Refine Search
Sort by
$260,000
2 Beds 2 Baths ACTIVE Status 24193406 MLS Woodstock Meadows BLDG.
Tucked away in the sought-after Woodstock Meadows community, this beautifully maintained townhouse offers the perfect balance of comfort, convenience, and small-town charm. Opportunities to own in this desirable neighborhood are few and far between, making this an exceptional place to be home. Enjoy the best of Woodstock living with historic Roseland Park and Golf Course just moments away, where scenic walking trails, open green space, and year-round recreation are right at your fingertips. The surrounding neighborhood is peaceful and inviting, offering a quiet setting without sacrificing accessibility to local shops, dining, and everyday conveniences. Inside, this two-bedroom home offers 1,080 square feet of thoughtfully designed living space, complemented by an additional 264 square feet in the partially finished lower level-perfect for a family room, home office, fitness space, or hobby area. A one-car garage adds practicality and extra storage. Whether you're looking for your first home, downsizing, or searching for a low-maintenance lifestyle, this property delivers. The professionally managed homeowners association takes care of the exterior maintenance, allowing you to spend less time on upkeep and more time enjoying everything the area has to offer. With its desirable location, welcoming community, and easy living, 25 Woodstock Meadows is a place you'll be proud to be home.

25 Woodstock Mdws Unit 25, Woodstock

$625,000
1 Beds 1 Baths ACTIVE Status 24191228 MLS
This lakeside escape was completely redone in 2023. This beautifully updated 1-bedroom, 1-bath year-round home is nestled on the shores of private Quasset Lake in Woodstock. This direct waterfront property is an absolute paradise for entertaining, boating, water skiing, and fishing. Step inside to a bright interior that has been freshly painted top to bottom in a neutral color palette. The entire home boasts brand-new wall-to-wall tile flooring with radiant heat that combines luxury with a high-durability lake-life utility. The open-concept layout flows seamlessly into a sunlit living space. Mini splits that provide heat and A/C and a newly installed gas fireplace designed to keep you cozy throughout the seasons. Exit through your sliders to your 19 x 33 outdoor high-end deck that extends your living space. It features motorized adjustable louvers that can be closed for complete shade or weather protection, as well as electric screens for insect protection.

4 Loyola Rd Extension, Woodstock

$300,000
ACTIVE Status 24188739 MLS
22.2-acre building lot offering endless possibilities in desirable Woodstock! Whether you're a builder, investor, or looking for the perfect location to build your forever home, this property is ready for your vision. Approximately 0.5 acres have already been cleared, and valuable due diligence has been completed, including a town-approved septic design, engineered site plan, and professionally delineated and marked wetlands. Neighboring lots have been surveyed, adding to the property's appeal. Enjoy the privacy and beauty of country living with plenty of space for your dream home while remaining conveniently located near local amenities and major routes. A rare opportunity to own a large parcel with much of the groundwork already in place. Bring your plans and make your dream a reality!

Route 197 Route, Woodstock

$880,000
4 Beds 5 Baths ACTIVE Status 24180671 MLS
Welcome to this exceptional custom-built ranch, perfectly situated at the end of a peaceful cul-de-sac in South Woodstock. Offering a great blend of luxury, comfort, and versatility, this impressive home boasts 2,822 square feet of beautifully designed main-level living space, with over 5000 square feet of total finished living area including the private in-law apartment above the garage and the spacious walk-out lower level. Stepping through the front door, be captivated by soaring ceilings, arched doorways, and quality craftsmanship throughout. Generously sized living areas provide the perfect setting for entertaining family and friends, while thoughtfully designed spaces offer comfort and privacy for everyday living. The home features spacious bedrooms, abundant storage, and countless custom details that reflect pride of ownership and meticulous attention to quality. Come see this property to see all that it offers.

48 Grey Fox Lndg, Woodstock

$499,900
3 Beds 3 Baths ACTIVE UNDER CONTRACT Status 24172507 MLS
MOTIVATED SELLER...Welcome to 35 Lebanon Hill Road, a beautifully maintained home nestled in one of Woodstock's most sought-after areas. This property offers the perfect blend of rural charm and modern updates, set against the peaceful backdrop that makes Woodstock such a desirable place to make your home. Significant recent improvements provide both value and peace of mind, including a brand new 50-year architectural shingle roof with new plywood sheathing, a newly installed water softening system (2025), and a high-efficiency Buderus boiler system. These major upgrades ensure durability, energy efficiency, and long-term comfort for years to come. Located in a highly desirable section of town, the home benefits from Woodstock's top-rated school system and a lifestyle defined by scenic beauty, open space, and a strong sense of community. Residents enjoy access to local farms, walking trails, and a quintessential New England atmosphere, all while remaining within convenient reach of nearby amenities. Whether you're looking for a quiet retreat or a place to put down roots, this property offers a rare opportunity to own in one of Woodstock's most cherished locations.

35 Lebanon Hill Rd, Woodstock

$69,500
2 Beds 1 Baths ACTIVE Status 24172283 MLS
Your seasonal escape is waiting at Meadowside of Woodstock - a private, gated 100-site co-op campground in Connecticut's Quiet Corner. Lot 69 features TWO structures: a 1999 40-foot Retreat park model with central air, new refrigerator, new deck, and new grill, PLUS a 12x16 log cabin on a concrete slab with electric fireplace and AC. Sleeps 6 total. Fully furnished including brand new sofa. Open-concept kitchen with gas range, built-in microwave, and ceiling fan. Paver patio with fire pit and outdoor seating. Grey water direct to sewer with complimentary weekly pump outs. Located in the heart of the campground - steps from the inground pool, newly remodeled rec hall, bathrooms, showers, and pavilion with live entertainment every weekend. Additional amenities include on-site laundromat, playground, soccer field, ball field, community garden, mini golf, and a fully stocked fishing pond. Lot assessment of $1,650/season ($1,350 early-bird before Jan 31) covers water, sewer, trash, grounds maintenance, and all amenities. Owner pays electric (~$80/mo summer) and propane only. Season runs mid-April through October. Co-op ownership with 1/100th share. Seasonal rental allowed - one lease per season. No tents, no overnight visitors. Showings scheduled via ShowingTime

69 Meadowside Rd, Woodstock

$359,000
2 Beds 2 Baths ACTIVE Status 24156526 MLS
Welcome to this charming 2-bedroom, 1.5-bath home that offers the perfect blend of comfort and convenience. Ideal for empty nesters, downsizers, or anyone looking for a fantastic condo alternative, this home provides the privacy of single-family living without the hassle HOA. Step inside and enjoy a warm and inviting layout with comfortable living spaces that make the home feel instantly welcoming. The two bedrooms offer just the ample space, while the 1.5 baths add everyday convenience for both residents and guests. Whether you're looking to simplify your lifestyle or purchase your first home, this property offers easy living in a great location. Professional Photos to follow* Subject to seller finding suitable housing*

70 Hawkins Rd, Woodstock

$520,000
4 Beds 3 Baths ACTIVE Status 24125003 MLS
Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases its original door with full exterior shutters, a hallmark of Greek Revival style. The living room centers on a classic fireplace, and along the upstairs landing a wall of built-in bookshelves creates a welcoming library space. Three bedrooms are located on the second floor, with an additional first-floor room currently serving as a fourth bedroom. The primary includes a walk-in closet and bath with a clawfoot tub. The walk-up attic offers potential for an office, playroom, or studio. The kitchen features a custom layout paired with quality appliances (Sub-Zero fridge & Thor cooktop) and the warmth of a wood stove. Updates include new Trex decking and a newly finished three-season room off the dining room. Historic touches, such as unique wallcoverings and original details, remain intact, blending history, artistry, and the timeless charm of living in Woodstock, CT. Property to be sold in as-is condition.

101 Child Hill Rd, Woodstock

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.