Recently Sold Oakdale Homes

This stunning shingle-style Queen Anne Victorian, built over 125 years ago in what was once Fessenden Park - a historic suburb and trolley stop from downtown Portland - has been beautifully modernized while preserving its timeless charm.A gracious front porch welcomes you with glimpses of the setting sun and invites you to relax and enjoy the quiet, one-way, tree-lined street lined with

Tom Landry Benchmark Real Estate

Welcome to Back Cove. This peaceful, tree-lined enclave offers the rare combination of tranquility and convenience. You're just steps from Baxter Boulevard and an easy walk to local favorites like Rose Foods, The Proper Cup, Woodford F&B, Bird & Co., Big Sky Baking, The Great Lost Bear, Back Cove Books and many more. Want more? You're also a short walk to downtown and Deering Oaks Park, with its

Tom Landry Benchmark Real Estate

2 Unit in highly desirable neighborhood close to USM and Law School with solid rental history. First Floor Unit has 4 Bedrooms, 2 Bathrooms. Lease up in June; goes month-to-month after that. Second Floor Unit has 4 Bedrooms, 2 Bathrooms. Leased until May 2025. Four spots of off-street parking and a backyard. Hardwood floors, high ceilings and lots of character. Tenants pay their own heat and

Kate Scamman EXP Realty

This Oakdale 2-unit has historic charm and potential for modern updates plus a nice backyard area, paved driveway and two-bay garage. Hardwood floors, original woodwork and vintage touches are found throughout the units which include a one bedroom on the first floor and two bedrooms on the second floor. A usable and accessible basement expands the space and liveability of the building. A short

Brit Vitalius Vitalius Real Estate Group, LLC

Renovated 2 family property. Both units are currently vacant (rent amounts are estimated). Refinished Hardwood Floors through out each unit. High ceilings and historic details with built ins. Updated Kitchens with new cabinets, granite countertops and stainless steel appliances, Each unit has a fireplace, 3 bedrooms, and an office/den which could be used as a 4th bedroom. Large 1st Floor has 2

Sheldon Ashby Ashby Real Estate

Live, Rent, or Renovate - Flexible Portland Duplex Opportunity!Set in one of Portland's most desirable and established neighborhoods, this 2-unit property offers the perfect blend of location and potential.Whether you're an investor looking for a solid income-producing property, a buyer aiming to live in one unit and rent the other, or someone ready to renovate and build equity, this duplex

Scott Townsend Keller Williams Realty

Well maintained home in the heart of the Oakdale neighborhood. Recent updates include refinished floors, boiler, roof and paint through out.

Allessandra Malone Waypoint Brokers Collective

Featured in Downeast Magazine, this 1958 home is a perfect blend of mid-century style and modern updates. This inviting residence features three spacious bedrooms, each filled with natural light and adorned with numerous built-ins that add both character and functionality.The primary bedroom boasts an updated full bath. Enjoy a kitchen with an eat in dining room. Gather around the cozy fireplace

Brittney Barr Landing Real Estate

Welcome to 98 Dartmouth Street. Experience the perfect blend of historical charm and modern elegance in this meticulously maintained and remodeled two family. Each unit boasts two bedrooms, one bath with beautiful hardwood floors throughout. New custom kitchens with granite and quartz counter tops. A bright and airy sunroom looking over the backyard compliments each unit. Enjoy your morning

Jenna Segal The Atlantic Real Estate Network

Built in 1907, the Nathan Clifford Condominium was originally an elementary school designed by the renowned architect John Calvin Stevens. This expansive 2-bedroom, 1.5-bath ground-level unit boasts extra tall ceilings and art deco charm throughout, making it the perfect spot to experience all that Portland has to offer. The unit beautifully blends historic details with modern style, featuring an

Mandy Wheeler U&R Real Estate

This 3BR/1BA gem, nestled in the desirable Oakdale neighborhood, sparkles with vintage elegance! You enter through a lovely 3-season sunporch with handblown glass windows, to the main entrance that has a beautiful wood banister leading to the second floor, a lovely chandelier and French doors leading to the main living area. The first floor, which has a circular floorplan, has recently

The Marc Gup Keller Williams Realty

This elegant 1920s Colonial home boasts 5 bedrooms and 3 bathrooms, blending classic charm with modern comfort. A grand square staircase greets you upon entry, while the spacious sunken living room features a cozy fireplace, perfect for relaxing or entertaining. The sunroom offers panoramic views of Baxter Boulevard and the Portland city skyline, filling the space with natural light. A formal

Matt Boulerice New England Realty Group LLC

11 Chamberlain Avenue offers the perfect balance of timeless character and thoughtful updates in Portland's Oakdale neighborhood. This 3-bedroom, 1.5-bathroom home sits just at the edge of the peninsula, giving you easy access to the city while keeping the charm of a quiet residential street.Inside, you'll find original hardwood floors and a classic trim work that blends seamlessly with

Lauren Jones F.O. Bailey Real Estate

Completely transformed, this stunning Four Square Colonial in Portland's sought-after Oakdale neighborhood is a rare find. Every inch of this home has been thoughtfully renovated, offering a perfect blend of 1920s character and modern luxury. The home features three generous bedrooms and two brand new bathrooms. The show-stopping kitchen has been entirely reimagined with sleek white cabinetry,

Sophia Rosen Sierra Boler Portside Real Estate Group

Welcome to this stunning home that perfectly blends classic charm with modern updates. As you step through the welcoming foyer, you'll be greeted by soaring high ceilings that exude elegance, creating an inviting atmosphere throughout as you wander through the first floor consisting of a living room, dining room, kitchen, and half bathroom. Heading up the stairs you will find four bedrooms and a

Katherine Rawls Portland's Choice Realty, LLC

Come enjoy this 1890s built New England style home located in the heart of Portland's Oakdale neighborhood. Walk to Portland's Back Cove, the USM campus as well as a number of great local restaurants or bars. This home offers hardwood floors & high ceilings, wonderful natural light, period charm & detail and spacious living throughout. Spread out over three levels of living, the first floor

Peter Molloy Town & Shore Real Estate

Open House: 9/28 10:00-12:00 PM5 Chamberlain Avenue is a beautifully renovated 3-bedroom, 1.5-bathroom home located in the Oakdale neighborhood. At the neck of Portland's peninsula, this prime location provides instant access to city amenities while maintaining a peaceful residential setting.The renovation focuses on preserving the home's original charm while adding modern

Lauren Jones F.O. Bailey Real Estate

Nestled in the heart of the desirable Oakdale neighborhood, this charming ranch-style home with its distinctive red metal roof offers both comfort and convenience. The home features two bedrooms on the main floor, with first-floor laundry providing the perfect setup for single-level living. The fully finished basement presents two additional potential bedrooms, complete with egress windows,

Bill Corrigall North Point Realty LLC

Welcome to 1 Ricker Park, where convenience and comfort harmonize with old-world charm and seasonal views of Portland's Back Cove. This two-bedroom condo boasts beautiful hardwood floors, original features, and lofty ceilings. Step inside to discover a spacious living room with a functional wood fireplace, leading to a sizable dining area adjacent to the updated galley kitchen. In the basement,

Erin Oldham Portside Real Estate Group

Two houses on one intown lot! Classic older home with two units in main building as well as a short term rental room. Beautiful features include some original wallpaper in the entry and media room! Flex space with all these rooms, front porch and so much parking in the rear.**Second single family house is used as a short term rental for excellent income!Showings are blocked off so get

Susan Russell Portside Real Estate Group

This beautiful example of early 20th century architecture has been in the same family since 1963. Much of the heavy lifting has been done on improvements. The boiler is just over a year old, roof has been replaced in past 5-6 years, and windows are high quality Anderson dating back 7-10 years. Finishing touches are all that are needed to make this special home your own. The central

Kevin Coyne Coldwell Banker Realty

Baxter Boulevard is a coveted Portland address and now being offered here is this wonderful colonial home within walking distance to many shopping destinations and a short stroll to downtown Portland! With beautiful views of Back Cove including wonderful sunrises, this right-sized home has it all. Walk into its grand entry, go right and enter into the front-to-back living room with fireplace. To

Edmund Gardner III Gardner Real Estate Group

Charming Oakdale Colonial on a dead-end street! This home has been in the same family since 1975! Located just 4 minutes to Downtown Portland, on a tree-lined dead end street. Don't let the creative interior colors distract your eyes away from the high ceilings, period details like solid doors with center knobs, crown molding, and built-ins. The circular flow brings you to each distinct room

Sarah Delisl Courtney Sweeton Portside Real Estate Group

Enjoy panoramic water views and abundant natural light in this spacious condominium overlooking Baxter Boulevard and picturesque Back Cove, nestled in Ricker Park, Portland, Maine. This inviting unit boasts 3 bedrooms plus a versatile extra room ideal for guests, a den, or a home office, complemented by 2 full baths, gleaming hardwood floors, and a cozy wood-burning fireplace. Ample closet space

Catherine Nekoie Gardner Real Estate Group

36 Roberts St. is located in a great location close to USM, Maine Medical, grocery stores and the Portland Seadogs. It offers walkable neighborhood and easy access to I 295. All the rooms have high ceilings and level hardwood floors. There is a large unfinished attic space with the potential to be built out. Maybe 3 floors? or 3 units? Bring your imagination. There is a lot in the back that

Peter Malia Maine Real Estate Experts

2BR 1BA ranch in convenient location to downtown Portland, shopping, Amtrak and turnpike. Just around the corner from the Portland Seadogs. This adorable ranch will need some TLC, but is priced for you to be able to build some sweat equity! Come check out this property and bring your creativity!

Kevin Coyne Coldwell Banker Realty

Welcome to the Nathan Clifford building, the jewel of Portland's Oakdale neighborhood. On the National Registry of Historic Places, this stately, 44,000 sq ft John Calvin Stevens-designed schoolhouse was thoughtfully reimagined as 22 beautiful condominiums. The original Classical Revival charm remains with huge windows, wide hallways, high ceilings and grand staircases. Inhabitants enjoy a fully

Ryan FitzGerald Legacy Properties Sotheby's International Realty

Robert Baldacci F.O. Bailey Real Estate

Robert Baldacci F.O. Bailey Real Estate

Robert Baldacci F.O. Bailey Real Estate

Robert Baldacci F.O. Bailey Real Estate