You are viewing all listings Homes between $250000 and $500000 dollars.
$359,000 $320 per sq.ft. Rutland City VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 1645 | Acres: 0.3Listed on Tuesday Jul 7, 2026
Description: OPEN HOUSE JULY 11TH-9:00 to Noon. CHARTER HILLS. Desirable location, beautiful updates, and a wonderful neighborhood setting make this 3-bedroom, 2-bath home a standout. Charter Hills is known for its peaceful atmosphere, community pond, and excellent walkability, and is conveniently located near schools, Rutland Regional Medical Center, shopping, dining, and a short drive to world-class skiing at Killington Resort. The current owners have thoughtfully modernized the home, opening a wall to create a bright, inviting floor plan that's perfect for today's lifestyle. The renovated kitchen is the heart of the home, featuring all-new appliances, gleaming granite countertops, ample cabinetry, and a spacious breakfast bar for casual meals and busy mornings. The adjoining living area is filled with natural light and enhanced by a new sliding glass door leading to an oversized, newer deck with low-maintenance Trex decking. Step outside and enjoy the private backyard, an ideal setting for entertaining, gardening, or simply relaxing. The main level offers three comfortable bedrooms, a full bath, and attractive new vinyl flooring throughout, creating a fresh, clean, move-in-ready feel. The sunny lower level offers valuable living space, including a generously sized family room, a second full bath, and a convenient laundry area. Multiple windows allow natural light to pour in, making this level feel warm and welcoming rather than basement-like. Additional improvements include updates to the roof and major mechanical systems, providing peace of mind for the next owner. The paved driveway and .30-acre lot enhance the home's appeal, offering low maintenance while still providing plenty of outdoor enjoyment. Whether you're looking for a wonderful family home, a comfortable place to downsize, or simply a property in one of the area's most sought-after neighborhoods, this Charter Hills residence offers the perfect blend of privacy, convenience, and modern updates. See Listing Details & 29 images.
$365,000 $301 per sq.ft. Rutland City VT Home »
Price Change! Reduced by $15,000 down 4% on July 22nd 2026
3 Beds | 2 Baths | Total Sq. Ft. 1212 | Acres: 0.34
Listed on Saturday Jun 13, 2026
Description: Discover this beautifully renovated, move-in ready gem tucked away on a very quiet street. Boasting 1587 square feet of thoughtfully updated comfortable living space, nearly everything in this 3-bedroom, 1.5-bathroom home is brand new and waiting for you. This home combines classic charm with extensive modern updates throughout. Just off the back entrance, you'll find a spacious mudroom that leads to a roomy laundry area with a utility sink and extra storage space. The home features a full bath complete with a relaxing soaking tub, plus an additional half bath for convenience. Nearly everything has been updated, included new windows, roof, plumbing, electrical system with new panel box, interior doors, and the conversion from plaster to sheetrock for a fresh modern feel. The driveway has also been redone, adding to the home's curb appeal and functionality. Situated on a generous 0.34-acre lot, you'll have plenty of space for gardening, entertaining, or play. Enjoy the covered side porch - perfect for relaxing mornings or evening gatherings. The property also includes a detached garage with plenty of storage above and a separate detached workshop, ideal for hobbies, storage, or extra workspace. This move-in ready home offers peace, privacy, and quality updates throughout - a must-see. PRICE REDUCED! THIS IS A GREAT PROPERTY. SELLER MOTIVATED. MAKE AN OFFER!! See Listing Details & 49 images.
New Listing!
$365,000 $161 per sq.ft. Rutland City VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2267 | Acres: 0.23Listed on Thursday Jul 30, 2026
Description: Open House 8/1/2026 11am-1pm. Welcome home to this classic Colonial offering over 2,200 square feet of living space in a convenient Rutland City location. With four bedrooms and 2.5 bathrooms, this home blends timeless character with everyday functionality and offers an excellent opportunity to make it your own.The spacious floor plan features generous living areas, making it easy to entertain guests or enjoy quiet evenings at home. Upstairs, you'll find four well-proportioned bedrooms, providing plenty of space for family, guests, or a home office.Situated on a manageable 0.23-acre lot with a paved driveway and public road frontage, this property offers easy maintenance while still providing outdoor space for gardening, recreation, or relaxing. Conveniently located near shopping, restaurants, schools, parks, and downtown Rutland amenities, this home is full of potential and ready for its next owner to add their personal touch. See Listing Details & 41 images.
Under Contract
$369,000 $142 per sq.ft. Rutland City VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2592 | Acres: 0.22Listed on Thursday Jun 11, 2026
Description: Welcome to this well-maintained and spacious Rutland City home, offering endless possibilities for today's flexible living needs. With 4 bedrooms and 3 bathrooms, this property is ideally suited for multigenerational living, featuring thoughtfully designed living spaces on both floors. The main level boasts an open-concept floor plan with an updated kitchen, dining area, and large living room, creating the perfect space for gathering and entertaining. An additional room offers flexibility as a den, playroom, or family room. Two bedrooms, a full bathroom, and convenient first-floor laundry complete this level. Upstairs, you'll find a private primary suite featuring a full bathroom and a large walk-in closet. The second floor also includes an additional bedroom, a ¾ bathroom, office space, and a comfortable sitting area. With a layout already in place for separate living quarters, there is ample room to add a kitchen or kitchenette, making this home an excellent option for extended family, guests, or potential rental opportunities. Step outside to enjoy the private back deck, perfect for relaxing or entertaining. The detached one-car garage includes an extended area ideal for a workshop, hobby space, or additional storage. This versatile home offers space, comfort, and incredible potential. Schedule your showing today and discover all the possibilities this property has to offer! See Listing Details & 40 images.
$385,000 $166 per sq.ft. Rutland City VT Home »
Price Change! Reduced by $52,000 down 14% on July 9th 2026
4 Beds | 2 Baths | Total Sq. Ft. 2316 | Acres: 0.2
Listed on Monday Jun 1, 2026
Description: Time to Sell! Now $385,000! Spacious and energy-efficient, beautifully maintained 4-bedroom and 2 full-bath home with character, variety of options, and numerous upgrades throughout. They include 2 new bathrooms, one with quartz vanity and the other with original claw-foot tub, new kitchen appliances and flooring. Originally a 2-family residence that could easily be converted back, or currently provides space for visiting family, friends and entertaining. Discover the original wide plank wood floor boards under the carpeting! Over the years the owners have lovingly made improvements for efficiency with replacement windows, 3 mini-split heat pumps for additional heat and air conditioning, a Buderus furnace, and hybrid hot water heater, while solar panels often generate "NEGATIVE" electric bills! Storage includes dining room closet pantry, a coat closet, as well as a walk-up attic. The inviting classic front porch with no maintenance TREX decking, welcomes you into the foyer and living room featuring crown molding and a pellet stove. The dining room flows to a den with an attached renovated full bathroom, creating a versatile area for guests, a home office, or first floor living. The kitchen opens to a bright breakfast sunroom with a sliding glass door leading to a wraparound deck also featuring TREX composite decking. Both a front and a rear staircase provide access to the second floor, where you'll find three bedrooms, a full bathroom, and a spacious laundry room with potential for conversion to a kitchen. Overlook the beautiful perennial gardens with a shed (8x12) and space for fenced in vegetable gardening from the back deck.. The walk-out basement has a drainage system with sump pump to ensure a drier basement during wet seasons, and leads to a patio under the deck. This home is move-in ready and waiting. Close to the hospital, schools, downtown and year-round recreation makes this a great find. See the List of Improvements provided. See Listing Details & 41 images.
$387,500 $111 per sq.ft. Rutland City VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 3485 | Acres: 0.08Listed on Wednesday Jun 24, 2026
Description: Join us for an Open House this Saturday 11-1 and discover The Black Pearl, the jewel of the neighborhood. This stunning 3-bedroom, 2-bathroom home was taken down to the studs and meticulously rebuilt for modern, effortless living. New plumbing, 200-amp electrical service, updated insulation, and a new hot water heater give you the confidence of a home that is essentially brand new from the inside out. The open-concept living area flows naturally for both entertaining and everyday life, finished with brand-new waterproof hybrid flooring that is scratch and pet proof. The kitchen impresses with high-end countertops and tall, soft-close cabinetry. The Black Pearl is also a fully integrated smart home. A smart heat pump system delivers optimal comfort and energy efficiency, whether you are home or away. A comprehensive security suite includes four exterior cameras, full window and door entry sensors, interior motion detectors, glass break sensors, and remote access monitoring available. LED lighting throughout, and a smart refrigerator with a built-in TV, interior camera, and app connectivity rounds out the tech package. Meticulously designed & fully equipped, this turn-key property is ready for its next chapter. Do not miss your chance to own the Black Pearl. See Listing Details & 41 images.
$395,000 $202 per sq.ft. Rutland City VT Home »
Price Change! Reduced by $20,000 down 5% on July 22nd 2026
3 Beds | 3 Baths | Total Sq. Ft. 1958 | Acres: 0.2
Listed on Tuesday Jun 9, 2026
Description: Step inside this beautifully renovated 3-bedroom, 2.5-bathroom home that perfectly blends modern elegance with classic features. The heart of the home is the chef's kitchen; featuring striking red birch cabinets, a tile backsplash and exquisite Boo's butcher block countertops with a very impressive island that takes center stage. Formal living and dining rooms provide elegant spaces for special occasions, while the cozy bonus room is ideal for unwinding or a home workspace. Two staircases add both convenience and character and lead you to the bedrooms with striking views, oversized closets, and a full & half bathroom. The 2-car garage hosts potential upstairs living space, additional storage, or flexible use according to your needs. To finish it off, you'll love the spacious, private, backyard and enjoy serene outdoor living on the large back deck--the perfect spot for relaxation and entertaining! See Listing Details & 37 images.
$399,000 $220 per sq.ft. Rutland City VT Home »
Price Change! Reduced by $40,000 down 10% on July 1st 2026
4 Beds | 3 Baths | Total Sq. Ft. 2514 | Acres: 0.49
Listed on Saturday Apr 18, 2026
Description: Welcome to this very spacious single-family home located in one of Rutland City's most desirable neighborhoods. Offering the perfect combination of comfort, privacy, and convenience, this property is ideally situated close to shopping, dining, schools, parks, and everyday amenities. Inside, you'll find a thoughtfully designed layout with generous living spaces, four comfortable bedrooms, and three bathrooms, providing plenty of room for family, guests, or a home office setup. Bright and inviting interiors create a warm atmosphere throughout the home. Step outside to a large deck overlooking an expansive private yard--an ideal setting for entertaining, summer gatherings, outdoor dining, or simply enjoying your own peaceful retreat. With ample space for recreation, gardening, or relaxation, the backyard offers endless possibilities. This appealing home combines neighborhood appeal with practical convenience, making it a wonderful place to call home. Don't miss your chance to own a home in one of Rutland City's sought-after locations. Schedule your private showing today! See Listing Details & 50 images.
$455,000 $159 per sq.ft. Rutland City VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2853 | Acres: 0.45Listed on Monday Jun 22, 2026
Description: Welcome to this beautifully appointed 4-bedroom, 3-bath contemporary home located at 6 Moon Brook Drive in Rutland City. Designed with both comfort and entertaining in mind, this spacious residence offers an inviting blend of quality finishes including Hubbardton Forge light fixtures, thoughtful updates, and a desirable location. The main level features an impressive eat-in kitchen with rich cherry cabinetry, quartz countertops, and a sliding glass door that opens to the outdoor deck overlooking the yard. The living room offers a warm and inviting atmosphere with a fireplace and soaring cathedral ceilings, while the adjoining formal dining area with parquet floors flows seamlessly into a comfortable den/study. A formal foyer with elegant granite flooring, convenient laundry area, half bath, and private ensuite bedroom complete the first floor. Upstairs, a charming balcony area overlooks the foyer and living room, creating an open and airy feel. Three additional bedrooms and a full bath provide plenty of space for family or guests. The attached two-car garage includes an EV hookup, and the walk-out basement offers partially finished space with excellent potential for additional living, recreation, or storage needs. Set among mature plantings and established landscaping, this attractive home offers a peaceful residential setting while remaining conveniently located near Rutland City amenities, shopping, dining, entertainment, and outdoor recreation. A wonderful opportunity to enjoy contemporary living with space, style, and convenience. See Listing Details & 40 images. Includes a Virtual Tour
$469,500 $221 per sq.ft. Rutland City VT Home »
3 Beds | 2 Baths | Total Sq. Ft. 3192 | Acres: 0.34Listed on Wednesday Apr 8, 2026
Description: Tucked near the end of a dead end road in Rutland's desirable Northeast neighborhood, this beautifully built 2022 Cape offers modern design, comfort and convenience. This three bedroom, two bath home features clean lines, bright interiors and a thoughtful layout. The spacious, open kitchen complete with stainless steel appliances flows seamlessly into the dining area, creating an ideal space for gathering and entertaining. Natural light fills the living spaces, adding warmth and an inviting feel throughout. The main level includes a bedroom, offering flexibility for guests, a home office or convenient one level living. The second level features two additional bedrooms, a full bath and the added convenience of an upstairs washer and dryer perfectly designed for easy everyday living. The finished lower level provides a large family room with radiant heat, ideal for relaxing, hosting or creating flexible living space to suit your needs. Ideally located near schools, the hospital and everyday amenities, this home combines peaceful neighborhood living with easy access to everything Rutland has to offer. Move in ready, modern and low maintenance this is one you won't want to miss. Call for your private viewing today. See Listing Details & 43 images.
$492,000 $141 per sq.ft. Rutland City VT Home »
4 Beds | 2 Baths | Total Sq. Ft. 3499 | Acres: 0.25Listed on Friday Jul 17, 2026
Description: Welcome to a truly remarkable residence - a timeless old-style home where exceptional craftsmanship, historic elegance, & thoughtful updates harmonize. From the moment you step inside, you'll be greeted by breathtaking original woodwork, rich oak floors, stunning fireplaces, & impressive architectural details. Every room tells a story of enduring quality while offering the comfort & functionality today's buyers desire. The beautifully remodeled kitchen is the heart of the home, masterfully updated to preserve its historic character while embracing modern convenience. Light-filled, airy, & impeccably designed, it is truly a flawless space. A grand foyer leads to an expansive formal dining room, perfect for hosting family gatherings & memorable celebrations. The 1st floor also features a spacious living room along with a versatile bonus finished space. The 2nd floor continues to impress with 4 generously sized bedrooms, an open central hallway, full bathroom, custom built-ins, & exquisite craftsmanship. Every detail exudes elegance & rare authenticity. The 3rd floor attic presents even more opportunity, whether envisioned as additional living space or storage. Offering nearly 3,500 finished sq. ft. above grade, this monumental floor plan provides room to live, entertain, & grow without sacrificing character. Architecturally, the home is a striking blend of late 19th-century Victorian influence & romantic Italian countryside design, with a hipped roof, stucco exterior, grand covered entry, & an abundance of oversized windows. Completing the property is a partially above-grade basement, detached 2-car garage, charming balcony & a desirable corner lot. More than just a house, this is an estate; a rare chance to own an architectural treasure where history, beauty, & craftsmanship have been lovingly preserved while offering the space & amenities for modern living. Homes of this caliber are seldom available, making this a truly unforgettable Rutland City offering. See Listing Details & 46 images.
$495,000 $161 per sq.ft. Rutland City VT Home »
Price Change! Reduced by $55,000 down 11% on June 27th 2026
5 Beds | 5 Baths | Total Sq. Ft. 3084 | Acres: 0.32
Listed on Monday May 18, 2026
Description: Versatile single-family home offering exceptional flexibility and income potential. This beautifully renovated property features a spacious four-bedroom, four-and-a-half-bath main residence that has served as a highly successful Airbnb for the owners over the past several years. A separate ground-floor one-bedroom in-law apartment with its own private entrance is currently rented for $1,060 per month, providing reliable income to help offset ownership costs, a true win-win opportunity. Ideal for multigenerational living, guest accommodations, or continued rental income, this property offers tremendous versatility. Renovated from top to bottom in 2006, the home features updated plumbing, wiring, insulation, oil furnace, central air, appliances, and a beautifully refreshed interior with the added warmth and charm of a fireplace. Offered fully furnished, this is a true turnkey opportunity. A large rear storage shed, abundant paved parking, and excellent Route 7 North access add to the appeal. Fantastic location just minutes to Killington Resort, pristine lakes, and downtown Rutland, featuring Paramount Theatre, outstanding restaurants, farmers markets, and year-round events. Experience the very best of Vermont and Live Vermont! See Listing Details & 36 images.
$495,000 $228 per sq.ft. Rutland City VT Home »
3 Beds | 3 Baths | Total Sq. Ft. 3035 | Acres: 0.83Listed on Monday Jun 1, 2026
Description: RANCH ON NEARLY AN ACRE! Located in Rutland City's desirable Northeast neighborhood, this hillside ranch sits on a rare 0.83-acre lot, offering an exceptional amount of outdoor space while still being close to everything the city has to offer. Step inside through the spacious foyer and you'll immediately appreciate the home's thoughtful layout. The large kitchen is the heart of the home, featuring abundant cabinetry, built-ins, and plenty of room for cooking, gathering, and everyday living. Just off the kitchen is a cozy flex space that would make a wonderful breakfast nook, library, sitting area, or home office. The formal dining room and expansive living room are ideal for entertaining, connected by a striking back-to-back brick fireplace and complemented by built-in shelving and hardwood floors. Down the hall, you'll find two guest bedrooms, a full bath, and a primary suite with its own private ensuite bathroom. The walkout lower level provides even more living space with a comfortable family room centered around a wood stove, an additional bonus room perfect for hobbies, a home gym, or office, plus laundry and storage areas. The oversized attached two-car garage offers plenty of room for vehicles and extra storage. Outside, the spacious backyard provides room for gardening, recreation, entertaining, or simply relaxing and enjoying the setting. Conveniently located near Rutland Regional Medical Center, Killington and Pico ski resorts, regional lakes, shopping, dining, and year-round outdoor recreation, this property offers the perfect blend of space, comfort, and convenience. See Listing Details & 34 images. Includes a Virtual Tour
$499,000 $300 per sq.ft. Rutland City VT Home »
Price Change! Reduced by $41,000 down 8% on July 16th 2026
4 Beds | 2 Baths | Total Sq. Ft. 2618 | Acres: 0.54
Listed on Thursday Jun 11, 2026
Description: Welcome to this beautifully maintained Cape style home situated on a large city lot in one of Rutland's most desirable neighborhoods. Built in 1985, this inviting residence combines classic charm with thoughtful updates and comfortable living spaces throughout. Offering 3 bedrooms and 2 full bathrooms, the home features a sought-after first floor primary bedroom complete with private deck access, perfect for enjoying a quiet morning coffee or relaxing at the end of the day. Hardwood floors extend throughout much of the home, adding warmth and character to every room. The updated kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and ample cabinetry. Updated bathrooms provide modern style and convenience. A screened in porch overlooking the backyard with hot tub creates the perfect setting as a place to unwind as your very own private retreat for year-round enjoyment. The finished lower level provides exceptional flexibility and is ideal for a media room, home gym, playroom, or additional recreation space. An attached two car garage offers convenience and storage, while the expansive city lot provides plenty of room for outdoor activities, gardening, and entertaining. Conveniently located near schools, shopping, dining, and recreational amenities, this move in ready home offers the perfect combination of neighborhood living and modern comfort. Don't miss this opportunity to own a beautifully updated home in one of Rutland's most sought-after locations. *Some rooms are staged photos to show potential of the space See Listing Details & 39 images.
Under Contract
$499,900 $181 per sq.ft. Rutland City VT Home »
4 Beds | 3 Baths | Total Sq. Ft. 2994 | Acres: 0.43Listed on Monday Apr 6, 2026
Description: Welcome to 10 Elmwood - located in one of the most sought-after neighborhoods in Rutland City, offering unbeatable mountain views, privacy and convenience. This immaculate home is tucked away on a quiet road yet just minutes to shopping, dining, outdoor recreation, hospitals and local amenities. Featuring four spacious bedrooms, including a first-floor office that could easily be converted into a main-level bedroom creating flexible living options to suit any buyers needs. Inviting hardwoods flow throughout the 1st floor that connect to the newly installed carpets on the staircase and 2nd floor. In the living room, you will be tempted to stay a while with the charming fireplace being the center of attention -perfect for those cozy nights in. The partially finished basement offers additional space with great potential for even more possibilities--ideal for creating a home gym, man cave, or additional living area. Step outside and enjoy the new TREX decking, thoughtfully designed to connect from the kitchen's sliding door to the dining room, making indoor-outdoor entertaining seamless. The deck overlooks a rare, oversized city lot with mature trees giving a sense of serene privacy. With nearly half an acre you have the space for gardening, pets, entertaining or simply just kicking your feet up at the end of the day and relaxing. With modern amenities, generous living space, and an unbeatable location, this home truly standouts amongst the crowd. Don't miss your chance to be the new owners of this lovely home. Scheduled your private showing today! See Listing Details & 44 images.
