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Homes for Sale near Fiddlehead School of Arts & Science

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  • /38

    $1,695,000

    • 4 Beds
    • 4.5 Baths
    • 4,294 Sq Ft

    63 Peaceful Way, Cumberland, ME 04021

    Completed in 2023, this exquisitely maintained home balances thoughtful design and refined finishes in a beautifully private, wooded setting. Located at the end of a quiet cul de sac in Cumberland's sought-after Blanchard Oaks neighborhood, this home sits on a beautifully wooded 1.84 acre lot, providing a serene and private backdrop. From the moment you arrive, the covered front porch welcomes

    Agent Photo

    David Banks

    RE/MAX By The Bay

    (207) 436-8117

    63 Peaceful Way, Cumberland, ME 04021
  • /2

    $315,000

    • Land
    • 5.65 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

    Agent Photo

    Nicholas Dambrie

    Keller Williams Realty

    (207) 707-6480

    Lot 1 - 92 Town Farm Rd, North Yarmouth, ME 04097
  • /32

    $135,000

    • Land
    • 5 Acres
    • $27,000 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 ideal home

    Agent Photo

    Kristin Rofe

    Dream Home Realty LLC

    (207) 687-1213

    00 N Shore Rd, Gray, ME 04039
  • /52

    $995,000

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft

    56 Qualey Rd, Gray, ME 04039

    OPEN HOUSE Saturday, Sept 20, 11-1pm.This stunning lakefront retreat offers breathtaking, panoramic views of the water, unforgettable sunsets, and the peaceful calls of loons echoing across the lake.Inside the home features three bedrooms- two of the rooms with water views and two bathrooms.The open concept first floor boasts a new kitchen with quartz countertops, modern

    Sheila Fay Keller Williams Realty

    56 Qualey Rd, Gray, ME 04039
  • /57

    $849,900

    • 3 Beds
    • 3 Baths
    • 3,324 Sq Ft

    35 Freds Way, Gray, ME 04039

    Impeccable home in a very private setting, yet close to lakes, restaurants, shopping, and the turnpike. This well-designed home has served the original owners well for the 5 years since it was built. Their love for the home and attention to detail has left this home move in ready and in need of nothing. An oversized three car garage with bonus space, oversized driveway and turnaround give

    Richard Yost NextHome NorthEast Realty

    35 Freds Way, Gray, ME 04039
  • /65

    $699,999

    • 4 Beds
    • 2.5 Baths
    • 2,070 Sq Ft

    8 Lily Ln, Windham, ME 04062

    Wonderfull opportunity for a brand new 4 bedroom home set on 2 private acres. This home offers hardwood floors, kitchen w/ quartz counters and SS appliances. Large deck looks out over the private back yard. First floor is an open layout and upstairs you will find 4 ample sized bedrooms, 2 full baths, and laundry room. This home is conveniently located, close to all local amenities.

    Chase Caprio Maine Real Estate Experts

    8 Lily Ln, Windham, ME 04062
  • /75

    $1,200,000

    • 2 Beds
    • 1.5 Baths
    • 14,612 Sq Ft

    32 Broad Park Way, Gray, ME 04039

    An unbelievable opportunity awaits with this unique and rarely available turn-key equestrian center, nestled on 48+/- private and picturesque acres in the highly sought-after and horse-friendly community of Gray, Maine. Whether you're a professional trainer, passionate horse enthusiast, or investor seeking an income-producing property, this is the chance you've been waiting for in a beautiful and

    Amy Tarbox Blue Lobster Real Estate

    32 Broad Park Way, Gray, ME 04039
  • /39

    $998,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,225 Sq Ft

    27 Carriage Hill, North Yarmouth, ME 04097

    Style, Space & Serenity in North Yarmouth. Set on over an acre at the end of a quiet, established road, 27 Carriage Hill is a newly-built home that delivers modern comfort, timeless finishes, and room to grow—all in a peaceful wooded setting. With 4 bedrooms, including a serene primary suite with a custom walk-in closet and spa-like bath featuring a double vanity, rainfall shower, and beautiful

    Liza Nelson Portside Real Estate Group

    27 Carriage Hill, North Yarmouth, ME 04097
  • /6

    $749,900 New Construction

    • 3 Beds
    • 3 Baths
    • 1,950 Sq Ft

    36 Blackthorne Ln, Gray, ME 04039

    Welcome to your dream farmhouse retreat, perfectly crafted by Florez Garcia Builders on 3 private and peaceful acres in one of Gray's most desirable locations. This brand-new home combines timeless design, premium craftsmanship, and modern comfort all within minutes of Maine's best lakes, trails, golf courses, and just 25 minutes to Portland.Step onto the wrap-around covered porch and

    Jhon Florez Gracia Maine Real Estate Co

    36 Blackthorne Ln, Gray, ME 04039
  • /2

    $725,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    53 Woodcock Dr, Gray, ME 04039

    Welcome to phase 2 of Stillwater Pines. This beautifully designed home offers all the modern aspects with a bit of country charm. The kitchen has quartz countertops, tile backsplash and farmers sink. Luxury vinyl plank throughout the whole home with tile in baths/laundry. First floor has bonus sun room great for entertaining or home office. Upstairs features four large bedrooms with room for the

    Susan Croteau Signature Homes Real Estate Group, LLC

    53 Woodcock Dr, Gray, ME 04039
  • /70

    $1,000,000

    • 3.5 Baths
    • 4,590 Sq Ft

    Unlisted Address

    Welcome to 86-88 Skips Way!This ranch-style Duplex offers 4,590± sq ft, 8 bedrooms, 3.5 bathrooms, a 3-car garage, and 9.71 acres of peaceful Maine countryside. Live in one side and rent the others, explore subdivision potential, or build a new home while generating rental income!Conveniently located just 10 min to Gray, 20 min to Freeport & Yarmouth, 20 min to Lewiston/Auburn, 22 min

    Zachariah Oja Keller Williams Realty

    Unlisted Address
  • /36

    $299,000

    • 2 Beds
    • 1 Bath
    • 1,050 Sq Ft

    167 Weymouth Rd, Gray, ME 04039

    AMAZING HOUSE, LOT, LOCATION & VALUE!! This spectacular sun drenched 4 acre lot has tons of potential and is the perfect setting for this beautiful bright & spacious ranch featuring 2 comfortable bedrooms, open concept, nice living area, great kitchen, large breezeway, expansive private rear deck, level grounds, gardens, raised beds, fire pit area, fruit trees, grape vines, several animal pens

    Bruce Ludka Maine Realty 2000

    167 Weymouth Rd, Gray, ME 04039
  • /51

    $399,900

    • 3 Beds
    • 0.5 Baths
    • 1,104 Sq Ft

    22 Gray Park, Gray, ME 04039

    This charming 3-bedroom, 1-bath ranch has been completely redone down to the studs. New sheetrock, insulation and paint. Completely new kitchen with granite counters and SS appliances. Brand new full bath. New lighting fixtures throughout. A lot of time and thought has been put into this home. Offering a move-in ready experience. Every detail has been thoughtfully updated, from the pristine

    Kathy Apon Greater Portland Realty

    22 Gray Park, Gray, ME 04039
  • /46

    $579,000

    • 3 Beds
    • 2 Baths
    • 2,280 Sq Ft

    144 Weymouth Rd, New Gloucester, ME 04260

    This beautifully maintained ranch-style home offers comfortable, open-concept living with three bedrooms and numerous recent updates throughout. Step into a bright and airy living space featuring a modern kitchen with stainless steel appliances, a center island that flows seamlessly into the living area—perfect for entertaining or everyday family living. A large bonus room above the attached

    Elizabeth Splane Home At Last Realty

    144 Weymouth Rd, New Gloucester, ME 04260
  • /47

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,961 Sq Ft

    17 Callaway Dr Unit 17, Gray, ME 04039

    Stand alone condo/house in Spring Meadows golf community. The beautiful home shows like new!. Open floor plan with a high level of finish. Main floor primary suite with custom bath. Main floor laundry. Everything that you need is on the main floor. Main floor deck overlooking the beautiful golf course and rolling hills. Large family room on the lower level with a ground level patio. Two guest

    Karen Tufts Coldwell Banker Team Real Estate

    17 Callaway Dr Unit 17, Gray, ME 04039
  • /71

    $600,000

    • 3 Beds
    • 2.5 Baths
    • 1,864 Sq Ft

    2 Cobalt Ct, Windham, ME 04062

    Come see this stately home set on a private cul de sac. Poised with style and grace, this home, with its open concept design, has been well maintained. Enter the kitchen, where the cook can access storage in the built-in pantry, or create dishes, using the Granite countertops and large island. Seated before the sliding glass doors, the dining area allows for outdoor viewing while sipping your

    Anthony Poulin Meservier & Associates

    2 Cobalt Ct, Windham, ME 04062
  • /28

    $324,900

    • 1 Bed
    • 1 Bath
    • 2,674 Sq Ft

    66 James Way, Windham, ME 04062

    Versatile Quonset Hut-Style Building - Live & Work Opportunity. Discover a unique chance to combine home and business under one roof! This 2,000 sq. ft. Quonset hut-style building offers the perfect setup for contractors, landscapers, machine shops, manufacturing, grow operations, or countless other uses. The building features radiant floor heat, excellent insulation, and bright lighting

    Fred Andrews Spectrum Real Estate

    66 James Way, Windham, ME 04062
  • /13

    $99,000

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    127 Shaker Rd Unit 61, Gray, ME 04039

    Charming and affordable 2-bedroom, 1-bath mobile home in a convenient location close to shopping and everyday amenities. Enjoy a bright, fully applianced kitchen, in-unit washer and dryer, and comfortable living spaces throughout. Step outside to the back deck, where you'll appreciate a private backyard—perfect for relaxing or entertaining. This move-in ready home combines comfort, convenience,

    Susan Brown Hearth & Key Realty

    127 Shaker Rd Unit 61, Gray, ME 04039
  • /7

    $190,000

    • Land
    • 3.67 Acres
    • $51,771 per Acre

    27 Boulder Dr, Gray, ME 04039

    Build your dream home on a private and serene 3.67 acre lot in Gemstone Estates development. Conveniently located and easily commutable to all of Greater Portland. Access all Gray has to offer in minutes. Partially cleared.

    Katie Yarrison EXP Realty

    27 Boulder Dr, Gray, ME 04039
  • /60

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    15 Worcester Dr, Raymond, ME 04071

    Spectacular whole log home on one of Little Sebago's largest and most private lots. Soaring vaulted ceilings with hand hewn logs, skylights and an open floor plan. Woodstove for those chilly fall or winter nights. Huge covered farmers porch and a fenced in back yard for your furry friends. Over 200 feet of desirable sandy frontage on Little Sebago Lake

    Karen Tufts Coldwell Banker Team Real Estate

    15 Worcester Dr, Raymond, ME 04071
  • /38

    $392,000

    • 2 Beds
    • 2.5 Baths
    • 1,428 Sq Ft

    57 Oaken Ridge Unit 57, North Yarmouth, ME 04097

    A newly renovated 2 bedroom 2 1⁄2 bathroom condo is now available in North Yarmouth. New appliances, new floors and new back porch are a few of the updates in this lovely condo. Situated on a quiet dead end road with lots of trees for privacy this 6 unit development is just what you are looking for. There is a full basement for storage and plenty of parking.Open House Sunday September 7th

    Andrew Carr Advisors Living, LLC

    57 Oaken Ridge Unit 57, North Yarmouth, ME 04097
  • /30

    $750,000

    • 2 Baths
    • 3,696 Sq Ft

    25 Main St, Gray, ME 04039

    This opportunity does not come around often. Located directly in the heart of Gray Village, 25 Main Street offers a rare opportunity for investors, business owners, or those seeking a versatile live-work property.Originally built in 1900 and fully renovated down to studs in 2018 with new wiring, insulation, and systems, this Colonial now features two updated 1-bedroom, 1-bath units, each

    Caleb Giustra Elevate Maine Realty

    25 Main St, Gray, ME 04039
  • /38

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    31 Snowy Ridge Rd, Windham, ME 04062

    Welcome to your own private slice of Maine paradise! Nestled on 11.71 acres of pristine, wooded land in desirable Windham, this stunning log cabin offers the perfect blend of rustic charm and modern convenience.Step inside this beautifully maintained 3-bedroom, 2-full-bath home and be captivated by the timeless appeal of log cabin construction. The interior has been tastefully updated and

    Brendan Johnson CENTURY 21 Advantage

    31 Snowy Ridge Rd, Windham, ME 04062
  • /39

    $195,000

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft

    127 Shaker Rd Unit 37, Gray, ME 04039

    Brand new 2025 Commodore Blazer Series TS1004 16x76 mobile home located within Maplewood Park. Enjoy the convenient location near shopping, Route 26, and the Maine Turnpike. The Crystal Lake public beach is only 2 miles away! This property has been fitted with all upgraded finishes, cabinetry, en-suite bath, appliances, and a brand new deck on the back for outdoor enjoyment.*Showings on

    Emily Roberts Locations Real Estate Group LLC

    127 Shaker Rd Unit 37, Gray, ME 04039
  • /57

    $625,000

    • 5 Beds
    • 4.5 Baths
    • 2,320 Sq Ft

    14 Yarmouth Rd, Gray, ME 04039

    Don't miss this rare opportunity to own a turn-key Bed & Breakfast—or convert it into a spacious single-family home!Currently operating as a successful four-bedroom B&B with a 5-star rating for the past three years, this property can also serve as a single family residence. As a B&B, each guest room comes fully furnished, featuring a private full bath, individual TVs, and its own A/C unit

    Laura Davis Portside Real Estate Group

    14 Yarmouth Rd, Gray, ME 04039
  • /47

    $548,000

    • 4 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    92 Yarmouth Rd, Gray, ME 04039

    Experience the perfect blend of timeless character and modern convenience in this inviting four-bedroom Colonial-style home. Rich in heritage and thoughtfully updated, this home welcomes you with period charm and warm, comfortable spaces. At its heart is a stunning original brick fireplace and traditional kitchen hearth—an authentic focal point that provides cozy ambiance and anchors the home

    Carmen Lessard RE/MAX Realty One

    92 Yarmouth Rd, Gray, ME 04039
  • /47

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 1,930 Sq Ft

    745 New Gloucester Rd, North Yarmouth, ME 04097

    Charming 4-Bedroom Farmhouse with Modern Updates & Historic CharacterStep into timeless charm with this beautifully renovated 4-bedroom, 2.5-bath antique farmhouse, where historic details blend seamlessly with modern upgrades. The original 1859 living room features wide pine floors and a cozy wood-burning stove—perfect for relaxing evenings.Enjoy cooking and gathering in the

    Marnie Dubois Keller Williams Realty

    745 New Gloucester Rd, North Yarmouth, ME 04097
  • /57

    $635,000

    • 3 Beds
    • 2 Baths
    • 2,471 Sq Ft

    65 Blueberry Ln, Gray, ME 04039

    Vacation at home. This property is a peaceful, private oasis in a nice subdivision convenient to shopping, restaurants and all of the wonderful activities that Gray and surrounding towns have to offer...public access to many bodies of water and state parks, hiking trails, seasonal festivals. Not far from the turnpike for a great Portland commute. Have your morning coffee in the sunroom, unwind

    Karen Tufts Coldwell Banker Team Real Estate

    65 Blueberry Ln, Gray, ME 04039
  • /88

    $1,783,000

    • 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.This property

    Judy George Judy George Realty

    233 Smith Rd, Windham, ME 04062
  • /27

    $460,000

    • 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
  • /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
  • /10

    $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
  • /3

    $5,250,000

    • Land
    • 282.56 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
  • /94

    $2,900,000

    • 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
  • /8

    $275,000

    • Land
    • 32.08 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
  • /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

    $180,000

    • Land
    • 11.82 Acres
    • $15,228 per Acre

    M011-006 Westwood Rd, Gray, ME 04039

    11.82 wooded acres in Gray. See tax map 011-308-261-006. Portion of deed 25234/245. Back lot - will require a long driveway along the 50' strip from Westwood Road. Lot 'F' on survey dated April 9, 2019. This lot does not have water access.

    Merline Douglas Lakehome Group Real Estate

    M011-006 Westwood Rd, Gray, ME 04039
  • /31

    $650,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,122 Sq Ft

    5 Stillwater Dr, Gray, ME 04039

    Welcome to Phase 2 of Stillwater Pines! This thoughtfully crafted home blends modern design with a touch of country charm. The kitchen features elegant quartz countertops, a stylish tile backsplash, and a classic farmhouse sink—perfect for both everyday living and entertaining. Luxury vinyl plank flooring flows seamlessly throughout the home, complemented by durable tile in the bathrooms and

    Susan Croteau Signature Homes Real Estate Group, LLC

    5 Stillwater Dr, Gray, ME 04039
  • /28

    $1,200,000 New Construction

    • 6 Baths
    • 3,420 Sq Ft

    64 & 66 Oaken Ridge, North Yarmouth, ME 04097

    Incredible opportunity for owner-occupancy or investment. Located in the desirable Greely school district, these townhomes also present an excellent rental option. Each unit offers beautiful living spaces surrounded by nature and quiet privacy—just 10 minutes from Cumberland Center.Set on more than 30 acres with portions along the Royal River, Oaken Ridge is an intimate community of just

    Mary Conroy Portside Real Estate Group

    64 & 66 Oaken Ridge, North Yarmouth, ME 04097
  • /33

    $585,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,711 Sq Ft

    62 Oaken Ridge Unit 2, North Yarmouth, ME 04097

    Welcome to Oaken Ridge - A Distinctive Townhome Community Surrounded by Nature.Discover a truly unique living experience at Oaken Ridge, where the ease of condo living meets the tranquility of a private, wooded setting. Nestled on over 30 acres with portions along the Royal River, this intimate community of just six townhomes offers both peaceful seclusion and easy access to a vibrant

    Mary Conroy Portside Real Estate Group

    62 Oaken Ridge Unit 2, North Yarmouth, ME 04097

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