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34 Middlesex Ave Extension, Portland
$365,000
3 Beds ⋅ 2 Baths ⋅ 24207354 MLS
Welcome to the beauty and convenience of one-floor living! This inviting ranch offers an open-concept layout with the living room, dining room, and kitchen flowing seamlessly together, all accented by hardwood floors and vaulted ceilings. Double sliders fill the space with natural light and create an effortless indoor/outdoor feel, opening to a spacious wraparound Trex deck with vinyl railings-perfect for relaxing or entertaining. The kitchen features granite countertops and stainless steel appliances, while convenient walk-in showers add to the ease of everyday living. Step outside and enjoy a truly unique piece of Portland history, with a distinctive brownstone silo located at the rear of the property. Ideally situated within walking distance to a nearby park and summer music, and just minutes from Route 9 for an easy commute. Enjoy the restaurants, shops, and amenities of Main Street Middletown, all conveniently close by. A wonderful combination of comfort, character, and location! Best and final due Tuesday 9/22 at noon.

34 Middlesex Ave Extension, Portland

15 Payne Blvd, Portland
$560,000
3 Beds ⋅ 3 Baths ⋅ 24205785 MLS
Set on a beautifully landscaped .57-acre lot, 15 Payne Boulevard is a distinctive 3-bedroom Colonial offering possible 4th-bedroom flexibility and finished space across four levels. Hardwood floors lead through the main level, where a wood-burning fireplace anchors the living room and the formal dining room, eat-in kitchen, renovated half bath, first-floor laundry, and private office create a layout that works as beautifully as it lives. Upstairs, three spacious bedrooms and two full baths provide comfortable separation, while the finished walk-up third floor offers an exceptional setting for a potential fourth bedroom, studio, playroom, or second office. The finished walkout lower level adds another dimension with a generous recreation room, gym, and space for guests or hobbies. Outside, the deck overlooks a private backyard with established gardens, a basketball court, greenhouse, and versatile three-part shed. The rare heated three-car garage features tall ceilings, exceptional workspace, and additional storage beneath the third bay. A new central-air system and air handler serving the upper level add modern comfort. Near local farm stands, Arrigoni Winery, the Connecticut River, Brownstone Adventure Park, Portland's town center, and Middletown-this is where space, character, and possibility come together.

15 Payne Blvd, Portland

394 Main St, Portland
$515,000
4 Beds ⋅ 3 Baths ⋅ 24203462 MLS
Welcome to 394 Main Street, a spacious multi-family located in the desirable Portland area. With its substantial footprint and versatile layout, this property presents an excellent opportunity for an owner occupant, extended household, or investor looking to add a valuable property to their portfolio. Whether you're looking to occupy one unit while generating rental income from another, accommodate extended family, or explore the property's investment potential, 394 Main Street offers plenty of possibilities. Located close to local shopping, dining, schools, parks, and area amenities. Portland's convenient location also provides easy access to surrounding communities and major commuter routes. With its spacious layout, multi-family versatility, and desirable Portland location, this property offers an exciting opportunity for buyers seeking both flexibility and potential. Bring your vision and make 394 Main Street your next investment or home! Schedule your private showing today! Multiple Offers Received - Highest & Best Requested By Wednesday 9/9 @10:00 AM

394 Main St, Portland

436 Main St, Portland
$251,000
3 Beds ⋅ 2 Baths ⋅ 24198665 MLS
Tucked away on a private rear lot off Main Street, this charming 3-bedroom, 2-bath Cape offers a great opportunity to make it your own! The .41-acre property features a spacious side yard with plenty of room for outdoor enjoyment, gardening, or entertaining. The first floor offers an open-concept living room, dining area, and kitchen with high ceilings, plus a full bathroom. Upstairs, you'll find three bedrooms and a second full bathroom. A full basement provides excellent storage space and utility area. The home is connected to public utilities and offers convenient access to local amenities. While the home could use some fresh paint and new flooring, it provides a solid opportunity to add your personal style and build equity. Conveniently located approximately 30 minutes from the Connecticut shoreline and Hartford, making this a great location for commuters and those looking to enjoy all that Connecticut has to offer. Sold AS-IS

436 Main St, Portland

3 Cinnamon Ln Unit 3, Portland
$450,000
3 Beds ⋅ 4 Baths ⋅ 24206929 MLS ⋅ Grandview Farms BLDG.
Welcome to 3 Cinnamon Lane - where comfort, updates, & beautiful surroundings come together! Set in the desirable 55+ Grandview Farms community of Portland. This home offers the space & flexibility with a floor plan designed for easy everyday living & entertaining. A 1st floor primary suite with full bath, laundry & double closets provides the convenience of one-level living. There are 2 additional bedrooms & full bath upstairs offering plenty of room for guests, or a home office. The main level opens to a spacious deck overlooking woods & distant river valley views, creating a beautiful setting for morning coffee, afternoon relaxation, or entertaining friends. The finished lower level is a standout feature, offering a comfortable gathering space complete with a gas fireplace, half bath, walkout access to the patio & storage utility room. Whether used as a family room, recreation area, home office, gym, or guest space, this flexible level provides valuable additional living space and a cozy place to unwind. Recent improvements provide added peace of mind, including, newer roof, newer furnace, & central air conditioning. This unit has an attached one car garage and an amazing amount of storage! Residents also enjoy grounds maintenance, sewer, water, access to a community clubhouse, & additional guest parking.

3 Cinnamon Ln Unit 3, Portland

171 Bartlett St, Portland
$408,200
4 Beds ⋅ 2 Baths ⋅ 24133693 MLS
Step into timeless charm at 171 Bartlett Street in Portland, CT. This 1897 farmhouse sits on a scenic 2.46-acre corner lot and offers 4 bedrooms, 1 full bath, and 2,126 sq ft of living space. Inside, original hardwood floors, vintage woodwork, and classic windows showcase the home's historic character. A walk-up attic adds flexible space for a studio, office, or guest room. The property's rich agricultural past as a former dairy farm and plant nursery is reflected in its large red barn, outbuilding, and greenhouse with its own furnace - ideal for gardening, hobby farming, or creative projects. Connected to town water with private septic. While some updates are needed, this home presents a rare opportunity to restore or reimagine a true New England farmhouse. Enjoy peaceful country living just minutes from downtown Portland, local shops, schools, and the Connecticut River.

171 Bartlett St, Portland

43 High St, Portland
$362,500
3 Beds ⋅ 2 Baths ⋅ 24201424 MLS
Welcome to this well-cared-for Cape-style home in a convenient Portland location! This inviting 3-bedroom, 1.5-bath home offers charm, comfort, and many updates. The main level features a spacious living room with fireplace, a first-floor bedroom currently being used as an office, a beautifully remodeled eat-in kitchen with plenty of cabinetry, and a formal dining room perfect for family meals or entertaining. Upstairs are two additional bedrooms. The finished lower level provides additional living space for a family room, recreation area, or hobbies. Outside, enjoy a nice lot with a private pool, offering a wonderful space to relax and entertain. Meticulously maintained and exceptionally clean, this home has been well cared for, with several important major components updated, including a newer (2026) oil tank, (2025) furnace, (2025) water heater, roof. These improvements provide valuable peace of mind for the next owner. A wonderful opportunity to own a home with many of the big-ticket items already addressed, while still offering the opportunity to make it your own. Conveniently located near schools, shopping, restaurants, recreation, and major routes.

43 High St, Portland

40 Fairview St, Portland
$384,500
3 Beds ⋅ 2 Baths ⋅ 24031325 MLS
HIGHEST AND BEST BY TUESDAY 9/15/2026 8PM! A little cottage with a lot to love! This charming Cape Cod sits on a picturesque corner lot in the heart of Portland, offering beautiful curb appeal and a welcoming setting. The main level features two separate living areas filled with natural light, including one with a cozy fireplace and built-in bookshelves that create a warm and inviting space full of character. A dining room with a built-in hutch, a kitchen with granite countertops, and half bath complete the main level. Upstairs, three bedrooms offer flexibility for family, guests, or a home office. Step outside and enjoy the home's special outdoor spaces, including a charming wooden pergola, established gardens, stone landscaping, and a spacious yard with plenty of room for gardening, entertaining, or simply enjoying the outdoors. And the location is hard to beat! The home is within walking distance of Portland's downtown village, Riverfront Park, and the local library. Enjoy spectacular fireworks views from the historic Arrigoni Bridge, and when you're ready for even more dining, entertainment, and things to do, Middletown's ever-growing culinary and entertainment scene is just a five-minute drive away! All while still coming home to the quiet residential setting of Fairview Street.

40 Fairview St, Portland

41 Gildersleeve Rd, Portland
$860,000
3 Beds ⋅ 4 Baths ⋅ 24200612 MLS
Rarely available, this exceptional custom built home sits on 2.03 acres bordering the Portland Golf Course. Welcome to 41 Gildersleeve Road an oversized Cape, offering approximately 3,355 square feet of thoughtfully designed living space. The open-concept floor plan features spacious rooms, quality finishes, and an inviting layout designed for both everyday living and entertaining. Beautiful hardwood floors flow throughout the home, complemented by a gas fireplace framed by custom built-ins. On chilly evenings, gather around the fire and enjoy the warmth and comfort of this welcoming space. The thoughtfully designed floor plan creates an easy flow between the living, dining, and entertaining areas. Large windows fill the home with abundant natural light, enhancing the open and airy feel throughout. The home currently offers three bedrooms and three-and-a-half baths, with the flexibility of two potential primary bedroom suites-one on the first floor and another on the second floor. This versatile layout provides options to suit a variety of living arrangements. Convenience continues with laundry hookups on the first floor, as well as a dedicated laundry room in the basement. A spacious first-floor office provides an ideal work-from-home space and could also be used as a fourth bedroom.

41 Gildersleeve Rd, Portland

15 Michele Dr, Portland
$570,000
4 Beds ⋅ 3 Baths ⋅ 24197375 MLS
ATTRACTIVE NEW PRICE! Bursting with style and character, this beautifully updated home seamlessly blends modern finishes with thoughtful design! Gather in the dramatic family room that is sure to wow you with its wood paneled soaring ceilings, oversized barn door and fireplace. Sliders let in the natural light and lead out to the charming covered porch. Anchored by a second, brick fireplace and built-in bar, the living room creates a second option for family time or socializing. Step out from the living room onto the luxurious, fully-covered deck. This inviting space expands the living room and is ideal for indoor-outdoor entertaining. Custom plantation-style shutters keep the space cool and offer weather protection. Large dining room features a chic light fixture and can seat a large number. A convenient sitting room creates a nice flow from dining to the family room and kitchen. Speaking of the kitchen, enjoy a beautifully remodeled space in sleek grays, complete with stainless steel appliances, venting chimney and granite countertops. Adjacent breakfast nook is great for a quick bite and also leads to the updated half bath. Upstairs, enjoy hardwood throughout! Primary bedroom has 3 closets and a fully remodeled bath boasting a tiled shower and modern fixtures. Three additional, well-sized bedrooms share a second, remodeled bath in trendy black and white. Laundry is currently housed in one of the upper walk-in closets for convenience.

15 Michele Dr, Portland

1 Brush Pasture Ln Unit 103, Portland
$195,000
2 Beds ⋅ 1 Baths ⋅ 24201610 MLS ⋅ Atrium Of Portland BLDG.
Welcome to The Atrium, a desirable 55+ community tucked into a lightly wooded, peaceful setting in historic Portland,former Brownstone capital of Connecticut. If you're looking to downsize without giving up comfort, convenience, or location, this affordably priced first-floor 2 bedroom condo is an opportunity worth seeing. Rarely available, this spacious two-bedroom unit offers easy single-level living with the added convenience of in-unit laundry and a secure building. Enjoy the tranquility of a country setting while being just minutes from the Connecticut River and the charming center of Portland, where quaint shops, local restaurants, and community charm await. Just across the river, neighboring Middletown expands your options with vibrant riverfront activities, festivals, shopping, entertainment, and a diverse selection of dining. The Atrium's central Connecticut location makes it easy to enjoy everything the area has to offer while providing a convenient commute to Hartford and surrounding communities. Whether you're ready to simplify, looking for a more manageable home, or simply want to enjoy the benefits of 55+ living, this rarely offered two-bedroom condo combines affordability, convenience, and a wonderful setting. Come discover why The Atrium could be the perfect place to call home!

1 Brush Pasture Ln Unit 103, Portland

25 Prospect St, Portland
$381,000
3 Beds ⋅ 2 Baths ⋅ 24201699 MLS
Highest and Best deadline is 12:00 on Tuesday, September 1. Home sweet home! This charming 3-bedroom Cape is nestled on a pretty, tree-lined lot and welcomes you from the moment you step inside. Warm and inviting, the home features beautiful hardwood floors and graceful rounded archways that add character throughout. Picture cozy evenings by the fireplace or relaxing on the patio in the warmer months. The sun-drenched sunroom, with its first-floor laundry, offers a versatile space that could also make a wonderful home office, reading nook, or sitting area. Upstairs, all three bedrooms are generously sized, and even the hallway offers more space than you typically find in a Cape, complete with a cedar closet. A one-car garage and full basement provide excellent storage, with the basement fireplace offering exciting potential for future finished living space. The current owner has made numerous improvements, including new windows and a new roof in 2025, along with a new dishwasher, washer and dryer, basement hatchway door, sunroom flooring, landscaping, and more! A true gem, this home has been lovingly maintained and thoughtfully improved, with an opportunity for its next owner to continue making it their own.

25 Prospect St, Portland

11 Lake Rd, Portland
$364,000
3 Beds ⋅ 1 Baths ⋅ 24193978 MLS
Beautifully Updated Home with Lake Access! Welcome to this move-in-ready 3-bedroom, 1-full-bath home in one of Portland's desirable lake communities. Thoughtfully remodeled throughout, this charming home features an updated kitchen and bath, modern finishes, and a bright, inviting floor plan designed for comfortable everyday living. A newer roof and active solar panels provide added value and energy efficiency. Outside, you'll find a spacious backyard that's perfect for entertaining or relaxing, complete with a patio and plenty of room for gardening, play, or pets. The attached garage offers convenience and additional storage. Enjoy the benefits of lake access for swimming, kayaking, fishing, or simply taking in the peaceful surroundings. Combining modern updates, outdoor living, and an exceptional location, this home is ready for its next owners. Don't miss this opportunity to enjoy all that Portland has to offer!

11 Lake Rd, Portland

39 Old Carriage Rd, Portland
$518,000
4 Beds ⋅ 3 Baths ⋅ 24194816 MLS
Welcome to this custom-built 4-bedroom, 2.5-bath Colonial, ideally situated on a beautiful corner lot! Offering timeless craftsmanship, spacious rooms, and endless potential, this well-maintained home is ready for its next chapter. Inside, you'll find hardwood floors, including all four bedrooms. The inviting front-to-back living room features a wood-burning fireplace, while the spacious family room offers a second fireplace and direct access to the rear deck-perfect for entertaining or relaxing. The eat-in kitchen includes solid wood cabinetry, a breakfast bar, and ample workspace. The primary suite features a private bath with a stall shower and dual closets. A generously sized secondary bedroom includes a dressing area and walk-up access to a large attic, providing exceptional storage or future expansion possibilities. The partially finished lower level with fireplace offers flexible space for a recreation room, home gym, or workshop. Currently used as an in-law area.The attached two-car garage is complemented by a detached two-car carriage house with electrical service and a storage loft-ideal for hobbyists, car enthusiasts, or additional storage (Built -1997). Outside, enjoy mature trees and perennial gardens creating a beautiful backyard retreat. Built by respected local builder Don Harmon, this quality home presents a rare opportunity to personalize a classic Colonial in an exceptional location! Newer heating system and well storage tank & generator hookup

39 Old Carriage Rd, Portland

27 Edgewood Rd, Portland
$430,000
4 Beds ⋅ 2 Baths ⋅ 24201153 MLS
Comfort, character, and thoughtful updates come together at 27 Edgewood Road, creating a home designed to be enjoyed inside and out. This classic four-bedroom Cape blends timeless character with thoughtful updates and spaces that make everyday living easy. The main level features two bedrooms and a fully updated bathroom, while the dine-in kitchen offers granite countertops, white cabinetry, stainless steel appliances, and a breakfast bar. A wood-burning fireplace creates a warm focal point in the living room, and just off the kitchen, the convenient laundry area has direct access to the one-car garage and backyard. Upstairs, two additional bedrooms and a beautifully remodeled full bath are paired with the tucked-away storage Cape-style homes are known for. The lower level adds approximately 400 square feet of additional living space with room for a family room, home gym, or recreation area, along with a dedicated workshop. The backyard is ready for gatherings or a quiet evening outdoors, complete with a small, fenced garden with a raised bed. A new vinyl fence and new roof in August 2026 and updated electrical add to the home's improvements. Set in a town known for its Connecticut River setting, golf and outdoor recreation, this home also offers convenient access to Middletown and Central Connecticut. Come experience 27 Edgewood Road for yourself and see how easily this classic Cape can feel like home.

27 Edgewood Rd, Portland

251 Thompson Hill Rd, Portland
$530,000
3 Beds ⋅ 2 Baths ⋅ 24198960 MLS
This classic 1955 country Cape is set on 2.05 acres in a peaceful wooded setting in Portland, yet just minutes from Glastonbury and Route 2. The first floor offers a spacious family room with wood stove, kitchen, dining room, laundry room, formal living room, full bath, and a versatile additional room currently being used as a bedroom. This flexible space could also serve as a home office, den, guest room, or study, depending on your needs. With multiple adaptable spaces, this home offers the flexibility to fit your lifestyle now and as your needs change. Upstairs, you'll find three comfortable bedrooms plus a fourth room that can easily adapt to your needs as well as another full bath. This house is surprisingly spacious! The full walkout basement includes a home gym and under-house garage. Two driveways provide abundant parking and convenient space for vehicles, trailers, or equipment. A true highlight is the extraordinary 14' x 24' handcrafted timber-frame barn - an inspiring space with remarkable craftsmanship, ideal for a workshop, studio, or creative retreat. This is a property that truly must be seen to be appreciated.

251 Thompson Hill Rd, Portland

13 Edwards Rd, Portland
$420,000
3 Beds ⋅ 2 Baths ⋅ 24194091 MLS
*** Multiple offers, Highest and Best by noon on 8/5*** Welcome home to 13 Edwards! Nestled on a quiet cul-de-sac, this beautifully updated 3-bedroom, 1.5-bath home offers comfort, style, and easy living. From the moment you step inside, you'll be greeted by an open floor plan, gleaming hardwood floors, natural light, and beautiful finishes. The heart of the home is the updated kitchen, featuring quartz countertops, a spacious island with seating, and SS appliances. 3 comfortable bedrooms and a full bath are conveniently located down the hallway. The lower level offers additional living space with a welcoming family room, laundry room, and half bath. Additional highlights include a high-efficiency propane furnace, central A/C, a three-season porch, patio, oversized garage and an easy-to-maintain yard. With its thoughtful updates and inviting layout, this home is ready to welcome you!

13 Edwards Rd, Portland

356 Main St, Portland
$510,000
9 Beds ⋅ 4 Baths ⋅ 24182877 MLS
Investor alert in the heart of Portland! Welcome to 354-356 Main Street, a rare 4-unit multifamily offering incredible upside, strong rental potential, and a layout that works beautifully for both investors and owner-occupants. Priced with condition in mind, property is being sold as-is. Two units are currently month-to-month and well below market rent, creating a major value-add opportunity from day one. Projected rents offer impressive income potential, with units estimated around $1,600/month, the spacious townhouse-style unit around $2,000/month, and the 3-bedroom unit around $1,800/month. This property also features a huge backyard, offering outdoor space rarely found with multifamily properties. Whether tenants want room to relax, garden, grill, or enjoy extra green space, this yard adds major appeal. Need storage, workspace, or a place to bring your hobbies to life? The detached garage needs work, but with the right handy buyer, it could be transformed into an amazing workshop, storage space, or dream setup for mechanics, gearheads, contractors, or anyone needing extra room. Major Bonus: The oil furnaces were replaced aproximatley 4 years ago. Perfect for investors looking to increase rents and build long-term cash flow, or an owner-occupant looking to live in one unit while the others help pay the mortgage. OPEN HOUSE SAT/SUN 1-3PM You will be able to get into ALL 4 units and basement

356 Main St, Portland

3 Burr St, Portland
$435,000
3 Beds ⋅ 2 Baths ⋅ 24185075 MLS
Talk about location! Tucked away in a quiet neighborhood, within walking distance to schools sits this lovely, well-maintained, one-owner ranch. Step inside and see the potential in this owner-built home offering one-level living, hardwood floors, a masonry fireplace with log bin, 2 full bathrooms, main-level laundry and 3 bedrooms with a walk-in closet in the master. You truly have all you need to make this home your own. In the clean, expansive basement you'll find plenty of space to utilize as you choose, including two finished rooms, a second fireplace, huge workbench, as well as the updated 200 AMP electrical, including a welder plug out to the garage - for those that like to tinker. Magic happens when you step out to the large, flat, private backyard where the opportunities are truly endless. Listen to the birds and enjoy the view of the abutting woods and natural ledge. Incredibly easy access to the Town Hall, Portland Library, Route 66, downtown Portland and Middletown. This home is special and ready for its next chapter!

3 Burr St, Portland

564 Main St, Portland
$407,500
4 Beds ⋅ 2 Baths ⋅ 24189489 MLS
*** Highest and Best Tomorrow 7.15.26 by Noon*** Welcome to 564 Main St. Portland. This is the one you%27ve been waiting for! Brimming with Charm and Character, a spacious Eat In Kitchen and an Oversized Two Car Garage with electricity for Enthusiasts. This Well Built Quintessential Cape offers 4 bedrooms with a Main floor Primary loacated off the Living room for Privacy, or an In-Law situation, while the half bath is Conveniently located off the kitchen. A Full Dining room gives extra options for space, including a three season sunroom with a heater that stays. Hardwood Flooring throughout including under the brand new carpets. Upstairs you%27ll find three bedrooms and a full bathroom. Other Features include a Newer Furnace, Newer windows, Newer roof on home, Fridge approx. 2Y old, Dishwasher 6Y old, New Shed in 2020, and a clean unfinished basement with Tall ceilings giving an abundance of storage. Natural gas and public utilities complete your worry free living. Set on almost an acre, this Lush Private flat level yard is perfect for Sports, Entertaining Huge Outdoor bashes, or just relaxing in your private Oasis among tall trees including a historic Holly bush. Portland is home to many golf courses, The Ct River for Boating enthusiasts, and Minutes away from Downtown Middletown restaurants and shopping, yet quietly tucked away for the best of both worlds. Come see What this hometown has to offer!

564 Main St, Portland

21 Tuccitto Rd, Portland
$421,000
3 Beds ⋅ 2 Baths ⋅ 24192862 MLS
BEST AND FINAL SATURDAY 7/25 AT 6PM. Don't miss the opportunity to make this beautifully maintained Cape Cod-style home your own! Offering 3 bedrooms and 1.5 bathrooms, this home has been thoughtfully updated while preserving its timeless charm. Originally designed as a 4-bedroom home, one bedroom has been opened to create a bright and inviting dining area that flows seamlessly into the living room-perfect for entertaining or everyday living. The opening was intentionally sized to accommodate French doors, making it easy for the next owner to convert the space back into a fourth bedroom if desired. The main living area is sure to impress with beautifully refinished hardwood floors, fresh paint, updated trim, and stylish modern light fixtures. Upstairs, you'll find brand-new flooring throughout and a spacious primary bedroom that provides a comfortable retreat. Additional updates include new split-unit systems for efficient year-round comfort and a roof that's only five years old, offering added peace of mind. Step outside to a level backyard that's ready for summer barbecues, outdoor gatherings, or simply relaxing. Conveniently located just minutes from the restaurants, shops, and attractions of downtown Middletown, this home offers the perfect balance of accessibility and a neighborhood setting. Don't wait-schedule your private tour today and see all this wonderful home has to offer!

21 Tuccitto Rd, Portland

19 Plumrose Court Unit 19, Portland
$521,000
2 Beds ⋅ 3 Baths ⋅ 24192478 MLS ⋅ Bartlett Hill BLDG.
Location, Location, Location! Welcome to the sought-after 55+ community of Bartlett Hill! This move-in ready Berkshire style home offers 1,503 sq. ft. of comfortable living on a quiet cul-de-sac, backing to peaceful woods for exceptional privacy. An inviting front porch, beautifully landscaped gardens, and charming curb appeal welcome you home. Inside, the open floor plan is perfect for everyday living and entertaining. The first-floor primary suite features a walk-in closet and full bath with shower stall, providing the ease of one-level living. The kitchen flows into the dining area and cozy sunroom. The living room offers a direct-vent gas fireplace and convenient half bath. Hardwood floors enhance the entryway and kitchen.Enjoy your private rear deck overlooking the woods, perfect for relaxing and enjoying nature. Upstairs, you'll find a guest suite(perfect for live-in caregiver) with a full bath, generous closet space, and a versatile loft ideal for a home office, reading nook, or exercise area. The unfinished lower level provides abundant storage and future expansion potential, while the attached two-car garage adds convenience. Bartlett Hill offers beautifully maintained grounds, a welcoming atmosphere, clubs, social activities, pool exercise, scenic walking streets, strong association finances, and a low HOA fee. Conveniently located near golf, shopping, and dining, this home offers the perfect blend of privacy, low-maintenance living, and community. Schedule a tour

19 Plumrose Court Unit 19, Portland

34 Fox Run Rd, Portland
$577,000
3 Beds ⋅ 3 Baths ⋅ 24193593 MLS
A Stunning Colonial in an enchanting neighborhood of fine homes, tucked at the end of a quiet cul de sac. This 3 bedroom 2.5 bath home may just be the one you've been waiting to call HOME. Drive up the tree lined driveway - over the belgian blocks and crushed stone, up to the 2 car garage. Walk the front walkway to the classic New England facade and enter into the 2 story foyer. Formal living and dining rooms flank the entry; a powder room is discreetly tucked in the hall. An open eat-in kitchen / family room span the width of the home with stainless steel appliances and granite - with a slider out to the deck and very private yards. Upstairs, there is a primary suite large enough for your king bed, with a walk in closet and owner's bathroom. There are currently two spacious guest rooms and a full bath - but just down the hall is a large unfinished space waiting to be whatever your heart desires - it could be a 4th bedroom as the septic is sized for 4 bedrooms. There is plenty of storage in the garage and the basement. What's more, the ROOF is BRAND NEW! Meticulously maintained and loved - this single owner home is ready for it's new inhabitants. There is an alarm system for peace of mind; a large flat yard in front and the side; a sizable deck for entertaining AND best of all for our hot summer days - CENTRAL AIR. Come and see this bucolic residence, and fall in love.

34 Fox Run Rd, Portland

575 Main St, Portland
$502,500
4 Beds ⋅ 2 Baths ⋅ 24173238 MLS
Welcome to a beautifully updated 4-bedroom, 1.5-bath colonial in the heart of Portland, featuring a new roof and chimney, remodeled kitchen and full bath, newer vinyl replacement windows, updated electrical, new water heater, extended and replaced driveway, updated masonry, and numerous thoughtful modern upgrades throughout. This home offers is move-in ready with timeless character and charm. Inside, the recently remodeled kitchen features updated finishes, a new range hood with exterior venting, and abundant natural light throughout the main living spaces. Unique custom details crafted from reclaimed wood sourced directly from the home add warmth and character, including built-in bookshelves, radiator covers, a custom TV stand, and a built-in bench. The upstairs full bathroom has been fully remodeled, while the lower-level bath features updated flooring. Additional improvements include a new washer and dryer, smart locks, an independent Hydroviv water and ice filter for the fridge, fiber internet, and a basement dehumidifier for added comfort. Exterior updates include new front and back stairs, front walkway, patio, and retaining wall. The yard has also been professionally maintained. Ideally situated near downtown Portland, South Glastonbury, Brownstone Exploration Park, the Connecticut River, local restaurants, shopping, Middletown, and Route 9, this home offers a wonderful blend of updates, character, and convenient access to surrounding destinations!

575 Main St, Portland

103 Fairway Dr, Portland
$725,000
4 Beds ⋅ 3 Baths ⋅ 24179620 MLS
HIGHEST AND BEST OFFERS REQUESTED NO LATER THAN SATURDAY, 7/11 AT 4PM. Welcome to 103 Fairway Drive, Portland. Located in Portland's sought after golf course neighborhood, this beautifully maintained 4 bedroom, 2.5 bath Colonial offers over 2,650 square feet of living space, plus an additional 450 square feet in the finished basement. Set on a professionally landscaped lot, the home showcases pride of ownership with mature landscaping, irrigation system, a private backyard and numerous updates, including renovated bathrooms, a newer roof, updated mechanicals, fresh paint, new fire/carbon monoxide alarms, security system, Ring cameras, motion-sensor security lighting and an invisible dog fence. Inside, hardwood floors, plantation shutters, and abundant natural light create a warm, inviting atmosphere. The family room with a propane fueled gas log, flows into the updated kitchen featuring custom cabinetry, newer appliances, under cabinet lighting, and easy access to the three-tiered deck. Designed for entertaining, the outdoor space includes a 250-gallon propane tank with gas grill hookup, that also fuels the indoor fireplace. The multi-tiered deck leads to and wraps around a 15 by 30-foot oval, above ground pool. A separate and newer storage shed provides ample space for lawn equipment and tools.

103 Fairway Dr, Portland

48 Old Marlborough Tpke, Portland
$414,800
3 Beds ⋅ 3 Baths ⋅ 24184434 MLS
Nestled along a picturesque country road, this well-maintained home offers the perfect balance of privacy, comfort, and convenience. The flexible floor plan features a first-floor office/library, ideal for remote work or a quiet reading retreat, along with a spacious second-floor loft/family room that provides additional living space for relaxing, entertaining, or hobbies. Downstairs you will find a finished lower level with a sliding door walk out to the spacious yard. Six-panel doors add timeless character throughout the home, while mini-split systems provide efficient cooling. The maintenance-free exterior allows for easy upkeep, and the location offers a peaceful setting just minutes from Route 17, shopping, dining, and commuter routes. Move-in ready and lovingly cared for, this is a wonderful opportunity to enjoy country living with modern comforts.

48 Old Marlborough Tpke, Portland

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