Sterling Land for Sale

Welcome to Sterling, Connecticut – a hidden gem nestled in the picturesque Windham County. With its charming rural landscape and rich history, Sterling offers a serene escape from the hustle and bustle of city life, making it an ideal location for those seeking tranquility and natural beauty.

Sterling is renowned for its stunning countryside, featuring rolling hills, lush forests, and sparkling lakes. The area is perfect for outdoor enthusiasts, with ample opportunities for hiking, fishing, and exploring the great outdoors. The town’s close-knit community fosters a warm and welcoming atmosphere, where neighbors become friends and local events bring everyone together.

For those looking to invest in a piece of this enchanting locale, we are excited to present prime land for sale in Sterling. Whether you envision building your dream home surrounded by nature or developing a serene retreat, this land offers endless possibilities. The generous plots provide ample space for your vision, all while being conveniently located near essential amenities, schools, and recreational facilities.

Sterling's proximity to major highways allows for easy access to nearby towns and cities, ensuring that you can enjoy the peace of rural living without sacrificing convenience. Imagine waking up to the sounds of nature and the breathtaking views of the Connecticut countryside, all while being just a short drive away from urban conveniences.

Don’t miss the opportunity to make Sterling your home. Explore the land for sale today, and start your journey toward a life of tranquility and fulfillment in this charming Connecticut town!

Newest Sterling Land for Sale

$250,000

73509342 MLS

223 Justice Hill Road offers a rare 1.09-acre homesite located with direct views of Wachusett Mountain. Just minutes from Wachusett Mountain and steps from scenic Stuart Pond and Leominster State Forest. This parcel is perfect for your custom New England home. The property includes an unused structure sold as is (best suited for removal). There is an existing never used septic system and well on site, offering a head start for future development. Bordered by farmland and framed by stone walls, sunlit pastures and mature trees, the land combines timeless charm with easy proximity to major routes. A truly exceptional opportunity to build with a view!! Special permit required.

223 Justice Hill Road, Sterling

$3,750,000

73508310 MLS

135.96 total acres - 11 parcels with frontage off of 32-50 Flanagan Hill Rd., Sterling. Six (6) parcels are located in Sterling's Rural Residence (RR) zoning district, one (1) parcel in Sterling's Light Industrial (LI) zoning district, and four (4) parcels are located in Lancaster's Residential (R) district. Allowed uses in Sterling's RR zoning district are single family dwelling, two-family dwelling, religion & education, child-care, agricultural & farming. A special permit allows for multi-family, group residence, assisted elderly housing, and other uses. Lancaster's Residential district allows for single family and two-family by-right with multi-family and senior living allowed by special permit. Utility information to be verified and determined.

32-50 Flanagan Hill Road, Sterling

$79,900

24161415 MLS

Land was approved for a 3 bedroom home in 2004 - please do your due diligence with the town. Beautiful country lot that is high and dry to build your dream home. 4.5 Miles to 395 and close to RI line. 617Ft of road frontage.

18 Ledge Hill Rd, Sterling

$35,000

24159941 MLS

Tucked away for privacy yet conveniently located near the Rhode Island line. Enjoy the peace and charm of a scenic, rural setting while still being within reach of nearby amenities. This lot of record provides a rare opportunity to find property in this price range. Whether you're looking to create a private retreat or a year-round residence, this property is full of potential.

627-B Bailey Rd, Sterling

$139,900

73467188 MLS

non conforming commercial zonig more suitable for single family as previouse activity has indicated difficulty locating septic and commerce building on the lot. . Can't find an afordable home in Sterling? consider building one on this wooded hillside acres. signage on southboud rt 12 after Rt 190 rotary. slight slope makes idea for split entry with garage under.

134 Leominster Rd, Sterling

$400,000

24143165 MLS

11.80 of sand, gravel and rock. Current owner has permits in place. 1300 ft of road frontage. Lots of possibilities. Seller will be removing large boulders.

131 Church St, Sterling

$299,900

24142256 MLS

Discover the potential of this 1.07 acre lot. The property currently features a barn structure, but the true value lies in the land itself, being located on a private - no outlet road! With ample space to develop to dream property. Explore the possibilities this well-situated property has to offer. Trailer on property does not convey.

71 Deerfield Dr, Sterling

$60,000

24142268 MLS

Discover this beautiful 0.61-acre lot-ready and waiting for your dream build. Tucked away on a private road in Sterling, CT, this property offers the perfect opportunity to create your own peaceful retreat. Whether you're envisioning a custom home or a quiet getaway, this slice of heaven provides the privacy and space you've been looking for.

81 Deerfield Dr, Sterling

$799,000

73383570 MLS

Perfect opportunity for a 40B project. Prime Mixed-Use Development Opportunity in Sterling! Welcome to 223 Worcester Road, a 3.7-acre parcel of mixed-use zoned land offering endless potential for residential, commercial, or combined development. Strategically located on a well-traveled road just minutes from Mt. Wachusett, this lot presents an exceptional opportunity for builders, investors, and developers alike.This offering also includes the iconic Sterling Inn at 240 Worcester Road, situated on an additional 1.6 acres with nearly 12,000 sq ft of existing structure. Whether you’re looking to revitalize the historic inn, convert it to multi-unit housing, or create a vibrant mixed-use community, this combined 5.3-acre site allows for creativity. With its central location, mixed-use zoning, and proximity to outdoor recreation, this is a rare development opportunity.

223 Worcester Road, Sterling

Start Your Search

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed. © 2026 State-Wide Multiple Listing Service. All rights reserved. Data Last Updated:

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.