Pending Listings in Oakland, ME

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UNDER CONTRACT3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Oakland, ME:
Gorgeous brick ranch located just moments from Messalonskee Lake and the Belgrade Lakes Region. This expansive home offers a flexible floor plan that could accommodate multi-generational living, hosting guests, and more with a 5-bedroom septic system and space to expand if desired. Conveniently located just outside of the charming town of Oakland and within minutes to highway access, this home is perfectly situated for easy travel to local amenities and the picturesque Lakes Region. An entertainer's dream, the main level welcomes you with an entryway leading to living spaces featuring timeless details, a dedicated dining area, bedrooms, flex space, and a full bath, making the main level tru

$435,000

4 beds2 baths3,444 sq ft

122 Belgrade Rd, Oakland, ME 04963

Flexible floor plan • Private backyard • Brick ranch

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Oakland, ME:
Tucked in Oakland's East Side Trail neighborhood, this Donald Gardner designed home sits on 1.82± peaceful acres with walking trails right at your doorstep. Inside, the inviting open layout establishes feelings of warmth, comfort, and serenity. Every unique architectural line and angle, along with the sunlit spaces creates an elegant high quality charm and luxury to the home. Outside, there's room to garden, play, or simply unwind and take in the sounds of nature. Minutes to Waterville shopping/dining and the Messalonskee Lake boat launch, plus quick access to the scenic Messalonskee Stream Trail for year-round walks. A quiet, convenient location with the space—and the feelings

$479,900

3 beds2 baths1,958 sq ft

430 E Side Trl, Oakland, ME 04963

Walking trails • Garden space • 1.82 acre lot

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Oakland, ME:
Charming Oakland home just minutes from Messalonskee schools! Enjoy a big, beautiful back yard perfect for relaxing or entertaining, an updated kitchen with modern finishes. The basement offers an awesome hangout space complete with a pool table and a cozy wood stove for year-round comfort. Ideal for gatherings or a game night. A must see property in a great location.

$299,000

3 beds2 baths1,740 sq ft

163 Oak St, Oakland, ME 04963

Cozy wood stove • Updated kitchen • 2 acre lot

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Oakland, ME:
Welcome to 81 Mary Lane, where modern design meets meticulous upgrades. Built in 2023, this three-bedroom, two-bath ranch sits on a . 83-acre lot in one of Oakland's most sought-after neighborhoods. The open-concept floor plan features cathedral ceilings and a spacious kitchen, dining, and living area—perfect for entertaining. High-end SMART kitchen appliances, engineered flooring with radiant heat, supplemental electric baseboard, and a central heat pump/AC system provide comfort and efficiency year-round. Since construction, the owners have enhanced the property with enlarged front and rear cement patios for generous outdoor living, extensive landscaping filled with perennial flower

$474,900

3 beds2 baths1,800 sq ft

81 Mary Ln, Oakland, ME 04963

Private bath • Meticulous upgrades • 0.83 acre lot

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Oakland, ME:
This phenomenal home is sitting on over 28 acres w/ horse stalls, riding pens & a stocked trout pond. You'll always have something fun to do here. This gorgeous home offers lots of space, 5-6 bedrooms, & beautiful finishes. Lovely landscaping & white fences. Large garage for 4 cars w/ radiant heat, & a pull thru overhead door to the back. Beautiful deck w/ pergola looks out to the back acreage, perfect for watching wildlife. Inside you are greeted w/ a large family room w/ lots of windows. 180x 320 ft riding arena, w/ announcer booth/ tree stand for hunters. The well-appointed kitchen features a stone island, double pantries, & a cozy sunroom off the rear to watch

$2,150,000

5 beds4.5 baths5,526 sq ft

78 + 98 Hussey Hill Rd, Oakland, ME 04963

Stocked trout pond • Large garage • Horse stalls

Property at Lot 268 Wildwood Dr, Rome, ME 04963

$18,455

— beds— baths— sq ft

Lot 268 Wildwood Dr, Rome, ME 04963

Property at 43 & 44 Echo Valley Ests, Rome, ME 04963

$30,000

— beds— baths— sq ft

43 & 44 Echo Valley Ests, Rome, ME 04963

Property at 70 Hussey Hill Rd, Oakland, ME 04963, 3 beds, 1 bath

$225,000

3 beds1 bath1,280 sq ft

70 Hussey Hill Rd, Oakland, ME 04963

Property at 379 Snow Pond Rd, Oakland, ME 04963, 4 beds, 2 baths

$380,000

4 beds2 baths2,206 sq ft

379 Snow Pond Rd, Oakland, ME 04963

Property at 32 Selden Ln, Oakland, ME 04963, 3 beds, 2 baths

$370,000

3 beds2 baths1,344 sq ft

32 Selden Ln, Oakland, ME 04963

Property at 125 Mountain Dr, Rome, ME 04963, 4 beds, 3 baths

$1,050,000

4 beds3 baths2,784 sq ft

125 Mountain Dr, Rome, ME 04963

Property at 122 & 123 Aspen Ests, Rome, ME 04963

$69,500

— beds— baths— sq ft

122 & 123 Aspen Ests, Rome, ME 04963

Property at Lot 4-12 Allison's Way, Rome, ME 04963

$30,000

— beds— baths— sq ft

Lot 4-12 Allison's Way, Rome, ME 04963

Property at 0 Mutton Hill Rd, Oakland, ME 04963

$170,000

— beds— baths— sq ft

0 Mutton Hill Rd, Oakland, ME 04963

Property at 145 Autumn Ln, Oakland, ME 04963, 2 beds, 2 baths

$425,000

2 beds2 baths1,205 sq ft

145 Autumn Ln, Oakland, ME 04963

Property at 30 South Gage Rd, Oakland, ME 04963, 3 beds, 1 bath

$230,000

3 beds1 bath984 sq ft

30 South Gage Rd, Oakland, ME 04963

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UNDER CONTRACT3D WALKTHROUGH

ABOUT THIS HOME
Pending Listing in Oakland, ME:
Charming and spacious farmhouse with lots of potential. This 4 bedroom, 2 bath home sits on 1.7 acres, has a private, open yard, and a nice porch to relax and enjoy the Maine countryside. Recent updates include a metal roof, 4 year old furnace, and updated kitchen. The home also features 2 pellet stoves and one floor living if desired. The yard has a large slab to potentially put a new garage after a barn was taken down. You can get to Waterville, Augusta, schools, hospitals, water, shopping, and the interstate within a few minutes! Bring your ideas because this home has a ton of potential!

$247,000

4 beds1.5 baths1,110 sq ft

3950 W River Rd, Sidney, ME 04330

Nice porch • Metal roof • Private open yard

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Oakland, ME:
Welcome to this refreshed and charming 3 bedroom 1 bath Raised Ranch conveniently located in Waterville. First level offers a practical kitchen with attached dining room, two bedrooms and bath. Primary bedroom has unique closet that features a hidden bonus nook currently used as a make-up room. Lower level offers spacious living room, third bedroom and utility room complete with laundry and storage. Back yard comes with a firepit, gardens and wrap around deck. Close to all amenities Waterville provides.

$244,300

3 beds1 bath1,560 sq ft

51 Drummond Ave, Waterville, ME 04901

Attached dining room • Unique closet • Hidden bonus nook

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Oakland, ME:
Waterville - Affordable and move-in ready, this 2-bedroom, 1-bath bungalow offers convenient in-town living with several recent updates. The home features two enclosed porches, new flooring, a new roof, and fresh interior paint. Multiple layout options allow for flexible use of space. A great opportunity for a first-time buyer, downsizer, or investor.

$99,900

2 beds1 bath1,001 sq ft

35 Elmwood Ave, Waterville, ME 04901

Enclosed porches • New flooring • Fresh interior paint

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Oakland, ME:
ALL OFFERS DUE 12/2 BY 5pm!!! Welcome to this move-in-ready 2-bedroom ranch home set on a beautiful 5.58-acre mix of open and wooded land with stream access. This well-maintained property offers a spacious layout featuring hardwood floors, a bright main living area, and a bonus framed in family room downstairs. The walkout basement adds excellent functionality with additional storage rooms and direct access to the yard. The extra space downstairs provided several opportunities that can be used for storage or future expansion. Car enthusiasts and hobbyists will appreciate the 2-car front garage with auto door openers plus an additional 1-car garage in the back, providing ample space for v

$260,000

2 beds1.5 baths991 sq ft

364 Cushman Rd, Winslow, ME 04901

5.58 acre lot • 3 garage spots • Built 1961

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Oakland, ME:
Solid and well-maintained ranch located in a desirable Waterville neighborhood close to local amenities. This home offers easy one-floor living with a practical layout and comfortable flow. Features include a two-car garage, low-maintenance yard, and convenient access to shopping, schools, and area attractions. A great opportunity for anyone seeking a move-in ready home in a prime location.

$229,900

2 beds1 bath840 sq ft

36 Central Ave, Waterville, ME 04901

4,791 sq ft lot • 2 garage spots • Built 1955

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Oakland, ME:
Beautifully remodeled two-unit offering turnkey living and strong income potential! This tastefully updated property features a 3-bedroom unit and a bright, stylish 2-bedroom unit—both refreshed from top to bottom with modern finishes. Perfect for an owner-occupant looking to live in one unit while tenants help pay the mortgage, or an investor seeking a high-demand, low-maintenance moneymaker. Excellent condition, strong rental appeal, and priced to move. Don't wait—this one will go fast!

$229,000

5 beds2 baths1,404 sq ft

19 Gold St, Waterville, ME 04901

5,227 sq ft lot • Built 1900 • Listed 26 days

Property at 18 Western Ave, Waterville, ME 04901, 3 beds, 2 baths

$219,900

3 beds2 baths1,950 sq ft

18 Western Ave, Waterville, ME 04901

Property at 113 Oakland Rd, Fairfield, ME 04937, 2 beds, 1 bath

$250,000

2 beds1 bath1,944 sq ft

113 Oakland Rd, Fairfield, ME 04937

Property at 88 Augusta Rd, Winslow, ME 04901, 3 beds, 1.5 baths

$274,900

3 beds1.5 baths1,691 sq ft

88 Augusta Rd, Winslow, ME 04901

Property at 144-146 First Rangeway, Waterville, ME 04901, 4 beds, 2 baths

$399,000

4 beds2 baths1,768 sq ft

144-146 First Rangeway, Waterville, ME 04901

Property at Lot 5B China Rd, Winslow, ME 04901

$35,000

— beds— baths— sq ft

Lot 5B China Rd, Winslow, ME 04901

Property at 149 Silver St, Waterville, ME 04901, 2 beds, 1 bath

$389,900

2 beds1 bath3,736 sq ft

149 Silver St, Waterville, ME 04901

Property at 134 Silver St, Waterville, ME 04901, 4 beds, 2 baths

$314,900

4 beds2 baths2,128 sq ft

134 Silver St, Waterville, ME 04901

Property at 11 Belanger St, Winslow, ME 04901, 3 beds, 1 bath

$315,000

3 beds1 bath1,216 sq ft

11 Belanger St, Winslow, ME 04901

Property at 12 Nudd St, Waterville, ME 04901, 6 beds, 3 baths

$295,000

6 beds3 baths2,821 sq ft

12 Nudd St, Waterville, ME 04901

Property at 17 Veteran Ct, Waterville, ME 04901, 15 beds, 5 baths

$450,000

15 beds5 baths5,472 sq ft

17 Veteran Ct, Waterville, ME 04901

Property at 29 Bellevue St, Winslow, ME 04901, 12 beds, 6 baths

$499,000

12 beds6 baths3,528 sq ft

29 Bellevue St, Winslow, ME 04901

Property at 499 Augusta Rd #50, Winslow, ME 04901, 3 beds, 2 baths

$69,840

3 beds2 baths1,120 sq ft

499 Augusta Rd #50, Winslow, ME 04901

Property at 114 Carver St, Waterville, ME 04901, 5 beds, 3 baths

$159,000

5 beds3 baths2,492 sq ft

114 Carver St, Waterville, ME 04901

Property at 5 Gray St, Waterville, ME 04901, 3 beds, 1.5 baths

$119,000

3 beds1.5 baths1,390 sq ft

5 Gray St, Waterville, ME 04901

Pending Listings in Oakland

There are currently 16 pending listings for sale in Oakland at a median listing price of $425K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Oakland stay on the market for 57 days. This map is refreshed with the newest listings in Oakland every 15 minutes.

In the past month, 1 home has been sold in Oakland. In addition to houses in Oakland, there was also 1 condo, 0 townhouses, and 2 multi-family units for sale in Oakland last month. Find your dream home in Oakland using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Oakland are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Oakland. Our Oakland real estate stats and trends will give you more information about home buying and selling trends in Oakland. If you're looking to sell your home in the Oakland area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Oakland with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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