Skip main navigation
Active
    • $775,000

    18 Oakwood Drive, South Portland, ME 04106

    4beds
    3,931sqft
    : 
    $4,954/mo
    Get pre-qualified
    Single Family Residence
    Built in 2003
    0.44 Acres Lot
    $-- Zestimate®
    $197/sqft
    $4/mo HOA

    What's special

    Three-bay garageWell-landscaped yardWood stoveThoughtfully designedInviting detailsPartially finished basementWraparound front porch
    Spacious, thoughtfully designed, and filled with inviting details, this 4-bedroom, 3.5-bath South Portland home offers an exceptional amount of room to live, work, entertain, and unwind. A gracious foyer sets the stage for a home with both presence and warmth. The living room is a standout, featuring soaring cathedral ceilings and a fireplace, while an upstairs reading nook overlooks the space below. The updated kitchen blends style and function with an island, pantry, and wood stove, creating a comfortable gathering space with plenty of character. The first floor offers remarkable flexibility, including a dedicated office, laundry room, and bedroom with an en suite bath--an appealing option for guests or main-level living. Upstairs, the primary suite feels like a true retreat, complete with an en suite bath, walk-in closet, and private balcony for enjoying a quiet moment outdoors. A spacious media room provides another inviting place to relax, entertain, or create a space tailored to your needs. The partially finished basement adds even more versatility for recreation, hobbies, or additional living space, while the unfinished portion provides abundant storage. Outdoors, a wraparound front porch and generous back deck create a natural extension of the home and overlook the well-landscaped yard that leads to a convenient walking trail in the surrounding woods. A three-bay garage rounds out the property with excellent space for vehicles, equipment, and storage. Conveniently located near South Portland Middle School, Broadway Gardens Greenhouses, and the South Portland Golf Course, with easy access to South Portland's shopping, dining, recreation, and coastal amenities, this home pairs an expansive and adaptable layout with a location that keeps so much within easy reach.
    3 days
    |
    1,453
    |
    121
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Keller Williams Realty scottandsunny@kw.com

    Source: Maine Listings,MLS#: 1675943MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Full Bath
      • Level: First
      Primary bedroom
      • Features: Full Bath
      • Level: Second
      Bedroom 3
      • Level: Second
      Bedroom 4
      • Level: Second
      Dining room
      • Level: First
      Family room
      • Level: Second
      Kitchen
      • Level: First
      Laundry
      • Level: First
      Living room
      • Level: First
      Media room
      • Level: Basement
      Office
      • Level: First
      Heating
      • Heat Pump, Hot Water, Zoned, Wood Stove
      Cooling
      • Heat Pump
      Appliances
      • Included: Dishwasher, Dryer, Wall Oven, Other
      Features
      • 1st Floor Bedroom, 1st Floor Primary Bedroom w/Bath, Pantry, Storage, Walk-In Closet(s), Primary Bedroom w/Bath
      • Flooring: Carpet, Tile, Wood
      • Basement: Interior Entry,Walk-Out Access,Finished,Full,Unfinished
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 3,931
      • Total interior livable area: 3,931 sqft
      • Finished area above ground: 3,715
      • Finished area below ground: 216

      Property

      Parking
      • Total spaces: 3
      • Parking features: Paved, 5 - 10 Spaces, On Site, Off Street, Garage Door Opener
      • Attached garage spaces: 3
      Features
      • Levels: Multi/Split
      • Patio & porch: Deck, Porch
      • Has view: Yes
      • View description: Trees/Woods
      Lot
      • Size: 0.44 Acres
      • Features: Near Country Club, Near Golf Course, Near Shopping, Near Turnpike/Interstate, Neighborhood, Suburban, Cul-De-Sac, Level, Open Lot, Landscaped, Wooded
      Details
      • Parcel number: SPORM052L210
      • Zoning: Res A

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial,Contemporary
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame, Shingle Siding
      • Roof: Shingle
      Condition
      • Year built: 2003

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: Hill Crest Homeowner's Association
      HOA
      • Has HOA: Yes
      • HOA fee: $49 annually
      Location
      • Region: South Portland

      Financial & listing details

      • Price per square foot: $197/sqft
      • Tax assessed value: $866,500
      • Annual tax amount: $11,955
      • Date on market: 8/12/2026
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/12/2026Listed for sale$775,000+44.2%$197/sqft
        Source: Maine Listings #1675943 Report a problem
        7/24/2017Sold$537,500+1.4%$137/sqft
        Source: Maine Listings #1312365 Report a problem
        6/14/2017Listed for sale$529,999+20.2%$135/sqft
        Source: www.EntryOnly.com #1312365 Report a problem
        10/2/2015Sold$441,000-7.2%$112/sqft
        Source: Maine Listings #1214717 Report a problem
        8/24/2015Price change$475,000+3.4%$121/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        8/23/2015Price change$459,500-3.3%$117/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        8/11/2015Price change$475,000+5.7%$121/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        8/7/2015Price change$449,500-0.1%$114/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        7/27/2015Price change$449,9000%$114/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        7/20/2015Price change$450,000-3.2%$114/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        7/18/2015Price change$465,000-2.1%$118/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        7/17/2015Price change$475,000-10.4%$121/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        7/14/2015Price change$530,000+14%$135/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        6/26/2015Price change$465,000-2.1%$118/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        6/23/2015Price change$475,000+0.1%$121/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        6/20/2015Price change$474,500-0.1%$121/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        5/8/2015Price change$475,000-2.1%$121/sqft
        Source: www.EntryOnly.com #1214717 Report a problem
        5/6/2015Listed for sale$485,000$123/sqft
        Source: www.EntryOnly.com #1214717 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$11,438 +14.3%$866,500 +22.4%
        2023$10,011 +3.1%$708,000 +13.5%
        2022$9,708 +3.4%$623,900 +31.2%
        2020$9,391 +5.5%$475,500
        2019$8,897 +4.8%$475,500 +3.6%
        2018$8,492 +2.8%$459,000
        2017$8,262 -0.2%$459,000 -1.8%
        2016$8,277 +6.8%$467,600 +5%
        2015$7,748 +4.1%$445,300
        2014$7,444 +0.1%$445,300
        2013$7,437 +1.2%$445,300
        2012$7,347 +2.5%$445,300
        2011$7,169 +7%$445,300 -2.3%
        2009$6,703 -4.2%$456,000 -8.8%
        2008$6,999 +9.7%$499,900 +2.7%
        2006$6,378 $486,900
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 04106

        Getting around

        43 / 100
        Car-Dependent
        21 / 100
        Minimal Transit
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby zip codes

              Other South Portland Topics

                Search
                Updates
                Favorites
                Plan
                Inbox