Homes for Sale near Highland School

Build your dream Carriage Home from the ground up at The Reserve at Stonebridge Crossing-Cheshire's premier low-maintenance community by EG Home. This spacious 2,450 sq ft floor plan offers the perfect blend of comfort, flexibility, and energy efficiency, with the opportunity to personalize every detail. Create your ideal kitchen by selecting from EG Home's curated layouts, including our Pro

Michael Helmuth EG Group Realty LLC

Exceptionally updated and detailed, this classic, custom 5-bedroom, 5-bath (3 full, 2 half) Colonial sits on a level, professionally landscaped 2-acre lot with a fenced, heated gunite pool. The grand two-story foyer welcomes you with elegant open railings and gleaming hardwood floors that flow throughout the entire first floor. A chef's dream, the new kitchen (2014) features a butler's pantry,

Karen Brimberg William Raveis Real Estate

Nestled in the desirable Castle Glenn community, this beautifully maintained detached home offers the ease of community living with the privacy of a single-family residence. Built in 1989, this home features 2,840 sq ft plus an additional 900 sq ft in the finished lower level. A standout feature is the first-floor primary suite, complete with walk-in closet and en-suite bath with jetted tub,

The Sally Bowman Team Berkshire Hathaway NE Prop.

Welcome to this spacious end-unit townhouse located in the heart of Cheshire, offering both privacy and convenience. The oversized living room opens directly to a private outdoor deck, creating the perfect space for relaxing or entertaining. The updated kitchen features a breakfast bar, upgraded vented range hood exhausting to the exterior, and hardwood flooring that continues through the main

Dan Xu Vision Real Estate

Unique Multi-Home Property on Over 3 Private Acres! A rare opportunity to own two homes on one beautiful property in a peaceful, private setting. Property Highlights: Over 3 acres of land R-40 zoning - ideal for farming, gardening, horses, or hobby farm potential Quiet country setting surrounded by nature Endless possibilities for multi-generational living, rental income, or guest house Main

Nancy Newman LPT Realty

Desirable Redbridge model in Cheshire Crossing set on a premium lot with wooded rear exposure! Beautifully maintained home offers an open-concept layout with vaulted ceilings, HW flooring, recessed lighting, and abundant natural light. The eat-in kitchen features granite countertops, stainless steel appliances including double wall ovens, cooktop, refrigerator, tile backsplash, and slider to Trex

Stacey Deangelis Calcagni Real Estate

200 Chipman Drive is the home that Cheshire buyers wait for! A move-in ready gem, it offers the ease of one-floor living without sacrificing space or style. With over 3,100 square feet of usable space, a warrantied basement, solar efficiency, updated windows, and set on a one acre lot nestled at the end of a quiet, sought-after prime cul-de-sac location; it is a property that truly has it all.

Kathleen DeRossi William Pitt Sotheby's Int'l

Beautifully maintained Baldwin model offering exceptional space, comfort, and upgrades throughout! Welcoming foyer with HW flooring opens to elegant dining room with tray ceiling. Spacious eat-in kitchen features granite countertops, beveled granite center island, tile backsplash, recessed lighting, stainless steel appliances, Butler's pantry, wine rack, and slide-out shelves/ drawers. Bright

Stacey Deangelis Calcagni Real Estate

Brand-new construction completed on 12/12/2025 and currently receiving final finishing touches by the owner. This beautiful home offers 4 spacious bedrooms, 3 full bathrooms, and a 2-car garage with an additional 506 square feet of garage space. The Town has issued the Certificate of Occupancy (CO). Thoughtfully designed layout with modern finishes throughout. A rare opportunity to own a newly

Carlos Ventura Ventura Group Realty LLC

Charming 6 bedroom Cape in great neighborhood! Home offered for sale for the first time. The property's original owner has loved and cared for this home for the past 56 years. Nice layout with generous room size. Living room w/fireplace, formal dining room, eat-in kitchen, sunroom, 6 bedrooms and 3 full baths. Lovely yard with lots of flowers, plantings and charm. Full basement with ample storage

Sarah Kolman The Heritage Group, LLC

Hillside Village, age restricted community 62+. One level living, 1 bedroom with an additional living space that could be used as a 2nd bedroom (no closet). Slider to patio and yard area, stackable washer/dryer. Condo fees include heat and hot water. Close to restaurants, shopping, public library, and highways. Sold in as is condition, needs work and updating.

Phil Giampietro Coldwell Banker Realty