Oakham Homes under $1 million

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Newest Oakham Homes under $1 million

$300,000

2 Beds ⋅ 1 Baths ⋅ 73588835 MLS

Welcome to this charming 2-bedroom, 1-bath home situated on just over an acre of land in the peaceful town of Oakham! This inviting property features an updated kitchen and a newer heating system, offering modern conveniences while maintaining its cozy country charm. Enjoy the privacy and tranquility of country living with plenty of outdoor space for gardening, entertaining, or simply relaxing and enjoying nature. Whether you’re looking for your first home, looking to downsize, or seeking a peaceful retreat, this property offers endless possibilities. Experience the charm of small-town living while still being conveniently located near area amenities. Don’t miss the opportunity to make this wonderful property your own!

384 N Brookfield Rd, Oakham

$599,900

3 Beds ⋅ 3 Baths ⋅ 73583620 MLS

Welcome Home to 115 farm Pond! Move in Ready!! Privately set on 3 acres, this spacious home offers 3 beds 2.5 baths ,and 2191 sq ft of flexible living space not including almost 2177 sq ft of unfinished space in the walk out basement which is ideal for extended living or recreation space once finished. This young cape has it all , living/ family room with cathedral ceiling & skylights, formal dining room looking out to natural scenery, recently renovated kitchen with high end quartz countertops, SS appliance, full height backsplash, waterfall counter and a breakfast nook with views of natural scenery, cute coffee bar with marble top is perfect to enjoy peace and serenity of the nature on the deck with a cup of coffee!. First floor primary en suite, walk in closet and full bath with double vanity and linen closet Two spacious bedrooms on the 2nd floor with an extra room perfect for game room, study/ home office or whatever else fits your lifestyle.. Recent upgrades include, new roof with solar panels 2025, whole house flooring and paint 2023, upgraded light fixtures ,quartz kitchen countertops, cabinets, full height backsplash, composite granite sink, SS appliances, 2023. This beautiful home is in a peaceful country setting & yet close to major routes and to Worcester line. Nearby pond is perfect for fishing enthusiasts and kayaking You are invited to schedule a private viewing to fully appreciate the distinguished character and lifestyle potential of this remarkable property.

115 Farm Pond Road, Oakham

$719,000

4 Beds ⋅ 3 Baths ⋅ 73582286 MLS

**NEW CONSTRUCTION UNDERWAY — EXPECTED COMPLETION BEFORE THANKSGIVING!** Set on a beautiful 3.04-acre lot, this impressive 4-bedroom, 2.5 bath Colonial offers an open, modern layout with thoughtfully selected finishes throughout. The first floor will feature a welcoming living room, dedicated office, formal dining room with decorative wall molding, and a spacious family room with a vaulted ceiling and electric fireplace. The kitchen will feature quartz countertops, a large center island, white soft-close cabinetry, farmhouse sink, pantry, breakfast area, and stainless-steel appliances. Hardwood flooring will run throughout the main living areas and second-floor hallway, complemented by carpeted bedrooms and tiled bathrooms.Upstairs, the spacious primary suite will offer a private bath and walk-in closet, along with three additional generously sized bedrooms, a second full bathroom, and a convenient laundry room. Additional features include central air conditioning, high-efficiency heating, spray-foam insulation, LED/recessed lighting throughout, attached two-car garage, composite deck and porch.Enjoy the privacy and space of over three acres while remaining conveniently located near local amenities, recreation, and major routes. With construction already underway and completion anticipated before Thanksgiving, buyers who act quickly may still have the opportunity to customize select finishes and make some of the final selections their own. A rare opportunity to purchase a brand-new home and have a say in the finishing touches.*Photos of the completed interior are for reference only and are from a similar home previously built by the same builder. The quality, materials, finishes, and overall design are representative of this home; colors and specific selections may vary.*

Bullard Dr, Oakham

$515,000

6 Beds ⋅ 4 Baths ⋅ 73579142 MLS

OPPORTUNITY AWAITS! Discover the possibilities at 40–42 Crocker Nye Road, a two-unit property set on approximately 4 acres in scenic Oakham. Whether you're an investor looking to expand your portfolio or an owner-occupant interested in having rental income help offset the mortgage, this property offers flexibility and potential.Each side features a first-floor living room, kitchen, full bath, and two bedrooms. The walk-out lower levels offer additional finished space, including a bedroom, family room, bathroom, and bonus room that provides flexibility for an office, storage, playroom, or other needs, subject to buyer verification and applicable requirements. Washer/dryer hookups are also available.Separate utilities for each unit provide an attractive feature for both investors and owner-occupants.A new septic system has been completed, with Certificate of Compliance in hand, providing an important improvement for the next owner.The approximately 4-acre setting provides space, privacy, and opportunity while still offering convenient access to area amenities and major routes. The property may appeal to buyers seeking an owner-occupied two-family arrangement, an investment property, or an opportunity to update and personalize a property to suit their goals.The property is being offered AS IS, providing an opportunity for the next owner to make improvements and customize the property to their needs and investment strategy. Buyers are encouraged to conduct their own due diligence regarding all aspects of the property.For the investor, explore the potential to improve and maximize the property's income-producing possibilities. For the owner-occupant, live in one unit and rent the other to potentially help offset housing costs. With acreage, two living units, walk-out lower levels, and a completed septic system, this property presents an opportunity to create value and make the property your own.Bring your vision and explore the possibilities at 40–42 Crocker Nye Road!

40-42 Crocker Nye Rd, Oakham

$399,000

4 Beds ⋅ 2 Baths ⋅ 73578495 MLS

Antique lovers will delight in this majestic home located just off Oakham Center! Enjoy country living from the porch of this well loved home. Impressive period appointments fill this property with charm & character. Bright spaces abound with a large open concept living & dining room for entertaining. A true country kitchen with abundant cabinets connects to the first floor laundry room with a full wall of built-in storage, access to the composite deck & second staircase. The first floor also features a charming full bath and walk in storage closet off the dining room. Second floor consists of four bedrooms, a second full bath and a sunny office! The walk up attic is spacious for storage needs. Many significant updates include high quality Renewal by Anderson windows, updated roof, septic installed in 2023. Spacious yard and storage shed. Close proximity to town center for enjoying the library, summer bandstand concerts & Agronomy Farm Vineyard. Embrace this charming community and enjoy small town New England! This is truly a special home filled with history and warmth

84 Maple Street, Oakham

$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

$749,900

5 Beds ⋅ 4 Baths ⋅ 73568386 MLS

Warm, welcoming & beautifully cared for, this Longview Estates Colonial offers space, flexibility & possibilities! Set on 5.4 private acres in an established neighborhood, this approx. 3,165 sq ft home features 5 bedrooms & 3.5 baths. The main home offers hardwood floors, an inviting kitchen with breakfast bar, dining nook & charming window seat, plus flexible upstairs space for an office, media room or playroom. A standout feature is the spacious first-floor 2-bedroom second living area with its own kitchen, full bath, laundry, cathedral ceilings, skylights & private deck—ideal for multigenerational living, extended family, adult children or potential rental income to help offset the mortgage. Beautiful backyard, 2-car garage, 2x6 construction, irrigation, generator-ready setup & Buderus heating. One property with so many ways to make it work for you!

107 Old School House Rd, Oakham

$410,000

2 Beds ⋅ 1 Baths ⋅ 73554943 MLS

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

$580,000

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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