Corcoran Country Living Listings

$695,000 (USD)
Pending

Woodstock Area Single Family Home

Pending

18 Playhouse Lane Woodstock, NY 12498

3 Bed
2 Baths
1067 sqft
MLS# 1007228
Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage is complemented by a separate permitted studio cottage (STR)--an ideal artist's studio, guest cottage, home office, creative retreat, or potential income-producing opportunity. Together, they offer exceptional flexibility just moments from Woodstock's renowned restaurants, galleries, boutiques, markets, music venues, and year-round attractions.

The main residence features two spacious bedrooms, each with walk-in closets, random-width pegged hardwood floors, recessed lighting, ceiling fans, updated windows with removable grilles, and a custom built-in entertainment center. The inviting living room is centered around a wood-burning fireplace, creating a warm and welcoming gathering space.

The eat-in kitchen offers shaker-style knotty pine cabinetry, a farmhouse sink, all-new appliances, and a convenient laundry area. A standout feature is the stunning three-season screened porch with vaulted A-frame ceilings, floor-to-ceiling screens, and a built-in entertainment center--perfect for relaxing, entertaining, or simply enjoying views of the beautifully landscaped grounds.

Step outside to discover mature gardens, a tranquil frog pond, charming fencing, winding gravel pathways, and a private patio ideal for outdoor dining and gatherings. The attractive novelty siding enhances the property's timeless Woodstock character.

Additional amenities include a whole-house generator servicing both the main residence and studio cottage, a fully waterproofed crawl space with excellent storage, a spacious attic, a two-car carport, and a private driveway accommodating up to five vehicles.

Whether you're searching for a full-time residence, a weekend escape, or a downsizing opportunity, this special Woodstock property offers the rare combination of a charming village home and a versatile detached artist's studio cottage, blending character, functionality, and income potential in one of the Hudson Valley's most sought-after locations.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Jeanne Rakowski, Corcoran Country Living
$695,000 (USD)
Pending

Pleasant Valley Area Single Family Home

Pending

41 Meddaugh Road Pleasant Valley, NY 12569

4 Bed
3 Baths
3019 sqft
MLS# 996853
Welcome to 41 Meddaugh Road, a beautifully transformed 4 bedroom, 2.5 bathroom contemporary home with Hudson Valley historic farmhouse charm. Setback from the road, this turnkey home is sited on 1.84 acres and has undergone an extensive ground-up renovation. This property was previously under contract. The buyer was unable to close due to a contingency on their own home sale — not any issue with this property. During that period, sellers completed a full roof rebuild (new sheathing, 30-year warranty) and additional basement improvements. The home is fully move-in ready and priced to reflect these completed upgrades. Nearly all major systems, structural components, and finishes were replaced or upgraded during this full gut renovation. Inside, the home has been completely reimagined with a bright, airy open-concept layout designed for effortless everyday living. Cozy up by the wood-burning fireplace in the spacious living room, or host gatherings in the stunning, brand-new kitchen featuring a large island and updated appliances. From there, sliding glass doors lead directly to a beautiful stone patio—your perfect spot for morning coffee or casual weekend barbecues. Upstairs, there are four comfortable bedrooms, including a spa-inspired primary suite with an oversized walk-in shower and a double vanity. The home also offers interior access to the attached garage and full unfinished basement. Located in the Town of LaGrange with a Pleasant Valley postal address and within the Arlington Central School District, the property is approximately 5 minutes to the Taconic State Parkway and 20 minutes to the Poughkeepsie Train Station. Looking for outdoor adventures in the area? Visit the scenic trails at the nearby James Baird State Park or take a peaceful walk through the Taconic Hereford Multiple Use Area. Every major structural, heating, and cooling element of this home has been newly upgraded (including a high-efficiency Bosch heat pump system and a brand-new roof) to ensure total peace of mind for its next owner. It is entirely move-in ready and waiting for you to start your next chapter.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Kyle E. "Kyle Elizabeth" Irwin, Corcoran Country Living
$685,000 (USD)
Active

Pine Plains Area Single Family Home

Active

1408 Route 83 Pine Plains, NY 12567

2 Bed
2 Baths
1406 sqft
MLS# 1056226
This beautifully restored c. 1850 country home blends historic character with thoughtful updates in a picturesque setting. Located in the charming hamlet of Shekomeko, the property is framed by exceptional perennial gardens, with layers of native plantings creating a lush and beautifully established landscape. A stone patio with a pergola sits amid the gardens, offering an intimate setting for outdoor dining and entertaining, while protected Dutchess Land Conservancy land borders the property. The two bedroom, two bath residence offers privacy, timeless charm, and an inviting connection to the outdoors. A gracious entry leads to a formal dining room, comfortable living room with fireplace, and a warm, inviting library with built-ins. The renovated kitchen is beautifully appointed with Wood Mode cabinetry, quartz countertops, a Sub-Zero refrigerator, Thermador gas range, and GE dishwasher. A full bath completes the main living spaces. One of the home's most appealing features is the generous screened porch with a bluestone floor, creating a wonderful place for outdoor dining and relaxing throughout the warmer months. Upstairs is a spacious primary bedroom, an additional bedroom, home office, and a full bath. Thoughtful improvements over the years have preserved the home's original character while adding modern comfort. Details include a copper roof and gutters, clapboard siding, central air conditioning, an automatic Kohler generator, and an attached 1-car garage. With its historic architecture, mature gardens, protected surroundings, and carefully updated interiors, this charming 1850 residence offers an idyllic country retreat with enduring character.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Paula Redmond, Corcoran Country Living
$660,000 (USD)
Active

Stanfordville Area Single Family Home

Active

236 South Road Stanfordville, NY 12581

4 Bed
5 Baths
3500 sqft
MLS# 1052485
A Hudson Valley property with room to live, gather, and grow. Set on 2.27 acres this substantial 2006-built residence offers an uncommon combination of space, flexibility, and Hudson Valley lifestyle. With approximately 3,500 square feet of total living space, four bedrooms, three full baths, and two half baths, the property is designed for a lifestyle that extends well beyond the traditional home.

A defining feature is the approximately 1,700-square-foot in-law suite, offering an exceptional degree of versatility and independence. Whether envisioned for multigenerational living, extended family, private guest accommodations, a work-from-home environment, or a combination of uses, this expansive additional space provides possibilities rarely found in the Hudson Valley market.
The main level offers generous proportions and an inviting everyday flow. A large kitchen and dining area open toward the living space and extend outdoors to a back deck, creating an easy setting for both relaxed mornings and larger gatherings. The primary bedroom features its own en-suite bath, complemented by an additional bedroom, versatile bonus room, full bath, and half bath. Downstairs, the home's flexibility truly comes into focus. The second living level mirrors much of the functionality of the main floor, with its own kitchen and dining area, living room with direct access to a private patio, a second primary en-suite, additional bedroom, and half bath. The arrangement creates an unusual level of privacy and autonomy while maintaining a cohesive connection throughout the home.
For those with a creative side, a separate soundproof recording studio adds an unexpected and highly desirable dimension—an especially compelling feature for musicians, recording artists, or anyone seeking a dedicated creative space. Each level also has its own laundry room, while radiant heat throughout adds year-round comfort. The home is fully ducted, with an AC handler already in the attic, offering the opportunity to complete the connection for central air conditioning.
The scale of the home provides room for everyone to have their own space while still creating inviting areas for gathering and connection.

Outside, the 2.27-acre setting provides the space and quiet that define the Hudson Valley experience. Mature chestnut trees anchor the property, while generous outdoor areas invite al fresco dining, entertaining, gardening, or simply enjoying the changing seasons. Surrounded by the rolling countryside of Stanfordville, the property places you within easy reach of the villages, farms, restaurants, markets, and cultural destinations that make this corner of the Hudson Valley so sought after. Millbrook, Pine Plains, Rhinebeck, and the region's renowned farm-to-table, wine, and culinary destinations are all within convenient reach, all within 2 hours of NYC.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Stephanie Bogdan, Corcoran Country Living
$649,000 (USD)
Active

Highland Area Single Family Home

Active

42 Oakes Road Highland, NY 12528

5 Bed
5 Baths
4281 sqft
MLS# 1054784
Rarely do you find a property with such an up-close view of the Hudson River, offering a front-row seat to sailboats gliding by, tugboats slowly making their way along the water, and the romantic sound of the train.

For generations, this home has stood watch over the Hudson, with a story that appears to reach back more than two centuries. While town records list the home as built in 1900, historical records associated with the property indicate its history may reach back to the early 1800s. Remarkably, the home has been continuously lived in through the generations.

Set along the banks of the Hudson, beneath the Walkway Over the Hudson and Mid-Hudson Bridge, this three-story home is filled with character, with generously sized rooms, fireplaces, and a tower offering a remarkable vantage point to watch life on the river go by.

Surrounded by beautiful gardens and a substantial lawn, the property offers wonderful outdoor space overlooking the water—a setting that is increasingly hard to find.

The home requires substantial renovation, but therein lies the opportunity: to thoughtfully restore its character, honor its history, and bring this Hudson River beauty back to its former glory. The work may be significant, but the setting is irreplaceable and the views are timeless.

Franny Reese State Park is just minutes away for hiking and nature, while the train station, New Paltz, and Poughkeepsie are all within easy reach.

For the buyer with vision, this is more than a renovation project. It is an opportunity to become part of the continuing story of a remarkable home in an extraordinary Hudson River setting.

Property being sold in AS IS condition.
Listing by: ONEKEY as distributed by MLS GRID / Listed By: Anne Rajs, Corcoran Country Living