Monticello, KY Homes for Sale with Acreage

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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
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  /52

  $379,900

  • 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

  Dreama Bolin Lake Cumberland Real Estate Professionals

  139 Golden Pond Rd, Monticello, KY 42633
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  /107

  $699,900

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

  137 Indian Cave Subdivision, Monticello, KY 42633

  Home is back on the market due to no fault of the home. Don't miss this beauty! This is not just a beautiful brick home on 8 acres, it's a small estate. This stately two story home boasts a finished basement, attached oversized garage, detached oversized garage, lawn building, cleared and wooded acreage, regularly maintained geothermal heat and air system for energy costs savings, plus so much

  Matthew Fouch Keller Williams Commonwealth - Somerset

  137 Indian Cave Subdivision, 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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  /51

  Call for Price

  • Land
  • 430 Acres

  Twyfords Point Rd, Monticello, KY 42633

  ONLINE ONLY ABSOLUTE AUCTIONW Hwy 92/Twyford Point Rd. Monticello, KY 42633STARTS: TUESDAY AUGUST 5 10 AM EST.ENDS: TUESDAY AUGUST 19 BIDDING STARTS ENDING at 10 AM EST.OPEN HOUSE & FARM PREVIEW: SUNDAY AUGUST 10 1 - 4 PM EST. at 39 Twyford Point Rd., Monticello, KY 42633The Mark Massengale EstatePrime 430+/- Acre Farm Custom Home Barns Tenant

  Lee Amonett

  Twyfords Point Rd, Monticello, KY 42633
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  /28

  $70,000

  • Land
  • 10 Acres
  • $7,071 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
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  /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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  /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

  • 3 Beds
  • 2 Baths
  • 1,701 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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  /65

  $399,900

  • 2 Beds
  • 2 Baths
  • 2,996 Sq Ft

  202 Peaceful Cove Ln, Monticello, KY 42633

  Discover the potential of this rare lakefront gem nestled on 5+/- private acres with over 600 feet of pristine lake frontage. Enjoy breathtaking year-round views of the water from this 2-bedroom, 2-bath home—just minutes from the popular Conley Bottom Resort. Whether you're looking for a weekend getaway, vacation rental opportunity, or a full-time residence with unbeatable lake access, this

  HG Hickey III No Wake Real Estate

  202 Peaceful Cove Ln, Monticello, KY 42633
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  /77

  $455,000

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

  1681 Ky-1568, Monticello, KY 42633

  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 guards, hot water

  Heather McCarty Lake Cumberland Real Estate Professionals

  1681 Ky-1568, Monticello, KY 42633
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  /54

  $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
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  /51

  $500,000

  • 4 Beds
  • 4 Baths
  • 5,389 Sq Ft

  7494 W Highway 90, Monticello, KY 42633

  This stunning executive home offers the perfect blend of luxury and comfort, nestled on approximately 1.35 acres just minutes from both Conley Bottom and Dale Hollow Lake—ideal for those who love lake living and serene surroundings.Featuring 4 spacious bedrooms and 4 full bathrooms, this home provides ample space for family and guests. Gorgeous hardwood floors flow throughout the main

  Ronald Shaw Weichert Realtors Ford Brothers, Inc.

  7494 W Highway 90, Monticello, KY 42633
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  /90

  $525,000

  • 5 Beds
  • 3.5 Baths
  • 3,848 Sq Ft

  1636 Green Hill Estates Rd, Monticello, KY 42633

  Price Improvement on this AIRBNB or full time living for this year round lake view home on Lake Cumberland!! Conveniently located between Somerset and Monticello, it boasts over 3800 sq ft of living space with breathtaking lake views of beautiful Lake Cumberland. This one owner home was custom built with 5 spacious bedrooms and 3.5 bathrooms. A grand stone fireplace that gives privacy between

  Gina Hill Lake Cumberland Real Estate Professionals

  1636 Green Hill Estates Rd, Monticello, KY 42633
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  /53

  $749,900

  • 4 Beds
  • 2.5 Baths
  • 4,504 Sq Ft

  80 Sunset Vista Way, Monticello, KY 42633

  Unparalleled custom lake view home overlooking the main lake. One, of if not THE best view on the lake. Which, you won't appreciate until you're been absorbed by the magnificent sunsets. Great room, formal dining area, a super large kitchen with gas range plus a breakfast nook, bar & a wonderful walk in pantry. The deck runs along the entire back side of the property & overlooks a wonderfully

  Brad Bigelow CENTURY 21 Advantage Realty

  80 Sunset Vista Way, Monticello, KY 42633
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  /37

  $460,000

  • 5 Beds
  • 3.5 Baths
  • 2,392 Sq Ft

  114 Blevins Ridge Rd, Monticello, KY 42633

  Immerse yourself in the tranquility of lake life with this stunning, operational short-term rental home, offering breathtaking views of Lake Cumberland and less than 1 mile from Beaver Creek Marina. This spacious residence features 5 bedrooms and 3.5 baths, making it an ideal retreat for family gatherings and vacation rental. This property is an established short-term rental with future

  Jordan Adkins RO&CO Real Estate

  114 Blevins Ridge Rd, Monticello, KY 42633
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  /48

  $425,000

  2 W Hwy 92 Twyford Point Rd, Monticello, KY 42633

  ONLINE ONLY ABSOLUTE AUCTION W Hwy 92/Twyford Point Rd. • Monticello, KY 42633 STARTS: TUESDAY • AUGUST 5 • 10 AM EST. ENDS: TUESDAY • AUGUST 19 • BIDDING STARTS ENDING @ 10 AM EST. OPEN HOUSE & FARM PREVIEW: SUNDAY • AUGUST 10 • 1 - 4 PM EST. @ 39 Twyford Point Rd., Monticello, KY 42633 Custom Home, shop building and 8.53 +/- Acres. This 3 bedroom 2 bathroom custom home was constructed in

  Lee Amonett Amonett's Eagle Auction & Realty, LLC

  2 W Hwy 92 Twyford Point 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
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  /40

  $1,390,000

  • Land
  • 265 Acres
  • $5,246 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
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  /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
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  /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
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  /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
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  /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
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  /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
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  /24

  $179,900

  • Land
  • 44 Acres
  • $4,089 per Acre

  00 Simpson Hollow Rd, Monticello, KY 42633

  Discover 44 acres of scenic countryside in Monticello, Kentucky. This property offers the perfect combination of open pasture and wooded terrain. This rolling property is well-suited for livestock, horses, or hobby farming, with plenty of grazing space and room to expand. Need a property for homesteading? This could be your spot in the country.The land features beautiful wooded areas that

  Matthew Fouch Keller Williams Commonwealth - Somerset

  00 Simpson Hollow Rd, Monticello, KY 42633
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  /8

  $34,650

  • Land
  • 2.19 Acres
  • $15,822 per Acre

  Lots 18-21 Harmony Ln, Monticello, KY 42633

  Bring your home plans, tiny home plans too, and settle into the peace and quite of the southern Kentucky hills on this 2.19 acre lake retreat. Beaver Creek Marina is right up the road for easy lake access! If you want to get away from it all, this is the place. And it's very secluded! Plus No HOA. It would be a great tiny home camp with several building spots. No mobile homes and whatever you put

  Brad Bigelow CENTURY 21 Advantage Realty

  Lots 18-21 Harmony Ln, Monticello, KY 42633
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  /12

  $6,500

  • Land
  • 1.46 Acres
  • $4,452 per Acre

  Lot 2 Cumberland Shores, Monticello, KY 42633

  Spacious, almost an acre and a half lot. If you enjoy hiking, it is a short hike down to the lake. Plus it is close to several ramps for easy lake access. Lots of privacy! Few neighbors, underground utilities and a low tax rate make this a highly desirable property. Think Gatlinburg!! Restrictions are minor, 1500 sq ft minimum- no mobile homes or campers, no junk cars, no livestock. Maintenance

  Brad Bigelow CENTURY 21 Advantage Realty

  Lot 2 Cumberland Shores, Monticello, KY 42633
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  /47

  $185,500

  • 2 Beds
  • 1 Bath
  • 1,120 Sq Ft

  107 Wisteria Ln, Monticello, KY 42633

  Charming & Energy-Efficient Home!This inviting property features two generously sized bedrooms and an open-concept layout that includes a breakfast bar—perfect for casual dining or entertaining. Enjoy peace of mind and lower utility bills with Energy Star-certified upgrades and energy-efficient systems throughout. Relax outdoors on the spacious front porch or host summer gatherings on the

  Kathy Dick Premier Properties of Lake Cumberland, Inc.

  107 Wisteria Ln, Monticello, KY 42633
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  /60

  $264,900

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  70 Highway 3285, Monticello, KY 42633

  Country Living at Its Finest!This 2012 manufactured home offers over 1,500 square feet of comfortable living space with 3 spacious bedrooms and 2 full baths. Step inside to discover a bright, open floor plan featuring oversized rooms, a relaxing tub/shower combo, and a kitchen complete with a double refrigerator and island —perfect for entertaining or everyday convenience.Nestled on

  Brandon Davis No Wake Real Estate

  70 Highway 3285, Monticello, KY 42633
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  /51

  $49,900

  • Land
  • 1.29 Acres
  • $38,682 per Acre

  481 Buffalo Trace Rd, Monticello, KY 42633

  Now offering multiple vacation lots just 3 miles from Conley Bottom Resort & Marina on beautiful Lake Cumberland! These versatile properties are newly approved for campers, barndominiums, and short-term rentals, making them ideal for your personal retreat or a smart investment. Whether you're looking to build a custom getaway or set up a vacation rental, there's a lot to fit your vision and

  Brandon Davis No Wake Real Estate

  481 Buffalo Trace Rd, Monticello, KY 42633
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  /51

  $59,900

  • Land
  • 1.85 Acres
  • $32,378 per Acre

  483 Buffalo Trace Rd, Monticello, KY 42633

  Now offering multiple vacation lots just 3 miles from Conley Bottom Resort & Marina on beautiful Lake Cumberland! These versatile properties are newly approved for campers, barndominiums, and short-term rentals, making them ideal for your personal retreat or a smart investment. Whether you're looking to build a custom getaway or set up a vacation rental, there's a lot to fit your vision and

  Brandon Davis No Wake Real Estate

  483 Buffalo Trace Rd, Monticello, KY 42633
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  /51

  $69,900

  • Land
  • 2.07 Acres
  • $33,768 per Acre

  479 Buffalo Trace Rd, Monticello, KY 42633

  Now offering multiple vacation lots just 3 miles from Conley Bottom Resort & Marina on beautiful Lake Cumberland! These versatile properties are newly approved for campers, barndominiums, and short-term rentals, making them ideal for your personal retreat or a smart investment. Whether you're looking to build a custom getaway or set up a vacation rental, there's a lot to fit your vision and

  Brandon Davis No Wake Real Estate

  479 Buffalo Trace Rd, Monticello, KY 42633
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  /51

  $65,000

  • Land
  • 1.35 Acres
  • $48,148 per Acre

  459 Buffalo Trace Rd, Monticello, KY 42633

  Now offering multiple vacation lots just 3 miles from Conley Bottom Resort & Marina on beautiful Lake Cumberland! These versatile properties are newly approved for campers, barndominiums, and short-term rentals, making them ideal for your personal retreat or a smart investment. Whether you're looking to build a custom getaway or set up a vacation rental, there's a lot to fit your vision and

  Brandon Davis No Wake Real Estate

  459 Buffalo Trace Rd, Monticello, KY 42633
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  /11

  $12,000

  • Land
  • 1.53 Acres
  • $7,843 per Acre

  Lot 74 Sandstone Point Trail, Monticello, KY 42633

  Stake your claim on this sprawling 1.53-acre lot in Sandstone Point a gated community, just 5 miles from Beaver Creek Marina.Appreciate quality living with community-wide restrictions that enhance the charm and protect your investment. A minimum 1400 sq ft building size. No mobile homes or doublewides, preserving the community's charm. Pending approval, innovative barndominiums are an

  Brad Bigelow CENTURY 21 Advantage Realty

  Lot 74 Sandstone Point Trail, Monticello, KY 42633
• 

  

  /19

  $15,000

  • Land
  • 1.23 Acres
  • $12,195 per Acre

  132 Deerview Dr, Monticello, KY 42633

  Don't miss your opportunity to own one of the few remaining lots in Fall Creek Heights Subdivision—just minutes from Conley Bottom Resort and several nearby boat ramps. These lots haven't been available in over a decade, and this location offers one of the best values near Conley Bottom. Take advantage of this rare opportunity—call today. Lot 67 - 1.23 Acre

  Brandon Davis No Wake Real Estate

  132 Deerview Dr, Monticello, KY 42633
• 

  

  /17

  $33,000

  • Land
  • 1.68 Acres
  • $19,643 per Acre

  246 Fall Cir, Monticello, KY 42633

  Don't miss your opportunity to own one of the few remaining lots in Fall Creek Heights Subdivision—just minutes from Conley Bottom Resort and several nearby boat ramps. These lots haven't been available in over a decade, and this location offers one of the best values near Conley Bottom. Take advantage of this rare opportunity—call today. Lots 13, 14 and 15 - 1.68 Acres

  Brandon Davis No Wake Real Estate

  246 Fall Cir, Monticello, KY 42633
• 

  

  /21

  $33,000

  • Land
  • 1.83 Acres
  • $18,033 per Acre

  618 Fall Cir, Monticello, KY 42633

  Don't miss your opportunity to own one of the few remaining lots in Fall Creek Heights Subdivision—just minutes from Conley Bottom Resort and several nearby boat ramps. These lots haven't been available in over a decade, and this location offers one of the best values near Conley Bottom. Take advantage of this rare opportunity—call today. Lots 36, 37 and 38. 1.83 Acres

  Brandon Davis No Wake Real Estate

  618 Fall Cir, Monticello, KY 42633
• 

  

  /23

  $154,900

  • Land
  • 41 Acres
  • $3,778 per Acre

  424 Mitt Foster Rd, Monticello, KY 42633

  Escape to your own private retreat in the mountains of Wayne County, Kentucky! This stunning property boasts over 41 acres +\- of sprawling land, complete with a 20 x 20 unfinished cabin waiting for your personal touch. Additionally, you'll find two hunting blinds strategically placed for optimal hunting opportunities, as well as a hundred yards by approximately 30 yards food plot to attract

  Jason Bertram Cardinal Realty & Auction LLC

  424 Mitt Foster Rd, Monticello, KY 42633

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