227

Homes for Sale near Waynflete School

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  • /54

    $3,900,000

    • 7 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    1 & 9 Franklin Terrace, South Portland, ME 04106

    Willard Beachfront Estate with Panoramic Ocean Views. Welcome to this rare beachfront gem located in South Portland's highly desirable Willard Beach neighborhood. This property offers a luxurious coastal lifestyle with two distinct homes—a fully remodeled four+ bedroom main residence and a charming three-bedroom guest house- plus a possible buildable lot. Perfect family compound. The main home

    Anne Ross-Murray F.O. Bailey Real Estate

    1 & 9 Franklin Terrace, South Portland, ME 04106
  • /12

    $175,000

    • Land
    • 0.28 Acre
    • $625,000 per Acre

    0 Sunset Ave, Portland, ME 04103

    Location, location... Selling Sunset!Welcome to 0 Sunset Ave on beautiful Great Diamond Island, one of Portland's most sought-after island communities. This rare vacant lot offers the perfect opportunity to create your dream island retreat, whether it's a seasonal getaway or a year-round escape tucked away from the hustle and bustle, yet just a short ferry ride to downtown Portland.

    Jennifer Sumrall The Maine Real Estate Experience

    0 Sunset Ave, Portland, ME 04103
  • /41

    $700,000

    • 2 Baths
    • 2,442 Sq Ft

    44 Pleasant Ave, Portland, ME 04103

    Stop paying someone else's mortgage and start building your investment portfolio! Great neighborhood in Portland, close to everything. Currently rented, one lease turned month to month in June, the other lease is up in 2/26. Great tenants! Nice, spacious floor plans and cute yard. Reach out and let's get you through! We will be hosting some open houses to get people through together to avoid

    Janice Pompe John Lesser The Maine Real Estate Group

    44 Pleasant Ave, Portland, ME 04103
  • /91

    $590,000

    • 2 Baths
    • 2,390 Sq Ft

    1542 Congress St, Portland, ME 04102

    Here is the best Value you will find! Don't miss this Prime 2 unit in Portland's coveted Stroudwater area with seasonal water views. Discover this well maintained 2 unit, perfectly situated close to both downtown Portland and the airport. This exceptional property offers an ideal blend of period details, classic charm and modern updates, making it a perfect fit for both investors and owner

    Teri Ouellette Keller Williams Realty

    1542 Congress St, Portland, ME 04102
  • /32

    $695,900

    • 4 Beds
    • 2.5 Baths
    • 2,346 Sq Ft

    37 Bailey Ave, Portland, ME 04103

    What a fantastic opportunity to own this quality colonial, in a popular neighborhood, close walk to public transit, and enjoy all the amenities of Portland!This home, with ''smart'' lighting & heat is situated on a double lot, the rear parcel can accommodate up to four units, an additional house, or just leave as a private/wooded setting.Enjoy the ambience of the fireplace in the living

    Mark Gary Kennebunk Beach Realty

    37 Bailey Ave, Portland, ME 04103
  • /19

    $241,153 New Construction

    • 1 Bed
    • 1 Bath
    • 460 Sq Ft

    1 Firefly St Unit 201, Portland, ME 04102

    Step into home ownership at Stroudwater Commons, Portland's newest condo community offering attractive living at attainable prices. With sunny spaces, timeless finishes, and modern efficiency, this 1BR/1BA home is designed for comfort and convenience. Each residence features an open layout, modern kitchen, stylish bath, in-unit laundry, efficient heat pump for year-round comfort, and elevator

    Will Van Wickler Keller Williams Realty

    1 Firefly St Unit 201, Portland, ME 04102
  • /41

    $1,590,000

    • 3 Beds
    • 2.5 Baths
    • 2,222 Sq Ft

    920 Shore Rd, Cape Elizabeth, ME 04107

    The smell of the ocean. The sound of a fog horn. Your toes in the sand at a private beach. Welcome home. Located in the highly desirable Birch Knolls neighborhood, this charming cottage sits serenely on a flat lot with access to private Casino Beach. Fort Williams, markets, and bakeries are just a short walk away. Inside, you will find spacious rooms flooded with light, a cozy, wood-burning

    David Jackson Landmark Realty

    920 Shore Rd, Cape Elizabeth, ME 04107
  • /34

    $1,595,000

    • 4 Beds
    • 4 Baths
    • 3,197 Sq Ft

    160 Craigie St, Portland, ME 04102

    Welcome to 160 Craigie Street—where history, style, and location converge in one unforgettable home. Designed by architect John Calvin Stevens, this residence showcases timeless craftsmanship alongside thoughtful, contemporary updates. Situated on a rare double lot, it stands out as a true gem in one of Portland's most desirable neighborhoods.A gracious exterior, framed by mature landscaping

    Sofia Voltin Portside Real Estate Group

    160 Craigie St, Portland, ME 04102
  • /2

    $650,000

    • 3 Baths
    • 3,636 Sq Ft

    6 Horton Place, Portland, ME 04102

    This is a prime investment opportunity for savvy investors and contractors looking to take on a substantial renovation project. This 3-unit property has been gutted down to the studs after water damage from frozen pipes, offering a clean slate for customization and a chance to restore it to its full potential. Whether you're planning to flip for a profit or create long-term rental income, this

    Sheldon Ashby Ashby Real Estate

    6 Horton Place, Portland, ME 04102
  • /27

    $499,900

    • 2 Beds
    • 1 Bath
    • 1,240 Sq Ft

    47 Clayton St, Portland, ME 04103

    Set on a quiet street in Portland's desirable North Deering neighborhood, this well-maintained single-level ranch offers comfortable living with thoughtful updates and a flexible floor plan. Inside, you'll find an updated kitchen and bath, along with a welcoming living room anchored by a wood-burning fireplace—a cozy focal point for everyday living. A cozy family room provides excellent

    Marie Flaherty The Flaherty Group

    47 Clayton St, Portland, ME 04103
  • /21

    $1,650,000

    • 3 Baths
    • 2,700 Sq Ft

    78 Atlantic St, Portland, ME 04101

    Rare opportunity! A double lot on the corner of Atlantic Street and Monument Street in Portland's Most Sought-After Neighborhood! This exceptional property offers an income producing three-unit multi-family + adjacent buildable lot or expansive green space nestled atop the iconic Munjoy Hill, with ocean views from the third floor and R6 zoning, the possibilities are endless! Whether you want to

    Vanessa Greco Portside Real Estate Group

    78 Atlantic St, Portland, ME 04101
  • /42

    $749,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    218 Washington Ave Unit 309, Portland, ME 04101

    Overlooking Munjoy Hill's Fields — Contemporary Unit at 218 Washington Avenue Unit 309 presents a unique opportunity to own a front-row seat to one of Portland's most beloved neighborhoods. This east-facing residence captures open skies, green fields, and the quiet charm of Munjoy Hill from a modern, finely constructed vantage point on the East End. With over 1,175 square feet of interior space,

    Lauren Jones F.O. Bailey Real Estate

    218 Washington Ave Unit 309, Portland, ME 04101
  • /20

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    14 Shepherd Ln, Portland, ME 04103

    Welcome to Shepherd Lane, Windham's newest subdivision! Located off Falmouth Road, Shepherd Lane is convenient to Portland and all that the Lakes Region has to offer. Framing has been completed on this Balsam Cape that has 3 Bedrooms, 2 Bathrooms, an open concept kitchen, dining room, and living room. The first floor also has a full bath, a mudroom area, and a separate room perfect for an office

    Jason Saphire www.HomeZu.com

    14 Shepherd Ln, Portland, ME 04103
  • /15

    $2,895,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 2,549 Sq Ft

    246 Eastern Promenade Unit 403, Portland, ME 04101

    LIVE ELEVATED AT 246 EASTERN PROMENADEOnly 7 Residences Remain | Estimated Completion: Mid-Fall 2026Welcome to an extraordinary new coastal address in one of Portland's most coveted neighborhoods. Rising above Casco Bay along the sweeping green expanse of the Eastern Promenade, this boutique collection of just 13 architecturally striking condominiums marks the first new residential

    Karen Thompson McMann The Flaherty Group

    246 Eastern Promenade Unit 403, Portland, ME 04101
  • /30

    $365,000

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    147 Spring St, Westbrook, ME 04092

    This charming 3 bedroom, 1 bathroom home is ready for its new owners! Built in 1937, this home beautifully blends classic character with modern updates. Step inside to find a bright and welcoming layout featuring a brand new kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The adjoining dining room with built-ins adds warmth and charm, while the spacious

    Carly Chasse Portside Real Estate Group

    147 Spring St, Westbrook, ME 04092
  • /26

    $444,000

    • 1 Bed
    • 1 Bath
    • 565 Sq Ft

    10 Exchange St Unit 307, Portland, ME 04101

    Introducing Unit 307 at 10 Exchange Street — set on one of the Old Port's most iconic cobblestone streets, this condo places you at the center of Portland's best dining, boutique shopping, art galleries, and the working waterfront. Morning walks along the harbor, evenings at award-winning restaurants, and easy access to nearby parks define the lifestyle here. Inside, the home pairs historic

    John Hayes Keller Williams Realty

    10 Exchange St Unit 307, Portland, ME 04101
  • /41

    $650,000

    • 2 Beds
    • 1 Bath
    • 1,286 Sq Ft

    4 Jewett Rd, Cape Elizabeth, ME 04107

    Welcome to 4 Jewett Road, a beautifully updated Cape-style home in the heart of Cape Elizabeth. This warm and inviting 2 bedroom property has had numerous recent improvements throughout. The sunny living room features a charming wood-burning fireplace and large bay window. You'll love the renovated kitchen which includes modern finishes, updated appliances, and excellent storage. A first-floor

    Karen Edgcombe Maine Real Estate Co

    4 Jewett Rd, Cape Elizabeth, ME 04107
  • /26

    $525,000

    • 2 Baths
    • 1,234 Sq Ft

    9 C St, Portland, ME 04102

    This could be the opportunity you've been waiting for— a well-maintained two-unit in Portland. Each unit features its own kitchen, full bath, and comfortable living spaces with a mix of hardwood, tile, and laminate flooring. Heat pumps provide efficient year-round comfort, and thoughtful updates throughout give each unit a unique sense of style. The property also includes a private backyard.

    Aaron Chadbourne Demetria Real Estate

    9 C St, Portland, ME 04102
  • /12

    $947,872 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,350 Sq Ft

    119 Summit Terrace Unit 5, South Portland, ME 04106

    Introducing a thoughtfully designed 20-unit luxury condominium community nestled in the sought-after Willard Beach area of South Portland. Each residence offers approximately 2,350 square feet of refined living space across three levels, with a private elevator for enhanced convenience. The second floor features an elegant open-concept layout that includes the living room, kitchen, dining area, a

    Anne Ross-Murray F.O. Bailey Real Estate

    119 Summit Terrace Unit 5, South Portland, ME 04106
  • /48

    $935,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,630 Sq Ft

    155 Owls Nest Rd, Portland, ME 04102

    Discover this newly built 4-bedroom, 2.5-bath home in the sought-after Stroudwater Preserve neighborhood. As you enter, a charming foyer warmly welcomes you before leading into the spacious, sunlit living areas. The living room offers a cozy gas fireplace and it's a perfect spot to relax on cooler days. Adjacent to the living room is a large dining area and a semi-custom kitchen featuring

    Sandra Wendland Legacy Properties Sotheby's International Realty

    155 Owls Nest Rd, Portland, ME 04102
  • /28

    $699,000

    • 3 Baths
    • 2,096 Sq Ft

    73 High St, South Portland, ME 04106

    Investors, contractors take notice. 3 unit building gutted back to the studs after freeze damage. New roof, new windows, new electrical, some new plumbing. Each unit is 1 bedroom in its current configuration. There are 2 existing baths and plumbed for a 3rd. Laundry hookups in units. 2 car garage. Oversized corner lot in the heart of Ferry Village. Walk to restaurants, green belt trail, Willard

    Anne Marie Cooke Maine Home Connection

    73 High St, South Portland, ME 04106
  • /43

    $429,900

    • 3 Beds
    • 1.5 Baths
    • 1,314 Sq Ft

    1549 Westbrook St, Portland, ME 04102

    Great location. Largest lot at this price point. Set in the highly desirable neighborhood of Stroudwater, this thoughtfully renovated, move-in ready, single family home has a breathtaking backyard with a large bellowing willow tree and trails on the abutting non-buildable land behind the house. The new zoning for this bungalow offers investors an income stream opportunity. 1549 Westbrook Street

    Laurie Marcello Maine Real Estate Experts

    1549 Westbrook St, Portland, ME 04102
  • /21

    $395,000

    • 1 Bed
    • 1 Bath
    • 610 Sq Ft

    147 Pleasant Ave Unit 2, Portland, ME 04103

    Welcome to this beautifully updated one-bedroom, one-bathroom condo nestled in the heart of Deering Center, located just steps from beloved local shops, restaurants, parks, and schools.This bright and inviting first-floor unit combines classic charm with modern updates. The fully renovated galley-style kitchen features sleek finishes and efficient design with a stone counter, tile and

    Jenna Segal The Atlantic Real Estate Network

    147 Pleasant Ave Unit 2, Portland, ME 04103
  • /4

    $695,000

    • 3 Baths
    • 2,398 Sq Ft

    30 Chesley Ave, Portland, ME 04103

    Turnkey well-maintained three-unit apartment building located on a quiet, dead-end street in the desirable neighborhood of North Deering. Recent updates include a new asphalt driveway (2019), new roof (2024), new exterior decking/stairs (2024-2025), a new furnace (2025), repointed chimney (2025), and exterior siding repairs/new exterior paint (2025). Separately metered utilities for each unit

    Noah Stebbins The Boulos Company

    30 Chesley Ave, Portland, ME 04103
  • /42

    $1,200,000

    • 3 Beds
    • 3 Baths
    • 2,640 Sq Ft

    6 Dipper Rd Unit 27, Cape Elizabeth, ME 04107

    Eastman Meadow offers simplified one level living in a care free community abutting over 200 acres of conservation land with walking trails. This unit with lots of options includes a finished walk-out basement , custom kitchen , pantry, granite countertops. Hardwood floors. custom built-ins, sunroom, The spacious primary suite offers a custom walk-in closet, tray ceiling and a full bath,

    Bruce Balfour Advisors Living, LLC

    6 Dipper Rd Unit 27, Cape Elizabeth, ME 04107
  • /15

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    9 Parris St Unit 2, Portland, ME 04101

    This beautiful 1,000 square foot 2+bedroom (office-room is large enough for a 3rd bedroom) condominium has been ''completely'' renovated. New kitchen, new bathroom, new interior paint job, professionally refinished hardwood floors throughout, new fire doors, all brand new appliances. Located walking distance (1 1⁄2 blocks) to downtown Portland. All this in a stylish Greek Revival building. The

    Richard Murphy Harborview Properties, Inc.

    9 Parris St Unit 2, Portland, ME 04101
  • /42

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 1,772 Sq Ft

    358 Palmer Ave, Portland, ME 04103

    Immaculate 3-bedroom, 2.5-bath Colonial in one of Portland's most desirable neighborhoods. Maintained in pristine condition throughout—hardwood floors, formal and casual living spaces (one with a wood-burning fireplace), and a great floor plan with all bedrooms upstairs, including a spacious primary suite with a walk-in closet and en-suite bath. The daylight basement offers potential for

    Christina Farynaz Coldwell Banker Realty

    358 Palmer Ave, Portland, ME 04103
  • /24

    $1,195,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,069 Sq Ft

    58 Cumberland Ave Unit 4, Portland, ME 04101

    Experience elevated living at 58 Cumberland Avenue, Portland's newest boutique development. Nestled atop Munjoy Hill in Portland's vibrant East End and blending timeless craftsmanship with modern sophistication, each residence offers 2 to 3 bedrooms, 2 bathrooms, and open-concept layouts ranging from 1,000 to nearly 1,500 SF. Expansive Marvin windows, 9-foot ceilings, and wide-plank hickory

    John Fitzsimons Portside Real Estate Group

    58 Cumberland Ave Unit 4, Portland, ME 04101
  • /8

    $325,000

    • Land
    • 0.46 Acre
    • $706,522 per Acre

    111 Spruce Ave, Portland, ME 04108

    Beautiful lot abutting conservation land! The view from this bluff is extraordinary and overlooks the bay and Cushing Island. Come build your dream home on Peaks Island!

    Maria Rich Landing Real Estate

    111 Spruce Ave, Portland, ME 04108
  • /20

    $689,000

    • 3 Baths
    • 2,040 Sq Ft

    118 Providence St, Portland, ME 04103

    This East Deering three-unit offers the kind of straight forward simplicity buyers appreciate. Built in the 1980s, it avoids the maintenance concerns often found in century-old buildings. Each of the three apartments features an efficient two-bedroom layout with separate systems, semi-private outdoor space, exterior storage, and two driveways providing ample off-street parking. The location

    Brit Vitalius Vitalius Real Estate Group, LLC

    118 Providence St, Portland, ME 04103
  • /46

    $639,900

    • 4 Baths
    • 3,250 Sq Ft

    25 Pleasant Ave, Portland, ME 04103

    New and improved price of 639,900! This turn-of-the-century three-family apartment building is conveniently located just minutes from Downtown Portland. The property must have been quite special in its heyday, showcasing hardwood floors, high ceilings with medallions, bull's-eye moldings, built-ins, and brick fireplaces. This three-family home is eager to be restored and returned to its former

    Kathleen Phillips LaBombard Ocean Gate Realty, LLC.

    25 Pleasant Ave, Portland, ME 04103
  • /15

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,382 Sq Ft

    13 Atlantic St Unit 1, Portland, ME 04101

    Welcome to 13 Atlantic Street, Unit 1—with water views and walkable convenience in Portland's vibrant East End. Enjoy breathtaking vistas of Casco Bay from this charming 3 bedroom residence with recent renovations in 2019. It is ideally situated just moments from downtown. Nestled in one of the city's most beloved neighborhoods, this home offers easy access to local cafés, boutiques, the Eastern

    William Fuller Legacy Properties Sotheby's International Realty

    13 Atlantic St Unit 1, Portland, ME 04101
  • /32

    $399,000

    • 2 Beds
    • 1 Bath
    • 906 Sq Ft

    129 Pine St Unit 2, Portland, ME 04102

    Experience the very best of Portland living in this beautifully updated mid-century condominium located in the heart of the historic West End. Just steps from award-winning restaurants, the Arts District, and the charming Old Port, this two-bedroom unit places the city's vibrant culture right at your doorstep. Inside, you'll find a spacious, sunlit living room—perfect for both relaxing or working

    Tanya Crawford EXP Realty

    129 Pine St Unit 2, Portland, ME 04102
  • /12

    $1,200,000

    • Land
    • 0.92 Acre
    • $1,304,348 per Acre

    109 Reed Ave, Portland, ME 04108

    Build your island dream home at Josiah's Cove! Unique chance to own direct waterfront property on Peaks Island. Located at the end of a quiet, gravel road, the .92-acre lot features an elevated ridge, a wooded grove, a grassy lawn and an accessible, rocky beach.Nestled among esteemed properties, the lot is further enhanced by abutting conservation land. It has been recently surveyed and perk

    Susan Lessard Portside Real Estate Group

    109 Reed Ave, Portland, ME 04108
  • /12

    $250,000

    • 1 Bed
    • 1 Bath
    • 538 Sq Ft

    148 Breakwater Dr Unit 201, South Portland, ME 04106

    This one-bedroom/one-bath condo located on the second floor, has been updated with granite, stainless steel appliances, and remodeled bath with new tile flooring. There are large windows to let in the natural light. Breakwater offers 24/7 on-site security personnel, a community garden for those with a green thumb, bicycle storage, elevators, on-site laundry, and is located next to the Green Belt

    Mike Duvernay Regency Realty Group

    148 Breakwater Dr Unit 201, South Portland, ME 04106
  • /49

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,571 Sq Ft

    124 Westbrook St, South Portland, ME 04106

    Welcome to 124 Westbrook Street, a charming 1950 Cape nestled in the desirable Country Gardens neighborhood of South Portland. This well-built home offers the perfect blend of character, comfort, and convenience, making it a wonderful opportunity for both first-time buyers and those looking to settle into a move-in ready property.Step inside and you'll find a spacious living room filled with

    Andrew Snyder Portside Real Estate Group

    124 Westbrook St, South Portland, ME 04106
  • /83

    $640,000

    • 6 Beds
    • 2 Baths
    • 2,092 Sq Ft

    338 Ocean St, South Portland, ME 04106

    Reintroduced and priced with its newly defined .35± acre lot, this South Portland home offers comfort, space, and room to grow. The large, level yard provides plenty of space for outdoor living, gardening, or play, while the unfinished area above the two-car garage offers great potential for future expansion — think office, studio, or bonus room. Inside, you'll find a bright and practical layout

    John Krouse EXP Realty

    338 Ocean St, South Portland, ME 04106
  • /78

    $949,900

    • 5 Beds
    • 4.5 Baths
    • 5,111 Sq Ft

    96 Crestview Dr, South Portland, ME 04106

    Set on .85 acres in one of South Portland's few executive neighborhoods, this spacious Colonial offers a surprising amount of room to live, work, and gather. The main floor welcomes you with an easy, open layout featuring wood floors, a bright living area, and a refreshed kitchen with new appliances. A first-floor half bath and dedicated laundry room add everyday convenience. Upstairs, you'll

    April Cohen Duston Leddy Real Estate

    96 Crestview Dr, South Portland, ME 04106
  • /22

    $319,104 New Construction

    • 3 Beds
    • 1 Bath
    • 656 Sq Ft

    1 Firefly St Unit 303, Portland, ME 04102

    Step into home ownership at Stroudwater Commons, Portland's newest condo community offering attractive living at attainable prices. With sunny spaces, timeless finishes, and modern efficiency, this 3BR/1BA home is designed for comfort and convenience. Each condo features open layouts, modern kitchens, stylish baths, in-unit laundry, efficient heat pumps for year-round comfort, and elevator access

    Will Van Wickler Keller Williams Realty

    1 Firefly St Unit 303, Portland, ME 04102
  • /8

    $740,000

    • 3 Baths
    • 2,923 Sq Ft

    7 Cherry St, Portland, ME 04102

    Fantastic investment opportunity—a three-unit multifamily property at 7 Cherry Street—offers strong rental potential in one of Maine's most desirable and consistently growing markets. Located just minutes from downtown, the Old Port, restaurants, amenities, and major commuter routes, this property attracts high-quality tenants and ensures steady demand year-round. With functional layouts and a

    Doug Schauf RE/MAX Oceanside

    7 Cherry St, Portland, ME 04102

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