Homes for Sale in 42633

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  /4

  $350,000

  • Land
  • 177 Acres
  • $1,977 per Acre

  0 Kentucky 92 Unit HWY 92 NEAR DICKS GR, Monticello, KY 42633

  Located near the beautiful Lake Cumberland, this 177 acers tract of hilltops and rolling lands offers view and convenience. Located near Monticello, the county seat of Wayne County property would be great for, timber harvest and development or your own personal compound. Adjoining horse farms and pasture lands make for a scenic drive home.

  

  Bill Borden

  High Caliber Realty, Inc.

  (606) 268-6348

  0 Kentucky 92 Unit HWY 92 NEAR DICKS GR, Monticello, KY 42633
• 

  

  

  /91

  $699,900

  • 5 Beds
  • 4.5 Baths
  • 5,678 Sq Ft

  137 Indian Cave Subdivision, Monticello, KY 42633

  Matthew Fouch Keller Williams Commonwealth - Somerset

  137 Indian Cave Subdivision, Monticello, KY 42633
• 

  

  

  /52

  $369,900

  • 4 Beds
  • 3 Baths
  • 1,499 Sq Ft

  139 Golden Pond Rd, Monticello, KY 42633

  Escape to your private wooded retreat with this charming log cabin and cozy guest house, nestled among mature trees with seasonal views of Lake Cumberland near Conley Bottom. The main home blends rustic character with modern finishes, featuring two bedrooms and one full bath on the main level, centered around a jaw-dropping stone fireplace. The kitchen showcases beautiful butcher block

  The Dream Team Real Estate Professionals - Dreama Bolin Lake Cumberland Real Estate Professionals

  139 Golden Pond Rd, Monticello, KY 42633
• 

  

  

  /50

  $999,000

  • 10 Beds
  • 9 Baths
  • 5,500 Sq Ft

  597 Lost Hollow Rd, Monticello, KY 42633

  Nestled deep within 300 acres of peaceful countryside, this breathtaking 10-bedroom, 9-bathroom estate offers unmatched privacy, beauty, and space. Surrounded by mature timber, flowing creeks, and scenic landscapes, the property features nearly 60 acres of tillable cropland-perfect for farming or lease income. A charming old wooden covered bridge adds rustic character, while winding streams and

  Billy Hackworth Hayden Outdoors Real Estate

  597 Lost Hollow Rd, Monticello, KY 42633
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  /28

  $60,000

  • Land
  • 10 Acres
  • $6,061 per Acre

  4813 Brammer Hill Ridge Rd, Monticello, KY 42633

  Located just 15 minutes from both Monticello and Somerset, this beautiful 9.9-acre property offers the perfect mix of country living and convenience. Situated on the east side of Highway 90 in rural Wayne County, this tract is only a short drive from the stunning Lake Cumberland, making it an ideal spot for outdoor enthusiasts. Whether you're looking for a peaceful retreat or a year-round

  Billy Hackworth Hayden Outdoors Real Estate

  4813 Brammer Hill Ridge Rd, Monticello, KY 42633
• 

  

  /40

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  365 Green Hill Estates Rd, Monticello, KY 42633

  This adorable 3BR 2BA home is move in ready and includes all appliances plus washer and dryer. It has been a lake home for 20 years so very little wear and tear. The location is beautiful with rolling farm land behind and in front a gorgeeous view of Lake Cumberland. It would be perfect for someone who likes to boat and enjoy lake activities as it is only a few miles from Conley Bottom and

  Kathy Sears CENTURY 21 Advantage Realty

  365 Green Hill Estates Rd, Monticello, KY 42633
• 

  

  /49

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  8481 Ky-1546, Monticello, KY 42633

  Check out this fully updated modern farmhouse with 3 bdr, 2 ba, 2 car garage sitting. The home has open concept living room and kitchen, with a custom propane fireplace in the living room. There is a walk-in pantry located just off of the kitchen, stainless steel appliances, and quartz countertops.The home has a split layout floorpan, with two bedrooms and one bathroom on the opposite

  Karen Scalf Weichert Realtors Ford Brothers, Inc.

  8481 Ky-1546, Monticello, KY 42633
• 

  

  /57

  $354,900

  • 5 Beds
  • 3 Baths
  • 2,640 Sq Ft

  568 Golden Pond Rd, Monticello, KY 42633

  Beautifully maintained income producing vacation rental is a 5-bedroom, 3-bath home in the highly sought-after Golden Pond Resort community. This spacious 2,640 sq. ft. home sits on a .50+/- acre lot and offers the perfect Lake Cumberland lifestyle-ideal for vacation living, retirement, or short-term rental income. The open-concept main level features a large living and dining area with

  Dylan Jones Cardinal Realty & Auction LLC

  568 Golden Pond Rd, Monticello, KY 42633
• 

  

  /57

  $365,000

  • 3 Beds
  • 3 Baths
  • 2,236 Sq Ft

  625 Sunset Blvd, Monticello, KY 42633

  You will love this immaculate 3-bedroom, 3-bath home that is located at the end of the street in Westwood Estates. This one owner home is minutes from downtown, shopping, medical, & schools. Enter the home into a nice foyer that leads you to a large living room with cathedral ceiling and a large formal dining room. The home offers an open floor plan from the living room into the kitchen where

  Donna Roberts Access Realty & Auction

  625 Sunset Blvd, Monticello, KY 42633
• 

  

  /57

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  8 Gehring Way, Monticello, KY 42633

  Welcome to your dream retreat! This beautifully custom-built 4-bedroom, 2-bathroom home sits on a picturesque 2-acre lot, offering the perfect blend of privacy, comfort, and outdoor living. With over 1,800 square feet of thoughtfully designed living space, this home is ideal for full-time living, a vacation getaway, or a lake lover's paradise. Step inside to find a spacious open floor plan filled

  HG Hickey III No Wake Real Estate

  8 Gehring Way, Monticello, KY 42633
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  /84

  $305,000

  • 4 Beds
  • 3 Baths
  • 3,384 Sq Ft

  140 Damron Dr, Monticello, KY 42633

  Discover the perfect blend of convenience and comfort in this 4-bedroom, 3-bath ranch home. Located in the city limits of Monticello, you will be close to shopping, restaurants, medical, as well as local schools. Most of the flooring is hardwood, a bonus room upstairs, full basement with garage and large open room with lots of storage closets. Home has recently been painted throughout. Step out

  H Allen Clark Access Realty & Auction

  140 Damron Dr, Monticello, KY 42633
• 

  

  /40

  $290,000

  • 4 Beds
  • 3.5 Baths
  • 3,416 Sq Ft

  398 Auction St, Monticello, KY 42633

  If you're looking for privacy and seclusion without being far from town, this could be the property for you! This custom built home is located at the end of a dead end street and is tucked away on 3.44 acres. The elevated back yard and large windows offer many opportunities to take in the mountain views!A few things to love about this home:-4 bedrooms, 4 bathrooms-Beautiful

  Hannah York Lake Cumberland Real Estate Professionals

  398 Auction St, Monticello, KY 42633
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  /68

  $645,900

  • 4 Beds
  • 3.5 Baths
  • 2,177 Sq Ft

  1560 Bell Phipps Rd, Monticello, KY 42633

  Never-Before-Seen GEM Now on the Market!This truly one-of-a-kind property is overflowing with charm, character, and endless amenities. Nestled on a picturesque 3-acre setting, the main home boasts soaring 12-ft ceilings, stained glass windows, a laundry chute, steam room, oversized garage, and thoughtfully crafted built-ins throughout—including a custom primary bed with extra storage. You'll

  Farrah Dobbs Lake Cumberland Real Estate Professionals

  1560 Bell Phipps Rd, Monticello, KY 42633
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  /77

  $435,000

  • 5 Beds
  • 5 Baths
  • 4,298 Sq Ft

  1681 Ky-1568, Monticello, KY 42633

  MOTIVATED SELLERS! This newly updated 5 bed, 5 bath home sits on a full acre between Conley Bottom and Burnside—a prime spot for boating lovers and lake life dreamers. With gorgeous wood beams adding warmth and character, and a huge finished basement (potential 6th bedroom or your dream home office), there's room for everyone and then some. Some of the updates include new flooring, gutters, leaf

  Heather McCarty Lake Cumberland Real Estate Professionals

  1681 Ky-1568, Monticello, KY 42633
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  /94

  $275,900

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft

  507 Lockett St, Monticello, KY 42633

  Welcome to this beautifully maintained brick home that is located on Lockett Street in one of Monticello's well established neighborhoods. This 3 bedroom, 2 bath home offers a great layout for family and entertaining. Home offers one level living with a formal dining/ living room, family room and a large sun-room. A large kitchen with plenty of cabinets, stove top, built in oven, and eat in

  Donna Roberts Access Realty & Auction

  507 Lockett St, Monticello, KY 42633
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  /105

  $299,900

  • 3 Beds
  • 2.5 Baths
  • 2,038 Sq Ft

  290 Clubhouse Dr, Stearns, KY 42647

  Discover the charm of this beautifully remodeled historic Stearns home on prominent Clubhouse Drive, now available with seller financing. Showcasing exceptional curb appeal, this property welcomes you with a stunning new paver driveway,auto tree lighting circuit and lovely covered back patio offering great views.Inside,relax in the sunroom or cozy up in the living room by the fireplace.A separate

  Seth Burton Lake Cumberland Real Estate Professionals

  290 Clubhouse Dr, Stearns, KY 42647
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  /44

  $284,900

  • 3 Beds
  • 2 Baths
  • 2,654 Sq Ft

  25 Flint Ridge Rd, Monticello, KY 42633

  Welcome to 25 Flint Ridge Road, a beautiful 3-bedroom, 2-bathroom brick home nestled on a generous 1.1+/- acre lot in the sought-after Eastview Subdivision of Monticello, Kentucky. Boasting 2,654 square feet of thoughtfully designed living space, this residence offers the perfect blend of quality craftsmanship, timeless style, and peaceful, country living. Built in 1993, this spacious

  Dylan Jones Cardinal Realty & Auction LLC

  25 Flint Ridge Rd, Monticello, KY 42633
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  /34

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  174 Wade Park Dr, Monticello, KY 42633

  Hannah York Lake Cumberland Real Estate Professionals

  174 Wade Park Dr, Monticello, KY 42633
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  /36

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  96 Big Beech Ln, Monticello, KY 42633

  Jill Ramsey CENTURY 21 Advantage Realty

  96 Big Beech Ln, Monticello, KY 42633
• 

  

  /28

  $269,900 New Construction

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  2 Lighthouse Rd, Monticello, KY 42633

  Lake Lovers! Lot 2 Lighthouse Road, nestled in the Mill Springs Area of Monticello, is a brand-new construction that is being sold fully furnished, including all kitchen appliances, washer and dryer, and is approx. 3 miles from Conley Bottom! If you're looking for an Airbnb, weekend retreat, or a full-time home, this location provides easy access to Lake Cumberland. The interior has practicality

  Lisa Lowe Re/Max Country Lakes

  2 Lighthouse Rd, Monticello, KY 42633
• 

  

  /29

  $25,000

  • Land
  • 0.77 Acre
  • $32,468 per Acre

  62 Brittany Dr, Monticello, KY 42633

  Buildable Lots Near Lake Cumberland - Multiple Options!Located just minutes from Lake Cumberland and Ramsey's Point boat ramp, these prime lots offer the ideal location for your lake home or investment property. Choose from three different lot sizes with flexible purchase options to suit your needs. Enjoy quick access to boating, fishing, and outdoor recreation in one of Kentucky's most

  Brandon Davis No Wake Real Estate

  62 Brittany Dr, Monticello, KY 42633
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  /29

  $35,000

  • Land
  • 1.72 Acres
  • $20,349 per Acre

  61 Brittany Dr, Monticello, KY 42633

  Buildable Lots Near Lake Cumberland - Multiple Options!Located just minutes from Lake Cumberland and Ramsey's Point boat ramp, these prime lots offer the ideal location for your lake home or investment property. Choose from three different lot sizes with flexible purchase options to suit your needs. Enjoy quick access to boating, fishing, and outdoor recreation in one of Kentucky's most

  Brandon Davis No Wake Real Estate

  61 Brittany Dr, Monticello, KY 42633
• 

  

  /29

  $25,000

  • Land
  • 0.97 Acre
  • $25,773 per Acre

  26 Brittany Dr, Monticello, KY 42633

  Buildable Lots Near Lake Cumberland - Multiple Options!Located just minutes from Lake Cumberland and Ramsey's Point boat ramp, these prime lots offer the ideal location for your lake home or investment property. Choose from three different lot sizes with flexible purchase options to suit your needs. Enjoy quick access to boating, fishing, and outdoor recreation in one of Kentucky's most

  Brandon Davis No Wake Real Estate

  26 Brittany Dr, Monticello, KY 42633
• 

  

  /12

  $10,000

  • Land
  • 2.50 Acres
  • $4,000 per Acre

  9999 Old Zula Rd, Monticello, KY 42633

  This heavily wooded 2.5-acre lot is centrally located between your favorite spots for fishing, boating and hiking! Enjoy quick access to Highway 90 from this location, about 10 minutes west of Monticello. Drive 35 minutes to Dale Hollow Lake, Lake Cumberland's Grider Hill Marina, Conley Bottom Resort or Burnside Marina. Or enjoy breathtaking views of Otter Creek just a minute up the road, or 76

  Charlotte Ikerd Key Players Real Estate

  9999 Old Zula Rd, Monticello, KY 42633
• 

  

  /49

  $399,000

  • 8 Beds
  • 4 Baths
  • 2,688 Sq Ft

  175 Golden Pond Rd, Monticello, KY 42633

  This remarkable duplex in Golden Pond Resort offers proven short-term rental income (rental history available from the listing agent) and is located just minutes from Conley Bottom Marina and multiple private ramps. The upper level features 4 spacious bedrooms and 2 full bathrooms, while the lower level offers another 4 bedrooms and 2 full baths. Each unit has its own entrance and there is no

  Dylan Jones Cardinal Realty & Auction LLC

  175 Golden Pond Rd, Monticello, KY 42633
• 

  

  /19

  $149,900

  • 3 Beds
  • 1 Bath
  • 1,591 Sq Ft

  8459 Kentucky 90, Monticello, KY 42633

  Charming 3-Bedroom Home on 1.55 Acres- Prime Location Near Conley Bottom Marina on beautiful Lake Cumberland. Discover the potential in this cozy 3 bedroom, 1 bath home nestled on a spacious 1.55 acre-lot right off Highway 90, just before the turn to Conley Bottom Marina. Whether you're looking for a weekend retreat, a full-time residence, or an investment opportunity, this property

  James Wilson CENTURY 21 Advantage Realty

  8459 Kentucky 90, Monticello, KY 42633
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  /28

  $79,000

  • 1 Bed
  • 120 Sq Ft

  25 Cart Bell Ln, Monticello, KY 42633

  Rustic off-grid cabin tucked away on 2.89 +/-mostly wooded acres, just minutes from multiple Beaver Creek Resort. This secluded getaway offers peace and privacy, ideal for nature lovers, weekend adventurers, or those seeking a hunting retreat.The cabin does not currently have running water, but city water is available at the road, giving future owners flexibility to connect or keep it

  HG Hickey III No Wake Real Estate

  25 Cart Bell Ln, Monticello, KY 42633
• 

  

  /30

  $149,000

  • 2 Beds
  • 1 Bath
  • 1,800 Sq Ft

  504 S 1808 Hwy, Monticello, KY 42633

  This brick ranch style home boasts two bedrooms, living room, kitchen, large dining room, utility room, bathroom, sun room, large covered back deck, central heat and air and 2 car metal detached garage. Home sits on Lot 10 Hartland Subdivision. The owner was in the process of remodeling when he was relocated. With a little finish work this would make a very nice and

  Mark Neal Neal Realty & Auction

  504 S 1808 Hwy, Monticello, KY 42633
• 

  

  /40

  $1,290,000

  • Land
  • 265 Acres
  • $4,869 per Acre

  9999 George Garner Rd, Monticello, KY 42633

  Rare opportunity to own the largest available tract on Lake Cumberland! This incredible 264.95-acre property offers unmatched privacy, breathtaking lake views, and endless potential. Build your dream home tucked within a forest of mixed hardwoods teeming with diverse wildlife. With approximately 3.5 miles of lake frontage and access to Beaver Creek, this property borders the Army Corps of

  Sallye Broyles RE/MAX LakeTime Realty

  9999 George Garner Rd, Monticello, KY 42633
• 

  

  /28

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  299 Mercer Dr, Monticello, KY 42633

  Welcome to this absolute dollhouse! This charming home offers 3 bedrooms and 2 bathrooms, nestled in the heart of town yet providing a sense of privacy. The master bedroom is conveniently located on the main floor, with updated flooring and a modern kitchen and bath enhancing the interior. Enjoy relaxing in the bonus sunroom or entertaining in the beautiful yard. Additional features include a

  Millie King Weaver Lake Cumberland Real Estate Professionals

  299 Mercer Dr, Monticello, KY 42633
• 

  

  /16

  $160,000

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  211 Hwy 1568, Monticello, KY 42633

  Investment Opportunity!Spacious 3-bedroom, 2.5-bath home featuring a large eat-in kitchen, a comfortable living room with a charming brick fireplace, and a separate family/entertainment room—perfect for relaxing or hosting. The property also includes a storage shed for added convenience.Offering excellent rental income potential or future value appreciation, this home is ideal for

  Monica Reed Godby Realty & Auction

  211 Hwy 1568, Monticello, KY 42633
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  /60

  $394,000

  • 4 Beds
  • 3 Baths
  • 3,416 Sq Ft

  35 Guinn Dr, Monticello, KY 42633

  NEW ROOF! Discover the perfect blend of comfort and convenience in this gorgeous brick home, ideally located just minutes from the heart of downtown Monticello and the scenic Conley Bottom Resort. As you enter the main floor, you'll be greeted by a spacious living room that seamlessly flows into the dining area, complete with a inviting fireplace that creates the perfect atmosphere for

  Kansas Petrey Key Players Real Estate

  35 Guinn Dr, Monticello, KY 42633
• 

  

  /7

  $65,500

  • Land
  • 0.53 Acre
  • $123,585 per Acre

  396 Lighthouse Rd, Monticello, KY 42633

  Build the bandominium, bring the camper or make that tiny home dream vacation spot! Lot is within minutes of Conley Bottom Marina and Mill Springs. This lot already comes with Electric Meter, Septic Installed permits for water and perk tested! Lightly restricted allowing options and protection for your investiment all while providing you beautiful farm and mountain views while having you

  Derek Morrow Weichert Realtors Ford Brothers, Inc.

  396 Lighthouse Rd, Monticello, KY 42633
• 

  

  /5

  $79,900

  • Land
  • 9 Acres
  • $8,704 per Acre

  004 Sally Burnett Rd, Monticello, KY 42633

  Discover the perfect blend of privacy, freedom, and convenience with this 9.18+/-acre unrestricted property located just a few miles outside the city limits of Monticello, KY. Nestled in a serene natural setting, this beautiful tract of land offers endless possibilities — whether you're looking to build your dream home, start a hobby farm, set up a weekend retreat, or invest in a recreational

  HG Hickey III No Wake Real Estate

  004 Sally Burnett Rd, Monticello, KY 42633
• 

  

  /12

  $79,900

  • Land
  • 9 Acres
  • $8,723 per Acre

  003 Sally Burnett Rd, Monticello, KY 42633

  Discover the perfect blend of privacy, freedom, and convenience with this 9.16+/-acre unrestricted property located just a few miles outside the city limits of Monticello, KY. Nestled in a serene natural setting, this beautiful tract of land offers endless possibilities — whether you're looking to build your dream home, start a hobby farm, set up a weekend retreat, or invest in a recreational

  HG Hickey III No Wake Real Estate

  003 Sally Burnett Rd, Monticello, KY 42633
• 

  

  /10

  $79,900

  • Land
  • 9 Acres
  • $8,751 per Acre

  002 Sally Burnett Rd, Monticello, KY 42633

  Discover the perfect blend of privacy, freedom, and convenience with this 9.13+/-acre unrestricted property located just a few miles outside the city limits of Monticello, KY. Nestled in a serene natural setting, this beautiful tract of land offers endless possibilities — whether you're looking to build your dream home, start a hobby farm, set up a weekend retreat, or invest in a recreational

  HG Hickey III No Wake Real Estate

  002 Sally Burnett Rd, Monticello, KY 42633
• 

  

  /7

  $79,900

  • Land
  • 9 Acres
  • $8,848 per Acre

  001 Sally Burnett Rd, Monticello, KY 42633

  Discover the perfect blend of privacy, freedom, and convenience with this 9.03 +/-acre unrestricted property located just a few miles outside the city limits of Monticello, KY. Nestled in a serene natural setting, this beautiful tract of land offers endless possibilities — whether you're looking to build your dream home, start a hobby farm, set up a weekend retreat, or invest in a recreational

  HG Hickey III No Wake Real Estate

  001 Sally Burnett Rd, Monticello, KY 42633
• 

  

  /35

  $129,900

  • 2 Beds
  • 1 Bath
  • 1,155 Sq Ft

  16818 Highway 200, Monticello, KY 42633

  Country living at its core! This lovely farmhouse is sitting on 4.5 acres of both wooded and clear land. Inside you'll find 2 bedrooms, 1 bathroom and a large sunroom with oversized windows. All appliances including washer and dryer convey with the home. Outside there is a barn with hay loft, a multi-room shed, root cellar and beautiful shade trees. This property offers privacy and everything you

  Erica Nalle Weichert Realtors Ford Brothers, Inc.

  16818 Highway 200, Monticello, KY 42633
• 

  

  /4

  $17,900

  • Land
  • 0.48 Acre
  • $37,292 per Acre

  1424 Kelsey Rd, Monticello, KY 42633

  Nice building lot. 48 +\- acre building lot Property Overview • Size: 0.48 acre • Zoning: Non‐restricted building lot (ideal for modular home, stick build, tiny home, RV, barn, shop) • Location: Kelsey Road, Windy community, Monticello, KY • Setting: Quiet country living, likely with trees and rolling terrain • Price: $17,900 Access & Utilities • Accessible via Kelsey Road (paved or gravel)

  Jason Bertram Cardinal Realty & Auction LLC

  1424 Kelsey Rd, Monticello, KY 42633
• 

  

  /8

  $142,000

  • Land
  • 19 Acres
  • $7,438 per Acre

  1119 Harmon Creek Rd, Monticello, KY 42633

  19.09 Acres of unrestricted wooded land on Lake Cumberland. Located on a quiet, rural road with stunning lake views, it provides walking access to the water. With a current survey, this property has around 940 feet of Lake Frontage adjoining the Army Corps of Engineers, and 174.90 feet of road frontage on Harmon Creek Road. A Perfect location for building your dream lake retreat or exploring

  Barry Cooper Re/Max Country Lakes

  1119 Harmon Creek Rd, Monticello, KY 42633

Showing Results 1 - 40, Page 1 of 4