Sherman Baldwin's Profile Photo

Sherman Baldwin

RealtorĀ®

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Client Testimonials

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"Sherman did a great job negotiating with a very difficult seller and a difficult agent! He helped us with two properties over a period of several years. Very dependable, knowledgable, and professional!" - William III

"When my daughter bought her first house, two years ago, her career had taken her to a city far from where my wife and I live. It was such a relief for us when she started working with Sherman, since we were too far away to be of much help to her. Sherman was patient, and totally knowledgeable. He worked with her and advised her through looking at many properties, making several offers, and finally finding and closing on the 'right' house for her. Many unforeseen issues come up in most real estate purchases, and they did in my daughter's case. Sherman walked and guided her through each complication, protected her through "Closing", and successfully stood up for her on a couple warranty issues after she moved in. Sherman is professional, competent, reliable and honorable in all regards. I am not sure that 5 stars are enough when I am rating his work with my daughter!" - Craig2517

About Sherman
Sherman Baldwin has spent his life on the move—across the U.S. and abroad in South & Central America and Asia—which gives him a unique perspective on relocation, transition, and the value of finding the right place to call home.

After serving 20 years on active duty in the United States Coast Guard as a Chief Surfman, the highest qualification for operating Coast Guard boats in heavy weather rescue missions. He spent years stationed right here on Cape Cod, and there’s no other place he and his family would rather call home.

Sherman began his real estate career in the wake of the 2008 market crash—an experience that shaped his commitment to education-based, client-first service. He understands firsthand that real estate is the strongest generator of wealth for the middle class, and his mission is to help clients make confident, informed decisions that support their long-term financial goals.

Now based in Barnstable County, Sherman serves buyers, sellers, and investors across Cape Cod. He specializes in:
-VA Assumption Loans and VA Buyer Advocacy-Multi-unit investment properties
-Commercial transactions
-First-time homebuyers
-Estate and trust sales

With experience on both sides of the table, Sherman brings a deep understanding of complex deal structures, zoning issues, and the challenges of financing investment properties. His clients value his direct communication, steady leadership, and tenacity to see every deal through with integrity.

Sherman’s own first home purchase taught him the importance of strong representation—his agent saved the deal when a major defect was uncovered during inspection. That experience solidified his belief in fiduciary-level service and proactive representation.

Whether you’re buying your first home, scaling into a larger investment, or relocating with military orders, Sherman will treat your mission like it’s his own.


Navigating Cape Cod Real Estate with Precision and Integrity.

Sherman Baldwin’s Listings

a front view of a house with a yard and potted plants
a front view of a house with a yard
a view of bedroom
a view of an empty room with a window and wooden floor
a view of an empty room with wooden floor and a kitchen
a kitchen with stainless steel appliances granite countertop a sink a stove and a refrigerator
a kitchen with stainless steel appliances granite countertop sink stove and cabinets
a view of a dining room with furniture window and outside view
a view of a dining room with furniture and chandelier
a view of empty room with window and wooden floor
a bedroom with a bed and a chandelier
a kitchen with windows and fireplace
a view of outdoor space with backyard and porch
a spacious bedroom with a bed and a dresser
a bedroom with a bed and a dresser
a bathroom with a granite countertop sink mirror bathtub and next to a window
a bathroom with a sink and a mirror
a bedroom with a bed and a chandelier
a bathroom with a granite countertop sink toilet and shower
a utility room with dryer and washer
a view of an empty room with a window
a view of a livingroom with wooden floor and stairs
a view of an entrance of the house
unknown
a view of a room with wooden walls
a view of porch with furniture
a view of an empty room with a cabinet
unknown
a room with storage and utility
a view of a house with backyard porch and sitting area
a view of a house with a wooden deck
a view of a house with a yard and large tree
a backyard of a house with trees and outdoor seating
a view of a outdoor space
a view of an ocean beach
a view of beach and ocean
1/36
Listed By Compass

$849,999

3
Bedrooms
1,914
Square Feet
0.40
Acres

Sherman Baldwin’s Transactions

Past Sales
$1,325,000 | 12 Phoebe's Close, Orleans, MA 02653

$1,325,000

4
Bedrooms
3,431
Square Feet
0.98
Acres
a front view of a house with garden

$855,000

3
Bedrooms
1,876
Square Feet
0.33
Acres
a view of a house with backyard and garden

$665,000

3
Bedrooms
2,370
Square Feet
0.11
Acres
$650,000 | 400 Avenue P, Seaside, OR 97138

$650,000

3
Bedrooms
1,749
Square Feet
0.42
Acres
a aerial view of a house with a yard

$629,999

3
Bedrooms
2,126
Square Feet
5.22
Acres
$625,000 | 81 Monomoy Circle, Centerville, MA 02632

$625,000

2
Bedrooms
1,275
Square Feet
0.36
Acres
an aerial view of a house with a garden

$615,000

7
Bedrooms
2,890
Square Feet
0.96
Acres
a view of a house

$609,000

3,376
Square Feet
a view of a house with a backyard

$599,000

3
Bedrooms
2,090
Square Feet
0.82
Acres
a view of a house with a yard

$560,000

3
Bedrooms
2,274
Square Feet
0.99
Acres
Photo of home

$494,999

4217 Marolf Pl

Tillamook

a backyard of a house with table and chairs

$472,000

3
Bedrooms
2,575
Square Feet
0.29
Acres
a house view with a outdoor space

$460,000

3
Bedrooms
1,827
Square Feet
0.33
Acres
front view of a house with a yard

$460,000

5
Bedrooms
2,367
Square Feet
0.14
Acres
$459,000 | 22 Crystal Lake Drive, Carver, MA 02330

$459,000

2
Bedrooms
959
Square Feet
0.1
Acres
$458,000 | 35355 Bayside Gardens Road, Nehalem, OR 97131

$458,000

4
Bedrooms
2,560
Square Feet
0.44
Acres
Photo of home

$455,000

1055 Murray Way

Tillamook

a front view of house with yard and green space

$435,000

2
Bedrooms
960
Square Feet
0.11
Acres
Past Rentals
Photo of home

$10,000

700 Fir Ave

Garibaldi