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Tom Landry

Tom Landry
Real Estate Agent (Designated Broker)
Portland ME

Designated Broker (ME: DB912276)

24 years experience

REALTOR® 12 Active Listings Serves Cumberland County, ME
View on Realtor.com

Contact Information

Brokerage
benchmark Real Estate

Office Website
Office Address
72 Pine St
Portland, ME  04102
(Cumberland County)
Office Phone
207-775-0248
Office Fax
207-775-6688
Mobile
207-939-0185
Email
land******@**************.com
Show Email for $5

Service Areas

Scarborough: ME Westbrook: ME Yarmouth: ME Cumberland: ME Littlejohn Island: ME Cousins Island: ME Portland: ME Falmouth Foreside: ME Falmouth: ME South Portland: ME Cape Elizabeth: ME Pond Cove: ME

About Tom Landry

### Service Areas
- Greater Portland
- Casco Bay Islands
- Lakes Region
- Coastal Southern Maine
- Southern Midcoast Maine

### Focus Areas
- Portland
- Falmouth
- Cape Elizabeth
- Scarborough
- South Portland
- Cumberland
- Yarmouth
- North Yarmouth
- Freeport
- Westbrook
- Gorham
- Windham

### Specialty
Tom specializes in comprehensive representation and consulting for both buyers and sellers in various property types, including:
- Distinctive properties such as historic row houses, elegant mansions, waterfront estates, and charming farmhouses
- Condominium units, encompassing individual residences, entire developments, loft-style studios, and upscale modern flats
- Single-family homes
- Multi-family residences
- Commercial real estate
- Business transactions
- Development consulting, which includes location scouting, buyer representation, feasibility studies, marketing strategies, and sales execution

### Professional Experience
Tom stands out as one of Maine's most esteemed Realtors®, developers, and entrepreneurs. As the founder of Benchmark Residential & Investment Real Estate—one of the state's premier independent brokerages—and CornerStone Building & Restoration, a distinguished design-build firm in Portland, he brings extensive expertise, enthusiasm, and innovation to every client and project.

With over three decades of experience, Tom has consistently ranked among Maine's top-producing agents and has held the title of Portland's leading Listing/Selling Realtor® for more than ten years. His comprehensive background includes roles as a buyer, seller, investor, apartment building owner, general contractor, developer, consultant, and Realtor®. This diverse experience equips him with the integrity, negotiation skills, and meticulous attention to detail necessary to navigate even the most intricate transactions successfully.

Tom is dedicated to delivering exceptional service and results. Clients can anticipate:
- Timely and professional assistance
- A commitment to understanding their unique needs and desires
- Insightful market analysis and strategic advice
- Utilization of cutting-edge marketing and advertising techniques

### Prior Experience
Before embarking on his real estate journey, Tom spent over a decade with an international manufacturing firm based in Portland, Maine, where he held various roles in management, quality control, process improvement, marketing, and sales.

### Education/Certifications/Memberships
- Bachelor of Arts in Communications with a Minor in Business from the University of Southern Maine
- Real Estate Certification and Continuing Education from the University of Southern Maine Foster School of Real Estate and Arthur Gary School of Real Estate
- Member of the Maine and National Association of Realtors

### Personal
A Maine native, Tom is deeply committed to his community and actively participates in various nonprofit organizations, contributing 10% of his net profits to local charities. He resides with his wife, Amy, in a beautifully restored Victorian home near Portland's picturesque Back Cove. Together, they are proud parents to their daughter, Madelyn, and enjoy running, participating in triathlons, exploring culinary experiences, and traveling both locally and beyond.

Cumberland County, ME Real Estate Market Analysis (Single Family Homes)

$792,416
Avg. Listing Price
From Tom's portfolio
3.3 / 2.4
Avg. Beds/Baths
Typical property size
2,171 sf
Avg. Square Footage
Interior living space
566
Active Listings
Current inventory

Cumberland County's real estate market stands as Maine's economic powerhouse, encompassing the state's largest city, Portland, and stretching from coastal communities to inland suburban enclaves. This diverse market serves as the commercial and residential hub for southern Maine, attracting buyers from across New England who seek Maine's quality of life without sacrificing urban amenities. The county's proximity to both Boston and the White Mountains creates unique market pressures that distinguish it from typical rural Maine real estate patterns.

With 2,504 total actively licensed agents operating throughout the county, Cumberland County maintains one of the most robust real estate professional networks in northern New England. Remarkably, all 2,504 agents maintain email contact information, reflecting the market's technological sophistication and professional standards. This high level of digital connectivity enables rapid market communication and transaction coordination across the county's varied geographic regions.

Major Cumberland County, Maine Real Estate Markets

Portland dominates the county's real estate landscape, with its revitalized downtown, thriving food scene, and waterfront properties commanding premium prices. The Old Port district and Eastern Waterfront have transformed from industrial zones into highly sought-after residential and mixed-use developments. Beyond Portland, wealthy coastal communities like Cape Elizabeth, Falmouth, and Yarmouth offer some of Maine's most expensive residential properties, while Freeport leverages its outlet shopping fame to maintain steady tourism-driven real estate demand.

Inland communities such as Windham, Gorham, and Standish provide more affordable suburban alternatives, attracting families and commuters who work in Portland but prefer rural settings. These towns have experienced significant residential development as Portland's housing costs have risen. Meanwhile, smaller coastal towns like Cumberland and North Yarmouth offer exclusive, low-density residential markets that appeal to high-income buyers seeking privacy and natural beauty.

Market Dynamics and Geographic Complexity

Cumberland County's real estate market exhibits surprising seasonal volatility, with summer months driving coastal property values while inland markets remain more stable year-round. The county's economy, anchored by healthcare, technology, and tourism, creates diverse buyer demographics ranging from young professionals to wealthy retirees. Maine's lack of state sales tax and relatively low property taxes compared to Massachusetts attract out-of-state buyers, particularly from the Greater Boston area.

Geographic constraints significantly influence market dynamics, as much of the county's eastern border consists of protected coastline and islands, limiting developable land. This scarcity drives competition for available properties, particularly those with water access or views. The county's western regions offer more development opportunities but face infrastructure challenges and longer commutes to employment centers, creating distinct micro-markets within the broader county economy.

Why Businesses Need Cumberland County, Maine Agent Contact Data

Real estate service providers, from mortgage lenders to home improvement contractors, require comprehensive agent contact data to effectively penetrate Cumberland County's lucrative market. With all 2,504 licensed agents maintaining email addresses, businesses can implement targeted digital marketing campaigns that reach the entire professional network. This complete coverage is particularly valuable for financial services, insurance providers, and technology companies seeking to establish relationships with agents handling high-value coastal transactions.

Property management companies, staging services, and specialty contractors benefit enormously from direct agent access, as Cumberland County's diverse market requires specialized expertise for different property types and price points. The county's mix of historic properties, new construction, and luxury coastal homes creates opportunities for businesses that can effectively communicate their specialized services to the right agent segments through targeted email marketing campaigns.

Current Property Listings

As of 2/17/2026, Tom Landry has 12 properties for sale in Portland and surrounding areas. These are the top 10 listings.

$1,270,000

Listed 2025-08-12

20 Babbidge Rd
Falmouth, ME  04105

Beds: 4.0
Baths: 3.5
Sq Ft: 3,992
Lot: 94,961 sf
Single Family Map
View Full Details

$799,000

Listed 2025-11-19

1155 Washington Ave
Portland, ME  04103

Beds:
Baths: 2.0
Sq Ft: 2,592
Lot: 22,651 sf
Multi Family Map
View Full Details

$499,000

Listed 2025-08-04

242 Valley St
Portland, ME  04102

Beds: 2.0
Baths: 1.5
Sq Ft: 1,281
Lot: 4,792 sf
Single Family Map
View Full Details

$399,000

Listed 2025-11-19

1155 Washington Ave Unit 2
Portland, ME  04103

Beds: 2.0
Baths: 1.0
Sq Ft: 1,296
Lot: 22,651 sf
Condos Map
View Full Details

$399,000

Listed 2025-11-19

1155 Washington Ave Unit 1
Portland, ME  04103

Beds: 2.0
Baths: 1.0
Sq Ft: 1,296
Lot: 22,651 sf
Condos Map
View Full Details

$495,000

Listed 2025-04-28

63A Capisic St
Portland, ME  04102

Beds:
Baths:
Sq Ft:
Lot: 16,988 sf
Land Map
View Full Details

$1,275,000

Listed 2025-05-13

130 Morning St Unit 3A
Portland, ME  04101

Beds: 3.0
Baths: 2.5
Sq Ft: 1,457
Lot: 7,405 sf
Condos Map
View Full Details

$2,250,000

Listed 2025-10-07

55-57-59 St Lawrence
Portland, ME  04101

Beds:
Baths: 7.0
Sq Ft: 9,600
Lot: 11,326 sf
Multi Family Map
View Full Details

$995,000

Listed 2026-02-03

19 William St
Portland, ME  04103

Beds:
Baths: 3.0
Sq Ft: 3,522
Lot: 5,227 sf
Multi Family Map
View Full Details

$995,000

Listed 2025-11-10

32 Melbourne St
Portland, ME  04101

Beds: 3.0
Baths: 1.0
Sq Ft: 1,617
Lot: 3,485 sf
Single Family Map
View Full Details

Current Property Rentals

Tom Landry currently has no rental properties available in Portland and surrounding areas. Check back later.