29 Highland Street South Dennis, MA $ 659,900
29 Highland Street
$ 659,900
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29 Highland Street

South Dennis, MA, 02660
$ 659,900
Bedrooms2 Baths1.0 Sq 908

Monthly Estimate*

$ 4,117

29 Highland Street, South Dennis, MA 02660 - Image 1
29 Highland Street, South Dennis, MA 02660 - Image 2
29 Highland Street, South Dennis, MA 02660 - Image 3
29 Highland Street, South Dennis, MA 02660 - Image 4
29 Highland Street, South Dennis, MA 02660 - Image 5
29 Highland Street, South Dennis, MA 02660 - Image 6
29 Highland Street, South Dennis, MA 02660 - Image 7
29 Highland Street, South Dennis, MA 02660 - Image 8
29 Highland Street, South Dennis, MA 02660 - Image 9
29 Highland Street, South Dennis, MA 02660 - Image 10
29 Highland Street, South Dennis, MA 02660 - Image 11
29 Highland Street, South Dennis, MA 02660 - Image 12
29 Highland Street, South Dennis, MA 02660 - Image 13
29 Highland Street, South Dennis, MA 02660 - Image 14
29 Highland Street, South Dennis, MA 02660 - Image 15
29 Highland Street, South Dennis, MA 02660 - Image 16

Single Family Home for sale in South Dennis, MA

for $659,900 with 2 bedrooms and 1 full bath. This 908 square foot home was built in 1960 on a lot size of 0.28.

MOVE-IN READY turnkey property in a highly sought after location. ALL furnishings included with sale. Perfect investment property to generate substantial rental income or comfortable year-round home to be used as a primary residence. This custom home offers 2 bedrooms and one full bathroom. Meticulously renovated from the ground up. BRAND NEW everything - 3 bedroom septic, windows, roof, siding, central air, you name it! This extremely energy efficient home features recessed lighting throughout, a farmhouse kitchen sink, kitchen island with beautiful quartz counters, propane oven, first floor laundry, and wide pine floors. Located in a quiet, residential neighborhood on a spacious, private flat lot with room for expansion. Outside features include shell driveway, an over- sized outdoor shower, patio and screened in porch for additional living space. This home was carefully designed to maintain the traditional cozy Cape Cod ambiance while simultaneously creating a spacious, open concept living area. Excellent summer rental history. Centrally located near the rail trail and a short drive to the popular Mayflower beach. Don't miss this fabulous opportunity!

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Single Family Active

Price

$ 659,900

Bedrooms

2

Full Bath

1

Property Type

Single Family

Taxes

$ 1,657

Style

Ranch

Lot Size

0.28

Year Built

1960

Town/City

South Dennis

County/Region

Barnstable

MLS | Web ID

22504322

Features
Interior
Interior Amenities HU Cable TV Recessed Lighting Linen Closet
Basement Bulkhead Access Partial
Flooring Wood Tile
Total Fireplaces 1
Fireplace Features Wood Burning
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Half Baths 0
Total Bedrooms 2
Below Grade Finished Area Unit Type Square Feet
Total Baths 1
Bedroom 2 Features Bedroom 2 Beamed Ceilings Closet Recessed Lighting
Kitchen Description Countertop(s): Quartz Flooring: Wood
Primary Bedroom Features Recessed Lighting Closet Beamed Ceilings
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General
Sewer Septic Tank Private Sewer
Cooling Central Air
Roof Asphalt Shingle
Appliances Dishwasher Washer Range Hood Washer/Dryer Stacked Refrigerator Gas Range Microwave Freezer Electric Dryer
Zoning RES
Patio/Porch Features Patio Screened Porch Porch
Architectural Style Ranch
Construction Materials Clapboard Shingle Siding
Year Built 1960
Stories Count 1
Township Dennis
Property Subtype Single Family Residence
Tax Year 2025
Community Features Basic Cable Snow Removal Rubbish Removal Road Maintenance Landscaping Conservation Area
County Barnstable
New Construction No
Property Type Residential
HOA N
Garage Y/N No
Total Rooms 4
Full Baths 1
Status Active
Directions Take 134 South off Route 6. Turn left onto Upper Country Road. Quick left onto Great Western Road. 1/3 mile down Great Western Road take a right onto Highland Street.
City South Dennis
High School District Dennis-Yarmouth
Lot Size Units Acres
Lot Size Square Feet 12197
Carport Y/N No
Property Attached Y/N No
Land Lease Y/N No
Tax Annual Amount 1657
Showing Instructions Please call Zack @ 508-736-3473 or email zdonahue87@hotmail.com to schedule a showing. Please note: all information in this listing deemed reliable but buyer and buyer agent must conduct own due dili
Home Warranty Y/N No
Property Condition Updated/Remodeled Actual
Building Area Units Square Feet
Primary Bedroom Level First
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Dennis-Yarmouth
Elementary School District Dennis-Yarmouth
Tax Assessed Value 382900
Waterview Y/N No
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Exterior
Exterior Amenities Outdoor Shower
Lot Features Bike Path School Major Highway Near Golf Course Cape Cod Rail Trail Shopping Public Tennis Conservation Area Wooded Level Cleared
Total Parking 4
Lot Size Area 0.28
Foundation Details Concrete Perimeter
Building Area Total 908
Lot Size Acres 0.28
Road Surface Type Paved
Lot Size Source Assessor
Waterfront Y/N No
Road Frontage Type Public
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* Excluded Features
List By
Derek J Greene

Listing Agent

The Greene Realty Group

Broker

office@TheGreeneRealtyGroup.com

Email

Affordability Calculator

$4,255
Per Month
97%
3%
0%
Monthly Principal & Interest
$4,117
Monthly Property Taxes
$138
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1411641 Elementary School
1411591 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
12/3/2025$659,900 -2.22% Price Down
10/8/2025$674,900 -3.57% Price Down
9/22/2025$699,900 -2.78% Price Down
9/2/2025$719,900 Listed Price

Map


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29 Highland Street, South Dennis, MA, 02660 is a Single Family Home for sale at $659,900 with 908 sqft and a lot size of 0.28. 29 Highland Street has 2 bedrooms, 1.0 baths, and was built in 1960. The property's zip code is 02660 which is in South Dennis, MA