Hillary Lafferty

3135 Book Rd Naperville, IL 60564

Two GREAT Agents, One AMAZING Team!

Hillary Lafferty – Realtor®, Carolyn & Hillary Homes

Hillary is a dedicated Realtor with Charles Rutenberg Realty and a proud co-leader of the Carolyn & Hillary Homes team. She serves Yorkville, Oswego, Naperville, and the southwest suburbs with a commitment to excellence and a client-first approach.

Known for her market knowledge, attention to detail, and genuine care, Hillary helps clients navigate every step of buying or selling with confidence. She takes pride in making the real estate process smooth from start to finish, ensuring her clients feel supported, informed, and excited about their next move.

Whether guiding first-time buyers, helping families settle into their forever home, or assisting sellers in achieving top value, Hillary combines proven strategies with local expertise to deliver results that exceed expectations.

 

Offices in Naperville and Yorkville

$5,500,000
7 Beds 9 Baths 12663334 MLS PRICE CHANGE Status
Nestled on 3 breathtaking acres of lush grounds and whimsical gardens, this impeccable Grand English Tudor Estate offers over 12,000 square feet of masterfully crafted living space. Conceived by engineer Ted Reitenbach and designed by the talented Barbara Grzelczyk, this magnificent home took three years for skilled craftsmen and artisans to create - built like no other here every detail bears witness to that devotion. A private gated entry leads to a stunning paver brick driveway with adjoining walkways and manicured gardens professionally designed, setting a grand tone before you even step inside. Step through grand 8 foot cherry wood cathedral doors into an opulent limestone foyer crowned by a breathtaking 250-pound antique chandelier with a built-in elevator mechanism for effortless elegance. Antique leaded glass windows with built-in blinds grace every first-floor window, while Pella windows with interior shades adorn the upper levels. Every hardware piece was handmade in Lithuania, and Perure hinges were selected for their unmatched Old World craftsmanship. The remaining chandeliers throughout are irreplaceable one-of-a-kind antique pieces that cannot be found or replicated, each adding timeless distinction to every space they illuminate. The formal dining room stuns with a hand-carved plaster ceiling and artisan-crafted leaded windows bathing the space in natural light. The distinguished library features soaring cathedral ceilings, custom-crafted light fixtures, and built-in cabinetry with grand mesh doors. The family room soars with 20-foot ceilings, 14 expansive windows, irreplaceable antique chandeliers, a majestic Chicago fire brick fireplace, and a dramatic second-story balcony overlook. Antique solid wide white oak floors flow beautifully throughout. Five magnificent fireplaces, every one crafted with authentic Chicago fire bricks, grace this extraordinary estate. This estate proudly features two full chef-caliber kitchens - seamlessly connected by a dumbwaiter elevator - making large-scale entertaining and multi-generational living truly effortless. The primary gourmet kitchen showcases French hand-glazed cabinetry, granite countertops, a professional Viking range with grill, griddle, convection oven and warming drawer, dual Sub-Zero refrigerators behind extraordinary handcrafted panels, and a charming limestone fireplace breakfast area. A true butler's pantry with an additional Sub-Zero walk-in refrigerator behind cherry paneling bridges the kitchen and formal dining room. Two expansive first-floor primary suites provide ideal accommodations for multi-generational living, in-law quarters, or distinguished guests. The walkout lower level is an entertainer's paradise: home theater, fitness room with sauna, wine cellar-ready room, billiards area, secret passageways, a second full chef-caliber kitchen, and generous storage. Outside, extensive patios, meandering garden paths, and enchanting landscaping create a storybook backdrop for grand entertaining, anchored by a beautifully crafted exterior storage building designed to match the manor architecture. The entire grounds are enclosed by a 6-foot wrought iron fence ensuring total privacy. Mechanical excellence includes three zoned HVAC systems a dedicated radiant heat boiler serving the basement, garage and front entrance steps, a state-of-the-art private water system, natural slate roof with copper gutters, and a smart home system. A once-in-a-generation opportunity for the discerning buyer who demands timeless elegance, unparalleled provenance, and the absolute finest in luxury living - nestled within one of the most coveted and sought-after communities in all of Chicagoland.

24w141 Hobson Road, Naperville

$3,950,000
3 Beds 6 Baths 12646339 MLS ACTIVE Status
Finished at the highest level with smart, innovative floor plan enhancements, exceptional craftsmanship, and magazine-worthy design, this nearly new luxury residence-just one year old-is completely finished and move-in ready, offering the rare opportunity to enjoy luxury new construction without the wait. Welcome to Heritage Place in historic Naperville. This is far more than a home; it is a statement in exceptional living. Thoughtfully crafted by DJK Custom Homes, the residence showcases timeless architecture, unmatched quality, and extraordinary attention to detail. From the moment you enter, you are greeted by sun-drenched spaces, a beautifully reimagined open floor plan, and a seamless blend of elegance, comfort, and modern sophistication. A private elevator provides effortless access to every level of the home, delivering both convenience and luxury rarely found in downtown living. A highly sought-after 3-car garage further elevates the home's exceptional appeal. Every room has been curated with designer finishes by company Two-Hands Interiors, creating a cohesive and elevated atmosphere throughout. Custom furnishings are included with the home and feature exceptional pieces from Restoration Hardware, West Elm, Hennepin Lighting, and luxurious Kravet sofas and chairs. Only select artwork pieces and the wine collection in the wine room are excluded. The heart of the home is the open-concept living, dining, and chef's kitchen space-perfectly designed for both everyday living and sophisticated entertaining. The luxurious primary suite offers a true private retreat with generous proportions and spa-inspired comfort. Spacious secondary bedrooms, beautifully appointed bathrooms, and versatile flex spaces provide the ideal balance of style and functionality for today's lifestyle. Adding to the resort-style experience is a private sauna and exercise room, creating a peaceful space to relax, recharge, and enjoy wellness at home. One of the most spectacular features of this residence is the incredible rooftop deck-an exceptional outdoor living space designed for entertaining, relaxing, and enjoying the beauty of downtown Naperville. Whether hosting guests under the stars or enjoying a quiet evening, this rooftop retreat delivers a truly elevated lifestyle. Attention to detail is evident at every turn, and the professionally landscaped outdoor spaces create the perfect setting for relaxation, entertaining, and connection. Heritage Place is truly extraordinary-a boutique collection of luxury rowhomes perfectly positioned in Naperville's charming historic district. Just moments from the Metra station, the iconic Naperville Riverwalk, and downtown Naperville's award-winning restaurants, boutiques, and entertainment, this is downtown living reimagined with elegance, convenience, and community at its core. Surrounded by lush rose gardens, expansive green spaces, a playground, and the historic Kroehler Mansion, the setting is as remarkable as the home itself. Located within highly acclaimed Naperville School District 203.

111 N Columbia Street, Naperville

$3,285,000
5 Beds 9 Baths 12581501 MLS ACTIVE Status
Positioned on just under an acre and framed by nearly two additional acres of water, including a private pond and frontage along the DuPage River, this remarkable estate delivers 191 feet of coveted river access and an exceptional level of privacy. The pond serves as a natural separation from neighboring properties, creating a quiet, secluded setting just minutes from downtown Naperville. Designed by A&I Architect and Design Group, the home seamlessly blends resort-style living with refined, timeless design. Every detail was intentionally crafted to support both elevated entertaining and everyday comfort. The outdoor spaces feel like a private resort, complete with an infinity-edge pool, spa, firepit, putting green, and a full suite of sport courts including pickleball, tennis, basketball, and volleyball. Direct river access allows for kayaking and fishing right from the backyard, enhancing the lifestyle experience even further. Inside, the home showcases exceptional craftsmanship and high-end finishes throughout. The kitchen is equipped with Viking appliances and a La Cornue rotisserie oven, offering a true chef-caliber setup ideal for hosting. The primary suite is a private retreat featuring a fireplace, Jacuzzi soaking tub, secure safe room, and a terrace overlooking the river. Convenience is built in with an elevator servicing all levels. The walkout lower level expands the living experience with a 12-seat theater, commercial-grade bar, fitness center, sauna, massage room, and steam shower, creating a complete in-home spa and entertainment destination. Additional features include heated driveways, a four-car garage, and thoughtful updates throughout the property to ensure year-round comfort. A rare offering in Naperville, this riverfront estate combines privacy, scale, and luxury amenities in a truly one-of-a-kind setting.

51 Ford Lane, Naperville

$2,675,000
4 Beds 5 Baths 12654326 MLS ACTIVE Status
1046 Sylvan Circle presents an extraordinary opportunity to enjoy refined luxury living in one of Downtown Naperville's most distinctive residential settings. Privately nestled within the sought-after Sylvan Circle community, this remarkable home offers an exceptional balance of privacy, sophistication, and everyday comfort in a peaceful setting surrounded by mature trees and beautifully established residences. Positioned on an impressive fully fenced half-acre homesite with expansive 100 x 200 dimensions and among the largest backyard settings in the neighborhood, this exceptional property provides ample space for a future pool, sport court, or the outdoor sanctuary of your dreams. Offering approximately 4,500 square feet above grade in addition to an expansive 2,315-square-foot finished lower level, the home delivers remarkable scale while maintaining an inviting and comfortable feel throughout. Extensive recent improvements have elevated both the interior and exterior, including a beautifully limewashed facade, professionally painted black exterior windows, refreshed landscaping with lava rock accents, meticulously maintained mature trees, and a new roof and skylights completed in 2025. Outdoor spaces have been thoughtfully designed with Bluestone walkways, a classic brick paver patio, fire-pit with gas line, and beautifully layered landscaping featuring mature plantings and seasonal color that create a serene outdoor experience. Designed for both entertaining and everyday living, the kitchen combines functionality and style with an oversized island, custom cabinetry with integrated storage solutions and built-ins, walk-in pantry, marble backsplash, designer lighting, Series 7 Viking six-burner range with griddle and double ovens, separate French-Door oven, additional convection/microwave oven, and Jenn-Air professional-grade refrigeration. Adjacent living spaces are equally impressive, including a beautifully enhanced family room featuring custom picture-frame moldings, a private first-floor office with French doors, and a bright sunroom retreat complete with mounted television and views of the surrounding grounds. Upstairs, the primary suite has been transformed into a remarkable wellness-inspired sanctuary featuring a newly reimagined spa experience with bespoke wet-room design, luxurious marble finishes, new his-and-her vanities, updated lighting, a spacious shower with multiple body sprays, and a soaking tub thoughtfully integrated into a seamless spa-like setting designed for daily relaxation. Three additional generously sized bedrooms, including one ensuite, feature vaulted ceilings and oversized closets. Additional updates include beautifully refreshed secondary bath, a redesigned hall bath with new shower and tub wrapped in tile extending to the ceiling, updated powder room, custom closet enhancements, fresh paint throughout, new carpeting throughout nearly the entire home and basement (2025), and premium hypoallergenic carpet padding with moisture-resistant membrane protection. Significant mechanical investments include two top-of-the-line Carrier Infinity furnaces and air conditioning systems delivering exceptional year-round comfort and efficiency. The finished lower level features a fifth bedroom, full bath, and private garage staircase access, creating flexibility for guests, related living arrangements, or entertaining. Completing this exceptional offering is an oversized three-car garage with direct lower-level access and a location just moments from Downtown Naperville, the Riverwalk, bike paths, Green Park, train, boutique shopping, acclaimed restaurants, and all in award-winning District 203 schools including Prairie Elementary, Washington Junior High, and Naperville North High School. Renovated in 2023, and then over $400,000 of updates in this past year, this truly exceptional residence offers elevated living, remarkable improvements, and a lifestyle rarely found in downtown Naperville!

1046 Sylvan Circle, Naperville

$2,399,000
6 Beds 7 Baths 12674606 MLS ACTIVE Status
A Rare Legacy Estate in Prestigious Avere Woods Nestled at the end of a private, tree-lined cul-de-sac in one of Naperville's most coveted enclaves, this extraordinary custom-crafted brick and stone estate represents a rare opportunity to own a residence of exceptional scale, elegance, and distinction. Thoughtfully designed for sophisticated living and grand-scale entertaining, this remarkable estate showcases six luxurious en-suite bedrooms, three wood-burning fireplaces, and an impressive heated six-car tandem garage. Every detail reflects uncompromising craftsmanship, timeless architecture, and a commitment to quality seldom found in today's market. A private-entry guest residence creates the ultimate multi-generational retreat, offering complete independence with an expansive bedroom suite, elegant sitting room, spa-caliber bath, dedicated HVAC system, and private lower level. Beyond the stately entrance, a breathtaking two-story foyer unfolds beneath soaring ceilings, anchored by a sweeping spiral staircase adorned with custom wrought-iron balustrades. Rich Brazilian cherry hardwood flooring, bespoke millwork, architectural ceiling treatments, and exquisite built-in cabinetry create an atmosphere of refined luxury throughout. Designed to inspire culinary excellence, the gourmet kitchen is both functional and extraordinary. Appointed with professional-grade Viking appliances, a built-in refrigerator and dishwasher, warming drawer, granite surfaces, and a substantial dual-level island, the space seamlessly blends beauty and performance. An elegant butler's pantry featuring custom cherry cabinetry, glass display accents, and a wine refrigerator enhances effortless entertaining. The estate offers two distinguished executive offices on the main level, creating exceptional environments for leadership, creativity, and productivity. Every space has been thoughtfully curated to balance luxury with purpose. The primary suite is a sanctuary unto itself. Enter through double doors into a private sitting salon featuring a fireplace and wet bar, creating an intimate retreat designed for relaxation and indulgence. Generous proportions, luxurious finishes, and exceptional privacy define this remarkable owner's haven. A versatile third-floor retreat offers endless possibilities as a private studio, executive office, wellness space, or additional guest accommodations. Skylights, dual walk-in closets, and a dedicated climate-control system ensure comfort and flexibility. Outside, the estate transforms into a secluded resort-inspired sanctuary. An expansive entertainment deck accommodates elegant al fresco dining, fireside gatherings, and outdoor lounging beneath a canopy of mature trees. Professionally curated landscaping showcases specimen plantings sourced from the renowned Morton Arboretum, complemented by a comprehensive irrigation system. The walk-out lower level presents an extraordinary canvas for future customization while already featuring one of the home's most captivating amenities-a climate-controlled wine cellar designed to accommodate up to 1,000 bottles. A striking brick fireplace anchors the space, offering limitless potential for a private lounge, home theater, wellness retreat, or entertainment venue. Additional luxuries include a custom-designed laundry and mudroom, integrated pet station, whole-home security system, abundant storage, and countless bespoke details throughout. Offered in one of Naperville's most prestigious locations, this is more than a residence-it is a legacy estate. A home designed not simply to be lived in, but to be experienced.

616 Driftwood Court, Naperville

$2,299,000
5 Beds 5 Baths 12710318 MLS ACTIVE Status
Exclusive Half-Acre Retreat in the Heart of Downtown Naperville Set on one of Naperville's most coveted cul-de-sacs, this exceptional Forest Avenue estate offers the rare combination of privacy, space, and walk-to-town convenience. Positioned on a 1/2-acre lot with no homes directly behind, it overlooks open green space and a brand-new neighborhood park-perfect for outdoor entertaining, play, or future pool plans. This timeless 6,129 sq ft home spans three exquisitely finished levels, with a 1,300 sq ft finished third floor and an unfinished basement ready to realize your personal vision. Boasting 5 bedrooms, 4.5 baths, and a 4-car garage, it's designed for modern luxury living. Step inside to a grand foyer with fireplace that flows seamlessly into a spacious chef's kitchen with breakfast nook, opening to a bright bonus room overlooking the backyard. The first-floor turreted office with private entrance is ideal for professional meetings without compromising family life, while the second-floor turret off the primary suite offers a private sitting room or secondary office retreat. Dual laundry rooms on the first and second floors enhance convenience. The finished third floor provides unparalleled flexibility-perfect for a playroom, media room, additional office, or guest suite. The unfinished basement invites you to design a personal recreation space, gym, or additional living quarters. Deep pour/ high ceilings totaling 1674 sq ft. Enjoy a true walk-to-everything lifestyle-just blocks from Centennial Beach, the Riverwalk, West Greens Park, and downtown dining and shopping, as well as all three award-winning District 203 schools: Naper Elementary, Washington Junior High, and Naperville North High School. Commuters will appreciate the short walk or bike ride to the Metra for easy access to Chicago. This Forest Avenue masterpiece combines timeless elegance, modern convenience, and unmatched location, making it one of downtown Naperville's most exclusive offerings.

70 Forest Avenue, Naperville

$2,250,000
4 Beds 6 Baths 12648067 MLS ACTIVE Status
This magnificent 5-bedroom, 4 full and 2 half bath estate offers 6,294 square feet of refined living space set on 5 pristine acres. A grand arched double-door entrance with patterned glass welcomes you into a dramatic foyer with arched ceilings, setting the tone for this exceptional property. Heated tile flooring flows throughout the foyer, gourmet kitchen, and family room, providing comfort and continuity across the main living spaces. The kitchen is thoughtfully designed with custom natural wood cabinetry, granite countertops, a peninsula and center island, both with seating, and premium appliances including an AGA cast iron range that also provides home heating, plus a Sub-Zero refrigerator. A sunlit breakfast nook with expansive windows offers tranquil views of the property, and the kitchen opens directly to the spectacular two-story family room, the true centerpiece of the home, featuring vaulted ceilings with exposed wood beams, a floor-to-ceiling stone fireplace framed by two large windows, surround sound, and dual chandeliers. New hardwood flooring enhances the formal dining room, living room, private office, and primary suite. The dining room showcases a multi-tier tray ceiling, elegant wall sconces, chandelier, and a unique two-sided see-through stone fireplace shared with the living room. The living room highlights cathedral ceilings, abundant natural light, and custom inlay detailing in the hardwood floors. A private office offers serene views along with built-in custom cabinetry including desk, shelving, and storage. The primary suite serves as a peaceful retreat with vaulted ceilings, oversized windows, a walk-in closet with custom built-ins, and a full en-suite bath featuring a walk-in shower and double vanity with granite countertops. Two updated half bathrooms complete the main level. The upper level features new hardwood flooring throughout and is anchored by a dramatic open sitting area overlooking the family room through wrought iron railings with custom woodwork. Barn-door access leads to a convenient storage room and an expansive unfinished space presenting a rare opportunity to add a second primary suite; with room for a large bedroom, walk-in closet, and full bath, making this an ideal setup for multi-generational living or extended guest accommodations. Three generously sized bedrooms offer ample closet space, including two with en-suite bathrooms, one of which is also accessible from the hallway to serve the third bedroom, providing flexible living arrangements. The finished lower level is designed for entertaining, offering custom wood built-ins, rich wood paneling, a wet bar with sink and cabinetry, a fifth bedroom, full bathroom, and laundry room. Exterior highlights include classic brick and stone architecture, a concrete and brick paver driveway, a charming red barn with paddock, a three-car garage with heated floors, an irrigation system, and electric fencing. The expansive lot offers exceptional privacy, surrounded by mature trees that create a peaceful, secluded setting rarely found so close to town. Ideally located just minutes from downtown Naperville's premier dining and shopping, near Egermann Woods, Green Valley Forest Preserve, and Seven Bridges Golf Club, with convenient access to Routes I-88, I-355, and I-55. Schedule your private showing today and experience this exceptional estate firsthand.

7S460 Donwood Drive, Naperville

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