Luxury Homes For Sale in Southern Maine

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View luxury homes for sale in Southern Maine. Contact Home With Tom Landry at Benchmark Real Estate for expert help or to schedule a private viewing. Sign up to save your favorite Southern Maine luxury homes so you don't miss out on new properties that come to market!

Newest
New Listing
3 Bartlett Road Kittery ME 03905

$1,699,000

Kittery, ME

3 Bartlett Road

  • 3 Beds
  • 2 Baths
  • 1 Acre
  • 3,300 SqFt
  • 0 Days on Market
MLS#: 1664797
New Listing

$1,293,000

Brunswick, ME

16 Piper Farm Road

  • 5 Beds
  • 3 Baths
  • 1.9 Acre
  • 3,700 SqFt
  • 1 Day on Market
MLS#: 1653403
New Listing

$1,950,000

Wells, ME

11 Clam Lane, Unit A

  • 4 Beds
  • 4 Baths
  • 0.23 Acres
  • 2,650 SqFt
  • 1 Day on Market
MLS#: 1664772
New Listing

$1,675,000

Falmouth, ME

448 Blackstrap Road

  • 5 Beds
  • 4 Baths
  • 0.77 Acres
  • 4,096 SqFt
  • 1 Day on Market
MLS#: 1664713
Open House

$1,282,000

Casco, ME

1024 Meadow Road

NEXT OPEN HOUSE:

Sun 6/7 10:00 AM to 11:30 AM

  • 8 Beds
  • 9 Baths
  • 2.12 Acres
  • 5,540 SqFt
  • 2 Days on Market
MLS#: 1664710
Open House

$1,495,000

Brunswick, ME

37 County Crossing

NEXT OPEN HOUSE:

Sat 6/6 10:00 AM to 12:00 PM

  • 5 Beds
  • 4 Baths
  • 1.25 Acre
  • 3,736 SqFt
  • 2 Days on Market
MLS#: 1664698
Pending

$1,300,000

Portland, ME

76 Beacon Street

  • 5 Beds
  • 3 Baths
  • 0.2 Acres
  • 3,579 SqFt
  • 2 Days on Market
MLS#: 1664695
New Listing

$1,150,000

South Thomaston, ME

25 Cliff Drive

  • 3 Beds
  • 3 Baths
  • 1.7 Acre
  • 2,322 SqFt
  • 2 Days on Market
MLS#: 1664668
New Listing

$1,075,000

Woolwich, ME

124 Phipps Point Road

  • 4 Beds
  • 4 Baths
  • 2.18 Acres
  • 2,695 SqFt
  • 2 Days on Market
MLS#: 1663936
New Listing

$1,375,000

Kennebunk, ME

5 Taylor Lane

  • 4 Beds
  • 3 Baths
  • 5 Acres
  • 3,327 SqFt
  • 2 Days on Market
MLS#: 1663867
New Listing

$1,224,000

Portland, ME

52 Carleton Street

  • 4 Baths
  • 0.1 Acres
  • 4,370 SqFt
  • 3 Days on Market
MLS#: 1663612
New Listing

$2,420,000

Brooklin, ME

163 Back Road

  • 8 Beds
  • 2 Baths
  • 29.3 Acres
  • 2,910 SqFt
  • 3 Days on Market
MLS#: 1664465

Luxury homes in Southern Maine feature high-end design, quality craftsmanship, and exceptional locations from oceanfront estates to architect-designed properties in walkable neighborhoods. Many offer custom interiors, expansive views, and access to the region’s best dining, arts, and outdoor recreation. Explore listings across Greater Portland and beyond to find a home that reflects your lifestyle and vision.

Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, non commercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. ©2026 Maine Real Estate Information System, Inc. All Rights Reserved. equal opportunity housing logo   Privacy Policy

Home With Tom Landry | Benchmark Real Estate participates in ©2026 Maine Listings Internet Data Exchange program, allowing us to display other Maine IDX Participants' listings. This website does not display complete listings. Certain listings of other real estate brokerage firms have been excluded. Mortgage figures are estimates. Check with your bank or proposed mortgage company for actual interest rates. This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.