$499,000 $193 per sq.ft. Jamaica VT Home »

3 Beds | 3 Baths |   Total Sq. Ft. 2584  |  Acres: 25
Friday Aug 7, 2026
Description: Welcome to Cloister Falls, a truly special offering in the Green Mountains! Tucked among extensive grounds with mature gardens, a pond, and thoughtfully landscaped outdoor spaces, this 3+ bed plus den and office, 3 bath log home offers a setting that feels connected to the surrounding Vermont landscape. The property's signature feature is its swimming hole and waterfall , a natural gathering place for relaxing, entertaining, or enjoying the sound of moving water right outside your door. Inside, the home has both comfortable and impressive gathering spaces and a flexible floor plan. The formal living room is centered around a stone wood-burning fireplace and framed by natural wood details and rich textures throughout. The country kitchen features cherry cabinetry, granite countertops, and a vintage-inspired Glenwood propane and wood cookstove with plenty of workspace, counter and storage. The main level also includes a library or office space, spacious den, and solarium, creating multiple options for work, hobbies, or quiet retreat spaces.The second floor offers two inviting guest bedrooms one with a view of the pond and gardens and the either with its own balcony. A generously sized guest bath is also on this level along with a primary suite featuring a private bath and dual walk-in closets. An attached two-car garage with 2nd floor adds convenience while the surrounding grounds provide room to garden, explore, and enjoy the outdoors through every season. The walk to the screen house past the pond gives a secret garden feel. From there, take the foot bridge into your 25 acres for exploration. This is a property where the landscape and home come together to create a special experience and offering that doesn't come along often. See MLS Property & Listing Details & 60 images.

$549,000 $233 per sq.ft. Jamaica VT Home »

4 Beds | 3 Baths |   Total Sq. Ft. 2359  |  Acres: 14.4
Friday Aug 21, 2026
Description: Set on 14.4 acres bordering the beautiful Green Mountain National Forest, this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property is being offered fully equipped as a turn-key vacation rental opportunity or exceptional full-time residence. Conveniently located just 20 minutes from Stratton Mountain and Mount Snow. The south-facing home features bright, open living and dining spaces with large picture windows showcasing beautiful views in every direction. A fieldstone hearth with wood stove creates a warm and inviting atmosphere for entertaining, while the kitchen offers abundant storage. The main level includes three bedrooms, a ¾ bath, and a sun-filled mudroom/sunroom with wall-to-wall windows and its own propane stove. Upstairs, the spacious primary suite or bunk room retreat includes a full bath, cedar walk-in closet, and mountain views. The basement with half bath, and attached 2-car garage provide excellent storage, workshop, recreation, or future living space potential. Outside, enjoy expansive lawns, meadows, a screened gazebo, private trails, mature forest, stone walls from an old homestead, and a year-round creek. Endless hiking, snowmobiling, ATV riding, and outdoor adventure await right from the property. Energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, Daikin heat pumps and mini splits, rebuilt chimney, generator-ready setup, multiple heating options, and high-speed Starlink internet with mesh coverage. Tucked at the end of a town-maintained dead-end road, this is a rare opportunity to own a true Vermont escape. See MLS Property & Listing Details & 35 images.

$199,900 $325 per sq.ft. Keene NH Home »

2 Beds | 1 Baths |   Total Sq. Ft. 616  |  Acres: 0.25
Wednesday Aug 26, 2026
Description: Welcome to 22 Wetmore Street, a charming and efficient 2-bedroom, 1-bath home tucked away on a quiet dead-end street in Keene. Offering 616 square feet of comfortable living space, this open-concept home makes the most of every inch, with a practical layout that feels bright, welcoming, and easy to maintain. Recent updates include a new roof, new furnace, and new hot water heater, providing peace of mind for the next owner. Vinyl windows add to the home's efficiency and low-maintenance appeal. Outside, enjoy a level .25-acre lot with plenty of room for gardening, relaxing, or entertaining. A garden shed provides convenient storage for tools and outdoor equipment. The location offers the best of both worlds, peaceful neighborhood surroundings while being close to shopping, dining, schools, recreation, and other everyday amenities. Whether you're looking for a comfortable first home, a downsizing opportunity, or an investment property, 22 Wetmore Street offers affordability, convenience, and easy living in a desirable Keene location. See MLS Property & Listing Details & 11 images.

$299,000 $346 per sq.ft. Keene NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 863  |  Acres: 0.27
Tuesday Aug 25, 2026
Description: Looking for your first place with a level fenced backyard at an affordable price? Why rent when you can own this adorable ranch home now ready for new owners! A cheery and bright living area w/newer windows and open layout to an updated kitchen w/white cabinetry, tiled floors and backsplash, stainless steel appliances and cozy nook for dining. Three bedrooms w/laminate floors and a tiled full bath lends for an easy single level living lifestyle. Spacious open unfinished basement with potential to add more living space. An attached carport for cars or entertaining, plus a patio and garden area, shed w/electricity and low maintenance yard checks all the boxes - whether you're a first time buyer, or looking to downsize, or considering a condo alternative! Less than 10 minutes to local schools, Rt 12 & 9, Cheshire Medical Ctr and bustling downtown Keene offering a variety of restaurants, retail and theater! See MLS Property & Listing Details & 17 images.

$299,900 $171 per sq.ft. Keene NH Home »

3 Beds | 1 Baths |   Total Sq. Ft. 1758  |  Acres: 0.1
Monday Aug 10, 2026
Description: Looking for a spacious, affordable New England style home on a manageable lot within walking distance of shopping, dining, festivals, shows and all Keene's vibrant downtown has to offer? This property has been enjoyed by the same family for 57 years and is now ready for it's next chapter. You are greeted by a grand foyer with open staircase and stained glass window. Plenty of areas to host gatherings from the eat-in kitchen with ample cabinetry/countertops and breakfast bar to the formal dining room which flows nicely into the living room. Tall ceilings. 3 generous sized 2nd floor bedrooms with built-in storage and great closet space for a home of this vintage. 1st floor laundry with new washer/dryer included. Relax and dine on the wrap around enclosed porch with wainscotting and pine ceiling. Replacement windows. New efficient hot water heater 2023. New oil tank 2019. A handy entrance ramp to the front door is in place. (Dining room is currently being used as living room and living room used as a bedroom.) With a few cosmetic updates and creative ideas you could showcase this homes charming details. See MLS Property & Listing Details & 48 images.

$319,900 $203 per sq.ft. Keene NH Home »

4 Beds | 1 Baths |   Total Sq. Ft. 1574  |  Acres: 0.13
Thursday Aug 6, 2026
Description: Step into this freshly renovated New England style home conveniently located near Keene's downtown shopping, dining and nightlife as well as Keene State University. The home's versatile layout offers the opportunity for true single level living with a first floor bedroom and newly updated bathroom as well as a first floor laundry. A separate outdoor entrance in the bedroom makes the home perfect for multigenerational living as well. The completely renovated kitchen shines with stainless steel appliances, rich butcher block countertops and crisp white cabinetry. The dining room, family room and bedroom all feature freshly refinished hardwood flooring. A flex space perfect for an office or game room completes the first floor. Upstairs you'll find 3 bedrooms with large closets and a huge bonus room. All rooms upstairs have brand new carpeting and the home has freshly painted walls and new windows throughout. A large, freshly poured, driveway offers ample parking for family and friends. Whether you are looking for a larger space, multigenerational living or a wonderful investment opportunity with its proximity to Keene State, this home fits every need. Make your appointment to see it today! See MLS Property & Listing Details & 44 images. Includes a Virtual Tour

$329,000 $372 per sq.ft. Keene NH Home »

3 Beds | 2 Baths |   Total Sq. Ft. 885  |  Acres: 0.2
Wednesday Aug 12, 2026
Description: Nestled in a quiet neighborhood within the highly sought after Fuller Elementary School district and half a mile from Keene Middle School, this charming 3 bed, 2 bath ranch is ideal for both families and professionals. Upon entering the home, an open concept living room with well-cared-for hardwood floors flows seamlessly into the kitchen and dining area. The kitchen features spacious countertops, white cabinetry, and updated stainless steel appliances. Step down the hall to find the three bedrooms and main bath. Each bedroom features hardwood floors, a closet for storage, and plenty of natural light. The chic tiling, glass door shower, and a large granite vanity lend a modern feel to the main bath. The unfinished basement is ample space for ample opportunity. With a finished full bath in the basement, this space offers the perfect place to make it your own - whether that's a lounge, a gym, or a home office, the space is a blank canvas for whatever you can dream up. An hour and a half from both from Bradley International Airport and Manchester Regional Airport, this home is perfect for the accessibility to major hubs with the small-town feel of a quiet New Hampshire neighborhood. See MLS Property & Listing Details & 33 images.

$345,000 $349 per sq.ft. Keene NH Home »

2 Beds | 1 Baths |   Total Sq. Ft. 988  |  Acres: 0.61
Thursday Aug 6, 2026
Description: GREAT OPPORTUNITY for AFFORDABLE HOME OWNERSHIP in a DESIRABLE KEENE LOCATION! This one-owner home has been lovingly cared for, and the lifestyle it provides has been enjoyed by the family throughout the years. Cape style in design, it offers single floor living in a convenient residential neighborhood close to downtown Keene, the hospital, shopping, restaurants, trails, and other amenities. Two bedrooms, 1 bath, eat-in kitchen, spacious living room w/hardwood floors, and custom features such as a built-in bookcase and shelving with cabinets. A large screened-in porch will warmly greet all who visit and is a comfortable place to relax, read, and dine, or enjoy a morning coffee, afternoon tea, or evening cocktail with family & friends. The rear yard is private, bordered by trees and other greenery - a peaceful retreat in natural surroundings. As a bonus, there is a walk-up dormered, part-finished 2nd floor completely open with potential to create and customize more finished living space. Whether living on one floor, updating, or creating additional living area, this home is a rare offering and opportunity in today's housing market. Showings by appointment. See MLS Property & Listing Details & 39 images.

$349,000 $297 per sq.ft. Keene NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1752  |  Acres: 0.35
Saturday Aug 29, 2026
Description: Built in 1956, this classic, well-maintained ranch is located in an established neighborhood just minutes from Cheshire Medical Center, Fuller Elementary School, and the area's walking trail system. Designed for comfortable one floor level living, the home features an efficient kitchen with good storage and a functional layout. The kitchen opens to the living room, where a pellet stove creates a warm and inviting gathering space. Hardwood floors add character throughout the main level, which includes a primary bedroom with a private bath, two additional bedrooms, and a hall bath. The partially finished basement expands the living space with large windows, a fireplace, and a half bath, offering plenty of flexibility for a family room, home office, exercise area, or hobby space. Outside, the fenced backyard provides abundant room for gardening, recreation, pets, and outdoor entertaining. Combining a desirable location, comfortable living spaces, and everyday convenience, this home offers an excellent opportunity to enjoy all that Keene has to offer. See MLS Property & Listing Details & 34 images.

$350,000 $337 per sq.ft. Keene NH Home »

Price Change! Reduced by $30,000 down 9% on August 19th 2026
3 Beds | 2 Baths |   Total Sq. Ft. 1560  |  Acres: 0.39
Wednesday Aug 12, 2026
Description: Welcome to 169 Gilsum Street in Keene! This well-located 3-5-bedroom ranch is just minutes from downtown Keene and Keene State College. The main level features an open-concept kitchen and living area, a primary bedroom with a convenient ¾ bath, two additional bedrooms, and a full bath. The partially finished basement offers added flexibility with two bonus rooms, laundry room, another bonus room, and utility/storage space. Outside, enjoy a level lot with a deck and storage shed. A great opportunity for a first home, dorm alternative, or investment/rental property! See MLS Property & Listing Details & 40 images.

$365,000 $290 per sq.ft. Keene NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1260  |  Acres: 0.29
Saturday Aug 15, 2026
Description: Welcome to 17 Brown Street, a four-bedroom, two-bath home offering a flexible floor plan, great outdoor space, and plenty of practical extras. The main level features two bedrooms and a full bath, along with comfortable living spaces designed to feel connected while maintaining their own definition. An opening between the kitchen and living room is anchored by a convenient kitchen island, creating a natural gathering spot and an easy flow between the two rooms-perfect for casual meals, conversation, and entertaining. Upstairs, you'll find two additional bedrooms, including a generously sized primary bedroom with plenty of room for a king-size bed. A second full bath features tile and a soaking tub, providing a relaxing place to unwind. Step outside to a large back deck that extends between the house and detached two-car garage, creating an inviting outdoor living and entertaining area overlooking the tree-lined backyard. The level lot provides usable lawn space, while a separate shed with electricity offers additional storage or room for projects. The spacious driveway provides ample parking with enough room to accommodate parking a camper, and the home is wired for a portable generator for added peace of mind. Vinyl siding offers easy exterior maintenance. With four bedrooms, a full bath on each floor, versatile living space, generous parking, and a backyard made to be enjoyed, this house combines everyday functionality with the space to settle in and make it home. Open house Saturday, August 22nd 10-12. See MLS Property & Listing Details & 18 images.

$399,000 $273 per sq.ft. Keene NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1463  |  Acres: 0.29
Tuesday Aug 4, 2026
Description: Welcome home! This charming 4 bedroom, 1.5 bath New Englander has just completed extensive renovations balancing the timeless character and warmth of the home with thoughtful updates throughout. Step into the home through the welcoming front foyer with refinished hardwood and board and batten walls that lead you to the dining room, stairway or living room spaces. The dining room features stained glass, a continuation of board and batten walls and a decorative ceiling medallion with new lighting. Looking for a first floor bedroom, office or den space? Look no further than right off the formal dining room and the space is yours. Enjoy cooking in your new kitchen with stainless steel appliances, new cabinetry, shelving, and granite counter tops. The kitchen also has a bonus butlers pantry with extra cabinetry, shelving, and a butcher block countertop. Do you want first floor laundry? Enjoy the bright natural light in the new half bath with washer and dryer included. Upstairs you will find three updated bedrooms and a new full bath to complete the space. Outside, the .29 acre lot features a fenced backyard, offering a private space for pets, play, or relaxing. The attached barn and separate storage sheds provide all the extra room you need for hobbies, seasonal equipment and tools. Located just blocks away from the heart of downtown Keene, it's close to schools, parks, dining and shopping conveniences while nestled nicely into a sidewalk neighborhood setting. This move-in-ready home is just waiting for its next owner to unpack and begin a new chapter. See MLS Property & Listing Details & 27 images.

$429,000 $426 per sq.ft. Keene NH Home »

Price Change! Reduced by $10,000 down 2% on August 24th 2026
4 Beds | 2 Baths |   Total Sq. Ft. 1924  |  Acres: 0.34
Sunday Aug 2, 2026
Description: Spacious 4-bedroom, 2-bath home is ideally located in one of the area's most sought-after neighborhoods, just minutes from schools, the hospital, and everyday conveniences. Tastefully improved and thoughtful updates throughout including a new roof, new deck, new appliances, and a beautifully renovated custom bathroom with granite finishes make this home truly move-in ready. Designed for both comfort and functionality, the flexible floor plan offers separate living areas on the main and lower levels, creating an ideal layout for entertaining, working from home, or accommodating guests. The main level is filled with natural light and flows seamlessly to a large screened porch and newly constructed deck overlooking a private, beautifully landscaped backyard, perfect for relaxing, outdoor dining, or entertaining family and friends. The daylight lower level features a spacious primary suite, dedicated laundry room, and a hearth with a wood stove hookup, providing warmth and character while offering additional living space. High-efficiency Buderus heating and hot water system! An oversized two-car garage with a workbench and abundant storage provides exceptional space for a workshop, studio, recreational equipment, or hobbies. Combining quality improvements, generous living space, and an outstanding location, this turnkey home offers the perfect blend of comfort, convenience, and lasting value. See MLS Property & Listing Details & 55 images.

$439,900 $285 per sq.ft. Keene NH Home »

4 Beds | 2 Baths |   Total Sq. Ft. 1542  |  Acres: 0.14
Monday Aug 3, 2026
Description: Move-in ready!, This beautifully updated 4-bedroom, 2-bath home offers 1,542 sq ft of inviting living space just minutes from downtown Keene. Blending timeless character with thoughtful modern updates, this home is warm, welcoming, and ready for its next owners. The spacious kitchen addition creates the heart of the home, offering an ideal gathering space that flows seamlessly into the dining and living rooms. Original tin ceilings in the living room, dining room and foyer add historic charm, while abundant natural light and a comfortable floor plan make everyday living and entertaining a pleasure. The renovated second floor features refreshed bedrooms with refinished hardwood floors, new walls and ceilings, replacement windows, and updated electric. Over the years, the home has been extensively improved with a new shingle roof (2021), new vinyl siding (house, garage and shed), updated lighting, and significant electrical upgrades, providing peace of mind while preserving the home's classic character. Outside, enjoy the welcoming front porch overlooking the partially fenced .14-acre yard, perfect for relaxing, gardening, or spending time with family and friends. The detached garage and charming "she shed" offer endless possibilities for a workshop, art studio, hobby space, or additional storage. Steam heat and leased solar panels contribute to year-round comfort and energy efficiency. Conveniently located close to downtown Keene's shops, restaurants, parks, schools, and commuter routes, this move-in-ready home offers the perfect combination of charm, comfort, and convenience. Whether you're a first-time homebuyer, growing household, or simply looking for a home with character this home is one you won't want to miss. See MLS Property & Listing Details & 60 images.

$489,000 $392 per sq.ft. Keene NH Home »

3 Beds | 3 Baths |   Total Sq. Ft. 1248  |  Acres: 0.23
Thursday Aug 27, 2026
Description: Tucked into a convenient Keene location just minutes from downtown shops, restaurants and everyday amenities, this charming home offers warmth, character, and a peaceful backyard setting. Set on .23 acres, the property features an incredible backyard with a covered patio including outdoor kitchen, TV, Hot Tub and gas fire pit-perfect for relaxing and entertaining. Inside, the home welcomes you with beautiful wood floors that run throughout much of the main level. A cozy eat-in kitchen offers a comfortable space for everyday meals and opens directly to the dining room which also opens up to your back porch and patio, creating an easy and natural flow for gatherings. Just beyond, the dining is the spacious living room giving the main living space an airy and inviting feel filled with natural light. Three bedrooms are located on the 2nd floor with a 3/4 bathroom conveniently located between them. The primary bedroom suite has its own 1/2 bathroom with washer and dryer. The home also includes a full unfinished concrete basement offering excellent storage or workshop potential, and second washer dryer hook ups. An oversized, two car, heated garage adds convenience and additional space. Public water and sewer, along with baseboard oil heat, and a pellet stove make for simple and efficient living. With its flexible living space, private backyard bursting with amenities and convenient location close to downtown Keene this property offers a wonderful opportunity to make a home your own. See MLS Property & Listing Details & 46 images.