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$599,000

Welcome to this timeless Greystone Two Flat, ideally situated in the prestigious Frank Lloyd Wright Historic District within the heart of Downtown Oak Park, where historic elegance meets modern opportunity. This exceptional property blends enduring architectural character with thoughtful updates, making it an outstanding opportunity for both owner-occupants and investors. The first floor unit has been tastefully refreshed with new interior paint all throughout, newer quartz countertops, stainless steel appliances, updated lighting, two spacious bedrooms, a beautifully appointed full bath, and a heated rear sunroom that serves as the perfect den retreat and/or an office/entertaining space. The second floor unit offers an equally inviting floor plan featuring two spacious bedrooms, a full bath, and an elegant front flex room that can be suited as a home office, library, sitting room, or additional living space and its heated rear sunroom creates yet another warm and versatile setting while preserving the home's original architectural charm. Every detail reflects pride of ownership. Additional highlights include newer windows throughout, hardwood floors throughout both units, separate utilities, an unfinished basement offering generous storage along with a washer and dryer for owner/tenant convenience and a beautifully reimagined front porch that welcomes relaxation, guests and seamless curb appeal. One of the property's most extraordinary features is its three private exterior parking spaces, located to side of the home, a true luxury in this coveted neighborhood and the only property on the block to offer dedicated parking. Whether envisioned as an owner-occupied investment, an elegant multigenerational residence, or a premier addition to a real estate portfolio, the possibilities are remarkable. Live in one residence while generating rental income from the other, or maximize returns with both units. The second-floor is occupied by a long-term tenant paying below market rent, presenting immediate value add potential. Both units offer the opportunity to command rental income approaching $2,400 per month, creating an attractive investment profile in one of Chicagoland's most sought after communities. Perfectly positioned in the vibrant heart of Downtown Oak Park, residents enjoy an irreplaceable location and walkable lifestyle surrounded by acclaimed restaurants, boutique shopping, artisan cafes, wellness studios, entertainment, neighborhood parks, and everyday conveniences. Proximity to Downtown Forest Park, the CTA Green Line, Metra, and an effortless commute to Downtown Chicago place the very best of the city and suburbs within easy reach. This is more than a two-flat. It is an opportunity to own an enduring piece of Oak Park's architectural legacy while embracing the lifestyle that one of Chicagoland's most desirable historic neighborhoods has to offer. Schedule your private showing today! Multiple offers received!

4 Beds ⋅ 2 Baths ⋅ 12699273 MLS ⋅ NEW Status

Welcome to this timeless Greystone Two Flat, ideally situated in the prestigious Frank Lloyd Wright Historic District within the heart of Downtown Oak Park, where historic elegance meets modern opportunity. This exceptional property blends enduring architectural character with thoughtful updates, making it an outstanding opportunity for both owner-occupants and investors. The first floor unit has been tastefully refreshed with new interior paint all throughout, newer quartz countertops, stainless steel appliances, updated lighting, two spacious bedrooms, a beautifully appointed full bath, and a heated rear sunroom that serves as the perfect den retreat and/or an office/entertaining space. The second floor unit offers an equally inviting floor plan featuring two spacious bedrooms, a full bath, and an elegant front flex room that can be suited as a home office, library, sitting room, or additional living space and its heated rear sunroom creates yet another warm and versatile setting while preserving the home's original architectural charm. Every detail reflects pride of ownership. Additional highlights include newer windows throughout, hardwood floors throughout both units, separate utilities, an unfinished basement offering generous storage along with a washer and dryer for owner/tenant convenience and a beautifully reimagined front porch that welcomes relaxation, guests and seamless curb appeal. One of the property's most extraordinary features is its three private exterior parking spaces, located to side of the home, a true luxury in this coveted neighborhood and the only property on the block to offer dedicated parking. Whether envisioned as an owner-occupied investment, an elegant multigenerational residence, or a premier addition to a real estate portfolio, the possibilities are remarkable. Live in one residence while generating rental income from the other, or maximize returns with both units. The second-floor is occupied by a long-term tenant paying below market rent, presenting immediate value add potential. Both units offer the opportunity to command rental income approaching $2,400 per month, creating an attractive investment profile in one of Chicagoland's most sought after communities. Perfectly positioned in the vibrant heart of Downtown Oak Park, residents enjoy an irreplaceable location and walkable lifestyle surrounded by acclaimed restaurants, boutique shopping, artisan cafes, wellness studios, entertainment, neighborhood parks, and everyday conveniences. Proximity to Downtown Forest Park, the CTA Green Line, Metra, and an effortless commute to Downtown Chicago place the very best of the city and suburbs within easy reach. This is more than a two-flat. It is an opportunity to own an enduring piece of Oak Park's architectural legacy while embracing the lifestyle that one of Chicagoland's most desirable historic neighborhoods has to offer. Schedule your private showing today! Multiple offers received!

212 N Marion Street, Oak Park

$425,000

6 Beds ⋅ 3 Baths ⋅ 12701096 MLS ⋅ RE-ACTIVATED Status

1428 N Austin Boulevard, Oak Park

$575,000

4 Beds ⋅ 2 Baths ⋅ 12700758 MLS ⋅ CONTINGENT Status

530 S Ridgeland Avenue, Oak Park

$599,000

Exceptional all-brick 2-flat in a fantastic location-perfect for investors or owner-occupants! A charming front porch creates a warm welcome and adds to the curb appeal of this beautifully maintained property. The **first-floor unit** offers an inviting layout featuring a spacious living room with a cozy fireplace, a sun-filled formal dining room, and two generously sized bedrooms connected by a shared walk-in closet with custom built-in storage. The recently refreshed bathroom includes a convenient built-in linen cabinet. The updated kitchen is designed for both function and style with abundant cabinetry, slate tile flooring and beautiful wood topped peninsula with seating. Just off the kitchen, a versatile bonus room overlooking the backyard is ideal for a home office, den, or breakfast nook. The **second-floor unit** is truly impressive, beginning with a gracious entry that opens into a bright living room anchored by a stunning fireplace with custom built-in shelving. This beautifully updated unit features two spacious bedrooms and two updated full bathrooms, along with a formal dining room showcasing a gorgeous built-in buffet. The high-end custom eat-in kitchen is a standout, featuring glass-front cabinetry, a wine refrigerator, breakfast bar, and seamlessly integrated wood-paneled range hood and stainless high-end stove, refrigerator and dishwasher. An added bonus is the convenience of in-unit laundry. Both units feature CENTRAL A/C, recessed lighting, custom window treatments, soaring ceilings, and hardwood floors throughout. Outside, enjoy a fully fenced backyard with a patio, lush landscaping, and beautiful perennial gardens-perfect for relaxing or entertaining. The unfinished basement provides abundant storage for both units, along with a dedicated laundry area for the first-floor unit. Additional highlights include a newer roof, newer HVAC + Water Heater and parking for up to four vehicles. Ideally located near schools, parks, shopping, restaurants, and public transportation, this exceptional property offers the perfect combination of timeless charm, thoughtful updates, and outstanding investment potential.

4 Beds ⋅ 3 Baths ⋅ 12676124 MLS ⋅ CONTINGENT Status

Exceptional all-brick 2-flat in a fantastic location-perfect for investors or owner-occupants! A charming front porch creates a warm welcome and adds to the curb appeal of this beautifully maintained property. The **first-floor unit** offers an inviting layout featuring a spacious living room with a cozy fireplace, a sun-filled formal dining room, and two generously sized bedrooms connected by a shared walk-in closet with custom built-in storage. The recently refreshed bathroom includes a convenient built-in linen cabinet. The updated kitchen is designed for both function and style with abundant cabinetry, slate tile flooring and beautiful wood topped peninsula with seating. Just off the kitchen, a versatile bonus room overlooking the backyard is ideal for a home office, den, or breakfast nook. The **second-floor unit** is truly impressive, beginning with a gracious entry that opens into a bright living room anchored by a stunning fireplace with custom built-in shelving. This beautifully updated unit features two spacious bedrooms and two updated full bathrooms, along with a formal dining room showcasing a gorgeous built-in buffet. The high-end custom eat-in kitchen is a standout, featuring glass-front cabinetry, a wine refrigerator, breakfast bar, and seamlessly integrated wood-paneled range hood and stainless high-end stove, refrigerator and dishwasher. An added bonus is the convenience of in-unit laundry. Both units feature CENTRAL A/C, recessed lighting, custom window treatments, soaring ceilings, and hardwood floors throughout. Outside, enjoy a fully fenced backyard with a patio, lush landscaping, and beautiful perennial gardens-perfect for relaxing or entertaining. The unfinished basement provides abundant storage for both units, along with a dedicated laundry area for the first-floor unit. Additional highlights include a newer roof, newer HVAC + Water Heater and parking for up to four vehicles. Ideally located near schools, parks, shopping, restaurants, and public transportation, this exceptional property offers the perfect combination of timeless charm, thoughtful updates, and outstanding investment potential.

1110 S Oak Park Avenue, Oak Park

$549,900

***Multiple offers received, highest & best due 7/11 @ 10pm.*** Beautifully maintained Victorian 2-flat in the heart of Oak Park offering incredible flexibility, charm, and long-term investment potential. Set on a picturesque residential block lined with many single-family homes, this light-filled property features two spacious units, each with three bedrooms, one bath, eat-in kitchens, high ceilings, hardwood floors, original moldings, and timeless vintage character throughout. A full walk-up attic presents an exciting opportunity for future expansion; ideal for duplexing up the second-floor unit to create a stunning owner's unit or additional living space. The basement also offers excellent potential to duplex down the first-floor unit, opening the door to a variety of living arrangements including owner-occupancy with supplemental rental income, multi-generational living, or possible short-term rental opportunities. Exceptional storage throughout the home adds to the functionality and appeal. Outside, enjoy a beautiful yard with perennial gardens, a 2-car garage plus additional exterior parking space, and a welcoming neighborhood known for its strong sense of community, including two annual block parties enjoyed by neighbors each year. Conveniently located near Daly Bagel, parks, shopping, dining, and public transportation, all within the boundaries of Whittier Elementary School. A rare opportunity to own a versatile and character-filled property in one of Oak Park's most desirable central locations.

6 Beds ⋅ 2 Baths ⋅ 12639332 MLS ⋅ CONTINGENT Status

***Multiple offers received, highest & best due 7/11 @ 10pm.*** Beautifully maintained Victorian 2-flat in the heart of Oak Park offering incredible flexibility, charm, and long-term investment potential. Set on a picturesque residential block lined with many single-family homes, this light-filled property features two spacious units, each with three bedrooms, one bath, eat-in kitchens, high ceilings, hardwood floors, original moldings, and timeless vintage character throughout. A full walk-up attic presents an exciting opportunity for future expansion; ideal for duplexing up the second-floor unit to create a stunning owner's unit or additional living space. The basement also offers excellent potential to duplex down the first-floor unit, opening the door to a variety of living arrangements including owner-occupancy with supplemental rental income, multi-generational living, or possible short-term rental opportunities. Exceptional storage throughout the home adds to the functionality and appeal. Outside, enjoy a beautiful yard with perennial gardens, a 2-car garage plus additional exterior parking space, and a welcoming neighborhood known for its strong sense of community, including two annual block parties enjoyed by neighbors each year. Conveniently located near Daly Bagel, parks, shopping, dining, and public transportation, all within the boundaries of Whittier Elementary School. A rare opportunity to own a versatile and character-filled property in one of Oak Park's most desirable central locations.

524 N Lombard Avenue, Oak Park

$800,000

6 Beds ⋅ 3 Baths ⋅ 12681775 MLS ⋅ CONTINGENT Status

925 Ontario Street, Oak Park

$900,000

Exceptional opportunity to acquire a solid brick vintage 4-unit full occupancy in highly desirable Oak Park, a transit oriented submarket known for stable tenancy and longterm appreciation. Located just off 290, this classic 1925 building sits on an oversized 50x125 lot and features four spacious 2 bed/1bath units with timeless character-original hardwood floors, tall ceilings, vintage trim, ceiling fans, and abundant natural light throughout. Each unit includes a full appliance package with stove, refrigerator, dishwasher and pantry, supporting strong tenant demand and easy leasing. Updated kitchens and baths. All units occupied, offering stable income. A full unfinished basement provides excellent storage capacity and potential for expanded laundry or future value added improvements. The property also includes a rare 4 car detached garage plus an additional exterior space, creating additional income and enhancing overall return. Outdoor amenities include a rear porch perfect for tenant seating and a fully enclosed wooden privacy fence, increasing tenant appeal and longterm retention. Tenants pay electric and gas, reducing operating exposure and supporting stronger net performance. With a 6.7% CAP rate built on strong annual rental income and minimized operating expenses, this asset delivers the fundamentals investors seek. Stable cash flow, low vacancy risk, and multiple avenues for value creation in one of Oak Park's most desirable rental corridors. Property being sold as-is.

8 Beds ⋅ 4 Baths ⋅ 12662198 MLS ⋅ ACTIVE Status

Exceptional opportunity to acquire a solid brick vintage 4-unit full occupancy in highly desirable Oak Park, a transit oriented submarket known for stable tenancy and longterm appreciation. Located just off 290, this classic 1925 building sits on an oversized 50x125 lot and features four spacious 2 bed/1bath units with timeless character-original hardwood floors, tall ceilings, vintage trim, ceiling fans, and abundant natural light throughout. Each unit includes a full appliance package with stove, refrigerator, dishwasher and pantry, supporting strong tenant demand and easy leasing. Updated kitchens and baths. All units occupied, offering stable income. A full unfinished basement provides excellent storage capacity and potential for expanded laundry or future value added improvements. The property also includes a rare 4 car detached garage plus an additional exterior space, creating additional income and enhancing overall return. Outdoor amenities include a rear porch perfect for tenant seating and a fully enclosed wooden privacy fence, increasing tenant appeal and longterm retention. Tenants pay electric and gas, reducing operating exposure and supporting stronger net performance. With a 6.7% CAP rate built on strong annual rental income and minimized operating expenses, this asset delivers the fundamentals investors seek. Stable cash flow, low vacancy risk, and multiple avenues for value creation in one of Oak Park's most desirable rental corridors. Property being sold as-is.

17 Garfield Street, Oak Park

$465,000

Nestled directly across from beautiful Maple Park, this spacious 2-flat presents a rare opportunity for homeowners, investors, and value-add buyers alike. Situated on an oversized lot, this property offers generous living space, strong rental potential, and room to create additional equity through future improvements. The building features two sizable units with classic character and functional layouts. The unfinished basement provides exciting upside with the potential to duplex the first-floor unit, creating expanded living space, a larger owner's suite, or an enhanced income-producing configuration (subject to municipal approval). Enjoy scenic park views, abundant natural light, and a location that combines neighborhood charm with convenient access to schools, shopping, dining, and transportation. Whether you're looking to live in one unit while collecting rental income, renovate and increase value, or add a strong asset to your portfolio, this property offers multiple paths to success.

5 Beds ⋅ 3 Baths ⋅ 12667016 MLS ⋅ ACTIVE Status

Nestled directly across from beautiful Maple Park, this spacious 2-flat presents a rare opportunity for homeowners, investors, and value-add buyers alike. Situated on an oversized lot, this property offers generous living space, strong rental potential, and room to create additional equity through future improvements. The building features two sizable units with classic character and functional layouts. The unfinished basement provides exciting upside with the potential to duplex the first-floor unit, creating expanded living space, a larger owner's suite, or an enhanced income-producing configuration (subject to municipal approval). Enjoy scenic park views, abundant natural light, and a location that combines neighborhood charm with convenient access to schools, shopping, dining, and transportation. Whether you're looking to live in one unit while collecting rental income, renovate and increase value, or add a strong asset to your portfolio, this property offers multiple paths to success.

1032 S Maple Avenue, Oak Park

$1,200,000

Rare investment opportunity in the heart of Oak Park featuring three separate income-producing structures on one property. This unique offering includes a classic brick 3-unit multifamily building, a beautifully updated 3-bedroom 2-bath coach house, and a detached 3-car brick garage-creating multiple income streams and exceptional flexibility for investors or owner-occupants alike. The main building consists of three spacious 3-bedroom, 1-bath apartments, plus a full finished basement with shared laundry facilities and private tenant storage areas. Built with solid brick construction, this classic Chicago-style multifamily property offers the durability, character, and long-term investment appeal buyers seek. Tenants pay their own gas and electric utilities, helping maximize owner efficiency and cash flow. Extensively renovated in 2020, major improvements include new windows, separate HVAC systems for each unit, and a roof in excellent condition. The finished basement is equipped with washers, dryers, and dedicated storage rooms for tenant convenience. The coach house provides tremendous versatility as either a premium long-term rental, owner-occupied residence, or short-term rental opportunity. Recently updated, it features newer flooring, renovated bathrooms, three bedrooms, two full baths, and private in-unit laundry. Its independent layout and modern finishes make it highly desirable for a variety of rental strategies. Adding even more value is the detached 3-car brick garage, offering additional rental income potential or secure owner storage. Ideally located within walking distance of the CTA Green Line, Metra, downtown Oak Park shopping, restaurants, and entertainment, this property combines strong current income with significant long-term appreciation potential in one of the Chicago area's most sought-after communities. Opportunities like this are rare-schedule your private showing today.

11 Beds ⋅ 6 Baths ⋅ 12646372 MLS ⋅ ACTIVE Status

Rare investment opportunity in the heart of Oak Park featuring three separate income-producing structures on one property. This unique offering includes a classic brick 3-unit multifamily building, a beautifully updated 3-bedroom 2-bath coach house, and a detached 3-car brick garage-creating multiple income streams and exceptional flexibility for investors or owner-occupants alike. The main building consists of three spacious 3-bedroom, 1-bath apartments, plus a full finished basement with shared laundry facilities and private tenant storage areas. Built with solid brick construction, this classic Chicago-style multifamily property offers the durability, character, and long-term investment appeal buyers seek. Tenants pay their own gas and electric utilities, helping maximize owner efficiency and cash flow. Extensively renovated in 2020, major improvements include new windows, separate HVAC systems for each unit, and a roof in excellent condition. The finished basement is equipped with washers, dryers, and dedicated storage rooms for tenant convenience. The coach house provides tremendous versatility as either a premium long-term rental, owner-occupied residence, or short-term rental opportunity. Recently updated, it features newer flooring, renovated bathrooms, three bedrooms, two full baths, and private in-unit laundry. Its independent layout and modern finishes make it highly desirable for a variety of rental strategies. Adding even more value is the detached 3-car brick garage, offering additional rental income potential or secure owner storage. Ideally located within walking distance of the CTA Green Line, Metra, downtown Oak Park shopping, restaurants, and entertainment, this property combines strong current income with significant long-term appreciation potential in one of the Chicago area's most sought-after communities. Opportunities like this are rare-schedule your private showing today.

214 Chicago Avenue, Oak Park

$899,900

Amazing opportunity to own a like new investment property that is fully rented! Spacious and fully renovated units, each with their own private laundry. This property also comes with an additional side lot also! Come see this super special 3 unit building featuring the top floor unit with a duplex up second floor bedroom and bonus office/walk-in closet! The other 2 units have 2 bedrooms and 1 large bathroom. Incredible finishes on all 4 levels. New features include: foundation, drain tile, sump pump, insulation, drywall, electric, plumbing, kitchen cabinets, windows, electrical & plumbing fixtures, a new main water line & full sprinkler system throughout the entire building! Jumbo oversized 2-1/2 car garage with additional storage PLUS additional parking for cars on the side lot! You simply can't beat the location literally 1/2 block to Barrie park, 1 block I290 & the Blue line.

6 Beds ⋅ 3 Baths ⋅ 12647541 MLS ⋅ ACTIVE Status

Amazing opportunity to own a like new investment property that is fully rented! Spacious and fully renovated units, each with their own private laundry. This property also comes with an additional side lot also! Come see this super special 3 unit building featuring the top floor unit with a duplex up second floor bedroom and bonus office/walk-in closet! The other 2 units have 2 bedrooms and 1 large bathroom. Incredible finishes on all 4 levels. New features include: foundation, drain tile, sump pump, insulation, drywall, electric, plumbing, kitchen cabinets, windows, electrical & plumbing fixtures, a new main water line & full sprinkler system throughout the entire building! Jumbo oversized 2-1/2 car garage with additional storage PLUS additional parking for cars on the side lot! You simply can't beat the location literally 1/2 block to Barrie park, 1 block I290 & the Blue line.

1113 S Taylor Avenue, Oak Park

$495,000

Excellent investment opportunity in the heart of Oak Park! This classic vintage brick fully occupied legal three-flat offers a true multi-unit layout featuring one spacious three-bedroom unit and two renovated 1 bedroom(s). ALL units have their own washer & dryers a huge plus for tenants. The building showcases charming vintage character while providing strong income potential for investors or owner-occupants alike. Additional income from the 2 garage spots and tandem exterior spots. Each unit offers comfortable living spaces with natural light and timeless architectural details that reflect Oak Park's historic charm. Situated on a desirable tree-lined street, the property enjoys a prime location close to public transportation, parks, shopping, dining, and everything that makes Oak Park one of Chicagoland's most sought-after communities. With its classic structure, flexible living arrangements, and outstanding location, this legitimate three-flat presents a rare opportunity to own a piece of Oak Park while generating rental income. New windows on upper level. Newer boiler and roof was resurfaced few years ago. Full basement with storage for each unit. Rare opportunity! As-Is sale. More financials and lease detail upon request. Tenants Rights. Allow 72 hours for showing requests.

5 Beds ⋅ 3 Baths ⋅ 12585413 MLS ⋅ PENDING Status

Excellent investment opportunity in the heart of Oak Park! This classic vintage brick fully occupied legal three-flat offers a true multi-unit layout featuring one spacious three-bedroom unit and two renovated 1 bedroom(s). ALL units have their own washer & dryers a huge plus for tenants. The building showcases charming vintage character while providing strong income potential for investors or owner-occupants alike. Additional income from the 2 garage spots and tandem exterior spots. Each unit offers comfortable living spaces with natural light and timeless architectural details that reflect Oak Park's historic charm. Situated on a desirable tree-lined street, the property enjoys a prime location close to public transportation, parks, shopping, dining, and everything that makes Oak Park one of Chicagoland's most sought-after communities. With its classic structure, flexible living arrangements, and outstanding location, this legitimate three-flat presents a rare opportunity to own a piece of Oak Park while generating rental income. New windows on upper level. Newer boiler and roof was resurfaced few years ago. Full basement with storage for each unit. Rare opportunity! As-Is sale. More financials and lease detail upon request. Tenants Rights. Allow 72 hours for showing requests.

511 N Taylor Avenue, Oak Park

$1,299,000

This unique vintage 4 unit property (3 units in main building and 1 large duplex in coach house in rear) features original inlaid hdwd floors, gorgeous hardware, built-ins, art glass and huge wrap around front porch. Just 1 block from FLW Home & Studio & school, 3 blks to green line/metra. Lots of potential! -- An additional coach house has been approved by the Village for two additional units Tranquil & lovely ctyrd & garden, and 6 tandem pkng spaces, in unit laundry in two units and two unit share laundry in the full basement. All units are rented with long term leases, Rent roll of 125k+ for 2025

10 Beds ⋅ 5 Baths ⋅ 12409520 MLS ⋅ CONTINGENT Status

This unique vintage 4 unit property (3 units in main building and 1 large duplex in coach house in rear) features original inlaid hdwd floors, gorgeous hardware, built-ins, art glass and huge wrap around front porch. Just 1 block from FLW Home & Studio & school, 3 blks to green line/metra. Lots of potential! -- An additional coach house has been approved by the Village for two additional units Tranquil & lovely ctyrd & garden, and 6 tandem pkng spaces, in unit laundry in two units and two unit share laundry in the full basement. All units are rented with long term leases, Rent roll of 125k+ for 2025

420 N Marion Street, Oak Park