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Dennis MA Real Estate

162 Captain Chase Road Dennis MA 02639

, MA162 Captain Chase Road

Price$177,500

Est. Mortgage: $/month

Open House

MLS Number 22502507

  • Condo
  • Next Open House: Sat 05/24 12:00 pm. to 2:00 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 266

The perfect Cape Cod getaway or investment just a short distance to Glendon Beach or the association pool. This condo is just waiting for you to come down and make it your own. It features a small kitchenette, a bathroom and living space overlooking deck and small back yard. After returning from the beach or pool you can head out for all the shops and restaurants that Dennisport has to offer. Great investment to rent or come enjoy. Enough room for 2 and no pets allowed. Association rules available upon request. Buyers and Buyers agents to confirm all information contained herein.

Listed by Paul V Hines,III and Patrick J Foran of Foran Realty

$
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%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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170 Route 6a Dennis MA 02638

, MA170 Route 6a

Price$1,945,000

Est. Mortgage: $/month

MLS Number 22502501

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,524
  • Parking Spaces 4

Tucked away on nearly 4 acres just moments from quaint Dennis Village and the coveted north side beaches, this exceptional new construction custom colonial offers a rare blend of privacy, luxury, and location. Set at the end of a long driveway, the home spans over 3,500 square feet and showcases thoughtfully curated design and high-end finishes throughout.Wide-plank Spanish white oak flooring leads you through an elegant layout, where the inviting family room--anchored by a gas fireplace--serves as the heart of the home. The elevated kitchen features a polished classic design featuring Thermador appliances and a show stopping dining nook with intricate ceiling detail. Additionally, a formal dining room provides the perfect setting for hosting.As part of its upscale design, the home features frameless glass showers, refined millwork, and designer lighting throughout. The first-floor primary suite is a true retreat, complete with a walk-in closet and luxurious private bath. Upstairs, you'll find three generously sized bedrooms, one with an en suite bathroom, another full bathroom, and an oversized game room offering flexible space for family and guests. A stylish half bath on the main level adds everyday convenience. An expansive unfinished lower level provides endless potential for future living space, and the outdoor patio with gas fireplace overlooks a tranquil wooded backdrop. Whether enjoying the comfort of home in privacy or exploring all that Dennis has to offer, this beautifully crafted property delivers space, sophistication, and an unmatched Cape Cod lifestyle.

Listed by Samantha L Steward of Compass Massachusetts,LLC

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%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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41 High Head Road Dennis MA 02641

, MA41 High Head Road

Price$999,900

Est. Mortgage: $/month

Open House

MLS Number 22502504

  • Residential
  • Next Open House: Sat 05/24 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,996

East Dennis Perfection Near Cold Storage Beach & Sesuit HarborNestled on a quiet side street in one of East Dennis's most coveted neighborhoods--right between both of Dennis's spectacular golf courses--this pristine 3-bedroom, 2-bath ranch is a shining example of Cape Cod pride of ownership. From the moment you pull into the driveway, the meticulous care is undeniable. The professionally landscaped, level lot is bursting with mature hydrangeas and lush perennials--breathtaking when in full bloom and designed for both beauty and ease.Step inside and you're welcomed by a sun-splashed living room with a wide picture window and a stunning center brick fireplace that anchors the home with warmth and charm. Gleaming hardwood floors, built-ins, and tasteful finishes throughout give the home timeless appeal, while thoughtful updates have brought it in line with today's style.The heart of the home is the open dining area, which flows effortlessly into a delightful three-season room and out to the private back deck--ideal for summer gatherings or quiet morning coffee. The kitchen and baths have been updated with a classic, coastal touch and everything feels fresh, functional, and move-in ready. Downstairs, the beautifully finished lower level offers fantastic flexibility: a cozy family room for game day, a quiet office or gym, a giant walk-in closet for your seasonal wardrobe, and even a large workshop for the handy homeowner. Every inch has been designed with quality and intention-recessed lighting, soft carpeting, and impeccable organization. Located in a neighborhood of executive homes, just minutes to the sandy shores of Cold Storage Beach and picturesque Sesuit Harbor, this home offers the best of East Dennis living. Whether you're a golfer, a boater, a beachgoer or all three...this is your chance to enjoy the Cape Cod lifestyle without lifting a finger. Drop your bags, grab your golf clubs, and leave your flip-flops by the door. Morning tee times, afternoon swims, sunset lobster rolls, and ice cream on the way home-this is how Cape Cod was meant to be lived. Sellers welcomes offers with concessions. All info deemed accurate but must be verified by buyer or attorney if relying on it for purchase.

Listed by Lisa A Griffin of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Raintree Road Dennis MA 02639

, MA6 Raintree Road

Price$649,000

Est. Mortgage: $/month

Open House

MLS Number 22502426

  • Residential
  • Next Open House: Sun 05/25 10:00 am. to 11:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 968

Seller added privacy fence. Welcome to Dennis - the BEST beaches and lowest taxes. Nestled between Swan Pond and the West Reservoir and only 6 minutes to the Nantucket Sound, welcome to 6 Raintree Rd. This 3 bedroom 2 full bath ranch is the perfect size, completely move in ready and low maintenance. This is the one you've been looking for.The bedrooms are bright and serene with light oak waterproof LVT floors. Both the main suite bath, and the shared bath have beautiful subway tile showers, with penny tile floors. Main bath has radiant heat flooring. The kitchen has a porcelain black slate tile floor set in a herringbone pattern, white cabinets, stainless steel appliances, and quartz countertops.On a quiet dead end, the outside space is level, clear and hydroseeded. It features a spacious deck, partially fenced yard, rock drive and path. This is the perfect time to buy and be in for summer!!

Listed by Kelly Innello of The Firm

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4 Frank Doyle Road Dennis MA 02660

, MA4 Frank Doyle Road

Price$519,900

Est. Mortgage: $/month

Open House

MLS Number 22502456

  • Residential
  • Next Open House: Sat 05/24 10:00 am. to 12:00 pm.
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,008

Welcome to this delightful 3 bedroom, 1 bathroom ranch nestled in a sought-after Dennis neighborhood! Offering easy one-floor living, this home is full of Cape Cod charm and modern comforts. Step inside to find gleaming hardwood floors and an inviting open-concept kitchen and dining areal, highlighted by vaulted ceilings that add an airy, spacious feel. One of the bedrooms also features vaulted ceilings, creating a relaxing retreat. The home is fresh, light, and bright throughout, with first-floor laundry with additional laundry option in basement adding everyday convenience. Enjoy outdoor living at its best in the fully fenced backyard, complete with a lovely patio area, mature plantings, and a refreshing outdoor shower--perfect after a day at the beach. Recent updates include a newer roof, additional gravel parking area for guests, a tankless hot water heater, and a high-efficiency natural gas boiler. Ideally located near both Northside and Southside Dennis beaches, this property offers the quintessential Cape lifestyle--whether you're looking for a year-round residence, vacation home, or investment opportunity. Don't miss out on this turnkey gem in a wonderful neighborhood.

Listed by Amy Maloney of Tom Hester Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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96 Uncle Barneys Road Dennis MA 02670

, MA96 Uncle Barneys Road

Price$1,249,000

Est. Mortgage: $/month

Open House

MLS Number 22502398

  • Residential
  • Next Open House: Sun 05/25 10:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,848

Welcome to 96 Uncle Barneys Road, nestled in the highly sought-after West Dennis area. When it comes to location, this property truly delivers. Just steps from the Bass River and Uncle Freeman's public boat launch, and less than a mile from the iconic West Dennis Beach, you're perfectly positioned to enjoy the best of Cape Cod.Set back from the road for added privacy, this home offers a peaceful retreat on the desirable Uncle Barneys Road. Fully renovated in 2011-2012, it has been meticulously maintained ever since. The backyard is a serene oasis. It is private, beautifully landscaped, and ideal for relaxing or entertaining.Inside, you'll find a spacious layout featuring three bedrooms, two full baths, an open floor plan, and a cozy family room. The full basement offers both interior access and a bulkhead for convenience. Additional highlights include a firepit, fully fenced in yard, an outdoor shower, laundry on both the main level and in the basement, and a whole-house Kohler gas generator for peace of mind.

Listed by Susan E Sullivan of Realty Consultants of Cape Cod

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3 Newcomb Drive Dennis MA 02639

, MA3 Newcomb Drive

Price$550,000

Est. Mortgage: $/month

Open House

MLS Number 22502416

  • Residential
  • Next Open House: Sat 05/24 11:00 am. to 12:30 pm.
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 1,265

Summer 2025 starts at this pristine Dennisport ranch on a private side street near all of your favorite summertime places! Just half a mile to Inman Rd Beach, a stroll to Sundae School, Seaview Park, or Dennisport Center. Plenty of room to relax in the large living room, or better yet, enjoy the fresh air in the spacious screened in porch - your perfect spot for morning coffee, quiet afternoon reading, al fresco dining, and games at night! Cheerful retro kitchen includes all appliances. Refreshed bathroom features updated vanity with plenty of storage space. Hardwood floors in living room, dining room and bedrooms. After a day at the beach, rinse off in your private outdoor shower. Plenty of backyard space and beautiful outdoor plantings including a rare orange azaelea. Great rental history in this Cape Cod charmer, don't wait, summer is around the corner! Shown by appointment.

Listed by Linda Wigren of Jack Conway & Co Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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18 South Street Dennis MA 02639

, MA18 South Street

Price$300,000

Est. Mortgage: $/month

Open House

MLS Number 22502384

  • Condo
  • Next Open House: Sat 05/24 2:00 pm. to 4:00 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 952

Nestled close to town and just under a mile from the beach, this spacious 2-bedroom condo offers the perfect blend of comfort and convenience. Enjoy easy access to restaurants, shops, and all the local amenities. The open floor plan creates a bright and airy living space, complemented by extra storage in the lower level.This end-unit, corner condo features just four steps to entry and beautiful views of the greenery out back, offering a peaceful and private setting. The community amenities include a sparkling association pool and a community room. Whether you're looking for a year-round residence or a coastal getaway, this lovely home is a must-see!

Listed by Kimberle A Christensen of William Raveis Real Estate & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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19 Aspen Road Dennis MA 02638

, MA19 Aspen Road

Price$575,000

Est. Mortgage: $/month

Pending

MLS Number 22502362

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,608
  • Town Dennis

Location, location, location! Perfect north side getaway in idyllic neighborhood near the beautiful bay beaches of Dennis. Your home for the summer is calling and ready to be updated with all your own personal touches! This '' diamond in the rough'' is within walking distance to the Dennis Market and only minutes to Mayflower Beach. If you have been looking for a home in one of the most desirable locations that you can build a ton of equity in, then this is it...bring your ideas and make this the Cape home you will enjoy with your family for years to come! Being sold ''As Is'', buyers are responsible for septic.

Listed by Cindy Houlihan of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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62 Old Fish House Road Dennis MA 02660

, MA62 Old Fish House Road

Price$1,675,000

Est. Mortgage: $/month

MLS Number 22502342

  • MultiFamily
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 3,300
  • Town Dennis

This charming 1950's 3 bedroom, 1 bath cottage is being offered as part of a special family compound when combined with 64 Old Fish House Road MLS # 22502341. Imagine sitting on your deck with views of Kelley's Bay and ''Little Beach'' just steps away. Then enter and enjoy the laid-back vibe of Old Cape Cod in this delightful treasure. Spark up the gas fireplace after a day on the water and steam some clams in the fully equipped kitchen. Or finally get to that book on the classic enclosed front porch in the shade. This darling property on its own lot is the epitome of Cape Cod! The lucky buyer of gorgeous 64 Old Fishhouse is offered this elusive property ONLY as a package. In the same family for 50+ years, including unbuildable land to the rear of the cottage with exclusive use afforded to this unique parcel, it's a perfect addition to the gorgeous main house in this idyllic spot. Your friends and family won't want to leave. Look at 64 Fish House Road MLS# 22502341 to see details and photos of the beautiful primary residence.

Listed by Betsy & Gerry Ciarcia of Home*Land Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.86% last updated on May 22, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Strawberry Hill Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Strawberry Hill Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 24, 2025 8:51 AM EDT. All properties are subject to prior sale, changes, or withdrawal.

Strawberry Hill Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.