Magnificent gated and private property on 4.5 acres. The home was gut renovated in 2018 and has a 2024 addition of a family room, mudroom and 2 car attached garage. The former 3 car detached garage offers bar/stall possibilities. There is also a fully equipped greenhouse!

Welcome to Uphill Acres! Privately secluded on 13 acres of tranquility, natural beauty and picturesque riding trails for horse enthusiasts. This custom built home has been meticulously maintained and cherished over the years. As you enter, you are greeted by a gracious foyer with vaulted ceiling & radiant heated floors. The main level offers maple floors, a well-appointed kitchen, dining rm w/cozy fireplace, lovely living rm & a study w/built-ins. The primary BD with en-suite & walk-in closet. Upstairs you'll find two add. bedrooms & bath. The property also boasts a 5-stall barn w/electricity, water & above loft. Large shed. Amazing yard w/fruit trees & berry bushes. Nice deck to entertain. A massive four-car garage is heated, 100-amp service w/room for storage or a lift. Owner owned solar panels,furnace is oil/wood, makes it cost efficient. Newer roof, septic. Uphill Acres is more than just a home; it's a lifestyle! Come and experience the peaceful beauty of this exceptional property.

Picturesquely sited on a spacious 4.6-acre parcel, this remarkable property is the perfect Vineyard retreat offering a luxurious home, guest house, fenced pastures, and a large barn. Just minutes from Lamberts Cove Beach, hiking trails, Up-Island Cronig’s, and all the conveniences of West Tisbury Center, the location is ideal. Designed with three distinctive living levels, each area provides spacious yet private surroundings. The main living area features a dramatic great room with a vaulted ceiling. The chef’s kitchen with an adjoining pantry opens to the spacious dining room with access to a side deck. An ensuite bedroom, half bath, and laundry/mudroom complete this floor. The upper level is dedicated to the primary ensuite with a walk-in closet and a three-bedroom guest wing with a private den and full bath. You will be pleasantly surprised with the additional 2100 sf lower level, designed for fun and recreation. The spacious game room is perfect for entertaining, watching sports on TV, playing billiards or ping pong, or simply relaxing at the delightfully designed bar with oak barrel barstools. Two additional bedrooms on the lower level provide a more private space for guests and visitors with two exquisitely appointed bathrooms and six custom-built adult-size bunk beds. The library is truly one-of-a-kind with built-in floor-to-ceiling bookshelves and a moveable ladder for easy access to all your literary treasures. The library also boasts an 81” TV that can be hidden away behind custom cabinets when entertainment calls for a more formal ambiance. A Sonos Sound System was installed throughout the house, ensuring you can always listen to your favorite tunes. There is so much to enjoy here, indoors and out, and creating this stunning Vineyard Farmhouse Estate has truly been a passion of love. The two-story guest house with a new deck that overlooks the Egyptian Lotus Pond, has an unfinished interior awaiting your vision. Completing this fabulous unique offering is a large two-story post and beam barn built in 2014. In the words of the owners: “It is as if your body can breathe here, and you can pause and simply be. What a gift. It is just the right balance of being and doing.” With the appropriate special permitting, there is a potential to run a business out of the barn or the guest house.

In-town private country estate home with 16+ acres awaits. Custom designed 5000+-SF 4 bedroom, 4.5 bath Contemporary Colonial. Entry Hall opens to study/LR/music room, formal dining room with custom crown trim. Large bay-window dine-in kitchen w/ center cooking isle, Fabulous 2 story family room with fireplace & full window wall, 1st floor primary BR suite/spa bath/walk-in closet/deck w/hot tub plus laundry & mud room. 2nd flr: balcony library loft, 2 bedrooms with Jack & Jill bath, bonus room & large custom closets. Guest BR w/ full bath/ walk-in closet. Separate cedar closet. Below: full walk out media/home theatre room with wood burning Goshen stone fireplace, full bath w/ steam shower, Party kitchen & laundry, ample storage/exercise area, wine cellar, custom inground pool w/ paver surround. 2 stall barn & 4 acres of pasture. Bright expansive windows w/ transoms thru-out main level frame naturally beautiful vistas. Wrap-around IPE front porch. So many extras. Live the dream! Schedule your private tour today.

Applecroft, located in the Blue Hills of Milton, Massachusetts, is a nationally recognized, 1890's shingle-style country estate situated on approximately 8.5 pastoral acres. The property has been fully restored and upgraded with the assistance of renowned architect Patrick Ahearn and brought up to modern luxury standards. Stepping inside the grand entry, one is greeted by the elegant stair hall, which leads to a large family room, first floor office, library and sunroom. Further, one enters the dining room with its floor to ceiling windows and wainscoting and connects directly to the bright kitchen, breakfast and sitting area. The home offers 6 bedrooms, 8 full and 2 half baths, au pair suite, fitness room, sauna, catering kitchen and elevator. The new 2 bedroom guest house includes a 2-car garage and garden room. This is a rare opportunity to find such a significant property, surrounded by conservation land and direct access to riding trails, located minutes from Boston, Logan Airport, Milton Center and Milton Academy.

Step into this luxurious 66+ ACRE country estate and be greeted by decorative iron gates and pristine stone walls, setting the tone for a property rich in design, amenities, and curated character. Prepare to be wowed from top to bottom by the 6,000+ square foot custom contemporary home with detached open concept 1BR/1BA apartment. High end finishes throughout with hardwoods on 1st & 2nd floor and apartment, 4 fireplaces and pretty views from all angles. The huge chef's kitchen boasts top-of-the-line wolf/subzero appliances, cherry cabinets, a sizable island, walk through pantry and breakfast bar that overlooks a family room that seamlessly flows into a three-season sunroom. Enjoy dining with meadow views in the formal dining room or casual meals in the dining area with office nook. Cozy up by the fireplace in both the living room and family room, or get work done in the office/library - all on the first floor along with 2 half baths and large mudroom. Upstairs, the magnificent primary suite awaits with a sitting room, full bath, and access to a private 3rd floor dressing room, gym or office with a half bath. Two additional large bedrooms, each with private baths complete the second floor. Outside, a mahogany covered deck overlooks a babbling brook, while a paver patio sets the stage for entertaining. Equine enthusiasts will be delighted by the outstanding amenities including multiple BARNS with matted stalls, run-in sheds, fabric covered indoor ARENA, 10+ acres of cleared pasture offering multiple paddocks and expansive turnout, onsite trails, woodlands and protected in the far back by a marsh filled with wildlife. This property truly offers a lifestyle of luxury.

This expanded Cape is a wonderful blend of comfort, utility & charm.The extensive Amish built barn updates & features make it ideal for someone who appreciates both modern amenities & the practical aspects of farm life. Features include a huge country kitchen, front to back living room & formal dining room, primary 28' bedroom with glass doors to deck overlooking yard. New furnace in the main home, central air, alarm & home generator. Also features a huge barn 5 stalls 12X10 HORSE BARN, along w/ two(2) sheds. The house is 2,480 sf on a 1.46-acre lot w/ 3 bedrooms & 3 bathrooms. Additionally, there is a luxurious chicken shed, a big fenced backyard that includes a pool, a fire pit & plenty of room for an arena. For the car & motor lovers, there is an oversized garage w/ steel beams & taller doors for easy access. The property is located in a general use area & has been a farm for many years. Imagine fun, work & play where you live!

PRICE REDUCED!! Rare offering; attention equestrian enthusiasts, car collectors, landscapers or farm-to-table lifestylists. Find the beauty of bucolic living with convenience and comfort of this Contemporary colonial built in 1998, sited on 4.72 acres; a blend of modern day living and equine charm and amenities. Set in a small neighborhood of upscale homes, the home has a flexible & open floor plan. Kitchen has granite counters, center island, white cabinets and eating area which opens to FamRm with gas fireplace & cathedral ceiling and to the DinRm w/ hardwoods. 4 Season Rm with access to large deck, heated above ground pool & patio. 2 story foyer & open staircase leads to Main bedrm w/ vaulted ceiling, fireplace, multiple closets & private bath with jacuzzi. 3 additional bedrooms w/ ample closets and full bath. Exterior features: indoor riding ring, 20 Stall Barn, 4 stall barn, separate paddocks, chicken coop & more. Irrigation system, whole house generator. Lower level is ready to be finished

Shadyside Stables is a stunning custom designed equestrian property on 23 acres in historic Concord MA. Built in 1995, this amazing property includes a magnificent 6BR 6.5BA brick home with attached 3 car garage, 15 stall insulated barn, a 200 x 72 irrigated indoor ring w/GGT footing & viewing room, 15 grass fields & paddocks including 4 covered medical paddocks, a 250 x 100 irrigated outdoor ring with GGT footing, 2 RV hook up spaces, a charming 2BR guest house and so much more all surrounded on 3 sides by sprawling conservation land. Incomparable property only 20 minutes to Boston!

Exquisite in design, quality and craftsmanship, this RENOVATED LUXURY FARMHOUSE on 109+ ACRES will engage all your senses and exceed your equestrian expectations. The long private drive leads you to a 4770 sq ft custom masterpiece carefully designed with upscale country living in mind.    A sun filled first floor offers multiple access points to a covered porch with pastoral and distant views. Inside you'll marvel at the grand foyer, custom open kitchen with top of line appliances and leathered marble counters, great room with fireplace and spacious dining area combo with adjacent office.  The formal living & dining offers a separate retreat that overlooks your grazing horses. Full and half bath, expanded mud room and dual staircases takes you to 2nd floor with 3 large bedrooms, all with walk in closets, 2 full baths, & option for 2nd office (currently a dressing room).  A heated gallery connects you to an attached 3 STALL OWNER’S BARN with tack and grain rooms, grooming stall and loft - making those chilly days a delight. Additional amenities include an updated 1200 sq ft APARTMENT with bedroom, office, a large kitchen/dining/living room, full bath, laundry and deck sitting above the 9 STALL BARN with heated tack and grain rooms, ½ bath, and wash stall. INDOOR ARENA (72 X 184) with GGT footing and attached equipment bay, 3 OVERSIZED GARAGE BAYS with 10 foot doors and 2 ADDITIONAL STALLS (1 foaling) & OUTDOOR ARENA (90X 180), 15 PADDOCKS and 5 RUN-IN SHEDS allows shelter for 24+ HORSES. Groomed trails on site, extensive turn out and a mix of pasture and forest make this property a rare find you and your pampered horses or boarders will relish.  Great location abutting Upton State Forest and commuters will appreciate access to Routes 495, 140, 146 and the Mass Pike. Less than 1 hour to Boston or Providence both cities with international airports.