Shirley Homes with Cape Cod Style

Welcome to Shirley, New York – a charming hamlet nestled in the heart of Suffolk County. Known for its picturesque landscapes and friendly community, Shirley offers a serene suburban lifestyle with easy access to the vibrant attractions of Long Island. With its beautiful parks, proximity to pristine beaches, and a rich tapestry of local culture, this area is a hidden gem waiting to be explored.

One of the standout features of Shirley is its enchanting Cape Cod-style homes. These delightful residences embody a timeless charm with their steeply pitched roofs, symmetrical facades, and inviting front porches. Perfect for families and individuals alike, Cape Cod homes in Shirley often feature cozy interiors, spacious layouts, and beautifully landscaped yards that provide a perfect backdrop for outdoor gatherings and relaxation.

Living in a Cape Cod home in Shirley means embracing a lifestyle that values comfort and community. Imagine sipping your morning coffee on the porch as the sun rises over the tranquil streets or hosting backyard barbecues with friends and family under the stars. The architectural style not only adds character to the neighborhood but also offers practical benefits, such as energy efficiency and durability, making it an ideal choice for homeowners.

With its blend of natural beauty, community spirit, and stunning Cape Cod architecture, Shirley provides a wonderful place to call home. Whether you’re looking to settle down or invest in a property, this charming hamlet offers something for everyone. Come discover the magic of Shirley, where your dream home awaits!

Newest Shirley Homes with Cape Cod Style

$475,000

3 Beds ⋅ 1 Baths ⋅ 1050091 MLS

Charming Shirley Beach Cape. Welcome to this beautifully maintained Cape Cod-style home in Shirley, ideally located close to Smith Point County Park and beach. This inviting home offers timeless character and thoughtful updates throughout, including newer 200 amp electric panel with whole house surge protection, updated, plumbing, 2025 water heater, 2024 above ground oil tank and more. The living area features a wood-burning steel lined fireplace perfect for cozy evenings and beautiful wood floors, The oversized garage offers plenty of space for parking, storage, or hobbies. The beautifully landscaped grounds with wonderful curb appeal are fantastic for outdoor enjoyment! Move-in ready! This special property has never been offered for sale before! The original family has owned it since the 1940's! Pride of ownership shows throughout this lovely home. Come see all that this Shirley gem has to offer!

96 Trafalgar Drive, Shirley

$550,000

3 Beds ⋅ 2 Baths ⋅ 1044478 MLS

Welcome to this charming 3-bedroom, 2-bathroom Cape-style home located in Shirley, NY. This property offers a classic Cape layout and comfortable living spaces, providing a great opportunity for buyers looking to make the home their own. Conveniently located near local shopping, restaurants, parks, and recreational areas, with easy access to major roadways and public transportation. Enjoy close proximity to Smith Point County Park and Smith Point Beach, offering opportunities for swimming, boating, fishing, surfing, and outdoor recreation. The property is also near local marinas and waterfront destinations, providing easy access to the area's beaches and waterways. Located within the William Floyd School District.

42 Breston Drive W, Shirley

$579,990

3 Beds ⋅ 2 Baths ⋅ 1048972 MLS

Recently beautified! Dont miss this one! 3 bedroom 2 bath cape cod style home on 1/2 acre newly fenced in landscaped property features brand new plumbing, electric, insulation, sheetrock, electric hot water heater, 2 new driveways, recently redone shingle roof, Cedar shake siding, all new Anderson windows and doors, luxury vinyl plank flooring, all new central air-conditioning, all new natural gas forced hot air heating system, quart countertops throughout, 2 brand new full bathrooms, solid maple cabinetry with soft close doors and drawers, stainless steel appliances including commercial chef style gas range, outside and inside entrances to basement, brand new patio with lots of room in yard for campers or boats, and a beautiful wood burning fireplace. All this can be yours! And Longwood School district too! 5 minutes from LIE entrance as well! Be the 1st!!

430 Boxwood Drive, Shirley

$599,999

3 Beds ⋅ 2 Baths ⋅ 1048075 MLS

Welcome Home, where comfortable indoor living meets a true backyard oasis! Warm and inviting open floor plan featuring a formal dining area, oversized living room and main level primary suite with a full bath. Recessed lighting throughout. A full basement with outside entrance and egress with potential income with proper permits. The backyard is truly where this home shines! Step through your French doors into a backyard designed for entertaining, complete with an inground pool, expansive patio, built in sink, barbecue area, masonry oven- perfect for gatherings or simply relaxing at home. Current rental income is $5700, investor friendly or make this Enchanting Cape Cod your forever home.

466 Auborn Avenue, Shirley

$509,999

3 Beds ⋅ 2 Baths ⋅ 1044873 MLS

Beautifully maintained 3-bedroom, 2-bath home at 8 Halewood Drive in Shirley, offering comfort, functionality, and an inviting backyard oasis. The spacious utility room features ample pantry shelving, a washer and dryer, and convenient storage. The home also features upgraded electrical service with an additional subpanel, a new tankless water heater, and a whole-house generator. The outdoor backyard space is designed for entertaining, featuring an expansive composite deck, a 12-foot above-ground pool with an additional composite pool deck, hot tub, established gardens and mature landscaping with sprinkler system, as well as an enclosed outdoor shower. A 21 foot by 10 foot retractable awning is included. A large detached shed/garage provides excellent storage or workspace. The driveway extends to the rear shed and comfortably accommodates at least four vehicles in the front. The home also includes a basement crawlspace and boarded attic, providing additional storage space. A separate PVC fence encloses the property, offering privacy and security. Some photos have been digitally enhanced to remove clutter.

8 Halewood Drive

$599,999

3 Beds ⋅ 2 Baths ⋅ 1043221 MLS

TO BE BUILT, breaking ground soon, a custom cape model, first floor bedroom and bath, hardwood and carpeted flooring, a large choice of cabinets and counter tops from the builders selection, stainless steel appliances, central air conditioning, full basement with 8' ceiling and egress window, plenty of room in the rear yard for your pool, deck and summertime fun. ****Pictures are from previously built home***

Pinewood Drive, Shirley

$599,900

3 Beds ⋅ 2 Baths ⋅ 1042678 MLS

To be built construction to start in a few weeks, New Cape Cod style home with a modern flair. Hardwood floors throughout the first floor. Open floor plan with living room, powder room for convenience, Eat- kitchen with center island and Stainless steel appliances. For those that prefer a bedroom on the first floor or just don’t want to deal with stairs, Primary suite with Primary bathroom on main level. Full 8 foot basement with egress. Close to beach, boating shopping and more.

66 W Rugby Drive, Shirley

$349,999

3 Beds ⋅ 1 Baths ⋅ 1035186 MLS

Welcome to this Cape Cod home that features 3 bedrooms and 1 bath on an ample sized lot of .25 of an acre. Home is set back to provide a large circular driveway for plenty of parking. Mature landscaping provides the feeling of privacy. Owners made improvements to Kitchen Bath and Windows that are about 4 years old. Home also utilized PSEG and an energy efficiency program to minimize utility cost. There is some TLC needed. Great Value!

59 Probst Drive, Shirley

$548,000

2 Beds ⋅ 2 Baths ⋅ 1036116 MLS

Bring your vision to this charming 2-bedroom, 2-full-bath waterfront Cape, beautifully situated on a double lot with captivating water views and spectacular sunsets. The current living room can be converted back to the home’s original 3rd bedroom, offering added flexibility. The double lot also provides potential for future expansion, subject to permits and approvals. Enjoy waterfront living WITHOUT the requirement for flood insurance!! Fantastic location and LOW annual taxes of approximately $6,500. Water views and sunsets literally at your front door! *NO FLOOD INSURANCE REQUIRED *Low Taxes- $6,500 *Roof, windows & electric were all updated in 2019.

21 Grandview Drive, Shirley

$449,000

3 Beds ⋅ 2 Baths ⋅ 1020948 MLS

Great space, great layout, and an awesome location - just 1.5 miles from Smith Point ocean beach, and less than a half mile from "Shirley Beach" and splash park, which overlooks Bellport Bay and faces directly west with some of the most breathtaking sunsets on Long Island. This home features central AC, vaulted ceilings and hardwood floors throughout entire first floor. If you enjoy entertaining, you'll love the spacious formal dining room with large bay window, open kitchen with stainless steel appliances, and a living room which flows into the separate den/sitting area with sliding glass doors to first floor deck, plus a cozy wood-burning fireplace at the center of it all. Half bath/powder room on lower floor and a large full bathroom on upper level with Jack & Jill entrance from primary bedroom. Samsung washer and dryer just 2 years young. Giant driveway with plenty of room for a boat, and an oversized 1-car garage with attic above, plus crawl space with concrete floors and approx 3 feet of head room for lots of storage and access to insulated oil tank. Roof is approx 10 years. Just under a quarter acre, fully fenced with newer PVC. Decking needs some love but large decks both from first floor and on upper level with sliding glass doors from primary bedroom. Property has significant elevation making flood insurance affordable. Ask me about the brand new bridge to Smith Point beach set to begin construction soon, or Brookhaven Town's planned and approved Downtown Revitalization Project, also set to begin construction soon just 2 miles away.

62 Lombardy Drive, Shirley

$525,000

3 Beds ⋅ 2 Baths ⋅ 990536 MLS

Welcome to this beautifully expanded Cape, offering comfort, space, and convenience in a desirable location. This well-maintained home features gleaming hardwood floors throughout and a spacious first-floor primary bedroom complete with a walk-in closet for ample storage. The full bathroom is designed for relaxation, showcasing a luxurious whirlpool tub—perfect for unwinding after a long day. The home’s thoughtful layout provides both functionality and charm, ideal for a variety of lifestyles. Brand new stainless steel appliances and open floor plan. Step outside to enjoy a fully fenced yard, offering privacy and plenty of space for outdoor entertaining, gardening, or pets. Yard equipped with your own dog run. With low taxes under $7,000, this property presents an excellent opportunity for affordable homeownership. Conveniently located close to public transportation, shopping, dining, and just a short drive to Smith Point Beach, this home combines suburban tranquility with easy access to everyday essentials and recreation. Don’t miss your chance to make this inviting home your own!

15 Maplewood Drive, Shirley

$590,000

3 Beds ⋅ 1 Baths ⋅ 978553 MLS

Charming 3-bedroom Cape featuring an open floor plan filled with abundant natural light. Perfect for entertaining, the home boasts a spacious three-season room with a built-in bar, ideal for gatherings year-round. Cozy up by the beautiful stone fireplace during the winter months or enjoy evenings outdoors by the backyard firepit. The serene backyard offers a peaceful retreat with a koi pond and soothing waterfall sounds, all within a fully fenced yard equipped with convenient key fob–operated mechanical gates. Ideally located just minutes from the ocean, with easy access to local wineries and the Hamptons. A nearby splash park adds to the appeal of this delightful home.

33 Manor Drive, Shirley

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.