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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

8 Robert St, Portland
$495,000
3 Beds ⋅ 2 Baths ⋅ 24200193 MLS
This gracious Portland home offers nearly 2000 square feet of character, comfort, and wonderfully livable space in a desirable neighborhood. With three bedrooms and two and a half baths, the home retains the warmth and craftsmanship of an earlier era while offering the conveniences expected for modern living, including central air, public utilities, and an attached two car garage.Hardwood floors run throughout the home, complemented by exposed wood beams, handsome millwork, and inviting rooms with a sense of history and permanence. The generously sized kitchen offers abundant cabinetry, substantial counter space, stainless steel appliances, and expansive windows overlooking the property. Adjoining living spaces are equally welcoming, with warm architectural details and a fireplace that gives the home an unmistakable sense of character.The sunroom is a particularly appealing retreat, surrounded by windows and overlooking the yard. It is an ideal setting for morning coffee, a quiet afternoon with a book, or relaxed evenings enjoying the changing seasons. Upstairs, three comfortable bedrooms provide private quarters, while a walk up attic offers excellent additional storage and the practicality so often missing from homes of this vintage.Outside, the well maintained yard is framed by mature plantings and generous lawn, offering plenty of space for gardening, entertaining, recreation, or simply enjoying the outdoors. The two car garage and additional storage make everyday living

8 Robert St, Portland

15 Payne Blvd, Portland
$550,000
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

43 High St, Portland
$365,000
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

394 Main St, Portland
$477,500
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

164 Airline Ave, Portland
$250,000
3 Beds ⋅ 2 Baths ⋅ 24198961 MLS
For the boat lover and the visionary, this property may be that diamond in the rough you have been waiting for! Located at 164 Airline Avenue in Portland, CT, it is listed for only $250,000. The taxes are low ($3086) so this is very affordable! It offers plenty of space (1,326 square feet) so you can occupy as you renovate - slowly if you need to. It sits on 0.34 acres with a private backyard and has 3 bedrooms that includes an additional open space in the primary bedroom that could be turned into another small room/huge walk-in closet/nursery/office/small gym - the possibilities are endless! But the best part of this home is that it is walking distance to 2 boat marinas and a brand new boat landing! River Bend Landing is a brand new FREE access point to the Connecticut River. If you enjoy fishing, kayaking, canoeing or rafting, this landing is practically in your backyard (it's more like right across the street)! Birdon Marina is a 16 minute walk and the Members-Only Meriden Motor Boat Club is only 1 minute away! I have attached photos as well as the listing link for your view. Please let me know if you have any questions or if you would like to take a look! The property was bought with the intention to renovate and work was started (the half bath on the main level started to put in a shower to make another full bathroom and the furnace was completely replaced with new piping). All this home needs is your magic touch!

164 Airline Ave, Portland

64 Jobs Gate, Portland
$425,000
2 Beds ⋅ 2 Baths ⋅ 24190743 MLS
Welcome to 64 Jobs Gate 2, a custom-built Contemporary Colonial offering waterfront living at its finest on crystal-clear Jobs Pond. Enjoy water views from every room, a private beach, and your own floating dock-perfect for swimming, kayaking, fishing, or simply relaxing by the water. The home features three fireplaces, recessed lighting throughout, solid oak finishes, custom kitchen cabinetry, central vacuum (system installed but no unit), and rain-sensor skylights in the primary bedroom. Recent updates include a newer roof, remodeled bathrooms, newer bedroom flooring, and a recently painted exterior. The home is also hardwired for a generator. Ideal as a year-round residence or seasonal retreat, this peaceful property is across from Arrigoni Winery & Cider Co. and River Ridge Farm, 15 minutes from the Air Line State Park Trail, 12 minutes from Stop & Shop in East Hampton, and 20 minutes from Glastonbury.Property back on the market due to seller not receiving the EMD.No inspections were performed.

64 Jobs Gate, Portland

436 Main St, Portland
$255,000
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

57 Summer St, Portland
$499,900
4 Beds ⋅ 4 Baths ⋅ 24183461 MLS
Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the convenience of single-level living with large rooms and a full basement below for additional storage or future finishing. Built in 1995, the home includes an attached garage, deck and open porch areas, and sits well back from the road with a wide driveway and spacious yard. While the property does need updating and repairs, the size, layout, and setting create a rare opportunity to transform a large ranch into something truly special. With some work and imagination, this could become an exceptional long-term home in a quiet Portland setting.

57 Summer St, Portland

11 Jobs Gate, Portland
$299,000
2 Beds ⋅ 1 Baths ⋅ 24182570 MLS
Must see this beautiful, peaceful waterfront home. This charming year-round home offers 2 bedrooms, 1 full bath, a cozy living room, and a kitchen overlooking the sparkling lake, creating the perfect setting to relax and unwind. Enjoy swimming, kayaking, and fishing right from your backyard while taking in the tranquil water views and natural surroundings. This home offers a New Roof, new water system, open floor plan, two bright bedrooms, and a yard that is ready to be turned into your Oasis. Whether you're looking for a weekend getaway or a full-time retreated, this magical property offers the perfect blend of comfort, serenity, and waterfront living. Come experience lake life at its finest and make this special retreat your home. Agents please look st agent remarks.

11 Jobs Gate, Portland

52 Jobs Gate, Portland
$149,000
1 Beds ⋅ 1 Baths ⋅ 24163884 MLS
WATERFRONT ! Enjoy This Cozy WATERFRONT Home located in Portland, CT. Grab your Coffee every morning and Walk down and Jump right in the Water! Don't miss enjoying this summer 2026 & the summers to come, Family Fun in this Home on Jobs Pond ! This Home has full views overlooking THE WATER! This Home offers a Living room with views overlooking the Water, open Kitchen & Dining area, Bedroom, newer Full bath. Walkout Basement for storage to a Large open deck for entertaining. Walk down to the water for swimming and boating, Private Dock, includes Paddleboat & row Boat. This is a Full Year Round House if a well is installed, the water is pumped from the pond. IMPROVEMENTS INCLUDE:Newer roof, Windows and decking down side of house to newer back Deck. Appliances include:Refrigerator, Propane Cooktop.

52 Jobs Gate, Portland

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