, with a Separate Address & Access from Baytree St, had been a beauty salon, with a separate restroom, for many years & could easily be rented again, for that use, or another Commercial Use, that complies with the current LNC Zoning; The Street Level & 2nd Floor Levels have a nicely finished Full Restroom; *A High End Energy Efficient Furnace, & HW Tank, with Power Vents, were installed April 2025; There is a 1-car garage, with access from Baytree St, where addn'l on-street parking is permitted, as well as parking along East St; There is also a fairly large municipal parking lot near the Busy Intersection @ Baytree St, East St & Perrysville Ave (Rt 19) where several commercial businesses are located; This Property could be easily converted as an Air B&B, with the 1st Floor Kitchen, Living Room, Dining Room & Full Bath serving as the common areas & the 2 Upper Levels providing for Separate B&B Bedrooms, etc; The Lower Level, with a separate access & address from Baytree St, was previously a hair salon, with a restroom & could easily be rented again for this use or another commercial use; The Zoning is Local Neighborhood Commercial (LNC) and provides for a variety of Commercial and Multi-Family uses, including a B&B; There is an Exterior Stairway on Baytree St, that provides Separate Porches and Entrances into Each of the 3 Upper Levels, that would enable separate apartments, B&B access or commercial occupancy; This Convenient Location is approx 1 mile from I-279, providing approximately 10-Minute access into Downtown Pittsburgh and the very active North Shore Area;

3884 East St, Observatory Hill

Listing courtesy of REAL OF PENNSYLVANIA.

$164,900
3 Beds ⋅ 1 Baths
INVESTORS SPECIAL!!!! Welcome to 226 Bonvue Street, this 3 bedroom 1 bathroom property would be perfect for any handyman or savvy investor looking for a cost-effective property. Needing mostly cosmetic updates, this blank canvas can be transformed into a personal oasis, an income producing rental/BRRR or even a flip. With easy access to restaurants/shops/schools, the possibilities are endless for this property!!!!

226 Bonvue Street, Observatory Hill

Listing courtesy of COLDWELL BANKER REALTY.

$217,500
4 Beds ⋅ 2 Baths
Welcome to 4052 Vinceton St—a spacious Colonial style brick home in highly desirable Observatory Hill! Rich in character and timeless charm, this beautifully maintained residence showcases classic architectural details, enchanting high ceilings, oversized sun-filled rooms, and the warm, inviting feel that only a home of this era can offer. From its stately brick exterior to its generous interior layout, this home perfectly blends historic elegance with thoughtful modern updates. Inside, you’ll find four spacious bedrooms offering comfort, flexibility, and room to grow. The fourth bedroom on the third floor is currently stunningly utilized as a family room, highlighting the incredible versatility of this expansive space—perfect as a guest suite, playroom, home office, or additional lounge area. The fully updated kitchen is designed to impress with modern finishes and functionality, while two beautifully renovated full bathrooms provide both style and convenience, each featuring gorgeous ceramic tile flooring, with one full bath ideally located on the main level. A first-floor laundry area adds everyday practicality. Additional features include a large, storage-ready basement with abundant room for organization, hobbies, or future possibilities, as well as a new hot water tank installed in 2023. Step outside to enjoy the spacious backyard greenspace, complete with a newly installed privacy fence (2023), creating the perfect setting for your fur babies, gardening, summer entertaining, or peaceful evenings outdoors. Ideally situated in a prime location, this home is centrally located between Downtown Pittsburgh, the Strip District, and the North Hills suburbs—placing shopping, dining, parks, entertainment, and major routes just minutes away. This is your opportunity to own a spacious, character-filled home in one of Pittsburgh’s most sought-after neighborhoods! Welcome home!

4052 Vinceton St, Observatory Hill

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$475,000
4 Beds ⋅ 4 Baths
You will be AMAZED at the EXPANSIVENESS and BEAUTY and gracious LIVABILITY of this HISTORIC ART DECO home. The large entry hall leads through beveled door to the sophisticated living room beyond graced by an art decor fireplace to which you could add gas logs. The vast dining room is perfect for entertaining family, friends and guests. In the kitchen you will find great workspace with "new" appliances, a passway to the dining room and access to a recently installed deck wonderful for morning coffee, lunch or evening beverages. Second floor features a RESORT-STYLE SUITE with bedroom, mini coffee bar/dressing room, bath with two sinks, shower and soaking tube PLUS a sleeping porch. (Yes, I said a coffee bar and a sleeping porch.) Also on the second floor is a rain shower bath, den and second bedroom. On the third floor are two bedrooms, storage and a third bathroom. The lower level features a MEDIA ROOM, entertaining kitchen, pantry, storage and a gym and full bath. The space leads to a covered sitting area and steps away from a TWO CAR GARAGE. WOW! Easy access to downtown, stadiums, art venues, and all points NSEW. Text SUSAN to see the DELIGHTFUL DETAILS for YOURSELF! ALSO GREAT SPACE FOR MULTI-GENERATION LIVING: Rear door access to media room, complete with full bath, kitchenette, storage and ample space. Covered patio provides private outdoor space. Walkway from front street or from rear garage.

149 Marshall Ave, Observatory Hill

Listing courtesy of COLDWELL BANKER REALTY.

$20,000
2 Beds ⋅ 1 Baths
This hidden gem on Observatory Hill presents a strong investment opportunity with a private street setting. The property offers excellent potential as either a rental or a spring rehabilitation project for resale. With the right updates and improvements, investors can capitalize on added value in a neighborhood that continues to see steady demand. The private avenue provides a quieter, more desirable setting compared to Pittsburgh's busier through streets, adding appeal for future tenants or buyers. Whether you’re looking to renovate and flip or hold as a long-term rental, this property offers flexibility and upside. Ideal for investors seeking a project with solid potential in a convenient Pittsburgh location. Property exclusively offered through www.auction.com

269 Dalton Ave, Observatory Hill

Listing courtesy of YOUR TOWN REALTY LLC.

$99,900
1 Beds ⋅ 1 Baths
CUTE TWO STORY HOME WITH LOTS OF UPDATES! ENTER INTO A BRIGHT DEN THAT OPENS TO THE LIVINGROOM WHERE THERE IS A DECORATIVE STONE FIREPLACE, THE KITCHEN OFFERS NEW CABINETRY,A BRICK ACCENT WALL AND ACCESS TO A REAR DECK. THE 1ST FLOOR HAS GREY PLANK STYLE FLOORING THROUGHOUT! THE 2ND FLOOR INCLUDES NEW W/W CARPETING, LOFT/DRESSING AREA,FULL BATH AND NICELY SIZED BEDROOM! NEW ROOF IN 2020, 2 YEAR OLD FURNACE & HOT WATER TANK & A BRICK & CONCRETE DRIVEWAY THAT SHOULD BE ABLE TO ACCOMODATE 4 CAR PARKING! ALL LOCATED CONVENIENT TO DOWNTOWN,NORTH HILLS & I-279

3840 Baytree St, Observatory Hill

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$165,000
3 Beds ⋅ 2 Baths
Charming brick home in the heart of Observatory Hill offering space, character, and versatility! This well-maintained 3-bedroom, 1.5-bath home features beautiful hardwood floors, spacious living areas, and timeless original details throughout. The inviting living room includes a cozy decorative fireplace and abundant natural light, creating a warm and welcoming atmosphere. The updated kitchen offers ample cabinet and counter space with easy flow into the dining area, perfect for everyday living or entertaining. Upstairs, generously sized bedrooms provide comfort and flexibility, while the finished third floor offers additional living space ideal for a home office, guest room, playroom, or potential extra bedroom. The finished lower level adds even more usable space and includes convenient walk-up access. Enjoy central air conditioning, off-street parking, and a manageable backyard for outdoor enjoyment. Conveniently located near downtown Pittsburgh, parks, shopping, dining, and public transportation. Whether you are a first-time home buyer or an investor looking to expand your portfolio, this property offers excellent potential and value. FHA Loan is welcome, the seller is open to minor repairs.

241 Watson Blvd, Observatory Hill

Listing courtesy of COLDWELL BANKER REALTY.

$265,000
4 Beds ⋅ 3 Baths
Discover this Mid-Century Modern gem offering over 1,700 square feet of thoughtfully designed living space on a quarter-acre lot. Featuring an expansive open floor plan and timeless craftsmanship, this solid all-brick home with plaster walls includes 4 spacious bedrooms and 3 full baths, providing plenty of room for comfort and flexibility. Beautiful hardwood floors flow throughout, and the huge gameroom with fireplace is perfect for entertaining or cozy nights in. Step outside to a large patio, ideal for outdoor dining and gatherings. Additional highlights include two integral garages plus a driveway that accommodates at least four additional vehicles. A standout property with exceptional architectural character and endless potential!

3011 Perrysville, Observatory Hill

Listing courtesy of BERKSHIRE HATHAWAY THE PREFERRED REALTY.

$189,900
3 Beds ⋅ 1 Baths
Step inside this completely gutted and fully renovated 3-bedroom home where modern comfort blends with timeless charm. From the moment you enter, the open floor plan welcomes you with natural light, showcasing all-new flooring, windows, updated electric, new furnace, and hot water tank. The stunning kitchen has been completely redone with brand-new appliances, generous counter space, and stylish finishes, opening directly to a covered deck ideal for cookouts or morning coffee. The front porch offers classic curb appeal and a warm entry. Barn doors lead to the lower level, a blank canvas ready to be finished into a huge game room, home theater, or family retreat. Upstairs, you’ll find three comfortable bedrooms and a full bath that has been entirely gutted and tastefully redone with modern fixtures. Conveniently located near the 276 Highway and within walking distance to restaurants, shops, church, and more, this home offers both comfort and unmatched convenience.

3830 East Street, Observatory Hill

Listing courtesy of RE/MAX SELECT REALTY.

INFORMATION DEEMED RELIABLE, BUT NOT GUARANTEED. Listings courtesy of WEST PENN MULTILIST, INC.