32

Homes for Sale near Lena-Winslow Junior High School

Section Image Section Image
  • 105 Rollin Dr, Lena, IL 61048
    105 Rollin Dr, Lena, IL 61048
    105 Rollin Dr, Lena, IL 61048
    /53

    $497,000

    • 4 Beds
    • 3 Baths
    • 3,332 Sq Ft

    105 Rollin Dr, Lena, IL 61048

    Searching for a home so pristine you could practically eat off the garage floor? This property radiates love, care, and meticulous attention to detail. From the moment you step inside, you're welcomed by a vaulted great room that seamlessly connects to the dining area, kitchen, and family room, creating an inviting and open layout. The kitchen boasts a walk-in pantry, additional pantry cabinets,

    Agent Photo

    Aubra Palermo

    Re/Max Property Source

    (815) 297-1778

    105 Rollin Dr, Lena, IL 61048
  • 11307 W Timber Lane Rd, Lena, IL 61048
    11307 W Timber Lane Rd, Lena, IL 61048
    11307 W Timber Lane Rd, Lena, IL 61048
    /82

    $689,900

    • 3 Beds
    • 2 Baths
    • 3,846 Sq Ft

    11307 W Timber Lane Rd, Lena, IL 61048

    10 acres of secluded timbered land, offering the perfect combination of privacy, comfort, and charm. This beautiful property boasts three levels of living space, each with its own luxurious bedroom suite, ensuring plenty of room for family and guests. The home is thoughtfully designed with inviting entertaining areas and spacious living rooms, ideal for gatherings or relaxing in comfort. Inside,

    Agent Photo

    Kimberly Taylor

    NextHome First Class

    (779) 237-8471

    11307 W Timber Lane Rd, Lena, IL 61048
  • 5753 N Shippee Rd, Lena, IL 61048
    5753 N Shippee Rd, Lena, IL 61048
    5753 N Shippee Rd, Lena, IL 61048
    /10

    $2,190,000

    • Land
    • 240 Acres
    • $9,125 per Acre

    5753 N Shippee Rd, Lena, IL 61048

    4 parcels totaling 240 acres. Are you looking for additional farm land, here you have over 130 acres tillable currently rented for $230/acres. Are you looking for hunting or forestry land, here you have over 105 acres wooded. Thinking of building your own retreat and get away, this property has easy access from several roads IL Rte 73 N, Shippee Rd and Range Rd. Located just N or Lena and in the

    Agent Photo

    Aubra Palermo

    Re/Max Property Source

    (815) 297-1778

    5753 N Shippee Rd, Lena, IL 61048
  • TBD Tract B W Pin Hook Rd, Lena, IL 61048
    TBD Tract B W Pin Hook Rd, Lena, IL 61048
    TBD Tract B W Pin Hook Rd, Lena, IL 61048
    /6

    $179,900

    • Land
    • 16 Acres
    • $11,139 per Acre

    TBD Tract B W Pin Hook Rd, Lena, IL 61048

    Are you looking to build your dream home in the Lena School District? Want to expand your farm acreage? Either way this property is waiting and ready for you! Rolling acreage great for so many options and bordering DNR land surrounding Lake Le-Aqua-Na. With nearby Equestrian trails and State Park you won't want to miss this one!. Survey has been already been completed. Power available. Two

    Agent Photo

    Aubra Palermo

    Re/Max Property Source

    (815) 297-1778

    TBD Tract B W Pin Hook Rd, Lena, IL 61048
  • 502 Wolf Hollow Dr, Lena, IL 61048
    502 Wolf Hollow Dr, Lena, IL 61048
    /2

    $36,900

    • Land
    • 1.28 Acres
    • $28,828 per Acre

    502 Wolf Hollow Dr, Lena, IL 61048

    Situated on WOLF HOLLOW GOLF COURSE - OAK VIEW TERRACE Subdivision, Lot 42. Great Views! 1.28 Acres. Residential Building Lot with City Water and Sewer at the Curb. Slopes to the Rear. Lena Schools.

    Agent Photo

    Kimberly Taylor

    NextHome First Class

    (779) 218-8361

    502 Wolf Hollow Dr, Lena, IL 61048
  • 652 N Star Dr Unit 1, Lena, IL 61048
    652 N Star Dr Unit 1, Lena, IL 61048
    652 N Star Dr Unit 1, Lena, IL 61048
    /18

    $189,900

    • 2 Beds
    • 1 Bath
    • 908 Sq Ft

    652 N Star Dr Unit 1, Lena, IL 61048

    Charming 2-Bedroom Condo on Quiet Dead-End Street**Welcome to easy, one-level living in this well-maintained 2-bedroom, 1-bath condo located at the edge of town. Tucked away on a peaceful dead-end street, this home offers both privacy and convenience. Inside, you'll find a spacious formal living room, a functional kitchen with a peninsula - perfect for casual dining or entertaining, and a

    Agent Photo

    Kimberly Taylor

    NextHome First Class

    (779) 244-6797

    652 N Star Dr Unit 1, Lena, IL 61048
  • 654 N Star Dr Unit 2, Lena, IL 61048
    654 N Star Dr Unit 2, Lena, IL 61048
    654 N Star Dr Unit 2, Lena, IL 61048
    /19

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,148 Sq Ft

    654 N Star Dr Unit 2, Lena, IL 61048

    Beautifully Updated 2-Bedroom Condo - Peaceful Countryside Setting in Lena***Discover affordable, efficient, and economical living at its finest in this beautifully updated 2-bedroom condo, ideally located on a quiet dead-end street bordering the scenic countryside in the charming Village of Lena. This home offers one-level living in a safe, high-quality neighborhood, making it perfect for anyone

    Agent Photo

    Kimberly Taylor

    NextHome First Class

    (779) 256-4188

    654 N Star Dr Unit 2, Lena, IL 61048
  • 119 W Olive St, Mc Connell, IL 61050
    119 W Olive St, Mc Connell, IL 61050
    119 W Olive St, Mc Connell, IL 61050
    /19

    $99,900

    • 3 Beds
    • 1 Bath
    • 1,114 Sq Ft

    119 W Olive St, Mc Connell, IL 61050

    Welcome to this 3 -4 bedroom, all-electric home nestled in the countryside of McConnell, Illinois. Located within the highly desirable Lena-Winslow School District, this property offers both comfort and convenience for families looking to enjoy a more rural lifestyle without sacrificing educational opportunities. Sitting on a nice sized lot, this home features a well and septic system. Inside,

    Agent Photo

    Kimberly Taylor

    NextHome First Class

    (815) 240-8658

    119 W Olive St, Mc Connell, IL 61050
  • 430 Hubbard St, Winslow, IL 61089
    430 Hubbard St, Winslow, IL 61089
    430 Hubbard St, Winslow, IL 61089
    /46

    $280,000

    • 4 Beds
    • 3 Baths
    • 2,760 Sq Ft

    430 Hubbard St, Winslow, IL 61089

    Charming 4-Bedroom Home on 4.5 Acres in the Coveted Lena School District - Nestled on a spacious 4.5-acre lot in the highly sought-after Lena school district, this beautifully maintained 4-bedroom, 3-bath home offers comfort, space, and functionality. The main floor features a warm and inviting living room, a formal dining room, office, 6 Person Sauna + Stateline Solar Panels (paid, included at

    Agent Photo

    Kimberly Taylor

    NextHome First Class

    (779) 256-4147

    430 Hubbard St, Winslow, IL 61089
  • 219 E Palm Dr, Lena, IL 61048
    219 E Palm Dr, Lena, IL 61048
    219 E Palm Dr, Lena, IL 61048
    /33

    $287,500

    • 3 Beds
    • 2.5 Baths
    • 2,678 Sq Ft

    219 E Palm Dr, Lena, IL 61048

    Make your main level living dreams come true with this extremely well-maintained ranch style home. Located in a peaceful, quiet spot only minutes away from Lena schools, this home offers a perfect mix of charm and convenience. The main level offers a spacious living and dining area along with two bedrooms and main level laundry. Within the remodeled kitchen lies the stunning oak cabinetry paired

    Kayden Schubert JIM SULLIVAN REALTY

    219 E Palm Dr, Lena, IL 61048
  • 14940 W Kerlin Rd, Lena, IL 61048
    14940 W Kerlin Rd, Lena, IL 61048
    14940 W Kerlin Rd, Lena, IL 61048
    /16

    $114,900

    • 1 Bed
    • 1 Bath
    • 860 Sq Ft

    14940 W Kerlin Rd, Lena, IL 61048

    Welcome to Kerlin Schoolhouse! This historic stone cottage was built in 1870 and was once a one-room schoolhouse. Kerlin Schoolhouse is a slice of heaven in the countryside - located on a half-acre lot and completely surrounded by fields, providing a peaceful & quiet setting. The location boasts beautiful country views for miles, unobstructed sunrise and sunset viewing, as well as the dark skies

    Trisha Oppold BARNES REALTY, INC.

    14940 W Kerlin Rd, Lena, IL 61048
  • 10208 W Dameier Rd, Lena, IL 61048
    10208 W Dameier Rd, Lena, IL 61048
    10208 W Dameier Rd, Lena, IL 61048
    /18

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft

    10208 W Dameier Rd, Lena, IL 61048

    3 bedrooms, 2.5 bath, Ranch home located on 10 acres M/L. Home features beautiful oak doors and hickory floors. Kitchen overlooks the living room with access to the back deck. There is a large primary bedroom with walk-in closet and private bathroom. Main floor laundry. 2 stall attached garage. This property also features a 60x40 (2,400 sq.ft.) heated pole shed and a 50x30 (1,536 sq.ft.) gravel

    ADAM WERHANE PAT BROWN REALTY

    10208 W Dameier Rd, Lena, IL 61048
  • 109 E Lena St, Lena, IL 61048
    109 E Lena St, Lena, IL 61048
    109 E Lena St, Lena, IL 61048
    /31

    $134,999

    • 2 Beds
    • 1.5 Baths
    • 1,529 Sq Ft

    109 E Lena St, Lena, IL 61048

    2-bedroom, 1.5 bath, 1.5 story with main floor full bath with walk-in shower and main floor laundry/mudroom. Formal living and dining room, with a family room that could be converted into a main floor bedroom. Enclosed 3-season front porch and a screened in back porch with a fenced dog-run. Upper level has 2 bedrooms that is separated by a half bath. 30x40 pole building with 3 garage doors off of

    JOSH LONGAMORE CHOICE REALTY OF FREEPORT LLC

    109 E Lena St, Lena, IL 61048
  • 515 Wolf Hollow Dr Unit or 415 Oak Ridge Dr, Lena, IL 61048
    515 Wolf Hollow Dr Unit or 415 Oak Ridge Dr, Lena, IL 61048
    /2

    $33,000

    • Land
    • 0.36 Acre
    • $91,667 per Acre

    515 Wolf Hollow Dr Unit or 415 Oak Ridge Dr, Lena, IL 61048

    Lot 47 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Agent related to seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    515 Wolf Hollow Dr Unit or 415 Oak Ridge Dr, Lena, IL 61048
  • 514 Wolf Hollow Dr, Lena, IL 61048
    514 Wolf Hollow Dr, Lena, IL 61048
    /2

    $38,500

    • Land
    • 0.44 Acre
    • $87,500 per Acre

    514 Wolf Hollow Dr, Lena, IL 61048

    Lot 45 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    514 Wolf Hollow Dr, Lena, IL 61048
  • 506 Wolf Hollow Dr, Lena, IL 61048
    506 Wolf Hollow Dr, Lena, IL 61048
    /2

    $38,500

    • Land
    • 0.40 Acre
    • $96,250 per Acre

    506 Wolf Hollow Dr, Lena, IL 61048

    Lot 43 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    506 Wolf Hollow Dr, Lena, IL 61048
  • 505 Wolf Hollow Dr, Lena, IL 61048
    505 Wolf Hollow Dr, Lena, IL 61048
    /2

    $34,000

    • Land
    • 0.53 Acre
    • $64,151 per Acre

    505 Wolf Hollow Dr, Lena, IL 61048

    Lot 40 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Lot has a detention area. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    505 Wolf Hollow Dr, Lena, IL 61048
  • 501 Wolf Hollow Dr, Lena, IL 61048
    501 Wolf Hollow Dr, Lena, IL 61048
    /2

    $38,000

    • Land
    • 1.03 Acres
    • $36,893 per Acre

    501 Wolf Hollow Dr, Lena, IL 61048

    Lot 41 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Lot has a detention area. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    501 Wolf Hollow Dr, Lena, IL 61048
  • 312 Valley View Dr, Lena, IL 61048
    312 Valley View Dr, Lena, IL 61048
    /2

    $32,000

    • Land
    • 0.36 Acre
    • $88,889 per Acre

    312 Valley View Dr, Lena, IL 61048

    Lot 33 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    312 Valley View Dr, Lena, IL 61048
  • 308 Valley View Dr, Lena, IL 61048
    308 Valley View Dr, Lena, IL 61048
    /2

    $32,000

    • Land
    • 0.37 Acre
    • $86,486 per Acre

    308 Valley View Dr, Lena, IL 61048

    Lot 34 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    308 Valley View Dr, Lena, IL 61048
  • 218 Oak Terrace Ct Unit or 320 Valley View, Lena, IL 61048
    218 Oak Terrace Ct Unit or 320 Valley View, Lena, IL 61048
    /2

    $35,000

    • Land
    • 0.40 Acre
    • $87,500 per Acre

    218 Oak Terrace Ct Unit or 320 Valley View, Lena, IL 61048

    Lot 31 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Lot slopes to the right. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    218 Oak Terrace Ct Unit or 320 Valley View, Lena, IL 61048
  • 215 Oak Terrace Ct Unit or 326 Valley View D, Lena, IL 61048
    215 Oak Terrace Ct Unit or 326 Valley View D, Lena, IL 61048
    /2

    $35,000

    • Land
    • 0.43 Acre
    • $81,395 per Acre

    215 Oak Terrace Ct Unit or 326 Valley View D, Lena, IL 61048

    Lot 27 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. This is a corner lot and slopes to the back and left. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    215 Oak Terrace Ct Unit or 326 Valley View D, Lena, IL 61048
  • 213 Oak Terrace Ct, Lena, IL 61048
    213 Oak Terrace Ct, Lena, IL 61048
    /2

    $34,000

    • Land
    • 0.30 Acre
    • $113,333 per Acre

    213 Oak Terrace Ct, Lena, IL 61048

    Lot 26 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Lot slopes to back and left. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    213 Oak Terrace Ct, Lena, IL 61048
  • 416 Oak Ridge Dr Unit or 509 Wolf Hollow D, Lena, IL 61048
    416 Oak Ridge Dr Unit or 509 Wolf Hollow D, Lena, IL 61048
    /2

    $34,000

    • Land
    • 0.38 Acre
    • $89,474 per Acre

    416 Oak Ridge Dr Unit or 509 Wolf Hollow D, Lena, IL 61048

    Lot 39 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Agent is related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    416 Oak Ridge Dr Unit or 509 Wolf Hollow D, Lena, IL 61048
  • 412 Oak Ridge Dr, Lena, IL 61048
    412 Oak Ridge Dr, Lena, IL 61048
    /2

    $38,000

    • Land
    • 1.01 Acres
    • $37,624 per Acre

    412 Oak Ridge Dr, Lena, IL 61048

    Lot 38 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Lot has a detention area. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    412 Oak Ridge Dr, Lena, IL 61048
  • 408 Oak Ridge Dr, Lena, IL 61048
    408 Oak Ridge Dr, Lena, IL 61048
    /2

    $36,000

    • Land
    • 0.78 Acre
    • $46,154 per Acre

    408 Oak Ridge Dr, Lena, IL 61048

    Lot 37 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Lot slopes to the back and right and has a detention area. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    408 Oak Ridge Dr, Lena, IL 61048
  • 403 Oak Ridge Dr, Lena, IL 61048
    403 Oak Ridge Dr, Lena, IL 61048
    /2

    $36,000

    • Land
    • 0.56 Acre
    • $64,286 per Acre

    403 Oak Ridge Dr, Lena, IL 61048

    Lot 50 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Lot slopes to the left. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    403 Oak Ridge Dr, Lena, IL 61048
  • 404 Oak Ridge Dr, Lena, IL 61048
    404 Oak Ridge Dr, Lena, IL 61048
    /2

    $36,000

    • Land
    • 0.78 Acre
    • $46,154 per Acre

    404 Oak Ridge Dr, Lena, IL 61048

    Lot 36 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Lot slopes to the right and has a detention area. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    404 Oak Ridge Dr, Lena, IL 61048
  • 411 Oak Ridge Dr, Lena, IL 61048
    411 Oak Ridge Dr, Lena, IL 61048
    411 Oak Ridge Dr, Lena, IL 61048
    /5

    $32,000

    • Land
    • 0.34 Acre
    • $94,118 per Acre

    411 Oak Ridge Dr, Lena, IL 61048

    Built your new home in Oak View Terrace Subdivision. City water & sewer at lot line. Copy of Covenants, Conditions & Restrictions at listing office.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    411 Oak Ridge Dr, Lena, IL 61048
  • 510 Wolf Hollow Dr, Lena, IL 61048
    510 Wolf Hollow Dr, Lena, IL 61048
    /2

    $38,500

    • Land
    • 0.40 Acre
    • $96,250 per Acre

    510 Wolf Hollow Dr, Lena, IL 61048

    Lot 44 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    510 Wolf Hollow Dr, Lena, IL 61048
  • 305 Valley View Dr Unit or 400 Oak Ridge Dr, Lena, IL 61048
    305 Valley View Dr Unit or 400 Oak Ridge Dr, Lena, IL 61048
    /2

    $33,000

    • Land
    • 1.06 Acres
    • $31,132 per Acre

    305 Valley View Dr Unit or 400 Oak Ridge Dr, Lena, IL 61048

    Lot 35 in Plat 3 of Oak View Subdivision in Lena. Call agent or office for the Covenants, Conditions, and Restrictions. All plans subject to review of developer. City water and sewer at lot line. This is a corner lot and has a detention area. Agent related to the seller.

    Faye Heilman WELCOME HOME NW ILLINOIS, INC.

    305 Valley View Dr Unit or 400 Oak Ridge Dr, Lena, IL 61048
  • 721-725 Meadow Ridge Ln, Lena, IL 61048
    721-725 Meadow Ridge Ln, Lena, IL 61048
    /2

    $24,900

    • Land
    • 0.47 Acre
    • $52,979 per Acre

    721-725 Meadow Ridge Ln, Lena, IL 61048

    Buyer must verify all information. Nice Lena subdivision at the end of the street.

    Angela Schmidt Keller Williams Realty Signature

    721-725 Meadow Ridge Ln, Lena, IL 61048
Illinois Lena Lena-Winslow Junior High School

Real Estate & Homes for Sale near Lena-Winslow Junior High School

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group