Call us at (848) 301-1292 to learn more about this community

Cheshire Square - Little Silver, NJ

  • Price range: Mid $600ks - Low $700ks
  • Total homes: 44
  • Home types: Attached
  • New or resale: Resale Homes Only
  • Years built: 1974 - 1974
  • Age restrictions: 55+
  • Gated: No
  • Activity director: Yes
  • Pets allowed: Yes

About Cheshire Square

Cheshire Square is a 55+ community of low-maintenance townhomes and condominiums in Little Silver, New Jersey. The 44-home neighborhood is intimate, well-landscaped, and is close to all the dining, shopping, and entertainment options that active adults are looking for in a small town. These attached homes and condos include spacious outdoor patios and views of surrounding greenspaces.

Active adult homebuyers looking for homes for sale in Little Silver, New Jersey will enjoy what Cheshire Square has to offer.

Cheshire Square Amenities & Lifestyle

Residents at Cheshire Square have access to abundant natural space just outside their front doors, which provides an ideal setting for walks, jogs, and bike rides throughout the community.

Members of the community enjoy a low-maintenance lifestyle thanks to a homeowners’ association that takes care of community landscaping and snow removal. With more free time, homeowners at Cheshire Square can enjoy spending time with family or pursuing new hobbies. Residents can also enjoy the variety of activities offered close to home, such as shopping in downtown Little Silver.

Cheshire Square Homes & Real Estate

Homes at Cheshire Square were constructed in 1974. There are a total of 44 townhomes and condominiums, ranging from 1,374 to 2,008 square feet. The condos have 1,374 to 1,414 square feet, two to three bedrooms, two bathrooms, and attached one-car garages. The townhomes have 1,840 to 2,008 square feet, two to three bedrooms, two to three bathrooms, and attached one-car garages.

Kitchens have generous storage space, with plenty of cabinets and drawers. There’s a separate dining room and a living room looking out onto the expanded patio. Features in some homes include a den and a private atrium.

Little Silver, NJ Area 

Cheshire Square is located in Little Silver, New Jersey, a borough of Monmouth County. This prime location puts residents in easy reach of daily needs and fun opportunities. 

Residents of Cheshire Square are also close to any daily conveniences they may need, including grocery stores and retailers such as Trader Joe’s, ACME Markets, and Ferucci’s Market. Pharmacy needs can be met at Walgreens, Little Silver Family Pharmacy, and CVS.

Cheshire Square is also close to multiple health care providers, including Bayshore Community Hospital and Monmouth Medical Center.

When homeowners are looking for entertainment or dining options in the area they can head over to downtown Little Silver, which is within walking distance of the community. There, they’ll find restaurants, shops, and bars. The train station is also easy to find. There are also many attractions in the area, including The Little Silver Library, Riverside Gardens Park, the Monmouth Museum, and the T. Thomas Fortune Cultural Center.

Members of the community who want to get outside can find plenty of options to explore in the area. There are multiple greenspaces and parks to choose from, including Little Silver Community Gardens, Meadow Ridge Park, Sickles Park, Little Silver Memorial Park, and Dominick F. Santelle Park and Boat Ramp. Golfers can also find multiple courses to play nearby, including Rumson Country Club, Navesink Country Club, and Suneagles Golf Club.

Those who want to visit nearby metropolitan areas are in luck. Cheshire Square is a one-hour drive to Newark and Trenton, about an hour and a half away from Manhattan, providing easy access to everything those cities have to offer. The local train station is about a mile from the community. For longer trips, Newark Liberty International Airport is only about 45 minutes away.

Homes for Sale in Cheshire Square

We don't see any homes available at this time, but call one of our local community experts to get more information on availability in this community. (800) 928-2055

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2025 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Nov 02, 2025.
This application does not include information on all of the properties available for sale at this time.

Questions? Need more info?

Models in Cheshire Square

Standard Condo Model - Condominiums

1-3 Beds

2 Baths

1,374 Sq Ft

1-Car Garage

Standard Condo Model - Condominiums
Standard Townhome Model - Townhomes

1-3 Beds

2-3 Baths

1,840 Sq Ft

1-Car Garage

Standard Townhome Model - Townhomes

Amenities

  • Parks & Natural Space

Reviews

This community has 0 Reviews. Be the first to leave a review!

Cheshire Square FAQs

Want more community real estate info?

Learn more about this community or how to set up a tour. Our community real estate experts can provide you with information on visiting this and other nearby communities.

How should we contact you? Your information will only be used to contact you.

Tell us what you would like to know... (Optional)

Global - Main Body Form
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com's Privacy Policy and Terms of Use.

I would like to request more info

Global - Lead Form - Buyer Only
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places placeholder may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com's Privacy Policy and Terms of Use.

The information on this page is aggregated from third-party sources and presented as-is for your convenience. It has not been verified or approved by the developer or homeowners association. 55places.com does not guarantee the accuracy or completeness of information or assume any liability for its use. 55places.com is not affiliated with the builder, developer, or HOA of any communities displayed on this website.

55places.com is not affiliated with the developer(s) or homeowners association of Cheshire Square. The information you submit is distributed to a 55places.com Partner Agent, who is a licensed real estate agent. The information regarding Cheshire Square has not been verified or approved by the developer or homeowners association. Please verify all information prior to purchasing. 55places.com is not responsible for any errors regarding the information displayed on this website.

Reinmlsx

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2025 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Nov 02, 2025.
This application does not include information on all of the properties available for sale at this time.

Agent Image
 

Community Expert

Call Us Call Us
Scroll to Top