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$749,900
3 Beds ⋅ 2 Baths ⋅ 73572311 MLS
Escape to ultimate privacy in Oakham! Set on 9.7 acres & surrounded by protected state forest, this home is offering exceptional seclusion & a rare natural setting. This 3-bedroom, 1.5-bath property features hardwood flooring, partial carpet flooring, vinyl flooring, & ceramic tiling. Recent updates include a brand new septic system, wooden shingles replaced, new vinyl & carpet flooring, & a remodeled first-floor half bath. Opportunities can include the 9.7 acres of expansive wooded land behind which offers potential for subdivided lots or other future development. Located on a private road away from major traffic, the property offers abundant wildlife & forest views that resembles northern New England. Despite its secluded setting, it remains within a short radius to a golf club like Kettle Brook, Worcester Regional Airport, and the city of Worcester. Perfect balance of accessibility and privacy, this home is ideal for those seeking both rural living and proximity to city amenities.

16 Flint Rd, Oakham
$799,900
5 Beds ⋅ 4 Baths ⋅ 73568386 MLS
Welcome to Longview Estates! This beautifully built Colonial offers approx. 3,165 sq ft of living space with 5 bedrooms, 3.5 baths and a versatile in-law apartment, all set on 5.4 private acres in Oakham. The main home features 3 bedrooms and 2.5 baths, hardwood flooring, a dining room with classic chair rail, and an inviting kitchen with breakfast bar, dining nook, recessed lighting and charming window seat. Enjoy a private backyard, deck and 2-car garage. The spacious in-law offers 2 bedrooms, a full bath, full kitchen, hardwood flooring, cathedral ceilings, skylights, washer/dryer and its own deck—ideal for extended family or multigenerational living. Quality 2x6 construction, irrigation system, generator-ready setup, Buderus heating system and a peaceful neighborhood setting complete this exceptional property. All appliances included.

107 Old School House Rd, Oakham
$950,000
3 Beds ⋅ 3 Baths ⋅ 73565332 MLS
Tucked nearly 500 feet from the road on 6.83 gorgeous wooded acres, 730 Scott Road is the kind of property that feels like a getaway the moment you arrive. Custom built in 2003 with a high-end luxury cabin feel, this distinctive Cape offers over 3,200 sq. ft. of combined finished living space, exceptional versatility, and a private setting that is increasingly hard to find.The 2,421 sq. ft. main residence is spacious and inviting, with generous room sizes and thoughtful custom details throughout. The stunning living room is the heart of the home, where a wood stove creates a cozy focal point and oversized windows frame beautiful views of the expansive backyard and surrounding woods. The kitchen and dining spaces offer plenty of room to gather, while central air and radiant heat in the bathroom floors add everyday comfort.Outside, the setting truly shines. Surrounded by mature woods, the expansive backyard and patio provide plenty of room to entertain, unwind, garden, explore or simply enjoy the peace and privacy of your own acreage. An attached two-car garage adds convenience, while approximately 840 sq. ft. of additional finished space above offers incredible flexibility with a spacious living/flex area, full kitchen, bedroom, bonus area and full bath—ideal for guests, extended family, work-from-home needs or simply additional room to spread out. A huge unfinished basement offers even more potential. With acreage, privacy, incredible space and unmistakable character, 730 Scott Road is anything but ordinary - a private New England retreat designed for those looking for something truly special.

730 Scott Rd, Oakham
$799,000
4 Beds ⋅ 3 Baths ⋅ 73563336 MLS
$10,000 BACK AT CLOSING........NEW CONSTRUCTION • MOVE-IN READY!Welcome home to this stunning open-concept Colonial, privately set back on a beautifully wooded lot. The exterior features composite front and rear porches, along with landscaping ready to bloom and welcome you home.Inside, you’ll find thoughtful finishes throughout, including ceramic tile, custom cabinetry with soft-close doors and drawers, granite countertops, and stainless-steel appliances. The spacious kitchen features a large pantry, making it a dream for both everyday living and entertaining.The expansive primary suite offers a walk-in closet and a luxurious tiled shower. Four additional second-floor bedrooms provide plenty of space for family and guests, while a first-floor office offers the flexibility needed for today’s lifestyle.Gather in the spacious great room, complete with vaulted ceilings and a fireplace—the perfect setting for relaxing or entertaining. Central air conditioning, efficient heating, and a two-car garage add comfort and convenience.With generous living space, privacy, beautiful wooded surroundings, and quality finishes throughout, this move-in-ready home is the perfect place to grow, gather, entertain, and enjoy for years to come!

260 Hunt, Oakham
$426,900
2 Beds ⋅ 1 Baths ⋅ 73554943 MLS
OPEN House 8/6 4:30-6:30pm Looking for a home with loads of character, natural warmth and history? Welcome to the Sanford-Crawford Carriage House a home that blends historical charms of yesteryear with contemporary comforts including custom woodwork & built-ins, beamed ceilings, wood floors, 1st floor laundry, spacious dining room off the fully-applianced country kitchen, generator connection and recessed family room that was a tailor shop in it's former use. Second level offers spacious primary bedroom with custom closet, secondary bedroom and an office/den/playroom with custom built-ins, and pull-down attic storage access completes the upper level. Step outside the front door onto the welcoming porch to relax, or outside the back door to enjoy your large private yard with deck, fenced garden area, carport, storage sheds. Recent updates include furnace, mini-splits, water treatment, well pump and more. Just a short walk to Town Center amenities...Library, Meeting House, Church, Playground and Summer Music on the Common! Explore the possibilities of quintessential New England country living in the beautiful town of Oakham, conveniently located only 20 minutes from Worcester.

33 Coldbrook Road, Oakham
$649,900
3 Beds ⋅ 3 Baths ⋅ 73542587 MLS
Set on a private 3-acre lot in desirable Oakham, this beautifully maintained 3-bedroom, 3-bath home combines spacious living with modern efficiency and peaceful country surroundings. The heart of the home is an inviting open-concept layout where the kitchen, dining area, and living spaces flow seamlessly together, creating the perfect setting for entertaining and everyday living. A stunning family room features soaring cathedral ceilings, oversized arched windows that flood the space with natural light, and a cozy gas fireplace, making it a true centerpiece of the home. This home also offers significant recent upgrades, including a new Generac whole-house generator for peace of mind, new Mass Save attic insulation for improved energy efficiency, and a high-efficiency heating system. The partially finished basement offers valuable additional living space and provides direct access to the attached two-car garage, making it ideal for a recreation room, home office, gym, or playroom.

499 Ware Corner Rd, Oakham
$1,075,000
3 Beds ⋅ 4 Baths ⋅ 73517489 MLS
Situated on 10+ acres and overlooking the golf course, this sprawling young contemporary ranch was custom built for refined comfort throughout its 4000sf. The heart of the home is the expansive custom kitchen...perfect for family gatherings & entertaining w/counterspace & cabinetry galore,double sinks,double ovens, propane cooktop, wet bar & flowing seamlessly to the dining, sitting & living rooms w/hardwoods, custom built-ins, propane fireplace,retractable tv. The primary bedroom retreat w/double walk-in closets, spa-like bath w/walk-in tile shower, soaking tub, double vanity, radiant heat & laundry room. Two additional sizable bedroom en-suites for family or guests. The recently completed lower level includes a family/game room, exercise room and office...leaving plenty of space for workshop & storage. Enjoy the outdoor spaces that are as inviting as the indoor...the front porch w/spectacular sunrises and the back porch by the wood burning fireplace w/stunning sunsets over sweeping golf course fairway views.

1776 Old Turnpike Road, Oakham
$590,000
3 Beds ⋅ 3 Baths ⋅ 73489954 MLS
Seller says sell!! Big Price Drop on this five year young beauty that has everything you've been looking for in a new home coupled with the privacy of a rural setting. Featuring a modern floorplan, amazing kitchen, 2nd floor laundry, spacious bedrooms and loads of sunlight. There is nothing to do but move in and start living. Set way off the street with a new fully fenced in yard, new driveway and classic country front porch, this fantastic property exudes comfort and peace. Only 30 scenic minutes from Worchester, this beauty is the escape you've been looking for. Come see for yourself. You won't be disappointed.

1310 N Brookfield Rd, Oakham

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