135-137 Portanimicut Road, Orleans, MA 02653 (MLS# 22604445)

135-137 Portanimicut Road, Orleans, MA 02653

$3,999,999

Two freestanding single family residences with pool area, privacy, views and water access

Gracious approach to the compound, set back from the road for privacy

View of Leeward and Windward from main parking area

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137 Portanimicut Road, Orleans_WEBSITE_7

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View out to the grounds from Windward front covered porch

Windward view out to the water and rear screened in porch

Windward rear with screened in porch looking out to the water

Windward main living area view from entryway

Windward main living area from main entrance

Windward main living area with view through kitchen to dining area

Windward view from main living area out to the grounds and Pleasant Bay beyond

Windward view from main living area out to Pleasant Bay

Windward main living area with view toward kitchen and direct access to screened in porch beyond

Windward main living area looking back toward primary entrance

Windward kitchen with adjacent dining room

Windward kitchen nook with refrigerator and storage

Windward kitchen view facing away from dining area

Windward kitchen transition to dining area

Windward dining area with direct access to screened in porch

Windward powder room off of main entryway

Leeward exterior view facing away from main property entrance set way back from the road

Leeward view with back to Pleasant Bay and pool to the right

Leeward main living area with back to adjacent dining space

Leeward main living area with back to adjacent kitchen

Leeward kitchen with view down main hallway to bedrooms

Leeward dining area off main living space with direct access to screened in porch

Leeward screened in porch off of dining/living area

Leeward conversation area on deck off of screened in porch

Leeward first floor guest bathroom off of main hallway

Leeward second floor open space leading to bonus area

Leeward lower level family room with wet bar

Leeward lower level game and workout area

Guest bathroom in Leeward lower level off of family room

View from Leeward parking area toward pool

In ground pool with ample seating and poolside dining

Pool area with plenty of space to entertain

Pool area with built-in grill and refrigerator

Poolside built-in grill and refrigerator

Adjacent beach area in front of the property

Property Type: Residential Bedrooms: 5 Baths: 8 Square Footage: 3,080 Lot Size (sq. ft.): 44,970 Status: Active

Current Price: $3,999,999 List Date: 9/04/2026 Last Modified: 10/12/2026

Overview

Description

Tucked away in one of South Orleans' most coveted coastal enclaves, 135-137 Portanimicut Road offers a rare opportunity to experience the Cape exactly as it was meant to be—surrounded by natural beauty, close to the water, and with room to gather. Comprised of two distinct residences, this exceptional property offers an effortless sense of togetherness while preserving the privacy that makes a true family compound so desirable. Thoughtfully suited for extended family and guests, the homes provide inviting spaces to come together and comfortable retreats of their own—perfect for summer escapes, weekends with friends, and generations of family traditions. Direct access to Pleasant Bay makes boating, kayaking, and paddleboarding part of everyday life, while the peaceful South Orleans setting captures the relaxed rhythm of coastal living. More than simply two homes, this is a rare opportunity to create a lasting Cape Cod legacy—a place for family, friends, and memories for generati ... (Read more)

Supplements: The property is held in condominium ownership. Buyers and/or their agents are encouraged to verify all listing information.

Listing Details MLS# 22604445

Contract Info

Original List Price: 3999999
List Price/SqFt: 1298.7

Legal and Taxes

Street #: 135-137
Street Name: Portanimicut
Street Suffix: Road
County: Barnstable
Town: Orleans
Village: Orleans
State: MA
Zip Code: 02653
Tax ID: ORLE M:76 B: L:25-2
Estimated Annual Taxes: 20835.71
Tax Year: 2026
Building Assessments: 3410100
Total Assessment: 3410100
Title Reference - Book: 33906
Title Reference - Page: 346 & 349
Lead Base Paint: No
Mass Use Code: 102 - Condominium
Nitrogen Sensitive Area: Yes

General Property Info

Comp Sale YN: No
Region: Lower Cape
School District: Nauset
Zoning: R
Property Sub-Type: Single Family Residence
Year Built: 1989
Renovated: Yes
Year Renovated: 2017
Total Finished Space: 3080
Field Card SqFt: 1656
Additional Finished Space: 1424
Additional SqFt Source: Public Records
Total Rooms: 13
Stories: 2
Private Pool: Yes
Private Dock: No
Leased Land: No
Lot Size SqFt: 44970
Lot Size Source: Site Plan
Acres: 1.03
Irregular: No
Garage: Yes
# of Cars: Yes
Year Round: Yes
Bedrooms - Total: 5
Baths - Full: 6
Baths - Half: 2
Baths - Total: 8
Separate Living Qtrs: Yes
Golf Course Front: No
Golf Course View: No
Waterfront: Yes
Water Body: Little Pleasant Bay
Waterfront Type: Bay/Harbor
Water Body Type: Salt
Water Access Type: Private
Waterview: Yes
Water Body View: Little Pleasant Bay
Waterview Type: Bay/Harbor
Miles to Beach: 0 - .1
Mi. to Beach Comments: Beachfront
Fireplace: Yes
# Fireplaces: 2
Property Includes Recording Devices: Yes
Device Records: Both Audio and Video

Sewer

Septic Tank Description: Title V Grade Level

DPR Eligibility

DPR Eligible: No

More Information

Property Features

Street Description: Paved; Public Location Description: South of Route 28 Special Listing Cond: Standard Architectural Style: Cape Cod; Ranch Year Built Desc: Actual Basement Description: Finished; Full; Garage Access; Interior Access; Partial; Walk-Out Access; Other - See Remarks Foundation Details: Poured Lot Features: Cleared; Gentle Sloping; Level Garage Description: Attached; Under Parking Features: Driveway; Gravel; Off Street Separate Living Qtrs: Detached Convenient To: Cape Cod Rail Trail; Conservation Area; House of Worship; Major Highway; Medical Facility; School; Shopping Floors: Tile; Wood Interior Features: Electric Dryer Hookup; Linen Closet; Recessed Lighting; Washer Hookup; Wet Bar Patio And Porch Features: Deck; Patio; Porch; Screened Porch Private Pool Description: Heated; In Ground; Vinyl Exterior Features: Garden; Outdoor Shower; Private Yard; Underground Sprinkler System Fencing: Other Other Equipment: Generator Roof Description: Asphalt Siding Description: Clapboard; Shingle; Wood Siding Sewer: Septic Tank Heating: Electric; Forced Air; Heat Pump Cooling: Central Air; Heat Pump Fuel Type: Electric Water: Public Hot Water: Water Heater Hot Water Source: Electric; Oil

Documents

Home Inspection Disclosure ›

Site Plan ›

VistaPruningApproval-2023 ›

Condominium Declaration of Trust ›

Condominium Master Deed ›

Listing Office: Monomoy Properties Group LLC

Listing Agent: Justin M Blair

Last Updated: October - 12 - 2026

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