Winchester Highlands Homes with Colonial Style

Winchester Highlands Homes with Colonial Style

Welcome to Winchester Highlands, a picturesque neighborhood nestled in the heart of Winchester, Massachusetts. This charming area in Middlesex County is renowned for its rich history, vibrant community, and stunning natural beauty. With tree-lined streets and beautifully manicured lawns, Winchester Highlands offers a serene suburban lifestyle just a short commute from the bustling city of Boston.

One of the standout features of this delightful neighborhood is its collection of Colonial-style homes. These timeless residences exude elegance and charm, often showcasing classic architectural elements such as symmetrical facades, gabled roofs, and inviting front porches. Each home tells a story, reflecting the area's heritage while providing modern comforts for today’s families. Inside, you’ll find spacious layouts, hardwood floors, and exquisite detailing that make these homes truly special.

Life in Winchester Highlands is enriched by a strong sense of community. Residents enjoy access to top-rated schools, beautiful parks, and a variety of local shops and restaurants. The nearby Horn Pond offers a perfect spot for outdoor enthusiasts, with walking trails, picnic areas, and breathtaking views that change with the seasons.

Whether you’re looking for a family home or a peaceful retreat, Winchester Highlands is a place where you can create lasting memories. Experience the warmth of a neighborhood that blends historical charm with contemporary living. Come explore Winchester Highlands, where your dream home awaits amidst the beauty of Massachusetts!

Newest Winchester Highlands Homes with Colonial Style

258 Cross St, Winchester
$974,900
3 Beds ⋅ 3 Baths ⋅ 73575764 MLS
Are rates making you feel like home buying is out of reach? The sellers are now offering A TWENTY THOUSAND DOLLAR ($20,000) CREDIT, PERFECT to put towards closing costs or a 2/1 rate buy down. Enjoy over a ONE THOUSAND ($1000) DOLLAR PER MONTH savings year one and over a FIVE HUNDRED ($500) DOLLAR PER MONTH savings year two. A rare opportunity to own a detached home in Winchester under $1M—with the space, privacy and flexibility often missing from condo or townhome living. Tired of or can't imagine paying an HOA fee on top of fighting rising interest rates? Skip the added cost, lock in (REFI LATER) a lower monthly payment, and get more value at 258 Cross Street! The property is set on a level, fenced corner lot with a side-street driveway, ACCESSIBLE FROM RIVER STREET, parking for 4 cars, and offering 3 bedrooms, a versatile bonus room (4 beds on public record), 2.5 baths and a layout that can adapt as your needs change. The main level blends classic character with everyday function, featuring hardwood floors, crown molding, arched openings, bay windows and an updated eat-in kitchen with stone counters, upgraded cabinetry, stainless appliances and gas cooking. A brand-new first-floor powder room adds convenience for everyday living and entertaining. Upstairs, two generously sized bedrooms are joined by two updated full baths, including a larger bath with double vanity, tiled shower and soaking tub. The finished third floor provides a third bedroom plus an additional flex space ideal for a home office, fitness room, playroom, hobby space or guests. Major recent improvements, besides the unused, first floor half bath, include brand-new central AC and a newly sodded yard. Current owners have also invested considerably into improvements from the kitchen (countertops/appliances/backsplash/flooring), to the main bathroom remodel on the 2nd floor, and even a rebuilding of the lower two staircases to increase functionality. Outside, enjoy a fenced backyard, patio, storage shed and rare off-street parking for four vehicles. The full basement provides additional laundry and storage space. Convenient to Winchester Center, local shops and dining, the commuter rail, the Middlesex Fells and major routes connecting Boston, Cambridge, Burlington and the surrounding metro area. Previously prepared conceptual expansion plans are available for buyers interested in exploring future possibilities.

258 Cross St, Winchester

Listing courtesy of Listing Agent: Justin Blankenship from Listing Office: Fiv Realty Co.

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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.

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