







About Jennifer
I hold a Bachelor of Science in Elementary Education from Union Commonwealth University and a Master of Liberal Arts from Harvard University, with concentrations in Museum Studies and Nonprofit Management. My background in education and community development gives me a unique perspective on property values, local history, and the long-term potential of real estate in Appalachia.
Outside of real estate, I’m a proud daughter, wife, and mother, raising my family in Barbourville, where we embrace small-town life and the strong sense of community that comes with it. Whether you're relocating, investing, or looking for your forever home, I’m here to provide honest guidance, local expertise, and dedicated service from start to finish.
Transaction History
- 1 Year
- 2 Year
- 5 Year
Seller Deals
Buyer Deals
Seller Deals
Buyer Deals
Seller Deals
Buyer Deals
Jennifer's Listings and Deals
Jennifer's Recent Active Listings
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$118,000
- 3 Beds
- 1 Bath
- 1,056 Sq Ft
- 1730 Scott Branch Rd
- Barbourville, KY
This 3BR, 1BA ranch on 1 acre is a rare find for investors or DIY buyers! With 1,056 sq ft, the home is mid-remodel and being sold as-is, offering a head start on your finishing touches. Enjoy a spacious living area with plus a solid block foundation, crawl space and covered carport. There is an additional bonus room that could be a 4thBR. Nestled in a peaceful rural setting just minutes from
Jennifer Skidmore Highland Heritage Realty
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$199,500
- Land
- 13 Acres
- $15,896 per Acre
- 0 Green Acres Davis Bend Ky 3441
- Unit 25013243
- Barbourville, KY
Welcome to Green Acres—a breathtaking stretch of Kentucky land where wide open skies, rolling green hills, and simple living await. Nestled just outside the charming town of Barbourville, this beautiful parcel offers the rare opportunity to create your own homestead from the ground up. Whether you're dreaming of a hobby farm, a weekend retreat, or your forever home, this land is your blank
Jennifer Skidmore Highland Heritage Realty
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$218,333
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
- 903 W 8th St
- Corbin, KY
Welcome to your brand-new dream home in the heart of Corbin! This beautifully designed 3-bedroom, 2-bathroom residence offers modern comfort, thoughtful layout, and quality construction—all nestled on a 0.207-acre lot just minutes from everything Corbin has to offer.Currently under construction with an estimated completion date of August 1, 2025, this home gives you the unique opportunity to
Jennifer Skidmore Highland Heritage Realty
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$800,000
- 16 Beds
- 8 Baths
- 6,664 Sq Ft
- 448 N Hills Rd
- Corbin, KY
Prime Investment Opportunity in Corbin, KY - Multi-Unit Apartment Complex with Room to Expand!Attention investors! This exceptional multi-family property offers two apartment buildings, each featuring four spacious units—two on the ground floor and two on the top floor. Every apartment is designed for comfortable living, boasting two bedrooms and one bath, making it an attractive option for
Jennifer Skidmore Highland Heritage Realty
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$479,900
- 7 Beds
- 4 Baths
- 3,987 Sq Ft
- 109 Sycamore Dr
- Barbourville, KY
Welcome to Juliet's Place, a beautifully restored 5-bedroom, 3-bathroom residence in the heart of historic Barbourville. Currently operating as a successful short-term rental, this charming property is ideal for investors, multi-generational living, or anyone seeking a move-in ready home with built-in rental income.The main home features 5 spacious bedrooms, 3 full bathrooms and a wheelchair
Jennifer Skidmore Highland Heritage Realty
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$290,000
- 4 Beds
- 2.5 Baths
- 3,200 Sq Ft
- 513 Sharp Gap Rd
- Barbourville, KY
**Spacious Brick Home with Scenic Views in Barbourville, KY**Welcome to 513 Sharps Gap Road—a generously sized brick home nestled on a gently sloping hill in one of Barbourville's most serene settings. Surrounded by mature trees and lush greenery, this property offers the perfect blend of privacy, space, and timeless charm.This distinctive multi-level residence features an eye-catching red brick
Jennifer Skidmore Highland Heritage Realty
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$214,000
- 3 Beds
- 1 Bath
- 1,025 Sq Ft
- 3641 Cabin Creek Rd
- London, KY
Charming Country Retreat on 1.3 Acres Escape to your own slice of Kentucky paradise! This stunning 2-bedroom, 1-bathroom home sits on over 1.3 serene acres of gently rolling countryside, offering the perfect blend of privacy, comfort, and natural beauty—just a short drive from downtown London and close access to the lake!Step inside and feel right at home with a spacious open-concept layout,
Jennifer Skidmore Highland Heritage Realty
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$109,750
- 5 Beds
- 3 Baths
- 40 Pebble Dr
- Gray, KY
Don't miss this incredible investment opportunity! This bank-owned property is a five-bedroom, three-bathroom, mid-renovation home offering endless potential for investors or homeowners looking to add their personal touch. Situated in a quiet neighborhood in Gray, Kentucky, this home provides a spacious layout, just waiting for the right buyer to bring their vision to life.With renovations
Jennifer Skidmore Highland Heritage Realty
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Co-Listing Agent
$1,369,000
- 15 Beds
- 9.5 Baths
- 6,886 Sq Ft
- 202 Black St
- Barbourville, KY
Rare Investment Opportunity: Multi-Home Compound Near College & Downtown - SEKYInvestors and homeowners, don't miss this one-of-a-kind property featuring three homes on 1.07 acres within city limits! Offering a total of 15 bdrms and 9.5 baths, this privacy fenced compound is a perfect blend of historic charm and modern upgrades—ideal for short-term rentals (STRs), long-term rentals (LTRs), or
Jennifer Skidmore Highland Heritage Realty
Other Experience

