Oakham Real Estate, Homes and Condos for sale

All Oakham homes currently listed for sale in Oakham as of 05/25/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Oakham homes for sale or other Oakham real estate, please contact us and one of our knowledgeable Oakham REALTORS® would be pleased to assist you.


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$850,000
1776 Old Turnpike Road, Oakham MA 01068
3
BEDS
4
BATHS
2,650
SQFT
$321
$/SQFT
10.69
ACRES
2017
BUILT
"Situated in the beautiful Town of Oakham, this new custom built 2600+sf contemporary ranch with craftsman finishes offers 3 Bedrooms, 3.5 Bathrooms, attached 3 car garage, expansive kitchen open to dining, sitting and great room with propane fireplace, perfect spaces for entertaining. Spacious master suite with double walk-in closets, free-standing soaking tub, walk-in tile shower and separate master laundry. Two guest/bed rooms each with their own bath. Enjoy the outdoor spaces as comfortable a"
$669,000
7 Old Schoolhouse Road, Oakham MA 01068
4
BEDS
5
BATHS
4,152
SQFT
$161
$/SQFT
4.00
ACRES
2002
BUILT
"METICULOUSLY maintained,10 room colonial w/3 car heated attached garage & detached carriage house, set on a gorgeous 4 acre parcel in desirable Long View Estates. Open floor plan on the main level w/ heated sunroom overlooking your beautiful patio & backyard.This home is PERFECT for MULTI-GENERATION living...2 master suites: one on the 1st floor, one on the 2nd. Carriage House with 1-bedroom/1-bath in-law apartment, heated 2 car garage & workshop w/1/2 bath. Sellers are the original owners of th"
$525,000
358 Rutherford Road, Oakham MA 01068
4
BEDS
3
BATHS
2,980
SQFT
$176
$/SQFT
17.86
ACRES
2008
BUILT
"Outstanding custom built 3,000 s.f. Contemporary Farmhouse on over 17 acres with open field and woodlands. Enjoy your morning coffee on the wrap around porch overlooking the professionally landscaped grounds or relax in the screened back porch leading to the patio and hot tub. Beautiful interior finishes with solid cherry floors and 9' ceilings throughout first floor, two story Foyer and Great Room with stone fireplace separated by balcony. Gorgeous kitchen with cherry cabinets, granite counter "
$449,000
Skyline Drive, Oakham MA 01068
3
BEDS
3
BATHS
1,728
SQFT
$260
$/SQFT
26.00
ACRES
2019
BUILT
"Set on a TWENTY-SIX ACRE cul de sac lot in Longview Estates. NEW CONSTRUCTION to be built. Other plans/home styles available by local, quality builder. 26 ACRES for Nature-lovers retreat right in your backyard! Enjoy hiking, four wheeling, bird watching, hunting and more! Quiet, country-living in the beautiful hidden-gem town of Oakham offers easy access to amenities in surrounding towns of Rutland, Paxton, North Brookfield and Barre. Call for more information!"
$410,000
Forest Hill Drive, Oakham MA 01068
3
BEDS
3
BATHS
2,160
SQFT
$190
$/SQFT
3.00
ACRES
2018
BUILT
"SIMILAR to be built! Other plans/price points available! Only 3 lots left in beautiful Forest Hill subdivision, all lots are minimum 3 Acres! Local, quality builder offering NEW CONSTRUCTION of 2160sf, 3 bedroom, 2.5 bath Colonial with 2 car garage under on 3 acres! Travel just a few more miles from the hustle and bustle to the tranquil, hidden-gem town of OAKHAM. Great small-town living (population approx. 1900), lower tax rates and easy access to amenities in surrounding towns of Rutland, Pax"
* LISTED OVER 120 DAYS 
$399,900
143 Scott Rd, Oakham MA 01068
4
BEDS
3
BATHS
2,495
SQFT
$160
$/SQFT
4.16
ACRES
1988
BUILT
"Move-in ready, glamorous contemporary home. Great family home, easy commute to the city. Open floor plan on the first floor is perfect to entertain as it flows from the living, dining, kitchen, family room as well as the spacious, full year sunroom. The gas fireplaces in the living and family room adds heat as well as ambiance to the home. The pellet stove in the sunroom allows you to use it year round. First floor laundry room is more than large enough to handle even the biggest family's laund"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $412,000 TO $399,900 
$399,900
Forest Hill Drive, Oakham MA 01068
3
BEDS
2
BATHS
1,625
SQFT
$246
$/SQFT
3.00
ACRES
2019
BUILT
"Welcome to Forest Hill NEW CONSTRUCTION...SIMILAR TO BE BUILT 3 bedroom/2 bath hip-roofed contemporary ranch, featuring open-concept kitchen/dining/living area with cathedral ceiling. Granite countertops, first floor laundry, spacious living room with propane fireplace. Separate dining area leading out to deck and private backyard. Master bedroom en suite with walk-in closet. 2 car attached garage with electric openers. Huge basement for storage or future family room. Home heating is forced "
* LISTED OVER 120 DAYS 
$395,000
70 Bullard Rd, Oakham MA 01068
3
BEDS
3
BATHS
2,534
SQFT
$156
$/SQFT
3.01
ACRES
1998
BUILT
"Custom built and incredible 9 room,3 bedroom Colonial style home situated on 3 acres.Professionally landscaped yard,4 zone irrigation system,in-ground heated pool,2 car garage under and central air.First floor with all 9ft ceilings and meticulously detailed woodwork and crown moldings throughout level. Amazing 24 x 22 Family Room with built in cabinets and window seat,floor to ceiling brick fireplace,cathedral ceiling,and custom made blinds.Large eat in kitchen with upgraded Cherry cabinets,Cori"
* NEW LISTING 
$394,900
49 Dennis Whitney Road, Oakham MA 01068
4
BEDS
4
BATHS
3,744
SQFT
$105
$/SQFT
3.16
ACRES
1996
BUILT
"Vacation at home & enjoy pool parties in your 40' x 20' in-ground pool! BBQ's are a breeze on your 3 acre property! Bordered by a wall of Arborvitaes, there is Volleyball, a swing set & a large sandbox w/frame for the kids! Grow vegetables & flowers in the raised beds! This spacious 4 bedroom, 3.5 bath colonial features a 1st floor laundry, central vac, a country kitchen with stainless appliances, plenty of cabinets & a built-in desk. The family room boasts hardwoods, a fireplace surrounded by b"
* NEW LISTING 
$389,999
Old Schoolhouse, Oakham MA 01068
3
BEDS
2
BATHS
2,000
SQFT
$195
$/SQFT
3.01
ACRES
2018
BUILT
"COUNTRY LIFE PROPERTIES PRESENTS.....ARE YOU READY TO BELONG TO THE EXCLUSIVE LONGVIEW ESTATES NEIGHBORHOOD? THIS 3 ACRE LOT HAS SUCH A PRETTY VIEW, READY FOR A BIG PATIO & FIRE PIT OR BARN! A NINE IRON OR DRIVER AWAY FROM QUAIL HOLLOW COUNTRY CLUB!TO BE BUILT PROPERTIES, NOT LESS THAN 3 ACRE LOTS, STARTING BELOW $400,000! MANY DESIGNS TO CHOOSE FROM SEE EX: PICS 1&2! SEVERAL LOTS COULD BE EQUESTRIAN FRIENDLY! READY FOR WHATEVER YOUR IMAGINATION CAN BRING TO THE PROJECT! BUY THE LOT AND USE IT F"
$389,999
Skyline, Oakham MA 01068
3
BEDS
2
BATHS
2,000
SQFT
$195
$/SQFT
3.01
ACRES
2018
BUILT
"COUNTRY LIFE PROPERTIES PRESENTS.....THE WATERFRONT, CUL-DE-SAC LOCATION OF THIS BUILDING LOT IS ESTATE LIKE IN ITS PRIVACY AND VIEW! ARE YOU READY TO BELONG TO THE EXCLUSIVE LONGVIEW ESTATES NEIGHBORHOOD? A NINE IRON OR DRIVER AWAY FROM QUAIL HOLLOW COUNTRY CLUB!TO BE BUILT PROPERTIES, NOT LESS THAN 3 ACRE LOTS, STARTING BELOW $400,000! MANY DESIGNS TO CHOOSE FROM SEE EX:PICS 1&2! SEVERAL LOTS COULD BE EQUESTRIAN FRIENDLY! READY FOR WHATEVER YOUR IMAGINATION CAN BRING TO THE PROJECT! BUY THE LO"
$389,999
Old Schoolhouse, Oakham MA 01068
3
BEDS
2
BATHS
2,000
SQFT
$195
$/SQFT
3.01
ACRES
2018
BUILT
"COUNTRY LIFE PROPERTIES PRESENTS.....ARE YOU READY TO BELONG TO THE EXCLUSIVE LONGVIEW ESTATES NEIGHBORHOOD? A NINE IRON OR DRIVER AWAY FROM QUAIL HOLLOW COUNTRY CLUB!TO BE BUILT PROPERTIES, NOT LESS THAN 3 ACRE LOTS, STARTING BELOW $400,000! MANY DESIGNS TO CHOOSE FROM SEE EX:PICS 1&2! SEVERAL LOTS COULD BE EQUESTRIAN FRIENDLY! READY FOR WHATEVER YOUR IMAGINATION CAN BRING TO THE PROJECT! BUY THE LOT AND USE IT FOR COLLATERAL FOR YOUR BUILD! LOCAL BANKS ARE LENDING ON CONSTRUCTION LOANS AGAIN! "
$389,999
Old Schoolhouse, Oakham MA 01068
3
BEDS
2
BATHS
2,000
SQFT
$195
$/SQFT
3.00
ACRES
2018
BUILT
"COUNTRY LIFE PROPERTIES PRESENTS....ARE YOU READY TO BELONG TO THE EXCLUSIVE LONGVIEW ESTATES NEIGHBORHOOD? A NINE IRON OR DRIVER AWAY FROM QUAIL HOLLOW COUNTRY CLUB!TO BE BUILT PROPERTIES, NOT LESS THAN 3 ACRE LOTS, STARTING BELOW $400,000! MANY DESIGNS TO CHOOSE FROM SEE EX:PICS #1&2! SEVERAL LOTS COULD BE EQUESTRIAN FRIENDLY! READY FOR WHATEVER YOUR IMAGINATION CAN BRING TO THE PROJECT! BUY THE LOT AND USE IT FOR COLLATERAL FOR YOUR BUILD! LOCAL BANKS ARE LENDING ON CONSTRUCTION LOANS AGAIN! "
$375,000
711 Scott Road, Oakham MA 01068
4
BEDS
3
BATHS
3,000
SQFT
$125
$/SQFT
9.99
ACRES
2003
BUILT
"Price reduced! 4 Bedroom Colonial built in 2003-04 set on a nearly 10 acre wooded lot in an area of similar age homes. Private yard with the home set well back from the road with a full wrap around lawn/yard, attached two car garage, front farmer's porch & 14' x 14' rear deck. Great home for entertaining with a spacious 12' x 25' front living room, adjoining dining room leading through to an eat-in kitchen & a sunken 13' x 17' Family Room with cathedral ceiling, skylights, fireplace, slider lead"
* PRICE LOWERED - $389,000 TO $375,000 
$335,000
1874 Old Turnpike Rd, Oakham MA 01068
4
BEDS
2
BATHS
2,760
SQFT
$121
$/SQFT
3.00
ACRES
1710
BUILT
"Here is a chance to own a New England Style Farmhouse resting on three acres of amazing green peace in the quaint town of Oakham! Great Wing Farm is a delightful 18th century home and includes a 2 car garage plus a detached 32 x 32 two plus story level barn. Perfect spot for having animals, workshop,big kid toy storage,barn parties! Have clean air, scenic views and plenty of room to roam abutting Quail Hollow Golf Course. The owners have loved this place and it shows! Beautifully updated inside "
* LISTED OVER 120 DAYS 
$325,000
323 Bullard Rd, Oakham MA 01068
3
BEDS
3
BATHS
2,365
SQFT
$137
$/SQFT
1.34
ACRES
1986
BUILT
"Beautiful, peaceful country setting and well maintained colonial. 1st floor: Family room, office/den, open floor plan living room kitchen and dining room with stunning fireplace with wood stove. Walk-in pantry. 2nd floor: 3 fabulous bedrooms 3 full bathrooms and laundry. Beautiful screened in porch overlooking backyard. Lovely grounds private setting. Motivated seller!"
* PRICE LOWERED - $334,900 TO $325,000 
$167,000
1532 North Brookfield Road, Oakham MA 01068
2
BEDS
1
BATHS
1,078
SQFT
$155
$/SQFT
7.50
ACRES
1920
BUILT
"Single family w/ barn/garage on large lot 7.5 acres with frontage on 2 roads. House & barn need work/updating. Large chicken coop structure is in poor condition, so most likely a teardown. Private well and private septic - Title 5 is buyer's responsibility. Home inspection for informational purposes only. Certificate of compliance for smoke & CO detectors also buyer's responsibility. Property is a country location on well travelled road which is close commute to main roads to highways & qu"
$69,900
21 Coldbrook Rd, Oakham MA 01068
4
BEDS
3
BATHS
2,896
SQFT
$24
$/SQFT
0.26
ACRES
1889
BUILT
"Contractors special! Great opportunity to bring this back home back to its glory. Almost 2900 sq feet of living area and 4 spacious bedrooms. Versatile floor plan offering many options"
 
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