Homes for Sale near Sugarwood School

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  /17

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,550 Sq Ft

  634 Stevens Rd, Pittsford, VT 05763

  Idyllic country setting on 1.6 acre lot with stonewalls, views and woodlands. Country kitchen with adjoining great room with vaulted ceilings and plentiful windows brings the outdoors inside all year long. The entry area with pellet stove and adjoining primary bedroom with sitting/dressing area. Two additional bedrooms make this set up great for family and friends. Standing seam roof, cherry

  

  Nancy Liberatore

  Lakes & Homes Real Estate

  (802) 392-2478

  634 Stevens Rd, Pittsford, VT 05763
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• 

  

  

  /24

  $22,350

  • Land
  • 2.80 Acres
  • $7,982 per Acre

  201W Vermont 3, Proctor, VT 05765

  Nestled in the peaceful town of Florence, VT, this 2.8-acre wooded lot is ready for your vision. Whether you want to build a home, park an RV seasonally, or invest in land, this property gives you the flexibility you need. Zoned Rural District (R), with a partial commercial area, allows for single-family homes, mobile homes, tiny houses, RVs (temporary use), and short-term rentals with the proper

  Dallas Waldon Land Boss

  201W Vermont 3, Proctor, VT 05765
• 

  

  /2

  $22,350

  • Land
  • 2.80 Acres
  • $7,982 per Acre

  201 Vt Route 3, Florence, VT 05744

  Nestled in the peaceful town of Florence, VT, this 2.8-acre wooded lot is ready for your vision. Whether you want to build a home, park an RV seasonally, or invest in land, this property gives you the flexibility you need. Zoned Rural District (R), with a partial commercial area, allows for single-family homes, mobile homes, tiny houses, RVs (temporary use), and short-term rentals with the proper

  201 Vt Route 3, Florence, VT 05744
• 

  

  /2

  $41,360

  • Land
  • 0.93 Acre
  • $44,473 per Acre

  30 Long Trail, Pittsford, VT 05763

  Escape to the Vermont countryside with this 0.93-acre wooded lot on Long Trail in Pittsford. Tucked in a peaceful neighborhood with paved road access and power nearby, this undeveloped parcel gives you a blank canvas to build or invest. The C-1 (Conservation I) zoning allows for a wide variety of usesbuild a single-family home, a two-family dwelling, or even a tiny house. Seasonal camps, mobile

  30 Long Trail, Pittsford, VT 05763
• 

  

  

  /43

  $328,000

  • 3 Beds
  • 2 Baths
  • 1,888 Sq Ft

  420 E Proctor Rd, Center Rutland, VT 05736

  Welcome to this well-maintained 3-bedroom, 2-bathroom home that blends timeless 1960s character with thoughtful updates throughout. Nestled in a sought-after Center Rutland neighborhood known for its convenience and top-rated school district, this property offers both comfort and potential.Step inside to find beautiful wood floors, an inviting living space, and a functional layout perfect for

  Karen Heath Four Seasons Sotheby's Int'l Realty

  420 E Proctor Rd, Center Rutland, VT 05736
• 

  

  /57

  $286,000

  • 2 Beds
  • 1 Bath
  • 1,203 Sq Ft

  178 Adams St, Rutland, VT 05701

  DESIREABLE NEIGHBORHOOD IN NORTH RUTLAND: Charming and immaculate 2-plus bedroom Ranch with spacious bonus room used as a year-round living room or guest bedroom. In May 2025, the sellers added vinyl plank flooring in the dining room. There have been many new improvements in the past couple of years including upgraded kitchen with new granite counters and blacksplash, new vinyl siding and new

  Melissa Loughan Westside Real Estate

  178 Adams St, Rutland, VT 05701
• 

  

  /31

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft

  47 Hillcrest Rd, Rutland, VT 05701

  Welcome to this beautifully renovated ranch-style home, featuring brand new hickory wood floors, an open floor plan and exposed wood beamed ceilings. The brand new kitchen is an equipped with new stainless steel appliances, custom cabinetry, and sleek stone countertops. A unique custom pantry with a charming barn door enhances both the home’s character and convenience.The main bathroom offers a

  Diana Lynn Harvey Alison McCullough Real Estate

  47 Hillcrest Rd, Rutland, VT 05701
• 

  

  /45

  $445,900

  • 4 Beds
  • 2 Baths
  • 1,921 Sq Ft

  85 Olympus Rd, Proctor, VT 05765

  Proctor is home to the Fletcher Proctor Memorial Bridge, Wilson Castle, Beaver pond, Proctor Free Library, outdoor ice-skating and roller rink, Carriage Trails, as well as the Proctor Pool. This special home was custom built in the mid-1950's and features one-and-a-half stories with a dormer, a stone facade, and simple, understated trim. A smart kitchen remodel created an open concept kitchen

  Karen Heath Four Seasons Sotheby's Int'l Realty

  85 Olympus Rd, Proctor, VT 05765
• 

  

  /32

  $350,000

  • 3 Beds
  • 3.5 Baths
  • 2,522 Sq Ft

  8 Kingsley Ave, Rutland, VT 05701

  Welcome to 8 Kingsley Ave - Incredible location on a dead-end street with oversized, double city lot! Step inside this 1900's circa home to find so many original charming features including a grand staircase, wood floors, french doors, fireplace, and custom shutters. The main floor opens way to the foyer with a welcome dining room and spacious living room at either side. Directly connected to the

  Hughes Group Team Casella Real Estate

  8 Kingsley Ave, Rutland, VT 05701
• 

  

  /27

  $355,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft

  54 E Center St, Rutland, VT 05701

  Discover comfort, charm, and convenience in this tastefully renovated two-story home located at 54 East Street in the heart of Rutland. Offering 1,617 finished square feet of thoughtfully updated living space, this home blends classic character with modern upgrades throughout. Step inside to find a welcoming living and dining area with a wood-burning fireplace, perfect for relaxing or

  Leona Minard Four Seasons Sotheby's Int'l Realty

  54 E Center St, Rutland, VT 05701
• 

  

  /44

  $435,000 Open Sat 10AM - 12PM

  • 5 Beds
  • 2 Baths
  • 2,576 Sq Ft

  14 Jackson Ave, Rutland, VT 05701

  Move right into this fully renovated 5-bedroom, 2-bathroom home in the heart of Rutland City! Thoughtfully updated from top to bottom, this spacious home features all-new electrical, heating system, and plumbing for worry-free living. Step inside to an inviting open-concept first floor that offers a bright and airy flow between the large living room, dining area, and a stylishly updated

  Hughes Group Team Casella Real Estate

  14 Jackson Ave, Rutland, VT 05701
• 

  

  /33

  $439,000 Open Sat 10:30AM - 12:30PM

  • 3 Beds
  • 3 Baths
  • 2,602 Sq Ft

  87 Patricia Ln, Rutland, VT 05701

  Sitting proudly on a knoll, this spacious, sun-filled home is ready to welcome its next owner. After more than 45 years of cherished memories, it's now your turn to create your own. With over 2,600 sq ft of living space, the home offers three generously sized bedrooms and three full baths, including a primary suite with its own private bath. A large south-facing living room fills with natural

  Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

  87 Patricia Ln, Rutland, VT 05701
• 

  

  /23

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  64 Temple St, Rutland, VT 05701

  Welcome to this well-maintained 3-bedroom, 2-bathroom single-family home offering 1,600 square feet of comfortable living space. Nestled in a fantastic neighborhood, this home features a spacious primary bedroom with attached bathroom, an inviting layout, and a flat, usable yard—perfect for outdoor entertaining or family fun.Conveniently located just minutes from top-rated schools, shopping, and

  Mark Noble Welcome Home Real Estate

  64 Temple St, Rutland, VT 05701
• 

  

  /38

  $279,000

  • 3 Beds
  • 1 Bath
  • 1,357 Sq Ft

  129 Temple St, Rutland, VT 05701

  Welcome to 129 Temple Street—a thoughtfully renovated home offering stylish updates, everyday comfort, and a spacious yard in a convenient city location. Set on a deep lot with an oversized one-car detached garage, this move-in-ready property blends classic character with modern finishes. Inside, you’ll find a bright, open layout with new flooring, windows, lighting, and fresh paint throughout.

  Ali Sater Element Real Estate

  129 Temple St, Rutland, VT 05701
• 

  

  /40

  $1,199,000

  • 4 Beds
  • 4.5 Baths
  • 5,453 Sq Ft

  127 Wynnridge Dr, Rutland, VT 05701

  Welcome to a home where serenity and style unite in perfect harmony. Situated in the exclusive Wynnridge subdivision of Rutland Town, which offers the advantage of school choice, this custom home boasts 5,400 sq. ft. of refined comfort and timeless craftsmanship. Impressive curb appeal featuring stone accents, lush landscaping, charming cobblestone walkway leading to a lovely entrance. Step into

  Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

  127 Wynnridge Dr, Rutland, VT 05701
• 

  

  /21

  $285,000

  • 3 Beds
  • 1.5 Baths
  • 1,305 Sq Ft

  3 Jeffords St, Rutland, VT 05701

  Quiet and simple living in a charming city neighborhood. This Ranch home, with 3 bedrooms and 1.5 baths, offers the convenience of first-floor laundry. The combined Kitchen and Dining area, complete with built-ins, leads to a back deck with a new awning. Hardwood floors, a new fuel tank, and a large lot with a sense of privacy and a partially fenced yard for the fur babies complete this cozy home.

  Alison McCullough Alison McCullough Real Estate

  3 Jeffords St, Rutland, VT 05701
• 

  

  /38

  $278,900

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  1336 West St, Proctor, VT 05765

  PRICED WELL BELOW RECENT APPRAISAL!!! Welcome to 1336 West St. a unique yet modern, comfortable home with more than just a good first impression. Bright modern kitchen with updated appliances, electric down draft range in the center island/breakfast bar and walk in pantry. Off the kitchen is the east facing sunroom where nature views demand that 2nd cup of morning coffee. Continue the view from

  Daniel Adams Adams Vermont Properties

  1336 West St, Proctor, VT 05765
• 

  

  /21

  $299,000

  • 5 Beds
  • 2 Baths
  • 2,947 Sq Ft

  29 Woodstock Ave, Rutland, VT 05701

  This charming 5-bedroom, 2-bath colonial style home offers historic charm and income potential. Bring your decorating and design skills and make this house your home. Located in beautiful Rutland City, just a stone's throw away from Killington and Pico ski resorts and conveniently close to shops and restaurants. This home has so much to offer. Beautiful hardwood floors throughout the home. A

  Cheryl Lee Tyminski Remax Summit

  29 Woodstock Ave, Rutland, VT 05701
• 

  

  /39

  $495,000

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  52 Victoria Dr, Rutland, VT 05701

  Welcome to your dream home in the highly sought-after Rutland town neighborhood! This charming ranch-style residence boasts 3 spacious bedrooms, including a primary bedroom with an ensuite bath. The main floor has been thoughtfully updated, featuring a remodeled kitchen equipped with stainless steel appliances, a center island, and an abundance of natural light.Step outside to your private oasis,

  Alison McCullough Alison McCullough Real Estate

  52 Victoria Dr, Rutland, VT 05701
• 

  

  /20

  $289,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  137 Oak St, Rutland, VT 05701

  Welcome to your beautifully renovated turnkey home! This charming property boasts three spacious bedrooms, two modern bathrooms, and a stylish kitchen equipped with quartz countertops and all new appliances, including a handy washer and dryer. From top to bottom, each room reflects meticulous attention to detail, inviting you to move in without the fuss of additional updates. Step outside to your

  Brian Hill Remax Summit

  137 Oak St, Rutland, VT 05701
• 

  

  /44

  $575,000

  • 5 Beds
  • 2.5 Baths
  • 4,009 Sq Ft

  23 Grandview Terrace, Rutland, VT 05701

  This Mountain View Colonial comes furnished and when pulling in the driveway you will always see the trees and mountains. This is a luxury retreat, and priced amazing! Don't build, buy and move in, with top of the line frame valued at asking price of home to rebuild. Bring your own creative interior design ideas to finish off the remodel. Enjoy Mountain View's year round in one of the best

  Derek Eisenberg Continental Real Estate Group, Inc.

  23 Grandview Terrace, Rutland, VT 05701
• 

  

  /19

  $429,000

  • 3 Beds
  • 2 Baths
  • 1,558 Sq Ft

  850 Sugarwood Hill Rd, Rutland, VT 05701

  Desirable neighborhood in Rutland Town. Nicely secluded on 4 acres. House being sold "as is, where is". Requires some rehab.Great opportunity at this price.

  Christopher Fucci Chris Fucci Associates, LTD

  850 Sugarwood Hill Rd, Rutland, VT 05701
• 

  

  /60

  $550,000

  • 3 Beds
  • 2.5 Baths
  • 4,512 Sq Ft

  192 Cream Hill Rd, Mendon, VT 05701

  As you enter the driveway, this charming home comes into view, nestled below Pico Mountain and Killington Resort. Offering 3 bedrooms, 2.5 baths, it sits on 4.8 level acres with a spring-fed pond and a meadow that leads to Mendon Brook.The south-facing living room, sitting room, and three-season room offer stunning views of Pico Mountain. Designed for year-round comfort, the home features

  Daniel Pol Killington Pico Realty

  192 Cream Hill Rd, Mendon, VT 05701
• 

  

  /23

  $270,000

  • 3 Beds
  • 2 Baths
  • 2,756 Sq Ft

  64 Bellevue Ave, Rutland, VT 05701

  Discover charm and convenience in this classic 3-bedroom, 2-bathroom home in the heart of Rutland City. With hardwood floors throughout and timeless stained glass details, this property is calling you home! The first floor offers a spacious living room that opens to a glass-enclosed sunroom. Continue into a large formal dining room and a cozy galley kitchen. Upstairs, three bedrooms accompany a

  Mandolyn McIntyre Real Broker LLC

  64 Bellevue Ave, Rutland, VT 05701
• 

  

  /42

  $1,350,000

  • 10 Beds
  • 11 Baths
  • 5,970 Sq Ft

  70 N Main St, Rutland, VT 05701

  Exceptional craftsmanship meets modern restoration in this stunning Victorian home. Original features like leaded stained-glass windows, leather wall accents, intricate plaster moldings, and handsome oak parquet flooring highlight its timeless elegance. A grand foyer welcomes you with a 145-year-old handcrafted staircase, while the opulent dining room showcases built-ins and a stained-glass wall

  Freddie Ann Bohlig Four Seasons Sotheby's Int'l Realty

  70 N Main St, Rutland, VT 05701
• 

  

  /39

  $365,000

  • 3 Beds
  • 1.5 Baths
  • 2,170 Sq Ft

  254 Lincoln Ave, Rutland, VT 05701

  Nestled on a spacious 1/2 acre lot, this 3-bedroom, 2-bathroom colonial offers a blend of charm, functionality, and versatility. Whether you’re searching for a family home, an entertainer’s dream, or a property with ample storage for personal or business use, this home is sure to impress. Step inside and discover an updated kitchen that flows into a large sunken living room, perfect for relaxing

  Hughes Group Team Casella Real Estate

  254 Lincoln Ave, Rutland, VT 05701
• 

  

  /41

  $325,000

  • 4 Beds
  • 4 Baths
  • 2,469 Sq Ft

  68 Forest St, Rutland, VT 05701

  RUTLAND CITY: 1900 Contemporary Renovated Multi-Family. In 2002, house was taken down to the studs and 2nd floor was rebuilt, including sunken living room and vaulted ceilings, laundry area, primary suite with air tub, walk-in closet, office/den to the rooftop deck. Also, relax in hot tub while star-gazing.This luxury owner's apartment has rental income from 2 apartments that make it

  Owen Loughan Westside Real Estate

  68 Forest St, Rutland, VT 05701
• 

  

  /60

  $220,000

  • 5 Beds
  • 2.5 Baths
  • 2,298 Sq Ft

  25 Melrose Ave, Rutland, VT 05701

  Spacious Rutland City Home with Bonus ADU – Room to Grow, Ready to LoveWelcome to the heart of Rutland City, where opportunity meets charm in this expansive 4-bedroom, 2-bathroom home with a rare accessory dwelling unit—perfect for guests, rental income, or multigenerational living. With over 2,000 sq ft of flexible space, two full living rooms, and a welcoming front porch, this property offers

  Rachael Rogala Rachael Rogala Inc.

  25 Melrose Ave, Rutland, VT 05701
• 

  

  /45

  $495,000 Open Sun 10AM - 12PM

  • 2,544 Sq Ft

  18 Madison St, Rutland, VT 05701

  Investors and multi-generational buyers take notice: This fully renovated, income-producing duplex in a desirable Rutland neighborhood offers the perfect blend of comfort, versatility, and strong financial returns. Just a short distance from top ski resorts and year-round outdoor attractions, this well-appointed property delivers a 12% annual return.The home is configured as two separate

  Evan Russell Real Broker LLC

  18 Madison St, Rutland, VT 05701
• 

  

  /27

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,774 Sq Ft

  14 Madison St, Rutland, VT 05701

  This charming and spacious two-family home offers flexible living and income potential just minutes from downtown Rutland, Rutland Regional Medical Center, and a 20-minute drive to Killington Resort. Perfect for owner-occupants, multi-generational living, or investors!The main-level unit features two oversized bedrooms, a 3/4 bath, a spacious living room, and a large eat-in kitchen with

  Mandolyn McIntyre Real Broker LLC

  14 Madison St, Rutland, VT 05701
• 

  

  /36

  $229,900

  • 3 Beds
  • 1.5 Baths
  • 2,848 Sq Ft

  119 Pearl St, Rutland, VT 05701

  Character galore in this charming 1800's home. Located in a great City neighborhood close to public transportation, schools and downtown. The home offers a large, level lot and two car garage with an addition of a teen hangout area! Front and back porches offer peace and tranquility. There are three bedrooms, one and a half baths, large kitchen and separate dining room. Original hardwood

  Diana Lynn Harvey Alison McCullough Real Estate

  119 Pearl St, Rutland, VT 05701
• 

  

  /21

  $122,000

  • Land
  • 5 Acres
  • $23,922 per Acre

  00 White Pine Hill, Mendon, VT 05701

  Tucked away at the headwaters of Mendon's Moon Brook, this enchanting five-acre parcel offers a rare blend of natural beauty, privacy, and convenience. A picturesque pond and charming spillway greet you at the entrance, setting the tone for the peaceful landscape beyond—rolling wooded terrain, timeless stone walls, and tranquil seclusion with sunny western exposure. Located just off scenic

  Kyle Kershner Killington Pico Realty

  00 White Pine Hill, Mendon, VT 05701
• 

  

  /28

  $175,000

  • 4 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  119 N Main St, Rutland, VT 05701

  Solid family home in the heart of Rutland City. This home just needs some updating but has good bones. The first floor offers a Kitchen, dining room and large living room with fireplace which current owner does not use. There is also a pellet stove for added heat. The second floor offers 4 big bedrooms and a full bath. Hardwood floors throughout, beautiful natural woodwork and glass French doors

  Levi Mucza Watson Realty & Associates

  119 N Main St, Rutland, VT 05701
• 

  

  /5

  $40,000

  • 965 Sq Ft

  3 Central Ave, Rutland, VT 05701

  Prime Redevelopment Opportunity in Rutland City – .12 Acre Lot with Existing Structures.Unlock the potential of this .12-acre parcel in the heart of Rutland City. This property features an existing single-family home in need of a full renovation, offering a blank canvas for your vision. Alternatively, consider a complete teardown to make way for new construction tailored to your specifications.An

  Mark Triller Real Broker LLC

  3 Central Ave, Rutland, VT 05701
• 

  

  /16

  $169,000

  • 1,740 Sq Ft

  115 Library Ave, Rutland, VT 05701

  Discover this income-generating duplex with an upstairs unit. The home features hardwood floors topped with newer carpet and updated kitchen cabinets with what appears to be granite counters. The roof is approximately 5 years old. Electrical and plumbing systems have been updated as needed. The basement is reported to have no water or foundation issues. Note the ongoing kitchen expansion project,

  Derek Greene Derek Greene

  115 Library Ave, Rutland, VT 05701
• 

  

  /12

  $300,000

  • 7,886 Sq Ft

  135 Grove St, Rutland, VT 05701

  Bring your vision and tools—this massive property is ready for transformation. Once a 23-room boarding house, this impressive structure has been partially converted into a 4-5 unit multifamily building, with each unit designed to have 4+ bedrooms when complete. One of the units has been thoughtfully designed to meet ADA requirements. The groundwork has been laid, but there's still a long way to

  Betsy Adamovich Real Broker LLC

  135 Grove St, Rutland, VT 05701
• 

  

  /47

  $242,500

  • 3 Beds
  • 2.5 Baths
  • 1,666 Sq Ft

  20 Woodstock Ave, Rutland, VT 05701

  **Large concession toward closing costs offered!** Welcome to 20 Woodstock Avenue, a timeless 3-bedroom, 2.25-bathroom home filled with character, charm, and a rich sense of history. Built in 1900 and lovingly maintained, this home offers intricate details rarely found today — from the glass-paned swinging French doors and gleaming hardwood floors to original hardware and a stunning built-in

  Betsy Adamovich Real Broker LLC

  20 Woodstock Ave, Rutland, VT 05701
• 

  

  /24

  $525,000

  • 7 Beds
  • 7 Baths
  • 3,590 Sq Ft

  38 Cottage St, Rutland, VT 05701

  Well maintained 100% occupied 7 unit located in central Rutland neighborhood. This 7 unit property was recently renovated and is being listed at a 11% cap and an annual Net Operating Income of ~$58K (12% cap without management fees). A new owner can step into to this turnkey investment, projected to yield over a 18% cash on cash return starting year 1 based on current numbers, and therefor

  Michael Gilman 3GEN Real Estate Inc

  38 Cottage St, Rutland, VT 05701
• 

  

  /29

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  64 East St, Rutland, VT 05701

  Welcome to this 3-bedroom, 2-bathroom home located in the vibrant heart of Rutland City. Boasting a versatile layout, this property offers comfort, convenience, and charm. The first floor features a primary bedroom complete with a full bathroom, perfect for easy single-level living. An open-concept kitchen and dining area provide a welcoming space for meals and gatherings, while the living room

  Hughes Group Team Casella Real Estate

  64 East St, Rutland, VT 05701
• 

  

  /38

  $499,000

  • 12 Beds
  • 7 Baths
  • 6,390 Sq Ft

  49 Terrill St, Rutland, VT 05701

  Don’t miss this prime investment opportunity! This well-maintained 5-unit multifamily property offers an impressive 9.8% cap rate and features a desirable unit mix of three 2-bedroom apartments and two spacious 3-bedroom apartments, ensuring strong rental demand. Situated in a convenient location within walking distance to downtown shops and restaurants, the property appeals to both long-term

  Hughes Group Team Casella Real Estate

  49 Terrill St, Rutland, VT 05701

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