Five Under 500

For our April 2025 edition of “Five Under 500,” we’ve put together some of our most popular listings! These homes are perfect for budget conscious buyers and investors, especially with this month’s changing market conditions. Each of our featured properties has special features that make them a great value, including extra acreage and income potential. Be sure to check availability with one of our agents!

1920 Old Kings Highway, Saugerties, NY

This charming one-bedroom cottage sits on 2 acres, with an additional 27.60-acre flag lot behind the home—offering endless possibilities! This cozy retreat features a sun-filled living room and an ample kitchen with an inviting breakfast bar.

Note the generous bedroom, with a newly renovated bathroom for maximum comfort.

There is also a fenced in area to the side of house that is perfect for private outdoor entertaining or to keep pets safe.

New mini-splits make the heating and cooling of this cottage very economical. Currently a successful Airbnb rental, the home provides great income potential. Or, live here while you build your dream home on the expansive acreage behind the property and then rent it later for additional income. Follow the scenic trail to a stunning open field, perfect for a custom estate, farming, or other ventures. Zoned 322, the land allows for various uses, including livestock.

Located just 10 minutes from the heart of Saugerties, with easy access to restaurants, shopping, farmers markets, and HITS horse shows. Plus, Woodstock is only 15 minutes away! For winter enthusiasts, the property is also conveniently close to popular ski resorts, making it an ideal year-round getaway. Whether you're looking for a peaceful retreat, an investment opportunity, or the perfect spot to build your future home, this property has it all.

1920 Old Kings Highway,
Saugerties, NY
$449,000
MLS 20250627
See the full listing here.

3 Friedlander Drive, Kerhonkson, NY

3 FRIEDLANDER DRIVE, KERHONKSON, NY

Welcome to 3 Friedlander Drive in scenic Kerhonkson. This legal, one-level ranch features two units with a fully fenced-in yard and stunning, mature gardens. It is perfect for a host of living situations including in-law, mother-daughter, extended family or income producing rental to help with bills. The possibilities and uses are endless. Both sides feature living, dining, kitchen, two bedrooms and one full bath with separate furnaces.

PRIMARY UNIT

The primary unit has a spacious screened in porch with its own entrance, deck off the kitchen and storage shed, plus a full, very dry basement. The basement is perfect for a workshop, craft space, designated play area or lots of storage. The bright sunny living room with hardwood floors leads to the kitchen and dining area. Eat inside in the dining area or on the lovely screened porch!

The kitchen has plenty of storage and updated stainless steel appliances.

A convenient laundry right off the kitchen!

An updated full bath.

The screen porch is a delightful place to hang out on a hot summers day or long into the evening.
The primary unit also has two bedrooms.

SECONDARY UNIT

The second side, if not rented, is perfect for home office, or large play space for one family living. There's a spacious kitchen, dining or office area, two bedrooms and a full bath. It has it's own entrance, but can also be combined with the primary unit for one larger residence.

Hardwood floors and oak cabinets shine in the secondary unit's kitchen.

The open floor plan lends itself to many uses.

With multiple, high-ticket upgrades to infrastructure, including a new roof, furnace, well with water softening system, and on-demand generator, this energy-efficient, heavily insulated dwelling delivers year-round comfort and low-maintenance living. This versatile property is conveniently located to Samsonville Road's nearby destinations of Ravenwood, Catskill Native Nursery and Troy's Pizza as well as nearby Inness Resort, Westwind Orchard, and Arrowood Brewery. Recreational activities nearby include the 'Gunks, Ashokan Reservoir and Catskills, plus attractions and services in Ellenville, Stone Ridge and Kingston. Shopping and dining in nearby Accord and Kerhonkson make 3 Freidlander a perfect location for full or part time living.

3 Friedlander Drive
Kerhonkson, NY
$445,000
MLS 20250562

View Full listing here.

62 Vestal Hills Drive, Kingston, NY

Room to grow, space to thrive, and a home that’s ready to shine—welcome to 62 Vestal Hills Drive! Tucked in the Town of Ulster with a Kingston address, this spacious 5-bedroom, 2.5-bath home blends flexibility, comfort, and style. Whether you're hosting a crowd, working from home, or dreaming of your own creative studio, there's room for it all—over 2,700 square feet of possibility!

Step into a freshly reimagined space with a fully renovated kitchen, complete with new appliances (stove, fridge, dishwasher), new washer and dryer, and new flooring throughout.

Need versatility? The first-floor bedroom and full bath offer flexible living for guests, family, or single-level ease.

Upstairs, the sun-soaked primary suite is a dreamy retreat with pine paneling, a private balcony, and even its own entrance—perfect for visitors, in-laws, or your own private escape.

Three more spacious bedrooms and another full bath give you plenty of room to grow—whether you need extra bedrooms, a home office (or two), or that yoga/art studio you’ve been imagining.

Enjoy municipal water, sewer, and gas, plus easy access to all the best of Kingston, Rhinebeck, Saugerties, and beyond. The 2019 roof and solar panels bring peace of mind and energy efficiency (ask us for the full list of upgrades and solar details!). Don't miss this rare blend of space, location, and updates. Come make 62 Vestal Hills Drive your next chapter!

62 Vestal Hills Drive
Kingston, NY
MLS 20250319
$439,000
See the full listing here.

557 Manorville Rd, Saugerties, NY

Nestled in the serene landscape of Saugerties, this 2 bedroom, 1.5 bath contemporary bungalow offers an enchanting retreat for those seeking a blend of rustic country living, creativity, and natural surroundings. With a guest house and detached garage, it's perfect for artists or those looking to craft their ideal home office space or artistic workshop. Step into the main residence, where eclectic colors and whimsical decor create an inviting atmosphere.

Each room tells its own story, offering cozy corners and creative spaces that can inspire the imagination. Ascend to the upstairs primary bedroom, a large bedroom boasting a unique balcony that overlooks the surrounding trees and property. Here, you'll experience the tranquility of living among the canopy, with views that evoke a sense of being immersed in nature.

Adjacent to the main house, the guest house awaits your personal touch. Whether for visitors or as a private studio space, this building can be utilized for a number of things that will only improve the value of the entire property.

Another great feature is a spacious detached garage, complete with additional office and another studio area. Ideal for creative endeavors or entrepreneurial pursuits, it provides ample room to cultivate your passions.

Located in Saugerties, close to the towns of Palenville and Woodstock, you'll enjoy easy access to cultural attractions and outdoor adventures. Nearby, discover eclectic dining options and boutique shops, enhancing your lifestyle with convenience and charm. This property is being sold in AS IS condition and is attractively priced to allow for customization and enhancement according to your vision.

557 Manorville Rd
Saugerties, NY 12477
$389,000
MLS 20243270

See the full listing here.

1145 Glasco Turnpike, Saugerties, NY

Discover a rare Hudson Valley offering with both lifestyle charm and long-term potential. There's an existing home, but you'll probably want this for the land. These two adjoining parcels total nearly 6 acres of private, wooded beauty—2.19 acres with the existing home and 3.73 acres of vacant land—offering the flexibility to build, expand, or simply enjoy the space and seclusion.

Lined with timeless stone walls and dotted with striking rock outcroppings and glacial boulders, the land feels like a natural sanctuary. A stream gently winds along the western edge of the larger lot, enhancing the peaceful setting and creating a sense of retreat. Whether you envision a private compound, guesthouse, or future development, this property adapts to your vision.

The home, built in 1979, is tucked away from Glasco Turnpike with a driveway and garage already in place. It includes electric, well, and septic (condition unknown), offering a head start for a new build.

Set in a prime location that combines tranquility with convenience: only 8 minutes to Woodstock, 12 minutes to Saugerties, and 15 minutes to Kingston. Local favorites like Opus 40, The Woodstock Day School, and Zena Recreation Park are just minutes away. Whether you’re seeking a serene lifestyle surrounded by nature or exploring a unique investment opportunity in one of the Hudson Valley’s most desirable corridors, this property is ready to meet the moment—and your imagination.

1145 Glasco Turnpike
Saugerties, NY
$375,000
MLS 20250780