Gladwyne Homes with Pool

Gladwyne Homes with Pool

Welcome to Gladwyne, Pennsylvania – a hidden gem nestled in the heart of Montgomery County. This picturesque suburb, just a stone's throw from Philadelphia, offers a charming blend of serene landscapes, rich history, and a vibrant community spirit. Known for its lush greenery and stunning estates, Gladwyne is a haven for those seeking an upscale lifestyle amid nature's beauty.

One of the standout features of Gladwyne is its array of luxurious homes, many of which boast private pools. Imagine stepping into your backyard oasis on a warm summer day, where you can unwind by the shimmering water or host delightful gatherings with family and friends. These homes with pools not only enhance your outdoor living experience but also provide a perfect retreat for relaxation and recreation.

Gladwyne is renowned for its top-rated schools, making it an ideal location for families. The area also offers a plethora of parks and trails, perfect for hiking, biking, or simply enjoying the great outdoors. With its close-knit community, residents often come together for local events, fostering a sense of belonging and camaraderie.

Whether you’re drawn to the historic charm of the town, the exquisite homes with pools, or the exceptional lifestyle it offers, Gladwyne is more than just a place to live – it’s a place to thrive. Explore the real estate opportunities here and discover the perfect home that suits your dreams and aspirations. Welcome to Gladwyne, where your ideal lifestyle awaits!

Newest Gladwyne Homes with Pool

$1,785,000
5 Beds ⋅ 6 Baths
Contemporary architecture on the Main Line, near the end of a cul-de-sac on one of Gladwyne's most desirable streets. Designed by Campbell Thomas Architects in 1955, substantially renovated under prior ownership and further refined by the current owners, 1620 Monk Road pairs its architecture with the comfort and ease of a home built for everyday living. Soaring ceilings and walls of glass open the interior to light and landscape from every room, while Pennsylvania fieldstone and rich Brazilian teak (cumaru) flooring ground the design in warmth and texture. The result is an open, flowing plan that is as livable as it is beautiful. From the foyer, the home unfolds into a large living room with multiple seating areas, a fireplace, and sight lines that frame views of the landscaped grounds. The dining room, kitchen, and breakfast room flow together with the same openness, and a family room with a second fireplace and a first-floor bedroom suite complete the level. Glass doors throughout connect the principal rooms to a wrap-around deck with multiple outdoor seating areas, so the living spaces extend directly into the landscape. The walk-out lower level is anchored by the primary suite, where an exposed stone wall and reeded wood detail bring texture and warmth. Its spa-like bath is appointed with a double vanity, a freestanding soaking tub, a separate shower, and exposed stone walls of its own. Additional bedrooms and baths follow, several carrying the same stone detailing, along with an exercise room and a laundry room. Five bedrooms and five full, one half baths in total. A circular driveway arrives through landscaped grounds. The wrap-around deck overlooks an in-ground concrete pool with fountains and a custom automatic cover, on a mature 0.84-acre parcel close to the village of Gladwyne and within easy reach of Center City. Three-zone heating and cooling throughout. Immediate possession available. Distinctive contemporary architecture, designed for warm, light-filled living.

1620 Monk Rd, Gladwyne

Listing courtesy of BHHS Fox & Roach-Haverford. Contact: 6106494500
$2,750,000
5 Beds ⋅ 6 Baths
A lighthearted warmth invites you into 1533 Briar Hill, where the quintessential Main Line lifestyle awaits. Meticulous grounds and a sparkling exterior capture you from the driveway. Inside this luxurious estate unfolds across three levels built to suit large gatherings and intimate family living in the heart of the Main Line. A dramatic entry hall with a vaulted ceiling and curved staircase immediately reveals the refined presence and impressive scale of this classic home. Soaring ceilings continue throughout formal and informal spaces, all of which flow seamlessly and create an airy feel. The recent sunroom addition was built by the original architect to bring abundant light and a year-round connection to the serene landscape. A substantial family room accompanies the eat-in kitchen and connects to a deck with sweeping views of Gladwyne. The finished lower level spans a game and recreation room that opens to the resort-style jacuzzi and pool. A private guest suite and 4-car garage are replete with comfort and utility. Upstairs is highlighted by an enormous primary suite and 4 additional bedrooms with beautifully updated bathrooms. Seller's rigorous maintenance schedule extends to various updates and improvements. This is a rare opportunity to own a distinguished, turn-key residence in one of the most beautiful locations in Pennsylvania. Contact Garrett Snider/The Lavinia Smerconish Team at Compass.

1533 Briar Hill Rd, Gladwyne

Listing courtesy of Compass Pennsylvania, LLC. Contact: 6106155400
$7,495,000
8 Beds ⋅ 12 Baths
Privately tucked behind gated stone piers in Gladwyne, “Wooded Hill” unfolds across nearly seven acres of lush, mature grounds designed for both quiet seclusion and outdoor enjoyment. Expansive lawns, formal gardens, winding stone paths, and a pool with pavilion create a setting that feels more like a private retreat than a traditional residence. A dedicated golf green with multiple tee boxes and a series of terraces further extend the outdoor living experience. At the center of the property sits a 16,410-square-foot residence that blends historic character with extensive modern upgrades. Natural light pours in from every angle, highlighting detailed craftsmanship such as custom millwork, decorative iron accents, intricate ceiling designs, and seven fireplaces. French doors throughout the home open to the surrounding landscape, reinforcing the connection between indoor and outdoor spaces. The home is equally suited for large-scale entertaining and everyday living. Gathering spaces include formal living and dining rooms, a sunroom, a billiards room, and multiple family rooms, while two private offices provide flexibility for work or study. The kitchen, positioned as a central hub, is paired with a bright breakfast area for casual dining. A private primary wing offers a retreat within the home, complete with dual spa-like baths, a sitting area, and a balcony library overlooking a dramatic two-story family room. Additional bedroom suites—each with walk-in closets and private baths—are complemented by a second-floor library. Altogether, the property accommodates eight bedrooms, including a fully independent two-bedroom apartment ideal for extended stays or live-in support. The lower level expands the home’s recreational offerings with a theater featuring tiered seating, a fitness room, a custom bar, and direct access to the outdoor entertaining areas. A separate guest house, thoughtfully renovated with a more contemporary aesthetic, provides two additional bedrooms and a sense of privacy for visitors, accessible through a charming stone courtyard. Modern infrastructure supports the estate’s scale and convenience, including a whole-house generator and an integrated smart home system controlling lighting, security, audio, and pool functions. Despite its secluded setting, the property is just minutes from local village amenities, King of Prussia, Center City Philadelphia, and major transportation routes—offering both privacy and accessibility in one of the Main Line’s most desirable locations

26 Old Gulph Rd, Gladwyne

Listing courtesy of Compass Pennsylvania, LLC. Contact: 6106155400
$5,995,000
5 Beds ⋅ 6 Baths
One of only six residences along a private Gladwyne lane, 1320 Huntsman Lane is a quietly masterful composition—where architecture and landscape are conceived as one continuous experience, and where restraint, proportion, and craftsmanship define its character. A painted white stone farmhouse anchors the end of a wide gravel court, the approach unfolding in glimpses. A beech lawn, enclosed by mature trees and patterned with a restrained formal garden, introduces the first of many outdoor rooms. Elsewhere, a stone wall with an arched opening leads to a more intimate enclosure and a separate structure suited for a studio, gym, or private office—each element placed with intention rather than display. Inside, the home honors its origins while elevating them. A straight-through foyer with richly stained original floors opens to terraced gardens beyond. Principal rooms balance refinement with ease: a living room extends to a screened garden space overlooking a formal walk of towering trees and cutting gardens; a fireside library offers quiet contrast; and a dining room opens seamlessly to a bluestone terrace. A glass-wrapped solarium adapts effortlessly to daily life, always oriented toward the landscape. The kitchen and adjoining spaces continue this dialogue. Substantial materials—wide-planked floors, marble surfaces, professional appliances—are paired with uninterrupted views outward. A glass-enclosed breakfast room opens to a wisteria-covered pergola with a fireplace, creating a space defined as much by nature as by structure. Nearby, a large family room offers a more relaxed counterpoint, with a detailed wood ceiling, wraparound windows evoking a treehouse-like setting, and a fireplace with concealed media—equally suited for gathering or retreat. Upstairs, an arched stair window frames the symmetry of the gardens below. The primary suite is warm and composed, with thoughtfully divided baths, tailored dressing spaces, and views to the cutting gardens. Additional bedrooms are generous and well-appointed, while a private guest suite and upper-level retreat provide flexibility for extended stays. A light-filled gym, defined by exposed stone and high ceilings, completes the interior. Here, the grounds are not ancillary; they are integral. A sequence of garden rooms unfolds along stone and brick paths that reveal rather than present. A grass tennis court, enclosed by intricate lattice fencing, is both refined and restrained, with a charming shed positioned along its center line. An allée of trees leads to the pool—rectangular, softened by a waterfall and balanced by curved seating—while two stone pavilions, seamlessly integrated, shelter dining and a waterfall-edge hot tub. A fire pit and a discreet clock tower with bath and changing space allow days to extend fully outdoors. Specimen plantings, antique garden elements, and thoughtfully placed lighting lend a sense of permanence, while centennial brick and stone paths ground the composition. At 1320 Huntsman Lane, beauty is not singular or immediate—it is cumulative, revealed gradually through movement, season, and time.

1320 Huntsman Ln, Gladwyne

Listing courtesy of Compass Pennsylvania, LLC. Contact: 6106155400
$5,695,000
5 Beds ⋅ 6 Baths
Exciting new Construction from Waverly Custom Homes. Lot 3 at "Rockwoods" is located in a private setting backed by open space. This modern floor plan offers 8800+ sq ft of living space with extravagant amenities. 2 bedrooms on main floor and 2/3 bedrooms on the garden level *Some images have been virtually staged for illustrative purposes.

30 E Old Gulph Rd, Gladwyne

Listing courtesy of Compass Pennsylvania, LLC. Contact: 6106155400
Start Your Search