A three-bedroom house of a reported 3,460 square feet, built in 1907 on Harraseeket Road in Freeport’s South Freeport Village, sold for $2,650,000 on September 15, 2026. It led five home sales reported in the Portland, Maine metro area for the week ending September 20, a group that totaled $11.15 million.
Two of the week’s sales are in Ogunquit, with the others in Freeport, Kennebunkport and Kennebunk; none of the five is in the city of Portland. The oldest house on the list was built in 1907 and the newest was finished in 2024.
No. 1 — $2,650,000 · 21 Harraseeket Road, Freeport, Maine
The Freeport house at 21 Harraseeket Road dates to 1907 and carries a reported 3,460 square feet, with three bedrooms and four baths on the property record. Its $2,650,000 sale on September 15, 2026 was the highest reported in the metro area for the week. The property previously changed hands for $839,000 in 2011.
Detailed listing remarks were not available for the sale, so this entry reports the transaction and the property record only.
LandVest, Inc. was the listing brokerage on the transaction, which ranked No. 1 in RealtyWire’s Portland, Maine metro area Top 5 for the week ending September 20, 2026. The individual listing agent could not be verified.
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No. 2 — $2,505,000 · 149 Main Street, Kennebunkport, Maine
A renovated 1910 property in Kennebunkport’s Cape Porpoise, pairing a main house with a separate guest house, sold at 149 Main Street for $2,505,000. The sale closed September 18, 2026, and the property went under contract 20 days after the current listing date. It previously changed hands for $875,000 in 2021, and the record reports three bedrooms and a reported 3,215 square feet.
The main house holds a chef’s kitchen with a bar, a living room and a bright TV room lined with windows. The separate guest house adds a great room and library with a wood-burning fireplace, a wet bar, a screened porch and a bonus room with its own bath, and a side entrance opens onto flexible space suited to a gym, office, studio or storage. The grounds are professionally landscaped with gardens and served by a full irrigation system, a short distance from Cape Porpoise harbor, shops and restaurants.
Pack Maynard and Associates was the listing brokerage on the No. 2 reported sale in the Portland, Maine metro area for the week. RealtyWire could not verify the individual listing agent for the transaction.
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No. 3 — $2,395,000 · 303 Main Street #1, Ogunquit, Maine
New construction finished in 2024, 303 Main Street is a three-level farmhouse-style home in Ogunquit that changed hands for $2,395,000 on September 14, 2026. It has five bedrooms and a reported 3,215 square feet, and it ranked No. 3 among the week’s reported sales in the metro area.
The kitchen is built around a large quartz island with generous prep space and an open dining area, and a den sits on the second floor. Several of the five bedrooms have en-suite baths. An attached two-car garage serves the house, which is one of four units in a stand-alone condominium association. Ogunquit’s beaches, shops and restaurants are close by.
RE/MAX Realty One was the listing brokerage on the sale, which ranked No. 3 in RealtyWire’s Portland-area Top 5 for the week. The individual listing agent could not be verified.
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No. 4 — $1,900,000 · 4 Oak Street, Kennebunk, Maine
A 1930 house at 4 Oak Street in coastal Kennebunk closed on September 18, 2026 for $1,900,000. The five-bedroom home has four baths and a reported 2,928 square feet, and it previously changed hands for $890,000 in 2013.
The interior is laid out on an open plan, and two of the bedrooms are set up as private en-suites. Water views reach the third-floor primary bedroom. Mother’s Beach is a short walk from the house.
Kennebunk Beach Realty was the listing brokerage on the No. 4 reported sale of the week in the Portland, Maine metro area. The listing agent for the sale could not be verified.
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No. 5 — $1,700,000 · 52 Dunelawn Drive #15, Ogunquit, Maine
The fifth sale on the list is a townhome at 52 Dunelawn Drive, built in 1984 in Ogunquit’s gated Dunelawn community and offered fully furnished. It went under contract 11 days after the current listing date, and the sale closed September 16, 2026 at $1,700,000. The three-bedroom home carries a reported 2,295 square feet and previously changed hands for $1,095,000 in 2021.
Cathedral ceilings rise over the living room, which holds a wood-burning fireplace and opens onto a private deck. The kitchen has painted cabinetry and bar seating and runs into the dining area. The primary suite includes a custom tiled walk-in shower, a walk-in closet, motorized shades and a private fieldstone patio. Custom built-ins, renovated baths and a new central heating and cooling system complete the interior.
Dunelawn is a gated community with direct access to Ogunquit Beach, and the restaurants, bars, boutiques and Marginal Way of Ogunquit Village are a short walk away.
EXP Realty was the listing brokerage on the No. 5 reported sale in the metro area for the week. The individual listing agent could not be verified.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, September 20, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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See full market data on our Portland, Maine market page.
