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$2,500,000
5 Beds 5 Baths 3541365 MLS ACTIVE Status 1.4100000000000001 Acres 37215 Zip Code
Attention old home lovers and renovators! This is a rare opportunity to purchase one of Nashville's most beloved homes which has been lived in, loved and celebrated for over 43 years. Built in 1940, this grand old Southern Belle has been a beloved home to some of Nashville’s most prominent families and is now ready to for her next chapter. Make her yours and enjoy her graceful livability for decades to come. Once the epicenter of Harpeth Hall after school activities, volunteer committee meetings, Nashville society gatherings, numerous bridge clubs, music recitals, master gardener gathers, and private salon where the city’s premier antique and art aficionados gathered to celebrate history, craft, music and culture. Stepping through these doors means inheriting a legacy of curated elegance where the southern architecture seamlessly hosted generations of connoisseurs, musicians, tastemakers and passionate collectors. Designed for both grand entertaining and intimate exhibition, the grand living spaces offer a sophisticated backdrop that naturally elevates any private collection. Situated directly across the street from renowned Harpeth Hall, 4216 sits on 1.41acres, one of the larges lots on that exclusive section of Estes Rd 200x308. The home features a formal living room with lots of windows adjoining a Florida room with custom shelves for collectables and a spiral staircase to the basement; a formal dining room with marble floored vestibule leading to a secret walled garden; a country kitchen with exposed brick walls; 2 bedrooms on the main and a 2 story great room with book cases, wet bar and filer place which flows gracefully to the expansive terrace overlooking the pool, boxwood gardens and greenhouse. Upstairs features the primary, 2 secondary bedrooms & 1 bathroom. The Basement features a bonus room, bathroom and storage. The opportunities are unlimited, bring your architect and contractor!

4216 Estes Rd, Nashville

$4,997,000
5 Beds 7 Baths 3527710 MLS ACTIVE Status 1.35 Acres 37215 Zip Code
Freshly positioned and ready for its next chapter, this exceptional residence brings together bold architecture, sophisticated design and the effortless energy of resort-style living. The custom saltwater pool and integrated spa transform the outdoor setting into a private retreat—equally suited for entertaining, relaxed weekends, and unforgettable evenings with family and friends. The home’s soaring ceilings, dramatic architectural lines and walls of glass create an impressive sense of scale while keeping the home warm, open and remarkably livable. Expansive gathering spaces flow seamlessly from indoors to out, creating a home designed as beautifully for everyday life as it is for elevated gatherings. Five private en suite bedrooms provide exceptional accommodations, highlighted by a stunning primary retreat with serene spa bath and couture-inspired wardrobe. Thoughtful technology and craftsmanship are woven throughout, including Lutron lighting, integrated audio/visual systems, whole-house water filtration and curated smart-home enhancements. The lifestyle continues with a scullery-style back kitchen for effortless hosting, speakeasy-inspired bar, club-style billiards room, dedicated fitness and wellness spaces, refined home office and a newly added custom dog wash station. Sophisticated yet inviting, polished yet incredibly livable, this is a home designed to be experienced. A fresh opportunity to embrace exceptional design, resort-caliber amenities and elevated Nashville living in one of the city’s most coveted neighborhoods. *Home is conveying fully furnished.

4600 Shys Hill Rd, Nashville

$2,679,000
4 Beds 6 Baths 3526897 MLS ACTIVE Status 2.77 Acres 37215 Zip Code
Rare Forest Hills lot with genuine privacy— mature trees, no rear neighbors, and a nearly 3 acre setting minutes from Sequoia Tennis & Swim Club, Green Hills, & Belle Meade. The renovation is the story here. The kitchen renovation is exceptional: custom white cabinetry, marble backsplash, Caesarstone quartz island with natural veining, brass hardware, Wolf 6-burner pro-grade range with custom liner, and new French doors that open directly to the rear patio. The butler's pantry is a full separate room — glass-front uppers, dedicated cabinetry, its own prep space — not a closet. The rear patio is built for year-round use. A stacked stone exterior fireplace anchors the flagstone sitting area, with mature landscaping and a walled perimeter that creates genuine enclosure and privacy. The first-floor primary suite offers his and hers closets and is set apart from the other bedrooms. Upstairs, the second story can easily function as an additional primary to expand the home's versatility. The second story offers 3 bedrooms, multiple full baths, a dedicated study, craft room, sitting area, and an oversized bonus room. Whether used for guests, hobbies, home offices, or recreation, these spaces allow the home to adapt over time while maintaining a layout that feels connected and functional. A second-level covered veranda runs the width of the home — arched openings, slate tile flooring, wrought iron railings, and a full canopy of trees on three sides. Of note, the expansive driveway accommodates multiple cars without the shuffle. Nearly 4,900 square feet across two levels, the finishes, the outdoor spaces, and the veranda are not things you replicate easily. This is a home that was invested in. Properties on Chickering have long been sought after for their location and enduring appeal. 2301 Chickering Lane offers the combination of location, lot, and livability that continues to drive long-term value in one of Nashville's most desirable neighborhoods.

2301 Chickering Ln, Nashville

$1,999,000
4 Beds 4 Baths 3286187 MLS ACTIVE Status 2.2 Acres 37215 Zip Code
Discover timeless elegance meets modern luxury in this fully renovated 1964 brick home on a rare 2.2-acre private lot in prestigious Forest Hills. ***One year home warranty is included and $5,000.00 in Closing Costs offered with Preferred Lender.*** This turnkey residence offers 4 bedrooms and 3.5 baths across 3,580 beautifully updated square feet. The heart of the home is the stunning new kitchen featuring quartz countertops, a professional-grade Viking range, and a Sub-Zero refrigerator — a chef’s dream. Every major system has been upgraded with all-new electrical, plumbing, HVAC ductwork, and a fully encapsulated crawl space for superior comfort, efficiency, and peace of mind. The main level includes two primary suites with luxurious baths, while the upper level provides two additional bedrooms and a full bath, plus flexible attic space with conversion potential. Sun-filled interiors, high-end finishes, and an open flow blend classic charm with contemporary living. Outside, enjoy exceptional privacy as the expansive backyard backs up to a serene wooded hillside. New landscaping and a welcoming front walkway enhance curb appeal on this generous 2.2-acre estate lot — a true rarity in the area. Perfectly located just minutes from Green Hills shopping and dining, Belle Meade, and Brentwood, this home offers unparalleled convenience and lifestyle. Completely renovated and move-in ready, 6004 Hillsboro Pike represents a standout opportunity in one of Nashville’s most desirable neighborhoods. Don’t miss your chance to own this private retreat!

6004 Hillsboro Pike, Nashville

$3,400,000
4 Beds 4 Baths 3248212 MLS ACTIVE Status 5 Acres 37215 Zip Code
Tucked behind a gated entrance on 5 fenced acres in prestigious Forest Hills, this beautifully reimagined estate offers the rarest kind of Nashville luxury: privacy, presence, & an unmatched 37215 location just moments from Green Hills, Belle Meade, & some of the city’s most beloved shopping & dining. Completely renovated inside w/ a new roof & thoughtful designer updates throughout, the main residence spans 4,406 square feet w/ 4 bedrooms, 4 full baths, & a floor plan that feels both refined & wonderfully livable. From the moment you arrive, the setting feels storybook: a private, gated retreat surrounded by mature trees, open green space, & the quiet elegance Forest Hills is known for. Inside, natural light, elevated finishes, & beautifully refreshed living spaces create a home that feels fresh, timeless, & full of charm. Two spacious primary suites provide flexibility for multi generational living, long term guests, or a luxurious main level retreat. A full sound studio adds a rare creative element, perfect for music, podcasting, production, or a private work from home escape. The detached back cottage adds approximately 800 additional square feet & lives like its own private guest house, complete w/ a full kitchen & full bath. Whether used for guests, in laws, a creative studio, or extended stay visitors, it gives this property a level of function & versatility that is nearly impossible to find in this location. All of this sits minutes from Green Hills Galleria, Whole Foods, Trader Joe’s, Hill Center, boutique shopping, dining, coffee shops, & everyday conveniences, while still feeling tucked away in your own private world. A gated 5 acre Forest Hills estate, fully renovated, beautifully appointed, & remarkably close to everything that makes this zip code one of Nashville’s most coveted.

5360 Hillsboro Pike, Nashville

$1,999,900
4 Beds 4 Baths 3244853 MLS ACTIVE Status 5.47 Acres 37215 Zip Code
Luxury Treetop Escape in Forest Hills ~ Discover a truly exceptional custom residence in the prestigious gated community of Otter Wood. Set on 5 private acres in sought-after Forest Hills, this one-of-a-kind estate was designed by renowned Colorado architect David Brown and masterfully built by Dean Davenport, creating a property of remarkable quality and enduring craftsmanship. Nestled among mature trees, the serene wooded setting creates a peaceful retreat immersed in nature. Contemporary architectural elements are beautifully complemented by natural stone and warm wood accents, resulting in a timeless aesthetic throughout. Upon arrival, guests are welcomed by a striking exterior support pillar clad in native Tennessee stone. Inside, gracious living spaces feature rich hardwood floors, soaring vaulted ceilings with remote-operated skylights, and dramatic walls of windows that frame breathtaking treetop views. The stunning kitchen is appointed with new JennAir stainless steel appliances, high-gloss maple cabinetry, a center island w/ wine cooler, and an inviting breakfast area. Designed for both relaxation and entertaining, the lower-level recreation room includes a wet bar and provides the perfect setting for game nights and gatherings. Multiple balconies, expansive windows, tranquil water features, and thoughtfully designed patios offer spectacular views and seamless indoor-outdoor living. Recently refreshed with new interior paint and select exterior updates, this remarkable home was honored as the Better Homes & Gardens Home of the Year in 1995—a distinction that reflects its enduring design and architectural significance. A rare and distinctive offering in the Nashville market, this private sanctuary delivers the perfect balance of seclusion, sophistication, and convenience. Surrounded by nature yet only minutes from Green Hills, Brentwood and downtown Nashville and neighboring Richland Country Club. it truly offers the best of both worlds.

4 Glenn Abbey, Nashville

$985,000
4 Beds 3 Baths 3239903 MLS ACTIVE Status 0.17 Acres 37215 Zip Code
Nestled inside the coveted Burton Hills enclave, this 4-bedroom home balances effortless suburban privacy with rapid 10-minute access to Midtown and Downtown Nashville. Step inside to soaring light-filled interiors, rich hardwood flooring, and a seamless main-floor layout engineered for functionality and comfort. The kitchen features double ovens, stainless steel appliances, and pantry storage, opening cleanly into expansive living spaces anchored by a classic focal fireplace. Upstairs, generous light-flooded bedrooms offer flexible layouts for dedicated work-from-home suites or guest accommodations. The large bonus room features brand new carpet and paint and provides a versatile space for a play room, office, or lounge space. Outside, enjoy a private fenced backyard (where the HOA cuts your grass!). The low-maintenance footprint lets you spend weekends at the community pool, clubhouse, or pickleball/tennis courts.

72 Ravenwood Hills Cir, Nashville

$3,999,999
5 Beds 7 Baths 3232468 MLS ACTIVE Status 1.04 Acres 37215 Zip Code
Private Tyne Meade Estate with Stunning Tennessee Views. Perched atop a private hill overlooking Radnor Lake State Park, this exceptional five-bedroom, five-full-bath, and two-half-bath residence offers over an acre of beautifully landscaped grounds designed by Page Duke and interiors by Parkes & Lamb Interiors. Designed for both luxury and family living, the home features custom ceiling details by Vintage Millworks, designer wallpapers and finishes throughout, separate his-and-hers offices, a private first-floor guest suite with direct access to European-inspired gardens, and exceptional storage including a cedar-lined seasonal closet. Lifestyle amenities include a sauna, a second flex office that could easily serve as a golf simulator room, studio, or creative workspace, a spacious third-floor game room, a climate-controlled three-car garage, an outdoor fire pit, and a separate artificial-turf dog run/play area with room for a future pool. Outdoor living is highlighted by expansive Tennessee limestone patios, a dedicated outdoor cooking area, and multiple entertaining spaces that take full advantage of the home's privacy and sweeping hilltop views. For those who value privacy, panoramic views, and convenient access to Metro Nashville, this exceptional Tyne Meade estate represents a rare offering. Combining designer craftsmanship, resort-style outdoor living, and a secluded hilltop setting, the property delivers an unparalleled lifestyle just minutes from Nashville's premier schools, dining, shopping, and business districts.

4523 Wayland Dr, Nashville

$2,495,000
4 Beds 6 Baths 3223002 MLS ACTIVE Status 1.76 Acres 37215 Zip Code
*Motivated Seller offering a $50,000 Buyer's Incentive to use as you like...Buy Down your Mortgage Interest Rate... Remodel... Use for Closing Costs, or just as an additional Price Reduction! Ensconced in the hills of the prestigious gated community of Otter Wood, lies this custom-built stacked stone and stucco home, situated on one of the most picturesque and serene lots within the community. This exceptional residence offers luxurious living with beautiful hardwoods, gorgeous millwork, high ceilings and spacious rooms designed for entertaining. The main level offers living and dining rooms, an office with built-ins and wainscoting panels as well as a wonderful open-design family room, kitchen equipped with Wolf and Sub-Zero appliances, and breakfast rooms infused with natural light. The main level owner’s suite with its direct access to the rear patio, has separate soaking tub, large marble shower and separate walk-in closets. The upper level includes three large secondary bedrooms as well as an incredible 36’x21’ recreation room, complete with a built-in snack bar with beverage center and ice maker. Outdoors, a full-length rear patio is bordered with a lushly landscaped stacked stone wall with built-in water feature along with steps leading to trails within the wooded lot allowing you to enjoy the 1.76 acres of seclusion! Beautifully landscaped grounds with exterior lighting and full irrigation system round out this remarkable property pleasantly situated in a coveted location next to Richland Country Club and only minutes to schools, shopping & offices with a short drive to Green Hills and Belle Meade dining. *Buyer's Incentive applicable with an offer acceptable to Seller

57 Annandale, Nashville

$2,995,000
3210918 MLS ACTIVE Status 3.03 Acres 37215 Zip Code
Bring your own builder to this rare opportunity to create an extraordinary estate on 3.03 private acres tucked atop one of Forest Hills’ most secluded and prestigious neighborhoods. Surrounded by many of the city’s finest estates, this exceptional homesite sits quietly at the end of a cul-de-sac and captures breathtaking views of the rolling hills and Warner Parks. Experience the pinnacle of natural beauty and privacy while being just minutes from Green Hills, Brentwood, and downtown Nashville. The seller has already completed engineering and soil testing and has thoughtfully designed plans for an impressive 10,000+ square foot luxury residence featuring a pool and detached guest/pool house, intentionally positioned at the property’s highest point to maximize the sweeping panoramic views. Don’t miss this incredibly rare combination of privacy, prestige, and ready-to-build potential in one of Nashville’s most coveted locations.

3 Saint James Pl, Nashville

$980,000
5 Beds 5 Baths 3197408 MLS ACTIVE Status 2.25 Acres 37215 Zip Code
Set high on a wooded hilltop in sought-after Forest Hills, this private retreat offers a rare blend of peaceful living, natural surroundings, and close-in convenience just minutes from the heart of Nashville. Surrounded by mature trees and scenic views, the home feels tucked away in nature while remaining moments from Brentwood, 12 South, Vanderbilt University, and downtown. Thoughtfully maintained and ready for immediate enjoyment, the property also offers the flexibility to personalize over time. The seller has already invested in major infrastructure improvements, including portions of a new driveway, retaining walls, and drainage enhancements—creating a strong foundation for long-term ownership. The spacious layout includes 5 bedrooms, 3 full bathrooms, and 2 half bathrooms, along with dual living spaces and two laundry areas, offering flexibility for entertaining, guests, work-from-home living, or multi-generational needs. An expansive kitchen footprint opens the door for a truly exceptional gathering space centered around indoor-outdoor living. A wrap-around porch and wooded surroundings create a peaceful, retreat-like atmosphere rarely found this close to the city. Private, inviting, and full of character, this is a unique opportunity to own a distinctive home in one of Nashville’s most desirable neighborhoods. Home is selling AS/IS

5322 General Forrest Ct, Nashville

$3,500,000
4 Beds 5 Baths 3182558 MLS ACTIVE Status 2.35 Acres 37215 Zip Code
Welcome to this fully reimagined 5,006 sq ft Forest Hills luxury residence, offering 4 BR (all designed as en suites)  / 4.5 BA, designed with modern, luxury intention.Impressive influences of Italian villa architecture are woven throughout, from the authentic stucco exterior to the arched openings and organic textures meant to create a warm, timeless home. The thoughtfully designed floor plan delivers seamless flow, elevated finishes, and abundant natural light. The heart of the home is a gourmet kitchen that features Thermador appliances and an oversized island for casual, family meals. Complementing the kitchen is a fully equipped butler’s pantry, complete with an additional dishwasher, microwave, and prep sink. This private scullery kitchen is ideal for catering, while keeping the main space pristine. Expanding the living experience, approximately 1,500 sq ft of outdoor entertaining space extends directly off the main level, creating a seamless indoor-outdoor connection. A private rooftop terrace—accessed from both the primary suite and secondary junior suite—offers an intimate retreat perfect for morning coffee or sunset gatherings. The spacious owner’s suite is a true getaway space, featuring a tucked-away, stackable washer/dryer, in addition to a large secondary laundry room serving the home with ease. Clean architectural lines, refined design and highly functional living spaces, including a generous, step-down den with fireplace, provide a home with the perfect balance of sophistication and everyday comfort while the garage offers organized storage and a built-in drop zone transforming it into a practical everyday hub.

5332 General Forrest Ct, Nashville

$750,000
3137303 MLS ACTIVE Status 1.16 Acres 37215 Zip Code
Exceptional opportunity to build your custom dream home in the prestigious gated community of Otter Wood. This beautiful 1.16-acre homesite offers privacy, mature trees, and a serene setting reminiscent of the Smoky Mountains — all just 10 minutes from Green Hills and Nashville. Otter Wood is a boutique gated enclave bordered by Richland Country Club and moments from Nashville Downtown, providing a rare balance of natural beauty and city convenience. Tree-lined streets and a private community walking trail enhance the peaceful, secure atmosphere. Enjoy close proximity to top-rated schools, professional offices, premier shopping, and the upscale dining scenes of Green Hills and Belle Meade — placing everyday essentials and luxury amenities within easy reach. Large, private lots in Otter Wood are increasingly rare. This is your chance to create a custom residence in one of Nashville’s most desirable and established communities.

20 Annandale, Nashville

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