Investing & land

Investment property, underwritten like a developer.

2–4 families in Worcester and Lowell, value-add homes on the North Shore, land with approval potential anywhere in Massachusetts. I'll help you see the real costs and the real upside before you commit.

Talk through an investment See the track record

Watercolor rendering of the approved townhouse building at 18 North End Boulevard, Salisbury Beach — **18 North End Blvd, Salisbury** Approved: 11 townhouses

What I help with

Three kinds of deals

Multifamily

Rent rolls, leases, deposits and lead paint compliance; realistic repair and capital budgets; what the building can carry at today's rates.

Worcester

Value-add

Older homes where the numbers work after renovation, with costs grounded in projects I've managed, not guesses.

Guides

Land & development

Zoning, frontage, wastewater, wetlands and approval risk, and offers structured with the right contingencies.

Land due diligence

Land approvals

Parcels other buyers passed on

These are land deals where I won the approvals and sold the permitted site. Prices are what was paid and what the permitted land sold for, from my project records.

Watercolor site plan of the approved Colby Farm Lane lots beside city conservation land

Rendering of the approved plan

Newburyport, MA

Colby Farm Lane

Approval: Zone change and a new overlay district
Result: 13 single-family lots and 2 duplex lots
Time: 15 months
Bought: $1,100,000
Sold with approvals: $1,500,000 (plus one building lot kept)

Fit 15 lots on about two acres that had been four separate lots.

Source: Damon's project records, October 2026

Architect's rendering of the approved condominium buildings at 4 Beach Road, Salisbury

Rendering of the approved plan

Salisbury, MA

4 Beach Rd

Approval: Combined residential and commercial approval
Result: 13 three-bedroom condos and a 10,000 sq ft commercial building
Time: 9 months
Bought: $425,000
Sold with approvals: $975,000

The board approved it unanimously, with no opposition.

Source: Damon's project records, October 2026

Rendering of the approved plan

Salisbury, MA

18 North End Blvd

Approval: First permit of its kind in the beach commercial district
Result: 11 townhouses
Time: 25 months
Bought: $675,000
Sold with approvals: $1,210,000

Redesigned after earlier buyers failed through several rounds of architecture.

Source: Damon's project records, October 2026

Rendering of the two-story building with a roof deck planned for 114-118 Merrimack Street, Newburyport

Rendering of the approved plan

Newburyport, MA

114–118 Merrimack St

Approval: Permits on a former burned-down restaurant site
Result: Permitted site, double closed to the end buyer
Time: 10 months
Bought: $180,000
Sold with approvals: $350,000

Three earlier buyers couldn't get it permitted.

Source: Damon's project records, October 2026

Rendering of the approved mixed-use building at 260 Main Street, Gloucester

Rendering of the approved plan

Gloucester, MA

260 Main St

Approval: Variance on a vacant parking lot
Result: 2 condos and 2 commercial spaces
Time: 16 months
Bought: $220,000
Sold with approvals: $375,000

Source: Damon's project records, October 2026

Rendering of the two homes designed for the sloped lots at 223-227 South Street, Northborough

Rendering of the approved plan

Northborough, MA

223–227 South St

Approval: Two single-family house lots
Result: 2 buildable lots
Time: 7 months
Bought: $105,000
Sold with approvals: $160,000

More than 100 hours with engineers to make the grading work and keep traffic low around the curve.

Source: Damon's project records, October 2026

Engineered site plan of the three lots and wetland areas at 75 Ridge Road, Northborough

Rendering of the approved plan

Northborough, MA

75 Ridge Rd

Approval: Lots on a parcel with old cottages and wetlands
Result: 3 lots, sold separately
Time: 50 months
Bought: $375,000
Sold with approvals: Sold as three lots

A difficult parcel in a demanding town to permit in.

Source: Damon's project records, October 2026

Talk through an investment

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Your information goes only to Damon and his brokerage and is never sold. See the privacy policy.

Selling an investment property?

Investor buyers look at the numbers first. I'll package the rent roll, expenses and the property's upside so buyers can underwrite it quickly.

Questions

Do you help investors buy 2–4 family homes?

Yes. I'll review the rent roll, leases, deposits, condition and likely capital costs, and help you estimate what the property can support before you offer.

What should I check before buying a property with tenants?

The leases or tenancy terms, security deposits and last month's rent and how they'll transfer, any rent arrears, lead paint compliance for units built before 1978 where children under six live, and smoke and carbon monoxide compliance. An attorney should review the leases.

Can you help me find land or a development site?

Yes. I've taken land through zone changes, variances and site approvals. I can help you evaluate zoning, wastewater, wetlands and approval risk, and structure an offer with the right contingencies.

Will you compete with me for deals?

When I represent you, I represent you. If a property I'm considering for my own account overlaps with your search, I'll tell you, and I'll disclose my license status in writing on any purchase I make myself.