Homes for Sale near Fiddlehead School of Arts & Science

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  /82

  $1,100,000

  • 5 Beds
  • 3 Baths
  • 3,682 Sq Ft

  144 Orchard Rd, Cumberland Center, ME 04021

  Set on 3.25 private acres in Cumberland's scenic countryside, this stately Colonial offers 4,802± sq ft of finished space—3,682± above grade and 1,120± in the partially finished basement. With 4 bedrooms and 3 full baths, including a flexible first-floor bedroom option, the layout is ideal for multigenerational living or hosting guests.The main level features hardwood floors throughout, a

  

  Nicholas Dambrie

  Keller Williams Realty

  (207) 687-1130

  

  144 Orchard Rd, Cumberland Center, ME 04021
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  /25

  $150,000

  • Land
  • 5.00 Acres
  • $30,000 per Acre

  00 N Shore Rd, Gray, ME 04039

  Welcome to the perfect setting for your future home! This beautiful lot, nestled along North Shore Road, offers a serene and private escape from the hustle and bustle of everyday life. Situated on a quiet, well-maintained private road, this property provides an idyllic location to build your dream home while enjoying the peace and tranquility of nature.With ample space to design your

  

  Kristin Rofe

  The Maine Real Estate Group

  (207) 579-0638

  

  00 N Shore Rd, Gray, ME 04039
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  /2

  $315,000

  • Land
  • 6 Acres
  • $55,752 per Acre

  Lot 1 - 92 Town Farm Rd, North Yarmouth, ME 04097

  Welcome to Lot 1 at 92 Town Farm Road, a beautiful 5.65-acre corner parcel being subdivided from a larger estate. Nestled in the desirable town of North Yarmouth, this wooded and level lot offers the perfect blend of privacy, tranquility, and convenience. With an estate-like setting and ample space to create your ideal layout, you can bring your own builder and design the home you've always

  

  Nicholas Dambrie

  Keller Williams Realty

  (207) 707-6480

  

  Lot 1 - 92 Town Farm Rd, North Yarmouth, ME 04097
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  /82

  $1,100,000

  • 4 Baths
  • 3,682 Sq Ft

  144 Orchard Rd Unit 1, Cumberland Center, ME 04021

  Set on 3.25 private acres in Cumberland's scenic countryside, this stately Colonial offers 4,802± sq ft of finished space—3,682± above grade and 1,120± in the partially finished basement. With 4 bedrooms and 3 full baths, including a flexible first-floor bedroom option, the layout is ideal for multigenerational living or hosting guests. The main level features hardwood floors throughout, a

  

  Nicholas Dambrie

  Keller Williams Realty

  (207) 747-0037

  

  144 Orchard Rd Unit 1, Cumberland Center, ME 04021
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  /78

  $899,000

  • 4 Beds
  • 5 Baths
  • 3,496 Sq Ft

  20 Motorcycle Dr, Windham, ME 04062

  Welcome to 20 Motorcycle Drive—an exceptional custom colonial farmhouse nestled on 7.6 private acres at the end of a quiet dead-end road. This 4-bedroom, 3-bathroom home offers 3496 square feet above grade and 1120 below grade of thoughtfully designed living space, perfect for those seeking comfort, functionality, and a peaceful rural lifestyle. Inside, you'll find a spacious layout featuring a

  

  Nicholas Dambrie

  Keller Williams Realty

  (207) 606-7264

  

  20 Motorcycle Dr, Windham, ME 04062
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  /49

  $699,900

  • 3 Beds
  • 2.5 Baths
  • 3,046 Sq Ft

  124 Cottage Rd, Gray, ME 04039

  Just Listed and Open House Sunday June 15, 11:30am-1pm. This beautiful 3+ bedroom, 2.5 bath colonial sits on nearly 7 private acres with a deeded right-of-way to pristine Forest Lake steps from your paved driveway! Custom built in 2004, this year round 3,000+ sq ft home offers a perfect blend of comfort, style, nature and water access (including a year-round stream on your land).Enter through the

  Heather Mayer Portside Real Estate Group

  

  124 Cottage Rd, Gray, ME 04039
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  /37

  $725,000

  • 3 Beds
  • 2 Baths
  • 1,725 Sq Ft

  4 Straightline Rd, Gray, ME 04039

  Discover modern comfort and accessibility in this stunning 3-year-old, 3-bedroom, 2-bathroom ranch-style home. Spanning a single level with thoughtful design, this home combines elegance and efficiency for anyone seeking a low-maintenance lifestyle.Step inside to find gleaming hardwood floors flowing throughout the open concept living spaces, creating a warm and inviting atmosphere. The kitchen

  Marie Flaherty The Flaherty Group

  

  4 Straightline Rd, Gray, ME 04039
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  /54

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 1,878 Sq Ft

  54 Aquilla, Gray, ME 04039

  Summer has arrived! Escape to your dream lakefront retreat on the pristine shores of Little Sebago Lake. Nestled at the end of a quiet dead-end road in the Little Sebago Lodges Association, along the westerly shore of middle lake, this property offers exclusive access to tennis courts and a private boat launch. Conveniently located close to shopping and recreational activities, this home offers

  Cynthia Rague RE/MAX Oceanside

  

  54 Aquilla, Gray, ME 04039
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  /126

  $1,388,000

  • 6 Beds
  • 4 Baths
  • 3,968 Sq Ft

  3 Nautical Way, Gray, ME 04039

  Welcome to 3 Nautical Way. This stunning custom designed one level multi generational home is a breath of fresh air. Each unit of this home is absolutely stunning. Located in a private setting yet conveniently located near the turnpike, shopping & all the outdoor recreation Maine can offer. Gorgeous landscaped yard, expansive garages & private back decks with hot tub, wooden slab bar & timber

  Leah Gagne Locations Real Estate Group LLC

  

  3 Nautical Way, Gray, ME 04039
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  /50

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,780 Sq Ft

  27 Hunts Hill Rd, Gray, ME 04039

  This beautiful home is a unique gem nestled in among mature Black Locust trees, Horse Chestnut trees, and a rare tri-colored Beech tree. This landscape illuminates the estimated 200 year old grand Oak tree; holding a cherished history story within. The home itself, originally built in 1800, has been recently expanded and renovated; where modern meets gracefully with the antique charm that this

  Elizabeth Theriault Coldwell Banker Realty

  

  27 Hunts Hill Rd, Gray, ME 04039
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  /24

  $1,195,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  0 Larrabee Ln, Gray, ME 04039

  Welcome to this near-completed new construction, built by S.J. Crowley Company. This new home will offer the perfect blend of modern comfort and timeless and design.Featuring 4 bedrooms and 3.5 bathrooms, this home has an open-concept design, high ceilings, and a finished basement with a dedicated office space. The dining area stands out with a vaulted ceiling finished with natural wood accents.

  Monique Violette Jamie Sparta Portside Real Estate Group

  

  0 Larrabee Ln, Gray, ME 04039
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  /54

  $410,000

  • 2 Beds
  • 1 Bath
  • 1,012 Sq Ft

  2 Wanda Ln, Gray, ME 04039

  Nestled on a spacious .45 corner lot, this classic 1965 two bedroom, one bath home is full of potential. Featuring original hardwood floors throughout, this home offers timeless character and a great layout ready for your personal touch.Enjoy the inviting breezeway - a perfect spot to welcome guests or relax with a coffee that opens to the backyard through sliding doors, offering easy

  Sarah Ash Maine Real Estate Co

  

  2 Wanda Ln, Gray, ME 04039
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  /38

  $497,000

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  58 Briarwood Dr, New Gloucester, ME 04260

  Step into this beautifully updated Colonial located in one of the most desirable neighborhoods in New Gloucester! This sun-filled home has been thoughtfully upgraded and is ready for you to move-right-in.The heart of the home features a newly updated kitchen, complete with modern finishes, granite countertops, farmer's sink & pantry. Throughout the house, you'll find new flooring that brings a

  Normand Brodeur Legacy Realty

  

  58 Briarwood Dr, New Gloucester, ME 04260
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  /118

  $2,300,000

  • 4 Beds
  • 3.5 Baths
  • 3,556 Sq Ft

  233 Smith Rd, Windham, ME 04062

  Timeless elegance meets contemporary luxury in this exceptional mid-century modern lakeside retreat, meticulously expanded and renovated in 2023.3 separate parcels were thoughtfully merged to create this extraordinary .56-acre estate. Mature privacy trees envelop the property and a protected 9-acre conservation parcel across the road ensures long term tranquility.Ideally positioned at the

  Judy George Judy George Realty

  

  233 Smith Rd, Windham, ME 04062
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  /45

  $505,000

  • 2 Baths
  • 1,680 Sq Ft

  9 Hidden Dr, New Gloucester, ME 04260

  Efficient duplex situated on a private 4-acre lot offering an excellent opportunity for homeownership or investment. Each unit features an open-concept kitchen and living room, 2 bedrooms each, 1 full bath, laundry room, and storage area. Both units also include their own dedicated garage. The large yard offers many options for fun, relaxation, gardening and so much more. With frontage on

  Kristin Piccone Landing Real Estate

  

  9 Hidden Dr, New Gloucester, ME 04260
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  /32

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  153 Shaker Rd, Gray, ME 04039

  Mid century modern home with comfortable single level layout and room for creative improvements. On one end of the home, there is a full eat in kitchen, living room with brick fireplace and small mudroom that connects the garage to the main house. On the far end of the house there are three bedrooms and a bonus room, perfect for an office or den. Off the primary bedroom and living room is a

  Alison Day Advisors Living, LLC

  

  153 Shaker Rd, Gray, ME 04039
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  /59

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  155 Penney Rd, New Gloucester, ME 04260

  Location, Location, Location! Halfway between Gray and Auburn, this is a great opportunity to be a short distance from Portland without the higher price tag! So much is nearby, Pineland farms with walking and cross country trails, and market. B&R dairy Bar for your ice cream treats, Gray Shop n Save. 15 Miles to Lost Valley Ski Area. 15 Miles to Walmart, Hobby Lobby, Buffalo Wild wings and so

  Deanna Singer Keller Williams Realty

  

  155 Penney Rd, New Gloucester, ME 04260
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  /28

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  27 Callaway Dr Unit 27B, Gray, ME 04039

  Welcome to easy living directly across from the fairways of Spring Meadows Golf Course! This brand-new condo offers the perfect blend of modern amenities and a convenient location. Inside, you'll find a spacious kitchen featuring a center island and quartz countertops. The shared living and dining area boasts lovely views of the neighborhood and the Spring Meadows Golf Course. Downstairs, there

  Anne-Marie Mckenzie Keller Williams Realty

  

  27 Callaway Dr Unit 27B, Gray, ME 04039
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  /29

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  27 Callaway Dr Unit 27A, Gray, ME 04039

  Welcome to easy living directly across from the fairways of Spring Meadows Golf Course! This brand-new condo offers the perfect blend of modern amenities and a convenient location. Inside, you'll find a spacious kitchen featuring a center island and quartz countertops. The shared living and dining area boasts lovely views of the neighborhood and the Spring Meadows Golf Course. Downstairs, there

  Anne-Marie Mckenzie Keller Williams Realty

  

  27 Callaway Dr Unit 27A, Gray, ME 04039
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  /43

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 1,350 Sq Ft

  16 Callaway Dr Unit 16B, Gray, ME 04039

  Welcome to easy living directly across from the fairways of Spring Meadows Golf Course! This brand-new condo offers the perfect blend of modern amenities and a convenient location.Inside, you'll find a spacious kitchen featuring a center island and quartz countertops. The shared living and dining area boasts lovely views of the neighborhood and the Spring Meadows Golf Course.Upstairs, there are

  Anne-Marie Mckenzie Keller Williams Realty

  

  16 Callaway Dr Unit 16B, Gray, ME 04039
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  /4

  $200,000

  • Land
  • 14 Acres
  • $14,535 per Acre

  76 Mayall Rd, Gray, ME 04039

  13.76 acres very private area with long views. Two lots cleared with soils test.

  Charles Tufts Coldwell Banker Team Real Estate

  

  76 Mayall Rd, Gray, ME 04039
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  /34

  $249,000

  • Land
  • 0.13 Acre
  • $1,915,385 per Acre

  120 Birchwood Rd, Gray, ME 04039

  Open House Sunday June 8th from 10:00am to 1:00pm. Affordable lakefront land & RV in the heart of the Maine Lakes Region. 38ft. of waterfront on desirable sandy bottomed Little Sebago Lake. Nice, paved association road to property with RV included (like new 2014 keystone 'Bullet premier Ultra Series M-30 RLPR specs) sleeps 8, microwave, refrigerator, gas range, full bath, outdoor grilling station

  Daniel McGowan Maine Real Estate Experts

  

  120 Birchwood Rd, Gray, ME 04039
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  /12

  $435,000

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft

  255 Gray Rd, Cumberland Center, ME 04021

  Lovely 3BR ranch set in the countryside offering beautiful wood floors throughout and ready for you to call it home! Convenient layout as you first walk into a spacious mud room to store your belongings and where you will also find the washer/dryer setup. Heat pumps and a heat pump water heater add efficiency to this home's utilities. Relax or enjoy the beautiful fenced in backyard that includes

  Matthew Trask Maine Real Estate Experts

  

  255 Gray Rd, Cumberland Center, ME 04021
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  /15

  $170,000

  • Land
  • 10 Acres
  • $17,224 per Acre

  Lot 3-12B Johnson Rd, Gray, ME 04039

  Nestled in the heart of Maine's Lakes District, this 9.87-acre parcel in Gray offers a fantastic opportunity to build your dream home. The lot is ideal for a south-facing home with a daylight basement to maximize natural light. Multiple potential building sites give you flexibility, whether you prefer a spot near the driveway or set further back for added privacy. The land has been selectively

  Sierra Lemieux Fontaine Family-The Real Estate Leader

  

  Lot 3-12B Johnson Rd, Gray, ME 04039
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  /28

  $595,000

  • 1 Bed
  • 1.5 Baths
  • 960 Sq Ft

  150 Birchwood Rd, Gray, ME 04039

  Tucked at the end of a quiet road in a peaceful cove, this beautifully designed three-story cedar-sided lake house offers a rare opportunity to enjoy classic Maine lakefront living with the perfect blend of comfort, charm, and privacy. With 160 feet of direct frontage on Little Sebago Lake, the setting is serene and truly special.Inside, you'll find a sun-filled, open-concept layout with soaring

  Shawn Losier Freeman Group-Residential Real Estate Brokerage

  

  150 Birchwood Rd, Gray, ME 04039
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  /8

  $225,000

  • Land
  • 3.23 Acres
  • $69,659 per Acre

  0 Mill Ridge Rd, North Yarmouth, ME 04097

  Enjoy the privacy of being on a large 3+ acre lot in a cul-de-sac neighborhood without the hassle of association rules! A gravel driveway has already been installed, the lot is partially cleared and soils evaluated to show it can support a 4 bedroom septic. CMP power is available across the street and will need to be extended to the lot. The wooded lot is easy to walk and beautifully peaceful.

  Rachel Cooney Portland's Choice Realty, LLC

  

  0 Mill Ridge Rd, North Yarmouth, ME 04097
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  /3

  $5,250,000

  • Land
  • 283 Acres
  • $18,580 per Acre

  0 Mayall, Gray, ME 04039

  Rare opportunity to acquire 282± acres of undeveloped land in Southern Maine. Level, cleared, and ready for immediate use - ideal for agricultural use and/orresidential development. Located 8 minutes (4 miles) from I-95 Exit 63, providing easy access to Portland andsurrounding cities. Exceptional scale with soil and water resources suitable for agricultural use.

  Drew Sigfridson The Boulos Company

  

  0 Mayall, Gray, ME 04039
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  /7

  $189,900

  • Land
  • 6 Acres
  • $31,650 per Acre

  90 Smith Rd, Windham, ME 04062

  Here is your opportunity to build or bring your home to a large 6 acre lot. This lot is newly created form a larger lot split from 88 Smith road which is also for sale. Driveway is grubbed out and ready for your plans. Property has recently been subdivided to create the parcel. Soils have been done and septic plan is attached.

  Michael Jacobson Kre Brokerage Group

  

  90 Smith Rd, Windham, ME 04062
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  /64

  $1,990,000

  • 6 Beds
  • 3 Baths
  • 3,696 Sq Ft

  160 Lyons Point Rd, Raymond, ME 04071

  OPEN HOUSE SUNDAY June 14th from 2pm - 4pm!Welcome to 160 Lyons Point Road, a stunning 6-bedroom, 3-bathroom lakefront retreat nestled on the shores of Little Sebago Lake in Gray, Maine. This spacious, beautifully maintained home offers the perfect blend of year-round comfort and vacation-style living.With direct walk-out access to the lake, the property is designed for those who crave the

  Lisa Andrade Dream Home Realty LLC

  

  160 Lyons Point Rd, Raymond, ME 04071
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  /42

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  112 Shaker Rd, Gray, ME 04039

  This home offers a unique living space but also presents an excellent opportunity for business exposure due to its convenient location and well-maintained condition. The layout of the home, with a first-floor bedroom, den, and open kitchen concept, along with two additional bedrooms, a den, and a kitchen setup upstairs, provides flexibility and potential for various uses. The possibility to

  Linda Davis Better Homes & Gardens Real Estate/The Masiello Group

  

  112 Shaker Rd, Gray, ME 04039
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  /64

  $659,000

  • 3 Beds
  • 2 Baths
  • 1,984 Sq Ft

  3 Nautical Way Unit A, Gray, ME 04039

  Welcome to 3A Nautical Way, Gray. This beautifully designed one level three bedroom, two bath condo offers it all. Located in a private setting yet conveniently located near the turnpike, shopping & all the outdoor recreation Maine can offer. Beautifully landscaped yard, expansive garage & private back deck with propane hookup for the grill. The kitchen offers hickory cabinets, granite counter

  Leah Gagne Locations Real Estate Group LLC

  

  3 Nautical Way Unit A, Gray, ME 04039
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  /76

  $729,000

  • 3 Beds
  • 2 Baths
  • 1,984 Sq Ft

  3 Nautical Way Unit B, Gray, ME 04039

  Welcome to 3B Nautical Way. This stunning custom designed one level three bedroom, two bath condo is a breath of fresh air. Located in a private setting yet conveniently located near the turnpike, shopping & all the outdoor recreation Maine can offer. Gorgeous landscaped yard, expansive garage & private back deck with hot tub, wooden slab bar & timber beam swing, huge walkout basement with work

  Leah Gagne Locations Real Estate Group LLC

  

  3 Nautical Way Unit B, Gray, ME 04039
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  /120

  $1,388,000

  • 4 Baths
  • 3,968 Sq Ft

  3 Nautical Way, Gray, ME 04039

  Welcome to 3 Nautical Way. This stunning custom designed one level two unit home is a breath of fresh air. Located in a private setting yet conveniently located near the turnpike, shopping & all the outdoor recreation Maine can offer. Gorgeous landscaped yard, expansive garages & private back decks with hot tub, wooden slab bar & timber beam swing. Custom designed kitchens with high end

  Leah Gagne Locations Real Estate Group LLC

  

  3 Nautical Way, Gray, ME 04039
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  /94

  $3,400,000

  • 5 Beds
  • 5.5 Baths
  • 3,344 Sq Ft

  49 Megquier Rd, Gray, ME 04039

  Situated amidst 371 +/- acres of rolling fields, majestic hills, & mature trees, this expansive, gated, farmhouse estate offers some of the most beautiful & picturesque views you can imagine. With a stunning & breathtaking setting like no other, Collyer Brook Farm has endless potential to make your vision come to life. Whether you're dreaming of a private getaway retreat or a thriving horse farm,

  Amy Tarbox Blue Lobster Real Estate

  

  49 Megquier Rd, Gray, ME 04039
• 

  

  /90

  $3,400,000

  • 5.5 Baths
  • 3,344 Sq Ft

  49 Megquier Rd, Gray, ME 04039

  Situated amidst 371 +/- acres of rolling fields, majestic hills, & mature trees, this expansive, gated, farmhouse estate offers some of the most beautiful & picturesque views you can imagine. With a stunning & breathtaking setting like no other, Collyer Brook Farm has endless potential to make your vision come to life. Whether you're dreaming of a private getaway retreat or a thriving horse farm,

  Amy Tarbox Blue Lobster Real Estate

  

  49 Megquier Rd, Gray, ME 04039
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  /8

  $275,000

  • Land
  • 32 Acres
  • $8,572 per Acre

  TBD Targett Rd, New Gloucester, ME 04260

  This is the best price per acre in Gray and New Gloucester—a rare opportunity for such an expansive and versatile piece of land. The possibilities here are endless, whether you're looking to build a family compound, a residential neighborhood, or create a custom project tailored to your needs.The property is easily accessed via a 50-foot wide Right of Way, and as you explore, you'll come across

  Denise Swett EXP Realty

  

  TBD Targett Rd, New Gloucester, ME 04260
• 

  

  /11

  $149,000

  • Land
  • 6 Acres
  • $26,512 per Acre

  00 Granite Ridge Rd, New Gloucester, ME 04260

  Builders and dreamers! This is a cleared lot ready to build in a quiet area of New Gloucester. There is a driveway cut, with a culvert and a septic design was completed two years ago. Electricity and Data are available at end of driveway on the street to allow for minimized start up costs. This 5.62 acre lot, has a future potential to be split with a 2 acre minimum in this zone. Build your dream

  Christopher Davis Real Broker

  

  00 Granite Ridge Rd, New Gloucester, ME 04260
• 

  

  /5

  $875,000

  • Land
  • 88 Acres
  • $9,943 per Acre

  24 Portland Rd, Gray, ME 04039

  Two parcels being sold together. Beautiful wooded lot both commercially zoned out front and residential out back approximately 88 acres. The lot consist of large trees a pristine babbling brook with small waterfalls and rock walls. Keep it for a large private family compound or perfect for a subdivision.

  Derek Drumtra Ray Landing Real Estate

  

  24 Portland Rd, Gray, ME 04039
• 

  /2

  $175,000

  • Land
  • 3.86 Acres
  • $45,337 per Acre

  0018-C Gloucester Hill Rd, New Gloucester, ME 04260

  A beautiful 3.86+/- acre parcel at the top of Gloucester Hill Road with a spectacular view. A dry, buildable lot with many opportunities!

  Greg Perry Broad Cove Collective

  

  0018-C Gloucester Hill Rd, New Gloucester, ME 04260
• 

  /2

  $485,000

  • Land
  • 22 Acres
  • $22,045 per Acre

  224 Shaker Rd, Gray, ME 04039

  Excellent opportunity in RRA zone—large tract near Dry Mills corner. Level lot offers over 800' of frontage on Route 26. Close to I-95 (Maine Turnpike).

  Cheri Bonawitz Malone Commercial Brokers, Inc.

  

  224 Shaker Rd, Gray, ME 04039

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