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$445,000
6 Beds ⋅ 2 Baths ⋅ 26024385 MLS
Turnkey investment opportunity in the heart of Lexington's highly desirable Kenwick neighborhood in 40502! This fully occupied duplex offers immediate rental income with both units currently leased and tenants paying all utilities. The downstairs unit rents for $1,500/month with a lease through 2/28/2027, while the upstairs unit rents for $1,580/month with a lease through 1/31/2027—providing $3,080 in combined monthly rent and $36,960 in annual gross rental income. Located just minutes from the University of Kentucky, downtown Lexington, Chevy Chase, shopping, dining and entertainment, this property offers an outstanding location with strong long-term rental appeal. Whether you're looking to expand your portfolio or secure a multifamily property in one of Lexington's most sought-after areas, 270 Sherman Avenue deserves a serious look. Schedule your showing today!

270 Sherman Ave, Lexington
$110,000
2 Beds ⋅ 2 Baths ⋅ 26023793 MLS
Discover the investment potential of 511 E. 7th Street, a shotgun-style duplex offering two separate living spaces under one roof. Each unit features one bedroom, one full bath, a kitchen, and a combined living area, creating an efficient and functional layout. Low-maintenance tile flooring throughout and a metal roof. An important feature of this property is the shared parking arrangement: the driveway and parking area located behind 507 E. 7th Street also provide parking access for 511 E. 7th Street. This property is offered together with 507 E. 7th Street. Asking price for both properties together is $220,000. These properties are not offered individually at this time; combined sale with 507 E. 7th St only.

511 E 7th St, Lexington
$110,000
2 Beds ⋅ 2 Baths ⋅ 26023789 MLS
Discover the investment potential of 507 E. 7th Street, a shotgun-style duplex offering two separate living spaces under one roof. Each unit features one bedroom, one full bath, a kitchen, and a combined living area, creating an efficient and functional layout. Low-maintenance tile flooring throughout and a metal roof. The property also offers the convenience of off-street parking. An important feature of this property is the shared parking arrangement: the driveway and parking area located behind 507 E. 7th Street also provides parking access for 511 E. 7th Street. This property is offered together with 511 E. 7th Street. Asking price for both properties together is $220,000. These properties are not offered separately at this time.

507 E 7th St, Lexington
$275,900
4 Beds ⋅ 2 Baths ⋅ 26023397 MLS
1840 Chatsworth Drive - Lexington, KY Excellent investment opportunity in Lexington! This fully occupied duplex offers 4 bedrooms and 2 full bathrooms total, with each unit featuring a comfortable 2-bedroom, 1-bath layout. Both sides are currently rented, providing immediate income for the new owner. One unit rents for $1,095 per month, while the other is occupied by long-term tenants at $760 per month, which is significantly below current market rent and offers excellent potential for future rental income growth. With established tenants already in place and the opportunity to increase rents over time, this property is a great addition to an existing rental portfolio or an excellent entry into multifamily investing. Please do not disturb tenants. Showings by appointment only, 48 hour notice required.

1840 Chatsworth Dr, Lexington
$924,900
16 Beds ⋅ 8 Baths ⋅ 26022566 MLS
Attention Investors! 8-Unit Apartment Building. Turn-Key Investment Opportunity With Immediate Value-Add Potential! All the heavy lifting has already been done on this fully occupied asset, making it an easy addition to your portfolio. Recent major capital improvements include a newer roof, gutters, windows, siding, and breaker panels. Several units have also been recently updated/renovated, creating a strong blend of current stability and upside through future interior updates. The property is currently 100% occupied, with all tenants (8) on month-to-month leases, offering maximum flexibility for rent increases, additional renovations, or portfolio repositioning. 5 of 8 tenants are long-term residents who would love to stay, providing dependable in-place income from day one. Seller is license KY real estate agent.

388 Redding Rd, Lexington
$159,900
2 Beds ⋅ 2 Baths ⋅ 26021986 MLS
Attention Investors! Great opportunity to add a fully occupied duplex to your rental portfolio in downtown Lexington. Currently generating $1,615 per month in total rental income, each unit features a living room, kitchen, 1 bedroom, and 1 full bathroom. Unit #1 was updated in 2021 with newer flooring and kitchen improvements, and the property received a new roof in 2023. With tenants already in place and immediate rental income, this is an easy addition to an investment portfolio. Property is being sold as-is with inspections welcome.

346 E 346 E 2nd St Street, Lexington
$515,000
8 Beds ⋅ 8 Baths ⋅ 26021594 MLS
Excellent income-producing investment property featuring approximately 5,000 square feet of all-brick construction. Built in 1999, this well-maintained quadruplex offers four fully occupied units, each with 2 bedrooms, 1½ baths, washer and dryer hookups, and all-electric utilities. Tenants enjoy convenient front parking and a desirable corner location at Mount Tabor Road and Old Todd Road. With solid occupancy, durable brick construction, and a sought-after layout, this property presents an outstanding opportunity for investors seeking immediate cash flow and long-term value. Fully occupied, 48 hour notice to show.

2856 Ryan Cir, Lexington
$375,000
3 Beds ⋅ 2 Baths ⋅ 26021589 MLS
This property is offered as part of a residential rental portfolio with 309 Squires Road and 3532 Brookewind Way. Asking price for the entire portfolio is $979,000.

321 Squires Rd, Lexington
$375,000
3 Beds ⋅ 2 Baths ⋅ 26021585 MLS
This property is offered as part of a residential rental portfolio with 3532 Brookewind Way and 321 Squires Road. Asking price for the entire portfolio is $979,000.

309 Squires Rd, Lexington
$325,000
2 Beds ⋅ 2 Baths ⋅ 26021579 MLS
This property is offered as part of a residential rental portfolio with 309 Squires Road and 321 Squires Road. Asking price for the entire portfolio is $979,000.

3532 Brookewind Way, Lexington
$699,000
3 Beds ⋅ 3 Baths ⋅ 26021342 MLS
Rare opportunity to own a beautifully updated triplex in Lexington's highly sought-after Chevy Chase neighborhood. 304-306 Ridgeway Drive features three 1BR/1BA units and is being sold partially furnished. Ideally located just steps from the University of Kentucky, downtown Lexington, UK HealthCare, restaurants, shopping, and entertainment. With thoughtful updates and an unbeatable location, this property offers incredible flexibility and a unique opportunity to own in one of Lexington's most desirable areas.

304-306 Ridgeway Rd, Lexington
$249,900
4 Beds ⋅ 2 Baths ⋅ 26021218 MLS
This offering includes both sides of the duplex at 414 and 414½ Morrison Avenue. Each unit features two bedrooms and one full bathroom. Both units are currently rented for $625 per month, providing a combined gross monthly income of $1,250. Estimated market rents in the property's current condition are approximately $1,100 to $1,300 per unit, offering significant income-growth potential. The 414 Morrison Avenue unit was updated in 2014, while the 414½ unit has not been updated and offers an opportunity for future improvements and additional value. Neither side has a lease; both tenants currently occupy on a month-to-month basis. This is a solid opportunity for an investor seeking immediate rental income with substantial upside potential near downtown Lexington.

414 Morrison Ave, Lexington
$285,000
4 Beds ⋅ 2 Baths ⋅ 26020678 MLS
Investor Alert! Excellent opportunity to own a duplex with immediate rental income. Each unit offers 2 bedrooms and 1 full bath, making this an ideal addition to any investment portfolio. Both tenants are currently on month-to-month leases, providing flexibility for investors or future owner-occupants. A storage unit located on the property conveys with the sale, offering additional value and tenant convenience. Conveniently located near shopping, schools, restaurants, and major roadways. Whether you're looking to expand your portfolio or purchase your first multifamily property, this duplex offers strong income potential. Don't miss your chance—schedule your showing today!

415-417 Oak St, Lexington
$430,000
4 Beds ⋅ 4 Baths ⋅ 26019671 MLS
Live in one. Lease the other. Or invest in both. With one side now vacant, the opportunities to own an all-brick duplex in Lexington's desirable 40502 zip code is here! Whether you're looking to expand your investment portfolio, reduce your monthly housing expense by living in one unit while renting the other, or purchase a well-maintained income-producing property in an established neighborhood, this duplex offers the flexibility today's buyers are searching for. Each spacious unit features 2 bedrooms, 1.5 bathrooms, and a large open kitchen that flows seamlessly into the living room, creating an inviting space for both everyday living and entertaining. A classic brick fireplace anchors each living area, adding warmth and character rarely found in investment properties. Thoughtfully maintained throughout, the duplex offers a clean, move-in-ready feel. Situated on a generous corner lot in one of Lexington's most established neighborhoods, this location is just minutes from the University of Kentucky, downtown Lexington, Richmond Road, New Circle Road, hospitals, shopping, dining, and countless everyday conveniences. The combination of a prime 40502 location and a well-designed floor plan creates lasting appeal for both owner-occupants and future tenants. Whether you're purchasing your first investment property, growing your portfolio, or taking advantage of the increasingly popular opportunity to live in one unit while the other helps offset your mortgage, this property offers a unique combination of flexibility, location, and long-term value. It's an opportunity to build equity, generate income, and enjoy one of Lexington's most desirable areas all with a single purchase.

1200 Tishoff Dr, Lexington
$800,000
4 Beds ⋅ 2 Baths ⋅ 26018201 MLS
Turnkey income portfolio featuring two single-family homes and one all-brick duplex across desirable Lexington locations. 1104 Liggett Street offers 1,406 sq ft, 3BR/1.5BA in a trendy downtown-adjacent location minutes from the Distillery District and Rupp Arena, leased at $1,750/mo. 1693 Prairie Circle offers 1,466 sq ft, 2BR/2BA with a covered carport and an oversized layout, leased month-to-month at $1,500/mo with room to grow. 1503 Roanoke Road is an all-brick duplex with hardwood floors throughout, ~950 sq ft per side, 2BR/1BA each — Side A leased long-term at $1,050/mo, Side B is leased at $1,195. Well-maintained throughout with minimal deferred maintenance. A rare chance to acquire diversified, cash-flowing assets across multiple Lexington submarkets in a single transaction. Sold as a package.

1503 Roanoke Rd, Lexington
$1,050,000
18 Beds ⋅ 18 Baths ⋅ 26006527 MLS
Nine units with 2 bedrooms, 1.5 bath each. Roughly $7909/mo gross income when full. Tenants pay their own water and electric. 6 out of the 9 units have been renovated within the last 2 years with the 3 being renovated within the past 5. The layout is pretty open with big family room that opens into the kitchen. Location is terrific, minutes from the mall, short drive to UK, and much more!

189 Donabrook Ct, Lexington
$2,330,000
14 Beds ⋅ 21 Baths ⋅ 26010746 MLS
Exceptional new construction multi-family property in Lexington's established Masterson Station area. 3104 Daly Pl offers modern construction, functional design, and low-maintenance ownership in a high-demand rental corridor with convenient access to downtown Lexington, New Circle Road, I-64/I-75, the University of Kentucky, shopping, dining, and major employers. Designed with long-term value in mind, the property features contemporary finishes, efficient floorplans, and the advantages of newer construction that continue to appeal to today's renters. Investors will appreciate the modern aesthetic, reduced maintenance considerations, and strong location fundamentals within one of Lexington's steadily growing residential markets. Convenient access to everyday amenities and commuter routes further supports tenant demand and long-term income potential. Whether expanding an existing portfolio or adding a newer income-producing asset, this property offers a well-positioned opportunity in a growing area of Lexington.

3104 Daly Pl, Lexington
$350,000
4 Beds ⋅ 2 Baths ⋅ 26013381 MLS
Rare opportunity to own a beautifully restored 19th-century duplex in the heart of downtown Lexington. Originally built in the late 1800s and thoughtfully renovated while preserving its historic character, this fully occupied property offers two spacious 2-bedroom, 1-bath units with tall ceilings, restored hardwood floors, updated kitchens and baths, and off-street parking. Recipient of a Historic Preservation Award, the property blends timeless architecture with modern functionality and dependable income potential. Situated just moments from downtown restaurants, entertainment, and local attractions, this is a standout investment in one of Lexington's most desirable and walkable neighborhoods. The neighboring sister duplex at 148 E Fourth Street is also available, creating a rare opportunity to acquire two side-by-side historic duplexes in a premier downtown location.

152 E Fourth St, Lexington
$100,000
2 Beds ⋅ 1 Baths ⋅ 26009065 MLS
Great investment opportunity! This residential income property offers strong potential for future monthly cash flow. Currently vacant, allowing the new owner to set market rents and maximize returns. Contact the listing agent to schedule a showing.

436 Ohio St, Lexington
$810,000
4 Beds ⋅ 4 Baths ⋅ 26012755 MLS
Investment Opportunity in Ashland Park! Located on a desirable corner lot in the heart of Ashland Park, just two blocks from Henry Clay Estate, this well-maintained 4-plex offers timeless charm and excellent income potential. The property features four oversized one-bedroom, one-bath units, each with spacious closets and its own covered front porch. A welcoming entry foyer provides access to the upper-level apartments and the expansive basement. The large basement includes individual washer and dryer hookups for each tenant, along with private walk-in storage units. First-floor apartments offer both front and rear porch entrances and are conveniently located just steps from the covered four-car garage. Overlooking the picturesque, park-like islands along Slashes Road, this property combines a prime location, classic character, and strong rental appeal in one of Lexington's most sought-after neighborhoods.

305 Sycamore Rd, Lexington
$139,900
3 Beds ⋅ 1 Baths ⋅ 26008843 MLS
Turnkey investment opportunity producing $1,500/month in rental income. Ideal for investors seeking immediate cash flow. up to 4 additional properties can be added to maximize cash flow.

353 Ohio St, Lexington
$134,900
4 Beds ⋅ 1 Baths ⋅ 26009062 MLS
Turnkey investment opportunity producing $1,200/month in rental income. Ideal for investors seeking immediate cash flow. Up to 4 additional properties can be added to maximize cash flow.

347 Ohio St, Lexington
$375,000
3 Beds ⋅ 2 Baths ⋅ 26016654 MLS
310 Hanover Court holds the rare, adaptable soul that defines Kenwick's most captivating homes. Currently operating as a spacious single-family, this property retains the graceful bones of its original duplex heritage offering an effortless canvas to awaken a multi-unit income stream or craft a custom, light-filled layout entirely your own. Whether you choose to live in one unit while bringing vision to the other, curate an income-generating retreat, or reimagine the space from the ground up, the potential here feels unbound. Step outside to Kenwick's tree-lined avenues, vibrant local spots, and rich neighborhood pulse, and let this historic footprint inspire its next extraordinary chapter. Offered strictly as-is, this property is a blank canvas rich with untapped equity for a visionary buyer or creator. The home stands on solid, well-cared-for bones anchored by a newer roof, a newer water heater, and updated vinyl windows that provide a reliable foundation for your design vision. Out back, a rare detached large garage complete with a dedicated workbench area offers space to dream, store, and build. Tucked into an unbeatable location just minutes from downtown, all the essentials are in place to bring this Kenwick property into its next extraordinary chapter.

310 Hanover Ct, Lexington
$682,500
6 Beds ⋅ 6 Baths ⋅ 26005285 MLS
Don't miss this rare triplex opportunity in Lexington! Featuring three units (1205, 1207, 1209 Reva Ridge), this property is perfect for investors seeking multiple income streams in one location. Each unit offers a similar layout with approximately 1,188 sq ft, 2 bedrooms, and 1.5 baths. The photos shown are from one updated unit, but all units have comparable layouts—making this an ideal setup for consistent rental demand. Conveniently located near shopping, dining, and major roadways, this property appeals to a wide range of renters. Whether you're a seasoned investor or just getting started, this triplex delivers strong income potential in a prime location.

1209 Reva Ridge Way, Lexington
$375,000
4 Beds ⋅ 2 Baths ⋅ 26013380 MLS
Rare opportunity to own a beautifully restored 19th-century duplex in the heart of downtown Lexington. Rich in original character and thoughtfully renovated while preserving its historic charm, this fully occupied property offers two spacious 2-bedroom, 1-bath units with tall ceilings, restored hardwood floors, updated kitchens and baths, and off-street parking. Just steps from downtown dining, entertainment, and local attractions, this award-winning property combines timeless architecture with dependable income potential in one of Lexington's most sought-after locations. An additional opportunity awaits, as the neighboring sister duplex is also being offered for sale, presenting the potential to acquire a unique side-by-side portfolio in a highly desirable downtown location. Priced BELOW 2025 Appraisal.

148 E Fourth St, Lexington
$725,000
8 Beds ⋅ 4 Baths ⋅ 26015659 MLS
An exceptional opportunity to acquire a turnkey portfolio of two neighboring, fully occupied historic duplexes in the heart of downtown Lexington. Originally built in the late 1800s and thoughtfully restored while preserving their historic character, these award-winning properties offer a total of four spacious 2-bedroom, 1-bath residences featuring tall ceilings, restored hardwood floors, updated kitchens and baths, and convenient off-street parking. The package includes a shared off-street parking lot serving both buildings, adding convenience for residents while enhancing the long-term value and functionality of the portfolio. Fully occupied and meticulously maintained, these neighboring duplexes seamlessly blend timeless architecture with modern updates and dependable income potential in one of Lexington's most desirable and walkable neighborhoods, just steps from downtown restaurants, entertainment, shopping, and local attractions. Ideal for investors seeking a stabilized, income-producing asset, this portfolio also presents an outstanding opportunity for an owner-occupant. Live in one unit while the remaining residences help offset your mortgage, create a multigenerational living arrangement, or capitalize on future rental upside. Whether maintained as a long-term cash-flow investment, repositioned through future rent optimization, or utilized as a premium house hack, the portfolio offers multiple value-creation strategies. Priced well below its 2025 appraised value, this offering provides the potential for immediate equity in addition to dependable cash flow and long-term appreciation. Opportunities to acquire two adjacent, Historic Preservation Award-winning duplexes with a shared parking lot in such a premier downtown location are exceptionally rare. This is a truly one-of-a-kind chance to own a landmark investment in one of Lexington's most sought-after neighborhoods.

148 152 E Fourth St, Lexington
$139,900
3 Beds ⋅ 2 Baths ⋅ 26008844 MLS
Turnkey investment producing $1,500/month, with expansion potential—up to 4 additional properties can be added to maximize cash flow.

367 Ohio St, Lexington
$725,000
14 Beds ⋅ 10 Baths ⋅ 26008865 MLS
Motivated Seller! Attention Investors! 8% potential cap rate. Don't miss this excellent opportunity to own a 10-unit multifamily property with strong income potential. The building features 6 one-bedroom units and 4 two-bedroom units, offering a desirable unit mix for a wide range of tenants. Each unit includes a refrigerator and stove and is separately metered for utilities, helping reduce owner expenses and simplify management. The property also boasts a large attic space, providing valuable storage or potential for additional possible rental income with future development. Additional value could be added by converting Two-bedroom units into three-bedroom units by enclosing the dining room and adding a closet. Potential to increase rents through upgrades or reconfiguration. Major improvement already completed: New flooring in #4,5, 6 & 8 2026, New Paint in 4, 6 & 8 2026, Joist Replacement 2025, New carpet in hallway 2026, New Roof & removed dormers 2025 New Water Heaters #2, #10 2025, #9 2026, New Panel Box #4 2024, New Air Conditioners #4, #7 2024. Don't miss this investment opportunity.

1921 Oxford Cir, Lexington
$159,900
3 Beds ⋅ 2 Baths ⋅ 26009063 MLS
Turnkey investment opportunity producing $1,500/month in rental income. Ideal for investors seeking immediate cash flow. Up to 4 additional properties can be added to maximize cash flow.

1346 Ohio Ter, Lexington
$114,900
2 Beds ⋅ 1 Baths ⋅ 26009064 MLS
Turnkey investment opportunity producing $1,200/month in rental income. Ideal for investors seeking immediate cash flow. Up to 4 additional properties can be added to maximize cash flow.

415 Chestnut St, Lexington