Tim Flaherty

Westbrook ME

The Flaherty Group

52 Closed Sales

$20.4M Total Value

$205K - $850K Price Range

$392.5K Average Price

Prior 5 years

About Tim

Flaherty is the designated broker of The Flaherty Group, and an active listing and buyer agent.

Over the years, Tim has earned a loyal following for both his integrity and his deep knowledge of home construction and land use. In addition to listing and selling residential property, Tim has developed several neighborhoods in the greater Portland area, including Brydon Farm and Wildwood in Westbrook, Olde Birch Lane in Portland, Stonebrooke in Scarborough, and Bowdoin Drive in Falmouth. He also offers consulting services for outside developers.

Tim graduated from Portland High School in 1974 and studied real estate at the University of Southern Maine.

Home Types: House, Condo, Lot/Land, Commercial, MultiFamily, Townhouse

Years of Experience: 30

Education: University of Southern Maine

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	5
Total Value	$1,982,000
Average Sale Price	$396,400
Price Range	$210K - $625K

Buyer Deals
Total Deals	4
Total Value	$1,747,000
Average Sale Price	$436,750
Price Range	$336K - $625K

Seller Deals
Total Deals	9
Total Value	$3,975,500
Average Sale Price	$441,722
Price Range	$210K - $650K

Buyer Deals
Total Deals	5
Total Value	$2,142,000
Average Sale Price	$428,400
Price Range	$336K - $625K

Seller Deals
Total Deals	39
Total Value	$14,337,500
Average Sale Price	$367,628
Price Range	$33K - $850K

Buyer Deals
Total Deals	13
Total Value	$6,070,500
Average Sale Price	$466,962
Price Range	$170K - $685K

5 Year View

Neighborhoods Tim is Experienced In

Tim's Active Listings

$1,499,000
- 3 Beds
- 1.5 Baths
- 1,294 Sq Ft
40 Dyer Rd

Raymond, ME
Some properties you tour, this one you feel. Tucked into 215 acres of genuine countryside - not manicured, not curated, just real land - this log home has the kind of character you can't manufacture. Hand-hewn walls, hardwood floors worn to a beautiful patina, and a stone fireplace big enough to gather around on a cold night. It doesn't feel like a retreat. It is one.The kitchen and dining

Tim Flaherty The Flaherty Group

$900,000
- Land
- 100 Acres
- $9,000 per Acre
0 Gore

Unit 1655428

Gray, ME
A rare offering of a 100+ acre parcel ideal for several private estate lots or other forms of development. Nice mix of woods and cleared locations for building. Close to restaurants, shopping, Sebago Lake. Nearby skiing and snowmobile trails.

Tim Flaherty The Flaherty Group

$479,000
- 2 Baths
- 1,901 Sq Ft
132 North St

Westbrook, ME
A great investment opportunity here. Solid two family with first floor unit featuring kitchen, Livingroom, 2 bedrooms and 1 bath and second floor unit featuring kitchen, Livingroom, 3 bedrooms and 1 bath. Recently updated 1st floor bath and two 3yr old gas boilers. Deep back yard for expanded parking or recreation. Convenient to downtown Westbrook, Portland and the lakes region. Property

Tim Flaherty The Flaherty Group

Recently Sold

$437,000

Sold Mar 6, 2026
- 3 Beds
- 2.5 Baths
- 1,925 Sq Ft
50 Rubellite Ln

Unit 60

Auburn, ME
- 3% Below List
- $227/SF
- 2 Days On Market
- Current Est. Value $429K
Tim Flaherty The Flaherty Group

$210,000

Sold Sep 15, 2025
- Land
- 0.30 Acre Lot
Lot B Broadway

South Portland, ME
- 16% Below List
- 122 Days On Market
Tim Flaherty The Flaherty Group

$385,000

Sold Aug 4, 2025
- 3 Beds
- 1.5 Baths
- 1,429 Sq Ft
26 Joseph Dr

Gorham, ME
- 14% Below List
- $269/SF
- 80 Days On Market
- Current Est. Value $401K
Tim Flaherty The Flaherty Group

$625,000

Sold Jul 16, 2025
- 3 Beds
- 2 Baths
- 2,025 Sq Ft
35 Candlewyck Terrace

Portland, ME
- $309/SF
- Current Est. Value $604K
Tim Flaherty The Flaherty Group

$325,000

Sold Apr 8, 2025
- 4 Beds
- 1 Bath
- 1,470 Sq Ft
23 Depot St

Windham, ME
- 24% Below List
- $221/SF
- 131 Days On Market
- Current Est. Value $371K
Tim Flaherty The Flaherty Group

$280,000

Sold Mar 12, 2025
- Land
- 0.48 Acre Lot
Lot A High St

Windham, ME
- 14% Below List
- 79 Days On Market
Tim Flaherty The Flaherty Group

$601,500

Sold Oct 31, 2024
- 3 Beds
- 1 Bath
- 2,039 Sq Ft
91 Brook Rd

Falmouth, ME
- 7% Below List
- $295/SF
- 30 Days On Market
- Current Est. Value $605K
Tim Flaherty The Flaherty Group

$650,000

Sold Aug 16, 2024
- 3 Baths
- 3,260 Sq Ft
235 Windham Center Rd

Windham, ME
- $199/SF
- 2 Days On Market
- Current Est. Value $639K
Tim Flaherty The Flaherty Group

$462,000

Sold Apr 12, 2024
- 3 Beds
- 1 Bath
- 1,258 Sq Ft
81 Prince St

Westbrook, ME
- 5% Above List
- $367/SF
- 1 Day On Market
Tim Flaherty The Flaherty Group

Awards and Designations

NAR - National Association of Realtors

Other Experience

New Construction

Tim Flaherty

(207) 835-3386

The Flaherty Group

(207) 835-3386

Homes for Sale by City

Tim Flaherty

About Tim

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Tim is Experienced In

Tim's Listings and Deals

Tim's Active Listings

Recently Sold

Awards and Designations

Other Experience