The most expensive neighborhoods in Portland, Maine

Homebuyers and sellers are navigating a slow and expensive housing market, with rising prices and stagnant demand keeping many on the sidelines. This comes amid rising economic uncertainty and growing wealth concentration. But luxury homes—multimillion-dollar estates, sleek penthouses, and one-of-a-kind custom builds—are still selling, even as most buyers pull back.

Most people can't afford high-end homes, although they're still fun to dream about. So, to highlight where luxury real estate is commanding the highest prices, Redfin analyzed the most expensive neighborhoods in the Portland, Maine metro area—and showcased a few of the area's standout listings (when possible).

Note: Redfin's analysis focused on metro areas, meaning some neighborhoods fell within smaller nearby cities. Listings and data were gathered on October 15, 2025.

#1. Loveitts Field (South Portland, ME)

Median sale price: $1,175,000 | Median days on market: 35 days

1 Channel Rd, South Portland, ME 04106
- List price: $8,000,000
- Beds: 3 | Baths: 4.5 | Square feet: 6,505
- See 1 Channel Rd, South Portland, ME 04106 on Redfin.com

2 Drew Rd, South Portland, ME 04106
- List price: $3,795,000
- Beds: 3 | Baths: 2 | Square feet: 2,148
- See 2 Drew Rd, South Portland, ME 04106 on Redfin.com

32 Ship Channel Rd, South Portland, ME 04106
- List price: $3,495,000
- Beds: 3 | Baths: 4.5 | Square feet: 4,511
- See 32 Ship Channel Rd, South Portland, ME 04106 on Redfin.com

63 Cloyster Rd, South Portland, ME 04106
- List price: $1,775,000
- Beds: 3 | Baths: 2.5 | Square feet: 2,134
- See 63 Cloyster Rd, South Portland, ME 04106 on Redfin.com

#2. Deering Highlands (Portland, ME)

Median sale price: $1,012,450 | Median days on market: 52 days

218 Bradley St, Portland, ME 04103
- List price: $699,000
- Beds: 3 | Baths: 2 | Square feet: 1,652
- See 218 Bradley St, Portland, ME 04103 on Redfin.com

235 Brighton Ave, Portland, ME 04102
- List price: $695,000
- Beds: 3 | Baths: 1.5 | Square feet: 1,739
- See 235 Brighton Ave, Portland, ME 04102 on Redfin.com

321 Stevens Ave, Portland, ME 04103
- List price: $749,000
- Beds: 4 | Baths: 3 | Square feet: 1,868
- See 321 Stevens Ave, Portland, ME 04103 on Redfin.com

#3. Cumberland (Cumberland Center, ME)

Median sale price: $929,000 | Median days on market: 25 days

21 Feldspar Ln, Cumberland Center, ME 04021
- List price: $599,900
- Beds: 3 | Baths: 2.5 | Square feet: 1,511
- See 21 Feldspar Ln, Cumberland Center, ME 04021 on Redfin.com

53 Old Colony Ln, Cumberland Center, ME 04021
- List price: $820,000
- Beds: 4 | Baths: 2.5 | Square feet: 2,312
- See 53 Old Colony Ln, Cumberland Center, ME 04021 on Redfin.com

8 Summer Way, Cumberland Center, ME 04021
- List price: $975,000
- Beds: 4 | Baths: 2.5 | Square feet: 2,297
- See 8 Summer Way, Cumberland Center, ME 04021 on Redfin.com

Tbd Coastal Pines Lot 8, Cumberland Center, ME 04021
- List price: $1,798,000
- Beds: 5 | Baths: 2.5 | Square feet: 3,112
- See Tbd Coastal Pines Lot 8, Cumberland Center, ME 04021 on Redfin.com

#4. West End (Portland, ME)

Median sale price: $923,000 | Median days on market: 30 days

179 Pine St, Portland, ME 04102
- List price: $295,000
- Beds: 1 | Baths: 1 | Square feet: 564
- See 179 Pine St, Portland, ME 04102 on Redfin.com

209 Vaughan St, Portland, ME 04102
- List price: $695,000
- Beds: 2 | Baths: 2 | Square feet: 1,278
- See 209 Vaughan St, Portland, ME 04102 on Redfin.com

26 Thomas St, Portland, ME 04102
- List price: $799,000
- Beds: 3 | Baths: 2.5 | Square feet: 1,507
- See 26 Thomas St, Portland, ME 04102 on Redfin.com

64 Pine St, Portland, ME 04102
- List price: $1,595,000
- Beds: 3 | Baths: 2.5 | Square feet: 1,531
- See 64 Pine St, Portland, ME 04102 on Redfin.com

#5. Downtown Portland (Portland, ME)

Median sale price: $899,000 | Median days on market: 38 days

15 Brown St, Portland, ME 04101
- List price: $775,000
- Beds: 2 | Baths: 2 | Square feet: 1,180
- See 15 Brown St, Portland, ME 04101 on Redfin.com

206 Chandlers Wharf, Portland, ME 04101
- List price: $995,000
- Beds: 2 | Baths: 2.5 | Square feet: 1,755
- See 206 Chandlers Wharf, Portland, ME 04101 on Redfin.com

383 Commercial St, Portland, ME 04101
- List price: $659,000
- Beds: 1 | Baths: 1 | Square feet: 777
- See 383 Commercial St, Portland, ME 04101 on Redfin.com

383 Commercial St, Portland, ME 04101
- List price: $625,000
- Beds: 1 | Baths: 1 | Square feet: 777
- See 383 Commercial St, Portland, ME 04101 on Redfin.com