Windham County CT Homes for Sale with Acreage

• 

  

  

  /31

  $820,000

  • 4 Beds
  • 3.5 Baths
  • 3,344 Sq Ft

  81 Anderson Rd, Pomfret Center, CT 06259

  Welcome to this timeless 4 bedroom Contemporary Colonial estate offering over 3000 square feet of refined living space, nestled in the heart of scenic Pomfret. This stately home blends classic New England charm and privacy in the cul-de-sac neighborhood.Step inside this grand entryway to find rich wood flooring throughout lending warmth and sophistication to every room. The main level boasts a

  Kathy Rickey Signature Properties of N.E.

  81 Anderson Rd, Pomfret Center, CT 06259
• 

  

  /2

  $35,000

  • Land
  • 1 Acre
  • $35,000 per Acre

  627-B Bailey Rd, Sterling, CT 06377

  Tucked away for privacy yet conveniently located near the Rhode Island line. Enjoy the peace and charm of a scenic, rural setting while still being within reach of nearby amenities. This lot of record provides a rare opportunity to find property in this price range. Whether you're looking to create a private retreat or a year-round residence, this property is full of potential.

  Cary Marcoux RE/MAX Bell Park Realty

  627-B Bailey Rd, Sterling, CT 06377
• 

  

  /2

  $124,000

  • Land
  • 3.35 Acres
  • $37,015 per Acre

  108 Church St, Brooklyn, CT 06234

  Beautiful approved lot on shared driveway, on desirable road.

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  108 Church St, Brooklyn, CT 06234
• 

  

  

  /39

  $425,000

  $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,967 Sq Ft

  437 Providence Turnpike, Hampton, CT 06247

  Tucked away on a peaceful 2-acre parcel in the heart of scenic Hampton, this contemporary Cape offers something buyers are craving more than ever: space to breathe. 437 Providence Turnpike blends comfort, flexibility, and quiet country living with an easy layout designed for both everyday life and meaningful gathering. Sunlight pours through the open living spaces, creating a warm and welcoming

  Christine Homa Christine Homa

  437 Providence Turnpike, Hampton, CT 06247
• 

  

  

  /40

  $459,900

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,904 Sq Ft

  113 Laurel Hill Rd, Brooklyn, CT 06234

  Welcome to 113 Laurel Hill Rd in Brooklyn, CT - a spacious and nicely maintained home offering over 2,800 sq ft of comfortable living space. This move-in ready property features a well-kept interior with a functional layout, providing plenty of room for everyday living, entertaining, and growing into. Inside, you'll find bright, open living areas that flow seamlessly, along with generously sized

  Nicholas Burrus Roundtree Realty LLC

  113 Laurel Hill Rd, Brooklyn, CT 06234
• 

  /2

  $129,900

  • Land
  • 2.34 Acres
  • $55,513 per Acre

  165 Lisbon Rd, Canterbury, CT 06331

  EMILY'S VALLEY IN CANTERBURY, CT. SUPERIOR PARCELS IN A REPRODUCTION STYLE NEIGHBORHOOD OF HIGH VALUE HOMES. IT'S WORTH THE EFFORT TO BUILD A NEW QUALITY HOUSE TO YOUR OWN SPECIFICATIONS. QUALITY COUNTRY LIFESTYLE, PLENTY OF NEARBY GOODS AND SERVICES, REASONABLE TAXES AND IN TOWN SCHOOLS WITH A CHOICE OF GREAT AREA HIGH SCHOOLS (FULLY PAID BY THE TOWN).

  Derek Greene Derek Greene

  165 Lisbon Rd, Canterbury, CT 06331
• 

  /2

  $100,000

  • Land
  • 2.1 Acres
  • $47,619 per Acre

  834 Hampton Rd, Pomfret, CT 06230

  If you're looking for a rural location to build your home, this lot is an excellent choice! Beautiful countryside, surrounding farmland, and a peaceful, wooded environment, makes it ideal for those seeking this type of lifestyle. Close to the Airline trail and We Li Kit, this lot is close to many area amenities. Recent perc test performed. Ready to make your own!

  Amy Brunet Brunet and Company Real Estate

  834 Hampton Rd, Pomfret, CT 06230
• 

  

  /11

  $699,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,534 Sq Ft

  769 Brook Rd, Hampton, CT 06247

  Stunning new construction Colonial set on over 2 private acres in a serene country location. This 2,500+ sq ft home offers 9-foot ceilings, a bright open floor plan, and a beautiful applianced kitchen with quartz countertops and center island-perfect for entertaining. The home features 3 bedrooms, 2.5 baths, and a versatile second-floor bonus room ideal for a home office, gym, or additional

  Cary Marcoux RE/MAX Bell Park Realty

  769 Brook Rd, Hampton, CT 06247
• 

  

  /38

  $1,350,000

  • 6 Beds
  • 4.5 Baths
  • 5,459 Sq Ft

  354 Pomfret St, Pomfret Center, CT 06259

  Step into history with The Clark Cottage at Wintergreen, an extraordinary 1880 estate proudly listed on the National Registry of Historic Homes. Tucked away at the end of a long private driveway on 6 picturesque rolling acres, this stunning New England gem offers over 5,000 sq ft of timeless character, architectural beauty, and abundant living space. Inside, you'll find exquisite craftsmanship

  Ranee Bibisi LAER Realty Partners

  354 Pomfret St, Pomfret Center, CT 06259
• 

  

  /40

  $849,900

  • 3 Beds
  • 3 Baths
  • 3,069 Sq Ft

  10 Heritage Rd, Putnam, CT 06260

  Enter the long tree lined paved driveway to a Pristine Colonial on 8.75 acres. Consisting of a manicured lawn and many beautiful plantings which adorn this sensational home! Surrounded by woods this home offers lots of privacy with a large yard. The circular drive is perfect for lots of parking spaces for entertaining your guests. Owned Solar Panels for energy savings. Step onto the covered front

  Rachel Sposato Berkshire Hathaway NE Prop.

  10 Heritage Rd, Putnam, CT 06260
• 

  

  /35

  $5,400,000

  • Land
  • 14.1 Acres
  • $382,979 per Acre

  0 Providence Rd Unit 24080985, Brooklyn, CT 06234

  Purchase this approximate 14.1 Acre Commercial Property, or as little as two acres of this Perfect location. There are many options for this property (all reqire Zoning approval) which sits Directly behind The Now Constructing Tractor Supply and utilizing a 30-foot-wide access easement, as well as electric and communications conduit stubbed in to make readily available, there is also a

  Paul Manocchio The Bella Group, LLC

  0 Providence Rd Unit 24080985, Brooklyn, CT 06234
• 

  /2

  $400,000

  • Land
  • 11.8 Acres
  • $33,898 per Acre

  131 Church St, Sterling, CT 06377

  11.80 of sand, gravel and rock. Current owner has permits in place. 1300 ft of road frontage. Lots of possibilities. Seller will be removing large boulders.

  Cary Marcoux RE/MAX Bell Park Realty

  131 Church St, Sterling, CT 06377
• 

  

  /39

  $699,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,534 Sq Ft

  771 Brook Rd, Hampton, CT 06247

  Beautiful new construction Colonial offering over 2,500 sq ft of thoughtfully designed living space in a peaceful country setting. This home features 9-foot ceilings, an applianced kitchen with quartz countertops and center island, and an open layout ideal for both everyday living and entertaining. Offering 3 bedrooms, 2.5 baths, plus a second-floor bonus room perfect for a home office, playroom,

  Cary Marcoux RE/MAX Bell Park Realty

  771 Brook Rd, Hampton, CT 06247
• 

  

  /39

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,871 Sq Ft

  58 Tower Hill Rd, Chaplin, CT 06235

  Country Roads, Take Me Home! Tucked away in a peaceful setting just a short walk to downtown Chaplin Village, this unique and charming antique home blends historic character with surprisingly spacious, light-filled living. Oversized rooms, hardwood floors, and abundant built-ins showcase the home's timeless appeal, while the flexible layout offers endless possibilities. The inviting country-style

  Stephen Galinat Home Selling Team

  58 Tower Hill Rd, Chaplin, CT 06235
• 

  /2

  $538,500

  $176K PRICE INCREASE

  • Land
  • 1.65 Acres
  • $326,364 per Acre

  00 Wolf Den Rd, Brooklyn, CT 06234

  Sub-Division of "Partridge Glen", 5 Parcels located in a great area, parcels are treed, some stone walls & small pond. Parcels include Lot 4-1 (1.65 acres) $64,900, Lot 4-2 (1.59 acres) $64,900, Lot 4-3 (1.13 acres) $64,900, Lot 4-4 (4.27 acres) $83,900 and Parcel "A" (16.32 ACRES) $159,000. Total asking price for whole subdivision $538,500. All Sub-Division Map Mylars are filed in the Town

  Derek Greene Derek Greene

  00 Wolf Den Rd, Brooklyn, CT 06234
• 

  

  /40

  $429,900

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,768 Sq Ft

  26 Tourtellotte Rd, Putnam, CT 06260

  Experience true pride of ownership in this meticulously maintained, custom-built masterpiece where high-end craftsmanship meets modern luxury. The interior radiates sophistication with gleaming hardwood floors, dramatic vaulted ceilings, and skylights that bathe the living space in natural light, all anchored by a gourmet kitchen featuring rich hickory cabinetry and elegant granite countertops.

  Lucy Zhu Coastline Realty LLC

  26 Tourtellotte Rd, Putnam, CT 06260
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  /8

  $125,000

  • Land
  • 1.7 Acres
  • $73,529 per Acre

  97 Blossom Dr, Pomfret, CT 06259

  Discover the perfect blend of nature and convenience with this stunning homesite, nestled within a well established subdivision surrounded by scenic rolling hills and south-facing slopes that capture the sun beautifully throughout the day. Enjoy potential for a walkout basement and build your custom dream home. This property also backs up to town owned land for added privacy and space, and

  Sanam Solati New England Prestige Realty

  97 Blossom Dr, Pomfret, CT 06259
• 

  

  /38

  $549,900

  Open Sat 3PM - 4PM

  • 3 Beds
  • 3 Baths

  29 Old Canterbury Rd, Plainfield, CT 06374

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $5,499 back in closing cost credits OR $2,383 per month at an exceptional financing rate of 5.08% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits An Entertainers Dream! Step into a gorgeous open Kitchen with high end cabinets and

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  29 Old Canterbury Rd, Plainfield, CT 06374
• 

  

  /3

  $800,000

  $175K PRICE DROP

  • Land
  • 38 Acres
  • $21,053 per Acre

  175 Mashentuck Rd, Killingly, CT 06239

  135 Mashentuck Rd. is included in sale. Total a little over 37 acres. Stone and gravel on property along with pond with over 1500 feet of road frontage.

  Ray Preece Signature Properties of N.E.

  175 Mashentuck Rd, Killingly, CT 06239
• 

  

  /19

  $449,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  99 Halls Hill Rd, Danielson, CT 06239

  Tucked away in a peaceful country setting, this charming 3 bedroom 1 bath home offers the perfect cozy cottage feel with privacy and character throughout. Recent updates include a new furnace, trek porch, & a standby generator. Situated on 2.5 acres, this property is a serene escape while still being conveniently located near shopping, restaurants, schools, & major routes. Outside, you'll find a

  Coral Lane Real Broker CT, LLC

  99 Halls Hill Rd, Danielson, CT 06239
• 

  

  /38

  $499,900

  $5K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  35 Lebanon Hill Rd, Woodstock, CT 06281

  MOTIVATED SELLER...Welcome to 35 Lebanon Hill Road, a beautifully maintained home nestled in one of Woodstock's most sought-after areas. This property offers the perfect blend of rural charm and modern updates, set against the peaceful backdrop that makes Woodstock such a desirable place to make your home. Significant recent improvements provide both value and peace of mind, including a brand new

  Joshua Patraw eXp Realty

  35 Lebanon Hill Rd, Woodstock, CT 06281
• 

  

  /40

  $850,000

  • 4 Beds
  • 5 Baths
  • 5,479 Sq Ft

  316 Allen Hill Rd, Brooklyn, CT 06234

  Perfectly set on 2.3 picturesque acres, this exceptional Colonial estate in Brooklyn offers over 4,500 square feet of refined living in one of the most sought-after country settings. This residence blends timeless architecture with expansive, thoughtfully designed interiors over its 4 floors. A grand sense of scale defines the home, with generously proportioned living spaces, abundant natural

  Amy Brunet Brunet and Company Real Estate

  316 Allen Hill Rd, Brooklyn, CT 06234
• 

  /2

  $6,000,000

  • Land
  • 136.38 Acres
  • $43,995 per Acre

  0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234

  Welcome to Pinedale Farms, a rare large-scale development opportunity in the heart of Brooklyn. This offering includes 136.38 acres of industrial-zoned land along with the additional 2.8-acre parcel at 22 Allen Hill Rd, creating a substantial combined footprint of 139.18 acres for future projects. The property provides three access points which are 22 Allen Hill, south of 68 Allen Hill Rd and

  Adam Gumula Kazantzis Real Estate, LLC

  0 Allen Hill Rd Unit 24140370, Brooklyn, CT 06234
• 

  /2

  $99,000

  • Land
  • 1 Acre
  • $99,000 per Acre

  11 Cheney Rd, Pomfret Center, CT 06259

  Private back lot in a quiet location.

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  11 Cheney Rd, Pomfret Center, CT 06259
• 

  

  /10

  $385,000

  • 3 Beds
  • 2 Baths
  • 2,896 Sq Ft

  408 Huntington Rd, Scotland, CT 06264

  Charming home located at 408 Huntington Rd in Scotland, CT. Set on a spacious lot, this property offers a peaceful country setting with plenty of outdoor space. Inside, you'll find a functional layout with comfortable living areas, a bright kitchen, and well-sized bedrooms. All the wood floors were finished. Apartment on the second floor. A great opportunity for anyone looking for quiet living

  Nicole Garbutt RE/MAX Bell Park Realty

  408 Huntington Rd, Scotland, CT 06264
• 

  

  /11

  $799,900

  • Land
  • 56.4 Acres
  • $14,183 per Acre

  253 Brick Top Rd, Windham, CT 06280

  64+/- acres on Route 14, the largest parcel available in Willimantic with access to public water and sewer. Three parcels sell together, 253 Brick Top 56.40 acres, 303R Brick Top 5.75 acres, 267 Brick Top 1.64 acres. Allowed uses: schools, museums, clubs, daycare, nursing homes, camping areas, private clubs and recreational facilities, commercial kennels, boarding facilities Several existing

  David Mieczynski National Realty Advisors LLC

  253 Brick Top Rd, Windham, CT 06280
• 

  

  /39

  $3,200,000

  $4M PRICE DROP

  • Land
  • 99.43 Acres
  • $32,183 per Acre

  94 & 100 Hubbard Hil Klocek Rd, Killingly, CT 06239

  Rare 99.43 acre income producing estate. A once in a generation investment opportunity combining beautiful New England farmland, residential homes and a fully operational quarry - all strategically positioned minutes from I 395 in Killingly's thriving Quiet Corner. This is an ultimate investment for developers, agribusiness operators, or legacy family estates seeking immediate income streams and

  Jill Pilgrim William Pitt Sotheby's Int'l

  94 & 100 Hubbard Hil Klocek Rd, Killingly, CT 06239
• 

  

  /7

  $524,900

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,675 Sq Ft

  21 Westview Dr, Ashford, CT 06278

  To be built similar. Quality built and energy efficient, this 3 bedroom, 2.5 bath Custom Raised Ranch style home with 2 car garage will be built on private 1.47 acre lot. Part of the Ashford Lake Association community, you'll have lake views and access right down the street. This custom built home features high quality amenities and energy efficient construction. The main level has cathedral

  Kathleen Holland KW Legacy Partners

  21 Westview Dr, Ashford, CT 06278
• 

  

  /24

  $375,000

  • 5 Beds
  • 2 Baths
  • 2,285 Sq Ft

  796 Hampton Rd, Pomfret Center, CT 06259

  Opportunity shines in this spacious 2,285 sq. ft. ranch set on a beautiful 1.3-acre park-like lot in the desirable Pomfret area. The spacious main level offers 4 comfortable sized beds, 2 baths, hardwood floors, and a flexible layout ready for your vision. The lower-level walk-out basement features a legal in-law suite with 1 bed, 1 updated bath, and new tile floors, adding exceptional

  Shana Boyer Keller Williams Realty Leading Edge

  796 Hampton Rd, Pomfret Center, CT 06259
• 

  /2

  $750,000

  • Land
  • 16.9 Acres
  • $44,379 per Acre

  0 Wauregan Rd NE Unit 24143170, Plainfield, CT 06374

  Commercial land located at the Wauregan four corners. Prime spot for development. The 16.9 acres is a combination of 8 lots. Some lots may be able to sell individually. Dollar General is located across the way. Located near the old C & M Corporation and in the area of other Commercial Industrial Buildings.

  Cary Marcoux RE/MAX Bell Park Realty

  0 Wauregan Rd NE Unit 24143170, Plainfield, CT 06374
• 

  /2

  $2,816,000

  • Land
  • 11 Acres
  • $256,000 per Acre

  842 Hartford Pike, Dayville, CT 06241

  Property is basically level and gently sloping, Ideal site for development of Professional or Medical offices, Dental, Clinics, Retail outlets, Restaurants, Multi-Family units, Also by "Special Permit" Banks, Hotels & Motels, Self service storage facilities, distribution centers etc. See Sections 430 & 420.1 of the Killingly Zoning Regulations for a more comprehensive lists of permitted uses and

  Derek Greene Derek Greene

  842 Hartford Pike, Dayville, CT 06241
• 

  

  /40

  $479,900

  • 4 Beds
  • 2 Baths
  • 2,478 Sq Ft

  309 Oleary Rd, Thompson, CT 06277

  Welcome to 309 O'Leary Rd in Thompson, CT, a spacious & versatile property offering 1,400+ SF of main-level living plus 1,000+ SF in the finished lower-level in-law apartment! The main level features a dramatic living room w/ soaring vaulted ceilings that opens to a bright 4-season sunroom, creating an impressive flow of natural light & usable living space. Step outside to the enormous composite

  Jared Meehan RE/MAX Bell Park Realty

  309 Oleary Rd, Thompson, CT 06277
• 

  

  /40

  $2,100,000

  $400K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 7,772 Sq Ft

  357 Wrights Crossing Rd, Pomfret Center, CT 06259

  Reimagined in the early 1900s and surrounded by natural beauty, this extraordinary 41-acre estate offers unmatched privacy, timeless architecture, and refined craftsmanship. The 7,772 sq ft stone residence, crowned with a slate roof, is framed by rolling fields, mature trees, and manicured gardens. Inside, hand-carved moldings, elegant fireplaces, and artisan details reflect a level of quality

  Kristen Kaskela Berkshire Hathaway NE Prop.

  357 Wrights Crossing Rd, Pomfret Center, CT 06259
• 

  /2

  $144,900

  • Land
  • 5.02 Acres
  • $28,865 per Acre

  157 Lisbon Rd, Canterbury, CT 06331

  EMILY'S VALLEY IN CANTERBURY, CT. SUPERIOR PARCELS IN A REPRODUCTION STYLE NEIGHBORHOOD OF HIGH VALUE HOMES. IT'S WORTH THE EFFORT TO BUILD A NEW QUALITY HOUSE TO YOUR OWN SPECIFICATIONS. QUALITY COUNTRY LIFESTYLE, PLENTY OF NEARBY GOODS AND SERVICES, REASONABLE TAXES AND IN TOWN SCHOOLS WITH A CHOICE OF GREAT AREA HIGH SCHOOLS (FULLY PAID BY THE TOWN).

  Derek Greene Derek Greene

  157 Lisbon Rd, Canterbury, CT 06331
• 

  /2

  $199,000

  $346K PRICE DROP

  • Land
  • 1.06 Acres
  • $187,736 per Acre

  0A Norwich Rd, Plainfield, CT 06374

  Commercial lot in growing area. Recent Agway store next door. New Dollar General in view, O'Reilly Auto Parts about 3/10 of a mile to the south. Road frontage 75. City water near by and sewer, gas at street.

  Kathy Rickey Signature Properties of N.E.

  0A Norwich Rd, Plainfield, CT 06374
• 

  

  /29

  $500,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 1,795 Sq Ft

  99 Reilly Rd, Hampton, CT 06247

  Set back on 1.40 ACRES this 2026 Raised ranch is COMPLETED and can CLOSE ANYTIME! Last one available in a 3 lot subdivision. Brand new Stainless appliances in kitchen w/ white shaker cabinets, GRANITE and island. Vaulted ceiling open floor plan great for entertaining. BRIGHT Living room and dining area has slider to deck to enjoy your Fall evenings. Primary bedroom with its own bathroom, walkin

  Christine Johnson RE/MAX One

  99 Reilly Rd, Hampton, CT 06247
• 

  

  /33

  $950,000

  • 3 Beds
  • 4 Baths
  • 3,004 Sq Ft

  524 Wauregan Rd, Brooklyn, CT 06234

  Welcome to this exceptional, custom built brick home, set on a stunning piece of property where quality, craftsmanship, and timeless design come together beautifully. From the moment you step inside, you will appreciate the vaulted ceilings, open layout, and impressive mix of hardwood, marble and tile flooring. The heart of the home features a beautifully designed kitchen with quartz countertops,

  Mandy Gruslin Kazantzis Real Estate, LLC

  524 Wauregan Rd, Brooklyn, CT 06234
• 

  /2

  $2,195,000

  • Land
  • 216 Acres
  • $10,162 per Acre

  333 Breakneck Hill Rd, Killingly, CT 06241

  216+/- acre tract of absolutely gorgeous woodland with some fields, small stream, some wetlands, pine & hardwood forests, apple and chestnut trees, hiking and vehicle and Quad trails, Whole tract currently consists of 8 separate contiguous parcels of land with 650+/- feet of road frontage, this property is very sub-dividable, first parcel had a 9 lot sub-division, entitled: "Fawn Ridge"

  Derek Greene Derek Greene

  333 Breakneck Hill Rd, Killingly, CT 06241
• 

  /2

  $550,000

  • Land
  • 43.3 Acres
  • $12,702 per Acre

  0 N Canterbury Rd, Canterbury, CT 06331

  Discover the beauty and character of this stunning 43.3-acre parcel featuring a perfect blend of wooded areas and open fields, offering endless possibilities for your dream home, private retreat, recreational getaway, or future investment. A shared drive provides access beginning at a truly unique feature - an old covered bridge located on the property that is proudly listed on the National

  Danielle Bakanowsky Kazantzis Real Estate, LLC

  0 N Canterbury Rd, Canterbury, CT 06331
• 

  /2

  $159,500

  • Land
  • 2.8 Acres
  • $56,964 per Acre

  0 Brooklyn Rd Unit 24170004, Canterbury, CT 06331

  GREAT OPPORTUNITY FOR RESIDENTIAL DEVELOPMENT! 133 ACRES!! SOLD AS A PACKAGE ONLY WITH LISTING #24124218 TOTAL LAND BEING SOLD IS 133 ACRES(APPROX) and TOTAL ROAD FRONTAGE IS 350 FT(APPROX) WITH BOTH PARCELS COMBINED. BUYER TO PERFORM DUE DILIGENCE TO DETERMINE AVAILABLE LAND USE, ZONING REGULATIONS, UTILITES.

  Margaret Memoli Memoli&Memoli Real Estate,LLC

  0 Brooklyn Rd Unit 24170004, Canterbury, CT 06331

Showing Results 81 - 120, Page 3 of 4