Hero Real Estate

Brookline, MA | Move-Up & Seller Specialist

I'm Alex Santiago — a Realtor and investor helping growing families upgrade and sellers maximize value across Brookline, Boston, Cambridge, Medford, and Somerville.

Why Work With Me

Why Work With Me

I don't just sell homes — I've bought and held them as an investor for over five years, and that shapes every recommendation I make. When you're moving up to a bigger home or listing the one you've outgrown, you're often doing both at once, and the timing has to be right. My investor's eye means I read value, renovation upside, and resale potential the way buyers and appraisers will, so you never overpay on the purchase or leave money on the table at the sale. For move-up families, that means finding the space, schools, and neighborhood that fit your next chapter. For sellers, it means pricing and preparing your home to draw the strongest offers across the Greater Boston market.

Greater Boston Market Expertise

From the tree-lined streets of Brookline to the brownstones of Boston, the academic energy of Cambridge, and the growing neighborhoods of Medford and Somerville, I know how these markets move — and how they differ block to block. I combine real transaction data with an investor's read on value so you can make confident decisions, whether you're timing a move-up purchase, prepping a listing, or weighing an offer.

Move-Up & Family Focus

I help growing families upgrade to the right space, schools, and neighborhood for their next chapter.

Seller Strategy

I price, prep, and market your home to draw the strongest offers across Greater Boston.

Investor's Perspective

Five-plus years as a real estate investor means I read value and resale upside like the pros.

Responsive & Hands-On

Clear, steady communication and coordination from first showing to the closing table.

Your Journey Home

Your Journey Home

Whether you're upgrading to more space or selling to start the next chapter, I guide you step by step: a clear strategy up front, honest pricing backed by real market data, sharp negotiation, and steady communication all the way to the closing table. For move-up clients juggling a sale and a purchase at once, I coordinate the timeline so the two sides work together instead of against each other — turning a stressful season into a smooth one.

Areas We Serve

Browse listings and explore neighborhood guides across the communities we know best.

Homes for sale in Brookline, MA

Brookline, MA

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Homes for sale in Boston, MA

Boston, MA

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Homes for sale in Cambridge, MA

Cambridge, MA

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Homes for sale in Medford, MA

Medford, MA

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Homes for sale in Somerville, MA

Somerville, MA

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Homes for sale in Brookline

Featured listings currently on the market

Property at 119 Rawson Rd, Brookline, MA 02445
1 / 20
Active

$1,995,000

119 Rawson Rd, Brookline, MA 02445

2 bds
|
2 ba
|
1720 sqft
MLS® 73536026Single Family Residence
Berkshire Hathaway HomeServices Commonwealth Real Estate - The Liv Group
Property at 23 Netherlands Rd #1, Brookline, MA 02445
1 / 42
Active

$1,348,000

23 Netherlands Rd #1, Brookline, MA 02445

7 bds
|
2 ba
|
2237 sqft
MLS® 73518618Condominium
Provided by MLS PIN - Vena Priestly
Property at 40 Stedman Street #0, Brookline, MA 02446
1 / 42
Active

$3,948,000

40 Stedman Street #0, Brookline, MA 02446

4 bds
|
4 ba
|
2924 sqft
MLS® 73556250Condominium
Concept Properties - Nathan Klairmont
Property at 91 University Rd #2, Brookline, MA 02445
1 / 39
Active

$2,700,000

91 University Rd #2, Brookline, MA 02445

5 bds
|
4 ba
|
3498 sqft
MLS® 73519268Condominium
Oyama Investments, Ltd. - Yukiko Oyamamorris
Property at 40 Stedman Street, Brookline, MA 02446
1 / 42
Active

$3,948,000

40 Stedman Street, Brookline, MA 02446

4 bds
|
4 ba
|
2924 sqft
MLS® 73518363Single Family Residence
Concept Properties - Nathan Klairmont
Property at 123 Fuller #B, Brookline, MA 02446
1 / 41
Active

$4,100,000

123 Fuller #B, Brookline, MA 02446

5 bds
|
5 ba
|
3502 sqft
MLS® 73557913Condominium
William Raveis R.E. & Home Services - The Matskevich Group
Property at 310 Hammond Pond Pkwy #301, Brookline, MA 02467
1 / 36
Active

$1,199,000

310 Hammond Pond Pkwy #301, Brookline, MA 02467

2 bds
|
2 ba
|
1706 sqft
MLS® 73505018Condominium
Compass - Donahue Maley And Burns Team
Property at 79 Winthrop Road, Brookline, MA 02445
1 / 13
Active

$2,299,000

79 Winthrop Road, Brookline, MA 02445

5 bds
|
2 ba
|
3161 sqft
MLS® 73511051Multi Family
Century 21 Cityside - Collin Bray
5+ Years
Experience
Greater Boston Producer
Sales Volume
Local Expert
Transaction Count
Greater Boston Market
Avg Price

What My Clients Say

My clients across Brookline and Greater Boston trust me because I treat their move like it's my own. Here's what a few of them have shared about working together.

"Alex helped us find the right home for our growing family in Brookline. His background as an investor gave us real confidence in the value of the property we bought."

Verified Client

Verified Zillow Review

"We bought our Brookline condo with Alex and couldn't be happier. He was responsive, knowledgeable, and made the whole process feel easy."

Verified Buyer

Verified Redfin Review

"Alex priced our home perfectly and negotiated a great outcome. His understanding of the Greater Boston market really showed."

Home Seller

Verified Zillow Review

Frequently Asked Questions